Vacation rentals in Ten Thousand Islands

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Top-rated vacation rentals in Ten Thousand Islands

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

A wooden dock juts out over calm water, flanked by mangrove vegetation. Two adirondack chairs are positioned for relaxation, offering unobstructed views of the water. A cozy cottage is visible in the background, surrounded by palm trees, under a clear blue sky.

Cottage in Everglades City

4.98 out of 5 average rating, 180 reviews

The Cypress Cottage!

Welcome to the Cypress Cottage! A home designed with sportsmen & nature enthusiast in mind. Whether you are exploring inland in Big Cypress or Navigating through the Everglades & Ten-Thousand Islands you'll have a comfortable place to re-charge with panoramic views of mangrove jungle. Cypress Cottage offers parking for (4) vehicles with room left over for your boat or kayak trailer. Our dock offers the perfect place to keep your boat so you can make the most of your Everglades Adventure.

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Guest favorite

An aerial view captures the fishing home's exterior, revealing a vibrant color scheme. A private dock is visible, accommodating a boat, while outdoor seating arrangements are set along the waterfront. Tropical plants create a lush backdrop, enhancing the relaxed environment of the area.

Home in Marco Island

4.82 out of 5 average rating, 136 reviews

Marco Island/Goodland home with a view and nature!

Welcome to our fishing home, offering plenty of space for the whole family. Kid friendly and many outdoor activities to explore. If you like nature, sun, water, beach, boating, kayaking, and quality restaurants, this place offers it all. Goodland is a hidden Gem just off Marco Island. You can fish off your dock, launch your boat one street over or walk to 4 different Restaurants and Bar. Restaurants offer fresh caught seafood and live music, check schedule for in season and off season hours.

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Guest favorite

Home in Ochopee

5 out of 5 average rating, 55 reviews

The Everglades House

We welcome you to your next adventure! This 3-bedroom home is located in a unique, historic "Old-Florida" style town known as Everglades City (a.k.a. Ochopee). Home includes beautiful & serene waterfront views where you can lie back, relax, read a book or have a drink, while your kids can fish from the dock! You can enjoy activities like airboat tours, eco/wildlife-tours, fishing guides, bicycling, kayaking, walk the nature trails local bars and restaurants. We look forward to hosting you!

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Guest favorite

Home in Chokoloskee

4.97 out of 5 average rating, 30 reviews

Sunset Point, Bayfront Home on Chokoloskee Island

Sunset Point sits directly on Chokoloskee Bay, offering front-row seats to breathtaking sunsets over the water. Perfect for fishing or kayaking adventures in the Ten Thousand Islands, this peaceful getaway captures the charm of a quaint fishing town with a local restaurant and a small museum just around the corner. The home is ideally located right across from the boat ramp and next to a marina store stocked with bait, tackle, beer, and ice—everything you need for a day on the water.

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Guest favorite

Cottage in Marco Island

4.94 out of 5 average rating, 154 reviews

Coastal Paradise! Kayaks+Bikes+Fishing+Boat Dock

Direct back bay access+ boat dock & lift+ kayaks + bikes. 1 mile to Everglades National Park! Minutes to shops & dining! Delightful rustic home- perfect for a seaside retreat!. Designed for dockside enjoyment: hammocks, swing chairs, outdoor dining. Enjoy a taste of old Florida! - 5 minute boat ride to beach -12 minute car ride to beach -Walk to waterfront dining & live music -Kayak in the Everglades -Fish off the dock -Cool, rustic Old Florida vibe -Bring your boat or rent one

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Top guest favorite

A stilt home is surrounded by lush greenery, featuring palm trees and manicured grass. The entrance is accessible via a white staircase leading up to a screened porch, emphasizing the elevated structure among the tropical landscape.

Home in Chokoloskee

5 out of 5 average rating, 91 reviews

The Reel'em Inn, Chokoloskee Island Paradise

Take in the tropical feel of Chokoloskee Island in an impeccably maintained 3 bedroom/2 bath single family stilt home nestled in the canopy of Royal Poinciana trees and palms. This fisherman's paradise is a unique find in a small fishing village in the heart of the Everglades National Park. Captain Brock Wagner is available for full day private fishing charters. After a day of fishing or kayaking simply relax in a rocking chair on the 600 sqft screen porch or soak in our new pool!

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Luxe

Home in Naples

5 out of 5 average rating, 6 reviews

Pickleball, Pool, Hot Tub, Game room-Naples escape

Welcome to Naples Escape – A Luxurious Retreat in the Heart of Naples Set on 2.5 acres of meticulously landscaped grounds, this 4-bedroom, 4-bathroom estate combines elegant design and modern amenities for the ultimate getaway. Whether you’re planning a family gathering, a getaway with kids, a multi-generational reunion, or a peaceful retreat with friends, Naples Escape is the perfect destination for relaxation and recreation, conveniently located near Naples’ best attractions.

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Top guest favorite

Cottage in Goodland

4.97 out of 5 average rating, 153 reviews

Waterfront View Cottage

Come and stay at the only location on the island with the one of a kind exceptional view of the Everglades. Step right out to the waters edge of the Goodland Bay, where you will be able watch the dolphins right from your porch and private patio. The cottage has great sliding glass doors that hold the magnificent view of the water, right from the living room. A freshly remodeled fully furnished, up to date, 1 bedroom cottage. Boat Parking, Dockage, kayaks, and bikes available.

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Guest favorite

A spacious driveway leads to a charming single-family home surrounded by lush greenery. Tall palm trees and vibrant landscaping frame the entrance, enhancing the serene ambiance of the retreat. The home is set back from the road, offering a private and tranquil atmosphere.

Home in Naples

4.93 out of 5 average rating, 166 reviews

La Dolce Vita

Escape to our charming single-family home, where comfort meets luxury in a serene setting. This delightful retreat features three spacious bedrooms, perfect for families or groups seeking a relaxing vacation. Step outside to discover your private oasis: an inground heated pool complete with a rejuvenating hot tub, ideal for unwinding after a day of exploration, enjoy al fresco dining, with ample seating to savor meals together while soaking in the beautiful Florida sunsets.

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Top guest favorite

A spacious outdoor area showcases a swimming pool and a hot tub, surrounded by a screened enclosure. Comfortable seating is arranged nearby, with a dining table set under an umbrella. Bright green murals add a touch of color to the white walls.

Home in Marco Island

4.98 out of 5 average rating, 66 reviews

Heated Pool & Spa | Game Room | 5 Min Beach

Welcome to Sunset Serenity, a beautifully remodeled Marco Island retreat designed for unforgettable family vacations. Enjoy a heated pool, relaxing spa, game room, and spacious indoor and outdoor living areas. Located just 5 minutes from the beach, you'll be close to restaurants, parks, shopping, and scenic bike trails. Whether you're exploring the island, relaxing poolside, or unwinding under the stars, Sunset Serenity is the perfect place to create lasting memories.

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Guest favorite

The waterfront view showcases two distinct buildings set against a clear blue sky. Palm trees frame the scene, with docks leading to the water. The main house features large windows, while the adjacent building offers a charming contrast with its elevated structure.

Home in Everglades

4.95 out of 5 average rating, 41 reviews

Lostman's Lodge -Everglades City, Sunset View,Pool

Escape to the serene beauty of Everglades City at Lostman's Lodge, a spacious and beautiful waterfront property. This retreat offers accommodation for up to 10 guests, making it perfect for families, groups of friends, or couples seeking a tranquil getaway. With a main house and a charming pool house, a screened-in pool and hot tub, a dock, and amazing views of the water, this home is a true slice of paradise. It is not just a vacation rental; it's an experience!

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Top guest favorite

Home in Everglades City

4.87 out of 5 average rating, 23 reviews

East Flamingo Hideaway

Welcome to East Flamingo Hideaway, a cozy 2-bedroom, 2-bathroom home located on Plantation Island in Everglades City, Florida. The onsite boat ramp provides easy access to the 10,000 islands and The Gulf of America. This is the perfect place for fishing enthusiasts, birders, and nature lovers. Let us know how you want to spend your time here and we can help you plan the perfect adventure you are sure to remember!

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