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.

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Top Guest favourite

A private saltwater pool is surrounded by a screened lanai, featuring clear water reflecting sunlight. Poolside, a handrail is visible for safety, and tropical landscaping can be seen in the background, enhancing the outdoor recreational space.

Villa in Englewood East

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.

LocationValueView

4.93 out of 5 average rating, 148 reviews

Superhost

The exterior of the property features a modern single-story home with a black roof and white stucco walls. A curved, paved driveway leads to the entrance, flanked by neatly maintained green lawns and flower beds, all under a bright sky with scattered clouds.

Villa in Cape Coral

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.

LocationFamilyParking

4.93 out of 5 average rating, 169 reviews

Top Guest favourite

Villa in Englewood

Pool·Game Room·Beach Gear·Spotless.5 min to Beach

<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! 🌅

FamilyValueOutdoor spaces

4.97 out of 5 average rating, 118 reviews

Guest favourite

An aerial view of a spacious villa surrounded by lush greenery and a serene canal. The well-maintained lawn is accentuated by landscaped gardens with colorful flowers, while nearby homes are visible in the peaceful neighborhood.

Villa in Rotonda

Stunning Villa in Golfer's Paradise/Canal Views

Welcome to your new home in Rotonda West! This 3-bedroom, 2-bathroom gem on Marker Rd is all about comfort, style, and tranquility. As soon as you step inside, you'll be greeted by a spacious and open floor plan that will make you feel right at home. We're excited to share that each room in the house is equipped with a TV for your entertainment pleasure. And guess what? Two of them even have Roku TV, so you can stream all your favorite shows and movies with ease.

ValueLocationHospitality

4.96 out of 5 average rating, 28 reviews

Guest favourite

An enclosed lanai features multiple large windows with views of Lemon Bay, allowing natural light to fill the space. A palm tree is visible outside, framed by the window panes. A decorative area rug is positioned on the wooden floor, enhancing the coastal ambiance.

Villa in Englewood

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)

FamilyLocationPool

4.99 out of 5 average rating, 141 reviews

Top Guest favourite

Villa in Rotonda

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.

ValueFamilyParking

5.0 out of 5 average rating, 83 reviews

Top Guest favourite

A charming pink exterior defines the villa, accompanied by a patio area featuring several lounge chairs. The landscaped front yard is framed by a gravel pathway, offering a neat appearance. A few palm trees and sunny skies enhance the inviting ambiance of the property.

Villa in Englewood

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.

LocationValueNearby

4.83 out of 5 average rating, 84 reviews

Top Guest favourite

Villa in Englewood

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!

LocationFamilyCheck-in

5.0 out of 5 average rating, 18 reviews

Superhost

The front exterior of the villa is framed by well-maintained landscaping featuring palm trees and shrubs. A spacious driveway made of pavers leads to the entrance, which is accentuated by grand steps and a double-door entry. Natural light filters through the surrounding greenery.

Villa in Englewood

"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

LocationFamilyIndoor spaces

4.89 out of 5 average rating, 35 reviews

Superhost

The serene view from the indoor space showcases a sparkling pool under a sunrise sky, with hues of orange and pink reflecting on the water. Nearby trees and a canal can be seen beyond the pool enclosure, providing a calming backdrop.

Villa in Port Charlotte

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.

LocationFamilyParking

4.81 out of 5 average rating, 53 reviews

Guest favourite

An aerial view captures a well-maintained villa featuring a spacious driveway and lush landscaping. Palm trees and colorful flowering plants enhance the front yard, while a serene backdrop of the Rotonda River and surrounding greenery can be seen in the distance.

Villa in Rotonda

Fun in the Sun

FUN IN THE SUN - Come and experience fun in the sun at our Rotonda West villa. Enjoy the outdoors indoors by opening up the great room to the patio and lanai with heated pool & spa, nestled on the Rotonda River. Enjoy the views of the sunset and wildlife in the backyard. Golf at your choice of five courses in the community. Fish off the canal bank or lounge in the sun at the Boca Grande off the Gulf.

LocationValueIndoor spaces

4.98 out of 5 average rating, 50 reviews

Top Guest favourite

An outdoor seating area offers comfortable blue cushions on a woven sectional sofa, with a stylish coffee table in front. The heated saltwater pool features a spa and is surrounded by tropical greenery, offering a peaceful retreat under a screened enclosure.

Villa in South Venice

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.

FamilyLocationLayout

5.0 out of 5 average rating, 61 reviews