
Vacation rentals with a pool in Greater Carrollwood
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Greater Carrollwood
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Greater Carrollwood rentals with a pool
House rentals with a pool

Pool Oasis | Karaoke | 5G | Theater 135" | Grill
The house was exactly what we needed—spacious, comfortable, and conveniently located near USF, making it perfect for our family to spend graduation weekend together. The host was extremely responsive throughout our stay, and the property matched the listing perfectly. We had a great experience!

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms
The house was well stocked and very clean. The pool was at a perfect temperature and also clean. Location was great, close to many restaurants and beaches. Great for a family vacation with little ones. The host was very friendly and easy to communicate with. The only downside (to be expected) is the number of biting bugs in the morning/evening - there were no outdoor screened in areas, and there were a lot of raccoons that came into the backyard at night. Not a great place to spend nights outside, but this is discouraged by the host understandably, as the house is in a neighborhood with mostly locals. All in all it was a great experience and we would recommend it to friends/family, and stay again.

4 bedroom and private pool, near to Clearwater
This place was perfect for my family and kids. Everything we needed was there, including beach chairs umbrellas and coolers. Pool and everything was clean!

Huge & Heated Pool Home 5 Minutes Away from Beach!
Mark's place was great. I would definitely stay there again with my family highly recommend his place.

3BR St. Pete Home, Heated Pool, 5 Min To Beaches
Absolutely loved staying and having these people as a host! House was perfect for my family and hosts were very helpful/friendly/and responded in a very timely matter! Will definitely be using them again for future vacations!

Sleeps 15,Heated-pool/Spa, 8mi to Clearwater Beach
Awesome , clean, easy check in, fast replies ! This place is HUGEEEE we’re going to stay here anytime there’s a big group of us you don’t even need to leave to have a great time, very spacious

Beautiful Heated Pool house, 10 mins to the beach!
The home was exactly as described. The backyard is truly an oasis, very private and peaceful. The pool was wonderful and heated to a comfortable temperature. Grocery stores and restaurants close by. A short drive to Clearwater and St. Petersburg, Anna is a wonderful host, very pleasant, helpful and responsive.

Delightful elegant lake home
This home truly exceeded our expectations! Immaculately clean, incredibly spacious, and thoughtfully stocked with everything we needed—including a generous supply of essentials like paper products and cooking spices. The serene lake and inviting pool created a wonderfully relaxing atmosphere, while the centrally located, peaceful neighborhood made our stay even more enjoyable. Each of the four beds provided exceptional comfort, and the ample living room seating easily accommodated our family of five. If you're visiting the Tampa Bay area, this rental is an absolute gem—we highly recommend it!
Condo rentals with a pool

Tiki Themed Waterfront Condo on Tampa Bay
What a wonderful experience!! This condo is even nicer than the pictures! We absolutely loved the view, loved the onsite restaurant, and loved the live music. We hung out on the balcony and enjoyed a spectacular sunset paired with fun live music from the restaurant down below. Parking was a breeze. The security guard was super nice. Pro tip : don’t park in the front of the resort - you have a long walk to the condo with your luggage if you do. Also - there are elevators in the middle of the resort. Something else we didn’t know about bc we parked in front and never noticed them. The resort is quiet, and so lively at the same time. It was so relaxing and a very much needed reset! We will absolutely be back for our next Tampa staycation.

Two Bedroom Pool View Condo in Seminole
This unit was a beautiful and quiet place to stay. Albert was attentive to what we needed. We would stay here again!

SUNNY DELIGHT! HEATED POOL 2 miles to the beach🐶
We arrived to a perfectly welcoming space that immediately felt like a wonderful home away from home. Everything you could have wanted or needed was there. We were very happy with the quick responses from the Host, Sandra. She was available for any questions we had. We loved the condo, the grounds, and the area with shops and restaurants. We will most definitely be returning in the future. Thank you!

POOL VIEW IN A MODERN CONDO - Feel at Home
We had an amazing stay. We loved all the amenities. The condo was gorgeous. A super comfortable bed and pillows. Shower pressure was great and plenty of hot water. It was nice to have a washer and dryer in the unit. The kitchen was well equipped and convenient for breakfast and lunch. We went out to dinner every night because there are so many great restaurants in Clearwater and the surrounding communities. Thank you for allowing us to stay at such an amazing place!

Lovely Water View Condo, Top Floor, Steps to Beach
My family and I had an amazing getaway trip here. We had spent a lot of time working hard for this trip; and it sure paid off. The location was beautiful, just down the road (within walking distance) from John’s Pass, Very close to the beach, beautiful views. The Airbnb itself had everything you could possibly need, very clean, and cozy. The hosts were very communicative, and instructions were very clear. We had a 10 month old with us and it was also very accessible for that. Overall would 10/10 recommend this location to anyone looking for a peaceful, fun, and great experience/location for Florida. Thank you! :)

5 *Waterfront Condo,3 BDR.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.

Waterfront condo on top floor @ Boca Ciega Resort
Her voice was very nice.The swimming pool area was very nice.We really enjoyed our stay. if I was staying in the area I would definitely stay again.Thank you very much for the hospitality

Millers, BeOne Naturally Clothing Optional Premium
Jim is a great host. i highly recommend checking in with him if planning a trip to the area. very helpful and flexible. he makes sure you are comfortable and goes above and beyond to do so
Quick stats about vacation rentals with a pool in Greater Carrollwood
Total rentals
70 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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