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Top Reasons to Book: - Minutes to Anna Maria Island Beaches - Modern 3-Bedroom Smart Home in Quiet Hunters Point Neighborhood - Game Room with Pool & Foosball Tables - Private Patio Perfect for Grilling & Relaxing - In-House Elevator & Tesla EV Charger - High-Speed Wi-Fi...
Distance to beach: 2 miles to Bunge Beach
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Discover this like new 2-bedroom home in Fort Myers. This modular home features 1 queen bed and 2 twin bed, perfect for an escape from the winter cold. With resort amenities like the heated swimming pool, pickleball courts , tennis courts bocce ball and horseshoe courts there will be plenty to do within...
Featured review
We enjoyed a month-long stay in this home during January of 2026. The home was comfortable and met our needs with good kitchen appliances and washer/dryer and some beach supplies. The bikes were appreciated...
Distance to beach: 900 feet to One block to Lowdermilk Beach
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Ready to soak in the best of Naples? This highly sought‑after property is open for select summer months in 2026—book early for this popular season!Located just one block from pristine Lowdermilk Beach and the brand‑new Four Seasons, this beautifully updated second‑floor condo offers the...
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From the moment we arrived at the condo at Coquina Cove we felt right at home. The condo was beautifully set up with everything you could possibly want or need during your stay. The host Elise was great...
Distance to beach: 0.5 miles to Manatee Beach
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2 bed/2bath condo on second floor, fits up to four guests, close to the gulf beach. Turnkey furnished and spruced by the owner. Shops and restaurants are close by. Trolley stop for free rides on the island is around the corner. Come and enjoy!Just remodeled and equipped with more than everything...
Featured review
This condo was the PERFECT place for our family of three to enjoy Anna Maria Island! It was clean, cozy, and had everything we needed! Carla was a wonderful host who was very accommodating and gracious...
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Welcome to your dream rental on St. Pete Beach! Freshly remodeled from top to bottom, this stunning 2-bedroom, 2-bath waterfront home offers the perfect blend of modern comfort and relaxed Florida vibes.Step inside to discover all-new flooring, a custom kitchen with quartz countertops, sleek stainless...
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Distance to beach: 5 miles to 1
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Cozy 3-Bedroom Mobile Home Near Clearwater BeachEnjoy a comfortable stay in our 3-bedroom, 2-bath mobile home, perfect for families or groups of up to 8 guests. Each bedroom features its own TV and air/heating, the living room has a TV, and the kitchen is fully equipped.Located in the Clearwater/Largo...
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Escape to Palmetto Serenity – Brand New Cape Coral VillaHighlights- Sleeps 6–7 | 3 bedrooms | 2 bathrooms- Private heated pool with patio & outdoor dining- Fully equipped kitchen & open-concept living- Wi-Fi, smart TV, fishing poles & family games- Bikes,...
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NEW LISTING! Welcome to Bay Dream Believer, your luxurious bayfront escape on beautiful Longboat Key! This bright and beautifully upgraded condo offers breathtaking views of Sarasota Bay through massive picture windows and an enclosed patio that lets you soak in the scenery year-round. Located just across...
Featured review
Great location on Longboat Key…out of the crowds with great beaches. Windward Bay where this is located, is a lovely larger condominium community with excellent amenities. The pickleball group is awesome....
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Beach Paradise by Beach Retreats Vacation RentalsLongboat Key, FL 3 Bedrooms | 3 Bathrooms | Sleeps 6 | Steps to Beach | Community Pool Views | 30-Night Minimum StayYour Longboat Key Retreat Welcome to Beach Paradise, a spacious 3-bedroom, 3-bath home perfectly situated just steps from the...
Distance to beach: 3 miles to Boca Grande, Palm Island South , Manasota Key
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Four-bedroom condo. Quiet & secluded. Newly renovated pickle ball court!! Minimum stay: 14 days No Pets or SmokingGorgeous newly renovated condo. Professionally decorated & carefully designed to provide the perfect blend of space & functionality. With an open & airy plan, the...
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Location was what initially attracted us to The Sanctuary. Out your back door is Florida nature at its best between Lemon Bay Conservancy and Amberjack Environmental Park. However, our experience has...
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306 67th Street Unit B Holmes Beach, FL 34217 VRC Caribbean Surf by Beach Retreats Vacation RentalsHolmes Beach, Anna Maria Island 3 Bedrooms | 2 Bathrooms | Sleeps 6 | Private Heated Pool | Pet-FriendlyYour Anna Maria Island Bungalow Retreat Welcome to Caribbean Surf, a bright and inviting...
Featured review
The home has recently been redone, very comfortable and accomodating with a nice sitting deck and new pool. We had a short walk to a beach access and the location allowed us to visit the north island area...
Distance to beach: 4 miles to Siesta Key Beach
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Newly renovated 2br /1 ba, shower cubicle, 980sqft, ground floor, private backyard, condo in the Sienna Park, Sarasota Fl.
Featured review
I very much enjoyed staying here for two months. Everything in the condo worked well, the location was great for me and my cat. Easy to get downtown or to the beaches and many golf courses.The complex is...
Distance to beach: 4 miles to Lido Key
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Enjoy this delightful and brand new home located in Gillespie park. The layout of the house is very comfortable with a delightful front porch and a lanai for morning coffee in the private back yard. The kitchen is well stocked with dishes and cookware, with the newest appliances. It is fully furnished...
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Welcome to Villa SunshineQuiet SW Cape Coral neighborhood, serene setting with an open view of the swimming pool, hot tub, canal basin and tiki hut. This 4 bedroom, 2 bathroom house and three-car garage is a great seasonal vacation rental. Immediately when entering the large front door one is impressed...
Featured review
The cancellation process was a breeze. Our agency was very understanding. We would use them again.
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This first floor colorful unit sleeps 6 and you will love the sandy beach just outside the lanai door with comfortable patio chairs. Walk past the dune to enjoy more beach and the Gulf of America. A lovely spot to watch sunsets. The unit is upgraded and comfortable for couples traveling together or with...
Distance to beach: 25 miles to Fort Myers Beach
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Property Highlights: • Heated solar pool overlooking the canal (cost included) • Private dock & boat lift – bring your boat! • Covered poolside lanai w/ customizable string lights • Arcade + game room (fun for kids & adults!) • 3 bedrooms / 2 baths with new...
Featured review
Though I didn’t stay here myself (I sold the property to these amazing hosts), I can vouch for their flawless setup. Every detail screams thoughtfulness—from plush comforts to top-notch entertainment...
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Escape to this heated pool paradise in Palm Harbor! Snow-bird friendly. Perfect for winter getaways with heated pool and hot tub ! Located just minutes from Honeymoon Island State Park and Crystal Beach. Ideal for families and extended stays with 3 generous bedrooms + comfortable living room space, smart...
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The house was just as it was represented . Clean comfortable and enjoyable. We will return on our next visit.
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Completely updated 3 bedroom/2.5 bath townhome located in the Bermuda Bay Community. Bermuda Bay is a beautiful Gulf to Bay property that is located directly across the street from the white sandy beaches offering you all of the conveniences you would want in an island stay. The complex has a large heated...
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Cheerful Serenity – Luxury Waterfront Oasis on Perico Bayou with Pool, Dock & Sunset ViewsWelcome to Cheerful Serenity, a cheerful 3 bedroom, 2 bathroom waterfront escape with unforgettable sunset views over Perico Bayou. This serene cul-de-sac location feels worlds away yet keeps you close...
Distance to beach: 8 miles to Marco Island
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Weekly or Monthly rental, furnished. This home has a two-car garage, private patio, three bedrooms and 2.5 baths. This casita has all you need to have a relaxing vacation. Laundry room, master bedroom and master bath are all other bedrooms including laundry room are on the second floor, and all living...
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Experience the ultimate beach getaway in this meticulously updated Naples Park beach house. Located on the coveted 500 block, mere minutes from Vanderbilt Beach, this charming abode offers a spacious layout with two serene guest bedrooms upstairs and a cozy master bedroom on the main level. Immaculately...
Featured review
This house is the Perfect Location!!! 13 minute walk to the beach. The pool was new and we enjoyed it everyday! Meredith at the rental agency was super quick with responses. The beach umbrella in the garage...
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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 Tropical Sunset 4, a refreshed and inviting two-bedroom, two-bath retreat just a quick two-minute walk from Holmes Beach. This third-floor condo blends comfort, style, and convenience, offering beautiful water views along with access to a heated community pool, BBQ grills, and a picnic area....
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Walk from your room to the new heated Pool with all new furniture, to the Beach, to the Ocean with this newly remodeled Tradewinds 1 Bedroom 1.5 bath beach front 4th floor Island view condo with a Well appointed Kitchen with New Stainless steel French door Fridge with filtered water and ice maker, oven...
Featured review
We stayed both January & February of 2024, & thoroughly enjoyed it! The condo is small, but George & Lisa were sure to provide everything you will need for a great stay! The morning views of the sunrise...
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Welcome to the Modern SailorModern Sailor is a cozy fully remodeled three-bedroom, two full bathroom vacation home with amazing conveniences. This bungalow style home which was recently updated is situated close to the desirable Cape Coral Yacht Club area within min. to downtown Cape Coral with Gulf...
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Welcoming first floor unit with attached garage. Access the garage from inside the condo. Well maintained, updated appliances, all furnishings updated and modern. Stainless steel kitchen. Granite tops throughout all bathrooms and kitchen. Master bedroom with King bed, walkin closet, double sink, newly...
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Brimming with historic character, this charming ground level 1 bedroom/1 bath cottage has a bright modern, organic feel–and is merely steps from the white sandy beaches. With dramatic vaulted ceilings and secluded garden settings, The Cozzi Cottage offers everything you'd want in a beach vacation....
Distance to beach: 5 miles to madeira beach
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You will have everything you need & MORE when you stay here with us! Even though Madeira Beach is just a few minutes away and you are close to SO MUCH to do, you may not want to leave the house! Whether you want to soak up some sun by the pool, chill in the spacious backyard, or snuggle up on the...
Featured review
The rental we chose was based on the occupancy size and a private pool. It suited our needs and was comfortable. Unfortunately cooler temps kept us out of the pool. The house seemed newly renovated. Crisp...
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Vacation rental close to the # 1 beach in the US - Siesta Key on the Gulf of Mexico (Sarasota)Siesta Key, awarded for its pristine, powdery white beaches and its azur blue waters is the perfect escape from everyday life.Whether you are looking for a perfect destination for your vacation, a romantic...
Featured review
We spent 18 days at the unit. The Unit is beautiful and clean. We enjoyed the location and hope to return next year.
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Step into 1,850 square feet of bright, airy relaxation in this beautifully designed vacation home featuring an open floor plan and a sleek, modern interior. Bathed in natural light and kissed by warm southern sun, this inviting space is perfect for families, friends, or couples looking to unwind in style. The...
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Welcome to Crystal Beach Sands in Palm Harbor, located just 1/2 a mile from Crystal Beach and minutes from Sponge Docks, This home is the perfect family vacation home. It is fully stocked and features a game room equipped with a pool table, air hockey, two retro arcade games & board games. Spacious...
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Welcome to AMI North Shore Retreat, a beautifully updated coastal escape located at 708 North Shore Drive in the heart of Anna Maria, just north of Pine Avenue and only a short stroll to the island’s most loved shops and restaurants.Perfectly positioned only about 400 steps (0.2 miles) to the...
Distance to beach: 6 miles to Yacht Club public beach
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Escape to our modern 3-bed, 2-bath waterfront getaway in Southeast Cape Coral, Perfect for up to 6 guests, this beautifully situated Gulf access home, nestled in a quiet, yet convenient neighborhood features an open-concept design, easy access lanai and grill, and a dock. Panoramic canal views from the...
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Super convenient, carfree living in this renovated 2 BR/2bath terrace condo with view of professional golf course, 2nd Floor, elevator access , screened lanai in gated community. Pool and tennis courts in close proximity. Living area has large mounted TV, comfortable furniture with screened porch access....
Distance to beach: 1 miles to Vanderbilt Beach
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BRAND NEW ON THE RENTAL MARKET WITH AN OPEN CALENDAR FOR YOU TO CHOOSE YOUR PREFERED DATES!! Beautiful 3 bedroom home with southern exposure located in the desirable 600 block. Walk, cruiser bike or take our local shuttle service to Vanderbilt Beach! This home offers an open floor plan, high ceilings,...
Featured review
We loved this home! The location in north Naples was ideal- close to Mercato, Vanderbilt Beach / Wiggins state park. The home is EXCEPTIONALLY well equipped in every way from PLENTY of beach towels, to...
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Unwind in this coastal-style home featuring a private pool and serene backyard oasis. Just a 5-minute drive to the beach, this relaxing escape offers comfortable home with coastal decor, outdoor lounging, and everything you need for the perfect seaside getaway. Perfect for families or small groups looking...
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Welcome to Amalfi ShoreAmalfi Shore is a stunning vacation rental nestled in the heart of NE Cape Coral, in close proximity to Del Prado and Pine Island Road, only 10 min. from Downtown Fort Myers, 30 minutes to Fort Myers Beach and about 30 minutes to Florida International Airport. Here relaxation...
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Enjoy peaceful waterfront living in this comfortable and spacious 2-bedroom, 2-bath waterfront condo located on the south side of Palma Sola Bay—just under 3 miles to Anna Maria Island’s beaches! Relax on your screened lanai and take in tranquil canal views with frequent manatee and bird sightings.The...
Featured review
Thank you to Cheerful Rentals for arranging this beautiful spot for me to stay for the winter in Bradenton Florida. The accommodations was everything that was described plus more! Clean, beautifully decorated,...
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Villa Helios is the perfect home for guests seeking a private residence in one of Cape Coral's most popular SW neighborhoods. Situated close to the ever popular Cape Harbor Marina in Cape Coral, this home is ideal for visitors seeking a home where outdoor living is a very important part of their...
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Need a GREAT AMI GETAWAY? Just steps from the bayfront park in the City of Anna Maria is a charming island beach house called “La Cocolia” lovingly translated as the "little crab". This property is ready to host you and your family as you enjoy this newly renovated and decorated...
Featured review
The property is centrally located on the island which makes it very convenient. It has everything you need, and was very clean. We would definitely rent it again.
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Not doing work on My balcony This building will have construction being done on the 01 and 02 UNITS No work on my unit balconies starting July 27 and last thru October. Limited time after 10 AM TO 4 PM. O.K WEEK ends pool access during this time. Beach access will be available! Not doing work on my balcony...
Featured review
We enjoyed our stay and loved the location with great views and sunsets on the beach! Condo was stocked with everything you need to prepare meals, although we visited the restaurants every night to get...
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Exquisitely updated 2/3 bedroom condo surrounded by the most beautiful nature in Bonita Bay. Comfy living room and dining area with gorgeous water views, which attract loads of Florida birds. Cozy den has pull out sofa bed and can also be used as a 3rd bedroom. Primary bedroom features a king sized...
Featured review
The condo was beautiful and the setting was incredible. We had a few glitches as it was a new purchase and the first time it was rented out. The owner was quick to respond and resolve any issues. Very comfortable,...
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Enjoy our third floor upgraded apartment with new wood plank flooring, including on the lanai, new leather couches with queen sleeper in the living room, upgraded baths, and a collection of movies on DVD and VCR. The stereo can play an iPod, CD’s, radio and even a cassette.Bring your boat...
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A-204 is a beautifully remodeled unit with spectacular gulf views from the 2nd floor lanai. Our lanai is furnished with a new deep seat sofa, table and chairs for dining, and motorized floor to ceiling solar screens.The unit is tiled throughout, with a new fully equipped kitchen featuring granite...
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Riverhouse King - Cape Coral Riverfront Escape The Riverhouse King reigns supreme as a luxurious Cape Coral waterfront villa. With commanding river views and upscale interiors, it offers the ultimate Florida experience. Whether you’re seeking adventure on the water or evenings of sunset relaxation,...
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Indulge in the ultimate beach escape to “Oceans Blue” located on the *premier corner* of Coconut & Los Cedros in Anna Maria. Oceans Blue is a very short walk (only 0.15 miles) to the gorgeous, white sandy beaches of Anna Maria Island, just north of Pine Ave. This *ultimate beach house*...
Distance to beach: 5 miles to Naples Downtown and Pier
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Escape to paradise in our luxurious vacation home! Located just 5 miles from downtown and Naples beaches, our vacation home offers the perfect blend of convenience and tranquility.Enjoy breathtaking lake views right from the comfort of your own private oasis. Our lake view with its fountain adds an...
Featured review
Located in a gated community, this home was more than we had imagined. The home has very spacious rooms. The kitchen had every necessity covered. The master bath is luxurious with a walk in shower, large...
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The View at the Bradenton Beach Club offers panoramic views of the Gulf of Mexico and beautiful beaches from the living room, primary suite or private screened balcony. The condo is part of the Bradenton Beach Club that provides the very best in vacation accommodations. Amenities at the BBC include two...
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110 11th Street South - Bradenton Beach - FL 34217No cancellation fees! Cancel 60+ days before arrival → Full refund Cancel within 60 days → No refund Extended stays & bookings $20,000+ → Full payment 90 days prior, non-refundable $500 deposit due at booking; balance due 60...
Featured review
The house was beautiful, lots of space to spread out with a family of 12. Location was perfect, beach on one side and bay on the other. Had everything we needed for cooking, pool, and relaxing. Pool was...
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Stay steps from the sand in this charming single-family home. Enjoy exclusive beach access at Sunburst Inn, featured on HGTV. Cozy comfort for up to 4, and an unbeatable location on the Gulf. Perfect for a romantic escape or small family getaway.Description This one-of-a-kind single-family home is...
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