
Condo vacation rentals in Hillsborough County
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Top-rated condo rentals in Hillsborough County
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Popular amenities for Hillsborough County condo rentals
Weekly condo rentals

Luxury condo at Avalon Club
Clean, open space. Was plenty of room for 3 people and a dog. Convenient parking and beach access. Walking distance to many shops and dinner spots. Park across the street to take dog out. Pool was nice and warm even at night.

Breathtaking Waterview Condo!
We really enjoyed our stay at this condo. It was a very clean condo with beautiful views from the patio. Saw dolphins almost every morning and at dusk. Close to many restaurants. Close to the beach also had a very nice and clean pool with plenty of chairs for seating. When we were there, the pool was not crowded at all. There were also beach towels, beach chairs, and beach umbrellas available to use. Well stocked kitchen with good pans for cooking and two grills that were available to use at no additional cost Overall it was a great stay and we will definitely be back

Renovated Condo! Across the Street From The Beach
being 7 months pregnant this place was perfect for a quick baby moon! the beach is just a walk across the street, plenty of restaurants less than a 5 minute drive and had everything we needed for the beach as well.

SPECTACULAR VIEW 3 bdm condo RIGHT ON the beach
The view was fantastic. It was quiet and close to anywhere we needed or wanted.

5 STAR RENOVATED CONDO 3 MIN. WALK TO THE BEACH
The condo was clean and quiet. A nice place for a couples getaway and a quick walk to the beach. The Italian cafe a minute walk down the road was GREAT.

Arie Dam 302, Beach Front Condo - 2Bed/2Bath
We had a great time. The beach was awesome. There is a huge sandbar that we could walk out to depending on the tides. Our three kids enjoyed the extras that were left over so they had plenty of peach toys. There is a restaurant across the street and we were fortunate to go out fishing and bring back fish that the restaurant happily cooks for us with sides or as tacos. We walked to Johns pass and enjoyed all of the shops and a couple drinks. This is an amazing location and the host is super accommodating. It has everything you need for a great vacation. We look forward to coming back very soon. Definitely five stars.!!

Beautiful and spacious condo centrally located
Alexandra’s place was perfect—clean, cozy, and exactly as described. The location was great. Highly recommend staying here!

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.
Pet-friendly condo rentals

Intracoastal Condo - 3 min wlk to Beach & Dogs Ok!
Absolutely amazing place with very well equipped accommodations. Clean and very well laid out, owner has plenty of amenities available for recreational use, so you don’t have to worry about bringing anything with you. Kitchen comes with lots of cutlery, plate ware and additional equipment. Garage to park your car and access to grill. Walking distance from the beach or to the marina for kayaking. Great neighborhood, public transportation is right around the corner. Highly recommended.

John's Pass/ Madeira Beach -2Bed / 2Bath
The condo was excellent and was exactly as described. Loved how close it was to the beach and walkable to shopping, restaurants and activities. Can’t wait to come back!

MBR 1507 - Coastal retreat in Madeira Beach!
would definitely stay here again!! perfect location with beach access and walking distance or quick drive to anywhere you needed to go. the home was exceptionally clean throughout and beautifully decorated. no hiccups with checking in or finding the place.

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.

Island Getaway: 2BR Condo, Bay & Pool Views
I rented this for my family to celebrate some birthdays with some peace and the beach, the area was perfect across from the beach, Publix within walking distance, close to some really good restaurants. The apartment was very comfortable for our family of 4 and dog friendly. We loved that the building only has about 10-12 units and made our pool visits feel more private. When we checked in the front desk was very nice and they recommended some spots nearby. Our kids really liked the inflatable park nearby as well. We are already planning our next stay. Thank you Summer

Updated Condo-Heated Pool-Private Balcony
This is the 1st time we have used Tamas's condo, but not the 1st time we have stayed in the building. We love the view, the pool, and the cute condos. It's always a relaxing and fun trip here. I think our favorite thing to do is watch the dolphins and birds play from the balcony and pool. Lovely place to stay for a couple or small family get away.

2-Bedroom Beachside Condo on Redington Beach!
We had a wonderful time in a beautiful area. There were only two of us but it was large enough for a family of 4 to 6 very comfortably. We did not cook but the kitchen is equipped for everything you would need to prepare meals for sure. The pool was warm as I dipped in my toe to check it. You can walk through the pool area directly onto a private path directly to the beach. There was a blanket and beach towels setting for us. The forecast was for rain but God blessed us with 2 beautiful sunny days. 😍

Awesome Madeira Beach Location Close To It all!!!
Stayed for a weekend and everything was perfect! The location is amazing, right next to John’s pass and Madeira Beach. Nice little condo complex, quiet and safe neighborhood. Everything was as described inside. Would go back again, very happy with our stay.
Condo rentals with a pool

Walk to Beach,Extra Clean,WiFi, 2 Pools Staycation
Tina's place was perfect for us, clean, neat, with all the supplies we needed for the beach. Grocery store and CVS are both right there and beach is just across the street from them. We enjoyed our stay and would definitely stay there again. Thank you Tina for hosting us!!!

Welcome to your vacation home
Very comfortable and clean. The apartment is stylishly decorated with comfortable furniture and bed. The kitchen is also extremely well equipped. George did not skimp out in making this place nice. We really enjoyed our stay.

Lovely 2 bedrooms condo with pool in Boca Ciega
Matt was the best at explaining everything and. Was so quick. To respond and answer and questions I had as well as give me great info around the area. Would rent from him again for sure and recommend him to anyone looking for a great place and helpful with any questions you might have.

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!

2 bedroom condo with a pool on Boca Ciega Bay
Rich’s place was great. I always like to stay near water and this couldn’t be closer. Always something to look at and the sunsets were spectacular. The kitchen was very well equipped and the bed was very comfy. Overall, highly recommended for a short or long stay.

Waterfront Condo With Pool and Multiple Views!
Stayed here with my girlfriend for a wedding. The location is prime (right next to Publix, and multiple bars/restaurants near by). Access to the beach was very easy and the beaches themselves were great. The unit was very clean and Helena was very helpful with check in and check out. I would recommend and stay here again.

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! :)
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- Anna Maria Island
- Dunedin Beach
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- Weeki Wachee Springs
- John's Pass
- Reunion Resort Golf Courses - Palmer & Watson
- Bean Point Beach
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- Lido Key Beach
- Busch Gardens Tampa Bay
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- Vinoy Park
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- North Beach
- Fort De Soto Park
- Tampa Theatre
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