
Holiday rentals in Ten Thousand Islands
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Top-rated holiday rentals in Ten Thousand Islands
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Villa Serena - Tranquility Redefined
Nestled along the edge of the majestic Everglades, this refined luxury villa is a quiet sanctuary designed for those who seek both sophistication and serenity. It is fully equipped with everything you’ll need during your visit, a private dock, and easy access to restaurants and outdoor adventures. Whether you're here to visit Everglades National Park, go fishing, birdwatch, or just relax and unwind, Villa Serena offers a true retreat for the soul—this is Everglades living at its most refined.

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.

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!

Intervillas Florida - Villa The View
The View – Luxury Waterfront Villa with Infinity Pool & Sunset Views The View welcomes you from the very first moment with breathtaking, wide lake views and spectacular sunsets that turn every day into an unforgettable experience. Perfectly located in a quiet and highly desirable position on one of the lower 8-Lakes, the villa offers direct boat access, allowing you to reach the River and the Gulf of Mexico in a short and scenic ride – ideal for boating enthusiasts and water lovers.

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.

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

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.

Tigertail Luxury Beach Retreat -Heated Pool & Spa
**Newly Listed for the 2025/2026 Season** Located just steps from Tigertail Beach, this luxurious Waterfront Estate offers an unparalleled escape from the ordinary. At this luxurious property, you'll enjoy a gourmet kitchen, designer furnishings, and spacious covered lanai with abundant seating perfect for relaxing or entertaining. The heated pool and spa and fully equipped outdoor kitchen complete this extraordinary retreat, creating a truly elevated Marco Island experience.

Beach Paradise with Pool and Spa
Kick back and relax in this calm, stylish house. 3 minutes away from the beautiful beaches and 2 minutes away from Mackle Park. This exclusive house offers 3 sizable bedrooms two with queen size and one with king size beds, 2 full bathrooms and a fully Equipped kitchen, all with charming coastal decor and newly furnished. Every detail has been designed to ensure your comfort. Our perfect Lanai area is a perfect spot for BBQ lounging or enjoying the heated pool and Spa.

Navy Flamingo
Unwind in this serene, stylish haven. A clean, roomy sanctuary awaits. Embark on a journey of discovery with local fishing, boating, favorable weather, and delightful eateries. Claim the beaches as your own! Venture on a boat to a private island or explore nearby shores. Nestled close to Ten Thousand Islands, Marco Island, Capri, and Naples, Goodland offers a retreat from urban hustle. Revel in the sight of dolphins feeding off the dock and immerse in a tranquil escape.

Harbor Place Boathouse BRAND NEW
Welcome to Harbor Place Boathouse! An escape tucked within the mangroves of an old Florida fishing village where the salt air, stunning sunsets, and the rhythm of the tides will slow life down to its most beautiful pace. This charming 1-bedroom open cottage is perched on stilts with gulf access, waterfront views, and a gentle breeze. Perfect for couples, small families, or solo travelers seeking relaxation, fun, exploration, and a taste of old Florida charm.

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.
Popular amenities for Ten Thousand Islands holiday rentals
Other great holiday rentals in Ten Thousand Islands

Spacious Retreat w/ Pool, Fire Pit & Mini Golf.

Dolphin View -Delightful waterfront RV & Boat slip

Marco Island Villa | Waterfront, Pool & Boat Dock

Marina Paradise in Naples, Florida!

Sanibel Beachfront Condo | Shelling Paradise

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

Turtle Paradise/Pool/Heater/Gym/EV Charger/G Room

Waterfront 3/3 Home with Panoramic Bay Views!
Destinations to explore
- Miami Holiday rentals
- Four Corners Holiday rentals
- Orlando Holiday rentals
- Kissimmee Holiday rentals
- Miami Beach Holiday rentals
- Tampa Holiday rentals
- Fort Lauderdale Holiday rentals
- Hollywood Holiday rentals
- St. Augustine Holiday rentals
- Key West Holiday rentals
- Davenport Holiday rentals
- Naples Holiday rentals
- Naples Beach
- Lovers Key Beach
- Tigertail Beach
- Florida Gulf Coast University
- Bonita National Golf & Country Club
- Barefoot beach Bonita Springs,FL
- The Naples Pier
- Clam Pass Park
- Big Cypress National Preserve
- Ave Maria University
- Delnor-Wiggins Pass State Park
- Lovers Key State Park
- Coconut Point
- Barefoot Beach State Preserve
- Seminole Casino Hotel Immokalee
- Stonebridge Country Club
- Hertz Arena
- Lely Resort Golf and Country Club
- Esplanade Golf & Country Club of Naples
- East Naples Community Park
- Naples Botanical Gardens
- Bonita Beach Dog Park
- Marco Island Public Beach Access
- Golisano Childrens Museum Of Naples





