
Vacation rentals in Sandfly Island
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Sandfly Island
Guests agree: these stays are highly rated for location, cleanliness, and more.

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!

Turtle Paradise/Pool/Heater/Gym/EV Charger/G Room
Close your eyes and imagine warm Gulf breezes, palm trees swaying gently, and the feeling of complete relaxation the moment you arrive. Welcome to your private coastal retreat in Marco Island a thoughtfully designed 3bedroom,3bath home,style and effortless beach living come together. Enjoy your morning coffee by your private pool, fire up the BBQ for evening dinners under the Florida sky and make exploring the island even easier with our street-legal golf cart available for rent. ☀️🕶️🌴

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.

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.

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!

Chokoloskee/Everglades City
Enjoy this cozy stilted home on Chokoloskee Island, located in the Everglades. The double lot makes it easy to travel with your boat, trailer or RV. 2 boat ramps are located less than 5 minutes away. There is plenty to do such as exploring Everglades National Park, kayaking or fishing the Ten Thousand Islands, and enjoying the freshest seafood. 6 bikes are available to use. The entire property is fenced in making it great for pets.
Popular amenities for Sandfly Island vacation rentals
Other great vacation rentals in Sandfly Island

Paradise House on Chokoloskee Island

Family Home w/6-Seat Golf Cart & Heated Pool

Relaxing Naples Getaway–Comfort, Style & Sunshine

Naples Dream Getaway w/ a view !

Beach Paradise with Pool and Spa

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

Modern Direct Beachfront | 3-Bedroom & 2.5 Bath

Lost in the Glades
Destinations to explore
- Miami Vacation rentals
- Four Corners Vacation rentals
- Miami Beach Vacation rentals
- Orlando Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Hollywood Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- St. Augustine Vacation rentals
- Cape Coral Vacation rentals
- Nassau Vacation rentals
- Naples Beach
- Everglades National Park
- Lovers Key Beach
- Tigertail Beach
- 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
- Everglades Safari Park





