Home Vacation Home Rentals By Owner In Holmes Beach, FL

Showing 640 Of 800 Vacation Rentals
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$354.33

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Private Vacation Home

2 Bedroom / 2 Bath Ground Level With a Heated Pool

Holmes Beach, Florida, United States

This listing is for a Weekly rental located in the heart of Anna Maria Island at 305 61st St, Unit A, Holmes Beach, FL, 34217. IF YOU SEE THIS PROPERTY LISTED ON CRAIGSLIST .. IT IS A SCAM!!brbrSimilar listing see property #3793246brbrWhen entering this unit you will find a large open Living room to the left. On your right, is the dining area, a fully equipped Kitchen, and Laundry room with a full size washer and dryer.brbrAs you walk towards the back of the Unit, you will encounter a bathroom with a tub/shower on your left.brbrAt the end of the hallway, you will find the Guest Bedroom on the Left and the Master Bedroom directly across from it on the Right.brbrThere are TV's is the Living room and each of the Bedrooms.brbrThe spacious Guest Bedroom has a Queen Bed, Dresser, and Closet. brbrThe Master Bedroom has a King bed. There is a private bath with a walk-in shower in the Master Bedroom. The sliding glass doors in the Master Bedroom exit out to a large private patio / pool area with lush tropical landscaping and a 6 foot privacy fence.brbrThe heated pool has a large sun shelf that young children really enjoy. brbrOther patio amenities include a gas grill, dining tables, lounge chairs, and a shed that houses a variety of beach items such as wheeled beach cart, cooler, beach umbrellas, beach chairs, beach toys, etc.brbrThe beautiful beaches of Anna Maria Island are a 5 minute walk away. Several restaurants and shops are also within walking distance.brbrThe free Anna Maria Island Trolley stop is at the end of the street as well.brbrBoating, Dolphin Watching, Sunset Cruises, Fishing excursions can be booked at the nearby Keyes Marina or in Bradenton Beach.brbrSeveral businesses rent Kayaks, Canoes, Bikes, Golf Carts, Segway's, Cribs, Strollers, etc.brbrFamily outings off the island include Mote Marine Laboratory, Suncoast Bird Sanctuary, Marie Selby Gardens, Ringling Brothers Museum, miniature golf, and lots more!brbrSports enthusiast can watch major league sports teams located nearby in Bradenton, St Petersburg, and Tampa.brbrAnd most importantly!! DO NOT miss the nightly sunsets over the Gulf of Mexico. They are breath taking!!brbrCome relax and enjoy our slice of Paradise.brbrbrbr
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Exceptional(19)

$172.7

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Private Vacation Home

Canalfront Cottage Near the Beach!

Holmes Beach, Florida, United States

Stars on the Water by AMI Locals brDuplex in Holmes Beach, FloridabrVRC21-000115brbrPerfect for beach and bay lovers alike, Stars on the Water is a charming canal-front vacation home with a private dock, just a leisurely six-minute walk from Manatee Beach! This intimate two-bedroom, one-bath retreat offers stunning water views, a fully equipped kitchen, and a spacious outdoor patio with plenty of loungers and a BBQ grill, ideal for relaxing days in paradise. Located within walking, biking, or trolley distance to local dining, boutique shops, and historic landmarks, Stars on the Water is your perfect island escape!brbrHighlights br• Canal front with Private dockbr• 6-minute Walk to Manatee Public Beach br• 2 Bedroom / 1 Bathbr• 1 Queen, 2 Twin Beds, 1 Queen Sleeper Sofabr• Ground-level home br• Barbecue grill br• Beach chairs, cart, and kayaksbr• Washer and dryer br• 2 Parking Spots br• Near free trolley stop, local attractions, dining, and shops brbrEnjoy the serenity of your outdoor oasis. The expansive patio provides plenty of loungers and chairs for soaking up the sun, a dining table for outdoor meals, and a BBQ grill for delicious cookouts. Watch passing boaters and dolphins or take your kayaks and paddle boards into Tampa Bay for adventures on the water. Whether relaxing on the patio or exploring the surrounding island, Stars on the Water is your perfect Florida retreat.brbrInside, you are welcomed with breathtaking water views and a cozy, inviting interior. The living area features comfortable seating and a large TV, perfect for movie nights or relaxing after a beach day. Across the living space, the formal dining room is adjacent to a fully equipped kitchen with stainless steel appliances, offering everything you need to prepare island-inspired meals. Large sliding glass doors open onto the outdoor patio.brbrThe bright primary bedroom showcases calming decor, a queen-sized bed, and a walk-in closet, providing a tranquil retreat. The second bedroom, ideal for kids or guests, offers two twin beds and a TV, making it a perfect space for relaxation. The main bathroom features a walk-in shower and ample storage. The queen sleeper sofa in the living room adds additional sleeping options for larger groups or extra guests.brbrRoom Details br• Primary Bedroom: Queen bedbr• Second Bedroom: Two twin beds br• Living Room: Queen sleeper sofabr brBook Stars on the Water today and enjoy an unforgettable Anna Maria Island escape. With scenic water views, a private dock, and easy access to the beach and local hotspots, this home offers everything needed for a memorable, relaxing vacation!brbrbr-br*Please note: 2 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.br brThis home is managed by AMI Locals, an Anna Maria Island property management company.br 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.br brPlease 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.
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Exceptional(49)

$428.78

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Private Vacation Home

Sea Breeze: Pool home in perfect central location

Holmes Beach, Florida, United States

This 3 bed 2 bath island oasis will take you back to the days of old Florida charm, but in a modern and well appointed setting. It is nestled away on a quiet street just a few minutes walk to the white sand beaches on the Gulf of Mexico. brbrLocated within walking distance to the award winning Beach Bistro and many other shops and restaurants, this home will give you everything you want in an island escape, while still allowing you the luxuries that you would hope for on a tropical vacation. Featuring a private, heated, salt water pool and spa with multi-colored light show. brbrThe oversized deck directly off the kitchen and family room, benefits from continual sea breeze while allowing guests to admire the lush tropical landscaping. Deck is complete with seating for 12 and a BBQ grill. brbrAs you retire for the evening, you'll find an oversized master bedroom and bath (walk-in shower, double vanity, jacuzzi tub) with walk-in closet (the closet is the perfect size for a travel crib and offers complete blockage from light). The second bedroom is complete with a king bed and large accordion door closet. Lastly, the third bedroom features a bunk bed with a lower double bed and upper twin bed. Additionally, there is a trundle bed underneath.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.br*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrVRC19-000171
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Exceptional(40)

$502.05

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Private Vacation Home

Lazy Palm Cottage, private heated pool, steps to the beach. Sleeps 6.

Holmes Beach, Florida, United States

Lazy Palm Cottage is back and better than ever for 2026, welcoming guests for the first time since the storms of 2024. Completely remodeled, this charming 1930s beach cottage sits just one house in from the beach — no roads to cross, just an easy stroll to the sand. Enjoy warm days, beautiful beaches, and a relaxed pace on an island that still captures the spirit of old Florida. It truly doesn’t get much better than this.brWith three bedrooms and two bathrooms, this charming home is deceptively spacious and comfortably accommodates one or two families. Multiple living areas provide plenty of room to unwind — whether you’re watching TV, curling up with a good book, or enjoying games together.brAs you step inside, you’ll find a bright open living area with steps leading down to a lower family room that opens directly onto the private heated pool. The family room is equipped with a 55 flat-screen SMART TV.brbrThe fully equipped kitchen overlooks the dining area and features two separate workspaces with dual sinks and granite countertops. Appliances include a microwave, dishwasher, stove, and garbage disposal, as well as both a drip coffee maker and Keurig, blender, toaster, and hand mixer.brbrThe second bedroom offers a queen-size bed, two closets, and a SMART TV. The garden-facing primary bedroom features a king-size bed and double closet, while the third bedroom includes twin bunk beds and a SMART TV. Two bathrooms are provided — one with a walk-in shower and the other with a shower/tub combination. Fresh linens, bath towels, and beach towels are provided for your stay, and a large laundry room with washer and dryer is available for your convenience.brbrStep outside from the family room into your own tropical oasis, where a free-form saltwater pool awaits — the perfect place to relax on a chaise lounge. A spacious covered seating area with a comfortable sectional sofa invites you to linger with an ice-cold drink or a good book. A gas grill, outdoor shower, and beach cart for your gear complete this private retreat.brbrThe pool is heated during the winter months; however, during occasional cold spells when temperatures drop into the 50s or 60s, the heater may temporarily shut down as a safety feature, and the water temperature may be cooler.brbrParking is available for up to three vehicles.brbrCheck-in is at 4:00 pm and check-out is at 10:00 am. Early check-in or late check-out cannot usually be accommodated, so please plan accordingly.brbrHolmes Beach has a 7-night minimum stay requirement.brVRC19-000122brbrI
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Exceptional(1)

$823.92

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Private Vacation Home

Entire home two units, pool, spa, mini golf, beach

Holmes Beach, Florida, United States

Escape to your private Anna Maria Island retreat in Holmes Beach! This spacious, combined two-unit property is perfect for large families or groups of10+. Enjoy a shared heated pool, hot tub, and mini-golf course. Located just a 5-minute walk from the pristine Gulf beach, shops, and restaurants. Your ideal island getaway with modern coastal decor awaits!brbrStep into two beautifully updated units, booked together to create your exclusive home base. The bright, modern interiors and charming coastal décor create a welcoming island atmosphere from the moment you arrive. Relax in stylish, comfortable living spaces, prepare meals in a fully equipped kitchen, and enjoy the convenience of an in-unit washer/dryer.brbrYour accommodations are spread across two private units:brbrUnit A:brbrFeatures a Master bedroom with a King bed and a living room with a custom LazyBoy pull-out twin/full sleeper sofa. Sleeps up to 4 comfortablybrbrUnit B:brbrIncludes a Master bedroom with a Queen bed, a second bedroom with a full bed and a pull-out twin, and a living room with a custom LazyBoy pull-out full/queen sleeper sofa. Sleeps up to 6 comfortablybrbrWe`ve upgraded all mattresses to high-end models to ensure a restful night`s sleep. For your entertainment, Smart TVs are located in every room. If you need to plug in, a dedicated workspace is also available.brbrOutdoor OasisbrOutside, you`ll find a shared tropical paradise. Key features include:br* Heated pool and hot tubbr* Comfortable lounge areabr* Grill for cookoutsbr* Outdoor dining spacebr* Brand-new mini-golf course.brbrGuests will have complete and private access to both Unit A and Unit B for the duration of their stay. brbrThe large, heated pool and jacuzzi area is a shared amenity with only one other building on the property. This ensures a peaceful and quiet environment exclusively for guest use, with no public access.brbrThere is also a mini golf course available for use by all guests staying on property.brbrThere are 4 parking spots on site for parking automobiles and golf carts.brbrAsk us about private Chef Services, Grocery delivery and recommended boating excursions during your stay!!brbrWe believe in giving our guests space and privacy to enjoy their vacation. We will not be present during your stay but are always available to answer questions or provide assistance. Please feel free to reach out via the messaging app or by phone if you need anything at all.brbr**Welcome to the Tranquil Holmes Beach Neighborhood on Anna Maria Island!**brbrOur charming Airbnb is nestled in the heart of Holmes Beach, a serene and picturesque neighborhood on the beautiful Anna Maria Island. With its laid-back atmosphere and pristine beaches, this coastal haven promises a truly unforgettable vacation experience.brbr**The Neighborhood:**brHolmes Beach exudes a classic beach town vibe, offering a perfect blend of relaxation and local charm. You`ll find friendly locals, quaint shops, and delightful restaurants within walking distance, making it easy to immerse yourself in the island`s warm hospitality and vibrant culture.brbr**Holmes Beach:**brJust steps away from our Airbnb, you`ll discover the breathtaking Holmes Beach. Sink your toes into the soft, white sand and relish the gentle Gulf breeze as you bask in the sun or take leisurely strolls along the shoreline. The crystal-clear waters beckon you to swim, paddleboard, or simply unwind in the tranquility of the island paradise.brbr**Local Attractions:**brBeyond the beach, you`ll find a plethora of activities to enjoy. Rent a bike or a golf cart to explore the island`s hidden gems, including the historic Anna Maria City Pier and the iconic Bean Point Beach. For the nature enthusiasts, visit the Leffis Key Preserve or the Robinson Preserve to experience the island`s lush wildlife and scenic trails.brbr**Dining and Shopping:**brSavor the island`s flavors by indulging in fresh seafood at local restaurants, or treat yourself to some delectable ice cream as you explore the charming shops along the way. You`ll find everything you need within reach to ensure a comfortable and enjoyable stay.brbr**Unwind in our Cozy Airbnb:**brOur inviting Airbnb offers a cozy retreat after a day of island adventures. Relax on the private patio, take a refreshing dip in the pool, or simply unwind in the comfortable living space. With [number of bedrooms] charming bedrooms and [number of bathrooms] luxurious bathrooms, our home provides all the comforts you need for a memorable stay.brbr**Book Your Island Getaway:**brEscape to our serene Holmes Beach neighborhood on Anna Maria Island and experience the magic of a true beachside escape. Whether you`re seeking relaxation, exploration, or a bit of both, our Airbnb promises an exceptional stay in this tropical paradise. Reserve your dates now and let the island adventure begin!brbrTrolley (free), Monkey bus (free with tip), golf cart (rental), bikes (rental) and carsbrbrDaily Housekeeping: brbrTo make your stay as comfortable as possible, we are pleased to offer daily housekeeping service. There is a small fee. brbrFamily Amenities: For our guests traveling with little ones, a Pack `n Play and high chair are available upon request. (NO Charge) brbr Beach Supplies: We provide all the essential beach supplies at no additional fee to make your beach days seamless and enjoyable. This includes:br Beach Umbrellasbr Beach Chairsbr Beach Towelsbr Wagons for easy transportbrbrOther items availablebrGolf cartsbrbrPrivate Chef brbrGrocery Delivery servicebrbrExcursionsbrNo parties no pets. Quiet time after 10 pmbr===================================================================================================================================================================================================================================brSEO Keywords (for search indexing only — guests may ignore):brAnna Maria Island, AMI, Holmes Beach, island rental, vacation rental, large groups, sleeps 8–10, wedding party lodging, bridal party stay, wedding weekend, family reunion rental, multigenerational vacation, group getaway, multifamily vacation, girls trip, guys trip, golf trip, corporate retreat, team retreat, retreat space, coastal condo, updated rental, modern beach stay, heated pool, jacuzzi, hot tub, shared pool, outdoor grill, outdoor dining, private patio, walk to beach, steps to beach, Gulf of Mexico, white sand beach, crystal clear water, sunset beach, beach vacation, tropical getaway, beach house alternative, resort alternative, extended stay, centrally located, walkable location, near restaurants, near bars, near shopping, Pine Avenue, island boutiques, local coffee, ice cream shop, waterfront dining, beach bars, island nightlife, fishing pier, marina, kayak launch, paddleboarding, shelling, snorkeling, bike friendly, golf cart friendly, trolley stop nearby, free AMI trolley, kid-friendly, family-friendly, group-friendly, close to Tampa, close to Sarasota, Florida beach trip, paradise escape, coastal lifestyle, sun + sand, poolside lounging, convenient location, centrally located rental, stress-free vacation, close to everything, easy beach access, outdoor living, tropical landscaping, island vibes.
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$298.74

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Private Vacation Home

Pet Friendly Home, Pool and Close to Beach! - Stones Throw

Holmes Beach, Florida, United States

Stones Throw by Anna Maria Island Accommodations brHolmes Beach Beachside Getaway with Pool brVRC16-000152brbrWelcome to Stones Throw, a charming two-bedroom, one-bath vacation home in the heart of Holmes Beach! Just a four-minute walk to Holmes Beach, this bright and airy retreat features access to a community shared heated pool, a screened-in lanai, pet-friendly policy, and easy proximity to beaches, shops, and restaurants. Perfect for a family or small group getaway, Stones Throw offers comfort, convenience, and unforgettable island adventures on Anna Maria Island’s scenic 7-mile coastline.brbrHighlights br• 4 -minute Walk to Holmes Beach br• 2 Bedroom / 1 Bathbr• 1 King, 1 Full Bedbr• Community heated pool br• Screened-in lanaibr• Pet friendly (with approval and additional fees) br• Located near the free Anna Maria Island trolley stop for exploring br• Close to Marina Drive’s local restaurants, boutiques, and takeout spots br• 2 car parking brbrThis bright and welcoming home features a spacious, open living area decorated in coastal-inspired furnishings, with a flat-screen TV and plenty of comfortable seating. The galley kitchen is stocked with all the essentials for preparing meals, which you can enjoy inside or outside at the cozy bistro table. Large sliding doors lead from the living area to the screened-in lanai, where you can listen to the palm trees swaying and enjoy your morning coffee or evening drinks in peace.brbrRetreat comfortably to the primary bedroom, which boasts a king-sized bed and a peaceful ambiance. Wake up to the sound of swaying palm trees and step outside through the sliding door for your morning coffee. The second bedroom, accessible through the kitchen and screened lanai, features a full bed and offers abundant natural sunlight for a bright and energetic start to your day. The full bathroom with a walk-in shower is conveniently located between the bedrooms for easy access.brbrRoom Details br• Primary Bedroom: King bed br• Second Bedroom: Full bedbrbrRelax outdoors on the screened-in lanai or poolside in the North Beach Village community, which offers a shared heated pool, BBQ grill, and proximity to the community boat ramp. Take a quick stroll to the beach for days spent swimming or shelling or hop on the trolley to discover the island’s shops, restaurants, and scenic attractions. Swim, kayak, fish, and explore the bay or enjoy spectacular sunsets, this is the perfect spot to connect with the natural beauty of Anna Maria.brbrBook Stones Throw today and experience the best of Anna Maria Island! Whether relaxing by the pool, exploring local wildlife, or enjoying world-class beaches, this home is your perfect coastal escape. Reserve now and make unforgettable memories on Anna Maria Island!brbrbr-br2 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 Island Accommodations, an Anna Maria Island property management company.brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Anna Maria Island Accommodations 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 see our Anna Maria Island Accommodations 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.
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Exceptional(4)

$435.28

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Private Vacation Home

Anna Maria Island Rental with Saltwater Pool and Elevator - Steps to Beach!

Holmes Beach, Florida, United States

Peachy Keen by AMI Locals brVPR22-000026 br brEscape to Peachy Keen, a luxurious family vacation rental on Anna Maria Island! This spacious three-bedroom, plus loft, home is just 200 steps from the Gulf, offering stunning water views and easy access to the island’s best amenities. Wake up to breathtaking sunsets, splash in your private saltwater pool, or enjoy dining under the starry sky. Located within walking distance to local dining, shopping, parks, and water activities, Peachy Keen invites your family and friends to embrace island life in style and comfort! brbrHighlights br• 2-minute walk to Holmes Beach br• 3 Bedroom + loft / 2.5 Baths br• 2 Kings, 2 twin beds, 2 twin daybeds with trundles br• Saltwater pool br• Screened-in lanai br• Outdoor dining area br• Ping Pong Tablebr• BBQ grill  br• Dog friendly br• Short walk to Holmes Beach Towne Center shops and waterfront restaurants br• 3 Parking Spaces br brEnjoy a true coastal vacation with ample outdoor amenities. The private saltwater pool and is perfect for unwinding after beach days. The lush backyard features outdoor dining, a BBQ grill, and tropical views to enhance every meal. Less than two blocks from the beach provide easy access for water activities. Whether swimming, fishing, or enjoying watercraft in the calm bay, every day is an adventure in your private outdoor oasis. br brInside, the fully renovated beach house offers an airy, open floor plan filled with natural light and modern touches. The kitchen features stainless steel appliances, a large island, and an inviting dining space suitable for families or friends. The cozy living room, with a sofa and a large TV, is perfect for relaxing after a day of exploring Anna Maria Island. br brRetreat to the primary bedroom, featuring a luxurious king bed, private balcony, and an ensuite bathroom with a walk-in shower. The second bedroom also offers a king bed, with the third bedroom equipped with two twin beds, perfect for kids or extra guests. The loft provides additional sleeping space with two twin daybeds and trundles. Every bedroom is designed for comfort and restful nights. brbrRoom Details br• Primary Bedroom (2nd floor): King bed, balcony, ensuite with walk-in shower  br• Second Bedroom (3rd floor): King bed  br• Third Bedroom (3rd floor): Two twin beds  br• Loft (3rd floor): Two twin daybeds with trundles br brEnjoy outdoor living at its finest, soak in the sun by the private pool or dine under the stars. Spend your days exploring nearby beaches, fishing, kayaking, or paddleboarding. Afterward, make your way down to the shops and waterfront restaurants or enjoy serene sunsets from your private balcony. br brBook Peachy Keen today and enjoy a luxurious, water-view family retreat in the heart of Anna Maria Island. With its private pool, scenic water access, outdoor dining, and close proximity to beaches and local hotspots, this home provides everything for a memorable Gulf Coast vacation. Reserve your dates now and start creating lifelong island memories! br brbr- brThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. 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.
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Exceptional(95)

$471.7

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Private Vacation Home

Happy Island Cottage with Heated Private Pool

Holmes Beach, Florida, United States

A 2000 sq/ft, 3 bedroom modern beach house with heated* and very private pool. A perfect location just steps from the beach, marina and the main plaza with great shops, a grocery store and restaurants. No need to drive anywhere. Located in a quiet neighborhood with tropical greenery, large palm trees and flowers blooming. brbrSleeps up to 6 people, 3 car garage, 60” Smart TV with Netflix, 130 Mb/s dual band high speed wireless internet, wall TV's in every room. Smart electronics are all over the house with motion activated lighting, decorative night lights and the Nest thermostat. Make your vacation even more comfortable and worry free.brbrA fully equipped kitchen with the modern appliances. Everything is always spotless clean. A laundry room with a large capacity LG washer and dryer for your convenience.brbr2 KING Beds, 2 Twin Beds and a Queen sleeper sofa to help you recover from your long beach days. A master bathroom with a large jet bath.brbrAn outdoor area right next to the pool with a large patio table set, grill, lounge chairs and plenty of additional seating. Two spacious decks to enjoy your morning coffee.brbrPlenty of beach toys and a beach wagon.brbrThe house has electronic locks on the main door and the garage. So you don't need to worry about loosing the keys.brbrWe also have the pool alarms installed, in case you are travelling with small kids.brbrAnna Maria Island offers a Free Trolley to tour the island. The stop is literally 100 steps away from the house.brbrCome over and enjoy your Happy Island Cottage ;) !brbr*AC is set to range 72F - 80F from April till Novemner. No exeptions pleasebr* Pool Heater is optional - please contact us for details prior to your arrival.br* TVs are streaming through Amazon Fire Sticks. You are free to use any of your subscription services, but please remember to log out after your vacation. If you are not familiar with Amazon Fire Sticks or smart TVs in general, please search online for instructions. We do not provide assistance with basic operations.br_______________________________brLegal Mumbo Jumbo:br(VRC) License Number: DWE5106980brMinimum stay requirements: weeklybrNumber of on-site parking spaces: 4brNoise ordinance information: Holmes Beach, FL has a noise ordinance limiting sound to 65 dBA from 7 a.m. to 10 p.m. and 50 dBA from 10 p.m. to 7 a.m.
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Exceptional(16)

$318.28

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Anna Maria Home with Private Pool, Near the Beach! - Coveside Cottage

Holmes Beach, Florida, United States

Coveside Cottage by AMI Locals brVRC19-000006 br brWelcome to Coveside Cottage, a serene coastal haven just a three-minute walk from Holmes Beach! This three-bedroom, two-bath home is the perfect escape for families seeking relaxation and fun in a quiet beach community. Located within easy walking distance of shopping and waterfront dining. Coveside Cottage promises a memorable island getaway filled with sunshine and serenity! brbrHighlights br• Three-minute Walk to Holmes Beach br• 3 Bedroom / 2 Bath br• 2 King, 2 Twin beds br• Private pool br• BBQ Grill br• 2 minutes to the Anna Maria Island trolley stop  br• Washer and dryer br• 3 Parking spaces br brStep outside to enjoy your tropical backyard oasis. Lounge by the private pool, dine on the outdoor patio, or fire up the grill for an island cookout under the stars. The lush, peaceful yard is ideal for unwinding after a day at the beach, just steps away. With the trolley stop nearby, exploring the island's shops, restaurants, and attractions is effortless. br brInside, the open concept layout seamlessly blends the living, dining, and kitchen areas, creating an inviting space to gather with family and friends. The living room features bright decor and comfortable seating, perfect for cozy movie nights or relaxing afternoons. The kitchen boasts stainless steel appliances, granite countertops, and all the essentials for preparing delicious meals. The dining table comfortably seats six, making it an ideal spot for family dinners or casual evenings. br brRetreat to the primary bedroom, a tranquil space with a king-sized bed and luxurious bedding. The second bedroom has a cozy queen bed, while the third bedroom is perfect for kids, featuring two twin beds. Each room is designed for comfort with flat-panel TVs and stylish decor. The home has two full bathrooms, both featuring modern fixtures and convenient access from each bedroom. A washer dryer is provided for added convenience. brbrRoom Details br• Primary Bedroom: King bed br• Second Bedroom: king bed br• Third Bedroom: Two twin beds br brBook Coveside Cottage today and experience a fantastic family getaway on Anna Maria Island! With a private pool, excellent location, and cozy interiors, this vacation rental offers everything needed for an unforgettable escape. Reserve now and start making lifelong memories in paradise! br brbr- brThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrThere are no pets allowed in this home. 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. 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.
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Exceptional(3)

$763.99

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Private Vacation Home

Spacious 4BR Beach Home w/ Private Pool & Spa, Steps to Sand, Sleeps 8

Holmes Beach, Florida, United States

Welcome to Salty Shamrock, now proudly managed by Adored Luxe Getaways. This 5-star retreat blends coastal design with the comforts of luxury living. Unwind in the private heated pool and spa, enjoy the screened-in deck, or gather in bright, open living spaces. Every detail has been thoughtfully curated for an elevated island stay.brbr☀ 100 steps to Holmes Beachbr☀ 3 minutes to Pine Ave shops & diningbr☀ 15 minutes to BradentonbrbrKEY FEATURESbrbr☀ Full-Size Toiletries ProvidedbrShampoo, conditioner, body wash, hand soap, and lotion—no need to overpack.brbr☀ Just 100 steps to the Sugar-Soft SandbrGrab your beach gear and stroll to the beach—no car needed.brbr☀ Everything You Need for a Perfect Beach DaybrChairs, toys, cooler, wagon, umbrella—you’re covered! Just bring your swimsuit.brbr☀ Private Heated Pool + SpabrYour own secluded paradise, complete with shaded areas, sun loungers, and bubbling spa.brbr☀ Screened-In Deck for Breezy Island LivingbrGather for cocktails or dinner outdoors on the spacious screened-in porch with a large dining table and cozy seating.brbr☀ Backyard Lounge + Game ZonebrChallenge the crew to ping pong, catch the game on the outdoor TV, or chill in the shaded lounge next to the sparkling pool.brbr☀ Fast, Reliable High-Speed Wi-FibrPerfect for streaming, remote work, or staying connected.brbr☀ Washer & Dryer with Detergent IncludedbrStay fresh and travel light with in-home laundry at your fingertips.brbrbr☆☆ BEDROOMS + BATHROOMS ☆☆brbr2 King bedrooms are located on the main floor (2nd floor) and share a full bathroom.brbrThe primary suite on the top floor features a king bed, walk-in closet, dresser, nightstands, smart TV, and private balcony. The spa-like en suite includes a dual-sink vanity and oversized step-in shower with two shower heads.brbrThe fourth bedroom is also located on the top floor ideal for younger guests, offering a full-over-full bunk bed, smart TV, closet, and a roomy dresser.brbrEach bathroom is stocked with full-size shampoo, conditioner, body wash, hand soap, and lotion, along with plush towels and a cosmetic cloth.brbr☆☆ KITCHEN & DINING ☆☆brbrDesigned for gathering, the kitchen is open to the living and dining spaces and features granite countertops, stainless steel appliances, and plenty of cabinet space.brbrThe peninsula provides bar seating for three, while the large dining table seats eight. You’ll find the kitchen stocked with everything from cookware and utensils to dish soap, dishwasher pods, paper towels, and more.brbrThe coffee/tea/espresso bar is a guest favorite—fully equipped with coffee, tea, sugar, and everything you need for your morning ritual.brbr☆☆ LIVING & LOUNGE SPACES ☆☆brbrVaulted ceilings and sun-filled windows create a bright, open living area that’s as relaxing as it is beautiful. A plush sectional and smart TV make movie nights extra cozy.brbrSlide open the glass doors to the screened-in deck, where you’ll find an outdoor sofa, ceiling fan, and a large dining table—perfect for unwinding island-style.brbrDownstairs, your private backyard retreat includes a partially covered heated pool and spa, ping pong table, wall-mounted outdoor TV, and lounge chairs—everything you need for a laid-back afternoon.brbr☆☆ LAUNDRY & PARKING ☆☆brbrThe washer and dryer are located near the main-level half bath, and we include detergent.brbrPrivate driveway fits up to four vehicles comfortably.
Bed 4

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Bath 2

Bath

Sleep 8

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Exceptional(7)

$314.67

/ Nightly
Private Vacation Home

Swizzle On The Sound · Saltwater Pool · 30-Night Minimum

Holmes Beach, Florida, United States

VRC21-000048brbr3BR · 2BA · Sleeps 6 · 30-Night Minimum · Heated Saltwater Pool ($15/Day) · Six Outdoor Zones · Cedar Pavilion · Fire Pit · Travertine Deck · 2025 Renovation · Pet-Friendly on Inquiry · 3 Parking Spaces · Streaming TVbrbrImportant before booking: Swizzle On The Sound requires a minimum stay of 30 nights. This is a long-stay property — designed for snowbirds, remote workers, and families who want to settle into Holmes Beach for a month or more. If a shorter stay is what you need, IVP has weekly rental properties that may be a better fit.brbrAlso before booking: the saltwater pool is heated on request at $15 per day — arrange in advance for the pool to be at a consistent 85°.brbrThe 2025 renovation left no surface untouched. Whitewashed shiplap ceilings, designer coastal furnishings, open-concept flow. The kitchen has an oversized island with seating, custom tile backsplash, top-tier appliances, and quality cookware stocked and ready. Three bedrooms designed for real comfort — the primary suite has a spa-inspired bathroom with direct pool access, the second bedroom has a queen bed, and the bunk room has beach-themed décor and surfboard accents that consistently earn their own mention in guest reviews. Both bathrooms received full designer treatment.brbrThe outdoor space is where this property earns its reviews. Six distinct zones:brThe cedar-ceiling pavilion has a mounted TV, comfortable seating, and island airflow — the morning coffee spot, afternoon reading room, and evening cocktail lounge depending on the hour. The fire pit lounge has custom seating for s'mores and stargazing. The pool deck dining area has a farmhouse table for al fresco meals. Multiple conversation areas — wicker sets, lounge chairs, intimate two-tops — give a group of six room to spread out. The outdoor kitchen zone has a premium gas grill, prep area, and outdoor shower. The fenced backyard has mature palms and tropical plantings that create complete privacy.brbrThe heated saltwater pool sits at the center of it all. Three separate guest reviews have called it out unprompted — one guest described it as the pool we never wanted to get out of after multiple AMI stays, calling this their best holiday yet.brbrBeach access is about ten houses away. The free island trolley stops nearby for exploring without a car.brbrPet-friendly on a case-by-case basis — contact IVP before booking with a pet. Three parking spaces. Streaming TV throughout — no cable.brbrSwizzle On The Sound requires a 30-night minimum stay.brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due
Bed 3

Bed

Bath 2

Bath

Sleep 6

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Exceptional(52)

$195.76

/ Nightly
Private Vacation Home

Island Hideaway East: 5 Minute Walk to Beach, Private Pool by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

Island Hideaway East by Anna Maria Life Vacation Rentalsbr308B 67th St., Holmes Beach, FL 34217brbrWhat you'll love about this home:brLocation! 5 minute walk to the white sand beaches of Anna Maria Islandbr2 Bedroom / 1 Bathroombr1 King / 2 Twins / 2 Twin Rollaway BedsbrPrivate Heated PoolbrPool LoungersbrScreened Lanai with Patio Furniture for DiningbrGas BBQ GrillbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs & Beach WagonbrDriveway Parking for 2 CarsbrbrDetails:brIsland Hideaway East is just a 5 minute walk from the spectacular white sand beaches that put Anna Maria Island on the map! brbrSink into one of your backyard loungers with a good book, and take a dip in your tropically-designed, private heated pool. With plenty of space for privacy and entertaining, you may never want to leave this beautiful vacation rental. But venture out you will, because the beach is calling, and at Island Hideaway East you'll find all the essentials you need to enjoy your time in the surf and sand! Beach towels, beach chairs, and a beach cart are provided! brbrThe open and bright living area includes plenty of seating, and a flat screen cable TV and is the perfect place to gather together after a long day in the sun. brbrThe fully equipped kitchen boasts granite countertops, stainless appliances, and everything you need to whip up anything from a lazy day breakfast or an impressive five course dinner for guests! Dine indoors or out! The indoor dining table seats four with additional seating for two at the breakfast bar. The kitchen opens onto an upper deck overlooking the tropical backyard and pool, here you can dine al-fresco, with seating for 6. brbrThe Master bedroom offers a lovely King bed, and mounted flat screen TV. The second bedroom offers two Twin beds. To add to the stress free assurance while on vacation, this home features our professional linen service with crisp high end linens and towels fresh for every arrival! brbrIsland Hideaway East is tucked away in a quiet area of Holmes Beach on Anna Maria Island, Just a short walk to the beach, shopping and restaurants! Come hideaway from your worries and live the island lifestyle at Island Hideaway East! 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.brGarage is not available for guest use.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. The minimum requirement for this home is no less than seven nights. The maximum occupancy is six.brbrVRC16-000481brbrGolf 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 2

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Bath 1

Bath

Sleep 6

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Exceptional(39)

$720.58

/ Nightly
Private Vacation Home

Oceanside Oasis: 50 Steps to Beach! Gulf Views! Pool Spa by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

Oceanside Oasis by Anna Maria Life Vacation Rentalsbr102 43rd St, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! 2 Homes to Beach Access! Next to Manatee Public Beach!br6 Bedrooms / 5 Bathroomsbr4 Kings, 1 Queen, 2 Doubles, Queen Sofa BedbrPrivate Heated Pool & SpabrOutdoor ShowerbrPool LoungersbrCovered Poolside Dining Table & ChairsbrGas GrillbrGame Room with Pool, Ping Pong & Foosball TablesbrGulf Views from BalconiesbrElevatorbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 4 CarsbrbrDetails:brWith a fantastic location just steps from the beach, Oceanside Oasis offers the best of island living with easy beach access right at your doorstep.brbrStep into the spacious and inviting living, dining, and kitchen area of this beautiful home, where natural light pours in through expansive windows, offering breathtaking views of the Gulf of Mexico. From every corner of this beautiful space, you'll enjoy stunning views, creating an atmosphere of tranquility and luxury. Whether you're sipping your morning coffee on the balcony, watching the waves, or simply relaxing inside, this living, dining, and kitchen area offers the perfect setting for your island retreat.brbrWith 6 spacious bedrooms and 5 bathrooms, this home comfortably accommodates up to 12 guests. The third floor hosts two master bedrooms with king sized beds, ensuite bathrooms and one has a private balcony overlooking the Gulf. This floor also includes a queen bedroom with balcony access and a bedroom with two double beds. The main living level on floor two is home to two additional king bedrooms with ensuite bathrooms. The main living a queen sofa bed, ensuring ample space for family and friends.brbrFor added convenience, the home features an elevator, making it easy to move between floors, and a professional linen service ensures you'll have luxurious bedding and towels to enjoy. A washer and dryer are also available for your convenience. Stay connected with complimentary Wi-Fi and enjoy the provided beach towels, chairs, and a beach wagon, making it easy to enjoy the nearby shore.brbrStep outside to your own private retreat featuring a heated pool and spa, perfect for relaxing and unwinding after a day at the beach. The outdoor shower is conveniently located for rinsing off the sand before heading back inside. The pool area is equipped with loungers for sunbathing and a covered poolside dining area, ideal for outdoor meals while enjoying the gentle sea breeze. For those who love grilling, the gas grill makes it easy to cook up a delicious mealbrbrInside, the game room offers hours of entertainment for all ages, with Pool, Ping Pong, and Foosball tables, providing plenty of fun for everyone in the family. From the balconies, you'll enjoy stunning views of the Gulf of Mexico, perfect for sipping your morning coffee or watching a spectacular sunset.brbrOceanside Oasis is easy walking distance to Gulf Ave, restaurants, and 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. Whether you're lounging by the pool, playing games, or simply soaking in the Gulf views, this vacation home offers the perfect blend of comfort, luxury, and island living for your next getaway.brbrBedroom 1 - King Bed, Ensuite Bathroom, Balcony, TV - Floor 3brBedroom 2 - King Bed, Ensuite Bathroom, Bathroom, TV - Floor 3brBedroom 3 - Queen Bed, Balcony Access, TV - Floor 3brBedroom 4 - Two Double Beds, TV - Floor 3brBedroom 5 - King Bed, Ensuite Bathroom, TV - Floor 2brBedroom 6 - King Bed, Ensuite Bathroom, TV - Floor 2brLiving Room - Queen Sofa SleeperbrbrPlease note:brThis home is not pet friendly.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. The minimum requirement for this home is no less than seven nights. The maximum occupancy is 12.brbrVRC16-000128 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 6

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Bath 5

Bath

Sleep 12

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Exceptional(40)

$1410.85

/ Nightly
Private Vacation Home

Lazy Loggerhead: Gulf Front! On the Beach! by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

Lazy Loggerhead by Anna Maria Life Vacation Rentalsbr3306 4th Ave, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! Gulf Front! On the Beach!br4 Bedrooms / 3.5 Bathroomsbr3 Kings, Twin over Queen BunkbedbrPrivate Heated Pool & SpabrOutdoor ShowerbrCovered Poolside Dining Table, Chairs & TVbrGas GrillbrCornholebrDeck Overlooking Gulf with Bistro Tables & ChairsbrElevator (to all floors)brKeurig, Wine FridgebrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 4 CarsbrbrDetails:brWelcome to your dream getaway on Anna Maria Island! Lazy Loggerhead is a stunning Gulf-front property offering the ultimate beach vacation with panoramic views of the sparkling Gulf of Mexico.brbrStep into the bright and airy living room, where sweeping views of the Gulf of Mexico take center stage. Floor-to-ceiling windows flood the space with natural light, creating an inviting atmosphere. The bright kitchen overlooks a dining room with seating for six and additional stools at the island. The living area is a comfortable spot for the family to gather and enjoy the pool view from the patio doors. The kitchen is a chef's dream, seamlessly flowing into the living room and dining room to create an ideal space for entertaining. As you cook, you'll never be far from the stunning Gulf views, making every meal feel like a special occasion.brbrThe spacious deck overlooking the Gulf is a true highlight, equipped with bistro tables and chairs where you can savor the breathtaking views. An elevator provides easy access to all floors, making it effortless to move between levels.brbrWith 4 spacious bedrooms and 3.5 bathrooms, this home comfortably accommodates up to 8 guests. The third floor hosts a master bedroom with king sized bed, ensuite bathroom and a private balcony overlooking the Gulf. This floor also includes the twin over queen bunkbed which shares a Jack 'n Jill bathroom with a king bedroom. The main living area features a king bedroom with ensuite bathroom and a queen sofa bed, ensuring ample space for family and friends. Each bedroom includes crisp linens and plush towels in the bathrooms from our professional linen service. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrYour private outdoor oasis features a heated pool and spa, perfect for relaxing under the Florida sun. An outdoor shower provides added convenience for beach days, while a covered poolside dining area with a TV and gas grill set the stage for al fresco meals. brbrLazy Loggerhead is easy walking distance to Gulf Ave, restaurants, and 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. Experience the best of island living with direct beach access, luxurious amenities, and unforgettable Gulf views. Your perfect Anna Maria Island retreat awaits!brbrBedroom 1 - King Bed, Ensuite Bathroom, Private Balcony Overlooking Gulf, TV - Floor 3brBedroom 2 - King Bed, Jack 'n Jill Bathroom, TV - Floor 3brBedroom 3 - Twin over Queen Bunkbed, Jack 'n Jill Bathroom, TV - Floor 3brBedroom 4 - King Bed, Ensuite Bathroom, TV - Floor 2brQueen Sofa SleeperbrbrPlease note:brThis home is not pet friendly.brAmenities are subject to change.brSelect exterior areas are monitored by video surveillance.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 eight.brbrVRC19-000222brbrIMPORTANT 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 4

Bed

Bath 3

Bath

Sleep 8

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Exceptional(17)

$852.6

/ Nightly
Private Vacation Home

Blue Water View- 6 bedrooms with amazing rooftop deck and private heated pool

Holmes Beach, Florida, United States

Blue Water View 118 50th Street, Holmes Beach, FL 34217 VRC16-000296 What you will love about this property: • 4 houses from the beach • One minute stroll to the beach access • Private pool and spa with swim up Tiki hut • Outdoor shower • Rooftop deck with Beautiful Gulf water views • Large outdoor entertainment space with pool side Tv • Large garage with games; Ping pong table, cornhole game and beach items • Multiple balconies and a wraparound porch • Full size washer and dryer • Professional Linen program • Close to shopping and restaurants • In the heart of Holmes Beach Welcome to Blue Water View. With a beautiful, teal-colored exterior and a property surrounded by tropical greenery, Blue Water View is an oasis in Holmes Beach. Its incredible indoor and outdoor amenities, like a private pool and rooftop deck, and its location being close to the beach and the shops and restaurants that locals rave about, make this rental perfect for a memorable Florida vacation! Upon driving up to Blue Water View, you’ll notice the home’s large driveway, several open-air decks, and a charming spiral staircase to the rooftop deck. Just inside, you’ll see an open-concept common area with the kitchen, dining room, and living room. The kitchen is beautiful and features granite countertops, stainless steel appliances, and a kitchen island that doubles as a breakfast bar for three. The dining room is elegant and bathed in natural sunlight from the windows and French doors to the deck in the room. There is a large dining table with seating for eight. The living room is cozy and has two matching loveseats, an armchair, and a flat-screen TV. The deck that extends from this floor is semi-wrap-around and has outdoor seating. The ground floor and backyard of Blue Water View is likely where you and your family and friends will spend most of your time. Apart from the rooftop deck, which offers guests 360° views of the surrounding Holmes Beach area, this home also has a covered deck area with a bar, grill, and full outdoor dining set. There is also a ping pong table and Bocce Ball/Cornhole court. One of the best features of Blue Water View is the private, heated pool and spa. The pool is large and has in-water seating, an in-water sundeck, and an in-water tiki hut. Along with all of this, this home is steps away from Holmes Beach, close to local shops and eateries, and near a draw bridge that takes you into Sarasota. With several great reviews and these amenities, Blue Water View is a dream location for your needed vacation under the Florida sun! Bedrooms & Bathrooms • Primary Bedroom- Main floor King bed ensuite with balcony and bathroom with large walk-in shower • Second Bedroom- Main floor King bed • Full guest bathroom- Main floor with walk in shower • Third Bedroom- Top floor King bed ensuite bathroom with walk in shower • Fourth Bedroom- Top floor King bed ensuite with balcony and bathroom with walk ins shower and soak in bathtub • Fifth Bedroom- Top floor bunk bedroom with twin bunks • Sixth Bedroom- Top floor twin bedroom with two twin beds • Jack and Jill bathroom with shower and bathtub combination Get everyone together in comfort and style at Blue Water View. Book with us today. 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. Hop on the free island trolley and explore all 7 miles of Anna Maria Island, including Pine Avenue boutiques, shopping, restaurants and ice cream shops. Take a fishing rod to the pier or charter a fishing trip, dolphin tour or sunset cruise. Kayak the mangroves or even kayaking tours, watch wildlife in the preserves and catch a magical sunset at the beach. 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 6

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Bath 5

Bath

Sleep 12

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Exceptional(12)

$586.25

/ Nightly
Private Vacation Home

Island Retreat- Stunning 4 bedroom with private heated pool and walk to beach

Holmes Beach, Florida, United States

Island Retreat 4805 2nd Avenue, Holmes Beach, FL 34217 VRC16-000621 What you will love about this property: • Private pool • Short walk to the beach- 2 minutes • West facing- Views of the water from top balcony • Game room with ping pong table • Fully equipped kitchen • Professional Linen program • Full size washer and dryer • Close to shops, restaurants and free trolley access • In the heart of Holmes Beach Property details: Welcome to Island Retreat. A light blue exterior, multi-level home with several covered balconies and surrounded by tropical landscaping Island Retreat is exactly what its name suggests – a beautiful island getaway perfect for a tropical, sunny, and smile-filled vacation. When you arrive at Island Retreat, you’ll notice the vibrant colors of the home and the greenery that surrounds its perimeter. Just a few minutes’ walk to Holmes Beach, you’ll smell the fresh ocean air and feel the sea breeze on your skin. Though you will walk into Island Retreat through the ground floor, the main living space is on the second level. This area is bright as it is filled with natural sunlight from its several windows, updated with luxury-style features, and beautifully decorated throughout. There are two primary suites in this rental, one on the main level and the second on the upper level. Both rooms are very spacious and feature king-sized beds, private balconies, flat-screen TVs, and en-suite bathrooms. The kitchen is massive and features sweeping granite countertops, stainless steel appliances, tons of storage space, and a kitchen island with a bar for three. The dining room is just beyond the kitchen and offers a bar-height table with eight chairs. The living room, adjacent to the dining room, is cozy and has a couch, matching loveseat, two leather armchairs, and a large flat-screen TV. Access to this floor’s balcony is in the dining space through a set of French doors. It’s a spacious balcony with views of the backyard and stairs that take you to the ground floor. The first floor and backyard are what makes Island Retreat truly wonderful. First, there is a game room with a ping pong table that guests can use on the ground floor. Second, just outside there is a tiki bar area with a kitchenette and seating for five as well as two full-sized outdoor dining sets and a grill. Additionally, the private, heated pool is roomy and offers in-water seating and an in-water sundeck. Finally, there are several lounge chairs on the paved deck surrounding the pool and the backyard has an array of beautiful plants that really make you feel like you are living the island’s life! Island Retreat is conveniently located near the northernmost end of Anna Maria Island. It’s just a few minutes' walk to Holmes Beach and the Gulf of Mexico, close to tons of local shops and eateries, and near a drawbridge that takes you onto the mainland. These countless amenities and Island Retreat’s many five-star reviews make it easy to see that this rental is a dream spot to spend a much-needed Florida getaway! Get everyone together in comfort and style at Island Retreat. Book with us today. Bedrooms & Bathrooms • Primary Bedroom, 3rd floor: King bed and ensuite bathroom with walk in shower and soak in bathtub with private balcony • 2nd Bedroom, 2nd floor: King bed and ensuite bathroom with walk in shower and soak in bathtub with private balcony • 3rd Bedroom, 3rd floor: Queen bed- Guest bedroom • 4th Bedroom, 3rd floor: Two twin beds bed- Guest bedroom • Guest bathroom, 3rd floor, Hallway full bathroom with shower 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 for 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 a refund. We do not accept reservations from anyone under 25 years of age. We do not allow people under 25 to occupy a property unless accompanied by someone over 25 years of age. Please note: 4 cars at 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

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Bath 3

Bath

Sleep 8

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$893.48

/ Nightly
Private Vacation Home

Pool, Spa, Mini Golf, Games, Beach 4 bed 4 bath

Holmes Beach, Florida, United States

Tropical Escape on Anna Maria Island – Units C & DbrBeautifully updated 4 bed 4 bath units each , sleeping up to 6 adults each—perfect for families, wedding parties, and group getaways. Enjoy access to the heated pool and jacuzzi, outdoor lounge areas, and shared grill space. Just a 5-minute walk to the Gulf’s sugar-sand beach, plus shopping, dining, and the free island trolley. Features modern coastal décor, a fully equipped kitchen, fast Wi-Fi, and smart TVs. brPermit: VRC22-00br0001brbrUnits C & D are completely updated 2BR/2BA residences, each featuring an additional pullout sofa and sleeping up to 6 guests comfortably. Located next to each other in separate buildings, these units are ideal for large groups who want to stay close while still enjoying privacy.brbrEach unit includes a full kitchen, in-unit washer and dryer, and exceptionally comfortable beds. All furniture and furnishings are brand new, with modern finishes throughout. The units are spacious, thoughtfully designed, and impeccably clean.brbrEnjoy a short 5–6 minute walk directly across the street to one of the island’s most pristine and uncrowded sugar-sand beaches—a true hidden gem on Anna Maria Island.br.brbr**Welcome to the Tranquil Holmes Beach Neighborhood on Anna Maria Island!**brbrOur charming Airbnb is nestled in the heart of Holmes Beach, a serene and picturesque neighborhood on the beautiful Anna Maria Island. With its laid-back atmosphere and pristine beaches, this coastal haven promises a truly unforgettable vacation experience.brbr**The Neighborhood:**brHolmes Beach exudes a classic beach town vibe, offering a perfect blend of relaxation and local charm. You`ll find friendly locals, quaint shops, and delightful restaurants within walking distance, making it easy to immerse yourself in the island`s warm hospitality and vibrant culture.brbr**Holmes Beach:**brJust steps away from our Airbnb, you`ll discover the breathtaking Holmes Beach. Sink your toes into the soft, white sand and relish the gentle Gulf breeze as you bask in the sun or take leisurely strolls along the shoreline. The crystal-clear waters beckon you to swim, paddleboard, or simply unwind in the tranquility of the island paradise.brbr**Local Attractions:**brBeyond the beach, you`ll find a plethora of activities to enjoy. Rent a bike or a golf cart to explore the island`s hidden gems, including the historic Anna Maria City Pier and the iconic Bean Point Beach. For the nature enthusiasts, visit the Leffis Key Preserve or the Robinson Preserve to experience the island`s lush wildlife and scenic trails.brbr**Dining and Shopping:**brSavor the island`s flavors by indulging in fresh seafood at local restaurants, or treat yourself to some delectable ice cream as you explore the charming shops along the way. You`ll find everything you need within reach to ensure a comfortable and enjoyable stay.brbr**Unwind in our Cozy Airbnb:**brOur inviting Airbnb offers a cozy retreat after a day of island adventures. Relax on the private patio, take a refreshing dip in the pool, or simply unwind in the comfortable living space. With [number of bedrooms] charming bedrooms and [number of bathrooms] luxurious bathrooms, our home provides all the comforts you need for a memorable stay.brbr**Book Your Island Getaway:**brEscape to our serene Holmes Beach neighborhood on Anna Maria Island and experience the magic of a true beachside escape. Whether you`re seeking relaxation, exploration, or a bit of both, our Airbnb promises an exceptional stay in this tropical paradise. Reserve your dates now and let the island adventure begin!brbrNo pets.. no parties brbrAnna Maria IslandbrbrHolmes BeachbrbrBradenton BeachbrbrWaterfront / boat dock / boating accessbrbrPool / beach travel search termsbrbrFamily + couples travelSEO Keywords (for search indexing only — guests may ignore):brAnna Maria Island, AMI, Holmes Beach, large groups, group getaway, wedding party lodging, family reunion rental, big family vacation, multi-family stay, girls trip, boys golf trip, bridal party accommodations, beach wedding lodging, extended family stay, 2 bedroom condo, updated condo, walk to beach, steps to Gulf, heated pool, jacuzzi access, hot tub, Florida vacation rental, beach condo, coastal rental, full kitchen, smart TVs, fast Wi-Fi, outdoor grilling, poolside lounging, Pine Avenue, waterfront dining, shopping nearby, trolley stop, close to marina, near fishing pier, beaches, shelling, snorkeling, paddleboarding, kayak launch, romantic getaway, couples retreat, family-friendly, group-friendly, AMI vacation rental, resort alternative, weekly rental, wedding block lodging, event weekend stay, gathering space, convenient location, walkable area, bike friendly, tropical escape, paradise stay.brNo parties, no pets, only guests staying on premises are allowed on the property. Only guests staying on premises are allowed to park on property. Max two cars per unit . Total of four cars for entire home. ===========================================================================================================================================================================brbrSEO Keywords (for search indexing only — guests may ignore):brAnna Maria Island, AMI, Holmes Beach, large groups, group getaway, wedding party lodging, family reunion rental, big family vacation, multi-family stay, girls trip, boys golf trip, bridal party accommodations, beach wedding lodging, extended family stay, 2 bedroom condo, updated condo, walk to beach, steps to Gulf, heated pool, jacuzzi access, hot tub, Florida vacation rental, beach condo, coastal rental, full kitchen, smart TVs, fast Wi-Fi, outdoor grilling, poolside lounging, Pine Avenue, waterfront dining, shopping nearby, trolley stop, close to marina, near fishing pier, beaches, shelling, snorkeling, paddleboarding, kayak launch, romantic getaway, couples retreat, family-friendly, group-friendly, AMI vacation rental, resort alternative, weekly rental, wedding block lodging, event weekend stay, gathering space, convenient location, walkable area, bike friendly, tropical escape, paradise stay.
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$431.14

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Private Vacation Home

Weekly Discounts! Exceptional Rating-A Pearl of a Beach Home- private pool & spa

Holmes Beach, Florida, United States

Tropical rear yard with private luxury heated Saltwater pool and hot tub/spa and spacious paved area plus large ground floor lanai.brbrLeave your troubles behind as you cross to Anna Maria and surrender to the island pace. Our beach house (a personal vacation home - not an investment property) is a light-filled retreat with beautiful furnishings, quality linens, spacious open plan living areas with 12' high ceilings and excellent indoor/outdoor flow. 3 large coastal bedrooms (king, queen and twin) with inbuilt storage, 2 modern bathrooms (1 en-suite) with huge separate showers plus a hall WC closet near the separate full-sized laundry room.brbrPlenty of room for all the family to chill around the free-form private pool & hot tub The special non-slip pool surface complements the 'beach access' that allows the young (and not so young) to enter into the water without any steps and starts at 2 inches deep! Our guests just love this private Oasis - please see our numerous 5* Reviews!brbrThe tropical planting gives areas of both sun and shade and at night-time the palms are automatically lit to enhance the ambience of the backyard and pool area. brbrUpstairs, guests will love to use the granite finished, fully equipped kitchen with custom cabinets. Great-room opens onto generous lanai with outdoor dining.brbrBy the pool you can enjoy the large entrance level patio, sun loungers and gas BBQ grill, wall mounted TV. Over-sized double garage with remote access, beach chairs, beach toys and beach cart too.brbrA pearl of a property within 2-3 blocks (3-4 mins walk) to the idyllic, soft, white sand of the Gulf beaches with their breathtaking sunsets, towards the north of the Island. A peaceful neighborhood only minutes walk from restaurants, bars, shops and galleries of Holmes Beach. Free Island Trolley-Bus stop is just round the corner.brbrIMPORTANT INFORMATION: (Required by Holmes Beach City). 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.brbrHolmes Beach City VRC Permit: VRC17-000230 (Expires May 2027)brParking available for up to 5 vehicles. brMaximum occupancy - 6 people.br7 night minimum stay. brLicensed with Florida DBPR as a Vacation Rental CND5105185 (Expires December 2026)
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$407.6

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Private Vacation Home

Gorgeous Beach Home with heated pool and close to beach! Pet friendly

Holmes Beach, Florida, United States

Absolutely beautiful monthly rental in highly sought after Holmes Beach on Anna Maria Island. br If you are interested in certain dates that may be blocked please message me. Completely updated, this home has everything from a large heated pool, outdoor shower, lush mature landscaping, completely furnished inside and out, short walk to beach. AMI is home to beautiful beaches, amazing restaurants and family friendly neighborhoods. Beach is just 1.5 blocks away. This home has everything needed to enjoy your time on our island!brbrWalk in to a beautiful living room with designer sectional large enough for the whole family to enjoy! 3 large bedrooms and 3 full bathrooms plus outdoor shower. Bedroom 1 has a king bed, office space, seating area and en-suite bathroom. Bedroom 2 has a queen bed and seating area. Bedroom 3 has two bunks including a twin over queen. Full kitchen SS appliances, quartz countertops and shell backsplash with every detail included. Fantastic sun room off of pool with wine and coffee bar as well as large double sliders for the perfect indoor/outdoor living experience. Outdoor area includes large caged heated pool to keep the bugs away, dining area, seating area with large smart TV, and fire pit area.brbrStay connected with our complimentary high-speed wireless internet, and unwind in the living room and all bedrooms with smart, flat-screen TVs with all streaming services available for you to sign in.brbrStarter rolls of paper towels, toilet paper and trash bags are provided, plus dish soap, dishwasher pods and laundry detergent. Any additional items that you may need during your stay can be purchased at one of the local grocery stores.brbrThe pool is heated to 82 degrees. If you'd like a higher pool temp, an extra fee will be required.brbrDriveway parking includes up to 2 vehicles. There is additional parking in the separate shell driveway for an 3rd vehicle. Tesla EV 220V charger available as well!brThere is no street parking permitted.brbrDogs 50lbs or less are welcome; a $125 Pet Fee per week is required per pet; no dangerous breeds allowed. We will consider larger dogs on a case by case basis. Pets that are not disclosed will result in additional cleaning charges to your reservation.brbrFull access to entire property. We keep our golf cart in the garage so there is no parking permitted in garage. There is an owner’s closet in the hallway that will be locked
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