Vacation Home Rentals By Owner In Anna Maria, FL

$1776.49

Precious Memories: North End! Quick Walk to Beach! Elevator,Pool,Ping Pong & Pool by Anna Maria Life

Anna Maria, Florida, United States

Precious Memories by Anna Maria Life Vacation Rentalsbr753 Jacaranda, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! AMI North End! Quick Walk to Beach!br5 Bedrooms / 4 Bathroomsbr4 King Beds, 3 Sets of Twin over Twin Bunk Beds brSleeps 12!brElevator (to all floors)brPrivate Heated Pool & SpabrSun Deck with Pool LoungersbrPool Level Entertainment & Lounge with TVbrCovered Bar with SeatingbrPool Table & Ping Pong TablebrGas GrillbrPatio Dining off Kitchen (Overlooks Pool)brMultiple Verandahs & DecksbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 4 CarsbrbrDetails:brLocated on the North End of Anna Maria, Precious Memories welcomes you to make vacation memories to last a lifetime. Bring the whole family! This home sleeps 12 guests! With the shimmering waters and sugar sand beaches of the Gulf of Mexico less than a block away, your beach retreat awaits.brbrNatural light from the oversized windows and patio doors fills the living and dining rooms. The gorgeous outdoor deck overlooking the tropical backyard is easily accessed from the kitchen and living room. Prepare a meal in the full kitchen and dine al fresco on the deck with patio dining. If you prefer to share your meals inside, the dining table seats eight with additional counter bar seating for four.brbrTwo of the king bedrooms are on the main living area on the 2nd floor. The master king room features an en-suite bathroom and a sliding door to a private patio. The second King room is near the full bathroom on this level which features a sink and toilet across the hall from a separate tub and shower.brbrThe two other king rooms are located on the third floor and share a jack n jill bathroom outfitted with a shared shower but with each bedroom having its own private vanity and toilet. The kids will love the bunk bedroom with a set of twin over twin bunkbeds. The 3rd floor common area has a full guest bathroom and two sets of built-in twin over twin bunk beds. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrTake a dip in the pool and relax in the hot tub while enjoying the lush landscape backyard. The poolside level features a covered, outdoor lounge with a pool table, patio furniture, TV, bar with bar seating, and gas grill. The ping pong table is steps away in the garage.brbrPrecious Memories is easy walking distance to many shops and restaurants the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrBedroom 1: King with TV and Ensuite Bath - Floor 2brBedroom 2: King with TV and Jack & Jill Bath - Floor 3brBedroom 3: King with TV and Jack & Jill Bath- Floor 3brBedroom 4: King with TV - Floor 2brBedroom 5: Twin over Twin Bunk - Floor 3br3rd Floor Common Area: 2 Sets of Twin over Twin Bunk Beds brbrPlease note:brPets are not allowed in this home.brAmenities are subject to change.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrVR21-000027brbrGolf Cart DEAL ALERT!!! brReserve now a street legal GOLF CART from Fun & More Rentals! 4, 6 or 8 passenger gas or electric carts to choose.brFUN way to explore the island for the entire family.brMention Anna Maria Life Vacation Rentals and receive this VIP deal!brwww.FunAndMoreRentals.combr941-462-2719brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

Bed

Bath

Sleeps

$706.3

/ Nightly

Private Vacation Home

Bayfront Escape with Stunning Water Views and Steps to Bean Point

Anna Maria, Florida, United States

Seaside by Anna Maria Vacations brHome in Anna Maria, FL brVR16-000432 brbrWelcome to Seaside, an elegant three bedroom, two and a half bath waterfront home located on the highly coveted north end of Anna Maria Island. With breathtaking views of Egmont Key, the Skyway Bridge, and Downtown St. Petersburg from multiple balconies, this serene retreat is only a 1-minute walk to Bean Point Beach, one of the island’s most secluded and scenic stretches of coastline. brbrHighlights br• Waterfront Home with Panoramic Views br• 1-Minute Walk to Bean Point Beach br• 3 Bedroom / 2.5 Bath br• 1 King, 1 Queen, 2 Twin beds, 1 Twin/ Twin bunk, 1 Queen sleeper sofa br• Multiple Balconies Overlooking the Bay br• 6 Parking spaces br• Outdoor Lounge Spaces and Grill br• Washer and Dryer br• Beach Chairs and Towels br• 0.9 miles to Pine Avenue Shops and Dining brbrOutdoors, guests will find two distinct lounging patios, each offering shaded seating and bayfront tranquility. Whether you're sipping coffee at sunrise or relaxing after a beach day, these quiet corners provide a perfect setting. Fire up the gas grill for a BBQ dinner or unwind with the sounds of the sea just beyond your private terrace. brbrStep into this New England-style beach house with a touch of Florida charm and let the wall to wall windows in the living room instantly relax you with panoramic views of the turquoise waters. The cozy living room is furnished for comfort and style, while the kitchen features beautiful wood cabinets, stainless steel appliances, and two breakfast bars perfect for mornings and more formal meals in the dining room with ocean views. brbrThe primary suite offers a canopy king bed, tranquil balcony seating, and a peaceful atmosphere ideal for a couple’s retreat. The main-floor guest rooms, one with a queen bed and the other with a twin-over-twin bunk and a twin bed, provide fun and functionality with nautical decor, closets, and TVs. Both bedrooms share a hallway bathroom with a shower and tub combo. The upstairs loft provides additional sleeping space with a twin bed, perfect for teens or solo travelers. Find comfort for all with a queen sleeper sofa in the common area for extra guests and family. brbrRoom Details br• Primary Bedroom, 3rd Floor: King bed, desk, walk-in closet, ensuite with walk-in shower br• Second Bedroom, 2nd Floor: Queen bed br• Third Bedroom, 2nd Floor: Twin over Twin bunk bed and separate Twin bed br• Loft, 3rd Floor: Twin bed br• Common Area: Queen sleeper sofa brbrGuests will enjoy complimentary beach towels and chairs, Wi-Fi, Smart TVs, full laundry facilities, and easy access to the Anna Maria Island trolley stop just a few blocks away. Located less than a mile from the local restaurants, cafes, and shops on Pine Avenue, this vacation home offers the best of both relaxation and convenience. brbrEscape to Seaside and experience the unmatched tranquility of Anna Maria Island’s bayfront beauty. With its prime location, stunning views, and peaceful outdoor spaces, Seaside promises an unforgettable coastal getaway. brbrBook now before your dates fill up! br br- brThis property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high-quality linens; including bedding, bath towels, washcloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology. brbrThis property does not allow pets of any kind. brbr6 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrThis home is managed by Anna Maria Vacations, an Anna Maria Island property management company. Please see our Anna Maria Vacations Rental Policies for full details. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

3

Bed

2

Bath

10

Sleeps

$1137.92

/ Nightly

Private Vacation Home

Steps to Beach - Anna Maria Island - Island Time!

Anna Maria, Florida, United States

Welcome to your Anna Maria Island getaway, where life moves slower and sunsets steal the show. Spend your days on one of the best white sand beaches in the world! Island life includes beach time whether a walk on the beach or building sand castles with the kids, or just grabbing some rays in the Florida Sunshine! Forget the car too ... riding the island trolley or the monkey bus is a blast, explore local shops and restaurants, go fishing, boating, biking or dolphin watching, End every night with a Gulf Coast sunset. Anna Maria Island is known for its laid-back charm, beautiful water, and small beach town feel — the perfect place to relax, Explore, and make unforgettable vacation memories.

Bed

Bath

Sleeps

$669.75

/ Nightly

Private Vacation Home

Bon Ami: North End AMI, Pool Home, Short Walk to Bean Point by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Bon Ami by Anna Maria Life Vacation Rentalsbr804 North Bay Blvd., Anna Maria, FL 34216brbrWhat You'll Love About This Home: brLocation! Located just 1 block from Bean Point, Anna Maria's most pristine white sand beach!! br3 Bedroom / 2 Bathroom br1 King, 1 Queen Bed, 1 Twin over Full Bunk Bed brFully Equipped KitchenbrPrivate Heated PoolbrTropical BackyardbrProfessional Linen Service, Washer & Dryer, Complimentary WIFI, Beach TowelsbrGas BBQ GrillbrBeach Towels, Beach Chairs & Beach WagonbrbrDetails:brBON AMI will always be your good friend on the island! Located on the north end of Anna Maria Island and a short distance to Bean Point and its beautiful beaches, our elevated pool home will beckon you back year after year! brBeautifully decorated, our three-bedroom, two-bath vacation rental is spacious, airy, and open. Granite countertops, stainless steel appliances, and gorgeous wood cabinets make the kitchen a chef's dream. brbrJust down the hall from the living area you will find a king master, queen second bedroom, and bunks (full bottom, twin top) in the third bedroom. brbrFull sliders open from the living room onto a front balcony for shade in the morning, and a rear elevated deck for shade in the evening. Spiral stairs lead to the backyard pool surrounded by tropical landscaping, the patio offers plenty of room to entertain family and friends! A seating area and gas grill round out the fantastic outside space. brbrFor dining out, the Rod n Reel Pier is within walking distance for breakfast, lunch or dinner! brbrWhen you are ready to explore the island, you can hop on board the free AMI trolley that runs daily along the island and has a stop just a few blocks from your door. So grab your sunscreen and flip flops and come visit your good friend, you may never want to leave! brbrPlease note:brPets are not allowed in this homebrAmenities are subject to change.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrVR16-000504brbrGolf Cart DEAL ALERT!!! brReserve now a street legal GOLF CART from Fun & More Rentals! 4, 6 or 8 passenger gas or electric carts to choose.brFUN way to explore the island for the entire family.brMention Anna Maria Life Vacation Rentals and receive this VIP deal!brwww.FunAndMoreRentals.combr941-462-2719brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

Bed

Bath

Sleeps

$1208.18

/ Nightly

Private Vacation Home

Beach à la Mode | Waterfront with Heated Pool, Canal Views, Steps to Anna Maria Beaches

Anna Maria, Florida, United States

Beach à la Mode | Waterfront Beach Escape with Heated Pool, Canal Views, Steps to Bayfront Park & Anna Maria Beachesbrbr Why You'll Love This HomebrWake up to shimmering canal views from your private luxury sanctuary on Anna Maria Island. Relax by the heated pool and spa, dine al fresco under the stars, or take in wide water vistas from the rooftop lookout — all just a short stroll to soft sandy beaches and local dining. This is effortless Florida living with a sophisticated coastal vibe.brbr ‍ ‍ Perfect ForbrUpscale families, friend groups, and beach lovers seeking luxury waterfront comfort and easy access to Anna Maria Island's iconic shores.brbr ️ Imagine ThisbrImagine a sunrise coffee on your private balcony, water shimmering as boats drift past your canal-front view. Days melt into lazy lounge sessions by your own heated pool and spa, while evenings find you sipping chilled wine on the rooftop, the sky splashed with sunset hues. Walk just under 0.3 miles to Bayfront Park for a beach day, or wander to local eateries and island shops. Here, every moment feels like pure seaside serenity.brbr Where You'll Sleepbr• Bedroom 1: King Bed, Ensuite Bath, Main Floor, TV, Private Balconybr• Bedroom 2: King Bed, Ensuite Bath, Main Floor, TVbr• Bedroom 3: Queen Bed, Ensuite Bath, Upper Floor, TVbr• Bedroom 4: Queen Bed, Ensuite Bath, Upper Floor, TVbr• Bedroom 5: Four Twin Beds, Shared Bath, Upper Floor, TVbrbr Explore the Areabr• 0.3 miles to Bayfront Park – Family-Friendly Beach, Calm Water, Picnic Areasbr• 0.5 miles to Anna Maria City Pier – Historic Pier with Dining and Water Viewsbr• 0.6 miles to Pine Avenue – Boutiques, Cafés, Galleries and Island Shopsbr• 0.8 miles to Anna Maria Beach – Wide White-Sand Shoreline for Swimming and Shellingbr• 1.0 mile to Bean Point Beach – Quiet, Scenic Beach with Stunning Sunset Viewsbr• 2.8 miles to Bridge Street – Dining, Nightlife, Shopping and Waterfront Boardwalkbr• Easy access to the Free Island Trolley – Quick Trips to Beaches, Shops and Restaurantsbrbr⌛ Don't wait—this home books fast. Your reservation includes peace of mind with our CottageClean program, featuring a 6-hour deep clean and 35-point inspection to ensure your stay starts beautifully.brbr PLEASE NOTE: The pool is heated from November 15th to April 15th. While the heater works to maintain comfortable temperatures, performance can vary during colder weather. This home has stairs. If any member of your party has difficulty with stairs, please contact us to discuss alternative accommodations.

Bed

Bath

Sleeps

$2200.66

/ Nightly

Private Vacation Home

Seaside Magnolia~1 Block to Pine Ave, Heated Pool!

Anna Maria, Florida, United States

Summary:brbrSeaside Magnolia is a luxury island retreat just 3 blocks from the beach and steps to Pine Ave ️. Enjoy a private heated pool & spa, putting green, ping pong, cornhole, and a spacious backyard perfect for family fun ☀️⛳. This dog-friendly home offers 7 beautifully styled bedrooms, beach gear, and elegant coastal interiors—your perfect Anna Maria Island getaway awaits! ✨brbrbrbrThe Space:brbr Seaside Magnolia ~ 1 Block to Pine Ave, Heated Pool & Spa brbrbrbrWelcome to Seaside Magnolia, a stunning luxury island retreat designed with timeless coastal elegance and five-star comfort. Just 3 short blocks from the beach ️ and steps from Pine Avenue’s shops and dining, this spacious home is perfect for large families and group getaways.brbrbrbrThe main living area on the second floor features an open, airy layout with a designer kitchen, oversized island, and seamless flow into the dining and living spaces—perfect for gathering ️✨ Glass doors open to your private backyard oasis, where a heated pool with sun shelf, spa, putting green, ping pong table, cornhole, and covered patio bar await endless fun .brbrbrbrEach bedroom is thoughtfully styled with plush bedding and coastal charm. The primary suite is a true retreat, complete with a private balcony, massive walk-in closet, and spa-like bathroom . Add in beach gear, a large yard, and dog-friendly accommodations, and you have the ultimate Anna Maria Island escape.brbrbrbr✨ Highlights ✨brbrbrbr• ‍♂️ Private heated pool & spabrbr• ⛳ Putting green, ping pong & cornholebrbr• Spacious backyard for family gatheringsbrbr• ️ 3-block walk to AMI beachesbrbr• Beach chairs & beach cart providedbrbr• Dog friendlybrbr• Washer & dryerbrbr• Community center across the street (gym & tennis day passes available)brbr• ⭐ Owner managedbrbrbrbr ️ Bedroom Layout ️brbrbrbr3rd Floorbrbr• Primary Suite: King bed, private balcony, ensuite bath with soaking tub & walk-in showerbrbr• Bedroom 2: King bed, shared hallway bathbrbr• Bedroom 3: Twin-over-Full bunk with Twin trundle, shared hallway bathbrbrbrbr2nd Floorbrbr• Bedroom 4: King bed, balcony, ensuite bath with walk-in showerbrbr• Bedroom 5: King bed, shared hallway bathbrbr• Bedroom 6: King bed, shared hallway bathbrbr• Bedroom 7: Two Twin-over-Twin bunk beds, shared hallway bathbrbrbrbrGuest Access:brbrGuests have full access to the entire home, including a private heated pool and a fully fenced backyard—perfect for relaxing, entertaining, and enjoying your own secluded space. ☀️brbrbrbrOther Things to Note:brbrTo make your stay effortless, the home is fully stocked with 10 beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️ brbrbrbr Parking InformationbrbrParking is available for up to 4 vehicles maximum. Please plan ahead and coordinate with your group accordingly.brbrbrbr Friendly Island ReminderbrbrThis home is located in a residential neighborhood. We kindly ask guests to be respectful of our neighbors by keeping noise at a considerate level day and night. Thank you for helping preserve the peaceful island atmosphere brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, I’m always here to help! You can call or text me directly on my cell anytime. I’m available 24/7 to answer questions, share local tips ️, or assist with anything that comes up. Your comfort and peace of mind are my top priority! ✨

6

Bed

4

Bath

16

Sleeps

$1363.02

/ Nightly

Private Vacation Home

The Lookout by Beach Boutique Rentals

Anna Maria, Florida, United States

Perfectly positioned directly on the water, The Lookout offers a private waterfront pool, an incredible covered gazebo lounge, and sweeping bay views that make every moment feel like a postcard.brbr*Features include* brbr* Direct bayfront beach locationbr* 3 bedrooms, 2 bathroomsbr* Private waterfront swimming poolbr* Huge covered gazebo outdoor living areabr* Outdoor dining and lounge spaces overlooking the baybr* Cornhole, giant games and stand up paddleboardsbr* Bayfront loungers with umbrellasbr* Outdoor firepit gathering areabr* New top-to-bottom designer renovationbr* Washer and dryerbr* Beach chairs, umbrella and cartbr* Minutes to Bean Point and Pine AvenuebrbrWelcome to The Lookout, a stunning bayfront retreat on coveted North Shore Drive in Anna Maria. Fresh from a top-to-bottom designer renovation, this beautifully reimagined three-bedroom, two-bath home pairs relaxed coastal style with breathtaking views of Tampa Bay and unforgettable outdoor living.brbrStart your mornings with coffee as boats drift by, spend your afternoons lounging poolside in the sunshine, and end the day watching the sky turn shades of pink and gold over the water.brbrThe outdoor living space is truly the star of the show. A spacious covered gazebo creates a breezy waterfront lounge where you can relax in the shade, dine alfresco, or gather with friends and family while enjoying uninterrupted views across the bay. Just steps away, the sparkling waterfront pool offers the perfect place to cool off while taking in the peaceful beauty of Tampa Bay. Lounge by the water under shaded umbrellas, or gather around the firepit in the evening as the sky turns shades of pink and gold over the bay.brbrInside, the home has been completely transformed with a thoughtful designer remodel that blends bright coastal style with warm natural textures and elegant finishes. The open living and dining areas feel light and inviting, creating a perfect space for gathering after a day of exploring the island.brbrEach bedroom reflects the calm coastal palette found throughout the home, creating a relaxed atmosphere that perfectly matches the waterfront setting. The main living level features a spacious king bedroom and full bathroom, offering a comfortable retreat just steps from the heart of the home. On the ground floor, two private queen bedrooms share a Jack-and-Jill bathroom. These rooms can be accessed either through the ground-level entrance or via a spiral staircase inside the home.brbrLocated on the quiet and highly sought-after North End of Anna Maria Island, The Lookout places you just moments from Bean Point, Pine Avenue’s shops and restaurants, and some of the island’s most beautiful beaches. Whether you spend your days biking the island, exploring nearby beaches, or simply relaxing by the water, this home offers an unforgettable Anna Maria Island experience.brbrWith its incredible bayfront setting, stunning outdoor living spaces, and beautiful designer interiors, The Lookout is the kind of island retreat guests remember long after the vacation ends.brbrPlease read: It's important to note that due to recent hurricanes, the sandy beach in front of the seawall has changed and may continue to change with the tides. At high tide the water will come all the way up to the breakwall.brbrADDITIONAL INFORMATION brbrWe generally require a minimum stay during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you!brbrHousekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay.brbrOur cleaning fee includes a professional linen service. When you stay with us you can rest assured that you will have high quality linens such as those at a fine hotel. We also provide plenty of luxury bath and beach towels. brbrAnna Maria Island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors. brbrThis home provides off-street parking for up to 3 vehicles.brbrBooking Platform Note:brFor VRBO bookings, the reservation payment is processed by Beach Boutique Rentals and will appear as Beach Boutique Rentals on your credit card statement. VRBO also charges a separate service fee directly to the guest as a separate transaction.

Bed

Bath

Sleeps

$252.7

/ Nightly

Private Vacation Home

Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

Anna Maria, Florida, United States

Cute as a bug bungalow on Anna Maria's lovely north end. A block from City Pier and Tampa Bay and only four blocks to the white sand beaches of the Gulf of Mexico. Anna Maria is noted for its relaxed way of life - the trolley runs the length of the island and many lovely restaurants, ice cream shops, fishing piers, and miles of sugar white beaches are within walking/biking distance. The bungalow offers a well-equipped kitchen, cottage-like furnishings, bead board walls, a queen sized bed in the master and a queen sleeper sofa nestled into a garden atmosphere with private patio. Beach gear, coolers, beach towels and grill are provided.brbrFun fact...This highly sought-after property has an added bonus! There is a 3 bedroom/2bathroom Naut 2 Shabby Cottage at the front of the property. This allows for larger families/groups to have a total of 4 bedrooms and 3 bathrooms at the same location!brbr Please note that pets are not allowed in this rental.br Flexible check in days--any day of the week except Sundays. If you love this rental but are not getting a quote with the dates you've selected, please contact us so we can check the availability for you!

1

Bed

1

Bath

4

Sleeps

$517.74

/ Nightly

Private Vacation Home

Tamatoa - Upscale Three Bedroom!

Anna Maria, Florida, United States

Tamatoa by AMI LocalsbrbrTamatoa is an upscale three-bedroom, three and a half-bath vacation home located in the heart of Anna Maria, Florida, just moments from the sugar white sands of the Gulf of Mexico and the charm of Pine Avenue. Designed with warm coastal finishes, vaulted wood ceilings, and expansive indoor and outdoor living spaces, this thoughtfully curated home is ideal for families or couples seeking a refined island escape with privacy, comfort, and walkable access to beaches, dining, and shopping.brbrHighlightsbr• Short walk to Anna Maria City Beachbr• 3 Bedrooms plus office space | 3.5 Bathroomsbr• 1 King, 2 Queens, 1 Queen sleeper sofabr• Private swimming pool (not heated)br• Multiple outdoor living and dining areasbr• Ping Pong Tablebr• Beach chairs available for guest usebr• Convenient location near Pine Avenue shopping and diningbr• 3 parking spacesbrbrTamatoa’s outdoor spaces are designed to elevate your island lifestyle. The private pool is surrounded by tropical landscaping and multiple seating areas, creating a peaceful retreat for sunny afternoons and relaxing evenings. Covered lounge and dining areas invite you to unwind in comfort after a day at the beach. Guests may enjoy access to the dock for waterfront views and relaxation. The boat lift is reserved for owner use.brbrInside, the main living level features soaring wood paneled ceilings, rich hardwood floors, and an open layout that seamlessly connects the living room, kitchen, and dining space. The living area offers plush seating and a large television, perfect for movie nights or laid back afternoons. The chef inspired kitchen includes modern appliances, ample counter space, and bar seating, making it easy to prepare meals and gather with family and friends. Sliding glass doors open to outdoor seating, blending indoor and outdoor living effortlessly.brbrThe primary suite is a serene retreat featuring a king bed, private balcony access, and an ensuite bathroom with a walk-in shower. A standalone tub is present but reserved for owner use only. The second bedroom offers a queen bed and an ensuite bathroom with a tub and shower combination. The third bedroom includes a queen bed and an ensuite bathroom with a walk-in shower, providing comfort and privacy for all guests. A queen sleeper sofa is available in the common area, and a convenient hall half bath serves shared living spaces.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bathroom with walk-in showerbr• Second Bedroom: Queen bed, ensuite bathroom with tub and shower combobr• Third Bedroom: Queen bed, ensuite bathroom with walk-in showerbr• Common Area: Queen sleeper sofabr• Additional Spaces: Dedicated office, hall half bathbrbrAdditional features include a washer and dryer, a dedicated workspace ideal for remote work, and beach chairs for easy beach days. Select amenities, including the golf cart and boat lift, are reserved for owner use and are not available to guests.brbrWhether you are planning sun filled beach days, relaxing poolside afternoons, or evenings strolling Pine Avenue, Tamatoa by AMI Locals offers an inviting blend of upscale comfort and laid back island living. With its prime Anna Maria location, private pool, and beautifully designed living spaces, this home is the perfect setting for your next Florida Gulf Coast getaway. Book your stay today and experience the charm of Anna Maria Island at Tamatoa.brbr-brThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrThis property does not allow pets of any kind. brbr3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

$885.7

/ Nightly

Private Vacation Home

Ship Watch: Private Beach, North End, Dog Friendly by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Ship Watch by Anna Maria Life Vacation Rentalsbr895 North Shore Dr., Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! Overlooks Tampa Bay!br3 Bedrooms / 3 Bathroomsbr2 King Beds & 2 Sets of Twin over Queen BunkbedsbrAmazing Views from Living & Dining Room and Kitchen. brEnclosed Florida Room with Water Views brProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs & Beach WagonbrDog Friendly (with pet fee - see below note)br3 Parking SpacesbrbrDetails:brNestled right along the shoreline, Ship Watch offers sweeping views of Tampa Bay and the iconic Skyway Bridge — best enjoyed from your screened porch or while lounging in the sunshine just steps from your back door.brbrThe main level features the kitchen with a breakfast nook and bar seating, a dining area with room for five, and a cozy living room perfect for gathering. The enclosed Florida room offers even more dining space with a table for six, all surrounded by breathtaking water views from nearly every room.brbrThe spacious primary suite includes a king bed and an en-suite bath. A second bedroom on the main floor also features a king bed, while a third bedroom upstairs offers two bunk beds — each with a twin over a queen — along with its own en-suite bathroom. All bedrooms include TVs, fresh linens, and plush towels provided by a professional linen service.brbrYour guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrLocated on North Shore Drive, you're just a short walk or bike ride from the shops, restaurants, and charm of Pine Avenue. Whether you're here to explore or simply unwind in peaceful surroundings, Ship Watch invites you to relax, recharge, and savor the best of Anna Maria Island.brbrBedroom 1: King with TV and Ensuite Bath - Floor 1brBedroom 2: King with TV - Floor 1brBedroom 3: 2 Sets of Twin over Queen Bunkbeds with TV and Ensuite Bath - Floor 2brbrShip Watch is a dog friendly property! If you have added a pet to your reservation under number of pets, the fee of $150 per dog plus tax has been added to your reservation total. ** 2 Dog Limit **brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrVR16-000374brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

Bed

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$664.86

/ Nightly

Private Vacation Home

Sol Mate – Pet Home w/ Heated Pool, Spa, Walk to Bean Point Beach & Pine Ave

Anna Maria, Florida, United States

Welcome to Sol Mate!brOn Anna Maria Island (Anna Maria, FL)brbrThe SpacebrYour island escape designed for families and friends to slow down, reconnect, and soak in the simple joys of island life. Nestled near Anna Maria's most scenic shoreline and moments from Pine Avenue, this modern, sun-filled home blends relaxed coastal style with thoughtful comfort.brbrHighlightsbr- Three Bedrooms + Sleeper Sofa — two king rooms, one twin-to-king convertible room, plus a queen sleeper sofa in the living room.br- Private Heated Pool & Outdoor Bar — shaded lounge area, propane grill, TV, and outdoor shower surrounded by lush tropical landscaping.br- Screened Porch & Balcony — enjoy open-air dining and quiet mornings with a view.br- Prime North End Location — close to Bean Point, Bayfront Park, and Pine Avenue's boutiques and eateries.br- Pet Friendly — with prior approval, so the whole family can stay together.brbrInteriorbrThe open-concept main floor welcomes you with bright natural light and comfortable seating. The living room offers a queen sleeper sofa and large TV—perfect for movie nights after beach days.brbrThe dining area seats six (expandable to eight), and the adjacent screened-in porch adds outdoor dining space surrounded by island breezes. A convenient half bathroom and laundry room with washer/dryer are also located on this level.brbrUpstairs, the primary suite features a king bed, en-suite bathroom with a walk-in shower, large closet, and a private screened balcony—ideal for coffee at sunrise or a quiet evening retreat. Two additional bedrooms—a king and a twin room convertible to a king—share a hall bathroom with a tub/shower combination. Each bedroom includes a TV for comfort and convenience.brbrLayout Overviewbr- Main Floor: Living area, kitchen, dining, screened porch, half bath, laundry.br- Second Floor: Primary king suite with private balcony and en-suite bath, king guest room, twin/king convertible room, shared hall bath.brbrOutdoor LivingbrStep outside to your private backyard paradise. The heated pool (approx. 22' x 9') is surrounded by lush tropical greenery, while a covered patio provides shade and relaxation. The outdoor bar with TV, propane grill, and plenty of seating sets the scene for casual dinners and sunny afternoons spent together.brbrAfter a day at the beach, rinse off in the outdoor shower, grab a drink, and settle into the rhythm of island living.brbrKitchen & DiningbrA fully stocked chef's kitchen includes stainless steel appliances, a 12-cup coffeemaker, blender, toaster, and all the cookware you'll need for family meals. Dine indoors, outdoors, or at the breakfast bar—each space invites connection and conversation.brbrAdditional Amenitiesbr- Central A/C and heatbr- High-speed WiFi and cable televisionbr- Linens, towels, hair dryer, iron, and ironing board providedbr- Beach gear credit included (chairs, cart, umbrella, bikes, games, etc.) — delivered prior to arrivalbr- Washer/dryer in homebrbrParkingbrDriveway parking for 2–4 vehicles, including space for a trailer, RV, or boat trailer.brbrStart Your Story at Sol MatebrWith its inviting design, central location, and easy access to the island's most beloved beaches, Sol Mate offers the perfect setting to gather, reconnect, and write your next chapter on Anna Maria Island.brbrPoliciesbrbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrNO SMOKING.brbrPets are welcome with prior approval, provided they meet our pet policy guidelines. We allow a maximum of two pets, each weighing under 65 lbs. A pet fee applies based on the length of your stay: $100 for stays under 4 days, $200 for stays of 4-14 days, and $400 for stays of 15+ days, per pet.brbrBooking & Fee PolicybrInclude all guests and pets in your reservation request for accurate pricing. Additional fees apply for extra occupancy (over 2 guests per bedroom) or undeclared pets.brbrOptional Services (subject to approval)brEarly check-in/late departure, elevator access, and mid-stay cleaning for stays of 28+ days. Fees for approved add-ons are collected after booking.brbrReservations & Guest RequirementsbrMost stays are 7 nights, Saturday–Saturday, though flexible dates may be available outside peak/holiday weeks—confirm before booking, as changes are not always possible afterward. Guests must be 25+, provide valid ID, and remain for the full stay. Standard occupancy is 2 per bedroom; extra guests are $25/person/night up to the maximum allowed.brbrQuiet Hoursbr10 PM–8 AM. Maintain reasonable noise at all times to respect neighbors; excessive noise is not permitted.brbrCleaning & LinensbrHome is professionally cleaned and sanitized between stays. Starter amenities provided; daily service available for a fee. Stays of 28+ days require a mid-stay clean. Linens/towels are commercially laundered through our Professional Linen Program; no extra sets stored onsite.brbrGolf Cart RentalsbrExplore the island with ease! After booking, reserve a golf cart through our sister company, Once Upon A Beach Carts, and enjoy an exclusive discount available only to our vacation rental guests.brbrPool & SpabrPool heated year-round to 82–85°F; heating may be affected by cooler weather. Heaters/filters off during quiet hours (10 PM–8 AM). Spa, if available, is part of the pool, seasonal, not a commercial hot tub, and may be unavailable in summer. Guests may not adjust equipment; violations may result in fines or damages.brbrProperty SecuritybrExterior cameras may monitor entries, driveways, pool equipment, and backyard access for security, deliveries, and occupancy compliance. Cameras do not face private areas.brbrPayments & Cancellation PolicybrPolicies updated October 6, 2025 — see full Terms & Conditions for details.brbrPayment SchedulebrDepositbr- Reservations up to 20 days: 50% of total amount due at time of booking.brRemaining Balancebr- Reservations up to 20 days: Remaining 50% due 30 days prior to check-in.brbrCancellation PolicybrFor Reservations of 20 Days or Lessbr- More than 30 days before arrival: Full refund of deposit (including taxes) minus non-refundable booking administration fee.br- 14–29 days before arrival: Refund of 50% of total rental, fees, and taxes, minus non-refundable booking administration fee.br- Less than 14 days before arrival: Refunds only for base rental rate, fees, and taxes for nights we are able to rebook, minus non-refundable booking administration fee.br- Please note: While we make every effort to rebook, we cannot guarantee the same rate or number of nights. For any nights that cannot be re-rented, as well as for non-arrivals, late arrivals, early departures, or alterations resulting in lost revenue, no refunds or price adjustments will be made.brbrTravel InsurancebrCSA Travel Insurance is available to U.S. guests (except NY and HI residents) and is strongly encouraged to protect your trip from unforeseen events. No refunds are given for COVID-19, weather, or beach conditions outside our cancellation policy. Hurricane season runs June 1–Nov 30; insurance can safeguard your plans. In the event of a mandatory evacuation, home unavailability, or government order halting vacation rentals, guests receive a full refund of base rate, applicable fees (minus booking fee), and taxes.brbrAdditional TermsbrNo refunds for events beyond our control (weather, red tide, travel issues, etc.). Cancellation requests must be submitted in writing by the registered guest—phone/text not accepted.brbrCity of Anna Maria Vacation Rental License: VR20-000058brMax Occupancy: 8 Guests | Max Vehicles: 4brInformation deemed reliable but not guaranteed; subject to change or withdrawal without notice.

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$1322.82

/ Nightly

Private Vacation Home

Bikini's & Martini's Waterfront Canal: 1 Block to Beach! Dock! On Canal! Anna Maria Life

Anna Maria, Florida, United States

Bikini's & Martini's Waterfront Canal by Anna Maria Life Vacation Rentalsbr215 Chilson Ave, Anna Maria, FL 34216brbrLocation! 3 Mins to the Beach! On a Canal!br4 Bedrooms / 4.5 Bathroomsbr6 NEW KING SIZE BEDS, INCLUDING A FUN TRIPLE KING BUNK BED! NEW BEDDINGbrPOOL AND SPA WITH IN-POOL SEATING AND UMBRELLAbr$ OF ADDITIONAL OUTSIDE PALM TREES TOTALING 41 BEAUTIFUL TREES, INCLUDING ROYAL KING PALMS, SABAL PALMS, KING ALEXANDER PALMS, ADONIDIA PALMS, ARECA PALMS, PYGMY DATE PALMS, AND A HUGE AVOCADO TREE!brOUTDOOR SHOWERbrWATERFRONT DOCK FOR FISHING AND BOATINGbrWATERFRONT DOCK WITH BOAT LIFT - ACCOMODATES UP TO 28FT CENTER CONSOLEbrSONOS MUSIC SYSTEM THROUGHOUT HOMEbrDEDICATED GAME ROOMbrARCADE COCKTAIL TABLE FEATURING 1000S OF GAMESbrSTATE-OF-THE-ART STAR-WARS PINBALL MACHINEbrFOOSBALLbrPING PONGbrPADDLESMASHbrSHUFFLEBOARD ON PATIObrCORN HOLE- OUTSIDE GRASS AREAbrBOCCE BALLbrPOOL TABLE IN DEDICATED BILLIARDS ROOMbrOUTDOOR 5 HOLE PUTTING GREEN WITH LIGHTED HOLESbr2 ICE MAKERS IN KITCHEN, 1 COMMERCIALbrGas GrillbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 4 Cars in DrivewaybrbrDetails:brWelcome to Bikinis And Martinis Waterfront Canal, a mix of luxury and fun in a single-level canal-front vacation home just a three-minute walk from the stunning Gulf beaches! This incredible rental features a sixty-foot dock plus a private pool to host a fantastic island experience for yourself and your guests. With four bedrooms and four and a half bathrooms, this rental sleeps up to eight guests. The bright living area has lighted tract ceilings and plenty of casual seating for your guests to rest, connect, or watch a movie in comfort.brbrEnjoy delicious homemade meals and the best Anna Maria Island take-out at the indoor dining area, or on enjoy some fresh air while you dine on the covered patio. Whether making a fresh island meal in the kitchen or mixing drinks at the wet bar, this kitchen has it all, a Wine cooler, Stainless steel appliances, Two icemakers in the kitchen and one commercial.brbrThe spacious primary bedroom is a private retreat with vibrant island colors, a sitting room with games, and a luxury ensuite bathroom with a Rain shower system with wall, hand, and ceiling shower heads and a Toto electronic washlet.brNatural light makes the second and third bedrooms bright and cheery, with nautical designs, and both have an ensuite bathroom with a walk-in shower for your guests to recharge for their next adventure. The spa tones of the fourth bedroom and ensuite bathroom with a walk-in shower will lull guests into relaxation - this room features three king bunk beds. All bedrooms have televisions and plenty of closet space for your island wardrobe.brbrRoom DetailsbrPrimary Bedroom: King bed with 65” TV, pool access, ensuite bathroom with Toto Washlet with Electronic Bidet, and walk-in shower.brSecond Bedroom: King bed with TV and ensuite bathroom with walk-in showerbrThird Bedroom: King bed with TV and ensuite bathroom with walk-in showerbrFourth Bedroom: (3) King Bunk beds with TV and ensuite bathroom with walk-in showerbrbrThis home offers resort living, easy access to your vacation dreams, and activities for every guest. Retreat from the Florida sun to the awesome Game Room and let out your competitive side! Try the State-of-the-art Star Wars Pinball, Foosball, Ping Pong, or Arcade table with over 1,000 games.brbrThe backyard is a tropical paradise with stunning professional landscaping, where you can dip in the pool or spa and retreat under the umbrella while watching boats along the canal. Fish right off the dock, kayak, paddleboard, or take out your boat and cast your line in Tampa Bay. Guests can even play a game of cornhole, Paddlesmash, Bocce Ball, or shuffleboard! Also, the fire-pit table overlooking the pool and ideal for sipping island drinks and listening to music through the Sonos music system. Make countless memories at the nearby beaches, head back to your private oasis, and rinse off in the outdoor shower. Reserve your dream vacation today!brbrBikini's and Martini's Waterfront Canal is close to everything the island has to offer. The free trolley stops nearby and travels the entire length of the 7 miles of the island. Hope on and off at your leisure and explore shopping, dining and the beaches.brbrPlease note:brThis home does not allow pets.brAmenities are subject to changebrDriveway parking is available for a maximum of 4 cars. Parking for additional vehicles is not availablebrbrDISCLAIMER: Depth of the canals and channels vary depending on tides, weather, and other circumstances beyond our control. At times this can result in a water level that is too low to support watercraft. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is 8.brbrVR21-000054 brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

Bed

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$1719.76

/ Nightly

Private Vacation Home

OASIS~2min walk to Gulf,3 King+Twin Bunk,Salt Pool+Spa,Golf,Bikes,Bocce+Cornhole

Anna Maria, Florida, United States

Experience an unforgettable vacation at Key Lime House! This chic Bahamian-inspired property sits at the coveted north end of Anna Maria. Every inch of space has been maximized with loads of indoor and outdoor amenities for guests of all ages. This is the special place you’ve been looking for to create memories that you’ll treasure forever!brbr~2 min walk to Gulf beach access (7 houses away, see photos for path)br~3 min bike ride to Bean Point or Pine Ave (bikes provided!)brbrKEY FEATURES INSIDEbr~3 luxurious bedrooms; 1 king, 1 king, and 1 king + twin bunk bed {all bedrooms complete with blackout curtains, luxury memory foam hybrid mattresses, organic bamboo sheets, organic linen duvet, organic cotton gauze layering blanket, both memory foam pillows & down alternative pillows on every bed for your best night’s sleep, ceiling fans, sound machines, and cell phone chargers}br~3 full bathroomsbr~Fully stocked kitchen–cooking equipment, kitchen knives, utensils, spices, and coffee stationbr~Washer & dryerbr~High speed Wifibr~Central A/C + heat, and mini-splits in each bedroom for personalized overnight tempsbr~55” & 40” Roku smart TVsbrbrKEY FEATURES OUTSIDEbr~Large, heated saltwater pool & spa w/ colored nighttime lights & overhead string lightsbr~2 coconut palm tree-hung hammocks w/ pillowsbr~3 hole putt putt coursebr~10'x30' bocce ball & cornhole court (we provide everything you need for both!)br~Hot/cold water outdoor shower w/ in-shower palm tree for the ultimate tropical shower experience!br~55” Roku smart TV & mini fridge under the house adjacent to the pool, tune in while you stay outside!br~Propane grillbr~Waterproof Stiga ping pong table & life size Jengabr~Fully fenced, totally private yard with luscious, tropical, mature foliage all the way aroundbr~6 poolside loungersbr~2 additional deep seating lounge spaces in the backyard, room for everyone to spread outbr~Front porch on upper level facing Gulf of Mexico w/ adirondacks, perfect for morning coffee or watching the sunsetbr~Rear covered back porch on upper level off of kitchen for dining al frescobr~Quiet location at the north end of AMI, walkable and bikeable to Gulf beach access, Pine or Gulf AvebrbrTO MAKE YOUR TRIP EASY WE PROVIDEbr~Trip essentials--5 dishwasher pods, dish soap, hand soap, 5 laundry pods, trash bags, 2 rolls of paper towels, and 3 rolls of toilet paper/bathroombr~Linens–Bed and bath linens, including pool/beach towelsbr~Shower essentials—Shampoo, conditioner and body wash in every bathroom, including the outdoor shower!br~Bikes–4 adult and 2 kids' beach cruisers + 2 kids helmets (one kids' bike for ages 4-6, and one for ages 6-12)br~Beach gear–8 beach chairs, beach towels, top of the line balloon-tire beach cart, Shibumi shade, traditional umbrella, cooler, cooler tote, ice packs, portable JBL speaker, 2 boogie boards, beach toys (frisbees, football, beach ball, kids buckets/shovels), shelling totesbr~Pool gear–Striped donut floats, 8 noodles, 1 adult + 2 kids’ goggles, pool toys (water guns, torpedoes, floating balls), baby pool floatbr~Golf gear–Floating putting green for pool w/ chipping mat & foam balls, wedge, adjustable height putters, glow-in-the-dark golf ballsbr~Baby/child gear–High chair, full size crib/mattress/sheets, sound machine + blackout curtains in every bedroom, kid’s step stool for bathroom, waterproof mattress covers, 4 memory foam toddler pillows if needed, kids plates/bowlsbr~1 JBL portable, waterproof, sand proof speakerbr~Games & entertainment—Outdoor ping pong table, plenty of board games, cards, 1000 piece puzzle, and life size Jengabr~Keyless entry door codebr~Custom beach playlist for our guests to enjoy with 40 hours (!!) of listeningbr~Loads of recommendations for and direct connections to any experiences, activities, or food you may want during your staybrbrbrBEDROOMS & BATHROOMSbrEach of the three bedrooms is designed with guest comfort in mind. Experience cloud-like comfort at bedtime {luxury memory foam hybrid mattresses, organic bamboo sheets, organic linen duvets, organic cotton gauze layering blankets, your choice of memory foam pillow or down alternative pillow} and wake up rejuvenated for another day in island paradise. Each room is also outfitted with woven bamboo shades, blackout linen curtains, a ceiling fan, a sound machine, mini-split to customize your desired sleeping temperature, and bedside cell phone chargers for your convenience.brbrLayout: Two King bedrooms on the main level. Upper level is home to just the 3rd bedroom with both a King bed and twin bunk beds making this a perfect room for a couple, parents with little kids who like to share a room, or 1-4 kids! The upstairs bedroom also has a 40” Roku smart TV. The main level primary bedroom has an en-suite bathroom with shower/tub combo. The guest bedroom has a dedicated bathroom down the hall with a shower. The upper-level bedroom has another ensuite bathroom with a large walk-in shower. All of the bathrooms are stocked with shampoo, conditioner, body wash, and plush organic towels.brbrbrMAIN LEVEL LIVING SPACEbrThe fully stocked kitchen offers stainless steel appliances, all the cooking equipment, utensils, kitchen knives, dishes and glassware you’d ever need, an array of spices, and coffee station. The roomy butcher block island is home to 4 counter stools. Glass sliders off of the kitchen open (or open to screens) to the upstairs covered porch where you can dine al fresco with a bird’s eye view of your private backyard oasis while enjoying the beautiful island sunshine.brbrThe open-concept main level of the home boasts high ceilings with exposed Florida Cedar paneling and beams and large sliding double doors which can be opened fully or with screens, engulfing the main level in tons of natural light; opening both the living room and kitchen sliders to screen doors creates an incredible Gulf breeze across the entire main level! Enjoy gorgeous sunsets from this large living room window over the Gulf. Luxe, deep sofa and chairs ensure everyone has a comfy place to hang out after a day at the beach; all upholstery in this space is performance so you can enjoy your vacation worry-free. Four large cotton gauze + fleece backed blankets make lounging in this space extra cozy, and on the flip side the ceiling fan provides a breeze when needed. Roku smart TV enables you to login to your favorite streaming services during your vacation. The TV console is stocked with games to keep your family and friends entertained no matter how you’d like to spend your time. The dining area adjacent to the living room has comfortable seating for 8. All the lights in this space are on dimmers so you’re in complete control of the mood.brbrbrOUTDOOR GROUND LEVEL LIVING SPACEbrThe outdoor space at Key Lime House is your personal tropical oasis. When you’re not spending time on the beach, we invite you to take a dip in the enormous year round heated saltwater pool with built-in bench seat and large adjoined spa flanked by 4 coconut palm trees. Hop into one of the two hammocks with head pillows for an afternoon nap or to read your book, hung between two more coconut palms. Get some sun in one of the six poolside lounge chairs. Find the shade in the luxurious deep seating set under the covered porch. Looking for some fun Grab the putters and try out the 3 hole putt putt course in the backyard surrounded by more palm trees, or pull out the floating putting green, chipping mat and wedge club, and see if you can land the ball on the ever-moving target. 10' x 30' turfed bocce ball & cornhole court has everything you need to play either game, day or night. Cornhole boards are made of all-weather Trex, so they've got staying power. The court is lit by additional overhead string lights on the same timer as the pool overhead lights, ensuring game play can continue long after the sun goes down. Underneath the house is more covered, open-air space, including a wall-mounted 55” Roku smart TV with a mini fridge underneath, across from a deep seating sofa and egg chair, for yet another place to sprawl out. An outdoor Stiga ping-pong table and life size Jenga are provided to keep the fun going. Everything you need to enjoy the pool, beach, on site golf, or the outdoor space in general all day long is here for your convenience!brbrThe outdoor shower is an experience in and of itself, with a hot & cold water rainshower head. Fully enclosed and private, it’s got its own luscious plants growing within around the base of a mature palm tree. At night, the uplighting on this palm gives just enough light to make this shower truly magical. There are hooks all around the exterior of the shower for your beach towels, and hooks and shelf inside give you somewhere to hang bathing suits and stash your clean bath towel.brbrHome cooked meals are easy with the propane grill under the house adjacent to the backyard. Or if you feel like moseying to Pine Ave, grab one of the bikes provided from the bike rack and take the easy, enjoyable ride to grab dinner or ice cream, or just check out the relaxed, quiet neighborhood and beaches.brbrAfter sunset, the backyard’s got vibes! Pool lights change to blue, and the over-pool string lights, landscape lighting, and paper lantern hanging in the covered porch offer magical ambient lighting all around.brbrWe can’t wait to share our slice of heaven on Anna Maria Island with you!brbrImportant:brWe are committed to sustainability in the hospitality space. We have chosen clean, organic, earth- and people-friendly products and opted for refillable personal care or kitchen items as opposed to single use.brbrExterior cameras are located facing the driveway and the front entryway for your safety.brbrMust be age 25 or older to book, and the primary guest must be present for the duration of the stay.

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$581.1

/ Nightly

Private Vacation Home

Beachfront Home with Amazing Deck and Beach Views! -Low Tide

Anna Maria, Florida, United States

Low Tide by AMI Locals brAnna Maria Island Beachfront Cottage with Pool and Trolley Access brVR21-000077brbrWelcome to Low Tide, a charming beachfront bungalow just steps from Anna Maria Island’s turquoise waters and white sandy beaches. This cozy two-bedroom, one-bath home offers mesmerizing ocean views from the front patio, a fully equipped kitchen, and a comfortable living space perfect for relaxing with family or friends. Located a block away from Pine Avenue’s boutique shops, restaurants, and water adventures, Low Tide is your ideal island escape for making lifelong memories.brbrHighlights br• Beachfront with direct access to Anna Maria Beach br• 2 Bedroom / 1 Bathbr• 1 King, 1 Twin-over-Queen Bunk Bedbr• Outdoor Patiobr• BBQ grill br• Walking distance to Pine Ave’s local restaurants, shops, and waterfront attractions br• Washer and dryer br• 2 Parking Spacesbr• Great for large groups or multiple families, with neighboring High Tide available to rent for even more space!brbrInside, this inviting home features vibrant decor with a welcoming atmosphere. Lounge comfortably in the chic seating area, catch your favorite shows on the TV, or enjoy a meal at the stylish dining table set for four. The fully stocked kitchen boasts stainless steel appliances, a variety of pans and utensils, and ample space for preparing delicious meals that you can enjoy indoors or outside on the patio.brbrRetreat to the primary bedroom, located beachfront for stunning water views, and furnished with a king-sized bed and crisp linens. The second bedroom offers a high-end twin-over-queen bunk bed setup, perfect for kids or additional guests. The bathroom features a beautifully tiled walk-in shower and a vanity, creating a spa-like atmosphere for relaxing after a day at the beach. Each room provides plenty of storage for your beach clothes and personal essentials.brbrRoom Details br• Primary Bedroom: King bedbr• Second Bedroom: Twin-over-Queen Bunk BedbrbrRelax on your oceanfront patio with outdoor seating, perfect for soaking in the sunset or enjoying your morning coffee. Use the BBQ grill for family cookouts while the lush surroundings create a tropical escape vibe. The easy access to the beach make this home ideal for days spent relaxing in the sun or exploring Anna Maria Island’s many water activities.brbrBook Low Tide today and experience the best of Anna Maria Island with beachfront living, charming local dining, and scenic outdoor fun. Whether relaxing by the water, exploring shops on Pine Avenue, or hopping on the free trolley, this home provides everything you need for an unforgettable island getaway!brbrbr-brThis property does not allow petsbrbr2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbrThis home is managed by AMI Locals, an Anna Maria Island property management company.brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

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$1084.27

/ Nightly

Private Vacation Home

Sea La Vie Beach House - Luxury Home w/ Pool, Spa, Dock & Canal Access on Anna Maria

Anna Maria, Florida, United States

Welcome to Sea La Vie Beach House!brOn Anna Maria Island (Anna Maria, FL)brbrThe SpacebrWhere connection meets calm, Sea La Vie Beach House brings family, friends, and loved ones together in a space designed for comfort, laughter, and easy island living. Nestled along a peaceful canal with direct access to the Bay and Gulf, this home blends modern elegance with warm hospitality — the perfect setting to create your next island story.brbrPerfect for: families gathering for quality time, friends celebrating together, and groups who love boating and outdoor living.brbrHighlightsbr- Canal-front location with private dock and bridge-free access to the Bay and Gulfbr- Heated private pool and spa with sun shelves, spillover spa, and in-pool tablebr- Open-concept living area with vaulted ceilings, sectional sofa, and canal-view balconybr- Four en-suite bedrooms including a king master suite with spa-style bathroombr- Game room with ping pong table and lounge spacebr- Outdoor living area with fire pit, grill, TV, and porch swingbr- Elevator access (home not ADA accessible)br- Located on the peaceful north end of Anna Maria Island, close to Pine Avenue and beachesbrbrInteriorbrStep inside and feel instantly at home in the expansive living space, where natural light and vaulted ceilings create a sense of openness and ease. The main living area features a large sectional sofa, flat-screen TV, and glass doors that open to a private balcony overlooking the canal — the perfect backdrop for morning coffee or evening conversation.brbrThe chef-inspired kitchen features top-of-the-line Jenn-Air appliances, a gas stove, double oven, quartz countertops, and a wine cooler. The oversized island with seating for four complements the dining table for eight, inviting everyone to gather and share meals together.brbrEach bedroom is thoughtfully designed for comfort and privacy:br- Primary King Suite: Canal-view balcony access, walk-in closet, TV, and spa-inspired en-suite bathroom with soaking tub, walk-in shower, double sinks, and separate toilet area.br- King Guest Room: En-suite full bath with step-in shower.br- Two Queen Bedrooms: Each features an en-suite full bath with step-in shower; two open onto the front balcony.br- A powder room and laundry room complete the main level for added convenience.brbrLayout Overviewbr- Ground Level: 2-car garage, bonus game room with ping pong table, lounging area, and access to the pool and patio.br- Main Level: Open-concept living, dining, and kitchen area with canal-view balcony; four en-suite bedrooms; laundry room; and half bath.br- Outdoor Connection: All main spaces open to outdoor living areas, making transitions from pool to kitchen to dock seamless and inviting.brbrOutdoor LivingbrLife here naturally flows outdoors. The private heated pool and spa feature sun shelves, a spillover spa, and an in-pool table — perfect for lounging in the water. A travertine deck lined with chairs, umbrellas, and lush tropical landscaping makes it easy to unwind in style.brbrGather around the outdoor dining area or relax in the shaded lounge with a TV, porch swing, and propane fire pit. After a beach day, rinse off in the outdoor shower and settle into the evening as boats glide quietly along the canal.brbrFor those bringing a boat, the private dock offers tie-offs for large vessels and bridge-free access to open water. It's an ideal launch point for fishing, kayaking, or exploring the Gulf's sparkling blue horizon.brbrAdditional Amenitiesbr- Air conditioning and heatbr- Wireless internet and cable TVbr- Smart TVs throughoutbr- Premium linens, plush towels, hair dryer, iron, and ironing boardbr- In-home washer and dryerbr- Beach gear rental credit included (chairs, umbrella, cart, bikes, games, and more)br- Some beach gear may be available onsite but is not guaranteed.brbrParkingbr2-car garage plus driveway parking for 2 additional vehicles.brbrAt Sea La Vie Beach House, life slows down and connection comes easily — whether you're sharing laughter by the pool, watching the boats drift by, or gathering around the table after another day in the sun. Write your vacation story where the water, the warmth, and the people you love all come together.brbrPoliciesbrbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrNO PETS. NO SMOKING.brbrBooking & Fee PolicybrInclude all guests and pets in your reservation request for accurate pricing. Additional fees apply for extra occupancy (over 2 guests per bedroom) or undeclared pets.brbrOptional Services (subject to approval)brEarly check-in/late departure, elevator access, and mid-stay cleaning for stays of 28+ days. Fees for approved add-ons are collected after booking.brbrElevator NotebrThis home includes a residential elevator for guest convenience; however, please note that elevator operation is dependent on third-party service providers. In the event the elevator becomes inoperable during your stay, repair timelines cannot be guaranteed, and stairs will be required for access to upper levels.brbrReservations & Guest RequirementsbrMost stays are 7 nights, Saturday–Saturday, though flexible dates may be available outside peak/holiday weeks—confirm before booking, as changes are not always possible afterward. Guests must be 25+, provide valid ID, and remain for the full stay. Standard occupancy is 2 per bedroom; extra guests are $25/person/night up to the maximum allowed.brbrQuiet Hoursbr10 PM–8 AM. Maintain reasonable noise at all times to respect neighbors; excessive noise is not permitted.brbrCleaning & LinensbrHome is professionally cleaned and sanitized between stays. Starter amenities provided; daily service available for a fee. Stays of 28+ days require a mid-stay clean. Linens/towels are commercially laundered through our Professional Linen Program; no extra sets stored onsite.brbrGolf Cart RentalsbrExplore the island with ease! After booking, reserve a golf cart through our sister company, Once Upon A Beach Carts, and enjoy an exclusive discount available only to our vacation rental guests.brbrPool & SpabrPool heated year-round to 82–85°F; heating may be affected by cooler weather. Heaters/filters off during quiet hours (10 PM–8 AM). Spa, if available, is part of the pool, seasonal, not a commercial hot tub, and may be unavailable in summer. Guests may not adjust equipment; violations may result in fines or damages.brbrProperty SecuritybrExterior cameras may monitor entries, driveways, pool equipment, and backyard access for security, deliveries, and occupancy compliance. Cameras do not face private areas.brbrPayments & Cancellation PolicybrPolicies updated October 6, 2025 — see full Terms & Conditions for details.brbrPayment SchedulebrDepositbr- Reservations up to 20 days: 50% of total amount due at time of booking.brRemaining Balancebr- Reservations up to 20 days: Remaining 50% due 30 days prior to check-in.brbrCancellation PolicybrFor Reservations of 20 Days or Lessbr- More than 30 days before arrival: Full refund of deposit (including taxes) minus non-refundable booking administration fee.br- 14–29 days before arrival: Refund of 50% of total rental, fees, and taxes, minus non-refundable booking administration fee.br- Less than 14 days before arrival: Refunds only for base rental rate, fees, and taxes for nights we are able to rebook, minus non-refundable booking administration fee.br- Please note: While we make every effort to rebook, we cannot guarantee the same rate or number of nights. For any nights that cannot be re-rented, as well as for non-arrivals, late arrivals, early departures, or alterations resulting in lost revenue, no refunds or price adjustments will be made.brbrTravel InsurancebrCSA Travel Insurance is available to U.S. guests (except NY and HI residents) and is strongly encouraged to protect your trip from unforeseen events. No refunds are given for COVID-19, weather, or beach conditions outside our cancellation policy. Hurricane season runs June 1–Nov 30; insurance can safeguard your plans. In the event of a mandatory evacuation, home unavailability, or government order halting vacation rentals, guests receive a full refund of base rate, applicable fees (minus booking fee), and taxes.brbrAdditional TermsbrNo refunds for events beyond our control (weather, red tide, travel issues, etc.). Cancellation requests must be submitted in writing by the registered guest—phone/text not accepted.brbrCity of Anna Maria Vacation Rental License: VR18-000092brMax Occupancy: 8 Guests | Max Vehicles: 4brInformation deemed reliable but not guaranteed; subject to change or withdrawal without notice.

Bed

Bath

Sleeps

$689.42

/ Nightly

Private Vacation Home

AMI Lucky: North End! Pool! by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

AMI Lucky by Anna Maria Life Vacation Rentalsbr524 South Drive, Anna Maria, FL 34216brbrWhat You'll Love About This House:brLocation! On a Canal with Dock! 2 Houses to Bay! AMI North Endbr3 Bedrooms / 3 Bathroomsbr3 Queen BedsbrPrivate Heated Pool & SpabrPrivate Outdoor Shower (with hot & cold water)brPool LoungersbrCovered Poolside Lounge Area with DiningbrCanalside Patio Dining Under UmbrellabrAdirondack Chairs on Dock Overlooking CanalbrGas GrillbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels & Beach ChairsbrParking for 1 Car in DrivewaybrDetails:brWelcome to AMI LUCKY. Located on a quiet street with easy access to everything Anna Maria has to offer. The powdered sugar beaches, emerald green waters, fantastic restaurants and an uncanny ability to make anyone wonder how “lucky” they are to experience heaven on earth; Anna Maria Island.brbrOur 3-bedroom, 3 full bathroom home has been completely renovated and reconfigured with a wide-open floor plan, vaulted ceilings, beautiful custom woodworking and an incredible outdoor oasis complete with an expansive, vaulted and covered living room, a beautiful sun-filled pool and spa and a new extra-large dock overlooking a wide canal. And don't miss the large outdoor private shower. (If you have never taken an outdoor shower, indoor showers will never feel the same)brbrThis ground level beach cottage allows you to live seamlessly from the indoors to the outdoors. There is easy access and beautiful views from 3 large sliding glass doors leading from the great room and 2 of the bedrooms. Guests can choose between covered or dockside “al fresco” dining or choose to enjoy the poolside living room or canal-side Adirondack chairs to sip coffee or cocktails as the dolphins swim by to say hello. (This really happens here) The light-filled interior includes a large great room with a custom, fully equipped kitchen, dining area and living room.brbrFlanking the west side, a primary bedroom with en-suite bathroom. Flanking the east side is a hallway leading to 2 additional bedrooms both with their own bathrooms; one en-suite and one directly outside the door in the hall. Each bedroom features a Queen-sized bed, TV, and crisp linens and plush towels from our professional linen company.brbrYour guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrIncluded in this Anna Maria gem is carefully curated, original artwork adorning the walls for your enjoyment. And, if you feel like playing the hanging ukulele, we would love to hear about it! Enjoy our home, we created this space with our guests in mind.brbrA sparkling, heated pool and spa highlight the backyard and is complete with pool loungers, an outdoor shower, poolside lounge area, patio dining table, and a gas grill.brbrAMI Lucky is a quick walk to Pine Ave for shopping and dining and the Anna Maria City Pier where you can catch the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrBedroom 1 - Queen, Ensuite Bathroom, French Doors to Pool, TVbrBedroom 2 - Queen Bed, Ensuite Bathroom, TVbrBedroom 3 - Queen Bed, Hall Bathroom adjacent to bedroom, TVbrbrPlease note:brThis home does not accept pets.brAmenities are subject to change.brbrDISCLAIMER: Depth of the canals and channels vary depending on tides, weather, and other circumstances beyond our control. At times this can result in a water level that is too low to support watercraft. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrVR16-000131brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge you brbrGolf Cart DEAL ALERT!!! brReserve now a street legal GOLF CART from Fun & More Rentals! 4, 6 or 8 passenger gas or electric carts to choose.brFUN way to explore the island for the entire family.brMention Anna Maria Life Vacation Rentals and receive this VIP deal!brwww.FunAndMoreRentals.combr941-462-2719

Bed

Bath

Sleeps

$668.94

/ Nightly

Private Vacation Home

Marys Place Walk to the Beach and Pine Ave shops, Stunning Brand New Pool

Anna Maria, Florida, United States

Indulge in the ultimate beach escape to Mary's Place located on Los Cedros, a *premier location* just north of Pine Avenue in the city of Anna Maria. Mary's Place is a very short walk to the gorgeous, white sandy beaches of Anna Maria Island. This *ultimate beach house* has been fully renovated in 2025.br br Enjoy *single-story beach house living* with *seamless flow* between the house and private pool/spano steps to climb! br br Amenities include:br br Professionally designed, all new coastal modern furnishings br Brand new stunning, *huge saltwater pool* with sun shelf and large heated spabr Mature landscaping around lush private yardbr Private exterior shower cabanabr Large stone patio and turf area with chaise lounge chairs and shade umbrellasbr 3 bedrooms, 3 brand new bathrooms:br 1 bedroom has king bed with private ensuite bathroombr 1 bedroom has king bed with adjacent hallway bathroombr 1 bedroom has king bed, with private ensuite bathroombr 1 queen sleeper sofa provided in the second living roombr Very close proximity to Pine Ave. offering exquisite dining, shopping, bicycle and golf cart rentals, free island trolley and much more.br Spacious new restaurant style, fully equipped kitchen offering stainless steel amenities and brand-new stainless-steel appliances br Fully screened lanai with 2nd dining areabr Gas barbecue br Situated on Lake Marshabr Private kayak launch (kayaks not provided) br 1 beach cart, 4 beach chairs and 2 umbrellas providedbr 4 parking spaces in front of the house br Brand new washer/dryerbr Free high-speed wireless internetbr TV, internet and phone service provided by Spectrumbr br br Disclaimers:br br *Florida Law requires an audible alarm to be installed on doors and windows that open to a pool area. The purpose of these alarms is to alert an adult if a child walks out to a pool area unattended. These alarms typically have a bypass button that allows the door to be opened for 7 seconds before the alarm goes off. These alarms must not be removed or tampered with in any way. Any evidence of tampering or damage to pool alarms will be billed to the credit card on file for the reservation.* br br *Dogs 25lbs or less are welcome, A $ 250+ tax pet fee is required per pet, This is a separate fee paid directly to Salty Mermaid Real Estate after booking. Pets that are not disclosed to our office will result in additional cleaning charges to your reservation.br br *Check-in time is 4 pm on the day of your arrival, and check-out time is 10 am on the day of your departure. No early access or late departure is allowed unless special arrangements are made with our office, our cleaning and Inspection team need time to ensure the rental is clean and safe for your stay*br br *White Duvet covers and inserts, white bed linens, multi color beach towels, white bath towels, white wash clothes, white bathroom floor towels, black makeup towels, kitchen towels, premium pillows, vacuum sealed throw blankets*br br *A starter kit of paper towels, toilet paper, trash bags, laundry detergent, and coffee & tea. Full sized luxury hand soap, shampoo, conditioner, and body wash are provided at check-in. Also available if requested, while supplies last, is a toothbrush and sewing kit. Any additional items that you may need during your stay can be purchased at one of the local grocery stores.*br br *Please note, all guests occupying this property who are under the age of 25 must be accompanied by a parent or legal guardian*br br *Please note this is not a party or large gathering house. Noise complaints will result in eviction*br br *Reservations that are 30 nights or longer will require a mid-stay clean, one of our rental agents will provide more information at the time of booking*br br *No parking in the street or grass, please be careful of the neighbors' properties*br br *Pools are heated from approximately Thanksgiving to Easter only and are set no higher than 80 degrees. Spa temperatures default to the pool temperature when not in use and can reach 100 Degrees under normal weather circumstances. During colder weather, we cannot guarantee that the pool/spa can be maintained to that degree. No refunds, credits, or discounts will be offered if the pool/spa temperature cannot be maintained due to unusually cold weather*

Bed

Bath

Sleeps

$284.04

/ Nightly

Private Vacation Home

Anna Cabana A: North End Pool Home, Short Walk To Beach by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Anna Cabana A by Anna Maria Life Vacation Rentalsbr770 Jacaranda Rd., Anna Maria, FL 34216brbrWhat you'll love about this home:brLocation! On the North End of Anna Maria 2 blocks to the beach and shopping.br1 Bedroom / 1.5 bathroomsbr1 Queen & 1 Queen Sofa Sleeper in Living RoombrPrivate Heated PoolbrGas BBQ GrillbrProfessional Linen Service, Washer & Dryer (shared)brComplimentary WIFIbrBeach Towels, Beach Chairs & Beach WagonbrParking for 2 cars in DrivewaybrbrDetails:brIf you're looking for an intimate property with an excellent location and lots of amenities, look no further than this adorable 1-bedroom, 1.5-bathroom property that's located in the coveted north area of the island, just two blocks to the stunning sands and turquoise waters of Bean Point. This home is also near the bay side of the island, giving you the best of both worlds, plus easy access to local restaurants and shopping!brbrStroll into this charming property and you'll discover an open concept living and kitchen area, with bright accents of beach décor and splashes of seaside inspired colors. The kitchen is fully equipped for your cooking needs, allowing you to whip up your own creations, from snacks to sit down meals! High quality appliances include a coffee maker, so you can have your own morning pick me up right in the comfort of your vacation home. brbrFrom the kitchen you can move into the living area, featuring a four-seater dining set, a comfortable sitting area, and a large flat-screen TV. It's a great place to relax during the day as natural light comes from the skylight, and a cozy place to gather at night to watch your favorite movie. Complimentary Wi-Fi lets you stay connected on your vacation, and a washer and dryer let you keep things fresh after long days at the beach! As a bonus to this property, there's also a professional linen service available! brbrThe bedroom offers a welcoming space to retreat to after exploring the island and is furnished with a queen bed. A queen sofa sleeper in the living room provides additional sleeping accommodations. The full bathroom offers a beautiful, tiled shower with a frosted window that lets in natural light, while there is an added half bath for convenience. brbrIn the outdoor spaces of this property, you'll find highlights like the gas BBQ grill that will let you have your own private barbecue, but the main show stealer is the private heated pool, complete with color changing lights and outdoor lounge furniture. Take a dip in the sunshine or save your swim for the evening when you can enjoy the colored lights as you do a bit of stargazing. As if this property couldn't get any better, there's also beach towels and chairs available for use! brbr***For an added bonus, Anna Cabana B is right next door and when combined, large parties can be easily accommodated. Anna Cabana B is a one-bedroom rental that also has its own private pool.*** brbrPlease note:brPets are not allowed in this home.brAmenities are subject to change.brDriveway parking is available for a maximum of 2 cars. Parking for additional vehicles is not available.brThis home is part of a duplex, but you'll have your own private entrance, driveway, and yard. The only thing you might share with the neighboring unit is a wall—everything else is completely separate for your comfort and privacy.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrVR16-000090brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

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Sleeps

$625.51

/ Nightly

Private Vacation Home

Bay Bungalow by Beach Boutique Rentals

Anna Maria, Florida, United States

Perfectly situated in the North end of the island, Bay Bungalow is just a short stroll away from Bay beaches and famous Bean Point! brbr*Features include* brbr* Heated Private Pool br* Private Tropical Yard br* Outdoor lounge with bar and cable TV br* Ping Pong Table, video game consolebr* 3 bedrooms, 2 full bathrooms br* Indoor and outdoor dining areas br* Loungers and chairs by the pool br* Gas grill br* Laundry br* Beach chairs and cart br* Walk to Bean Point brbrBay Bungalow is a beautifully updated 3-bedroom retreat in Anna Maria’s coveted North End, offering the perfect home base for your island getaway. With all-new beds and furnishings, this charming beach house combines comfort and style in an unbeatable location—just a 3-minute stroll to Bayfront Park and Bay beaches, and 4 minutes to the stunning Bean Point. Spend your days dolphin-spotting by the Bay, fishing, or browsing the Farmer’s Market. Hop on the free island trolley to explore even more!brbrInside, the bright and inviting living area features two plush sofas and a queen sleeper sofa, perfect for gathering after a day in the sun. Kids will love their own game nook, complete with comfy chairs, a TV, and a video game console.brbrThe fully equipped kitchen boasts stainless steel appliances, making it easy to whip up a gourmet meal. There's room to dine at table for four, with additional seating at the breakfast bar, or enjoy dining poolside on the expansive and covered back patio—complete with dining table for 6 and outdoor TV for ultimate entertainment. When you’re ready to explore, you’re just a short walk or drive to some of the island’s most beloved restaurants, including The Waterfront, Slim’s Place, and The Porch.brbrStep outside to your private backyard oasis, where a large heated pool awaits, surrounded by lush tropical landscaping for the ultimate island vibe. Whether you're soaking up the sun, unwinding at the outdoor bar, or dining al fresco by the pool, this space is designed for pure relaxation. For even more fun, challenge your family to a game of ping pong in the garage!brbrEach bedroom is designed for restful nights with brand-new, comfortable beds. The master suite features a king bed and a spa-like ensuite bath with a luxurious new marble shower with five heads. The second bedroom also offers a king bed, while the third includes a full-size bed—all with cable TV. A second newly remodeled bath features a tub/shower combo. Plus, the large-capacity washer and dryer make packing light a breeze.brbrBook your stay at Bay Bungalow today and experience the best of Anna Maria Island in total comfort and style!brbrADDITIONAL INFORMATION brbrWe generally require a minimum stay during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you!brbrHousekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay.brbrOur cleaning fee includes a professional linen service. When you stay with us you can rest assured that you will have high quality linens such as those at a fine hotel. We also provide plenty of luxury bath and beach towels. brbrAnna Maria Island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors. brbrThis home provides off-street parking for up to 3 vehicles.brbrBooking Platform Note:brFor VRBO bookings, the reservation payment is processed by Beach Boutique Rentals and will appear as Beach Boutique Rentals on your credit card statement. VRBO also charges a separate service fee directly to the guest as a separate transaction.

Bed

Bath

Sleeps

$2062.22

/ Nightly

Private Vacation Home

Serendipity Deux: Luxury Beachfront Retreat + Elevator + Complimentary Golf Cart

Anna Maria, Florida, United States

Summary:brbrEscape to Serendipity Deux, a luxurious 4-bedroom house on Anna Maria Island, where refined interiors meet the laid-back island lifestyle. Enjoy premium beach access and a prime location near Bean Point and Rod & Reel Pier. This stunning retreat offers the perfect blend of comfort, privacy, and coastal charm for an unforgettable vacation.brbrbrbrThe Space:brbrThe primary suite on the main level features a king bed, spa-inspired bath with soaking tub and walk-in shower, and plush finishes that set the tone for your stay.brbrbrbrUpstairs, three additional bedrooms — all with king beds — provide comfort and privacy for couples, families, and groups alike. All 3 bedrooms feature en-suite bathrooms. An elevator connecting all floors ensures convenience and accessibility throughout the home.brbrbrbrThe heart of the home is located on the main level, where the family room, dining space, and gourmet kitchen come together with high-end finishes and designer touches that elevate every gathering.brbrbrbrIncluded with your stay:brbrbrbr6-passenger Golf Cartbrbrbrbr4 Adult bikesbrbrbrbrPaddleboards & kayakbrbrbrbrFast Wi-Fi & smart TVsbrbrbrbrKeypad entry & on-site parking for 2 vehiclesbrbrbrbrThis home is fully equipped with high-end finishes, coastal décor, and thoughtful touches throughout. Whether you're lounging by the pool, walking the beach at sunset, or exploring the island on a bike or golf cart, you'll enjoy luxury and comfort every step of the way.brbrbrbrGuest Access:brbrYou'll have exclusive access to the entire house, including all four bedrooms, four bathrooms, the living room, kitchen, dining room, laundry room, patio, and backyard. Enjoy the convenience of a private entrance and amenities like the outdoor pool, spa, and BBQ grill. A personalized smart lock code ensures easy, keyless entry anytime after 4 PM.brbrbrbrThe Neighborhood:brbrSerendipity Deux is perfectly situated on the desirable North End of Anna Maria Island, offering a blend of island charm and relaxed elegance. You're just steps away from the stunning beach, ideal for fishing, spotting dolphins, or simply unwinding on the sand with the refreshing Gulf breeze. A short walk or bike ride will take you to Pine Avenue, a delightful street filled with unique boutique shops, inviting local cafes, tempting ice cream parlors, and captivating art galleries. Explore the island like a local by hopping on a golf cart, or take a leisurely stroll to Bayfront Park, Bean Point, or the City Pier for breathtaking sunrise and sunset views. The North End is known for its tranquility, scenic beauty, and family-friendly atmosphere, providing the best of Anna Maria Island, with its sugar-white sands, gentle waves, and welcoming island ambiance right at your doorstep.brbrbrbrGetting Around:brbrFor exploring further, the free island trolley provides convenient transportation, with a stop located right on Pine Ave. Free parking is available on the premises and on the street. The closest major airport is approximately a 1-hour drive away.brbrbrbrOther Things to Note:brbrPlease review and agree to the Reservation Agreement.brbrRates and Availability are subject to change until reservation is completed. A deposit must be received in order to reserve the dates you desire. brbrbrbrPets- Non-Aggressive breeds, vaccinated & current on a flea prevention program allowed only with prior approval. brbrPet Fee and Pet Waiver Required. $300 per pet Any unauthorized pets= 25% surcharge brbrbrbrTraveler must provide photo ID and guest list brbrIf for some reason the property you booked is unavailable, we may offer to rebook the Traveler at another property, if a substantially similar property is available for the same period and under a new reservation. Owner is not responsible for events beyond our control, ie: inclement weather, storms, evacuations, etc. Travel Insurance is recommended and may be purchased independently from several sites (Red Sky Travel Insurance, Square Mouth, etc.) brbrbrbrDue to the extensive equipment provided at the home, there are additional documents required. The use of the bikes, SUP and Kayak require a signed Equipment Waiver for anyone 18+ brbrAll Drivers of the property's Golf Cart must be 25, and provide a copy of a valid U.S. Driver's License and Insurance.brbrbrbrInteraction with Guests:brbrWe give our guests space to relax but are always available if needed! You’ll receive a personal smart lock code before check-in, and we’re just a message, call, or email away if you have any questions or need anything during your stay. brbrbrbrFor direct support, contact our office phone.

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