
Family-friendly holiday rentals in Little Gasparilla Island
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Top-rated family-friendly rentals in Little Gasparilla Island
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LUX Villa w/ Private Salt Water Pool, Lanai, Canal
Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

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.

Amazing Sunsets just 50 steps to uncrowded beach
Escape to your dream coastal retreat! This exquisite 2- king bedroom, 2-bathroom home is a paradise, located just steps from the beach. Nestled among swaying palm trees, this haven offers a serene oasis where the calming sounds of the water create a tranquil atmosphere for you and your loved ones. Live among palm trees, with the ocean as your neighbor and the sand as your playground. Natural light floods the modern interior through the large windows creating a warm and inviting atmosphere.

Waterfront Retreat• Sunsets • Pool• Dock•Kayaks
If you’re looking for a place to slow down and soak up the sun, where mornings start with coffee on the dock and evenings end with sunsets over the canal, this is your place. Welcome to Sprocket Boathouse, a beautiful waterfront retreat with panoramic canal views. Spot turtles, herons and iguanas from your own private dock, spend the day fishing and kayaking, or unwind in the heated pool made for lazy afternoons. It’s the kind of place that makes you want to stay just one more night.

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.

Island Beachfront Cottage. Secluded! Lux! Extras!
Welcome to the most secluded spot on Little Gasparilla Island! Our Beach Cottage property is on the beach with all-natural surroundings: a state park, a mangrove lagoon, and the Gulf of Mexico. It boasts front views of the water and gorgeous island sunsets year-round. You'll have boat space on our private dock and amenities including kayaks, paddle boards, an outdoor bayside dining area, coffee bar with complimentary coffee, private grilling area, fire pit, and much more!

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.

Tropical Island Beach Condo Ferry & Parking Incl.
*FREE Island Grocery delivery/staging Enjoy our Locally Owned and Operated, Newly Updated LGI Condo with Magnificent Views 2 private SW facing decks offer a.m Sun, Gulf, Palm & Pool Views. Beautifully furnished with everything to enjoy your Island time Gated Mainland Parking & Ferry to the Island incl. Walk the Uncrowded shelled beach with Birds, Dolphin and Manitee or Venture out for Prime Fishing & Kayaking SWFlorida has to Offer

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.
Popular amenities for Little Gasparilla Island family-friendly rentals
Family-friendly home rentals with a hot tub

Coastal Cowgirl - Heated Pool

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Waterfront "Casa del Lago" Private Pool & Jacuzzi

Dream Villa with Private Pool/Spa

Luxury Golf Villa w/ Heated Pool & Spa

Beautiful Floridian Oasis

Steps to Beach Captiva Includes CLUB & Golfcart

Ultimate Luxury:Spa/Pool/Outdoor Kitchen/Firepits
Family- and pet-friendly home rentals

Tropical Oasis, pool, pelaton, golf, dog friendly

Fun Luxury Stay: Mini Golf, Pool, Bowling

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Casa Capri | Heated Pool | No Service Fee

Garage to a Tiny House Studio Near Shopping Center

*New Listing* ☀️TheAquaOasis🌴Pool-6 miles to beach

Private Beach, Fishing Dock & Heated Pool Paradise

Peaceful Waterfront Orchard 1
Family-friendly home rentals with a pool

On Manasota Key w direct access to our Beach! (A)

Luxury Canalfront Pool Retreat w/ Upscale Finishes

Island Oasis- Boca Grande Club

My Sea Shack~ 1 minute to beach, SH Club, G-Cart

Luxury Retreat: Oasis with Pool & Putting Green.

Turtle Bay - minutes to Boca Grande!

Canal Cottage 2 min to big water

Free Heated Pool! Mins from Beach! Private Oasis!
Destinations to explore
- Seminole Holiday rentals
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- Pet-friendly rentals Little Gasparilla Island
- Rentals with beach access Little Gasparilla Island
- Rentals with pools Little Gasparilla Island
- Rentals with outdoor seating Little Gasparilla Island
- Waterfront rentals Little Gasparilla Island
- Rentals with a patio Little Gasparilla Island
- Rentals with a washing machine and dryer Little Gasparilla Island
- Rentals with a hot tub Little Gasparilla Island
- Fitness-friendly rentals Little Gasparilla Island
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- Apartment rentals Little Gasparilla Island
- Villa rentals Little Gasparilla Island
- House rentals Little Gasparilla Island
- Beachfront rentals Little Gasparilla Island
- Rentals with a kayak Little Gasparilla Island
- Cottage rentals Little Gasparilla Island
- Rentals with a firepit Little Gasparilla Island
- Family-friendly rentals Charlotte County
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