Vacation rentals in Sandfly Island

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Top-rated vacation rentals in Sandfly Island

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Guest favorite

Cottage in Marco Island

4.95 out of 5 average rating, 164 reviews

Goodland Water view Cottage

Experience the breathtaking beauty of a sunrise from our charming coastal cottage in Goodland FL. With a stunning direct view of the water right from the living room, you can immerse yourself in the tranquility of island life. Our cottage is thoughtfully equipped to meet all your basic needs, ensuring a comfortable stay for up to three guests. Enjoy the convenience of boat dockage and trailer parking, making it easy to explore the surrounding waters and embrace the natural beauty that awaits you

Guest favorite

A spacious deck extends over the canal, surrounded by lush palm trees. Comfortable seating is arranged around a fire pit, with a paddleboard propped nearby. A BBQ grill is visible, inviting outdoor dining in a serene waterfront setting.

Home in Naples

4.95 out of 5 average rating, 132 reviews

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

Guest favorite

A spacious living area features modern furnishings, large windows allowing natural light, and a comfortable seating arrangement facing a flat-screen TV. An adjacent dining area showcases a large table surrounded by stylish chairs.

Home in Bonita Springs

4.94 out of 5 average rating, 51 reviews

Vanillasky Luxus-Pool-Villa 2-8 Pax Bonita Springs

Welcome to Pool Villa Vanillasky in Bonita Springs, Southwest Florida! Your dream vacation in our modern oasis, just minutes from the most beautiful beaches. The villa has over 200 m² of space for 2-8 guests and is located in a well-maintained community. Private, year-round heatable pool Absolutely quiet and safe Ideal for families, those seeking peace + quiet, allergy sufferers Ranks among the top 5% of Airbnb accommodations thanks to reliability + reviews Book your private paradise now!

Top guest favorite

Villa in Everglades City

5 out of 5 average rating, 18 reviews

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.

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, 173 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.

Superhost

A spacious living area features a large blue sectional sofa facing a flat-screen television. A round coffee table sits atop a patterned rug, and a decorative ladder shelf is positioned against the wall. Bright lighting enhances the open floor plan, leading to the kitchen area in the background.

Townhouse in Naples

4.7 out of 5 average rating, 10 reviews

Paradise on the Bay!

Welcome to our exquisite 3-bedroom, 3-bath condo nestled along the picturesque canal in Naples. This charming home boasts a private deck, perfect for savoring the Florida sunshine while grilling up a delicious meal. A 1-mile stroll leads you to the vibrant heart of downtown 5th Avenue, where an array of restaurants, the sun-kissed beach, & captivating attractions await. Experience the epitome of Naples living with this waterfront retreat, where comfort, convenience, & coastal charm converge!

Top guest favorite

A heated pool is enclosed within a screened lanai, featuring a colorful beach ball floating on the water's surface. Sunlight filters through the mesh walls, illuminating the pool area and surrounding greenery, while lounge chairs are positioned nearby for relaxation.

Cottage in Naples

5 out of 5 average rating, 104 reviews

Beach House on pond w/ HEATED pool - sleeps 6

This secluded and beautiful beachside getaway is yours. Perfectly positioned easy access to white-sand beaches & fabulous shopping/dining/golfing/site seeing experiences of Naples. (2 bed 2 bath.) Gorgeous lakeview, (turtles/ducks incl.). HEATED POOL. Enjoy fresh coffee at sunrise from lanai watching swans take their morning swim or have a nightcap near shimmering moonlit pond. We warmly welcome you to rest, relax and stretch-out at this incredibly charming Beach*House cottage.

Top guest favorite

The exterior of a cozy cabin is depicted, featuring a porch with a screened area. A gravel pathway leads to the entrance, while two green waste bins are positioned beside the building. A well-maintained shrub adds greenery to the setting.

Cabin in Everglades City

4.92 out of 5 average rating, 176 reviews

Everglades City waterfront cabin

Bring your boat to this waterfront community in the heart of the Everglades and the 10,000 Islands. Across from the Marjory Stoneman Douglas Visitor Center, Everglades Gulf Coast Center. Great fishing and boating community. The cabin is cozy and rustic. Sleeps up to 4 guests. There is a screened outdoor living space overlooking the water. Community heated pool. 20$ boat launch fee to be paid next door at Glades store. Loft space and utility room are off limits to guests.

Superhost

A spacious living area features a comfortable sectional sofa and a glass coffee table. Large windows allow natural light to fill the room, providing a view of the backyard and private pool. A television is positioned on a media unit for entertainment.

Home in Naples

4.8 out of 5 average rating, 108 reviews

Woodridge: Work Friendly, Pool, Near Beach

The home is a perfect retreat for all ages, with nearby shopping, dining, and beaches within biking distance. It offers high-speed internet, Roku TVs in each room, a fully equipped kitchen, and a beautiful backyard with a private & heated pool (Extra $30 for heating) and dining area. Naples is known for its upscale shopping, golf courses, and attractions like the Naples Pier. Explore art galleries, enjoy waterfront dining, and visit parks and nature preserves.

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, 86 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.

Guest favorite

Cottage in Marco Island

4.96 out of 5 average rating, 130 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! Adorable spacious home- perfect for a seaside retreat!. Designed for dockside enjoyment: hammocks, swing chairs, outdoor dining - 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

Guest favorite

A stilted home is set in a spacious yard, surrounded by a chain-link fence and lush greenery, including banana plants. A flight of stairs leads to a raised porch with a railing. A variety of trees provide shade, with vehicles visible at the edge of the property.

Home in Chokoloskee

5 out of 5 average rating, 50 reviews

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.