
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.

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.

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

Green Palm Cottage-Sweet Apt-Sweet 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

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!

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.

Salt Water Spa! Walk Everywhere!
"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."

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.

Happily Ever After
We are off the main path and it is a quiet place to reconnect with what matters. We encourage our guests to unwind on our spacious comfy screen porch with chairs, table, and a futon chair for naps. Also use our large private maze outdoor shower. Be prepared for loads of sun and fun. Unlike most rentals ours 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.

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.

Magnolia Cottage
Enjoy the walking-distance restaurants, shops and bars from this cozy cottage in the heart of Olde Englewood. Catch fish or the sun dancing on the water at Lemon Bay just two blocks away. The neighborhood is great for morning and evening strolls. Four local beaches are just minutes away. Relax with a refreshing beverage on the back patio, fenced for your privacy. If you want to park the car and enjoy a quaint beach town without the hassle, we have you covered!

Private Beachfront Casey Key Cottage B
Step into Old Florida with this direct beachfront cottage. You will wake up everyday looking at the aqua blue and emerald green sparkling water of the Gulf of Mexico. This crystal clear body of water is great for year round swimming. The sand will powder your feet and provide you with the upmost relaxation. This gorgeous cottage is very roomy with two separate bedrooms, living room, full kitchen, washer/dryer, and patio wraparound deck. Come stay in paradise!

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.
Popular amenities for cottage rentals in Little Gasparilla Island
Cottage rentals with a hot tub

Cottage near Venice Beach

Captains Cottage

Cape Lake House Lake Front

Cute Port Charlotte Home w/ Resort Amenities!
Pet-friendly cottage rentals

Family-Friendly Beach Cottage Manasota Key

Casitas On The Key Directly on Gulf of Mexico #4

Pink Pineapple Cottage

Private garden cottage

*Cozy 2 bedroom just miles from The beach

Cozy Florida Cottage

The Coqui Palace

Lux Sunset on Open Water Cottage 2/2!
Private cottage rentals

The Bokeelia Cottage

Englewood Cottage with a view

Last Minute-Villa Seafan-modern, pool, kayaks

Oystercatcher 3min walk to sunset, bikes, kayaks

Coastal Blue Cottage Punta Gorda (No Cleaning Fee)

The "Turtle Cottage" - a charming beachy retreat.

Boat access only beach cottage

Good after Milton - Waterfall Pool! Beach! om
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