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

Search Holiday Rentals in Hillsborough County

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Hillsborough County Accommodation: Most Popular Cities to Stay

Our top choices for Hillsborough County holiday rentals

1. Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very good, (5,320 reviews)
"Our favorite part was the on site bar and restaurant"
United States
Paula A
The price is £115
includes taxes & fees
22 Nov - 23 Nov
Sailport Waterfront Suites

2. Landing Tampa Westshore

Landing Tampa Westshore
4.5 star property
Port Tampa City
9.0 out of 10, Wonderful, (204 reviews)
"Great visit and good location"
Canada
Erin
The price is £302
includes taxes & fees
17 Nov - 18 Nov
Landing Tampa Westshore

3. The Adaline

The Adaline
5.0 star property
Hyde Park
9.6 out of 10, Exceptional, (77 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 £263
includes taxes & fees
15 Nov - 16 Nov
The Adaline

4. Welcome to our charming studio, perfectly located near Tampa Bay's attractions.

Welcome to our charming studio, perfectly located near Tampa Bay's attractions.
Pinecrest West Park
9.2 out of 10, Wonderful, (86 reviews)
"Great stay, very clean. The pool was very nice. And the scenery was amazing as well"
United States
Brandy
The price is £68
includes taxes & fees
16 Nov - 17 Nov
Welcome to our charming studio, perfectly located near Tampa Bay's attractions.

5. Tampa Cozy Spot

Tampa Cozy Spot
Old West Tampa
10.0 out of 10, Exceptional, (4 reviews)
"The house was really clean and the check in process was smooth. Stayed only for 1 night for hyrox but was worth it. Would stay again!"
United States
Nathan D.
The price is £79
includes taxes & fees
26 Nov - 27 Nov
Tampa Cozy Spot

6. Escape By The Bay

Escape By The Bay
Town 'n' Country
9.8 out of 10, Exceptional, (44 reviews)
"We had nice stay"
United States
Denisa
The price is £93
includes taxes & fees
15 Nov - 16 Nov
Escape By The Bay

7. Cozy Boho Guest House w/Patio - 6 min from the beach!

Cozy Boho Guest House w/Patio - 6 min from the beach!
Town 'n' Country
9.0 out of 10, Wonderful, (40 reviews)
"Very clean, quiet. Safe surroundings if you are traveling by yourself."
United States
Deborah
The price is £79
includes taxes & fees
25 Nov - 26 Nov
Cozy Boho Guest House w/Patio - 6 min from the beach!

8. 2-Bed/2-Bath Tampa Apartment: Comfort Meets Convenience for Corporate Travelers

2-Bed/2-Bath Tampa Apartment: Comfort Meets Convenience for Corporate Travelers
Hyde Park
10.0 out of 10, Exceptional, (10 reviews)
"Great location - beautiful property!"
United States
Heather S.
The price is £217
includes taxes & fees
15 Nov - 16 Nov
2-Bed/2-Bath Tampa Apartment: Comfort Meets Convenience for Corporate Travelers

9. Little Harbor

Little Harbor
3.0 star property
Ruskin
8.0 out of 10, Very good, (21 reviews)
"Private community, beach,restaurants, pier , pickleball, 3 pools! Workout facilities! A marina, All walking distance"
United States
Gregory
The price is £189
includes taxes & fees
15 Nov - 16 Nov
Little Harbor

10. Tampa Dream Vacation "A

Tampa Dream Vacation "A
Drew Park
9.8 out of 10, Exceptional, (21 reviews)
"Close to shopping and the airport, exactly as listed in the description! "
United States
Navneet C.
The price is £105
includes taxes & fees
16 Nov - 17 Nov
Tampa Dream Vacation "A

11. Budget-Friendly Tampa Stay I Sleeps 2 + Parking

Budget-Friendly Tampa Stay I Sleeps 2 + Parking
Old West Tampa
9.8 out of 10, Exceptional, (11 reviews)
"House divided into three units, small room with a nice big bathroom, separate from the rest of the house, near downtown Tampa."
United States
Ewa
The price is £79
includes taxes & fees
28 Nov - 29 Nov
Budget-Friendly Tampa Stay I Sleeps 2 + Parking

12. Cozy AF Medusa the Bus-Lux

Cozy AF Medusa the Bus-Lux
Ybor City
9.8 out of 10, Exceptional, (17 reviews)
"Most relaxing unique spot we did a date night there and had a wonderful time it was very detailed and cool can’t wait to go back again"
United States
Kasandra
The price is £131
includes taxes & fees
16 Nov - 17 Nov
Cozy AF Medusa the Bus-Lux

13. Experience the passion of hospitality, cleaning, and good location!

Experience the passion of hospitality, cleaning, and good location!
Westshore
9.2 out of 10, Wonderful, (94 reviews)
"Staff was really nice!"
United States
Anthony
The price is £94
includes taxes & fees
15 Nov - 16 Nov
Experience the passion of hospitality, cleaning, and good location!

14. The Hemingway

The Hemingway
4.0 star property
Rocky Point
8.4 out of 10, Very good, (48 reviews)
"Loved it and will come back"
United States
Regina Nancy
The price is £217
includes taxes & fees
16 Nov - 17 Nov
The Hemingway

15. DFGmoments#2/Northdale/Citrus Park Mall

DFGmoments#2/Northdale/Citrus Park Mall
Greater Northdale
9.8 out of 10, Exceptional, (82 reviews)
"Great place and great host"
United States
Melinda K.
The price is £87
includes taxes & fees
15 Nov - 16 Nov
DFGmoments#2/Northdale/Citrus Park Mall

16. The M’s Cozy Corner

The M’s Cozy Corner
Ybor City
9.8 out of 10, Exceptional, (101 reviews)
"The room was great and conveniently located!"
United States
Nathan L.
The price is £117
includes taxes & fees
15 Nov - 16 Nov
The M’s Cozy Corner

17. Charming Ybor Micro Unit. Steps from 7th Ave. #7

Charming Ybor Micro Unit. Steps from 7th Ave. #7
Ybor City
9.8 out of 10, Exceptional, (8 reviews)
"Great location with nice & clean room."
United States
Keebo C.
The price is £140
includes taxes & fees
30 Nov - 1 Dec
Charming Ybor Micro Unit. Steps from 7th Ave. #7

18. Charming rental with a separate entrance.

Charming rental with a separate entrance.
Tampa
9.8 out of 10, Exceptional, (73 reviews)
"This place was perfect for a quick over night trip. Just as described! Would definitely stay again!"
United States
Ken Y.
The price is £107
includes taxes & fees
15 Nov - 16 Nov
Charming rental with a separate entrance.

19. Eclectic Boho Micro Suite. Steps from 7th Ave #1

Eclectic Boho Micro Suite. Steps from 7th Ave #1
Ybor City
9.6 out of 10, Exceptional, (23 reviews)
"Very clean place and convenient location to get to the Trolley. Had a great time staying here."
United States
Amanda G. F.
The price is £131
includes taxes & fees
26 Nov - 27 Nov
Eclectic Boho Micro Suite. Steps from 7th Ave #1

20. Yude's Apartment

Yude's Apartment
Town 'n' Country
9.6 out of 10, Exceptional, (29 reviews)
"Had a very wonderful stay highly recommended "
United States
Thalia
The price is £113
includes taxes & fees
26 Nov - 27 Nov
Yude's Apartment
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Hillsborough County Hotel Reviews

Find out more about Hillsborough County

Holiday Apartments in Hillsborough County

Search for holiday rentals in Hillsborough County on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Hillsborough County using one of the methods below:

  • View our selection of featured holiday rentals in Hillsborough County
  • Use the map to find apartments and other holiday homes in the Hillsborough County neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Hillsborough County while they last

Look no further and take a look at our great range of rental properties in Hillsborough County

Explore a world of travel with Expedia