
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.

BEAUTIFUL Condo w/Balcony ON THE BEACH
My family and I stayed here recently and absolutely loved the place and the location. We had to book it last minute after our other Airbnb cancelled 2 days before the trip. Joyce was very helpful and kind which was a relief after booking it such short notice. It’s right on the beach and the condo was super spacious, clean, and homey. We had easy access through her thorough and well communicated instructions. Absolutely no complaints. We hope to come back to the area and would stay with Joyce again! Very

GORGEOUS SUNSETS Starting at $69 night
Great spot! Our family includes a baby and it was a great spot for the 3 of us. Beautiful surroundings. It was very nice to be surrounded by the ocean. We enjoyed the location and the actual condo itself. TJ did a great job about communicating with me and kept me updated on things. Would definitely book again!

5 *Waterfront Condo,3 Beds,2 Baths, Pool, HOT-TUB.
The condo was beautiful. Clean and spacious. Lots of amenities. Close to the public beach, restaurants, bars, and shops. Plus David ordered a perfect week of weather for us! Wonderful.

Beachfront Condo in Exclusive Resort
This was our second spring break at Ocean Club and already booked our third trip. It’s a great place for families.

April Availability |Bay Front| FREE Parking
Gorgeous place! We loved our stay!

☼ CHARMING CONDO MINUTES FROM GORGEOUS BEACHES
Great condo… Very clean.. and in a great location if you are trying to experience all of the Clearwater, St Pete, Tampa area
Pet-friendly condo rentals

Stylish Beachfront Condo, Stunning Views
We had an amazing stay at this beach place. The view is amazing with great sunsets right from the balcony. The fully stocked beach closet is so helpful, especially when going to and from the beach with kids. The space is beautifully decorated and all the bedrooms were even larger than we expected. We will definitely return to this place and would highly recommend to anyone looking for a quiet beach retreat! Max was also very helpful and responsive!

John's Pass/ Madeira Beach -2Bed / 2Bath
Sitting on the back patio was our favorite spot to relax. It was fun to watch the boats and we even seen dolphins come up in there. It was a great location to walk to the beach and to the pier. Great little spot to get away and enjoy. I would for sure go back.

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.

Comfortable Universal Disney Orlando Family Condo
Room was great and clean, location is aso very good. Laura is a nice host and kept communicating with me at all times. The apartment also come with everything you could ever need!

Updated Condo-Heated Pool-Private Balcony
We loved our stay at this condo. The view from the balcony was spectacular of the water. The condo was just the right size for us and very comfortable, clean, and peaceful. We had all we needed for our 4 day stay. Hannah was super responsive to messages and gave us recommendations on several eateries which were wonderful. We loved that Doc Ford’s restaurant was right next door and walkable. We loved the pool and hot tub along with plenty of lounge chairs and picnic tables. We appreciated that they supplied beach towels too. The neighbors at the condo were all very friendly as well. The location is on a busy street so you can’t walk elsewhere (except Doc’s) and it’s a little tricky to turn out left (toward the beach). But this traffic did not diminish our stay-just informing here. It’s a short drive to Johns Pass-our favorite beach spot. Overall, a great stay and we would be very happy to return here.

Harborview Oasis in Clearwater Beach
Such a beautiful condo! We loved watching the dolphins right off the balcony! We paid for a dolphin tour and our kids said watching at the condo was better! The condo is beautiful and the owners are very responsive! Would stay again!

SUNNY DELIGHT! HEATED POOL 2 miles to the beach🐶
Sandra's Place was EVERYTHING thats in the posting. She has everything there for you in case u missed something while packing. The place feels like its urs, furnished well, felt like home. Thanks Sandra

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.
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!

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.

Intracoastal | Indian Shores | Beach across street
The bnb was in the perfect location close to restaurants and shops as well as stocked with beach chairs, a cooler and more to complete our beach experience. Scott was super accommodating to our travel needs! Highly recommend and will be back!
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