
Holiday rentals with a pool in Hillsborough County
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Top-rated rentals with a pool in Hillsborough County
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Popular amenities for Hillsborough County rentals with a pool
House rentals with a pool

The Jungalow SOHO - Pool/Hot Tub
A private paradise! This was the best part of our family vacation. The house was immaculate and organized. The outside area was amazing. I loved enjoying morning coffee in the hot tub everyday and listening to all the birds. I will be back.

Tropical Getaway | Private Pool | Ace Location
My husband and I could've have stayed in a better place for our trip to Tampa!!! It is right down the street from the stadium and was an easy walk to our concert. The rest of the week we enjoyed the beautiful clean pool, relaxing backyard, and grilled quite often. The place was clean and well stocked with everything we needed and more. Accurate pictures and description. My husband is already wanting to go back this fall. Great place!!! Thank you!!!

5BR Serenity Tampa: Pool/Hot tub
We had a wonderful stay! Everything was very clean, the pool was peaceful, great location, and had enough room for our group of 9 to stay! Adam was very responsive too!

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 :)

Coastal Escape: heated saltwater pool & beaches
We had an amazing time at Benji and Kathleen's spot. Our kids, age 6, 3 and 2 were overjoyed with the amenities and toys available. The pool was lovely and I felt confident that my children were safe with the gate around the pool as well as the closed living space on the outdoor patio. We spent a morning at the beach and another morning at the Tampa Zoo but getting back to the house, swimming, relaxing and playing were certainly the memorable highlights of the trip. Benji was also extremely responsive and made sure to check in. We arrived very late from our flight and had no problem finding the house and getting inside. We highly recommend this home for a trip to Palm Harbor/Tampa if you have small children. It was perfect and a great family escape.

Charming, historic home two blocks from Bayshore!
A great updated house, in a great area, close to the bay, & lots of walkable areas to get to places. Our host Christy was very responsive and sent great instructions for check-in and check out. Definitely a house we would stay at again.

UTOPIA!Heated Pool &Hot Tub 2 master suites w KING
The house is beautiful and comfortable with a great pool, hot tub, and enormous bathtub. everything was clean. All the appliances were modern and clean, and the house left a few personal touches like a bottle of wine, you name on the welcome board, and a card welcoming you. I would stay again the next time I'm in the area.

Apollo Beach Waterfront Amazing PoolOasis w kayaks
This was the perfect place for a nice, peaceful long weekend. The house was perfect. Spacious and extremely clean, the pool was perfect and a nice was to relax after a day of outside activities. Love the tv on the back porch. Our last day we fished off the dock then grilled and hung out in the pool while watching a movie. It was so relaxing. Fishing was good as long as you had an outgoing on incoming tide. Caught a variety including trout. Publix and everything else you need is literally a couple miles away, but you are still in a very quiet neighborhood. The hosts were amazing. I’ve never had host respond as quick as these hosts did. They weee very helpful. The first pan is to stay here again and this time bring a boat with us. I can’t think of one negative thing to say. Everything was perfect!!
Apartment rentals with a pool

SWEET BEACH RETREAT - REDINGTON BEACH FLORIDA
The condo has everything you need to have a great holiday and not spend a fortune doing it. The cooker works well and the hob is very fast. We prepared our own meals most nights and ate outside overlooking the pool. The bathroom is well set out and the shower hot and powerful. What really appealed to us when booking was the access to a pool and not having to drive to, or pay for parking at a beach. It’s less than a five minute walk across Gulf Boulevard and Joy supplies chairs and an umbrella. The pool was clean and not at all busy. The area is safe and pleasant with easy access to Indian Rocks beach too. We had a day out to Universal Studios, an easy two hour dive away. Locally there are a few restaurants and cafes within walking distance, the Conch Grill is particularly good with a very generous happy hour from 11am - 7pm. We would like to return and highly recommend this accommodation.

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:)

Very cozy quality condo close to Clearwater Beach
Marta is a pro host, she is attentive and quick to address any issues. Things happen and how those things are handled is what makes the difference between an ok experience and a great experience. I would absolutely stay at Marta's place again. Her place is equipped with all that you need to be comfortable and to feel right at home. The place is an excellent value!

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.

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.

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.

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!

Spectacular beach to bay views from this resort.
Our stay was great! The place and location were perfect! We had absolutely everything we needed. Communication was awesome! Thanks so much!! Lara and Thomas Boulder Co
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- Anna Maria Island
- Weeki Wachee Springs
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- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- ZooTampa at Lowry Park
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