Condo vacation rentals in Hillsborough County

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Popular amenities for Hillsborough County condo rentals

Weekly condo rentals

Superhost
Condo in Clearwater
5 out of 5 average rating, 3 reviews

Two Bedroom Deluxe, Clearwater Beach (A442)

ElizabethRating, 5 stars1 month ago
We had a great stay at William’s property. He was greet work with! Will book again for one next stay.
Guest favorite
Condo in Clearwater
4.88 out of 5 average rating, 104 reviews

Amazing main floor condo at Avalon

JesusRating, 5 stars5 months ago
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.
Top guest favorite
Condo in Clearwater
4.96 out of 5 average rating, 81 reviews

Welcome to your vacation home

BrookeRating, 5 stars1 week ago
Our stay here was so clean and comfortable! I really didn’t want to leave! We would absolutely stay here again
Top guest favorite
Condo in St. Petersburg
4.98 out of 5 average rating, 50 reviews

Fully Renovated Waterfront Condo on Isla Del Sol

PattiRating, 5 stars4 months ago
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
Guest favorite
Condo in St. Pete Beach
4.93 out of 5 average rating, 99 reviews

5 STAR RENOVATED CONDO 3 MIN. WALK TO THE BEACH

StephenRating, 5 stars2 months ago
The condo was great! plenty of space and lots of extra amenities. It is an easy walk to the beach and local restaurants.
Guest favorite
Condo in Madeira Beach
4.84 out of 5 average rating, 83 reviews

Special July 2025 - All Rooms Direct Beach Front

CatherineRating, 5 stars2 weeks ago
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!
Top guest favorite
Condo in North Redington Beach
4.95 out of 5 average rating, 78 reviews

1BR Directly on Gulf of Mexico w/ Stunning Views!

ErickRating, 5 stars7 months ago
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!
Superhost
Condo in St. Petersburg
5 out of 5 average rating, 6 reviews

Corner unit with patio. Pools, hot tub, pickleball

LeeRating, 5 stars19 months ago
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

Guest favorite
Condo in Madeira Beach
4.88 out of 5 average rating, 140 reviews

John's Pass/ Madeira Beach -2Bed / 2Bath

AshleyRating, 5 stars6 days ago
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!
Superhost
Condo in Madeira Beach
4.93 out of 5 average rating, 15 reviews

MBR 1507 - Coastal retreat in Madeira Beach!

KimRating, 5 stars2 weeks ago
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!!
Superhost
Condo in St. Petersburg
4.82 out of 5 average rating, 235 reviews

Tropical Getaway #2 Studio Close to Downtown

dejuanRating, 5 stars4 days ago
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...
Top guest favorite
Condo in Tampa
4.95 out of 5 average rating, 19 reviews

MJ’s Condo Minutes from TPA and Busch Gardens

JebRating, 5 stars4 months ago
What a delightful find - Mallory is an excellent host and her condo was clean, comfortable, conveniently located, and well stocked with coffee and toiletries.
Guest favorite
Condo in St. Petersburg
4.95 out of 5 average rating, 188 reviews

Sea La Vie- Studio by the bay!

MarieRating, 5 stars2 weeks ago
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.
Guest favorite
Condo in St. Petersburg
4.97 out of 5 average rating, 86 reviews

Updated Condo-Heated Pool-Private Balcony

KathiRating, 5 stars5 days ago
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.
Guest favorite
Condo in Clearwater
4.92 out of 5 average rating, 62 reviews

Happy Clearwater Condo in The Avalon/King bed/gym

LornaRating, 5 stars1 month ago
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.
Top guest favorite
Condo in North Redington Beach
5 out of 5 average rating, 18 reviews

Entire Beach Condo (pool,WiFi,Gym)

PeterRating, 5 stars2 weeks ago
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

Guest favorite
Condo in Madeira Beach
4.88 out of 5 average rating, 80 reviews

Lovely-2 bedroom condo with 2 pools, Madeira beach

JenniferRating, 5 stars5 days ago
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.
Guest favorite
Condo in Madeira Beach
4.86 out of 5 average rating, 50 reviews

Walk to Beach,Extra Clean,WiFi, 2 Pools Staycation

RickRating, 5 stars8 months ago
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.
Guest favorite
Condo in Clearwater
4.88 out of 5 average rating, 58 reviews

Blue Ocean CLW Condo Newly Renovated, Heated Pool

JayRating, 5 stars3 weeks ago
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
Condo in Oldsmar
4.93 out of 5 average rating, 27 reviews

Guest Favorite Waterview- 2 bed/2 bath apt w/pool

LouiseRating, 5 stars5 months ago
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.
Guest favorite
Condo in St. Petersburg
4.9 out of 5 average rating, 58 reviews

2 bedroom condo with a pool on Boca Ciega Bay

GeraldRating, 5 stars5 months ago
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.
Guest favorite
Condo in Clearwater
4.94 out of 5 average rating, 116 reviews

POOL VIEW IN A MODERN CONDO - Feel at Home

SusanRating, 5 stars3 months ago
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.
Guest favorite
Condo in Madeira Beach
4.88 out of 5 average rating, 64 reviews

Great Apartment w/Heater pool & beach view

AshleyRating, 5 stars1 week ago
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!!
Guest favorite
Condo in Treasure Island
4.92 out of 5 average rating, 24 reviews

1br Condo with Pool and Palms View & Beach Access

SallyRating, 5 stars1 month ago
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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