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6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All 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....
Distance to beach: 0.4 miles to 4th Ave Beach
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This beautiful single family home features a large private heated pool with view of canal and mangroves. Palm trees line the property and provide shade for your afternoon nap. Numerous sea birds visit to fish in the lagoon, and you can kayak into the intracoastal waterway and enjoy dolphins, manatees...
Featured review
I so love spending time at this location! The house is spacious, clean, well stocked, and the pool area is so relaxing. The pool is warm and one day when it felt cold, Josiah was on it and had the issue...
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Welcome to your perfect Holmes Beach getaway! Just a short stroll from some of the best beaches on Anna Maria Island. This spacious and thoughtfully designed 4-bedroom, 3-bathroom, pet-friendly home offers plenty of room for families and groups, with a unique layout that makes it especially versatile...
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Welcome to Stillpoint, a beautifully designed single-level home just one block from the beach in the heart of Holmes Beach, where island ease meets modern comfort. Thoughtfully laid out and ideal for families or multiple guests, this 3-bedroom, 2-bath getaway is pet-friendly (1 dog allowed) and perfectly...
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Beauty and the Beach awaits friends & families who love life and work! At the end of a cul-de-sac, 2 blocks to the white sand beach and 3 feet from the intercoastal canal. If you love swimming, fishing, boating, kayaking, starfish finding water play... stay here! Located on the water with 2 boat docks...
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Distance to beach: 9 miles to Clearwater Beach
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Welcome to Citrus Coastal Retreat! This 3-bedroom home near Indian Rocks Beach offers a private pool, tropical yard, and cheerful sunshine and lemon-inspired decor. Enjoy a fully equipped kitchen, cozy living space, and outdoor dining area perfect for relaxing. Just minutes from the beach, dining, and...
Distance to beach: 300 yards to 8th Ave
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Welcome to Bahia Paradise – Your Inclusive Waterfront Escape in Indian Rocks Beach!Indulge in the ultimate luxury retreat at this stunning 4-bedroom, 4-bath waterfront haven, where every detail is designed for relaxation, connection, and effortless coastal living. Whether you're planning...
Featured review
This home was perfect for our 3 generation get away! Boat dock was perfect for our boat and pool was refreshing after a day in the sun. We’ll be back!
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Welcome to Villa Azule, your luxurious Indian Rocks Beach retreat! - Spacious 2,646-square-foot waterfront haven with stunning canal views. - Two king master bedrooms and a queen bedroom, accommodating up to 10 guests. - Outdoor amenities include a boat lift, propane grill, fire pit, bikes, and...
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Bright 2BR condo in Indian Rocks Beach just a 2-minute walk to the sand. Enjoy a shared pool, private balcony, washer/dryer, free parking, and walkable access to cafés, shops, and sunsets—perfect for couples, families, or friends.Description Step outside your private balcony overlooking...
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Fantastic Beachside get away! This 2 bedroom 2 bath condo is located on the highly sought after Indian Rocks Beach! Bright and comfortable. Literally only steps to the sand! You will love the coastal decor and furnishings. Sleeps 6 comfortably. The master bedroom has a queen bed . The second bedroom has...
Distance to beach: 5 miles to Indian Rocks Beach
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If there's a place that captures the essence of relaxation, it's our bright, spa-like oasis. Just minutes from the beach, with a sparkling clean hot tub, and a huge backyard with a smokeless firepit, our home has everything you need to have a relaxing getaway. The interior is bright with lush...
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2 bedroom 2 bath 1000 square feet condo with a beachfront view of the Gulf of Mexico on the quiet, peaceful Anna Maria Island. Walking distance to many restaurants and bars. 30 minutes away from the Sarasota/Bradenton airport. Free trolley to go anywhere on the island.
Featured review
Awesome unit with great views and access to the beach as well as restaurants and grocery stores. I would definitely stay there again. Great time and relaxing vacation.
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Just Beachy – Your Luxury Island Retreat on Anna Maria Island 128 49th Street Holmes Beach FL 34217 VRC21-000019 4 Bedrooms + nanny suite | 6 Bathrooms | Sleeps 10 | Heated Pool & Hot Tub | This home can park up to 4 vehicles Quiet hours at 10p-7a: please respect neighborsEscape...
Featured review
We spent Thanksgiving week at Sunset and Sand and it delivered on all our expectations. The home is clean, beautifully decorated and functional. The kids absolutely loved the heated pool and Spa and Its...
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Bring the whole family to this great place with lots of room for fun. This two bedroom two bath unit is walking distance to the beach and many other wonder places at Indian Rocks Beach, Florida. This place has a wonderful outside area to relax and soak up the sun.
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Footprints in the Sand 114 48th Street Holmes Beach FL 34217 VRC19-000156 4 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool & Hot Tub | Pet Friendly This home can park up to 3 vehicles Quiet hours at 10p-7a: please respect neighbors Welcome to FootPrints in the Sand, a stunning vacation...
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This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 6 guests and is 150 feet from the...
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This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 6 guests and is 150 feet from the...
Featured review
We spent a wonderful month in this unit. You can see the beach from the front balcony as it's just across the street. It's very spacious with an open concept living room, kitchen and dining area. It...
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BTR#1802Live Like a Local in Indian Rocks BeachWelcome to your **modern coastal retreat**, perfectly positioned across from the scenic Indian Rocks Nature Preserve and just minutes from the white sand beach. This spacious executive home offers the ideal blend of **comfort, convenience, and playful...
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Bring the whole family to this great place with lots of room for fun. This 4 bedroom 3 bath space is located less than 4 miles east of Indian Rocks Beach. This house also offers a two car garage and walking distance to Taylor Park which is connected to the Pinellas Trail. Pet friendly home with completely...
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Welcome to Hidden Treasure Unit B! VRC25-000106 .1 Miles to Holmes Beach Shared Heated Pool Walk to Manatee Public Beach, Grocery Stores, Restaurants, Shopping & More! Fully stocked kitchen for all your favorite home-cooked meals High-speed Wi-Fi included Smart lock for Self Check-in...
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Welcome to Hidden Treasure Unit A! VRC18-000124.1 Miles to Holmes Beach Walk to Manatee Public Beach, Grocery Stores, Restaurants, Shopping & More! Fully stocked kitchen for all your favorite home-cooked meals Shared Heated Pool High-speed Wi-Fi included Smart lock for Self Check-in...
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BTR 2193 Pack your bags and get ready to relax at this 3-bedroom, 2-bath vacation rental house in Indian Rock Beach. Just steps from the beautiful Gulf of Mexico beach. Direct access to the beach entrance located on the same street as this home. This beautiful home was completely renovated in 2023. It...
Featured review
Wonderful location and home. It had everything we needed including chairs for the beach. We hope to stay here again.
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Pack your bags and get ready to relax at this 2-bedroom, 1-bath vacation rental house in Indian Rock Beach. Just steps from the water and boasting terrazzo floors, new furnishings, and a lanai overlooking the enclosed backyard, this cozy house has accommodations for 4 guests. Stroll the nature preserve...
Featured review
We (2 girls) rented this for a week. The house was well equipped. It was spotlessly clean. It was about 3 blocks from the beach. There are beach chairs, umbrella and a cart to bring to the beach. The bathroom...
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Premier location in the popular beaches of Tampa Bay/ Clearwater area. -Five minutes walk to the popular Indian Rocks Beach - Shops, parks and restaurants are just around the corner -Amazing water views and lots of natural light -Private heated Swimming Pool & Spa -Kayak for two and 2 stand boards -...
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This luxurious property offers a perfect blend of indoor and outdoor living, with spacious accommodations for large groups or families, all while staying steps from the pristine white sand beaches and centrally located on Anna Maria Island!As you step through the front door, you enter a bright and...
Distance to beach: 75 feet to Indian Rocks Beach
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Stunning Gulf-Front 3BR Condo | Pet-Friendly | Newly Remodeled You are going to LOVE this breathtaking 3-bedroom, 2-bathroom end-unit condo directly on the Gulf of Mexico—with spectacular water views from every room! Recently remodeled, this unit truly stands out from others in the community with...
Featured review
The owners are super responsive and the condo was great. Perfect location.My only comment would be that the beds in the two guest rooms need to be updated.
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Angel Sea by Beach Retreats Vacation Rentals VRC19-000188 4118 5th Ave, Holmes Beach, FL 34217 6 Bedrooms | 3.5 Bathrooms | Sleeps 12 | Elevator | Heated Pool & Hot Tub This home can park up to 4 vehiclesWelcome to Angel Sea—a stunning 6-bedroom, 3.5-bathroom vacation home designed...
Featured review
House was very comfortable. Everything was as advertised. Pool heater was not working when we checked in. They offered us the use of the pool next door. It was very kind and made our trip perfect.
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Welcome to paradise- AMI VILLA! When you come to Anna Maria Island for vacation, make this charming Mediterranean beach 3 bedroom & 3 bath villa your home away from home! With much to offer, this home will have your family wanting to return to Anna Maria Island year after year.Features include: -3...
Featured review
This house is perfect for a large family. 3 bedrooms and 3 full baths. Close to the beach and provides everything you need! Chairs, umbrellas and a wagon to use to transport everything. Even an ice...
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Welcome to Sweet Home Anna Maria! Walk to Manatee Public Beach, Grocery Stores, Restaurants, Shopping & More! Private Heated Pool & Hot Tub with Plenty of Seating for the Whole Family! Game Room with Ping Pong, Dart Board, Extra Fridge & Bathroom Every Bedroom has an Ensuite Bathroom!...
Distance to beach: 3 miles to Belleair Beach, Florida 33786
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HEART and SAVElisting to receive real-time notifications and promotions.A blend of comfort and luxurious style greets you as soon as you enter this gorgeous Private Spacious Pool Home getaway with endless outdoor activities including putt putt, outdoor movie theater among many other games. While furnishing...
Featured review
Convenient, close to shopping, beach and activities and in a nice neighborhood. Clean, well equipped home with comfortable space. Beautiful pool, inviting large fire pit area, game room make this home...
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SEP to DEC 2025 : $225 a day (Taxes and Fees Not Included) - MIN 30 DAY RENTALLUXURY ISLAND GATED COMMUNITY! Enjoy water views of Anna Maria Sounds and Harbour Isle private lake from this gorgeous 3+ Brdm / 3 Bath, 3,412 total sq. ft. high-end flagship coach home! The unit is fully furnished with...
Featured review
Couldn’t be a better location as the glorious beach was two minutes away! And what a fabulous beach to walk. The sunsets were spectacular. Couldn’t get any more beautiful.
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Paradise Found - with Pool & Hot Tub 401 42nd Street, Holmes Beach, FL 34217 VRC17-000010 5 Bedrooms | 6.5 Bathrooms | Sleeps 12 | Heated Pool & Hot Tub Pet Friendly This home can park up to 4 vehicles Quiet hours at 10p-7a: please respect neighbors No cancellation...
Featured review
We rented this home for time with our kids and grandkids. It worked great! The rooms were spacious and it was great that every room had a bathroom. We had no issues. The kitchen was well stocked. The backyard...
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Latitude Adjustment Penthouse — a gorgeous 3BR/3BA coastal-contemporary escape at One Particular Harbour. Soak in stunning water views from the oversized sliding doors and enjoy an open, sunlit floor plan with a fully equipped kitchen and spacious living area.Relax on the screened lanai with...
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Welcome to The Oasis at One Particular Harbour! Sunrise Views and Bird Watching from your Private Lanai Short drive to the World Class Beaches of Anna Maria Island Community Pool, Splash Pad, Playground, & Activity Area Walk to Floridays or take a stroll around Robinson Preserve Fully stocked...
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Welcome to Sunset Seacret — your island escape at the Margaritaville-inspired One Particular Harbor! Step inside to bright, breezy coastal charm, a spacious chef’s kitchen, and 16 ft. glass doors that open completely to your screened waterfront lanai—perfect for morning coffee or sunset...
Featured review
Our 3 bedroom/3 bath unit was clean and gorgeous. Property felt very safe. Giving a 4 star rating only because the property pool in way too small for the number of units it serves.
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Welcome to Penthouse Retreat! 1 Mile to the World Class Beaches of Anna Maria Island Close proximity to Bradenton, Lakewood Ranch, Sarasota, and Tampa Community Pool, Splash Pad, Playground, and Activity Area Walk to Floridays or take a stroll around Robinson Preserve Fully stocked kitchen for...
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Welcome to Holmes Beach Retreat! Sleeps 7 Water Views of Anna Maria Sound! Sunset Views and Bird Watching from your Private Lanai Short drive to the World Class Beaches of Anna Maria Island Walk to Floridays or take a stroll around Robinson Preserve Fully stocked kitchen for all of your favorite home...
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Welcome to One Particular Penthouse at One Particular Harbour Margaritaville! Elevated Penthouse Living with Stunning Views from Your Private Lanai Short drive to the World-Class Beaches of Anna Maria Island Community Pool, Splash Pad, Playground & Activity Area Walk to Floridays or enjoy...
Distance to beach: 1 miles to Anna Maria
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Please check rates before inquiring. Thank you!Welcome to Margaritaville’s One Particular Harbour, a gated community brimming with exceptional amenities and nestled along the peaceful Anna Maria Sound. This beautifully designed 3-bedroom, 3-bath Nautica model offers the ideal balance of comfort,...
Featured review
This was the most well equipped condo we’ve ever stayed in. The owner was very accommodating! The trip over to the island is very short with little traffic despite what we “heard” prior to our visit....
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Spacious 3BR WATERFRONT escape with dock, pool table, SUPs, beach gear, sunsets, and a quick 3 minute walk to the sand. Perfect for families, groups, and memory-making stays in the heart of Indian Rocks Beach. 3/2, Sleeps up to 7.Description *Your Private Intracoastal Retreat — Just Steps from...
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My wood-frame beach cottage was built in 1936, and was originally part of 6-8 cottages and a lodge house. It is the only surviving cottage, many having been taken by hurricanes. (Forward of the cottage’s beach, a street and an entire city block of the old subdivision are submerged beneath the...
Featured review
We have an amazing time at the beautiful Walker Beach Cottage. We stayed 2 weeks and we were so sad to leave. So great to wake up to the beautiful sunrise and waves crashing. Every night we just walked...
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This charming unit with a PRIVATE entrance is part of a cozy three-unit complex, sharing only the pool and grill, with pool-front views and easy-access parking. This spring, enjoy blooming island beauty and warm coastal breezes just steps from sparkling beaches, local restaurants, and unique boutiques,...
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Retreat this spring to the warmth and laid-back charm of Anna Maria Island, where blooms and gentle breezes fill the air. This unit features a PRIVATE entrance in a cozy three-unit complex, sharing only the heated pool and grill area. Just steps from sandy beaches, enjoy sunsets, dining, and shops. Hop...
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Welcome spring at the Suites, where sunshine, blooming flowers, and coastal breezes set the tone for a perfect getaway. Just steps from the beach, enjoy morning coffee or evening sunsets on the spacious screened porch. Stroll to shops, dining, and island attractions, or hop on the free ferry to explore...
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Welcome to 75 Palms! Short drive to the World Class Beaches of Anna Maria Island Private Gated Oasis: 2 Houses, 1 Lot, 8 Bedrooms Heated Pool, Hot Tub, Outdoor Kitchen, BBQ Grill Pickleball Court, 3 Hole Putting Green, Fire Pit & More! Game Room:98 in Smart TV, Billiards, Foosball, Arcade...
Featured review
75 Palms was amazing! We had a group of 21 people for a senior boys spring break trip, and it was perfect. The outdoor area is very big, and there’s a lot to do. The swimming pool is a great size, the...
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This fully updated home is walking distance to beach. Sleeps comfortably 6 people. Hot tub coming September 2024!
Featured review
Fully updated and conveniently located, this duplex is hosted by a lovely couple with your comfort in mind. Quiet neighborhood, 2 blocks from beach. VERY clean. Kitchen equipped with top of line appliances....
Distance to beach: 0.1 miles to Indian Rocks Beach- 2 minute walk
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Book EARLY to secure your vacation! Rare high season opening at this waterfront beach home — walk to Indian Rocks Beach and enjoy private dock access! Welcome to your private coastal getaway! This fully renovated 3-bedroom, 2-bath single family home is perfectly located on the Intracoastal Waterway—just...
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Escape to Manatee Manor, your modern 4BR Bradenton retreat just 6 miles from Anna Maria Island and 4 minutes to Robinson Preserve. Enjoy a heated screened pool, tiki bar, and fenced yard for total privacy. Perfect for families, snowbirds, and pet lovers—relax under the palms, grill by the pool,...
Distance to beach: 2 miles to Palma Sola Causeway Park
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⭐ OVERVIEW4BR / 2BA private home in Bradenton, FL Heated pool & hot tub (complimentary heat included) 3 King Suites + bunk room w/ trundle (family-friendly) Game room with Pac-Man arcade, shuffleboard, cornhole & frisbee golf Outdoor oasis with fire pit, BBQ grill, bar area &...
Featured review
Bill and Heather were very attentive. House was in perfect location to drive to beach, or stay at pool.Upon arrival we had a couple normal issues and Bill and Heather wastes not one minute taking care...
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Spend your days playing in the pool and soaking up the sun at this coastal escape! The huge screened lanai includes a pristine new heated saltwater pool with a spillover spa and sun ledge, outdoor living and dining space, pool toys and lawn games. The updated 3 bedroom, 2 bath interior is bright and spacious,...
Featured review
The pool and hot tub was definitely the highlight of this place. The second place award goes to the large wifi/TV that allowed us to view some family videos from our laptop onto the big screen, as well...
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