
Holiday houses in Sandfly Island
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Top-rated holiday rentals in Sandfly Island
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Boaters Bayshore Bungalow w/HOT TUB view of water.
BRING YOUR BOAT! This ranch home is located on a canal with direct access to the Gulf/Naples Bay(no bridges). Amazing water sports access. In the cool/hip Bayshore Arts district! Great restaurants, Naples Botanical Gardens, boating, 3 miles to DT Naples and 4 to the best beaches. This is a perfect family/friends vacation spot. We have all the gear to enjoy this location. Quiet neighborhood/newly renovated/great views. Coffee on the deck with sunrise in front of you or drinks at sunset. Serenity

Waterfront Everglades Cottage
Waterfront private guest house on the creek. Get your own private view of mangroves and birds just off halfway creek in Everglades city Florida. Modern with rainfall shower in bath room, pull out sleeper queen memory foam couch and master bedroom can be set up as either 2 twin xl or a king bed. Fully equipped kitchen, and 65” tv for relaxing in the evenings. Outdoor deck and fire pit for evening lounging and enjoyment. Sit on the dock and enjoy the tidal creek or relax in the Adirondack chairs.

Magical Gateway in Naples FL
You'll fall in love with this tinny but magical place in the heart of Naples, modern open concept,high end finishes, a lot light, 2 BR queens beds, fine blinens, full bathroom with marble, enclosed pool, spacious back yard and a wood burning fire pit, 2 parking spaces just few steps from your front door. This place is near to all Naples has to offer, beautiful beaches, dining & nightlife, it is only 3km from the beach, 3 km from 5th ave in Old Naples and less than a mile from shopping centers.

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.

Sandy Cove Cottage/Sandy Cove Villa near the beach
Sandy Cove is one bedroom, one bathroom Cottage located only 10 minutes from Downtown Naples, beaches, 5th Ave, fine dining and world-class art galleries. Sandy Cove Cottage is next to the Hamilton Harbor Yacht club, & within walking distance to beautiful Naples Bay. Only a short bike ride to the Naples Botanical Gardens, Sudgen Park, & East Naples Park- Home of the Pickleball Championship! Sandy Cove Cottage is fully furnished, just bring your clothes and settle in for some fun in the sun!

Everglades Fishing Cabin
Escape to the heart of the Everglades in this serene waterfront cabin. This 1 bedroom 1 bath cabin is designed for anglers and nature lovers, with a private dock, fish cleaning station, and plenty of space to store your gear. No boat? No problem! Enjoy activities like shoreline fishing, air boating , kayaking or kick back and float in the heated pool. Whether you're a seasoned fisherman or just looking for a peaceful escape, this cabin offers the perfect blend of adventure and relaxation.

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!

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.

Everglade Isle Palms Condotel w/ Pool & Boat Ramp
It’s island time! Welcome to your home base for exploring the Florida Everglades. With all the comforts of home, our Condotel will be your ideal vacation spot. Explore Everglades National Park, the 10,000 islands, airboat tours, and more! Bring your boat or rent one for saltwater, brackish, & freshwater fishing- all from this unique & pristine area. Located in the heart of town, you’ll be in walking distance of several restaurants, ice cream parlors, and the grocery store.

Heated Pool with Outdoor Kitchen in Prime Location
💰No nickel & diming — AirBnb & cleaning fees in nightly rate! 🏠Newly renovated & professionally designed 👙Amazing pool and outdoor kitchen (including grill, pizza oven, fridge)! 🏖️4 mins to beach 🌊Beach chairs, umbrellas, beach wagon & bikes 🐶Low pet fee; we love our 4-legged guests! ✅Fully stocked chef’s kitchen 🛌🏽Super comfortable beds for ultimate comfort and sleep 💻 High speed internet with dedicated workspace 😊24/7 local & professional host support!

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!

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 Sandfly Island holiday rentals
Other great holiday rentals in Sandfly Island

Sunset Point, Bayfront Home on Chokoloskee Island

Boho Beach Bungalow -5 min Drive from the beach

Naples Charming Cottage

Best of Florida 2025 | Front Corner Unit | Views!

Beautiful Newly Renovated Condo

Story

Waterfront Home on Chokoloskee a Fishermans Dream

cabin2A screen room view of your dock nice view
Destinations to explore
- Seminole Holiday rentals
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- Naples Beach
- Everglades National Park
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- Clam Pass Park
- The Club at The Strand
- Bonita National Golf & Country Club
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Morgan Beach
- LaPlaya Golf Club
- Cypress Woods Golf & Country Club
- Spanish Wells Country Club
- Seagate Beach Club
- The National Golf & Country Club Ave Maria
- Panther Run Golf Club
- The Quarry Golf Club Naples
- Worthington Country Club
- Esplanade Golf & Country Club of Naples
- Park Shore Beach Park
- Via Miramar Beach
- Talis Park Golf Club
- Vasari Country Club
- Residents' Beach




