Villa vacation rentals in Little Gasparilla Island

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Popular amenities for Little Gasparilla Island villa rentals

Private villa rentals

Superhost
An open-plan kitchen and living area showcases sleek cabinetry and modern appliances. A large island with high-backed red stools seats six, while panoramic windows offer stunning lake views. Natural light floods the space, enhancing the contemporary design and connecting indoor and outdoor settings.
Villa in Cape Coral
4.89 out of 5 average rating, 9 reviews

Villa Stella

KristenRating, 5 stars2 months ago
5 Stars – A Beautiful and Relaxing Stay! Thank you so much for sharing your beautiful home with us! The house was spacious, well-equipped, and perfect for our family. The peaceful neighborhood and stunning views made it feel like a true getaway. Our son had a blast fishing off the dock, while we enjoyed relaxing by the pool. The host was incredibly responsive to all of our questions, which made our stay even more enjoyable. The only downside was that the fish weren’t biting, but that’s nature! Overall, we had an amazing time and would definitely recommend this home to others.
Guest favorite
A sandy pathway leads from the property to the beach, framed by lush greenery. The ocean is visible in the distance under a partly cloudy sky, inviting guests to explore the nearby shoreline.
Villa in Englewood
4.95 out of 5 average rating, 98 reviews

STUNNING 3/2 beach+pool property! 2 kings/2 bunks!

JenniferRating, 5 stars10 months ago
We loved staying here especially having the beach just a few feet away! Although there was construction taking place in the development, it did not interfere with our stay at all! We didn’t even notice the workers on site. If you get a chance to book this home, do it. April is an amazing host and has thought of every amenity possible! We look forward to booking again soon!
Superhost
A private screened-in pool area features a rectangular pool, surrounded by a patio with stone pavers. Lush greenery and trees are visible in the background, providing a natural setting, while sunlight casts gentle reflections on the water's surface.
Villa in Cape Coral
4.83 out of 5 average rating, 40 reviews

Sandpiper Villa 3/2 Pool Home w/Heated Pool

BridgetRating, 5 stars1 month ago
Budget friendly great area close to everything. Pool was great. multiple BBQ 's with a nice Lani. Typical SWFL layout of the open and spacious. Great home to entertain and sleep 6 comfortability if needed. Will definitely book again!
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, 11 reviews

Paradise with a pool, pier and private beach area

LauraRating, 5 stars19 months ago
Beautiful house! Lots of room for everyone, sparkling clean! Fantastic location. Perfect for our family gathering.
Top guest favorite
The duplex features a modern façade with two sections, each equipped with a double garage. A spacious paver driveway leads up to the entrance, surrounded by well-maintained grass and dotted with trees. A partly cloudy sky adds a tranquil backdrop to the setting.
Villa in Rotonda West
4.92 out of 5 average rating, 12 reviews

Duplex/sleeps 12, 6 Bd, Park Pool, close to beach

JenniferRating, 5 stars2 months ago
We chose this listing because we needed accommodations for 10 family members gathering to celebrate my mother’s 80th birthday. The house was super clean and comfortable. I couldn’t think of one thing that was not provided. I am super picky about cleanliness and I was thrilled to see how clean everything was. The host was very accommodating as well, our flight was a little earlier than expected and I reached out to Viktoria and Vadim and they allowed us to check in early. Wonderful accommodations!
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, 11 reviews

CT Villa

MichaelRating, 5 stars1 month ago
Wonderful place, very clean, quiet. Of the beaten path, yet close to beaches and restaurants. Highly recommend it!
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
4.79 out of 5 average rating, 67 reviews

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

Giancarlo & EvaRating, 5 stars1 month ago
We had a wonderful stay at 3’s Company Villa Jack for our anniversary! The space was spotless, thoughtfully appointed, and just a short walk from a stunning beach. While Manasota Key is still recovering from the hurricane, the area’s charm and peaceful beauty are very much alive—and it didn’t take away from our experience at all. A perfect getaway spot for anyone looking to unwind and enjoy the Gulf coast. Highly recommend!
Superhost
A serene sunset view is captured through the screened enclosure, showcasing vibrant hues reflecting off the calm water. The silhouette of surrounding trees adds to the tranquil atmosphere, creating a peaceful backdrop for relaxation near the pool.
Villa in Cape Coral
5 out of 5 average rating, 3 reviews

Phoenix, quite Area, Pool and great water few

JodiRating, 5 stars5 months ago
We just wrapped up our annual Christmas in Florida vacation and everything was spectacular! The house was wonderful- comfortable, clean and incredibly well stocked. We’ve stayed at several AirBnb’s and the kitchen in this home was very well equipped- everything that we needed was right there for us. Brigette was quick to respond to any of our questions and needs. Her recommendation to visit Farmer Joe’s, a local grocery store was awesome! About half way through our stay we noticed that the pool pump wasn’t running until 1 pm. Brigitte had the pool company out in less than 20 mins to take a look - all it needed was a quick reset. As we make our long journey back to Wisconsin, we’re missing the beautiful pool with gorgeous evening sunsets. Looking forward to our 2025 trip & renting with Brigette again :)

Luxury villa rentals

Superhost
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
4.88 out of 5 average rating, 17 reviews

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

KarenRating, 5 stars2 weeks ago
We had a great stay. Dave was a terrific host, responding very quickly to our questions. The area is very quiet with friendly neighbours. The views from the front of the property are spectacular and we witnessed so many amazing sunsets. The wildlife is incredible we saw manatees numerous times in the canal and in the inter coastal waterways, 2 cheeky sea otters in the canal and not to mention the beautiful bird life and dolphins. The house is spacious and has a well stocked kitchen everything you could possibly need. We used the pool everyday it’s a great size. It’s a great house
Guest favorite
A heated pool and spa are set within a sun-drenched patio area, complemented by lounge chairs and an umbrella for shade. The surrounding deck features a waterfront view of the canal, enhancing the relaxing outdoor atmosphere.
Villa in Cape Coral
5 out of 5 average rating, 45 reviews

Pool & Spa Villa with Waterfront Views and Kayaks!

DanielRating, 5 stars2 weeks ago
Beautiful home with an amazing view. Very clean and the house smell so good. Victor is very responsible and helpful. I would stay here in a heart beat.
Guest favorite
Two bright blue chairs are positioned on a stone patio overlooking the calm waters of a wide canal. Lush greenery surrounds the seating area, while palm trees create a relaxed tropical setting. Across the water, homes line the opposite shore under a clear blue sky.
Villa in Cape Coral
4.83 out of 5 average rating, 6 reviews

Minutes to Gulf Ideal for Serious Boaters

ZethRating, 5 stars9 months ago
Beautiful place with a beautiful sunset over the canal. Was so much fun for the entire family with the pool and the great weather. Will definitely book again in the future. Also loved how quick and easy communication was with him through the entire process
Superhost
A sunlit pool area is enclosed by a mesh screen, showcasing a sparkling swimming pool alongside a spa. Colorful drinks are displayed on a ledge next to a rolled towel. Lush greenery and a water canal provide a scenic backdrop beneath a clear blue sky.
Villa in Cape Coral
4.73 out of 5 average rating, 11 reviews

Villa Southern Escape Heated Pool+Spa | Water View

JoeRating, 5 stars2 months ago
Fantastic place for a family vacation! House was beautiful, spotless, well laid out and clutter free. The Pool area is like a resort, the hot tub is such a nice addition to enjoy too. The kids loved inside and out. Amazing host with outstanding communication and local recommendations too. Would definitely go back again. Thank you!
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

JohnRating, 5 stars3 months ago
Great home for a group…we especially enjoyed the pool, kitchen and shuffle board table!
Guest favorite
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
4.9 out of 5 average rating, 30 reviews

Luxury Retreats at Boca Grande - Boca Bay Watch

PaulRating, 5 stars3 months ago
This home offers easy access to all of BOCA. It’s a nice place with a lot of space.
Top guest favorite
A contemporary villa is presented amidst lush green landscaping, accented by palm trees and vibrant plants. A driveway leads to a spacious garage, framed by well-maintained grass. The exterior features a modern aesthetic with large windows and an American flag, offering a welcoming entry.
Villa in Cape Coral
5 out of 5 average rating, 60 reviews

Private Luxury Heated Pool, Spa,Gulf-Access Oasis

MorenaRating, 5 stars1 month ago
They only thing I can say about Mike and Melissa ‘s place is that you will get everything you need right at their house !!! When we arrived we felt right at home , at with 2 kids and a baby , it is not something easy to achieve! If you are thinking about going to Cape Coral/Fort Myer …this is the place you want to book for your family!!! Thank you for everything.
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

EmilyRating, 5 stars14 months ago
The pictures don’t describe the beauty and comfort of this home. The pool is a tropical oasis of palms and lush landscape. There are so many wonderful outdoor areas to go to and sit to soak it all in while the kids swim in the secluded and beautiful pool. Our host was so responsive and I was surprised to find a gorgeous vase of flowers, chocolates, fruit platter, and bottle of wine upon our arrival!! All of the little “extras” really just make vacationing so much easier…such as laundry and dish soap, beach towels, chairs, umbrellas, etc… shower items, and so much more!! This has been our family’s favorite place so far in the lower Gulf area. We rented a boat and the husband was happy to be able to dock it right next to the house so he could jump on and fish. We spent a lot of time as a family on the boat and exploring new areas. So much fun! Thank you for making our vacation to Port Charlotte so comfortable and memorable!! Highly recommend ❤️

Villa rentals with a pool

A well-maintained saltwater pool is situated under a fully screened lanai, showcasing clear blue water and a connected jacuzzi. The surrounding patio area features tropical landscaping and views of a calm canal, while a basketball hoop stands nearby, enhancing outdoor recreation options.
Villa in Cape Coral
4.87 out of 5 average rating, 23 reviews

Upscale Luxury Villa Cape Coral

CarlosRating, 5 stars1 month ago
We had a great stay over the weekend! The place was clean, comfortable, and exactly as described. Check-in was smooth, and everything we needed was available. A perfect spot to relax and unwind—would definitely stay here again!
A private pool is positioned within a screened enclosure, featuring clear, sparkling water reflecting sunlight. Lush greenery surrounds the pool area, and views of an expansive golf course stretch into the distance, enhancing the tranquil ambiance.
Villa in Rotonda West
5 out of 5 average rating, 3 reviews

Villa Private Heated Pool &Golf

IrinaRating, 5 stars11 months ago
The house we rented was clean and tidy. Kristina is an attentive hostess who has provided everything we needed for a comfortable stay. She quickly answered questions and resolved some questions that arose. We are grateful for the vacation spent at Kristina's house.
Superhost
Villa in Cape Coral
4.96 out of 5 average rating, 26 reviews

Modern Coastal 3 BDR Villa - Heated Pool & Office!

MichelleRating, 5 stars17 months ago
Extremely fast communication with host! Very accommodating. Enjoyed our stay and would stay again.
Villa in Port Charlotte
4.69 out of 5 average rating, 16 reviews

Serine and peaceful waterfront pool villa

BrendonRating, 5 stars16 months ago
The Port Charlotte home has a charming view of a small lake from the enclosed screen area surrounding the pool. It was a nice place to sit and read, and see various birds, including pelicans and flocks of cormorants (I believe). Two things to mention: There is an additional charge of $25 per day to heat the pool, payable directly to the owners. We understand that other owners do this as well but seems a bit strange. The suggested payment mechanisms are not available to non-US residents. The cooktop is an induction model; those not familiar with this type of appliance may wish to look it up in advance since there are no instructions for the rather obscure icons. There were some inconsistencies between the long pre-stay messages on rules and those in the on-site book.
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, 39 reviews

Waterfront Villa with heated Pool

CoryRating, 5 stars3 weeks ago
Amazing stay! Very private, gorgeous property. Our local contact was very responsive. It’s worth the stay just being next to the water and watching the wildlife! Would 100% stay again!
Villa in Port Charlotte
4.78 out of 5 average rating, 41 reviews

ENDLESS SUMMER Villa with heated salt water pool

AurimasRating, 5 stars1 week ago
Close to grocery stores, quiet neighborhood, clean house. That was exactly what we needed for a short week-long vacation
Guest favorite
An outdoor area features a swimming pool and a spa, both enclosed by a screened lanai. Sunlight reflects off the clear water, while lounge chairs are positioned nearby. Lush greenery is visible beyond the enclosure, providing a serene and private atmosphere.
Villa in Rotonda West
5 out of 5 average rating, 13 reviews

Luxury Home With Pool Minutes to the Beach!

AndrewRating, 5 stars6 months ago
Stayed many times in the past 10 years. Updated recently. Absolute dream to visit. Quiet location great neighbours very friendly. Good restaurants close by. Owner is very quick to respond to any questions. house is very clean and well maintained. Will be booking again.
Villa in Rotonda West
4.79 out of 5 average rating, 24 reviews

Spa-Like Stay Heated Pool & Steam Shower

ZackaryRating, 5 stars3 weeks ago
We’ve stayed in Florida a few times with Airbnb and this was one of our most relaxing stays. It really felt like you have your own home complete with all the amenities you could need. The heated indoor pool was perfect to swim in after the beach. There were plenty of beach essentials such as umbrellas, chairs, and toys for kids. The neighborhood is very quiet and beautiful, with a lot of wildlife spottings like rabbits or tortoises. We really felt like we lived here for the time that we stayed. Nataliya was easy to communicate with. All the information we needed was accessible on signs around the house which were very helpful. Couldn’t recommend staying here more. We can’t wait to stay here again!

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