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Gertrude's Village House Top location on the island with 3 patios and private gate into world famous Siesta Key Village! Leave the car behind and walk to white-sand cays, 20 bars and restaurants, quartz-sand beach with calm water, ice-cream, shopping, daiquiris, live music, craft beer, fresh oysters...
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BEAUTIFULLY UPDATED THREE BEDROOM CONDO JUST MINUTES FROM VANDERBILT BEACH: This three bedroom two bath condo located off Vanderbilt Beach Road is only a short stroll to the sandy white beaches and stunning, colorful sunsets. Wood-look tile has been recently installed throughout the entire condo and makes...
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This lovely and colorful 3rd floor unit has an incredible view of the Gulf of America to enjoy with your family members from a very comfortable lanai. New flooring, two newly renovated baths, and flat screen TV's in living room and bedrooms. The kitchen is fully equipped and beach chairs and umbrella...
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End unit of the 4th (top) floor - elevator is only a few steps away from unit. Covered parking. Master suite features a large tiled walk in shower, king bed, twin nightstands, dresser & mirror, a wall mounted smart TV, walk in closet, and ceiling fan. Guest room has two twin storage beds, nightstand,...
Featured review
The condo and the Heritage Landing community including the Golf and Tiki Bar were outstanding! We are actually considering purchasing a home in the community or at least a 6 month rental next year. I...
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Experience comfort and style in this beautiful relaxing coastal designed one bedroom, one bathroom villa. Just steps away from the pool, this cozy retreat offers a welcoming atmosphere ideal for couples or solo travelers looking for a relaxing getaway. This villa features a spacious bedroom, a large walk...
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35 Steps to the Beach at Runaway Bay 104 is a 1 bedroom/1 bath, ground floor condo that can sleep 4. Featuring the largest heated pool on the island, private beach access, gym, and an array of amazing amenities, this ground-floor condo is your perfect home base on the Gulf Coast. The fully-equipped kitchen...
Featured review
We had a great time on the island. The condo seemed to be completely remodeled. It was comfortable and convenient to the beach, grocery store and restaurants. We like the bottom floor and ready access...
Distance to beach: 2 miles to Clam Pass
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Location, location and everything you could ask for at this beautiful, centrally located condo in the most convenient location in all of Naples. Truly a gem, this freshly renovated condo enjoys tranquil western facing sunset views and quiet nature where you can watch golfers putt on the green and tee...
Distance to beach: 0.2 miles to Marco Island South Public Beach Access
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Our spacious ground floor condo has all the room and amenities you'll need for your Marco Island retreat just steps away from the beach. The large fully equipped kitchen will let you cook together as a family or a couple that likes room! The common space is also tremendous with views off the lanai...
Featured review
We stayed for two months and loved the property that is well equipped and very quiet. Close to the pool and a short walk to south beach. The owner is a communicator and our stay with easy and comfortable....
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True Beachfront Escape + Elevator + Hot Tub + Golf Cart | Serendipity Anna MariaWelcome to Serendipity, your pet-friendly beachfront sanctuary on the coveted north end of Anna Maria Island — where quiet mornings, spectacular sunsets, and the rhythm of the Gulf create the perfect island escape.Perfectly...
Distance to beach: 1 miles to Crystal Lake Park
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Waterfront Gulf access home, boat dock, 3-bedroom 2.5 baths, pool home with den for extra sleeping or office space. Fully stocked and equipped kitchen with stainless steel appliances and granite countertop to cook all your favorite meals. Enjoy the tiki view of Meadowview Lake with direct access to the...
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WELCOME to "Paradise on Pine" – a stylish island retreat perfectly situated in the heart of Anna Maria! This charming 3-bedroom, 2-bath vacation home is nestled right on Pine Avenue – just 1.5 blocks to the stunning Gulf beaches and only a few blocks from the bay, City Pier, and...
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The Coconut Plantation is the pinnacle of Naples luxury living. Prepared to be enchanted upon arrival as you are greeted by a lush landscape. Royal Poinciana frame this plantation style house that overflows with southern charm. A brick paver circular driveway provides the gateway to this southern style...
Distance to beach: 4 miles to Vanderbilt Beach
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Our property is a newly renovated 2-bedroom, and 2-bathroom unit located on the first floor of Cypress Woods Golf & Country Club. Cypress Woods is a hidden gem in North Naples offering a Golf course with narrow fairways and challenging greens, plus a dining room and banquet facility. There are two...
Featured review
This condo was the perfect place to unwind and enjoy everything the Naples area has to offer. The space feels calm, fresh, and very intentionally put together—nothing cluttered, nothing overlooked. It...
Distance to beach: 6 miles to Naples City Beach
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Positioned on one of the largest lots in Glen Eagle, the house has over 2,300 square feet living space, enough for the entire family! The house has 3 bedrooms and 3 full bathrooms, spacious living room, separate dining room. The kitchen has granite counter tops with large island and breakfast bar. The...
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"We had a spectacular seasonal stay at this beautiful, large home! The spacious layout was perfect for our group, giving everyone plenty of room to spread out and relax. We actually rented seasonally for...
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Welcome to “Barefoot Mermaid 3” a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria Island. The serene location of this property is just amazing. Located steps, less than 50 ft to white powder sand beaches of the Gulf of Mexico and less than a few flip flop...
Featured review
We were so pleased with Barefoot Mermaid 3. Everything was so clean and well cared for. The kitchen was stocked with the things we might need. We were so close to all our favorites like The Sandbar, Mademoiselles...
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Welcome to Lovers Key Beach Club, with nine condos to choose from. Enjoy a private beach getaway with ocean views, and watch the sunrise and sunset right from your balcony. Each condo comfortably sleeps four, with a king bed and a pull-out couch, and kitchens equipped for cooking. Linens, towels, and...
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Beachfront boho escape on Anna Maria Island NEW heated Gulfside pool + hot tub with sunset views 4BR layout with private cottage for extra space & privacy Steps to the sand + paddle boards, bikes & INCLUDED 6-passenger golf cart Serene north-end location — the island retreat guests...
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Soak in the Cape Coral Lifestyle in This Eastern Exposure Heated Pool HomeWelcome to your private Southwest Florida retreat, where sunny mornings, warm breezes, and effortless indoor-outdoor living come together. Perfectly located in one of Cape Coral's most desirable areas, this home places...
Distance to beach: 900 feet to gulf of mexico
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You Will Love Our 1300 Sq. Ft. End Unit Overlooking Views Of Back Bay. Five Rooms, 9 Ft. Ceilings, 18'X16' Living Room, Tiled Kitchen, Tiled Bathrooms And Dining Room. 30 Ft. Screened Terrace With Your Own Washer/Dryer. Master Bedroom(King Bed) With Full Bath, Walk-In Closet. Guest Room...
Featured review
We rented in Casa Marina Phi and Marilyn were great host. It very clean and had everything we needed. We loved sitting on balcony in the morning, pool across the street and a 10 minute walk to the beach....
Distance to beach: 8 miles to Englewood Beach, Boca Grande
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Seasonal/half a year/short term time available throughout the year. Vacation in this beautiful 3 bedroom/3 bath Rotonda West home with large private lot, over HALF ACRE . This is a special, very comfortable home with fantastic layout, with a total of 3200 sf under the roof : OPEN CONCEPT with HIGH ceilings;...
Featured review
This home was just what we were looking for, room to spread out, location, quiet neighborhood, clean and well stocked! The pool in the lanai is perfect, cleaned every week by the pool guy. We used it...
Distance to beach: 0.8 miles to Vanderbilt Beach
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You’ve just found your perfect vacation home in Vanderbilt Beach! Coastal contemporary and young (all new construction amenities). This home will surely get your attention with all the features and tasteful details. Don’t hesitate.Walk to the beach to watch the Bocce games and sunsets,...
Featured review
Our family of 6 stayed at Second Wind and had the best time. The house is beautiful and updated, the neighborhood lovely and location could not be beat. The beach, great restaurants and stores so close....
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Welcome to The Salty Ginger Hideaway!Escape to paradise in this beautifully furnished 2-bedroom, 2-bath waterfront condo—just minutes by boat to Charlotte Harbor! With space to comfortably sleep 8, this serene retreat offers the perfect blend of relaxation and convenience.Enjoy a sparkling...
Featured review
We stayed in this condo over Memorial Day weekend and everything was absolutely perfect. The place was clean cozy had everything we needed. The pool area was just perfect and of course the location was...
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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....
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Welcome to your charming coastal getaway! This beautifully renovated 2-bedroom, 1-bathroom duplex cottage is perfectly situated right across from the stunning beaches of Bradenton Beach, ideal for your next seaside escape. Inside, you'll find a bright and modern space with all the comforts of home....
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Welcome to your perfect getaway! This beautifully designed 3-bedroom, 3-bathroom vacation home offers the ideal blend of comfort and convenience with a large open floor plan that's perfect for relaxing, entertaining, or simply enjoying time together. Step into the heart of the home—a bright...
Distance to beach: 9 miles to Boca Grande, Englewood Beach & Manasota Key
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Fully loaded...includes beach chairs, umbrellas, coolers, beach towels, grill...just bring your clothes, food, drinks and sunscreen!BEAUTIFUL AND CLEAN 2,100 sq. ft. home in Rotonda West INTERNET & CABLE TV MOVIES AND GAMES available HEATED POOL w/built-in pool bench PRIVATE WOODED BACKYARD LANAI...
Featured review
Making our arrangements with Linda could not have been easier. She was very friendly and helpful and made us comfortable with the transaction from the very start. The moment we arrived, the home itself...
Distance to beach: 13 miles to Manasota Key Beach
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This brand-new open concept condo with lanai looks out on the restful green of the golf course and pond in Wellen Park Golf & Country Club. Everything in this coastal-themed condo is new and chosen for comfort and relaxation.Main suite: large, light-filled room with King bed, ceiling fan, 65"...
Distance to beach: 1 miles to Cape Coral Yacht Club Beach
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Don´t Miss The Video Tour!Modern furnished Villa Sunshine pool villa in the attractive Yacht Club area. 3 min by car to the closest sandy Beach Yacht Club Beach. Walking distance to Cape Coral downtown.The pool is solar heated.Villa Sunshine has an open floor plan with lots of space...
Featured review
This rental was very well appointed. Kitchenware well-equipped . Does need a new canopener....Loved using launi and pool and the canal. Beds were comfortable. Everything just as presented on web tour.
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NEW Riverfront Luxury Retreat | Heated Pool + Spa | Sunset Views | Gulf AccessSleeps 6 | 3 Bedrooms | 3 Bathrooms | OfficeWelcome to your private slice of Southwest Florida paradise—where breathtaking river views, stunning sunsets, and luxury living come together. Tucked away on a quiet...
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Luxury Coastal Retreat + Elevator + Complimentary Golf Cart | Serendipity DeuxWhere luxury meets effortless island living, you’ll find Serendipity Deux — a beautifully designed 4-bedroom retreat offering refined interiors, premium beach access, and an unbeatable Anna Maria Island location.From...
Distance to beach: 0.3 miles to Marco Beach
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Recently remodeled 2 bedroom, 2 bath condo located one block from the beach on beautiful Marco Island. Situated on the second floor, this location offers convenient walking to local restaurants, shopping and the wonderful beach! A heated community pool which was renovated this season awaits for leisurely...
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Come share our home with our newly installed electric heated saltwater pool and spa in Lovely Cape Coral. Our home has a lot of upgrades. It is perfect for a private quiet place to sit by whether it’s the pool, the hot tub, patio or lanai. The fully -fenced backyard includes the BBQ grill, fruit...
Featured review
The home is exactly as described. Plenty of space to spread out. Great place to relax and enjoy the heated saltwater pool and hot tub. The kitchen is well stocked with everything you need to cook. Very...
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78- REVIEWS to see REVIEWS please go to VRBO 408 7983 Bedrooms [ 1 King -2 Queen-1 Crib 2.5 Baths 6 sleep [-3 TV] Living room with Fireplace H.speed internet{ Wireless] Washer and Dryer Complete Kitchen Convenient bathroom main floor Quiet privet garden area with POND and B Q Quiet...
Featured review
This townhouse is located close to everything; walking distance to the river and marina, walking distance to Planet Fitness and shopping, quick drive to Ft Myers Beach and Sanibel, a short walk to the heated...
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A few things that make Martinique South Unit 306 special: Holmes Beach on Anna Maria Island - Beachfront Community swimming pool and spa Community elevator, gas grills with picnic tables for outdoor dining Community laundry on each floor Professional linen services Complimentary WiFi Beach chairs,...
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Cozy - Stylish - Luxury Retreat – 3BR/2BA Home Designed for ComfortWelcome to your relaxing getaway where cozy charm, modern style, and a touch of luxury come together effortlessly. This beautifully decorated 3-bedroom, 2-bath home is perfect for families, couples, or small groups looking for...
Distance to beach: 5 miles to Siesta Key Public Beach Access
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Come and unwind in this quiet and cozy 2 br/1.5 ba, first floor end unit condo, situated just a short 10 minute drive to the cool emerald waters of Siesta Key, named the nation's best beach - twice! Relax in this tastefully furnished condo located in a small, quiet community, surrounded by grocery...
Featured review
We had a wonderful stay in this beautifully decorated and updated condo. Enjoyed the pool. The place was quiet and close to the beach. The owner was very friendly and accommodating. We loved it so much...
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 and fall months in 2026—book early for this popular season!Located just one block from pristine Lowdermilk Beach and the brand‑new Four Seasons hotel, restaurants and shopping, this beautifully...
Featured review
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...
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This well appointed condo is the perfect home base for your trip to Fort Myers Beach. Fabulous location, at the exclusive "Sandarac" complex on the quiet south end of Estero Island. You will not have to walk, drive or travel to the beach because this property is "on" the beach! This...
Distance to beach: 100 yards to Vanderbilt Beach
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Life is Good at The REGATTA! One Block to Naples Pristine Beach with a Great View at just $14,000/month in season! Naples Florida is ranked among the Top 10 Florida vacation destinations by US NEWS & WORLD REPORT! Luxury 3BD/3BA with a spectacular panoramic water view is the perfect vacation rental...
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Run to the Sun is a 2 bedroom/2 bathroom updated condo located in the sought after Runaway Bay community and has breathtaking bay views. Everything you need to complete your ideal beach getaway, can be found at Runaway Bay! Runaway Bay is a Gulf to Bay complex that is less than a 1/2 block away from the...
Featured review
Such a wonderful location right across from the beach, unit was spacious, clean everything use need. Anna Maria is so special the sunsets are amazing, it's walkable for restaurants, shopping. I've been...
Distance to beach: 5 miles to Ft Myers
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Fall and Snowbird Season availability!Enjoy this private, end unit, 2 bed 2 bath, 2nd floor condo in beautiful Fort Myers. We are ready to welcome you for your getaway! We allow weekly, monthly, or seasonal rentals. Book Direct to save on platform fees! Discounts apply to 28+ night stays. When you...
Featured review
We enjoyed every minute of our stay! The Condo was clean and inviting! There's a covered Lanai to sit on which was great at night and morning coffee. Short drive to Fort Myers beach and walking distance...
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...
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Moondance Villa – Waterfront Bliss in Cape Coral ??? Highlights- Sleeps 6 | 3 Bedrooms | 3 Bathrooms- Private heated pool with canal views- Waterfront patio & tropical garden- Outdoor bar, lounge & multiple TVs- Pool table, BBQ grill & outdoor dining- Fully equipped...
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Tranquil home with solar-heated pool, games, & open indoor-outdoor living spaceWelcome to your dream vacation retreat in beautiful Cape Coral, Florida! This stunning home offers the perfect blend of relaxation, entertainment, and convenience, making it the ultimate escape for families, couples,...
Featured review
We spent an awesome month at this extraordinary beautiful home. We’ve rented homes in different areas of Florida for years but never have we been so pleased as we were when we arrived. First of all dealing...
Distance to beach: 6 miles to Englewood Beach, Boca Grand Siesta Key
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The villa is furnished and tastefully decorated. Fully equipped with everything you can ever need to have a relaxing vacation. Spacious master bedroom with a king sized bed which provides you with the rest you need during your vacation. The master bedroom has a TV and a dream ensuite bath with a Roman...
Featured review
This was our second holiday in this holiday home. We enjoyed it very much again. As with our last stay, it was very clean. It has everything you need. The pool is beautiful. The location is perfect. Several...
Distance to beach: 10 miles to Naples Beach
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Fully stocked, well situated end unit on first floor. New appliances, bamboo and tile flooring, two TVs and everything you need for a comfortable stay. Our primary bedroom has a king size bed and the guest room has two singles.If you enjoy swimming and/or sunbathing we have the largest resort style...
Featured review
Realmente una unidad excelente, todo perfecto. El condo súper lindo , tranquilo. Estamos re felices de haberlo rentado por todo el mes de Julio. Deseamos y esperemos poder regresar el próximo año. Nos...
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Casa Del Mar is a beautiful Key West-style home featuring 4 bedrooms/2.5 bathrooms. This property is located on the north end of Holmes Beach close to shopping, restaurants and trolley stops. Best of all, this unit is within walking distance to the white sandy beaches. Amenities also include heated pool,...
Featured review
This is a great place to stay! Easy walk to the beach. Super nice rental. Seabreeze was responsive to all questions and concerns.
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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...
Featured review
Had a wonderful stay. The layout is beautiful, relaxing amenities, thoughtful details throughout the property, made our stay truly relaxing. The location is fantastic. The home is in a wonderful quiet neighborhood...
Distance to beach: 4 miles to Naples Beach
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This Naples condo is just what you are looking for. It boasts nearly 1300 sq. feet of living with a coastal chic style. There are two large bedrooms and two full baths. This top floor unit (2nd story) condo has high ceilings and plenty of brand new windows to let in the beautiful Florida sunlight. A 6...
Featured review
We loved our stay! The condo is very spacious and very clean. Everything is provided for you to enjoy all types of activities. The pool was fabulous and everyone was so friendly.
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Welcome to "Barefoot Mermaid 2" a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria Island. The serene location of this property is just amazing. Located steps, less than 50 ft, to white powder sand beaches of the Gulf of Mexico and less than a few flip flop...
Featured review
We booked last minute for a long weekend to get out of the COLD Midwest. Location was exceptional! Literally STEPS to the beach where Pine Avenue dead ends at the GULF. Beach chairs and towels provided....
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