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

Entire home, Heated Pool, Lake view, and Gazebo!
Great place to stay and awesome neighborhood! Everything matched the pictures perfectly. The hosts were very responsive and gave clear instructions on how to check in and check out. The location made it really easy to explore a lot more of FL than we thought we would! Very clean and comfortable! Couldn’t have asked for a better stay!

Shady Oaks Estate/free heated pool/ Tampa Airport
This was our second time staying here. The host is always very responsive. We are so very grateful to have found such a lovely place that is so comfortable for our family. Everything worked as described, no issues. Looking forward to returning again.

Amazing Pool Oasis*15 min Downtown Tampa*Lake view
We had a wonderful time at Mariyah’s beautiful home. It was absolutely perfect for our family vacation. The house was modern and spacious. The pool was excellent and the neighborhood was quiet. The area had so many different shops and restaurants which made things super convenient for us. Mariyah was so nice and quickly responded to our questions. Our family will definitely be staying here again soon.

Stunning Heated Pool House Close to Tampa & Casino
ABSOLUTELY AMAZING!!! What a beautiful home and fully equipped with everything to have enjoyed our stay and time with family. We loved how clean the backyard and pool area was. The house was extremely clean and neat. The bedrooms had super comfortable beds and the linen was fresh and clean. Bathrooms had extras of everything so we wouldn't run out of necessary items. The kitchen was fully equipped with all sorts of gadgets we needed for cooking. Everyone that we communicated with from Emperor Rentals were super quick to respond and were willing to work with our inquiries. We had an absolutely wonderful stay and pleasant experience. We would most definitely come back again.

your home close to everything
Absolutely loved this booking! Alan was a great and responsive host. We had no issues the whole weekend and felt right at home. Will definitely be booking again :)

Villa Paradiso
I have stayed in several places in this area and this was by far the best. There was everything that we needed available for our use. I would definitely stay here again and would recommend it for family and friends.

3BR House |Backyard |Pool |BBQ Grill |Travel Crib
We stayed for 4 nights on a work trip and couldn’t have been happier. Fantastic hosts, comfortable beds and clean house. Thank you for having us.

8 PPL. Bloomingdale House. Brandon/Top Area.
I was in the Tampa Bay Area. visiting family, and booked William’s place for myself, my adult children, 3 year old grandson and pet. There was plenty of space for everyone. His place is an oasis. Absolutely beautiful! The home was very, very clean, and the beds were very comfortable. There are 2 and 1/2 baths, but we were fine. The pool was a major hit for my grandson. Having a private, beautiful pool area, and a gate for the dog, was perfect for our family getaway. William was very responsive, answering questions and concerns quickly. I highly recommend his place! You will feel right at home!
Apartment rentals with a pool

Waterfront Condo - Sunset View of Tampa Bay
GOOD VIBES!! This condo is amazing! Waterfront, had a bar and food, spots to lay out and tan, heated pool. Chris was an amazing host, let us check in early, super clean, smelt good inside, super responsive , accommodating and helpful. Will book again in the future. thank you!!! 5 stars:)

Beach Condo with water view!
We really enjoyed our stay at Simone's AirBNB. Simone's property was exactly as described. it's set a ways back in the middle of the property and we experienced little traffic and a quiet atmosphere. It was clean and had all our basic needs for a comfortable stay. The book of suggested things to do and places to eat was super helpful! Im excited to stay again when my travels take me back home to Fla.

Heron's Hideaway- Studio by the bay!
What a treasure!! Though small, it completely met our needs. Was clean and homey. Ideal location between downtown Saint Pete and the beaches. Loved the view of the water from the balcony. Kids loved the pool.

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
The condo/apartment was nice. It was clean. It match the description. The other residents were friendly. It was not very noisy from local traffic. Mark was very responsive. We didn't need the local lady for anything.

☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES
The location was close to the places we attended for a wedding. Host was very informative and provided recommendations of places to go and things to do. We will be repeat guests.

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

SHEEK and Glam- heated pool Updated! 3 mi to beach
sandra was amazing with communication and helping me check in and everything was beautiful she also had child floaters for my little one in the closet i really appreciated it i also noticed a tiny fork for him as well it was little things like that, that made me enjoy my stay even more. looked exactly like the pictures and smelled amazing i had so much fun and so did my family i will definitely be picking another one sandra's rentals😊
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- Anna Maria Island
- Siesta Beach
- Weeki Wachee Springs
- Anna Maria Public Beach
- Dunedin Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park