
Condo vacation rentals in Pine Island
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Top-rated condo rentals in Pine Island
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Pine Island condo rentals
Weekly condo rentals

Luxury condo at Avalon Club
This facility was exactly what we needed, I will say I was kind of shocked that I thought I prepaid for everything and then was charged for parking as well as a resort fee… Still feel like it was a pretty reasonable price. I just wish she would’ve included it on the front end.

Two Bedroom Deluxe, Clearwater Beach (A442)
We had a great stay at William’s property. He was greet work with! Will book again for one next stay.

Mystic Dunes Golf Resort-2 bedroom weekly
The condo had everything we needed and the service was great. There were activities available throughout the week of a diverse variety. The location is just minutes away (no matter what time of day) from the Animal Kingdom back entrance where all of the parks can be accessed with minimal traffic. Brooke was very helpful in letting us know exactly what to do do when we arrived. I was extremely pleased with our experience and I can be a tough judge!

Amazing Views - Saddlebrook Condo, 2Bed/2Bath
The pictures tell it all. Great balcony especially - lovely Florida community. Private, quiet, clean - two nice bedrooms completely independent with separate bathrooms. Perfect place to stay!

Amazing main floor condo at Avalon
The condo is very beautiful and clean! it had all the amenities you would need. The pool was fantastic. It's only around 10 minutes to drive to the beach. Checking in and out was a breeze. Catinca is a friendly and amazing host. Highly recommend!! Would definitely come back.

Renovated Condo! Across the Street From The Beach
Great unit across the street from the beach. The photos matched the amenities. We felt right at home. Everything was fresh and clean. The neighbors were friendly. Beach chairs, umbrella, wagon, towels, and cooler were provided. Nice restaurants and market were within a 10-15 minute walk. We enjoyed our stay here.

Suite 203 - Pool View - Bay View - 2nd Floor
The resort was beautiful and at a perfect location. We loved our stay there and would definitely recommend it and would come back. A little hickup with check-in as our condo had plumbing issues but the host arranged a hotel stay for us for one night and arranged a different condo for us for check-in at 11am the next morning. We were totally ok with that. We were promised an adjustment of 10% in price for the inconvenience but that adjustment did not happen. All in all, we had a great stay there. The motel resort was super cute. Nice pool ( although the pool toys could use a cleaning), bbq on premises and nice table on the dock overlooking some docked boats. Really a cute place.

Millers, BeOne Naturally Clothing Optional Premium
Small but nicely updated unit. Great for two for an extended weekend. Jimmy was a very accommodating host, making us feel very welcome. He provided a great tour of the property and checked in with us throughout our stay. Also the complimentary golf cart was a very nice touch. Will be back for sure.
Pet-friendly condo rentals

Westgate Town Center Studio Sleeps 4
I had an amazing stay at this Airbnb near the theme parks! The location was perfect, just a short drive to the parks, which made it super convenient for our daily visits. The property was clean, spacious, and beautifully, making us feel right. The Resort was quiet and safe, providing a nice retreat after a day of excitement at Disney. Overall, this stay exceeded our expectations, and I would highly recommend it to anyone planning a trip to the area. We will definitely be returning soon! Zaida!!

MJ’s Condo Minutes from TPA and Busch Gardens
What a delightful find - Mallory is an excellent host and her condo was clean, comfortable, conveniently located, and well stocked with coffee and toiletries.

Cozy single story condo near Disney
Highly recommend. Very clean and quiet area. Easy drive to Disney Parks

Happy Clearwater Condo in The Avalon/King bed/gym
The condo was excellent! Pet-friendly and we love the ground floor (no stairs to climb with the pup). Only small issue was the dishwasher didn’t work and although Lisa was very responsive and tried to have it rectified many times, we were without it for most of our stay. Not a big deal though as there was only two of us. We love the Avalon complex and this was our second stay here. First time staying at Lisa’s and it was a very comfortable and clean space! Kitchen was well equipped. Lisa keeps on top of maintenance and looks after the unit. She was always available whenever there was a question or concern. Thank you for hosting us. Hope to be back sometime.

Pet Friendly Reunion Condo Minutes from Disney!
Amazing little spot if you are in the Orlando area. Pristine air b&b. I walked into a freshly clean condo with soft music playing on the tv, lights turned on and a plate of snack waiting for me. Communication was wonderful and the door was peaceful and homey. Absolutely would stay here again.

Bright Cheery Winter Haven Condo
we never got to meet Christine. Everything was as stated or pictured. good location and felt completely safe. wish we could have stayed longer. maybe next year? we would use again.

Bongos Disney Pad; First Floor Gated Resort Condo.
We had a wonderful time during our stay. The place was very clean and well equipped. Our host was extremely responsive and seemed genuinely interested in making sure our stay was comfortable and enjoyable. This is a fantastic location if you want to be near Disney and other activities while still having lots to do where you are. The pool is across the street and lovely, there’s a bar with pub food, and a small arcade and movie theatre. There are also various courts around and a small gym. There are lots of restaurants and gift shops within a 10 min drive or 1 hour walk if you’re up for it.

Coastal Oceanfront Condo with many amenities!
Great place and wonderful family trip! comfortable beds! Pool was heated! Lots of things to do around the area within walking distance.
Condo rentals with a pool

Welcome to your vacation home
Very nice condo. It was exactly as advertised very clean and comfortable.. I enjoyed my time there

Lovely 1 Bedroom Apartment with Pool and Jacuzzi!
We had a wonderful stay at Danny's home! It was incredibly comfortable and made us feel right at home. The amenities were fantastic, and the atmosphere was warm and inviting. Highly recommend!

Near Disney World | Resort w/ Pools
I stayed there for three months last winter so a warm pool and hot tub were essential. The 6 foot pool is heated to 83° to 85°. The hot tub to about 101°. It was a 15 minute Uber to Disney. The clubhouse has a convenience store, a 50 seat movie theater, pool table, ping-pong table, arcade and a bar that served sandwiches, pizza, chips, etc. Tuesday and Thursday mornings they served pancakes that were quite good. The beds were very comfortable as well as the entire condo. The kitchen was well equipped, with the exception of a full-size blender and a hand mixer. The owner always responded to my texts within a very short time. My kids are lobbying me to rent it again next winter because they liked it so much!

Chic Condo + Star Wars Room | Pool & Near Disney
We had a fantastic stay here and will return! The unit was beautifully decorated, very clean, and the Disney paintings throughout were the perfect touch. While we didn’t find all of the hidden Mickey’s and Minnie’s, we had a lot of fun searching for them! Thank you for sharing this beautiful home with us!

Beautiful Windsor Palms Condo near Disney!
Great place! really cozy and clean, Nicolle was very helpful when we ran into some issues and made our stay the best a couple days

Lovely 3-BR Condo With Pool 5.7mi from Disney!
Great place for family with kids. Highly recommended!

Windsor Hills Condo Near Disney
We enjoyed staying at this place! Travis described it perfectly and there was plenty of space for our family of 5 (3 kids 10, 7, 5). Pool was amazing with slides for the kids and most places were within 5-10 min drive. If you have kids and are doing Disney, don’t bother bringing a stroller. They have a double stroller that comfortably fit my kids (rotating seats). Excellent place and we will be back again in this condo!

POOL VIEW IN A MODERN CONDO - Feel at Home
The condo was great. Impeccably clean and provided everything you might need during your stay. It was excellent value for the rate. It was also a very short and simple drive to get to Clearwater beach. I would definitely go back.
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- Busch Gardens Tampa Bay
- Amalie Arena
- Raymond James Stadium
- Clearwater Beach
- Rainbow Springs State Park
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Plantation Inn and Golf Resort
- ZooTampa at Lowry Park
- Adventure Island
- Splash Harbour Water Park
- Fort Island Beach
- Clearwater Marine Aquarium
- Fred Howard Park
- Sand Key Beach
- Tampa Palms Golf & Country Club
- Honeymoon Island Beach
- Black Diamond Ranch
- Honeymoon Island State Park
- Florida Botanical Gardens
- Ben T Davis Beach
- Clearwater Country Club
- Bayou Club
- Honeymoon Island State Park Pet Beach