Cottage holiday rentals in Little Gasparilla Island

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Top-rated cottage rentals in Little Gasparilla Island

Guests agree: these cottages are highly rated for location, cleanliness and more.

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Top guest favourite
A modern living area is highlighted by a spacious white sectional sofa, accented with a mustard yellow pillow. A glass coffee table sits atop a striped rug, while a charming yellow front door adds a pop of color. Decorative oars are mounted on the wall.
Cottage in Bokeelia
4.99 out of 5 average rating, 144 reviews

Romantic Getaway “Waterside” Dockage~Canal front

Also available: airbnb.com/h/aframeausable Minutes to open water and Jug Creek Marina! Wait till you see this freshly updated cottage! Bring your boat, or rent one nearby. There is a dock available here. Tarpon capital of the world, and Charlotte Harbor moments away! Boca Grande, Cayo Costa, Useppa, North Captiva, Sanibel and Cabbage Key, etc. a short boat ride away! The golf carts/kayaks/boats/bikes are available to rent at local resources! Jug Creek Marina is steps away with food & music!

Top guest favourite
Cottage in Englewood
5 out of 5 average rating, 39 reviews

Manasota Beach Cottage

Vintage Beach Cottage on the Southern end of Manasota Key...just 30 steps from the Beach. Spectacular sunsets from your living room and screen porch. Sitting on one and a half lots with plenty of parking and room for your RV.! The front bedroom has a king size bed and great gulf views. There is also a queen sleeper in the living room and bunk beds off the kitchen. Fully equipped kitchen, full new bathroom with walk in shower, and all new furnishings. Bikes, beach chairs, and umbrellas!

Guest favourite
An aerial view captures the coastline of Manasota Key, showcasing the blue-green waters and sandy beach. The surrounding area features a mix of residential buildings and green spaces, with multiple boats visible in the water and a bridge connecting to nearby islands.
Cottage in Englewood
4.89 out of 5 average rating, 180 reviews

Unit #1 Free kayak/bikes/walk to beach/fullcottage

Unit #1 Beach cottage very private and quiet, has a full kitchen, King bed in the master and queen sofa bed in the tv room, very comfortable, fast WiFi, AC & heat. All you need to relax and just have fun. Outdoor shower and laundry area, Private parking, Enjoy amazing sunsets/fishing/and restaurants and bars, all walking distance to the beach and bay. Kayaks/snorkel gear/beach toys are included. So start enjoying the beautiful sandy beach on Manasota Key, Lots of sea life and turtles.

Top guest favourite
A comfortable living area features a black leather sofa and two blue armchairs surrounding a round coffee table. A starfish wall decoration is displayed above the sofa, while a wall-mounted TV is visible. A doorway leads to another room in the background.
Cottage in Englewood
5 out of 5 average rating, 38 reviews

2 bedroom, walk to beach-bikes-kayaks-grill-picnic

Welcome to your perfect beach escape on Manasota Key! This charming 2-bedroom cottage is just a 3-minute stroll from sandy shores and stunning Gulf sunsets. Enjoy all the comforts of home, including shared laundry and a cozy back patio. Nestled in a peaceful neighborhood, you'll have easy access to parks, kayaking, and waterfront dining. Kayaks, bikes, beach chairs, and a cooler are provided for your convenience. Relax, explore, and create unforgettable memories in this beautiful paradise!

Guest favourite
An aerial view captures the beachfront cottage nestled among lush greenery, with an inviting shoreline stretching along the coast. Nearby structures include a mix of residential and commercial buildings, highlighting the proximity to local amenities and the tranquil beach environment.
Cottage in Englewood
4.9 out of 5 average rating, 94 reviews

Luxury Beach Resort Style Cottage

Escape to our 1-bed beachfront cottage, steps from a serene shoreline. Enjoy private beach access, an outdoor shower, and lush surroundings for a secluded paradise. Walk to local spots, indulge in watersports, and unwind in nightlife nearby. Clean and well-equipped, our cottage offers comfort with beach gear, and a private path to the beach. Experience a honeymoon-worthy stay with a spacious bathroom and seamless amenities. It's a worry-free escape. A getaway that goes beyond the ordinary.

Superhost
Potted plants are displayed on lush green grass, framing a serene view of the bay. A wooden dock extends into the water, illuminated by soft sunlight. The sky is a blend of soft grays and blues, enhancing the tranquil atmosphere of the outdoor space.
Cottage in Englewood
4.56 out of 5 average rating, 255 reviews

Charming cottage on the water

This property is "old Florida" style. A private cottage on a property with 2 others. The cottage is at the front of the property set back but facing the road. It has a large screened porch. You will have access to the bay and dock. Enjoy fishing from the dock or enjoy sunset on the water. Turn key bring your own toiletries. Bikes are available for your use or an easy walk into town. Enjoy a piece of charming "old Florida". We are a pet friendly facility we require a 1x fee & agreement

Superhost
The sleeping area is designed with a spacious bed featuring a striped blanket. Natural light enters through two windows dressed with light curtains. Exposed wooden beams create a rustic ceiling, complemented by a wooden dresser and a bedside lamp for added ambiance.
Cottage in Englewood
5 out of 5 average rating, 5 reviews

Manasota Beach Cottages 4

Welcome to the Manasota Beach Cottages, a short stroll away from the famous Manasota Beach. We finished a three year remodel of the interior, exterior, and landscaping. Our cottages offer full efficiencies, which means we provide pots, pans, dishes, kitchen utensils, stove, refrigerator, microwave, coffee maker, high speed internet, etc. So all you have to worry about is relax and basking in the sun on the beach while collecting shells and sharks teeth. **No smoking property**

Top guest favourite
Cottage in Placida
4.99 out of 5 average rating, 73 reviews

Island Getaway•Beach House•Dock•Pet Friendly

Take it easy at this unique and tranquil getaway only accessible by boat. Little Gasparilla Island is a bridge-less barrier island off Florida’s West Coast in the Gulf of Mexico. Access is for residents and renters only, you will arrive by your private boat or jump aboard the water taxi for a 10 minute ride to our dock. No cars, shops, or restaurants on the island. The 7 mile beach is private and uncrowded. Get around LGI by renting a golf cart or explore by foot-you decide.

Top guest favourite
Cottage in Little Gasparilla Island
4.99 out of 5 average rating, 72 reviews

Happily Ever After

Welcome to our treehouse!! Surrounding our home are wonderful sea grapes and palms. If you like privacy look no further. We are off the main path. We encourage our guests to unwind on our spacious screen porch with chairs, and tables. Be prepared for loads of sun and fun. Our rental includes all paper products, spices, plastic ware, toiletries, coffee, tea, all linens, beach chairs, noodle, sun screen, bug spray and GOLF CART available for RENT during your stay.

Guest favourite
Cottage in Englewood
5 out of 5 average rating, 37 reviews

Private Beach-Luxury 4BR+SUPs&Kayaks-Pets-BBQ

Charming 4 Bed Cottage (sleeps 9), Private Beach to Gulf Across Street, with Large Screened Porch, Super Shark Tooth Hunting, Free use of 2 Kayaks and SUPs, Restaurants, Live Music, Golf, and Tennis . Uber Eats & Grocery delivery, 50 Minutes from Sarasota Airport (75 minutes from Fort Myers airport). Lush tropical rainforest in the "Old Florida" region on the Gulf surrounds this cute cottage. *Please note small extra $50 pp nightly fee for guests 7-9.

Superhost
Cottage in Englewood
4.7 out of 5 average rating, 30 reviews

Coastal Retreat | Miles from the Beach & Dining!

Welcome to your perfect Englewood escape—where beach days, great food, and total relaxation are all just minutes away. Tucked into a quiet, peaceful neighborhood, this beautifully maintained coastal home is the ideal place to unwind after a day exploring Florida’s Gulf Coast. Located just 4 miles from Englewood Beach, you’ll have quick access to soft sandy shores, breathtaking sunsets, and some of the best local dining and boating in the area.

Top guest favourite
Cottage in Nokomis
4.98 out of 5 average rating, 183 reviews

Staycation Sanctuary

Our property is clean and welcoming. You can enjoy a relaxing, warm and peaceful getaway from the rest of the world just steps to the beach. This is the perfect "Old Florida-style" location to experience the comfort and hospitality you so deserve! Grab your bathing suit/flip flops and enjoy tranquillity of beach life, sunsets and lazy days of fishing and bird/dolphin/manatee watching and gathering sea shells-- all only 2 blocks away!

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