
Family-friendly holiday rentals in Little Gasparilla Island
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Top-rated family-friendly rentals in Little Gasparilla Island
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Garage to a Tiny House Studio Near Shopping Center
Experience comfort and style in this charming, pet-friendly space, perfect for short getaways. Enjoy the privacy of your own entrance, along with a full shower, cozy living room, dining area, and bedroom, all within one convenient layout. The fully fenced backyard, shared with other tenants, features a grill and fire pit—ideal for relaxing evenings outdoors. While the space includes a kitchenette, access to the main shared house may be available if you need a full kitchen or laundry facilities.

Garden Cottage - Tiny House
PLEASE NOTE: The cottage is separate from our house and living quarters. The bathroom is in the back of the main house, just a few steps from the cottage, private and not shared with anyone. We take special precautions to thoroughly clean and disinfect the bedroom and bathroom after each guest. You’ll love our place because of the location, the ambiance, the outdoor space, and the neighborhood. We have a dog and a cat. Our place is good for couples, solo adventurers, and business travelers.

A lil country, A lil beach time
* Enjoy the lovely setting of this romantic spot in nature, a full acre with a small pond! Only 45 minutes to most beaches. Beautiful country with small antique town and parks to explore. Private acre close to farm. Walk out the door and see farm animals and a lovely pond. 2 loft bedrooms with queen beds. Downstairs has a daybed. Kitchenette complete with fridge sink and cook stove. Outside bar area on one side and the other has a fire pit and hammock. So the WiFi iffy. . plenty of DVD’s!

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.

Salty Mermaid on Little Gasparilla Island/LGI
Charming beach house on Little Gasparilla Island (LGI) The Salty Mermaid offers a unique tropical paradise on a private barrier Island, with 7 miles of undisturbed white sandy beaches. Embrace the old Florida island vibe. Enchanted island steeped in pirate lore, legend has it, the spanish pirate Jose Gaspar, nicknamed Gasparilla, made this beautiful island his secret base hideaway. Local legends whisper of buried treasures hidden beneath the islands sandy shores. Come get Salty!

Green Bamboo - saltwater pool, great backyard.
Welcome to Green Bamboo, the charming and cozy vacation rental located in the beautiful Englewood, Florida! With its prime location, Green Bamboo is the perfect place to explore all that the area has to offer, from the most amazing beaches in the US to world-class golf courses and spectacular sunsets. Home is situated in a peaceful and gorgeous neighborhood. Just a short drive away (5 miles) you will find beautiful beaches, boat rentals and vibrant shopping and dining options.

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.

Manasota Key
Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

Charming Studio w/ King Bed near Mineral Springs
Escape to our cozy Tiny House Studio in North Port, FL, just minutes from the relaxing Warm Mineral Springs! This charming garage conversion offers a private entrance, a comfortable king-size bed, and a full bathroom. With its own in-unit laundry and a small kitchen, you'll have everything you need for a convenient and relaxing stay. Perfect for those seeking a peaceful retreat close to local attractions, this studio is your ideal getaway!

Private Hot Tub | King Bed Loft | Hammock Swings
🛜500mbps+ WiFi 🏠Fully private + Private entrance 🌴Hammock Swings ☀️ Outdoor Patio 🦩Private Hot Tub 🥑Kitchenette w/ electric hot plate 😴King Size Bed Loft 📚Work Desk 📺 55 inch Smart TV + Roku ❄️ Cold A/C 🚘 1 parking space NOTE: Accessing the bed requires climbing a ladder. While sturdy and secure, it may not be suitable for guests with mobility limitations, so please consider this before booking.

The Oz Parlor 2.9 mi beach hot tub pool
The Oz Parlor apartment was originally the main house of this whimsical property. It has loads of charm It is a great place to relax and Just Bee... Please note I don’t have cable TV my TVs are wireless I have Netflix and Amazon prime. Located in the Historic District of Englewood a lovely walk to fine restaurants, Indian Mound Park on Lemon Bay and 2.9 miles to Englewood Beach.

"Salt of the Sea" - beachfront and pet friendly!
Brand New to the Rental Market! Experience the ultimate escape at "Salt of the Sea," a charming 1 bedroom/ 1 bathroom beachfront cottage located on the serene Little Gasparilla Island, a unique bridge-less barrier island. Here, you'll find no stores, no restaurants, no bars, and no cars – just pure relaxation and a chance to unplug from the hustle and bustle of everyday life.
Popular amenities for Little Gasparilla Island family-friendly rentals
Family-friendly home rentals with a hot tub

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

LG Beach Bungalow on Gulf w/Bay Access & deck too!

Waterfront "House on the Lake" Heated Pool & Jacuzzi

Dream Villa with Private Pool/Spa

Canal Cottage 2 min to big water

Steps to Beach Captiva Includes CLUB & Golfcart

Flourish in Florida heated pool & spa

House/ Caribbean Hot Tub & Tiki Bar, Pets Welcome
Family- and pet-friendly home rentals

Waterfront Retreat•Heated Pool•Dock•Kayaks•Fishing

The Turtle House

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Tropical Surf Bungalow

My Favorite Florida Gateway! Full kitchen too.

Camping with a touch of paradise

Waterview Vacation Retreat Close To Ocean

Primitive waterfront Campsite
Family-friendly home rentals with a pool

Luxury Canalfront Pool Retreat w/ Upscale Finishes

Waterfront • MiniGolf • Game Room • Heated Pool !

❤ROTONDA RETREAT❤*Spacious*Fully Furnished*Pool*

The Palms – 3BR Gulffront, Sand & Sunsets

Free Heated Pool! Mins from Beach! Private Oasis!

Private Beach, Fishing Dock & Heated Pool Paradise

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Pool Villa Santorini on the Lake
Destinations to explore
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- Rentals with beach access Little Gasparilla Island
- Rentals with a kayak Little Gasparilla Island
- Beachfront rentals Little Gasparilla Island
- Pet-friendly rentals Little Gasparilla Island
- Rentals with a hot tub Little Gasparilla Island
- Cottage rentals Little Gasparilla Island
- House rentals Little Gasparilla Island
- Flat rentals Little Gasparilla Island
- Rentals with a patio Little Gasparilla Island
- Rentals with a firepit Little Gasparilla Island
- Rentals with pools Little Gasparilla Island
- Fitness-friendly rentals Little Gasparilla Island
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