
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.

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.

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!

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

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!

Flamingo Paradise 4 min walk from Beach Access.
Time, and worries of the rest of the world, will melt away as you are captured by the serenity of this beautiful location. This 3 bedroom home accommodates up to 8 guest, all with its own private heated pool. This is the best option to create the story of a perfect vacation with family and friends. This house is newly renovated with a modern look steps away from the beautiful white sanded beach. Its fully equipped with gym, laundry, BBQ, and even with bikes for the whole family.

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.

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.

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.

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

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

Waterfront house with boat slip.

Heated Pool & Spa | Game Room | 5 Min Beach

Crabby Cottage

Sundial E304: Gulf Front 3BR w/Stunning Ocean View

Relaxing Naples Getaway–Comfort, Style & Sunshine

Navy Flamingo

Family Home w/6-Seat Golf Cart & Heated Pool
Destinations to explore
- Miami Holiday rentals
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- Naples Beach
- Lovers Key Beach
- Tigertail Beach
- Florida Gulf Coast University
- Barefoot beach Bonita Springs,FL
- Bonita National Golf & Country Club
- Big Cypress National Preserve
- The Naples Pier
- Ave Maria University
- Coconut Point
- Delnor-Wiggins Pass State Park
- Clam Pass Park
- Lovers Key State Park
- Barefoot Beach State Preserve
- Seminole Casino Hotel Immokalee
- Lely Resort Golf and Country Club
- Stonebridge Country Club
- Hertz Arena
- East Naples Community Park
- Naples Botanical Gardens
- Marco Island Public Beach Access
- Bonita Beach Dog Park
- Lowdermilk Park
- Audubon Corkscrew Swamp Sanctuary





