
Villa holiday rentals in Little Gasparilla Island
Find and book unique villas on Airbnb
Top-rated villa rentals in Little Gasparilla Island
Guests agree: These villas are highly rated for location, cleanliness and more.

Escape to Casa Blu- private pool, minutes to beach
Your next retreat to Florida paradise should be Casa Blu with it's private pool and serene backyard. It's just minutes to area beaches, restaurants and parks. Let the stresses of daily life melt away as you float in the salt water pool, sipping margaritas, listening to Jimmy Buffett singing "It's Five O' Clock Somewhere" The single-floor layout, comfy bedrooms with private baths await. Fast WiFi, Smart TVs, and fully equipped kitchen. Everything's covered, from beach gear to a pack 'n play.
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Corallo House | Heated Pool | Free BBQ
NO SERVICE FEE WE COVER IT FOR YOU Welcome to our stunning luxury AIRBNB! We're thrilled to offer you a one-of-a-kind experience that combines elegance, comfort, and convenience. We have created this space with the utmost attention to detail, so we hope you'll appreciate the high end finishes. We've also provided a range of amenities to make your stay even more enjoyable, high-speed wifi, smart Tv's, premium bedding and toiletries. Relax with the whole family at this peaceful place to stay.
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Pvt Pool·Game Room·Beach Gear·Shark Teeth Paradise
<b>🏖️ Come & Enjoy FL as it should be! 🏖️ Your beach paradise awaits minutes from Englewood's Gulf Coast! 🌊 Heated Pool (FREE Nov-Apr!) 🎮 Game Room - Pool, Darts, Air Hockey 🌴 Screened Lanai & Tiki Bar 🔥 Cozy Fireplace & Reading Nook 🏄 Beach Gear Included 🍹 Blackstone Grill 📺 2 Smart TVs & High-Speed WiFi 🍳 Fully Stocked Kitchen - Spices, Pots, Pans and cutlery 🗺️ Minutes to Englewood, Manasota & Gasparilla Beaches ⭐ 4.97 Rating - Book Now !Don't miss your Gulf Coast escape! 🌅
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Stunning Bay Waterfront! Jaw dropping Water Views!
Spectacular Lemon Bay views! Upstairs at Blue Island Inn, waterfront “Bella Vista” with Bay & Pool views! 2 bedrooms; kitchenette & family room. Enjoy “Lemon Bay-front beach” in backyard. Low-key quiet vacationers. 1 car parking spot. No visitor parking. Free 2 kayaks. Login to your favorite streaming services with Smart TVs. Beautiful Blind Pass Beach, Englewood Beach, 5 restaurants & Tiki Bars are just 1.5 mile away or hop on Stumpy's Free Shuttle (tip based)
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Gulf Coast Floridian Villa with Pool
Your Perfect Florida Getaway Awaits! Bring the whole family to this stylish and spacious 4-bedroom villa with a heated pool. Located in a quiet neighborhood, just a short drive from beautiful beaches, lively bars, and top restaurants. Relax with a BBQ on the patio overlooking the golf course, take a swim, or cycle the scenic Cape Haze Trail. Sunshine, space, and unforgettable memories—book your stay today! Please note that the pool is heated at no extra cost.
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3's Company-'Villa Jack' **1 block to the Gulf
Manasota Key is one of the best kept secrets on the Gulf coast. "Villa Jack" is only 1 block to the Gulf and walking distance to the local restaurants and shopping. We have 2 Villas that can be rented individually or as a group. "Villa Janet" is a 1 bedroom with king bed and a pull-out couch and bath. "Villa Jack" : is a 1 bedroom-king bed, 1 bath unit. Each unit has its own private entrance and a shared area in the back with outdoor furniture and grill.
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Englewood Beach Villa - 3 min Walk to the Beach!
Welcome to the Beach! Relax and unwind in your own private home! Our villa is located across the street from Englewood Beach, making it about a 3-minute walk to the Gulf sands. Nothing is overlooked for your comfort. It has two beds—a king and a queen—for a good night's sleep on comfortable recently purchased mattresses. Two full bathrooms. Swim in a heated pool, then walk to one of six restaurants for your next meal. Perfect for a fun Florida getaway!
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Luxury Retreats at Boca Grande - Boca Bay Watch
Watch the yachts cruise by en route to and from Miller's Dockside, while rocking on your private and serene breeze-filled balcony. Boca Bay Watch sleeps 8 and has 3 bedrooms and 3 bathrooms. This charming villa is a quick walk or golf cart ride downtown Boca Grande for shopping and dining. It is a most idyllic and exclusive community. Very walkable area allows for viewing of local palms and birds and exotic wildlife in addition to local attractions.
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"Pelican Nest" Private Beach & Bay access & Pool
"Pelican Nest" Beautiful Manasota Key Beach Villa with all the amenities; heated pool, electric fireplace, skylights, granite counters, stainless appliances. Very inviting for fun with family and friends by the beach, or in the bay. Has 4bedroom , 3 bath sleeps 10 people, with 2pull up sofas, 2full kitchen, jacuzzi .The backyard has a room for play and entertaining, BBQ. We look forward to hosting you . Max 4 car parking
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Canal Front 3-Bedroom Grand Villa with Pool
Centrally located, canal front vacation villa adjacent to a quaint fishing village. Public and remote beaches and state parks are just minutes away. Open floor plan, 3-bedroom villa with a well-appointed kitchen, creates a perfect home away from home. Sparkling pool and lanai make for a quiet respite after visiting nearby beaches or shopping in greater Port Charlotte. Easy access to RSW, TPA, and PGD airports.
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Stunning Deluxe Pool & Spa Villa-7 Min to Beach
We invite you to stay at our elegant, modern fully stacked villa just minutes from Manasota Beach, dining, and downtown. Enjoy a private outdoor oasis with a heated saltwater pool, spacious spa, and serene lanai—perfect for relaxing days and evenings. Thoughtfully designed for couples, families, and friends, and fully stocked for a seamless stay. Beach gear included—just arrive, unwind, and enjoy.
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Sun-Kissed Villa B
Welcome to your dream vacation retreat on the beautiful Manasota Key! This newly updated, beachy-chic duplex is just steps from the soft sands and sparkling waters of the Gulf, making it the ideal spot for a relaxing escape. Whether you're planning a family trip, a getaway with friends, or a romantic beachside retreat, this bungalow has everything you need for the ultimate vacation experience.
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Popular amenities for Little Gasparilla Island villa rentals
Private villa rentals

Stunning Villa in Golfer's Paradise/Canal Views
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Waterfront Villa with heated Pool
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Waterfront Villa - Heated Pool - Pet Friendly
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Boca Grande Beach House
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Top rated villa with private pool
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Ultimate Luxury Oasis, Pool, Perfect for Family
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Large Family Duplex | Sleeps 13 | Near the Beach
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Beach Vibes
LocationIndoor spacesWalkability
Luxury villa rentals

Private Luxury Heated Pool, Spa, Gulf-Access Villa
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Waterfront Unique Euro Villa heated salt pool dock
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Beautiful Villa! Private Pool Bike to Boca Grande
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Luxe 5 BR/4 bath. Dock/Lift. View. Pool. Hot Tub.
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New Mgmt~Tropical Indoor Pool/Hot Tub+Pool Table
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Luxury 4BR Villa | Heated Pool + Fireplace
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Serenity’s Edge, Pool, Views & Gulf Access
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Coastal Retreat Steps from the Charlotte Harbor !
Villa rentals with a pool

Sanctuary w/covered heated saltwater pool on canal
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Gondola Dr house with private swimming pool
LocationValueAmenities

Direct Gulf Front – Venice Villas Coastal Chic
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Summer Deals | Pool + Game Room | Sleeps 10
LocationFamilyCleanliness

Coastal Retreat Villa with pool • near beaches
LocationFamilyTV

Secluded Paradise,Heated Pool,Beaches and Golf n.
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Lakehouse
LocationFamilyNearby

Dolphin Oasis - Villa Close to SW Florida Beaches
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