Some info has been automatically translated. Show original language

Villa vacation rentals in Little Gasparilla Island

Find and book unique villas on Airbnb

0 of 0 items showing
1 of 3 pages
0 of 0 items showing
1 of 12 pages

Popular amenities for Little Gasparilla Island villa rentals

Private villa rentals

A covered lanai encompasses a glistening pool surrounded by palm trees. Two lounge chairs are placed beside the pool, adorned with colorful towels. The backdrop features a tranquil water view and colorful outdoor seating, enhancing the relaxed atmosphere.
Villa in Cape Coral
4.78 out of 5 average rating, 50 reviews

Villa Maxos - Boaters dream 4br/3 bath pool / spa

JacquelineRating, 5 stars1 week ago
Michael was an awesome host, could not ask for more. We look forward to staying at this home again very soon. Beautiful house, beautiful view beautiful neighborhood. Everything we needed and more was there the place was spotless literally, could not have asked for more.
Top guest favorite
A spacious bathroom showcases a freestanding bathtub beside a large mirror with stylish lighting. Natural light filters through two windows adorned with sheer curtains. A modern sink area with sleek cabinetry complements the light grey walls, providing an airy and relaxing atmosphere.
Villa in Englewood
4.98 out of 5 average rating, 94 reviews

Coastal Retreat Villa with pool • near beaches

KarinaRating, 5 stars2 weeks ago
Family of four traveled to South Florida for the first time for spring break. We had an incredible time, location of the house is close enough to some beautiful beaches and cute little towns. The house itself is everything the description says. Very spacious and comfortable…the pool was a huge plus for my daughters, the water was very clean and warm. We loved the screened in porch, ate many of our meals out there and didn’t have to worry about bugs bothering us. We LOVED our stay at Yeb and Lubas place and will definitely come back!
Guest favorite
A bright living area features a spacious sofa adorned with colorful cushions, a central coffee table, and a vibrant area rug. Natural light fills the space, highlighting the open floor plan that connects to the dining area and kitchen. Decorative beach-themed artwork enhances the atmosphere.
Villa in Englewood
4.96 out of 5 average rating, 69 reviews

Pvt Pool | Game Room | 6 Mins beach | SHARK Teeth

LoraRating, 5 stars1 week ago
My family adored this house! As first time Airbnb users we were pleasantly pleased! The property was very close to many things such as shopping areas, beaches. Naveen and Carmen thank you for such a tranquil atmosphere; literally every detail has been thought of. 10 out of 10 will recommend, and will stay again if available in the future.
Top guest favorite
A coconut drink with a decorative umbrella and a slice of lemon is positioned on a wooden table. The shimmering pool is visible in the background, surrounded by a screened enclosure and scenic waterfront views.
Villa in Cape Coral
5 out of 5 average rating, 60 reviews

Spring N2 Summer! Sunshine + Warmth!

GiancarloRating, 5 stars2 weeks ago
From first communication to last , it was a wonderful trip and overall experience. Rachael was great at providing recommendations. House was amazing..we enjoyed many lazy days by the pool. 45-50 mins from Fort Myers and Sanibel ....would absolutely stay again!!! if I could give 6 stars for the whole experience, i absolutely would. Tom and Rachael, thank you again for a truly memorable trip ! Kids cannot stop talking about when we are coming back!
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
4.82 out of 5 average rating, 39 reviews

Sandpiper Villa 3/2 Pool Home w/Heated Pool

BridgetRating, 5 stars1 day 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 screened lanai features a private pool with clear water, surrounded by a wooden deck. Comfortable loungers are positioned nearby for relaxation under a blue sky. The structure allows for seamless indoor-outdoor enjoyment, making it ideal for leisure activities.
Villa in Rotonda West
4.79 out of 5 average rating, 24 reviews

Beautiful home, heated pool & 5 miles from beach!

BlaiseRating, 5 stars1 month ago
ABSOLUTELY GORGEOUS HOME! Loved the interior design and the pool was clean and amazing. Private backyard! Host was very responsive and friendly. Would highly recommend this stay!
A heated saltwater pool is enclosed by a lanai, featuring a smooth surface and built-in steps. Two lounge chairs are positioned beside the pool, while sheer curtains provide privacy. Lush greenery is visible outside the enclosure, enhancing the serene environment.
Villa in Port Charlotte
4.77 out of 5 average rating, 47 reviews

Brand New! Fabulous Paradise 3 b/ 2 bath Villa

SueRating, 5 stars3 weeks ago
We thoroughly enjoyed our stay at Sandra’s beautiful home and really feel lucky….as well as blessed to have spent a month there! We loved our daily routine starting with walks in the quiet neighborhood and later relaxing by the pool. We visited our favorite beach on Boca Grande several times….with many gorgeous sunsets! If you are lucky enough to spend any time at Sandra’s I’m positive you’ll feel the same. The location is excellent for any day trips you may want to take. The house itself is very comfortable….and rest assured you won’t find anything she has forgotten! We are hoping to stay again…for now we’ve got great memories!!
Top guest favorite
A clear, inviting swimming pool is enclosed by a screened patio, showcasing the vibrant blue water reflecting the sunlight. Lush trees are visible in the background, enhancing the sense of tranquility and privacy in the outdoor space.
Villa in Rotonda West
4.99 out of 5 average rating, 67 reviews

Secluded Paradise,Heated Pool,Beaches and Golf n.

AlisterRating, 5 stars1 week ago
We had the most fantastic stay at Palm Villa. From the moment we arrived we knew we had chosen wisely! The property was spotlessly clean, with every amenity you could reasonably expect to find. We have stayed in numerous properties in this part of Florida and we have found our new favourite. The pool area in particular is a real gem - with no near neighbours and an outlook into a wooden area that’s teaming with local wildlife every day was gloriously relaxing and peaceful. Sabina was a wonderful host, keen to ensure that we had everything we needed but equally happy to allow us to unwind and make the most our time in the villa. We very much hope to return.

Luxury villa rentals

Guest favorite
An indoor pool area features a heated pool surrounded by ambient lighting in purple tones. Modern seating is provided, with decorative potted plants enhancing the tropical feel. A stone sculpture adds an artistic touch, while large screens protect the space from the outdoors.
Villa in Englewood
5 out of 5 average rating, 9 reviews

Luxury 4 Bedroom Villa Englewood

PatriciaRating, 5 stars10 months ago
Pavelsplace was beautiful and spacious and served our family’s need perfectly. We flew in for my dads funeral and there were 11 of us staying there. 6 adults and 5 children. We never felt crowded and the kids really enjoyed the pool. The host was super responsive and respectful. Definitely recommend this to anyone with a large group.
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
4.89 out of 5 average rating, 19 reviews

Upscale Luxury Villa Cape Coral

DelaneyRating, 5 starstoday
Stunning place, completely updated and clean, clutter free, full outdoor kitchen, exquisite lanai with pool and deck, just fabulous! Plenty of room for our girl's weekend!!
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, 16 reviews

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

ChrisRating, 5 stars9 months ago
10/10 Absolutely loved Dave’s place! Honestly the best stocked out house we’ve ever stayed in. house was clean and functional. It was great for our 3 family group of 12. (6 kids & 6 adults) We easily fit 2 boats (22ft bay boat & 25 ft offshore boat) on the seawall at Dave’s house. The outdoor living spaces were the best. We spent the majority of our 6 days outside on the pool deck. The pool was great, we all thoroughly enjoyed the pool. Dave was super quick to answer any questions and resolve a little issue we had. The beds were cozy. Plenty of bathrooms which was great since we had 12 people in our group. Huge island in the kitchen, and plenty of places to sit and eat. It was very comfortable even with so many people. You can’t beat the location. Just a few minutes to Stumps Pass by boat. A little bit longer you can be to LGI or Cayo Costa. We would absolutely rent Dave’s place again
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, 42 reviews

Pool & Spa Villa with Waterfront Views and Kayaks!

KearaRating, 5 stars2 weeks ago
We had the best time staying at Victor’s place. Pictures truly don’t do this home justice. Victor and Alessandra were very responsive, helpful, and super accommodating. The home and pool were clean, the kayaks were a blast, and the outside area made for a perfect family vacation with kids. We will definitely be coming back down here!
Top guest favorite
A spacious screened lanai features a caged saltwater pool surrounded by a stone patio. Lounge chairs are positioned near the pool, with tropical landscaping visible beyond the screen. Outdoor seating and decor enhance the relaxing environment.
Villa in Port Charlotte
5 out of 5 average rating, 19 reviews

Luxurious Mangoe 4 bed 2 bath, heated pool and spa

AlexRating, 5 stars1 week ago
⭐️⭐️⭐️⭐️⭐️ We had an absolutely fantastic stay at Margaret’s place! The home was spotless, stylish, and equipped with everything we needed for a comfortable stay. Margaret was an incredible host—super responsive, thoughtful, and went above and beyond to make us feel welcome. From the warm welcome note to the local tips that made our trip unforgettable, every detail was perfect. The location was ideal, and the space felt like a true home away from home. We can’t wait to return and would recommend this place to anyone visiting Port Charlotte! Thank you, Margaret, for an amazing experience!
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, 50 reviews

Ocean View Villa Manasota Key

KendraRating, 5 stars3 weeks ago
Fabulous location…pathway leads right to the beach. Lovely and quiet house well manicured and comfortable. Great new appliances in the basic kitchen. Looking forward to returning!!
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 stars2 months ago
Great home for a group…we especially enjoyed the pool, kitchen and shuffle board table!
Guest favorite
A serene swimming pool is framed by a spacious deck and lush tropical foliage. The two-story villa features large balconies above, with shaded seating areas visible. Sunlight reflects gently on the water, creating a peaceful ambiance in the outdoor space.
Villa in Boca Grande
4.9 out of 5 average rating, 30 reviews

Luxury Retreats at Boca Grande - Boca Bay Watch

PaulRating, 5 stars2 months ago
This home offers easy access to all of BOCA. It’s a nice place with a lot of space.

Villa rentals with a pool

A screened lanai houses a private heated pool, surrounded by a spacious deck. Two chaise lounge chairs are positioned near the water, while a cozy seating area nearby invites relaxation. A green backdrop of lush vegetation enhances the tranquil outdoor setting.
Villa in North Port
4.83 out of 5 average rating, 24 reviews

Cheerful 3-bed villa with heated pool+beach staff

AmyRating, 5 stars2 months ago
We really enjoyed our stay! The house was very clean, comfortable and had everything we needed. We really appreciated having the beach gear, including a wagon the transport everything. Very convenient! Beautiful beaches within 30 minutes. Wellen Park and Warm Mineral Springs worth checking out! Irina was very responsive. Pool temp was a little cooler than our comfort level and some of the outdoor things are a bit warn (basketball hoop broken, pool floats, etc.). Other than that the place was just perfect! Highly recommend!
Villa in Cape Coral
5 out of 5 average rating, 3 reviews

Villa Nautica - Gulf access Cape Coral

MatthewRating, 5 stars3 weeks ago
We decided to book a last minute family trip to FL. My wife found the Villa Nautica and absolutely loved what she saw from the photos. As soon as we arrived the outside and inside of the house was absolutely beautiful! Photos don’t do it justice! House was super clean and had every amenity a family could need. We absolutely loved our stay and look forward to another family vacation to the Villa Nautica! Would definitely recommend this house.
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 stars10 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.
Villa in Venice
5 out of 5 average rating, 6 reviews

VIlla Venice

MeganRating, 5 stars3 weeks ago
This home is absolutely stunning if you’re looking for a getaway with your family or evening another couple. The home is very spacious, the pool is absolutely stunning and perfect and the beach is just a short drive away! Very local to many things! Bonnie was so sweet and quick to respond to whatever we needed! Would recommend this place to anyone !
Villa in Port Charlotte
4.69 out of 5 average rating, 16 reviews

Perfect waterfront pool Villa

BrendonRating, 5 stars14 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.
A spacious outdoor area features a heated pool surrounded by a screened enclosure. A dining table with four chairs is positioned nearby, complemented by an area rug. Bright blue lounge chairs are visible, offering a relaxing spot with a view of the lush landscape and pond.
Villa in Rotonda West
4.9 out of 5 average rating, 10 reviews

Villa Sunrise Florida (WLAN,Pool ...)

IrvRating, 5 stars29 months ago
Given the circumstances, the house and its amenities were more than adequate. Very clean and well-stocked (especially the kitchen items and towels). This was not a vacation. We were dealing with the aftermath of Hurricane Ian that damaged our family home and the sudden death of our mother. This also affected our stay Rotunda West due to the damage repair to the neighborhood and the lack of street signs because they were blown over. A GPS is very helpful in this neighborhood. Aside from being almost 30 minutes from town, we were very comfortable at the location. The owner sent us emails to alert us when people were coming to spray for bugs or look at the roof damage. The people that were the contact folks were responsive.
Villa in North Port
4.83 out of 5 average rating, 12 reviews

South Florida Heaven! 3BD 2BA w/Pool! North Port!

LizbethRating, 5 stars3 months ago
The house was absolutely beautiful and spacious! we brought our 3 dogs and the fenced yard was such a plus! the ppol is beautiful and we loved the solar heating, we were swimming on new years eve!!! I also love that they dont throw away everything in between stays, like flour, papaer plates, things like that! so we left some things as well maybe the next person just might need in the kitchen! Me and my family had an amazing holiday and we will definitely be returning! (Hopefully)
Guest favorite
A single-story house is presented, featuring an inviting façade with large arched windows. The exterior showcases a well-manicured lawn and a light-colored driveway, surrounded by decorative landscaping. A two-car garage is also visible on the right side.
Villa in Rotonda West
4.96 out of 5 average rating, 26 reviews

Luxury Retreat/Heated Pool/2Kings /n.Beach/Office

KymRating, 5 stars6 months ago
We rented to evacuate from Boca Grande during Hurricane Milton. It was a perfect retreat with everything we needed to hunker down. The hosts were wonderful, kept in close contact with us before and after. I should note, the day of, at the last minute, we decided to evacuate to Miami. Came back two days later and were relieved to see that airbnb did not sustain damage, so able to resume our stay.

Destinations to explore