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
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
4.9 out of 5 average rating, 177 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.

Superhost
Cottage in Englewood
4.9 out of 5 average rating, 91 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.

Top guest favourite
Cottage in Little Gasparilla Island
4.99 out of 5 average rating, 70 reviews

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.

Top guest favourite
Cottage in Placida
4.99 out of 5 average rating, 69 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
A living area is presented with a black sofa and a patterned armchair, complemented by light-colored wood flooring. Art featuring sailboats decorates the wall, while natural light fills the space through multiple windows. A dining area with a table and chairs is visible in the background.
Cottage in Englewood
5 out of 5 average rating, 41 reviews

1 Bed-Walk beach-bikes-kayaks-grill-out hot shower

3min. walk to beach. 3min. drive to restaurants! -3 kayaks and launch nextdoor -Bikes, beach gear, cooler, grill -Private back patio, outdoor shower, laundry -Roku TVs, full kitchen Welcome to your perfect beach escape on Manasota Key! This charming 1-bedroom cottage located in a peaceful neighborhood with easy access to parks, kayaking, and waterfront dining. Enjoy all the comforts of home, relax, explore, and make unforgettable memories in this beautiful paradise!

Top guest favourite
A charming cottage exterior is adorned with peach-colored walls and a welcoming blue front door. Lush green landscaping features palm trees and colorful flowering plants, complemented by a gravel driveway and a well-maintained lawn.
Cottage in Englewood
4.98 out of 5 average rating, 64 reviews

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!

Superhost
A wooden deck overlooks the beachfront, featuring lounge chairs and a small table. The scene is set against a vibrant sunset sky with hues of pink and purple, while the Gulf of Mexico is visible in the background, bordered by lush greenery.
Cottage in Nokomis
4.73 out of 5 average rating, 26 reviews

Private Beachfront Casey Key Cottage B

Experience Old Florida charm! This direct beachfront retreat offers stunning views of the aqua-blue Gulf of Mexico. Wake up to the sound of waves and enjoy year-round swimming in crystal-clear waters just steps from your door. The powdery sand invites pure relaxation. Inside, you'll find a spacious layout with two bedrooms, a full kitchen, living room, and washer/dryer. Unwind on the wraparound patio deck and soak in paradise. Book your beach escape today

Guest favourite
Cottage in Englewood
5 out of 5 average rating, 35 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.

Top guest favourite
An open-concept living area is presented with blue walls and modern furnishings. A comfortable sofa with colorful throw pillows is centered, accompanied by a stylish coffee table. The kitchen features new appliances and a dining area with light-colored chairs, providing a welcoming space for meals.
Cottage in Punta Gorda
4.94 out of 5 average rating, 48 reviews

Coastal Blue Cottage Punta Gorda (No Cleaning Fee)

(No Cleaning Fee) Welcome to our tranquil Coastal Blue Cottage nestled in the serene coastal vibes of Punta Gorda! There are plenty of charming shops, eateries, and local attractions you can reach on foot. Only a quick 15-minute drive from PDG Airport, our cottage is just a 7-minute walk to the serene water, surrounded by awesome bike and walking trails. We're super close to the Harbor Walk, downtown, and Fishermen's Village – plenty to see and do!

Superhost
Cottage in Englewood
4.75 out of 5 average rating, 28 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
A row of brightly colored Adirondack chairs is positioned on the sandy beach, facing the tranquil ocean. The hues include yellow, orange, green, blue, pink, and purple. A clear blue sky with soft clouds complements the serene shoreline.
Cottage in Nokomis
4.98 out of 5 average rating, 181 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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