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Villa vacation rentals in Little Gasparilla Island

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Popular amenities for Little Gasparilla Island villa rentals

Private villa rentals

A scenic deck overlooks a tranquil freshwater lake, with a stunning sunset casting reflections on the water. Two chairs and a small table are positioned to enhance relaxation while enjoying the serene views of the surrounding landscape.
Villa in Cape Coral
4.66 out of 5 average rating, 108 reviews

Stunning Lake View Villa with Heated Pool and SPA

HollyRating, 5 stars5 months ago
Absolutely breathtaking view and gorgeous updated home! Owner was extremely receptive and communicative!! Gorgeous gorgeous home!! The breeze was amazing!!!!!
A serene pool area is visible with clear blue water, surrounded by a white fence. Lush palm trees and green grass are seen in the background, contributing to the relaxed ambiance. The view overlooks a calm canal, inviting a refreshing experience.
Villa in Cape Coral
4.92 out of 5 average rating, 13 reviews

Villa Coconut Cove - Waterfront w. heated pool!

KathyRating, 5 stars6 months ago
Marie is a great host. She messaged to make sure that we had everything we needed. The house is beautiful and the pictures are exactly as advertised. We had seven guests for dinner and there was plenty of room for entertaining. The only negative is that if you bring your dogs, it’s hard walking them. There are no sidewalks and the street is busy. Other than that, the place was perfect for us. We booked seven days but stayed just a couple of nights due to Hurricane Milton. We plan to return during spring of 2025.
A spacious dining area is visible, featuring a dark table surrounded by several chairs. Beyond the large screened patio, a serene pool is seen, complemented by a lounging chair and grill area. Lush greenery and a clear sky provide a tranquil backdrop.
Villa in Cape Coral
4.83 out of 5 average rating, 6 reviews

Exceptional New Villa Hidden Pearl

DianaRating, 5 stars13 months ago
Very nice and helpful hosts and the house is a beautiful and quiet place to stay
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.
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, 49 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.
A private pool is framed by lush tropical plants and colorful flower pots. Water gently flows from an intricately tiled spout into the calm, clear water, reflecting the bright blue sky and surrounding greenery.
Villa in Rotonda West
4.86 out of 5 average rating, 22 reviews

Gorgeous Picasso Style Villa

PhilipRating, 5 stars73 months ago
What a wonderful home! We could not have asked for anything more. Close to beaches and shopping. Perfect home to enjoy the Florida sun and your own pool. Check in and out was simple and Dave was super easy to Correspond with. Hoping to make this a yearly trip.
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
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, 60 reviews

Picturesque Waterfront Villa w/Canal & Heated Pool

JamesRating, 5 stars1 month ago
Had a great time with family at a beautiful spacious 4 br home. Loved the pool and bonus space outside by the canal with seating. Fished and used kayak. Very relaxing for whole family!

Luxury villa rentals

Superhost
A spacious living area features large windows framing serene lake views and allowing natural light to fill the space. A contemporary sectional sofa is arranged around a coffee table, while a TV is mounted on a wall beside colorful wall decor. A staircase leads to the upper level.
Villa in Cape Coral
4.89 out of 5 average rating, 9 reviews

Lakeview Luxury: 3BR Villa with Pool in Cape Coral

KristenRating, 5 stars1 month 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.
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
Superhost
A dining table is set for outdoor meals, featuring white plates and glassware. A ceiling fan is visible above, while large sliding doors provide access to the pool area. Lush palm trees and blue skies create a serene backdrop through the screened enclosure.
Villa in Cape Coral
4.8 out of 5 average rating, 10 reviews

Wischis Florida Home - The Dream

TeresaRating, 5 stars1 month ago
Our stay in the home was great. It is a beautiful, spacious home. We enjoyed the outdoor area and pool. Marco and staff were very responsive to all concerns. Future guests need to know the beds are platform beds and very low. I had senior guests and it was a challenge for them. I definitely recommend this lovely home if beds low to the floor are not a concern. I also highly recommend Marco and staff.
Guest favorite
Villa in Cape Coral
4.83 out of 5 average rating, 6 reviews

Minutes to Gulf Ideal for Serious Boaters

ZethRating, 5 stars8 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
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 stars2 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!!
Top guest favorite
A modern duplex structure is set against a bright blue sky with scattered clouds. The exterior showcases a tan and white facade with two garage doors and lush green grass surrounding a brick-paved driveway.
Villa in Rotonda West
4.91 out of 5 average rating, 11 reviews

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

JenniferRating, 5 stars3 weeks 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!
Superhost
Villa in Punta Gorda
4.86 out of 5 average rating, 7 reviews

Luxury Villa in Punta Gorda Isles

TashinaRating, 5 stars16 months ago
The Punta Gorda Villa was beautiful, there was plenty of room for our party of 14. Pavel was very responsive to questions I had, even on Christmas Eve when Amazon decided to deliver a package for us early. At some point he was able to bring our package in so when we arrived it was in the house. It was nice to come and relax at a home after our boys’ baseball tournament instead of a hotel room. If we are ever in the area again we would definitely rent this beautiful home.
Superhost
A serene waterfront scene is depicted, with palm trees lining the bank next to the canal. The sky is filled with colorful clouds at sunset, reflecting a blend of warm hues over the water. Lush greenery adds to the tranquil atmosphere.
Villa in Cape Coral
4.86 out of 5 average rating, 66 reviews

Sanctuary w/covered heated saltwater pool on canal

SarahRating, 5 stars3 weeks ago
Loved this house. The trees in their yard are AMAZING! The pool was very warm. Loved the outdoor couch and TV area. Host was wonderful. Will definitely stay here again. The pantry had some spices and basic cooking ingredients, which is always nice. It's furnished and decorated well.

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, 21 reviews

Oldfield´s Paradise

MarkRating, 5 stars1 week ago
The lanai was where we spent most of our time. I was a great space to relax and enjoy the water. Loved the king size bed. Check in personnel were helpful. There were beach chairs, umbrellas, coolers, and a wagon for use when we spent a day at Siesta Keys beach. Overall the home was a perfect place for our getaway.
Guest favorite
Villa in Cape Coral
5 out of 5 average rating, 45 reviews

Luxury new construction Villa Ocean Kiss on canal

JudithRating, 5 stars2 months ago
We had a great stay at Villa Ocean Kiss! The house and grounds matched the photos and was very nice. It was very helpful to have all of the switches marked. The house, especially the kitchen, was very stocked. The house was clean, open and inviting. The house was also nicely decorated with nice furniture. The mattresses were comfortable. We also had more than what we needed for the pool and beach. We enjoyed the pool and hot tub almost daily and the tiki hut was an enjoyable spot to hang out. It was very quiet and we saw many birds plus other wildlife. We enjoyed walking in the neighborhood - seeing many burrowing owls was a nice surprise. We highly recommend this 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, 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
Villa in Rotonda West
5 out of 5 average rating, 22 reviews

Florida lakeside home - south facing pool & deck

EmilyRating, 5 stars3 months ago
Great house. It’s very spacious and has everything you could possibly need. Clean and comfortable furniture and bedding. Felt very safe in the neighborhood and loved checking out the local nature.
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
Villa in Cape Coral
4.84 out of 5 average rating, 57 reviews

3/BR Heated Saltwater Pool & Jacuzzi

MarkRating, 5 stars1 week ago
Eve & Raul are excellent hosts and everything you’d want from a property manager. They are super responsive, even proactive in their communication. The pool and hot tub instructions made it easy to heat to our desired temperature. They even give great recommendations for restaurants and things to do. 5 stars all the way around for them and our stay! We hope to be back!
Guest favorite
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
4.93 out of 5 average rating, 120 reviews

Unwind at Casa Blu: Sun, fun, pool, close to Beach

CynthiaRating, 5 stars2 weeks ago
Nice house in a quiet neighborhood. Perfect for relaxing in the pool.

Destinations to explore