
Villa vacation rentals in Pine Island
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Top-rated villa rentals in Pine Island
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Pine Island villa rentals
Private villa rentals

Stunning Private Courtyard 3 Bed Villa
The Villa was very nice and lovely location. Close to plenty of places to eat and an easy drive to Disney and universal!

3 Bed 2 Bath private golf course villa
Absolutely loved staying here! Me and two other people came into town for a tennis tournament and found this Airbnb to stay at. The Airbnb was very clean and very comfortable, we all felt right at home staying here. I also loved how close this place was to the tournament site we were playing at. We will definitely stay here again!

Graystone Villa, 3 bedrooms with private pool
Can’t say enough about Nicola and her property. Our vacation started out rocky at a not so stellar condo. Thankfully we found her property and she was able to accommodate my family the very next day. The house is just as described, very spacious and clean! The location was perfect and close to many restaurants and shopping. Nicola was quick to respond to any of our needs. I will definitely be booking here if we are ever in the area. THANK YOU for being amazing!!

1B Secret Hideaway 4 Unforgettable Romantic Stay!
We enjoyed ourselves! It was a private, peaceful location. We loved being able to enjoy the pool and the lights so we could swim at night. Would definitely come to stay again.

Luxury 9Beds Villas With Pool Spa In Solara
This was our second time staying at Chuck’s place. The resort amenities are great and our family utilized the splash pad, pool, gym, basketball courts and restaurant. The house is great and accommodates our family of 14 perfectly. We had a great stay!

Private Villa with Pool near Disney
It was a great place to stay. We would not hesitate to stay here again if we are in the area.

Luxurious home 2 miles from Disney - Windsor Hills
The house was wonderful and exactly as described. It was spacious enough for our big group. Andreanne responded promptly most of the time. Our only negative was the batteries ran out in the keypad and my parents were locked out at night in the (Florida) cold. The management company sent a locksmith who let them in after about 1.5 hours. However, the management company brought the new batteries and dropped them on the porch instead of fixing the keypad. My dad installed the batteries in the keypad so it didn’t happen to the next guests or the cleaners. Andreanne didn’t respond to my messages regarding the lock out or the key pad, but had been responsive prior to that. The battery pad was most likely a fluke, but it showed no signs of issues leading up to that. Otherwise, our stay was great and would recommend.

7BR Villa • Spa&Pool • 9 miles to WDW • Waterpark
We had a great stay with our two young kids. My son is non-verbal with ASD. We appreciated the kid’s plates/bowls that kept food from touching (iykyk!) The pool safety fence and locks on the doors were great. The bathroom door that leads to the pool didn’t have a higher up lock, but we just made sure an adult slept in that bedroom. Plenty of pool towels. They loved the treehouse bunk and toys to play with. The blackout curtains kept light out of the bedrooms so they didn’t wake too early. The hosts were great and always responsive. We had a fun stay!
Luxury villa rentals

Safari Bowling Villa, POOL TV, 10 mins from Disney
My family and I really enjoyed our stay. It was so much for us and the kids to do all day. It was so roomie and we felt right at paradise. The house was clean and cozy. Anything we needed Ellie was right on time with it. Thank you so much for the hospitality. Definitely an airbnb Favorite.

Villa Blanca - Waterfront Midcentury Modern Home
My family of 4 and my parents stayed for 4 nights and enjoyed both the beach and intercostal waters! The house was very comfortable for the 6 of us, with ample bathroom and bedroom space. Very clean and tidy. The neighborhood was quiet and beautiful. It is a 14 minute easy stroll to the beach. We packed the provided beach chairs on our backs and were able to spend several hours at the beach. Driving to the beach is an option but beach access parking is a bit difficult during spring break. We loved the intercostal location, with the pool and spa! We were able to fish and enjoy the beautiful breeze and view. The house is exactly what Debbie has described and pictured. Highly recommend!

Luxury Wellness Villa - Private Spa & Pool
We had such a lovely stay! The place was just as pictured. Plenty of space for the 9 of us to lounge around the house and hangout by the pool. We will definitely be back!

"Twin Palms" Massive Luxury Home Arcade Pool/Spa
We only had a few concerns/issues, but the owners were extremely responsive and immediately handled within minutes. We’re glad to see that the owners were super nice and easy to work with. They really try to make you feel comfortable while staying in their home. Would stay again!

Resort & Private Pools, Game Room, Near Disney
Lissette was an amazing host she was very responsive to any questions we had and her home was amazing our kids loved it the house was spotless!

33 Disney Villa ★ GameRoom ★ Movie Theater ★ Pool
Had a great stay with our family. Lots to do in/around the area. Kids enjoyed the themed rooms as well as the pool. Cal was quick to get us setup with everything we needed after a last minute booking. Publix/target/walmart were all within a few min drive of the house. There was a bit of noise from one of the neighbouring houses one night but it wasn’t loud enough to disturb the children who were sleeping. Would definitely stay again!

Coast of Wonders Villa w/cinema pool spa at Encore
We had a fantastic stay at this beautiful, spacious house! The home was clean, well-equipped, and perfect for our group. The pool was a major hit – we spent so much time relaxing and enjoying the sunshine. We loved having the neighborhood waterpark just a short walk away – such a fun bonus for both the kids and adults! Everything about the stay was smooth and enjoyable. Claudia was very responsive and made sure we had everything we needed. Highly recommend this place if you're looking for a relaxing getaway with great amenities. We'd definitely come back!

Luxury Villa in Largo, Sleeps 22 Heated Pool & Spa
For families with young children was a great location and amenities at the site as well as access to additional resources. They had everything we needed for a toddler or two. Loved the "Latin bowl" right up the road and would highly recommend . The local botanical gardens were also a great find and a coffee shop with baked goods within 2 miles. Not a place to be without a car or walkable so a car is essential and we anticipated that the beach would need a 10 minute drive as well. Heating the pool was "finicky" and not intuitive but got fixed by the second day to 80 degrees F- a little on the cool side outside of midday to 4 pm. I would recommend the additional heating fees (pool 20$ and hot tub 30$ a day, and that both cannot be done at the same time) be made much clearer- even prior to booking. Overall would highly recommend for a large diverse group with young children
Villa rentals with a pool

5bedroom,pool,18min to Disney, Kissimmee davenport
Very satisfied with our stay! Thank you Miguel for providing a clean, beautiful home for us to stay with our kids. ⭐️⭐️⭐️⭐️⭐️

4 Bedroom Villa - with Pool - Near Disney & More
This house is very comfortable! We have 5 kids and they all enjoyed using the pool and pool table. I recommend highly paying for the pool heat; more so for the evening swim. We still used the pool daily, but I will definitely ask to have it heated before we come next time. We felt very safe in this location. Clean, family-friendly surroundings. Easily accessible to all Disney activities! We also spent time in Clearwater and on the Atlantic coast. About 1.5 hours to Gulf or Ocean from her place. We will definitely be back!!❤️

4-bed villa w/ beautiful pool 15 mins from Disney!
It felt right at home from the moment we arrived to the minute we left. Every thing was clean, comfortable and overall a wonderful experience. We would definitely stay there again. Thank you for your hospitality in letting our family stay in your beautiful home. Brittni

The Coconut Courtyard-Private saltwater Pool-clean
This is a very comfortable property. Good location to several town centers and the neighborhood recreation center. The owners were very responsive, always within minutes of my inquiry. A very nice outside area and a heated pool that was used every day. I would be happy to stay there again.

Home in Davenport FL, near Disney
The house was spacious in a convenient location and exactly what we were looking for.

Seasons Retreat, 5 Bed, 4 Bath, Private Pool Villa
Great home and very comfortable! We enjoyed our stay! Mr. George is a great host and very accommodating.

Elegant 5 Bedroom South Facing Villa with Pool
Lovely stay in this large and comfortable villa. Lots of towels, nice pool and games room. Everything we expected and more. Thank you for your hospitality.

4 Bedroom Villa with Private Pool Near Disney!
We really enjoyed our stay with our daughter and grandchildren. The house had everything we needed for the week. We had no complaints. Location was really close to all parks we visited as well as restaurants. We also felt comfortable to take a nice long evening walk with the babies, the neighborhood was very friendly.
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- Dunedin Beach
- Weeki Wachee Springs
- Sunset Beach
- Busch Gardens Tampa Bay
- Amalie Arena
- Raymond James Stadium
- Howard Park Beach
- Clearwater Beach
- Rainbow Springs State Park
- Tampa Theatre
- Curtis Hixon Waterfront Park
- ZooTampa at Lowry Park
- Plantation Inn and Golf Resort
- Splash Harbour Water Park
- Adventure Island
- Fort Island Beach
- Clearwater Marine Aquarium
- Sand Key Beach
- Fred Howard Park
- Tampa Palms Golf & Country Club
- Hillsborough River State Park
- Honeymoon Island Beach
- Gandy Beach
- Black Diamond Ranch