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

IRB Harbor House Semiprivate Waterfront Pool Villa
This is a GEM of a house, you’re a minutes drive from the most gorgeous white sand beach AND on the waterfront with a pool. We saw dolphins a few times each day and so many cool birds. We loved the bathrooms and the kitchen, new and modern. Comfy beds—and I appreciate the high quality percale cotton bed linens and pillows. The house was spotless, stocked well if you wanted to cook a few things, and the backyard was just heaven. Keith was super responsive and helpful with anything and everything. We will absolutely be returning!

Newly updated 3-bed, 2-bath w/pool. Beaches close
Kelly's place was beautiful, clean and well maintained. The kitchen was well stocked, there were plenty of towels, blankets, and linens. The pool was clean and well maintained. We enjoyed our stay in this nice and quite neighborhood.

Golf Oasis-Game Room-Pool-Disney South Face Pool
Thank you so much for letting us into your home. You have the most beautiful stocked home I’ve ever been in. There was so much I didn’t need to buy because you already had it which I loved! You had everything from blankets towels cookware bathroom supplies cleaning supplies mop pads seasoning cooking oils pool floaties propane from last guest..on top of having the most peaceful beautiful home! Kept it really easy to keep house clean! The waterfall pool the openess of the whole home made it perfect. The host was there for any questions I had always answered within 5-10 minutes I really appreciate you opening your house as well as still caring and being there for your guest at any time. Anytime I’m ever in Florida I will definitely keep this home in mind definitely worth it in every way!

Cabana pool home. 3400sq ft Of luxury!
The house was perfect for our stay. The beds were very comfortable, linens and towels were soft and plentiful and there was tons space for everyone to relax. We spent most of our time hanging around the pool - which is exactly what you want when visiting Florida! The kitchen is very nice and although we didn’t cook there’s everything you would need to prepare meals. Communication with Sandra was great too!

The Lakeview Oasis - XL Pool & Jacuzzi - Orlando
The home was a great spot in Central Orlando that avoided the Disney traffic. It was well appointed and comfortably accommodated our family. Great spaces for everyone to be together. Lots of dining and shopping by Millennia Mall. We did reach out to the homeowner during our stay for some help and he was responsive to us. Great host. Will stay here again.

Luxury home in the heart of South Tampa & POOL!
The house was beautiful and well equipped! The pool was huge and clean, our kids loved playing with the provided floaties and toys. Isabella even put the lights and waterfall on for us and heated the pool for us on our second day. Plenty of towels for the pool and bathrooms. We have stayed in a few Airbnb’s now and I would say this was the best! Isabella was paid a lot of attention to detailing with the decor in the house and providing kitchen, bathroom and other items. Very prompt to respond and checking in on us. We would love to stay here when we visit Tampa again.

Private Pool & Free Heat - Close to Disney!
The stay was amazing we loved every second of it from the pool to cooking in the house and playing game we loved that akilia accommodated to our schedule and made us feel so welcomed

Palm Oasis Retreat - Dog Friendly w/golf cart
We thoroughly enjoyed our stay. The house was clean and all the amenities needed for a home away from home. The villa is located close to many pools, golf courses, rec centers and town squares. The screened in porch was a hit for our family. It was the gathering spot for coffee and lounging. The hosts were very responsive and helpful before, during and after our stay. We would definitely be a repeat renter
Luxury villa rentals

The Golden Bear Villa | Private Pool & Theater
Stayed at Dan’s home for about 8 days with my family to celebrate my wedding weekend. The home was so beautiful, pool was fun and the kitchen was stocked up with seasonings, tons of pots and pans for us to cook at home and the movie theater/game room was a great bonus, the kids had a great time! Everything was exactly like the pictures although I did think the pool was a bit smaller than I expected in the photos but it was still super fun and comfortably fit 7 people. I would definitely stay at Dan’s home again!

Amazing New Villa! Well Maintained! Fun for all!
Mike / Mikayla were great hosts ! We absolutely loved the place it was just as it looked in the photos and more. So much space and it was absolutely perfect. Anything that was wrong Mikayla went out of her way to be responsive and notate. The pool was everything we expected and we absolutely loved the place. My only regret is not staying longer. If they will welcome us back we will definitely rebook. If I had to make any complaints I will say there wasn’t a high chair as listed but instead was a playpen at the place. Nothing we couldn’t work with though, really loved the place. Hoping to be back asap.

Free Pool Heat! Disney Themes, Arcade, Sleeps 22
Ryan was a great host. His instructions were very helpful. The house was warm and inviting. The kids had a great time in the game room, pool and even the Star Wars bedroom. We would definitely return.

NEW Unique 6BR,private pool,Full game room, + MORE
This was a fabulous house. The themed rooms were so much fun. Each room was so carefully and wonderfully decorated. From the cloud room to the camp room to the avatar room. The game room was a blast with its bunk house and slide and movie projector screen. The pool and outdoor area was great to hang out. And the kitchen had everything you could need. We had such an amazing time. Plus our host, Tati, was so accommodating and great to work with. Definitley the best house to stay at.

Luxury home | Lakeside Landing
5 stars all around. I can’t rave enough about how this place had everything we needed. Everything was high quality from the towels to the sheets to the pillows and even the appliances. Every detail was well-thought thru from the kitchen being well-stocked to even baby shampoo/body wash in the master bedroom. Thank you thank you for making our stay incredibly relaxing and stress/worry free.

"Disney Serenity": Luxe 8BR Villa/ Privacy/ Pool
Amazing home, located in the heart of Kissimmee. The home is beautiful, spacious, and super clean. The host is responsive, and nice. I highly recommend staying at this property.

Villa Blanca - Waterfront Midcentury Modern Home
Villa Blanca was everything we could ask for and then some! We were greeted with a bottle of wine, chocolates and a note from Debbie on the counter. Not many Airbnb's offer that type of personal touch and we appreciated it. The home and grounds are well maintained, the house was clean, everything you could need in the kitchen was available. This is the perfect getaway home! Thank you Debbie for your hospitality!

The Emerald Villa, Eco-Luxury by the Sea
This home is very close to the beach and restaurants but still feels very private. It is spacious and peaceful. It had everything we needed in the kitchen and plenty of things to bring to the beach. Highly recommend using the wellness room and sauna. We loved every second of our stay and can't wait to go back.
Villa rentals with a pool

Lux 4BD/2BAVilla/Heated Pool/Private Backyard
Our stay at Semen’s place was fantastic. The house was beautiful, modern and had all the amenities we could ever hope for. The house was impeccably clean and well-stocked with everything we needed. We also appreciated the quick response time when a question came up. Highly recommend Semen’s house!

Private Tropical Pool Retreat
The home was exactly as described, my son and I really enjoyed the pool! I would definitely stay again!

Modern Luxury Retreat - Heated Pool Spa, Game Room
The house was exactly as shown in the pictures—clean and well-maintained. The location is great, with easy access to several beautiful beaches nearby. The pool area was definitely a highlight and made for a relaxing stay. Martin and Anna were really proactive in communication, which made the whole experience smooth.

6 BD/4.5 Ba Sleeps 14! Lily Pad At Solterra Resort
This is a beautiful home. A home away from home. My kids enjoyed the room themes and games around the house to play. Chanda and Matthew made everything so easy for us with traveling from PA. I would 100% book with them again 😊

Luxury Villa! /Game Room/ Pool Heater
Outstanding hospitality, convenient location & always clean. Planning on a 4th stay in the future.

The Coconut Courtyard-Private saltwater Pool-clean
Kim has a top-notch place here that is very welcoming. The house is wonderful and this is our second time staying here and we will continue to stay here with Kim. The house may not be close to a beach but it is close enough to Daytona, Orlando, and to the Gulf Coast that there are a lot of different things you can do within an hour that are great. this place really gets you out of the hustle and bustle of the beach crowds. it is wonderfully laid back and quiet.

Themed Bedrooms, Pvt Pool, BBQ, Game Room & PS5
Rennata’s home was great for my family. She was very proactive with her communication leading up to and during the trip. The location was very convenient and the neighborhood was family friendly. I would recommend this home and would return. Thanks Rennata.

Here Love Blooms: 1B Secluded Villa for Romance.
My husband and I had an amazing stay here! Everything was just as described. It was very a peaceful and enjoyable experience. The space is very clean, organized, and comfy! Although we were on vacation, it truly felt like home. We definitely recommend staying here, as we would love to come again one day!
Destinations to explore
- Tampa Holiday rentals
- Seminole Holiday rentals
- St Petersburg Holiday rentals
- Tampa Bay Holiday rentals
- Central Florida Holiday rentals
- Four Corners Holiday rentals
- Orlando Holiday rentals
- Kissimmee Holiday rentals
- Saint Johns River Holiday rentals
- Panama City Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Gold Coast Holiday rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Weeki Wachee Springs
- Dunedin Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Amalie Arena
- Rainbow Springs State Park
- Tampa Theatre
- Curtis Hixon Waterfront Park
- ZooTampa at Lowry Park
- Splash Harbour Water Park
- Adventure Island
- Plantation Inn and Golf Resort
- Fort Island Beach
- Ben T Davis Beach
- Tampa Palms Golf & Country Club
- Clearwater Marine Aquarium
- Honeymoon Island Beach
- Fred Howard Park
- Sand Key Beach
- Weeki Wachee Springs State Park
- Black Diamond Ranch
- Courtney Campbell Causeway Beach
- Gandy Beach
- Honeymoon Island State Park