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

Lush Vacation Home with Pool
Our family of 4 enjoyed our stay. The house is updated with an open floor plan. TVs in each room, including the outside pool/kitchen area, beautiful kitchen. Highlights our family loved: private pool, nice lounge area, quiet community that was perfect for walking, close to amenities while being tucked away. Lissette was very responsive when we needed anything. And I loved the washer/dryer, which came in handy to keep up with pool towels.

Heated Pool, 10 min to Beach, Close to Restaurants
Rafal place is exactly what an Air b&b should be. Clean fully stocked w/bathroom necessities also washer, dryer Pool area is perfect ,beach & pool toys in garage for guests to use. we rented this home because it was 4 houses from my cousin. It was myself & my husband so we didn't need a 3 bedroom home. I'm not sure if we were charged per person or by bedrooms. Everything was perfect. Raphael's place was a convenience booking for my husband and myself my family lives Four Doors Down Everything you would need from towels to pool toys to beach toys are available for all. Great location .... Great home Great host Kathy & Joe Great home

*1Der Stays* #1 Cozy 3 bedrooms home with pool.
Had a great time here, it had everything we needed for our family of 4! Comfortable beds, very clean when we arrived, and the host was very friendly and responded quickly. Had all of the amenities we needed, including shampoo, conditioner, and body wash for our entire stay. We loved it here and enjoyed this place very much! Would recommend it to everyone who might need a place to stay! :)

Pool~Waterfront~Central~Tiki Bar~Tampa, FL
The first night there we saw dolphins in the channel behind the house. We had an amazing time staying here and utilizing the pool. Very clean and enjoyed the stay greatly

Dunedin 5 STAR! Heated POOL+10 Mins to Beach
Great place! We were in town for a baseball tournament and it was the perfect location close the the Blue Jays Spring Training facility. Close to the beach and lots of restaurants. The house was very clean and had everything we needed for our stay. We will definitely book here again!

Private pool, Golf Cart, Completely Renovated!
This home is beautiful decorated. Comfortable. It is our 2nd time staying in 2025. We love the location. We especially love having full access to the golf cart to go to many of our favorite restaurants. The pool is beautiful. 4 of us stay here and we will return again when we are in the area. It is central to all the places we love to go. Jarrett is a great and responsive host.

Tampa Villa Paraiso Castilla
From the moment we arrived, everything exceeded our expectations. The host was incredibly responsive. The home was spotless, beautifully decorated, and stocked with thoughtful touches like snacks, coffee, and cozy blankets. The bed was like sleeping on a cloud. The location was perfect—close to everything yet peaceful and quiet. We truly felt like we were in a home away from home. Every detail was carefully considered, and it made such a difference in our experience. We’ve stayed in a lot of Airbnbs, but this one tops the list. Whether you’re visiting for a weekend getaway or a longer retreat, this is the place to be. We were sad to leave and are already planning our return. Don’t hesitate—book this gem! You’ll be blown away just like we were. Thank you for everything!

Luxury 5Bedroom 3bath Oasis w/Pool, land. 7beds
We had a beautiful time staying at Andres’ place! In person, the property looks spacious and it is quite peaceful as well as having beautiful decor, design, and utilities throughout the house. Andres was also very communicative and accommodating to us! Would definitely recommend and hope to book again soon!
Condo rentals with a pool

Seasalt Breeze private cozy unit
Beautiful, very clean condo, very clean pool. Great location only a short drive to Clearwater beach. Margaret was very responsive to our questions and was an excellent host. Would highly recommend staying at this location.

Very cozy quality condo close to Clearwater Beach
The condo was wonderful - spacious, spotless and super quiet which made for a relaxing stay. I liked having a washer and dryer, dishwasher and beach supplies. Marta was a thoughtful and responsive host who checked in on me during my stay, which I appreciated.

Tampa Bay Near by Airport & Stadium
This place was perfect! We found that whatever we needed or forgot was provided in the condo. The beds were comfy, lots of pillows, and loved sitting with our coffees (lots of varieties) on the balcony. Definitely be returning.

Waterfront condo with sunset views of Tampa Bay.
We really enjoyed relaxing by the pool and having the Big Bamboo bar / restaurant on the premises made it so convenient. The bed was comfortable and shower pressure good. We also appreciated the coffee bar.

Lakeside 2- Bed Apartment Near Clearwater Beaches
Beautiful condo. Comfortable beds. Great restaurants near by. Beautiful beaches near by. The swimming pool was clean and the kids really enjoyed it. Would definitely stay again.

Rocky Point paradise
It was a very clean place and a great location. We were there to attend an event at Raymond James which was only a short drive, and close enough to the beach to enjoy that as well. The balcony was nice and private. We loved being able to just sit and enjoy the peaceful water view!

262*NEW! 3 beds x 2 bath. Amazing Waterfront Views
Great area. Great view. Awesome pool/ bar area!

Breathtaking Waterview & Pool View Condo
Awesome view and wonderful host. Easy to find and easy access check in. Will return again.
Quick stats about vacation rentals with a pool in Westchase
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
780 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Anna Maria Island
- Weeki Wachee Springs
- Dunedin Beach
- Anna Maria Public Beach
- John's Pass
- Bean Point Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Cortez Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Streamsong Resort
- Tampa Theatre
- Jannus Live
- Curtis Hixon Waterfront Park
- ZooTampa at Lowry Park
- Splash Harbour Water Park
- Adventure Island
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park