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

Hillsborough County Vacation Rentals

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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, (5,281 reviews)
"Me and my family loved this place ❤️"
United States
Alcendrea
The price is RM520
RM663 total
includes taxes & fees
2 Nov - 3 Nov
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, (76 reviews)
"The best part about this apartment is its location: right by Bayshore, 10 min walking distance from Hyde Park, and in short driving distance from everything S Tampa. The apartment is cute, spacious, quiet, and well equipped. The host provided comprehensive info ahead of check-in so getting in the apartment was smooth."
United States
Mihaela
The price is RM527
RM1,408 total
includes taxes & fees
18 Oct - 19 Oct
The Adaline
A hotel room with a large bed, a flat-screen TV, a kitchenette, and a balcony with a view of palm trees.

3. Little Harbor

Little Harbor
2.0 star property
Ruskin
8.2 out of 10, Very good, (18 reviews)
"Been here many times in the past five years, nice place good for a short getaway"
United States
Jon
The price is RM178
RM875 total
includes taxes & fees
21 Oct - 22 Oct
Little Harbor
A beachside seating area with a fire pit and chairs, overlooking the ocean.

4. The Hemingway

The Hemingway
4.0 star property
Rocky Point
8.4 out of 10, Very good, (42 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 RM419
RM1,138 total
includes taxes & fees
19 Oct - 20 Oct
The Hemingway
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

The Westshore Grand, Tampa, A Tribute Portfolio Hotel

The Westshore Grand, Tampa, A Tribute Portfolio Hotel

10/10 Excellent
"The hotel offers all the amenities and comfort expected of a luxurious stay. Although some details in the hallways and guest rooms could benefit from improvement, the overall experience is pleasant. Its convenient location near Tampa International Airport is an added advantage."
Bernardo 1-night trip
Posted 2 hours ago
The Westshore Grand, Tampa, A Tribute Portfolio Hotel

Find out more about Hillsborough County

Holiday Apartments in Hillsborough County

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