Villa holiday rentals in Little Gasparilla Island

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.

4.93 out of 5 average rating, 148 reviews

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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4.92 out of 5 average rating, 129 reviews

Waterfront Mermaids Retreat Charms! Pool & Bay

On Blue Island Inn's quiet main floor, Waterfront "Mermaid's Retreat" with 1 full bedroom, 1 bathroom, kitchen, 2 sofa sleepers & Bay views! Pool. Enjoy Bay Beach out back.1 parking spot. No boats. Low-key vacationers. Free use 2 kayaks. Ideal for 1 couple or small family as bathroom is off bedroom. Login to your favorite streaming service 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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Superhost

A tranquil backyard space features a swimming pool surrounded by stone pavers. A striped hammock is positioned next to the pool, with two white lounge chairs situated on the edge, offering a peaceful place for relaxation.

Villa in Cape Coral

4.93 out of 5 average rating, 169 reviews

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.

FamilyLocationHiking

4.97 out of 5 average rating, 116 reviews

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! 🌅

ValueFamilyPool

4.97 out of 5 average rating, 65 reviews

Villa in Rotonda West

Enjoy Sunny Waterfront Beaches, Golf/fishing Home

If you are looking for a perfect location to rent a place in Florida, this is it! This villa is close to beaches, island Boca Grande 10 min and backs up to Rotonda River 1312sq ft space is set up with guests in mind and has everything you might need to have a stress free vacation! Enjoy evening BBQ on the enclosed lanai with beautiful view of the lake or sit down to a great movie or board game in the spacious living room. Ann&Chuck Pool is 5 min Sasy tarts coffee shop and multiple places

FamilyLocationLong stay

5 out of 5 average rating, 93 reviews

Villa in Cape Coral

Private Luxury Heated Pool, Spa, Gulf-Access Villa

Welcome to Taurus Retreat—a luxurious waterfront villa designed to elevate your vacation experience. 2 King, 2 Queen, 2 rollaways. Heated saltwater pool & relaxing hot tub to breathtaking canal views, every detail is meticulously crafted to provide the ultimate Florida getaway. Whether you're here to unwind or explore, this secluded escape offers 5-star amenities, games & beach gear & Gulf access. Perfect for families, groups, or couples, this villa truly has it all. Age 25 & up to book.

FamilyLocationComfort

4.96 out of 5 average rating, 28 reviews

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 West

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.

LocationValueLong stay

5 out of 5 average rating, 83 reviews

Villa in Rotonda West

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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4.88 out of 5 average rating, 42 reviews

The charming villa is framed by lush palm trees and vibrant greenery, with a private dock visible at the water's edge. A boat is moored nearby, and the sky is bright with scattered clouds, while the three-story structure exhibits a classic coastal design.

Villa in Boca Grande

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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4.99 out of 5 average rating, 73 reviews

An open-concept living area is showcased, featuring a modern sectional sofa and a sleek coffee table. Large glass doors lead to the outdoor space, allowing natural light to fill the room. A contemporary dining area with stylish fixtures is visible in the background.

Villa in Cape Coral

BRAND NEW Luxury Villa w/Heated and Chilled Pool

Brand new high-end 3 bedroom 3 bath designer home, elegantly decorated with incredible views and direct no-bridge Gulf access. Come and make your lifetime memories in this elegantly appointed executive villa. Located near Matlacha, Sanibel, Fort Myers, and Naples. Extra wide canal with only trees opposite, a salt water lagoon, and just off the spreader canal means incredible solitude and privacy in your elegant oasis retreat.

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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.

4.88 out of 5 average rating, 34 reviews

"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

LocationFamilyHospitality

Superhost