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Villa vacation rentals in Little Gasparilla Island

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Vacation rentals for every style

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Popular amenities for Little Gasparilla Island villa rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Private villa rentals

Guest favorite
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
4.8 out of 5 average rating, 41 reviews

Canal Front 3-Bedroom Grand Villa with Pool

Top guest favorite
An open-concept kitchen features a large granite island with seating, surrounded by white cabinetry and modern appliances. Natural light floods the space, highlighting the stylish chandelier above. The dining area is visible in the background, along with inviting seating arrangements in the family room.
Villa in Englewood
4.98 out of 5 average rating, 116 reviews

Great after Milton-Stunning Waterfront! bv

A two-story blue house is set against a colorful sunset sky, featuring multiple palm trees in the foreground. The structure showcases large windows and a welcoming entrance. Soft outdoor lighting highlights the pathway and surrounding landscaping.
Villa in Placida
4.86 out of 5 average rating, 7 reviews

Beautiful Villa! Private Pool Bike to Boca Grande

Top guest favorite
A spacious living area features a neutral-toned sectional sofa adorned with decorative pillows. A white coffee table sits centrally on a patterned rug, while a shell-themed artwork adds a calming touch to the wall. Natural light occupies the room, illuminated by a nearby lamp.
Villa in Englewood
5 out of 5 average rating, 12 reviews

CT Villa

Top guest favorite
The pool area features a private, heated pool surrounded by a screened lanai. Comfortable loungers provide relaxation space under a bright sky, while a shaded dining area is visible in the background. The space is maintained with a clean, inviting appearance.
Villa in Cape Coral
4.97 out of 5 average rating, 63 reviews

Picturesque Waterfront Villa w/Canal & Heated Pool

Superhost
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
4.8 out of 5 average rating, 71 reviews

3's Company-'Villa Jack' **1 block to the Gulf

Guest favorite
A spacious lanai features comfortable seating arrangements overlooking a heated pool. Colorful pool floats and an umbrella provide a pop of color against the water. The area is enclosed by a screen, allowing for a bright and airy atmosphere.
Villa in Cape Coral
4.97 out of 5 average rating, 70 reviews

Villa Isla de Lilly-Waterfront Heated PoolwManCave

Guest favorite
A private heated pool is featured within a screened lanai, with clear water reflecting soft sunlight. The pool area is surrounded by white fencing and green grass, creating a tranquil outdoor setting suitable for pets.
Villa in Rotonda West
4.82 out of 5 average rating, 28 reviews

Spa-Like Stay Heated Pool & Steam Shower

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Luxury villa rentals

Superhost
A serene view from the patio showcases a heated pool and spa, overlooking a wide canal. Lush palm trees frame the scene, with houses visible along the waterfront under a clear blue sky. A couple of coffee mugs can be seen on the patio edge.
Villa in Cape Coral

Villa Geralf - Lakeside dream w. pool, spa & lift

Superhost
The exterior showcases a modern duplex with a wide driveway made of interlocking pavers, providing ample parking space. Two garage doors are visible, flanked by large windows. The structure features a clean, contemporary design, set against a clear blue sky.
Villa in Rotonda West
4.86 out of 5 average rating, 7 reviews

13 Guests Spacious Duplex 8 beds Near Beach&Pool

Guest favorite
A sandy path lined with vibrant greenery and blooming plants leads towards the beach. Tall palm trees sway gently in the breeze under a clear blue sky, creating a serene atmosphere that invites a leisurely stroll.
Villa in Englewood
5 out of 5 average rating, 57 reviews

Ocean View Villa Manasota Key

Superhost
A spacious waterfront home is surrounded by green landscaping, palm trees, and open blue skies. A large heated pool is visible in the backyard, adjacent to a well-maintained deck. Comfortable seating is positioned on the sandy area by the water, providing a relaxing atmosphere.
Villa in Osprey
5 out of 5 average rating, 12 reviews

Paradise with a pool, pier and private beach area

Superhost
A spacious pool area is enclosed by a screened lanai, featuring a large heated pool. Lounge chairs are positioned alongside the pool, and a dining set is visible in the covered outdoor area. Lush greenery and water views provide a serene backdrop.
Villa in Cape Coral
5 out of 5 average rating, 5 reviews

Intervillas Florida - The Barefoot Oasis

Superhost
A modern villa is viewed from the patio, featuring a large, saltwater heated pool surrounded by tropical landscaping. Lush palm trees complement the outdoor space, while comfortable lounge chairs are positioned near the water's edge. A bright blue sky with scattered clouds is visible above.
Villa in Port Charlotte

Waterfront Resort Villa heated salt pool dock

Guest favorite
A serene outdoor space is captured at night, featuring a pool illuminated with soft blue lights. A covered area with seating is visible, offering a comfortable setting for relaxation. Large glass doors provide access to the indoor space, creating a seamless transition between areas.
Villa in Port Charlotte
4.86 out of 5 average rating, 14 reviews

Glamorous 3 Bedroom Villa w/Pool in Sarasota Area

Top guest favorite
An outdoor pool area is presented with a freeform electric heated pool and hot tub, surrounded by a spacious screened lanai. Lounge chairs are positioned nearby, with views of palm trees and the canal visible through the enclosure, providing a serene outdoor atmosphere.
Villa in Cape Coral
5 out of 5 average rating, 21 reviews

Quick Gulf Access Pool/Spa Home Games Room + Tiki

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Villa rentals with a pool

Top guest favorite
A spacious outdoor area is highlighted by a heated saltwater pool, surrounded by a screened lanai. Comfortable lounge chairs are positioned nearby, framed by vibrant tropical plants. The inviting water reflects clear blue skies, creating a tranquil setting for relaxation.
Villa in Cape Coral
5 out of 5 average rating, 77 reviews

PARADISE COVE- Spacious Canal Home w/htd Pool!

Guest favorite
The exterior of the renovated home features a welcoming entrance framed by landscaped greenery and colorful plants. A stone pathway leads to the front door, which is designed with a decorative entryway. A large garage door is visible, providing convenient parking access.
Villa in Cape Coral
4.94 out of 5 average rating, 34 reviews

Gorgeous Saltwater Front Home with Private Pool!

Guest favorite
A spacious outdoor pool area features a heated pool and spa, surrounded by multiple lounge chairs and a dining table. An outdoor kitchen can be seen, with ample sunlight streaming through the screened lanai, providing a bright and airy setting.
Villa in Cape Coral
4.83 out of 5 average rating, 6 reviews

Villa Nautica - Gulf access Cape Coral

Guest favorite
A spacious pool area is enclosed with a screened lanai, featuring calm blue water. Comfortable seating is arranged nearby, and sun loungers are positioned on the pool deck. Lush greenery and palm trees provide a tropical backdrop against a bright sky.
Villa in Cape Coral
4.86 out of 5 average rating, 56 reviews

Dream Villa Cape Coral relaxing home with pool

An aerial view captures the waterfront neighborhood featuring a mix of modern homes and docks. The tranquil waters of Lemon Bay extend into the distance, bordered by lush green vegetation. The image highlights a protected canal, enhancing the sense of a serene coastal community.
Villa in Englewood
4.9 out of 5 average rating, 20 reviews

Luxe 5 BR/4 bath. Dock/Lift. View. Pool. Hot Tub.

Guest favorite
A single-story villa is presented with a pink exterior, sitting on a manicured lawn. The driveway leads to a two-car garage on the left, while large windows are visible on the right, allowing for ample natural light. Lush palm trees frame the property.
Villa in Port Charlotte
4.79 out of 5 average rating, 42 reviews

Waterfront Villa with heated Pool

The outdoor pool area is enclosed with a screened structure, allowing for views of the surrounding nature. Several lounge chairs are positioned next to the pool, and a red umbrella provides shade. The glass doors of the house reflect the tranquil water.
Villa in Rotonda West
5 out of 5 average rating, 3 reviews

Villa Philippa, south facing, Golf-Community,

Superhost
Villa in Cape Coral
4.7 out of 5 average rating, 10 reviews

Villa Sunshine

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