
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

Two Bedroom Deluxe, Clearwater Beach (A442)
We had a great stay at William’s property. He was greet work with! Will book again for one next stay.

Amazing main floor condo at Avalon
The condo is very beautiful and clean! it had all the amenities you would need. The pool was fantastic. It's only around 10 minutes to drive to the beach. Checking in and out was a breeze. Catinca is a friendly and amazing host. Highly recommend!! Would definitely come back.

Welcome to your vacation home
Our stay here was so clean and comfortable! I really didn’t want to leave! We would absolutely stay here again

Fully Renovated Waterfront Condo on Isla Del Sol
BEAUTIFUL condo! Extremely impressed with how clean and well designed the condo was. We loved the stunning sunset views from the relaxing balcony over looking the water/bay. The furniture was very comfortable and the kitchen was equipped with everything we needed to enjoy a homey Christmas dinner! Thank you Joy and Sol, we look forward to booking again! Patti, Tom and Heather

5 STAR RENOVATED CONDO 3 MIN. WALK TO THE BEACH
The condo was great! plenty of space and lots of extra amenities. It is an easy walk to the beach and local restaurants.

Special July 2025 - All Rooms Direct Beach Front
Despite the fact that the condo building is still recovering from Hurricane Helene (the elevator and pool needed repairs and was not available to us); we still had a wonderful vacation at Samuel's condo! Large and spacious place, very clean, all the comforts of home. The location was perfect...the beach was steps away; restaurants and stores- a short drive. We absolutely loved our stay!

1BR Directly on Gulf of Mexico w/ Stunning Views!
This is the second time I stayed at this condo and it never ceases to amaze. The place was just as I remembered, perfect. Christopher was a great host. He was highly communicative and even checked in when the weather got bad due to a hurricane in the area. We recommend this place when you need a peaceful place next to the beach. Thanks for the hospitality Christopher!

Corner unit with patio. Pools, hot tub, pickleball
Well, where to start! Firstly, it’s not very often that the pictures and description of a property don’t do it justice. A true pice of paradise. We even survived our first hurricane!! But it wasn’t without the help of hosts, being extremely responsive, helpful and going the extra mile. Thank you for an amazing stay.
Pet-friendly condo rentals

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!
We had a great stay. This place is so walkable to the beach,johns pass, and more. Has beach chairs and towels. Just the basics for everything else.(salt pepper shampoo, tp you get it.) The place is very nice . Lots of room!!

Tropical Getaway #2 Studio Close to Downtown
very nice place, the host was very helpful. I saw her when I was checking in and we spoke for a few. She stated to let her know if I needed anything. I would definitely rent again...

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.

Sea La Vie- Studio by the bay!
I was impressed as soon as I opened the door to Alison’s unit at Boca Ciega Resort. The studio condo was beautifully decorated, impeccably clean, and updated throughout. The view from the condo was outstanding, overlooking the stunning Boca Ciega Bay. The sunsets from the balcony were breathtaking. Alison responded promptly when I encountered a minor issue entering the unit. I highly recommend Alison's place and will definitely return.

Updated Condo-Heated Pool-Private Balcony
We really enjoyed staying at Tamas’s place. It was so pleasant and being on the balcony every morning watching the dolphins was so relaxing. We used the pool and hot tub and drove to beaches around the St.Pete area. Tamas took care of any issues we had immediately. We appreciated the vacation time there and would recommend it as the perfect size for one couple.

Happy Clearwater Condo in The Avalon/King bed/gym
The condo was excellent! Pet-friendly and we love the ground floor (no stairs to climb with the pup). Only small issue was the dishwasher didn’t work and although Lisa was very responsive and tried to have it rectified many times, we were without it for most of our stay. Not a big deal though as there was only two of us. We love the Avalon complex and this was our second stay here. First time staying at Lisa’s and it was a very comfortable and clean space! Kitchen was well equipped. Lisa keeps on top of maintenance and looks after the unit. She was always available whenever there was a question or concern. Thank you for hosting us. Hope to be back sometime.

Entire Beach Condo (pool,WiFi,Gym)
This place was furnished perfectly ,easy access to the beach, walking distance to great restaurants and fabulous fish market. Nice quiet location. Neighbors are friendly and accommodating. You could not ask for anything more.
Condo rentals with a pool

Lovely-2 bedroom condo with 2 pools, Madeira beach
Great vacation in a great condo. Matthew was a very responsive host with clear check-in instructions and good communication throughout our stay. Location was perfect for our family - easily walked to the beach in the morning and enjoyed the pool in the afternoon. Car rental made it easy to visit local attractions. It is worth noting that the hurricane wrecked all of the bottom units in the complex and all of the central AC units. Matthew had portable AC in the condo, which was listed in the amenities section, but I must have missed when booking so we were surprised to find them. Other than the constant low hum of the units, the air was cool enough and did not have an effect on our enjoyment. Others should note that Madeira Beach is not 100% back from the hurricane but still was a great location for our vacation.

Walk to Beach,Extra Clean,WiFi, 2 Pools Staycation
This was our second stay with Tina and we were very pleased that we were able to go back. The condo is ideally situated and has all of the amenities you need. We had a great stay and hope to go back in the near future.

Blue Ocean CLW Condo Newly Renovated, Heated Pool
We absolutely loved the place. Super clean and honestly the cleanest Airbnb we’ve stayed in. Had everything we needed. Laundry, towels full kitchen with everything needed to cook which was huge for us. Highly recommend and would stay again. Quiet place as well

Guest Favorite Waterview- 2 bed/2 bath apt w/pool
Sylvia was a great host and very responsive. The location was great and close to family. The view from the condo was spectacular with beautiful sunsets. Great for bird watching. Nice quiet area. Would recommend to family and friends.

2 bedroom condo with a pool on Boca Ciega Bay
The number one thing is that this has a beautiful view of the water out of the living room sliding glass door/window. The living room is large and comfortable. The beds are comfortable. The kitchen is functional to take care of yourself. The washer/dryer work well and have good capacity. Probably the only complaints are the parking is somewhat limited especially for a large SUV. The TV is not a "Smart" TV so I had to go out and buy a Roku to be able to watch shows. I never figured out how the cable worked. One can hear the road noise from the causeway, but surprisingly, it didn't keep anyone awake. Richard is easy to work with and responded fast to our numerous questions. I look forward to staying there again.

POOL VIEW IN A MODERN CONDO - Feel at Home
The condo was great. Impeccably clean and provided everything you might need during your stay. It was excellent value for the rate. It was also a very short and simple drive to get to Clearwater beach. I would definitely go back.

Great Apartment w/Heater pool & beach view
Highly recommend!! Family friendly condo with a great heated pool. Beach access across the road was great! We were so close to a lot of our favorite restaurants, shops, and ice cream places. Carlos was extremely responsive. The condo was exactly as he described. We will be back!!

1br Condo with Pool and Palms View & Beach Access
We had a wonderful time, loved the condo and Treasure Island. The condo was very comfortable and perfect for me and my 2 daughters. The walk to the beach was 5 minutes, just across the street. The beach is beautiful, we walked over every night to see the most gorgeous sunsets. We collected beautiful shells every AM. The pool was refreshing with beach towels and chairs provided. We enjoyed the patio at the condo which overlooks the pool. Jordyn was wonderful to work with and answered all questions we had very promptly. Nicest property manager I've ever worked with, we definitely will go back. And its close to the airport. We really enjoyed everything!
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- Anna Maria Island
- Dunedin Beach
- Anna Maria Public Beach
- Weeki Wachee Springs
- John's Pass
- Reunion Resort Golf Courses - Palmer & Watson
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Busch Gardens Tampa Bay
- Amalie Arena
- Raymond James Stadium
- Gulfport Beach Recreation Area
- Reunion West
- North Beach
- Clearwater Beach
- Coquina Beach
- ChampionsGate Golf Club
- Vinoy Park
- Fort De Soto Park
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Island H2O Water Park
- ZooTampa at Lowry Park
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