Top Holiday Homes in Hillsborough County in 2025

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Featured Holiday Homes in Hillsborough County

2 bedrooms, iron/ironing board, free WiFi

"Property was very clean, with easy acces and the staff was very helpful with my questions. "

"I booked this place bc it was advertised as 3 bedrooms house that can sleep up to 7 people , with beautiful pictures of the house, but when arrived , it was a separate in law apartment in the back with a 1 bedroom , was very disappointed… the place wasn’t clean, dirty dishes and stuff in kitchen cabinets , and 2 overflowed trash barrels out front door. We had to clean the place up before settling in… I wish they have advertised correctly , it was false advertisement I believe …"

12.684.652 ₫ total

includes taxes & fees

10 Aug - 11 Aug

"This was a bait and switch. The photo of the high rise building on the water is NOT where you will be staying!!!! The exterior photo of the “condo” is not provided. Only interior photos are shown. The inside of the property is “ok” but the location and exterior is awful! It is no where near the water. It is located in a shady neighborhood, far away from everything. It is not walking distance to anything. We had to Uber to do absolutely everything (including grocery etc). The amount of money we...

11.229.066 ₫ total

includes taxes & fees

14 Aug - 15 Aug

13.178.018 ₫ total

includes taxes & fees

12 Aug - 13 Aug

12.449.496 ₫ total

includes taxes & fees

18 Aug - 19 Aug

"Great location. Great communication and clean place "

9.275.469 ₫ total

includes taxes & fees

18 Aug - 19 Aug

"We had a wonderful experience at this house. It was clean, spacious, and beautifully maintained, with all the amenities we needed for a comfortable stay. We truly felt at home. Highly recommended!"

11.560.735 ₫ total

includes taxes & fees

25 Aug - 26 Aug

House, 3 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

House, Multiple Bedrooms | Private kitchen | Fridge, coffee/tea maker, toaster

"The house is spacious "

Family House | Private kitchen | Full-sized fridge, microwave, oven, stovetop

"This house was under renovation and no furniture. They moved us to another house that wasn't even breathable because of smoke. 813 properties should be banned"

11.965.836 ₫ total

includes taxes & fees

1 Aug - 2 Aug

House, Multiple Beds, Pool Access, Garden View (Waterfront Pool House) | Private kitchen | Fridge, microwave, oven, stovetop

House (6 Bedrooms) | Private kitchen | Fridge, microwave, oven, coffee/tea maker

Apartment (601 Little Harbor) | Exterior

"Besides the two expensive fish restaurants on the property, Dining is a drive. Wasn’t sure what to do with garbage as it just said to remove from bin( I assume trash can?) other than that everything was fine. Would stay again. Walking distance to beach and pool. "

"We rented this property and it was supposed to be a house with a swimming pool and close to the beach but we got there it was a 3 story condo and we had to handicap people who couldn’t climb stairs and when we did get up all the stairs we had to clean candy wrappers and magazines and sunglasses out from under the bed and clean stuff out of refrigerator but we came a long way to have a vacation so we did the best we could with the situation the handicap people had to sleep on the couch because...