Home Vacation Rentals By Owner In Anna Maria, FL

Showing 280 Of 792 Vacation Rentals
Slider Thumb
Exceptional(70)

$478.89

/ Nightly
Private Vacation Home

BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - UPPER UNIT

Anna Maria, Florida, United States

Purple Alamanda Unit B ( upstairs unit ) - 2 bedroom/2 bath Duplex on the North End of Anna Maria , Bean Point Beach less than 5 min walk brbrSet on the desiredNorth End ofAnna Maria Island, this fully remodeled coastal retreat is just steps from the pristine shoreline of Bean Point Beach—one of the island’s most exclusive and serene beaches.brThe duplex property features fully remodeled units thoughtfully arranged around a free style heated pool, creating a private, resort-style atmosphere. Guests may reserve a single unit or the entire property, total of 5 units available for rent in multiple duplexes making it ideal for extended families or refined group gatherings seeking both togetherness and privacy.brbrLocated in a low-traffic area, the neighborhood is ideal for biking around the island in a relaxed and safe setting. Guests can also enjoy easy transportation on the free Anna Maria Island trolley, which runs approximately every 20 minutes and offers multiple convenient stops throughout the island.brbrBicycle and golf cart rentals are readily available nearby, making it simple to explore at your own pace. A variety of restaurants, charming local shops, and the Publix supermarket are all within a 10-minute drive and are easily accessible by bike or golf cart, adding to the effortless island lifestyle.brbrPurple Alamanda Unit B is an upstairs unit offers a peaceful private patio, perfect for morning coffee or evening unwinding. brbrThe interior isfully remodeled and elegantly furnished with a relaxed yet elevated coastal aesthetic. brbr- Master Bedroom - one king bed br- 2nd bedroom -two twin bedsbr- En Suite Master Bathroom - Full bathroom with a walk-in shower with a rain shower head and handheld fixturebr- 2nd Bathroom - Full bathroom with awalk-in shower with a rain shower head and handheld fixturebr- Fully equipped kitchen provides everything needed for effortless meal preparation during your stay.br- Living Room -an open, thoughtfully designed layout with agenerous L-shaped sofa brDinning Area - adining space that comfortably seats four, ideal for both relaxed lounging and casual island dining.brbrStep outside to lush tropical surroundings, where beautiful palms create a serene island atmosphere from the moment you arrive.brbr - A private front patio featuring a dining table with 4 chairs , perfect for enjoying morning coffee or relaxed outdoor meals.br- A propane BBQ grill is provided for convenient outdoor grilling (by the lower level car port and the pool area )br- An outdoor heated pool with loungers is fully fenced and surrounded by tropical palms, creating a resort-style setting br- An outdoor shower is conveniently available to rinse off the sand after a day at the beach before enjoying a refreshing swim.brbrA shaded tiki seating area offers the perfect place to relax and cool off after sunny island daysbrCornhole games add a fun, casual touch for friendly competition and laid-back afternoons.brbrOutdoors is surrounded by lush tropical landscaping and located just moments from the Gulf, this north-end escape delivers effortless island luxury—thoughtfully updated, quietly refined, and unmistakably Anna Maria.brbrbr-Maximum Occupancy:4 guests br-Parking:Limited totwo vehicles (1 by the unit ,1 in guest parking) brbrExtras You’ll Love:brbr-Complimentary High-speed Wi-Fi and Smart TVs for your entertainmentbr-On-site parking for conveniencebr-Professional Linen Servicesbr-Beach Chairs, Beach Wagon, & Beach Umbrella provided brbrLinens and Amenities:- The starters included are the following:brbrPer Guest:1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 BeachTowel , 1 Bath Mat per bath brbrPer Full Bathroom:2 Rolls of Toilet Paper, Hand Soap, Starter size Shampoo, Conditioner, Body Wash , Cosmetic Cloth, Bath MatbrbrPer Kitchen:1 Kitchen Towel and cloth , 1 Roll of Paper Towel, Dish Soap, Sponge, Dishwasher Pods-3 , Laundry Detergent, Garbage Bags -3brbrPools : Our pools are serviced weekly. Due to the tropical nature of the island , it is not unusual to find unexpected debris in the pool. Pool heaters will not operate if the outside temperatures get below 60F . There will be days when weather conditions will to allow pool heaters to accommodate swimming. No credit, discount, and /or rate adjustments can be granted for circumstances beyond our control.brbrCancellation Policy :br100% refund if cancelled 14 days before check-in; 50% refund if cancelled 7-14 days before check-in ( minus admin fee) , 0% if cancelled less than 7 days .brbrNoise Ordinance :brAnna Maria Island, Florida has a noise ordinance to maintain the tranquility of the island. The ordinance prohibits loud noises during quiet hours, which are from 10 PM to 8 AM every day.brWhat is prohibited brLoud music, including amplified instruments, Loud vehicle noises, Loud shouting, yelling, or screaming, Loudspeakers or other sound equipment for commercial advertising, Loud noises from animals.brbrTurtles:brTurtle season rules (May–October):br-No lights or flashes – avoid flashlights, phone flash, flash photography at night.br-Respect marked areas – don’t write on, step into, or tamper with flagged nests.br-Leave beaches clean & flat – remove all items, fill holes, flatten sandcastles.brbrShells :brAvoid taking any shells that have living organisms inside—if it's alive, leave it be.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(10)

$601.1

/ Nightly
Private Vacation Home

Anna Maria Gem! Pool, Canal Views and Style!

Anna Maria, Florida, United States

Surf Side by AMI Locals brVR22-000089 brbrWelcome to Surf Side, a vibrant island retreat located in the heart of Anna Maria! This stunning three-bedroom, two-bathroom vacation home is just a two-minute walk from the shimmering turquoise waters of the Gulf. Perfect for families or friends seeking a tropical escape, Surf Side features modern coastal design, a screened lanai with canal views, and a private backyard oasis complete with a pool and grill area. With walkable access to beaches, shops, restaurants, and the AMI trolley stop. brbrHighlights br-2-minute walk to the Gulf beach br-3 Bedrooms / 2 Bathrooms br-3 King beds br-Private pool with loungers br-Screened lanai with canal views br-Outdoor shower and BBQ grill br-Washer and dryer br-Beach chairs provided br-Parking in carport and private drive br-Near Pine Avenue shops, dining, and trolley stop br brRelax in your backyard oasis, complete with a sparkling pool, outdoor shower, gas grill, and shaded seating area perfect for evening BBQs or poolside cocktails. The balcony offers peaceful Gulf views and breezy seating, making it the perfect spot for morning coffee or unwinding after a day at the beach. brbrInside, the open concept living space feels bright and airy with wood accents and coastal-inspired decor. The living room offers plush sofas and TV for movie nights, while the fully equipped kitchen includes stainless steel appliances, quartz countertops, and a breakfast bar with stools. Gather for meals at the dining table or open the French doors to the lanai and let in the island breeze. brbrThe bedrooms are designed with comfort in mind, each featuring a king bed, premium linens, and ambient lighting. The primary suite has an ensuite bathroom with a marble walk-in shower and elegant gold accents. Two additional guest bedrooms include king beds and share a hallway bathroom with blue subway tile, a shower/tub combo, and a bright vanity with storage. brbrRoom Details br-Primary Bedroom: King bed, ensuite bathroom with walk-in marble shower br-Second Bedroom: King bed, ensuite bathroom with walk-in shower br-Third Bedroom: King bed brbrThis home includes Wi-Fi, washer and dryer and beach chairs for guest use. Guests can easily explore Anna Maria Island with the nearby free trolley stop or simply stroll to Pine Avenue’s restaurants, boutiques, and historic piers. brbrSurf Side is the perfect vacation home for guests looking to combine comfort, location, and tropical style. With its unbeatable proximity to the beach, stylish interiors, and peaceful canal views, your island experience begins here. Book your stay today and get ready to relax, explore, and enjoy Anna Maria Island to the fullest! brbr- br*The boat dock is not available for guest use. brbrThere are No pets allowed in this home. brbr*Please note: 4 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 see our AMI Locals Rental Policies for full details. brbrPlease Remember: 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. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(20)

$254.09

/ Nightly
Condo

Bayou Breeze Amazing Waterfront Condo on Pine Ave with Dock and Water Views

Anna Maria, Florida, United States

Amazing Waterfront Condo at the North end of Anna Maria! brbrTucked away off of Pine Ave just before the Historic Anna Maria City Pier you will find the Bayou Condos. This secluded waterfront community is located on Lake LaVista waterway which has direct access to the Gulf. The City Pier and Bayfront Park and Rod are just a short paddle away. brbrUnit 4B is a completely remodeled unit located on the ground level and has awesome water views from the Dining area and Living room. Just out your living room through the sliding doors is a brick paver patio and just beyond that is your private dock. This unit features tile floors, new kitchen cabinets, granite counters, stainless appliances (featuring a super quiet Bosch dishwasher) and a remodeled bathroom. A full-size washer/dryer was added to this unit so there is no need to use the onsite laundry facility! brbrYou will love the location on Pine Ave as there are many quaint shops and restaurants close by and many great events throughout the year on Pine Ave and at the City Pier Park. brbrDid we already mention that your private dock is located just steps outside your patio door The dock is ideal for launching your paddle boards and Kayaks or just sitting outside soaking up the sun, enjoying the views and the warm Gulf breezes. You may even see Manatees hanging out by your dock or Dolphins swimming by. Throw a line out and fish from your dock just for fun or for a great catch for dinner! brbrCome enjoy a slice of paradise at this fantastic North end Location!
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb

$751.94

/ Nightly
Private Vacation Home

Villa Livella by Duncan Real Estate

Anna Maria, Florida, United States

Villa Livella is an elegant Island property that promises an unforgettable experience. The 3 bedrooms and 2 bath pool home is north of Pine Avenue and a short flipflop walk to the Gulf side powdery white beach. This house features tasteful coastal-themed dcor that prioritizes guest comfort. Its gourmet kitchen and open floor plan provide ample space for family gatherings, complemented by a functional and relaxing outdoor living area.br There are 4 TVs in total, streaming only. br br br Conveniently located just a block away from Anna Maria's Pine Avenue, guests have easy access to fabulous shopping and dining options. For those who prefer an active retreat, various rental options such as bikes, golf carts, GoPeds, and mopeds are available, allowing visitors to explore the tropical paradise hassle-free.br br Water enthusiasts will delight in the array of activities on offer, including kayak and paddleboard rentals and guided tours. The Gulf Coast of Anna Maria boasts exceptional fishing opportunities, with two fishing piers and numerous charter captains available for hire. br br HIGHLIGHTSbr br 2363 sq. ft. br Private pool (27x11 ft) and spabr Multiple living areasbr Outdoor bar and TV areabr br BEDROOMSbr br Sleeps 6br Primary Bedroom: King Ensuitebr Second Bedroom: Queenbr Third Bedroom: Twins br br BATHROOMSbr br Ensuite Bathroom: Walk-in Shower and soaking tubbr Second Bathroom: Walk-in Showerbr br EXTERIORbr br The living room opens to the screened balcony with outdoor dining which overlooks the pool area. There is plenty of seating and loungers in the covered areas under both the main house. Other features include an outdoor shower and gas grill.br br There are 4 parking spaces designated for this property. The garage is not available to guests.br br Optional pool heat up to 86 F and spa heat up to 100 F is available from November to April at $150/week. Optional spa heat only is available May-September for $75/week. Pools are serviced weekly and debris due to tropical climate might occur in between service days. Pool alarms are mandated per city licensing ordinance.br br Please keep in mind that 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. br br VR24-000029br Amenities Include:br - Bedroom 1 Kingbr - Bedroom 2 Queenbr - Bedroom 3 Twinsbr - Denbr - Bathroom 1 Walk-in Shower, Tubbr - Bathroom 2 Walk-in Showerbr - Hot Waterbr - Beach Access 0.1 milebr - Bay Access 0.5 milebr - Elevatedbr - Central A Cbr - Cental Heatbr - Sqft under a c 2363 Sqftbr - Free Parkingbr - Parking Spots 4br - Front Security Camerabr - Self Check Inbr - Keyless Entrybr - Bath Towelsbr - Beach Towelsbr - Quality Linensbr - Hair Dryerbr - Hangersbr - Refrigeratorbr - Ice Makerbr - Stovebr - Ovenbr - Cookwarebr - Toasterbr - Blenderbr - Keurigbr - Dishwasherbr - Microwavebr - Dining Tablebr - High Speed WIFIbr - TV 4br - TV Streaming Onlybr - Washerbr - Dryerbr - Ironbr - Ironing Boardbr - Cleaning Kitbr - First Aid Kitbr - Fire Extinguisherbr - Smoke Alarmbr - Carbon Monoxide Alarmbr - Private Pool Ybr - Pool Dimensions 27 ft x11 ftbr - Spa Ybr - Pool Alarmsbr - Sun Loungersbr - Screened Lanaibr - Balcony 2br - Outdoor Diningbr - Outdoor Showerbr - Propane Grillbr - Beach Amenitiesbr - Mold Free Certificatebr - Duncan Emerald Club
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(8)

$911.14

/ Nightly
Private Vacation Home

Tropical Oasis -5 bedrooms with stunning Backyard with a Pool and close to beach

Anna Maria, Florida, United States

Tropical Oasis 122 White Avenue, Anna Maria, FL 34216 What you will love about this property: • Less than one minute walk to the beach • Private pool • Furnished balconies and swings • Ping Pong table • Outdoor shower • Full size washer and dryer • Professional Linen program • Close to shopping and restaurants • In the heart of Anna Maria Property details: Welcome to Tropical Oasis, a vibrant, inviting vacation home with five bedrooms, four bathrooms, and a stunning backyard with a pool! Just five houses from the nearest beach access and minutes from locally owned restaurants and shops, you are sure to live out your best island life at Tropical Oasis! As you enter the foyer, you can drop your bags and head straight to the backyard or take the stairs to the main living floor. The open living space boasts a vibrant seating area with plenty of seating and a TV. You’ll find custom cabinetry with cookware essentials, stainless steel appliances, and island seating in the kitchen. The formal dining room table seats six guests, and the spacious deck is out of the sliding glass doors with plenty of seating and a BBQ grill. There are two primary bedrooms with TVs, ensuite bathrooms with double vanities and walk-in showers, and balconies, one on each living floor. The upstairs guest bedrooms have crisp linens, plenty of storage space, and balcony access, and they share a Jack-n-Jill Bathroom with a shower and tub combination. The third-floor balcony has a plush-covered seating area and an adorable swing. On the second floor is a Twin bedroom, a hall bathroom with a walk-in shower, a laundry room, and another balcony with a swing! Spend your days lounging by the pool, watching TV on the patio, perfecting a BBQ recipe, or challenging friends and family to a ping pong game! The backyard also has an outdoor shower and ample seating for guests to unwind and enjoy the Florida sunshine. Get everyone together in comfort and style at Tropical Oasis. Book with us today. Bedrooms & Bathrooms • Primary Bedroom, 3rd floor: King bed, balcony access, and ensuite bathroom with a walk-in shower • Second Primary, 2nd floor: King bed, balcony access, and ensuite bathroom with a walk-in shower • Third Bedroom, 3rd floor: King bed, balcony access, and Jack-n-Jill bathroom with shower and tub • Fourth Bedroom, 3rd floor: Twin over Full trundle bunk and Jack-n-Jill bathroom with shower and tub • Fifth Bedroom, 2nd floor; Two twin beds • Full bathroom, 2nd floor hallway with walk in shower • Livingroom has a pull-out sofa bed This property participates in our Professional Linen Program. In Beach House Real Estate'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, wash cloths, 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. Exciting news Golf carts offer a delightful, cost-effective, and hassle-free means of transportation on Anna Maria Island throughout your visit. Live life at a slower pace while on vacation. Cruise around in the Florida sunshine feeling the Gulf Coast breeze. Rent a six-seater electric golf cart at only $750 a week. Please contact us to reserve your golf cart today! Are you bringing the kiddos We have pack & plays and highchairs too! Your item(s) will be at your rental property for your arrival, and we will pick them up at your departure. We rent by the week: Pack & Play - $50.00 Highchair - $40.00 Please contact us to reserve your baby equipment. Friendly reminders No pets are allowed in this home. This home is managed by Beach House Real Estate, an Anna Maria Island property management company. Please 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. We 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. 4 cars maximum can park at this home, and only the east side of the garage is available for guest use. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.
Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps

Slider Thumb

$834

/ Nightly
Private Vacation Home

Coral Cove: Walk to the Beach! Heated pool! Prime North End!

Anna Maria, Florida, United States

*Features include*br* Prime north end location! Bean Point!br* Walk to the beach!br* Private, saltwater heated poolbr* Large King Primary suite with en suite bathbr* King guest bedroom and twin (2) guest bedroombr* Elevated screened lanai with outdoor dining, couches, TVbr* Wine fridge in a well-appointed kitchenbr* Tropical yard, chaise lounges, outdoor showerbr* Laundry roombr* Beach chairs, tent and cartbr* Close proximity to shops and restaurants on Pine AvenuebrbrWelcome to your beach vacation paradise, Coral Cove! Situated on a quiet corner lot on the north end of Anna Maria, this elevated home offers a short walk to the white sand beaches of Anna Maria, a heated saltwater pool, multiple spaces for outdoor living and coastal Florida charm with all of the comforts of home. brbrWhen you enter, you will be greeted by coastal vibes with the open concept living area and vaulted white plank ceilings. The living room flows into the beautifully updated kitchen with shaker cabinets and sparkling quartz countertops. The large kitchen island will allow guests to interact while meals are prepared. Enjoy your meals in the dining room which offers a large table for six. Don’t forget to chill your favorite bottle of wine in the wine fridge to enjoy while you soak in the famous Anna Maria sunsets. brbrEndless conversation awaits on the screened lanai that is connected to the living areas by glass sliding doors. From here, you can access the pool area via a spiral staircase. The private yard is shaded by mature palms that surround a heated saltwater pool. The pool has a ledge water feature and seating shelf with bubble jets. After a dip in the pool, lounge chairs offer the perfect place to work on your tan. The pool area is accompanied by a table for dining, comfy outdoor couches and a TV. A gas grill is provided downstairs as well.brbrThe oversized primary suite boasts a king bed and an attached en suite bath with a walk-in shower and granite counter tops. A private balcony is off of the primary suite and is the perfect spot for your morning coffee. The first guest room also boasts a king bed and the second guest room has two twin beds. In the hallway between the guest bedrooms is a guest bath with a walk-in shower. A full-sized washer and dryer are located in the primary suite closet.brbrWhen it is time to put your toes in the sand, the garage houses a beach cart, beach tent and beach chairs. There is an outdoor shower to rinse when you are done. You are just a few steps from the beach, so grab your flip flops and head to Coral Cove for a vacation to remember!brbrbrbrbrWe generally require a minimum stay of 7 nights with Saturday check-in 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! We strongly encourage trip insurance to protect your vacation investment. The home is provided with professionally laundered linens each for stay, including fresh bed coverlets/quilts and beach towels.brbrWe partner with locally owned and operated Goose and Gander Boutique Property Management & Guest Care to provide the highest quality guest experience.brbrCameras are located on the drive and main entrance. All areas under surveillance are exposed to the street with no expectation of privacy. Renter must be 25 years of age.brbrAnna Maria Island is a family community and the city imposes a strict noise ordinance. Please observe the local quiet hours between 10 pm and 8 am. No loud music is allowed during these hours along with any other noise which may disturb the neighbors.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(5)

$3358.78

/ Nightly
Private Vacation Home

Moondance - Steps to the beach! Heated pool!

Anna Maria, Florida, United States

Summary:brbr Moondance is a luxury 6BR/6.5BA beach-block retreat just two homes from the Gulf . Enjoy stunning Gulf views, a rooftop deck, resort-style pool & spa, elevator, and chic coastal interiors. Steps from the beach and close to Pine Avenue’s dining and shopping, this dog-friendly home is perfect for relaxing island getaways ☀️ ️ brbrbrbrThe Space:brbr Welcome to Moondance brbr107 Maple Ave | Anna Maria, FloridabrbrbrbrEscape to Moondance, a custom-built luxury retreat perfectly situated on the beach block on one of Anna Maria Island’s most private and prestigious streets . Just two homes from the beach, this stunning 6-bedroom, 6.5-bath coastal masterpiece offers refined design, resort-style amenities, and breathtaking Gulf views—including panoramic vistas from the rooftop deck.brbrbrbr✨ Elevated Coastal LivingbrbrStep inside to a bright, open-concept living space filled with elegant coastal details and modern finishes. Unwind on the plush sectional, enjoy movie nights on the large TV , or open the sliders to the covered balcony for seamless indoor-outdoor living and ocean breezes ️. An indoor elevator provides effortless access to all levels.brbrbrbr ️ Gourmet Kitchen & DiningbrbrThe chef’s kitchen is designed to impress with top-of-the-line appliances, custom cabinetry, and a spacious island with seating—perfect for cocktails and conversation . The stylish dining area invites memorable group meals and celebrations.brbrbrbr ️ Luxurious Sleeping RetreatsbrbrEach bedroom offers a private haven with plush linens and ensuite bathrooms for ultimate comfort:brbr• Primary Suite: King bed, private balcony, spa-like bath with soaking tub & walk-in shower brbr• Five King Guest Suites: Each with ensuite bath and walk-in showerbrbr• Bunk Room: Full-over-full bunk with ensuite tub/shower—perfect for kidsbrbrbrbr Private Outdoor OasisbrbrSoak up island life in your backyard paradise featuring a resort-style pool and spa, ping pong table, and a covered patio for al fresco dining and lounging ☀️. Head up to the rooftop deck for unforgettable sunsets and sweeping Gulf views —the perfect place to end each day.brbrbrbr Prime Island LocationbrbrJust steps from the beach and within walking distance to Pine Avenue’s charming shops and restaurants, plus iconic spots like the Rod & Reel Pier and City Pier. Explore the island by bike, golf cart, or hop on the free AMI trolley .brbrbrbr Additional Detailsbrbr• Dog-friendly with prior approval (pet fee applies; no cats)brbr• Parking for up to 4 vehicles (no overnight street parking)brbr• Primary renter must be 25+brbr• Please respect neighborhood quiet hoursbrbrbrbr Moondance is where luxury, location, and laid-back island living come together—your perfect Anna Maria Island escape awaits!brbrbrbrGuest 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:brbr ️ Beach-Ready Convenience brbrTo make your stay effortless, the home is fully stocked with 8 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 here to help! You can call or text me directly on my cell. I’m available 24/7 to answer questions, offer local tips, or assist with anything that comes up. Your comfort is my priority!
Bed 6

Bed

Bath 6

Bath

Sleep 12

Sleeps

Slider Thumb

$913.9

/ Nightly
Private Vacation Home

Golf Cart - Coconut Cove by SeaBreeze Vacation

Anna Maria, Florida, United States

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS!brAll Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance. The golf cart $25 fee is per golf cart, not per driver. This cost covers the extra insurance required. brbrWith the feel of a five-star luxury resort and the privacy of a secluded island cabana, Coconut Cove is the perfect balance of sumptuous seaside escape and comfy family home. Tucked among the swaying palm trees on Anna Maria Island's coveted north end, you'll be a short walk away from the sandy beach and delicious local cafes. This three-bedroom estate also boasts a private, resort-like pool, putting green, and outdoor lounging area that will quickly become your family's happy place.brbrLocated on a corner lot in a quiet neighborhood, Coconut Cove is surrounded by mature palms, a lush green lawn, and plenty of open space. In the main living area, brand new furnishings, wood floors, and vaulted ceilings create an open, airy space to kick back in front of the large flatscreen. The formal dining room sits nearby, with seating for eight. brbrAn elegant, arched pass-through opening leads into the fully-equipped kitchen. Bright white cabinets and appliances are accented with seafoam green countertops. A secondary living area includes two slip-covered sofas facing one another in front of another large TV. The two living areas are ideal for large groups and families. brbrThe primary suite is like a sanctuary within the home— complete with a king-size bed set against a charming white shiplap wall and a woven headboard. Pops of indigo blue and teal add beachy charm, while a glass sliding door allows access to the private balcony. In the stunning ensuite bathroom, a freestanding marble tub sits inside a blue-tiled, glass-enclosed “wet room” that also includes a spa-like shower. The double vanity has glass bowl vessel sinks. brbrTwo additional bedrooms provide plenty of flexible sleeping space for large groups. The second bedroom features a king-size bed and a flatscreen television. The final bedroom has a queen-size bed sitting next to a twin-over-twin-size bunk bed and facing a flatscreen TV. There are also two more full bathrooms that are accessible from the hallway.brbrAlthough Coconut Cove is located close to the sandy beach, you may find it difficult to leave the tranquility of your private backyard oasis. A sparkling, heated, resort-style pool is a dreamy spot to soak in the sunshine on the submerged tanning pad and swim-up tables. Or escape to a lounge chair in the shade with a cool drink and a juicy novel. The spa is ideal for relaxing under the stars with a glass of wine. The bright green, manicured lawn has a putting green and a cornhole game. In the covered lanai, you'll find an outdoor living area complete with comfy sofas, two flatscreen televisions, a ping pong table and an outdoor kitchen with a barbeque grill. brbrBedrooms and bathrooms:brThe primary bedroom features a king-size bed, flatscreen TV, and ensuite bathroom.brBedroom 2 features a king-size bed & flatscreen TV.brBedroom 3 features a queen-size bed, a twin-over-twin bunk bed & flatscreen TV. brTwo more full bathrooms are accessible from the hallway.brThis property comfortably accommodates a group of 8.brbrThere is parking space for 4 vehicles in the driveway.brbrCancellation Policy - SeaBreeze Vacation has spent a great deal of time and effort into formulating a cancellation policy for you. SeaBreeze Vacation has the most flexible cancellation policy on the Island. You are allowed to cancel your reservation up to 14 days prior to check-in to receive a refund. Additional terms and conditions apply. Please note: For reservations longer than 28 nights or more than $20,000, a different cancellation policy applies - please see the Rental Agreement under the House Rules on the check-out page.brbrSeaBreeze Vacation strives to bring only the best quality experience to our guests— including a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you high-quality linens that are in place and ready for your use upon your arrival. These premium linens are laundered in a commercial setting that uses only hypoallergenic, perfume and dye-free soaps assuring all guests a comfortable stay. brbrWith all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following: brbrPer Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach TowelbrPer Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bath MatbrPer Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen TowelsbrbrWe also offer a range of supplemental services including pre-stock grocery shopping and babysitting. Need a pack and play or high chair, etc. These are available for a small additional fee and will be waiting in the home on your arrival.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.
Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(8)

$504.06

/ Nightly
Private Vacation Home

Holly Hideaway: Spacious 2 bed, heated pool, screened lanai, 5-mins to beach

Anna Maria, Florida, United States

Welcome to Holly Hideaway, your peaceful retreat nestled in a quiet neighborhood on the desirable North end of Anna Maria Island. This charming ground-level home offers a perfect blend of comfort and island charm, ideal for couples or small families looking to relax and unwind. With 2 bedrooms and 2 full bathrooms, there's plenty of space to settle in and make yourself at home.brbrStep outside into your private backyard oasis, where a heated pool invites you to float the day away or enjoy a refreshing swim after the beach. Surrounded by lush tropical landscaping, the outdoor space is perfect for morning coffee, evening cocktails, or simply soaking up the Florida sunshine in peace.brbrWhen you’re ready for some sand between your toes, the beach is just a quick 5-minute walk away. You'll have easy access to one of Anna Maria’s beautiful public beach entrances, where you can enjoy calm turquoise waters, soft white sand, and those unforgettable Gulf Coast sunsets.brbrWhether you're looking to lounge poolside, explore local shops and dining nearby, or spend your days on the beach, Holly Hideaway is the perfect spot to enjoy everything Anna Maria Island has to offer—all from the comfort of a quiet, welcoming neighborhood.brbr*Please note the fireplace is not operational.brbrPETS: Dogs are allowed with prior approval. Must be well trained and less than 40lbs. 2 dogs max. A $150 non-refundable pet fee applies per pet.brbrPARKING: 3 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.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.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.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(5)

$1298.15

/ Nightly
Private Vacation Home

Banyan Tree Beach House- Luxury home with private pool, spa and rooftop

Anna Maria, Florida, United States

Banyan Tree Beach House 108 Park Ave, Anna Maria, FL 34216 What you will love about this property: • 3rd house from the beach- 30 second walk to the beach • Stunning private relaxing pool and spa • Rooftop Deck for unforgettable Sunset views • High end, luxury and smart home • Outdoor ping pong and basketball game • Lush tropical pool/spa, tropical landscaping/lights • Custom designed mosquito misting system • Professional Linen program • Close to Pine Avenue shops, restaurants, and free trolley access • Full size washer and dryer Property details: Welcome to Banyan Tree Beach House! If you think the photos are stunning, wait until you see this home in person and watch a sunset from rooftop or one of its many gulf views. It’s hard to find a spot in this home that doesn't have a view. No detail has been overlooked in this impeccably built 4-bedroom, 4.5-bath home in Anna Maria. If you're looking for ultimate luxury- you've found it. The floor plan features 1 King bedrooms and 3 Queen bedrooms. The perfect configuration is designed to allow multi-family and groups to travel together easily, while also providing them privacy when it’s wanted or needed. The large great room style - living, dining, and kitchen area is a perfect spot for families to gather. The open plan main level has an abundance of natural light - perfect for entertaining or family living. Kitchen windows easily slide open to enjoy the fresh air with bar seating from outside. Banyan Tree Beach House is a retreat where you can truly escape from it all and create memories of a lifetime. Get the beach bags ready for an unforgettable stay. Enjoy tons of living space, covered and uncovered. The chef of the family can prepare a meal in the gourmet kitchen equipped with everything needed, professionally decorated with the finest furniture and fixtures. The outdoor spaces are second to none. You'll love the BBQ grill and outdoor dining space just off the heated pool and spa, so you can watch the kids and family have fun while you become the vacation grill master. The location is fantastic too! The property has a custom designed mosquito misting system that creates a barrier of protection all around the property. It sprays 3 times a day a clean, botanical and organic product to reduce the mosquitoes. The convenient proximity to a fishing pier, restaurants, shopping, and entertainment makes it easy for the family or adults to have a night out, all accessible by free trolley, or Monkey Bus. No need to drive anywhere. But, honestly, with a home like this, you'll probably just end up staying in. Inquire today and book the vacation you deserve. The location is incredible! Sweeping views from the rooftop deck, a luxury pool to lounge by an open layout and modern amenities make this home a wonderful place to stay for your next getaway to Anna Maria Island. Get everyone together in comfort and style at Banyan Tree Beach House. Book with us today. Bedrooms & Bathrooms • Primary Bedroom- King bed on the main floor, ensuite bathroom with walk in shower and soak in bathtub • Second Bedroom- Queen bed on the top floor, ensuite bathroom with walk in shower • Third Bedroom- Queen bed on the top floor, ensuite bathroom with walk in shower • Fourth Bedroom- Queen bed on the top floor, ensuite bathroom with walk in shower • Half bathroom on main floor with access door to balcony This property participates in our Professional Linen Program. In Beach House Real Estate'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, wash cloths, 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. Exciting news Golf carts offer a delightful, cost-effective, and hassle-free means of transportation on Anna Maria Island throughout your visit. Live life at a slower pace while on vacation. Cruise around in the Florida sunshine feeling the Gulf Coast breeze. Rent a six-seater electric golf cart at only $750 a week. Please contact us to reserve your golf cart today! Are you bringing the kiddos We have pack & plays and highchairs too! Your item(s) will be at your rental property for your arrival, and we will pick them up at your departure. We rent by the week: Pack & Play - $50.00 Highchair - $40.00 Please contact us to reserve your baby equipment. Friendly reminders No pets are allowed in this home. This home is managed by Beach House Real Estate, an Anna Maria Island property management company. Please 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. We 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 note: 4 cars maximum can 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.
Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps

Slider Thumb
Very Good(1)

$1176.3

/ Nightly
Private Vacation Home

NEW! Waterfront + Sauna + Pool + Pet Friendly +Gym

Anna Maria, Florida, United States

Summary:brbrEscape to a luxury waterfront haven on Anna Maria Island. This elegant retreat blends modern luxury with coastal charm, featuring a canal view with a private boat slip, a heated pool, hot tub, sauna, Gym and private mini-golf. This 4BR/4BA offers two primary bedrooms with ensuite bathrooms. Cook in the fully equipped kitchen or dine al fresco in the outdoor dining area. Just moments from beaches, shops, and dining, this pet-friendly oasis invites pure relaxation and unforgettable memories.brbrbrbrThe Space:brbrHighlightsbrbrbrbr☀ Canal front with private boat slipbrbr☀ Heated pool with ambient lighting brbr☀ Relaxing hot tubbrbr☀ Private sauna & Gymbrbr☀ Outdoor mini-golf for all agesbrbr☀ Poolside dining terrace w/ smart TV and grillbrbr☀ Smart Roku TVsbrbr☀ Two master suites with king beds & ensuite bathroomsbrbr☀ Queen suite & fun bunk room for familiesbrbr☀ Fully equipped kitchen with modern appliancesbrbr☀ Air conditioning & central heating throughoutbrbr☀ Washer & dryer for conveniencebrbr☀ Private driveway parkingbrbr☀ Family-friendly entertainment spacesbrbr☀ High-speed WiFi throughoutbrbr☀ Pet-friendly ($200 Pet Fee per pet)brbr☀ Peaceful intercoastal waterfront settingbrbr☀ Coastal-inspired décor & premium linensbrbr☀ Close to beaches, shops & island diningbrbr☀ Enhanced cleaning for peace of mindbrbrbrbrbrbrApproximate Drive Time to Attractionsbrbr☀ Canal-front location on Anna Maria Island — direct Gulf accessbrbr☀ Bean Point Beach: ~3 min drivebrbr☀ Anna Maria City Pier: ~6 min walkbrbr☀ Bayfront Park: ~10 min walk / short drivebrbr☀ Anna Maria Island Historical Museum: ~9 min walkbrbr☀ The Waterfront Restaurant: ~6 min walkbrbr☀ Sandbar Seafood + Spirits: ~5 min drivebrbr☀ Holmes Beach / Manatee Public Beach: ~11 min drivebrbr☀ Bradenton Beach / Bridge Street (shopping & dining): ~20 min drivebrbr☀ Coquina Beach: ~25 min drivebrbr☀ Leffis Key Preserve & Coquina Baywalk: ~20 min drivebrbr☀ Robinson Preserve (nature trails on mainland): ~25 min drivebrbr☀ De Soto National Memorial: ~25 min drivebrbr☀ The Bishop Museum of Science & Nature (Bradenton area): ~35 min drivebrbr☀ Palma Sola Botanical Park: ~25 min drivebrbr☀ Bradenton Riverwalk (downtown riverfront): ~35 min drivebrbr☀ LECOM Park (Bradenton baseball stadium): ~35 min drivebrbrbrbrGuest Access:brbrDuring your stay, you will have complete and exclusive access to the entire property.brbrbrbrOther Things to Note:brbr1. This unit has a boat slip available with a maximum docking capability of 30ft. Please check send us a direct message for avaliability.brbrbrbr2. The home is professionally cleaned and sanitized between each guest. We ensure that our cleaners are committed to the highest standards of cleanliness.brbrbrbr3. **If you decide to heat the pool during your stay, it will be heated to a very comfortable temperature of 88 degrees if added to your reservation. The heater runs from 8am - 8pm. Please note, the temperature can vary depending on the outdoor temperature (it may not reach peak temperature on colder days) Please contact us at least 24 hours in advance if you would like the pool heated by your arrival**brbrbrbr4. Pet PolicybrbrbrbrWe’re happy to welcome pets! brbrbrbr• A $200 pet fee applies per pet, per stay. • A pet fee applies per pet, per stay. Please include your pet in the reservation.brbr• Breed restrictions apply due to our insurance policy.brbrbrbrProhibited Breeds (per insurer):brbrAkita • Alaskan Malamute • Bull Mastiff • Presa Canario • Chow Chow • Doberman Pinscher • German Shepherd • Pit Bull Terrier • American Staffordshire Terrier • Rottweiler • Siberian Husky • Wolf/Dog Hybrid • Belgian Malinois • American Bully • Alsatian • Any mixed breed related to these breeds • Any trained attack or fighting dogbrbrbrbrAdditional Notes:brbrbrbr- No exotic or dangerous animals are allowed.brbr- No pets with a history of biting are permitted on the property.brbr-Please inquire for specific details or exceptions before booking.brbrbrbr5. **If you are booking our place, please make sure you will be staying at the property throughout the whole reservation since we don’t accept third party bookings. It could result in the cancellation of your reservation with NO REFUND**brbrbrbr6. We provide starter quantities of essential supplies to get you settled. Guests may wish to bring or purchase additional items for longer stays.brbrbrbrBy confirming your reservation, you agree and understand that all charges related to your stay will be processed by TrustFirst MGMT via Stripe, and this name will appear on your bank or credit card statement.brbrbrbrInteraction with Guests:brbrWe will be available 24/7 for assistance during guest stays.
Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(11)

$1001.01

/ Nightly
Private Vacation Home

Palmetto Pointe! 5BR Luxury Home with Pool, Spa, Rooftop Deck and Walk to Beach

Anna Maria, Florida, United States

Palmetto Pointe by AMI Locals brVR19-000033 brbrWelcome to Palmetto Pointe, a luxurious five bedroom, five and a half bath vacation home located just one block from Anna Maria Island Beach. This retreat features a rooftop deck with Gulf views, wraparound balconies, a large private pool with spa, and spacious bedroom suites; perfect for large families or groups. With shops and restaurants just a few blocks away, like Ginny’s and Jane E’s. Palmetto Pointe offers the ultimate Anna Maria Island experience. brbrHighlights br• 2-minute Walk to Anna Maria Beach br• 5 Bedrooms / 5.5 Bathrooms and Bonus Room br• 5 Kings, 3 Twin Daybeds, Built-in Bunks br• Private heated pool with spa br• Rooftop deck with Gulf sunset views br• Wraparound balconies on every level br• Pool table and ping pong table br• 4 parking spots br• Near Pine Avenue shops and restaurants brbrEnjoy your own backyard paradise with a large heated pool, spa, and plenty of lounge seating. Host family meals in the shaded outdoor areas or challenge friends to a game of pool or ping pong. Head up to the rooftop deck for stunning Gulf and sunset views or relax on one of several wraparound balconies surrounded by lush landscaping. brbrStep inside to discover a coastal inspired haven filled with designer touches. The open main living area is perfect for gatherings, with a plush family room, a spacious dining area, and a gourmet kitchen equipped with premium appliances, ample counter space, and everything you need to prepare meals for a crowd. The large island and open flow make entertaining seamless, while multiple seating areas ensure plenty of room for relaxation. brbrEach suite offers private luxury with an ensuite bathroom and balcony access. The second floor includes two king suites plus a third bedroom with balcony access and private bath. Upstairs, two more king bedrooms provide comfort and privacy, one with a soaking tub/shower combo. The bonus room offers three twin daybeds, and the third-floor hallway includes built-in bunks perfect for kids. brbrRoom Details br-Primary Bedroom, 2nd floor: King bed, balcony access, ensuite bathroom br-Second Bedroom, 2nd floor: King bed, balcony access, ensuite bathroom br-Third Bedroom, 2nd floor: Balcony access, ensuite bathroom br-Fourth Bedroom, 3rd floor: King bed, ensuite bathroom (shared hallway access) br-Fifth Bedroom, 3rd floor: King bed, balcony access, ensuite bathroom with tub/shower combo br-Bonus Room, 3rd floor: Three Twin Daybeds br-Hallway, 3rd floor: Built-in Bunk Beds brbrPalmetto Pointe includes a washer and dryer, Wi-Fi, TVs, a two-car garage, and parking for up to four vehicles. Guests are just steps from Anna Maria Island Beach and within walking distance to Pine Avenue boutiques, restaurants, and the island trolley. brbrWith its rooftop deck, oversized suites, private pool and spa, and prime location near the beach and Pine Avenue, Palmetto Pointe by AMI Locals is the ultimate Anna Maria Island luxury vacation rental. Book your stay today and start making unforgettable memories in paradise! br br- brNo pets are allowed in this home. br*Please note: 4 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. brThis home is managed by AMI Locals, an Anna Maria Island property management company. brWe 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. brPlease see our AMI Locals Rental Policies for full details. brbrPlease Remember: brYou 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. br*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Bed 5

Bed

Bath 5

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(175)

$448.61

/ Nightly
Private Vacation Home

Charming House with Private Heated Pool, Lanai. Great location to beach & shops

Anna Maria, Florida, United States

What You’ll Love About Sapphire Surf:brbr• Location, Location, Location! Just 2 blocks to the Gulf Beach, 4 blocks to charming Pine Avenue, and 1 block to the free island trolleybr• No Stairs – Ground-Level Livingbr• 2 Bedrooms / 2 Bathroomsbro 1 King Bed & 2 Queen Bedsbr• Private, Heated Pool with sun shelf (heated October–April)br• Fully Screened Lanai for relaxing or diningbr• Poolside Loungers, Adirondack Chairs & Umbrellabr• Outdoor Shower with hot & cold waterbr• Weber Gas Grill & Outdoor Diningbr• Drip Coffee Makerbr• Complimentary High-Speed Wi-Fibr• Beach Essentials: Towels, chairs, umbrella & beach wagonbr• Private Driveway Parking for 2 Carsbr________________________________________brAbout the Home:brbrWelcome to Sapphire Surf, a charming, ground-level “Old Florida” cottage nestled just blocks from both the village of Anna Maria and the sugar-white sands of the Gulf of Mexico. This single-story home offers easy, stair-free living with a seamless indoor-outdoor flow between the house, the screened lanai, and the private backyard pool.brbrPerfect for families, couples, or a small group of friends, Sapphire Surf places you in the heart of it all. You're just a 4-minute stroll to the beach via scenic Palmetto or Willow Avenue, or a short walk to the boutiques, cafes, and restaurants of historic Pine Avenue—including local favorites like the General Store and Ginny's & Jane E’s.brSleeping Arrangements:brbr• Primary Bedroom: King bed, adjacent bathroom, Smart TVbr• Second Bedroom: Two Queen beds, en-suite bathroom, Smart TVbrbrInside the Home:brbrEnjoy a bright, coastal-inspired interior with an open-concept layout that includes a fully equipped kitchen, dining for six, and a cozy living area with Smart TV and central A/C. A private washer and dryer add everyday convenience, and complimentary Wi-Fi keeps everyone connected.brbrOutdoor Living:brbrYour backyard oasis includes a private heated pool with loungers and Adirondack chairs, a screened lanai for relaxing or playing games, and a Weber gas grill for casual outdoor meals. Rinse off after the beach in the outdoor shower and load up the beach wagon with everything you need for a day of fun in the sun.br________________________________________brbrAdditional Details:br• Keyless entry with a unique digital code for each staybr• Garage access for convenient beach gear storagebr• Sister property just 5 blocks away: Diamond Surf (VRBO #3828343)br________________________________________brbrReady to Book brbrWe’re committed to offering a high-quality rental experience at a fair price. Our calendar is updated in real-time and nightly rates are always accurate. Enter your desired dates and click “Book Now” to reserve your stay at Sapphire Surf.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(7)

$1788.76

/ Nightly
Private Vacation Home

Sunset Reflections | LUXURY Home, Private Pool, Spa, Rooftop, Game Room, and MORE!

Anna Maria, Florida, United States

Sunset Reflections | Heated Pool, Rooftop Terrace & Game Room, Steps to Gulf & Bean Pointbrbr Why You'll Love This HomebrSunset Reflections offers an unrivaled blend of luxury and fun just steps from the Gulf's pristine white sands and iconic Bean Point. Imagine panoramic sunset views from your private rooftop terrace, a sparkling heated pool with a slide, and the most complete game room on Anna Maria Island — all wrapped in modern elegance.brbr ‍ ‍ Perfect ForbrMulti-generational families, friend groups, and anyone seeking a spacious, upscale retreat with endless entertainment options and close beach access.brbr ️ Imagine ThisbrWake each morning to soft Gulf breezes and dazzling blue waters visible from multiple levels of this expansive home. Sip your coffee at the rooftop wet bar while watching the sun rise. Spend your afternoons sliding into the heated saltwater pool, challenging loved ones in the arcade game room, or lounging on the outdoor beds with a cool drink. Evenings come alive around the rooftop fire pit, surrounded by twinkling landscape lights and laughter. At Sunset Reflections, every moment feels like a luxurious vacation postcard. brbr Where You'll Sleepbr• Bedroom 1: King Bed, Ensuite Bath with Shower, Main Floor, TVbr• Bedroom 2: King Bed, Ensuite Bath, Main Floor, TVbr• Bedroom 3: King Bed, Ensuite Bath, Mid Level, TV, Balcony Accessbr• Bedroom 4: Custom Bunk Bed (Queen over 2 Twins), Shared Bath, Mid Level, TVbrbr Explore the Areabr• 0.1 miles to the powdery white sands of the Gulf of Mexicobr• 5-minute walk to iconic Bean Point for breathtaking sunsetsbr• 0.2 miles to vibrant Pine Avenue with local restaurants, boutiques & entertainmentbr• Paddleboard rentals and water sports available nearbybr• Easy access to golf cart rentals for island toursbr• Family-friendly beaches and calm waters ideal for kidsbr• Nearby marinas and fishing charters for adventure seekersbrbr⌛ Don't wait—Sunset Reflections books quickly, especially for prime sunset views and poolside fun. Your reservation includes peace of mind with our CottageClean™ program: a thorough 6-hour deep clean plus a 35-point inspection to ensure your stay is spotless and safe.brbr PLEASE NOTE: This pool is heated from November 15th to April 15th. This home has stairs. If any member of your party has difficulty with stairs, please contact us to discuss alternative accommodations. This property is registered as a vacation rental within the City of Sarasota with the Registration Number VR24-000032. Due to the City of Sarasota vacation rental code, this property can only be rented once during a seven (7) day period for a minimum of seven (7) full days and seven (7) full nights.
Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(5)

$1466.47

/ Nightly
Private Vacation Home

Stay at Kay's Landing on Anna Maria Island—luxury 6-bedroom home with pool, views & beaches!

Anna Maria, Florida, United States

Kay's Landing | Rooftop Deck + Heated Pool & Spabrbr Why You'll Love This HomebrWake up to the coastal charm of Anna Maria Island in a home designed for both luxury and play. From a private heated pool with spa and putting green to panoramic rooftop views of sunrise and sunset, every corner of Kay's Landing is crafted for memory-making.brbr ‍ ‍ Perfect ForbrMulti-family getaways, adult groups, or couples seeking a refined island retreat with room to gather and private spaces to unwind.brbr ️ Imagine ThisbrStart your morning checking out the view on the rooftop deck as the sun rises over the Gulf. Spend afternoons floating in your private heated pool, then challenge friends to a putting contest on the backyard green. Fire up the grill for alfresco dining, stroll just minutes to boutique shops and dining, and finish your day with a glass of wine under a painted Anna Maria sunset.brbr Where You'll Sleepbr• Bedroom 1: King Bed · Ensuite Bath, TVbr• Bedroom 2: King Bed · Ensuite Bath, TVbr• Bedroom 3: King Bed · Ensuite Bath, TVbr• Bedroom 4: King Bed · Ensuite Bath, TVbr• Bedroom 5: King Bed · Full Bath in Den, TVbr• Bedroom 6: Full-Over-Full Bunk · Ensuite Bath, TVbr• Common Space: Queen Sleeper Sofa · Extra Flexibilitybrbr Explore the Areabr• 0.4 miles to Anna Maria Beach Accessbr• 0.5 miles to Pine Avenue Boutiques & Diningbr• 0.7 miles to Anna Maria City Pier & Waterfront Restaurantsbr• 1.5 miles to Coquina Beachbr• Free Island Trolley nearby for easy exploringbrbr⌛ Don't WaitbrKay's Landing books quickly—especially in peak season. Every reservation includes our CottageClean™ program: a 6-hour deep clean plus 35-point inspection for your total peace of mind.brbr Need to Know: Pool heated November 15 – April 15. This home has stairs—please contact us for alternatives if needed. Starter packs of kitchen and toiletry essentials provided for a seamless first couple of nights.
Bed 6

Bed

Bath 6

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(104)

$792.7

/ Nightly
Private Vacation Home

New Luxury-Professionally Decorated Home Pool/Spa 5 Minutes walk to beach

Anna Maria, Florida, United States

This brand new rebuild on Anna Maria Island located within Anna Maria city has 3 Bedrooms, 3 Bathrooms home plus loft that is professionally decorated throughout, with state-of-the art quartz counter tops, JennAir professional stainless-steel appliances, wide plank wood tile floors, bead board ceilings. All bathrooms have basket weave marble shower flooring and quartz counters and there is a Whirlpool Washer & Dryer. The house has everything necessary for a perfect beach vacation. You just bring your clothes, toiletries and sunscreen. You will find new linens and towels for bath. Our kitchen is well equipped with KitchenAid utensils, Keurig coffee maker, KitchenAid blender, toaster, Macy’s hotel collection dishes, cups, flatware, cutlery, and bake ware. brbrWe have two master bedrooms. Both have a King size bed, TV with private French door leading to the pool and spa area with its own on-suite. The other master bedroom that is also on the first floor has French doors that lead out to the front yard, also with large comfortable King size bed and tv. The third bedroom upstairs has a Queen size bed, TV, large closet and access to the 3rd bathroom with double sinks and separate shower area. The loft has 2 twin beds that are uniquely designed, TV and has direct access to bathroom upstairs. This loft area also has access to the upstairs outside deck area overlooking the front yard. Large living room with large sofa and chair and big flat screen TV. Dining area with chandelier seats 6 comfortably as well as large kitchen island that seats 5. Free Wifi cable/internet is provided.brbrOutside you can relax on the covered lanai with comfortable seating or enjoy the pool and heated spa. Also provided are pool toys and chairs for the beach, plus a wagon to hall it all. There are many different types of palm trees on the property including the coconut palms that make the backyard feel more like an island oasis! Enjoy dining poolside or unwind in the spa and after dark under the palm trees in the private backyard. Don't forget to watch the night sky for stargazing while floating in the pool or sitting in the hot tub.brbrIf you have more than 6, the sister property next door is White Pearl (VRBO 2026400) which can accommodate 8 guests. AMI has strict noise ordinance-no loud parties after 10 PM. Maximum occupancy is 6 guests, no exceptions! If occupancy is exceeded the reservation will be cancelled, without warning and all guests will be asked to vacate the property. This property is licensed with the City of Anna Maria for only 6 guests.brbrThere are 3 security cameras on property at the front door, pool equipment and the driveway. Please purchase travel insurance if you have any concerns about your ability to travel to the property, very similar to car insurance you should consider protecting your investment into your vacation.
Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(17)

$1641.92

/ Nightly
Private Vacation Home

FantaSea - beach front/heated pool/golf cart

Anna Maria, Florida, United States

Summary:brbrEscape to Fanta-Sea, your private tropical retreat on the coveted north end of Anna Maria Island — where backyard fun, beachside relaxation, and effortless island exploring come together.brbrbrbrStep through your back gate and feel the soft Gulf sand beneath your feet. This ground-floor coastal haven offers the ultimate blend of comfort and convenience, featuring a brand-new kitchen, four beautifully updated bathrooms, and four inviting bedrooms designed for relaxed island living.brbrbrbrThe Space:brbrGet ready to relax and soak up the sun in your private oasis at this ground floor home on Anna Maria Island. With a beautiful pool, your own beach volleyball court, and easy access to the Gulf beaches, you'll have everything you need for a fun-filled vacation. brbrbrbrRecently renovated, this home offers all the modern conveniences you could ask for. The new kitchen is perfect for preparing delicious meals. And when it's time to unwind, you can take your pick of four comfortable bedrooms or step outside for a refreshing outdoor shower. brbrbrbrWe also have plenty of toys for you to enjoy, including bikes, paddle boards, Kayak . And for those who love grilling, our outdoor BBQ and patio are the perfect places to cook up some tasty meals while enjoying stunning sunset or sunrise views. brbrbrbrOur home is located on the north end of Anna Maria Island, where dolphins are known to frolic and the sunsets are award-winning. You'll also find a sugar sand beach, charming shops, and excellent restaurants just steps away. And if you're in the mood for some shopping or dining, a short bike or golf cart ride will take you to Pine Ave, where you'll find plenty of options to choose from. brbrbrbrWe are also proud to be a pet-friendly vacation rental. As long as your furry friends are pre-approved and a signed pet agreement and pet fee are arranged, they are more than welcome to join in on the fun. Your pets will love playing in our new and clean turf backyard, just as much as you will love lounging by the pool or setting up a friendly game of beach volleyball. brbrbrbrSo come and enjoy our private Fanta-Sea! Please note, in order to use our equipment, we do require a signed waiver for guests 18 years of age or older. brbrbrbrWe can't wait to make your Anna Maria Island vacation one to remember.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 golf cart, pool, volleyball court, and BBQ grill. A personalized smart lock code ensures easy, keyless entry anytime after 4 PM.brbrbrbrThe Neighborhood:brbrShort Bike or Golf Cart ride to Pine Ave for shopping or award winning restaurants. brbrCome Enjoy our Private Fanta-Sea!brbrbrbrGetting Around:brbrFantasea 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 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 by hopping on your 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.brbrbrbrOther Things to Note:brbrPlease review and agree to the Reservation Agreement. brbrbrbrRates 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.brbr $300 per pet Any unauthorized pets= 25% surchargebrbrbrbrTraveler 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. brbrThe use of the bikes, SUP and Kayak require a signed Equipment Waiver for anyone 18+ brbrbrbrAll 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:brbrFantasea is ideally situated on Anna Maria Island's walkable North End, offering easy access to the beach, Bean Point, and the shops and restaurants of Pine Avenue. For 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.
Bed 4

Bed

Bath 5

Bath

Sleep 8

Sleeps

Home Most popular vacation rentals in Anna Maria