Apartment holiday rentals in Hillsborough County

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Popular amenities for Hillsborough County apartment rentals

Weekly apartment rentals

Superhost

Apartment

4.84 out of 5 average rating, 44 reviews

Madeira Beach Condo

TammyRating, 5 stars5 months ago
Yelena was a great host. Very accomidating and helpful. The condo was in an amazing location, just a 5 min walk to the beach and Johns Pass Village. We will be back for sure. My only complaint is my GPS kept taking us across the street. The acutal place is on the Intercoastal side of the street.
Guest favourite

Apartment

4.88 out of 5 average rating, 104 reviews

Amazing main floor condo at Avalon

JesusRating, 5 stars2 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.
Guest favourite

Apartment

4.96 out of 5 average rating, 79 reviews

Welcome to your vacation home

GrantRating, 5 stars3 months ago
Very nice condo. It was exactly as advertised very clean and comfortable.. I enjoyed my time there
Guest favourite

Apartment

4.98 out of 5 average rating, 50 reviews

Fully Renovated Waterfront Condo on Isla Del Sol

PattiRating, 5 stars1 month 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 favourite

Apartment

4.93 out of 5 average rating, 99 reviews

5 STAR RENOVATED CONDO 3 MIN. WALK TO THE BEACH

StephenRating, 5 stars3 days ago
The condo was great! plenty of space and lots of extra amenities. It is an easy walk to the beach and local restaurants.
Superhost

Apartment

4.84 out of 5 average rating, 79 reviews

Special April 2025 - All Rooms Direct Beach Front

MelanieRating, 5 stars4 months ago
We loved our time at Samuel's condo! The space was spacious, nice and clean, and the view is spectacular! Our trip was cut short due to Hurricane Helene but the 4 nights we spent there were perfect! We can't wait to return!
Guest favourite

Apartment

4.95 out of 5 average rating, 78 reviews

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

ErickRating, 5 stars4 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!
Guest favourite

Apartment

4.88 out of 5 average rating, 57 reviews

Great Apartment w/Heater pool & beach view

CarolinaRating, 5 stars5 months ago
What a beautiful place … right across the beach; 20 minutes walk to Smuggler’s Cove; 20 minutes walk to John’s Pass … very clean condo with all the amenities needed; if needed there’s an air fryer, blender and coffee machine! Would definitely recommend; beach is beautiful and right across Caddy’s!

Pet-friendly apartment rentals

Guest favourite

Apartment

4.71 out of 5 average rating, 48 reviews

The Newly Renovated Avalon Clearwater 1 bdrm Condo

KellyRating, 5 stars2 months ago
The condo was in a nice grated location. Publix and a few others shops is right across the street and not far from the beach.
Superhost

Apartment

4.88 out of 5 average rating, 8 reviews

MBR 1507 - Coastal retreat in Madeira Beach!

JequeattaRating, 5 stars5 months ago
Would absolutely stay here again! The views were beautiful and gorgeous from the condo, even the view from the parking garage was amazing. Right in the center of a lot of things to do, peaceful and super clean. The host was amazing at communication and was super helpful throughout the stay, really went above and beyond!!
Superhost

Apartment

4.81 out of 5 average rating, 213 reviews

Tropical Getaway #2 Studio Close to Downtown

BriannaRating, 5 stars1 day ago
Sandra and Shawn were extremely kind and responsive hosts and made sure we were always well taken care of. The place is nice enough and conveniently located close to St Pete (about 10mins) though at a lower price point than if you were to stay directly in the city. The area is walkable, though it’ll will take you about 30 mins to get to the cute downtown area. Overall great experience with Sandra and Shawn!
Guest favourite

Apartment

4.95 out of 5 average rating, 19 reviews

MJ’s Condo Minutes from TPA and Busch Gardens

JebRating, 5 stars1 month 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 favourite

Apartment

4.88 out of 5 average rating, 17 reviews

Island Getaway: 2BR Condo, Bay & Pool Views

NathalieRating, 5 stars10 months ago
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
Guest favourite

Apartment

4.94 out of 5 average rating, 181 reviews

Sea La Vie- Studio by the bay!

MichaelRating, 5 stars2 weeks ago
Alison's condo was exactly as described and as shown in the pictures! good view from balcony and everything you need is aleady there! Will definitely stay again when I'm in the area!
Guest favourite

Apartment

4.96 out of 5 average rating, 77 reviews

Updated Condo-Heated Pool-Private Balcony

DebbieRating, 5 stars3 weeks ago
There is an incredible view off the deck! We enjoyed this greatly. Condo was clean and comfortable. We would highly recommend this place.
Guest favourite

Apartment

4.92 out of 5 average rating, 60 reviews

Happy Clearwater Condo in The Avalon/King bed/gym

GiedreRating, 5 stars1 month ago
This was GREAT. Lisa is beyond amazing host. She started with a set up for our dog and it was was so sweet of her. It was holiday time so everybody is busy but oh well she did it!!! We had a bit of the problem with dishwasher and she was beyond helpfull. The Condo has a great location very well decorated ,very cozy . We would definatelly go back there. Thanks Lisa!!!

Apartment rentals with a pool

Guest favourite

Apartment

4.88 out of 5 average rating, 74 reviews

Lovely-2 bedroom condo with 2 pools, Madeira beach

KevinRating, 5 stars2 weeks ago
Nice, clean, functional, and affordable unit. location is very good. Walkable to Everything. Awesome that it came with some beach chairs to use too. That was a nice surprise.
Guest favourite

Apartment

4.92 out of 5 average rating, 48 reviews

Spacious 2 bedroom/2 bath condo with pool

JessicaRating, 5 stars1 month ago
Franco’s place is lovely! It is located in a peaceful and quiet area. The interior of the apartment is cozy and clean. Franco is a great host, very helpful and responsive. I would stay here again if visiting St. Petersburg in the future.
Guest favourite

Apartment

4.93 out of 5 average rating, 27 reviews

Marina View Condo with Queen couch. Heated Pool!

MichelleRating, 5 stars3 months ago
everything was excellent woulddefinetly stay there again
Guest favourite

Apartment

4.87 out of 5 average rating, 55 reviews

Blue Ocean CLW Condo Newly Renovated, Heated Pool

JohnRating, 5 stars4 weeks ago
The condo was perfect for us. It was clean, quiet and in a great area. Close to restaurants and about 5–10 minute ride to Clearwater beach pier 60. If you are looking for a place to stay in the Clearwater area we highly recommend this condo. Ana made the process very easy. We’re looking forward to coming back!
Guest favourite

Apartment

4.92 out of 5 average rating, 26 reviews

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

LouiseRating, 5 stars2 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 favourite

Apartment

4.89 out of 5 average rating, 37 reviews

Waterfront condo with stunning view/Pool & Hot tub

DeborahRating, 5 stars3 months ago
Easy check in. Wonderful location. Very clean condo. We enjoyed our stay!
Guest favourite

Apartment

4.9 out of 5 average rating, 58 reviews

2 bedroom condo with a pool on Boca Ciega Bay

GeraldRating, 5 stars2 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 favourite

Apartment

4.9 out of 5 average rating, 20 reviews

1br Condo with Pool and Palms View & Beach Access

LauraRating, 5 stars1 month ago
I cannot say enough about Jordyn. She was so accommodating and kudos to her immediate responses to my many questions. Her customer service was superior. The property maintenance personnel- Taveon -was extremely kind and helpful. He made me feel welcome and safe which is important as a single woman traveling alone. The condo was very cozy and clean. Thank you for a wonderful stay!!

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