A city skyline with modern buildings, a calm river reflecting the structures, and a sunset in the background.

Search Holiday Rentals in Hillsborough County

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Our top choices for Hillsborough County holiday rentals

A beach with thatched umbrellas and lounge chairs, a sandy shore, and a sunset in the background.

1. Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very good, (5,256 reviews)
"Me and my family loved this place ❤️"
United States
Alcendrea
The price is ฿3,904
฿5,036 total
includes taxes & fees
11 Oct - 12 Oct
Sailport Waterfront Suites
A bright room with a round table, two chairs, and large windows.

2. The Adaline

The Adaline
5.0 star property
Hyde Park
9.6 out of 10, Exceptional, (75 reviews)
"Very clean and great location to Hyde park. Would definitely stay again"
United States
Shane
The price is ฿4,806
฿12,129 total
includes taxes & fees
14 Oct - 15 Oct
The Adaline
A modern kitchen with white cabinets, a marble countertop, and a stainless steel refrigerator.

3. ZenHomes in Central Brandon

ZenHomes in Central Brandon
3.0 star property
Limona Improvement
10.0 out of 10, Exceptional, (1 review)
"Very clean and very understanding"
United States
Rondell
The price is ฿544
฿4,114 total
includes taxes & fees
12 Oct - 13 Oct
ZenHomes in Central Brandon
A beachside seating area with a fire pit and chairs, overlooking the ocean.

4. The Hemingway

The Hemingway
4.0 star property
Rocky Point
8.6 out of 10, Excellent, (40 reviews)
"The property was beautiful,loved the pool and bar restaurant,everyone was so nice.Perfect location to everything"
United States
Michelle
The price is ฿2,359
฿8,075 total
includes taxes & fees
6 Oct - 7 Oct
The Hemingway
A hotel room with a large bed, a flat-screen TV, a kitchenette, and a balcony with a view of palm trees.

5. Little Harbor

Little Harbor
2.0 star property
Ruskin
8.4 out of 10, Very good, (15 reviews)
"Been here many times in the past five years, nice place good for a short getaway"
United States
Jon
The price is ฿1,413
฿7,135 total
includes taxes & fees
5 Oct - 6 Oct
Little Harbor
A spacious living area with a sofa, ottoman, and a TV mounted on the wall.

6. Chic 2BR w Pool Pet-friendly Unit 14

Chic 2BR w Pool Pet-friendly Unit 14
3.0 star property
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
"Everything was perfect"
United States
kellieann
The price is ฿9,656
฿17,032 total
includes taxes & fees
4 Oct - 5 Oct
Chic 2BR w Pool Pet-friendly Unit 14
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Hillsborough County Hotel Reviews

Hyatt Place Tampa Downtown

Hyatt Place Tampa Downtown

8/10 Good
"Complimentary food, staff and area was excellent as well as our room. Arriving to the place turned out stressful as the valet parking service was not available and not organized on the day of our check in. We stayed in line to get parked, end up finding a public parking nearby after we found out that valet parking is not available. No sign no message for us to know so we are frustrated on that part. Other than that all is excellent."
Minnie 1-night trip
Posted less than an hour ago
Hyatt Place Tampa Downtown

Find out more about Hillsborough County

Vacation Apartments in Hillsborough County

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