
House vacation rentals in Gasparilla Island
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Top-rated house rentals in Gasparilla Island
Guests agree: these houses are highly rated for location, cleanliness, and more.

Beachfront North Captiva | Rooftop Deck | Hot Tub
No bridges. No cars. No crowds. Stella Maris sits directly on the Gulf on North Captiva — a private barrier island reachable only by boat. Step off your deck onto white sand. Watch dolphins from your 360° rooftop deck at sunset. 3 bedrooms, each with private en-suite bath. Cathedral ceilings, gourmet kitchen, formal dining with Gulf views, stone fireplace, hot tub, and included golf cart. Dual club access — Safety Harbor Club included; optional Island Club for pools, kayaks, bikes, and pool bar.

Modern Island Oasis: steps2beach
🏝️Island fun + luxury🥂living = the perfect getaway! 👣 Just steps to the beach & the bay/dock 🦋 High-end fixtures & fittings: -Custom LED lighting modes -Stunning kitchen -Stylish tile floor -Gorgeous granite counter tops -Micromesh screened balcony: 100% bug free 🏠 The most luxurious home on LGI 🏓 Packed with toys+games 🛝THIS is your Paradise Playground 🥇 Guest Favorite: Rated Top 5% 🙋 For those who want to max out on fun, in luxury, style & comfort… 🎯 Look no further: this is the #1

Gulf Front Escape + Beach Access
🦩 Exclusive Amenities Include: • Walk Out to the Beach – Steps from Your Door • Coastal & Surf Decks - Outdoor Seating • Historic Old Florida Charm • Beach Towels, Chairs & Umbrellas Provided • Community Pool with Picnic Tables & Chaise Lounges • Community Grills & Post-Beach Outdoor Showers • Free WiFi & TV • Coffee Maker & Kitchenette Smallwares Provided • Starter Packs of Essentials for Kitchen & Bath • Enhanced Cleaning Protocols • Combo Tub/Shower Bathroom • Desk/Chair in Unit

Blue Laguna - Vacation in paradise!
This bright, fully equipped welcoming three‑story home features a private heated pool and a rooftop observation deck with stunning 360‑degree water views. It offers three comfortable bedrooms and three full bathrooms for up to six guests, plus two screened lanais where you can relax in the island breeze and listen to the birds. A four‑seater golf cart is included, so you can easily explore the beaches and sandy paths of beautiful North Captiva Island. Also full access to Island Club amenities!

Family Tides on LGI - Golf Cart Included
Accessible only by boat or private water taxi, "Family Tides" is nestled on Florida's Gulf Coast island of Little Gasparilla Island, or LGI as the locals call it. LGI is next to Boca Grande and its world famous Tarpon fishing, but offers a uniquely secluded and relaxed atmosphere consisting of 7 miles of undisturbed beach, unpaved cart paths that wind through lush tree canopies, and an old Florida vibe that will make you forget the mainland while you create memories with family and friends!

Turtle Bay - minutes to Boca Grande!
Welcome to Turtle Bay Haven – Your Dream Escape on the Gulf Coast! Stay in your own private natural oasis, surrounded by lush greenery and the vibrant tropics of Florida wildlife. - Grocery Stores: just 5-10 min away - Dining Options: A variety of local restaurants are just min away. - Boca Grande: 11 mi (20 min) away, known for stunning beaches. - Manasota Key Beaches : 10 mi (20 min) - Activities: Kayaking, paddleboarding, fishing, hiking, biking, and over 20 golf courses await!

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!

BG Beach House South Unit - Great Price & Location
Boca Grande Beach House - South Unit - is half of a 1-story duplex. The South Unit has 2 bedrooms, a combination living room/dining rm, well stocked kitchen & bathroom with a step-in shower. There is a large screened porch across the back and a generous side yard. We are directly across the street from the beach and tennis courts are down the street. It is a short walk to the Community Center where there is a playground for kids and to the charming town of Boca Grande.

Salty Mermaid on Little Gasparilla Island/LGI
Charming beach house on Little Gasparilla Island (LGI) The Salty Mermaid offers a unique tropical paradise 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!

Island Escape • Deep Water Dock • Quiet Beaches
Escape to Coastal Sol, a newly built 3-bedroom, 2.5-bath retreat on exclusive Don Pedro–Knight–Palm Island. Reach the island by private boat or a short 5-minute car ferry—part of the adventure that keeps this quiet barrier island uncrowded and peaceful. Enjoy classic Old Florida charm, access to a nearby deep-water dock for boating and fishing, easy access to quiet Gulf beaches, warm coastal breezes, and spectacular sunsets.

Family Oasis with Heated Pool and Modern Design
Step into modern comfort in this brand-new home featuring clean design, high ceilings, and an open living space that flows seamlessly to your private patio. Enjoy cooking in the sleek kitchen or unwind in the cozy lounge with a view of the heated pool. Outside, relax under the covered sitting area or take a dip surrounded by natural beauty. Perfect for families or groups seeking a peaceful and stylish retreat.

"Salt of the Sea" - beachfront and pet friendly!
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 Gasparilla Island house rentals
House rentals with a pool

Sea La Vie

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Coastal Sanctuary - Pool & Privacy

Waterfront Villa Capri | Dock + Gulf Access

Indulge in carefree days soaking up the sun !142TR

Sunset Escape | Heated Pool | Amazing Lake Views

Water view Villa private Heated Pool golf beach

Villa510~3 En-Suites~Gulf Access, Heated spa~pool
Weekly house rentals

3BR Gulf-Front Luxury with Panoramic Views

Perfect Beach House Excellent Location

"Little Siesta" - Farm home near Terra Nova

NEW! Beachfront!3BR Suites Sustainable Home+Dock

"The Lost Loon" Oceanfront Cottage by Roxy Rentals

Windows on the Water "W.O.W." on North Captiva

Island Getaway•Beach House•Water View•Dock•Pets

Island home w/POOL, Private DOCK & BEACH access!
Private house rentals

Zen Oasis Private Island Home 2nd Row on the Beach

Modern 3BR Retreat | Near Beach, Fishing & Golf

Tropical Oasis, pool, golf, dog friendly

Modern New Home with Pool – Near Golf & Beaches

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock

Rotonda River Villa pool home #1125

Cozy, quiet

Waterfront Oasis with Boat Lift & Hot Tub
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- Rentals with a washer and dryer Gasparilla Island
- Family-friendly rentals Gasparilla Island
- Rentals with a patio Gasparilla Island
- Rentals with outdoor seating Gasparilla Island
- Rentals with beach access Gasparilla Island
- Rentals with pools Gasparilla Island
- House rentals Florida
- House rentals United States
- Siesta Beach
- Captiva Island
- Lido Key Beach
- Turtle Beach
- Caspersen Beach
- Manasota Key Beach
- Crescent Beach
- Englewood Beach
- Lovers Key Beach
- Myakka River State Park
- Florida Gulf Coast University
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- Bonita National Golf & Country Club
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