Cottage holiday rentals in Little Gasparilla Island

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Top-rated cottage rentals in Little Gasparilla Island

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Top guest favourite

Cottage in Matlacha

4.9 out of 5 average rating, 157 reviews

Mojito Island Cottage

Update: In September 2022 we were affected by Hurricane Ian. We had just over 5 feet of flooding in our treasured cottage. We have worked tirelessly to put everything back together. All new tile, walls, electric, lighting, furniture, and we even improved the bathroom! Spacious tropical home with water view from our back yard lanai. Boat Dock with Cleaning Fish Station, BBQ beautiful sunsets with fish jumping in our canal. New large kitchen and one block from art galleries, restaurants and bars.

Top guest favourite

Cottage in Nokomis

4.99 out of 5 average rating, 83 reviews

New Pool Tropical Waterfront Dock & Optional Boat

We have electric power! Home stayed dry during hurricane Milton. Clean and ready! Located on a highly desirable street, the house is perched high above Curry Creek offering spectacular water views from every room. The property includes a boat ramp to avoid the public launch. Three kayaks (two tandems and one single). Two miles from Nokomis Beach and only half a mile from The Legacy Bike Trail. You can do so many fun things, or just have a drink on the dock and watch the manatees. Pet Friendly

Top guest favourite

Cottage in Fort Myers

4.99 out of 5 average rating, 165 reviews

Green Palm Cottage-Sweet Apt-Special Summer Price!

Green Palm Cottage is located on the property of our personal residence. If you want a private getaway, this is the spot! Close to everything , but with the sense of seclusion on our lush, eye-catching property, nestled at the end of our brick paved driveway. Spacious studio with Queen bed, comfy sofa etc. Skip the extra luggage fees - we provide everything you need~ washer/dryer, beach towels, beach sheet, beach equipment, coolers, chairs, umbrellas, bikes & more. No animals or pets allowed

Top guest favourite

Cottage in Bokeelia

4.99 out of 5 average rating, 140 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, 22 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

Cottage in Englewood

4.89 out of 5 average rating, 140 reviews

Free kayak/bikes/walk to beach/full cottage #1

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

Cottage in Fort Myers

5 out of 5 average rating, 7 reviews

Boutique retreat in heart of River District w/spa

"Indulge in boutique comfort at The Cracker Cow Cottages-your serene escape in the River District. This exclusive rental features a private saltwater hot tub, a bed swing on an old Florida style porch, and a firepit in the front yard under an old oak perfect for unwinding after a day of exploring downtown Fort Myers, or getting sun kissed at one of the beautiful Southwest Florida Beaches! Walk to the best dining, shopping, and entertainment just minutes away - your perfect retreat awaits."

Top guest favourite

Cottage in Fort Myers

4.98 out of 5 average rating, 118 reviews

20 min to the beach! Pool, fire pit, 3bd/2.5ba

*Zero damage in all of the hurricanes* Welcome to Double Palm Cottage located at 899 Dean Way, Fort Myers, FL. The 3-bedroom cottage with 2.5 baths and pool is situated in the Historial District directly off picturesque Royal Palm Tree lined McGregor Boulevard leading directly to the Edison and Ford Winter Estates. The cottage just 20 minutes to all the local beaches, shopping, and fine restaurants. Additional entertainment activities include Major League Baseball spring training games.

Top guest favourite

Cottage in Placida

4.98 out of 5 average rating, 49 reviews

West Coast Island Retreat, Simply Adrift Cottage

Take it easy at this unique and tranquil getaway only accessible by boat. Little Gasparilla Island is a bridge-less barrier island off FL'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 Captiva

4.97 out of 5 average rating, 59 reviews

The FlipFlopper Beach House - North Captiva Island

FlipFlopper Beach House - well appointed family focused beach home only a 3 minutes walk from the White Sand Beaches on the Gulf of Mexico and 3 min walk to Island Club Amenities on North Captiva Island. Rate includes Luggage Deliver, use of Golf Cart and Members Access to The Island Club. Hard limit on 6 guests - rare exceptions but please ask - infants are not counted in the above 6 person limit! Private Hot Tub on the rear deck amongst the Sable Palms.

Guest favourite

Cottage in Captiva

4.89 out of 5 average rating, 37 reviews

SEACLUSION TOO, Tropical Private Vacation Island

North Captiva - ferry only access island!! Fresh remodel Exceptionally romantic vacation home , authentic Captiva charm in a one level cottage with very private bedrooms and bathrooms Large covered patio leads to huge living room with vaulted ceilings and open kitchen Large windows surrounded by dense vegetation Features gleaming woodwork throughout Great location , walk to the beach No neighbors Only rented through Airbnb Reverse osmosis drinking water!!

Superhost

Cottage in Englewood

5 out of 5 average rating, 28 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.