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

Holiday Rentals in Hillsborough County

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Top Cities in Hillsborough County

A city skyline with illuminated buildings, a bridge over a river, and a park with trees.
Holiday RentalsHoliday Rentals

Tampa

Tampa

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, (5,263 reviews)
"Me and my family loved this place ❤️"
United States
Alcendrea
The price is €140
includes taxes & fees
14 Oct - 15 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 €307
includes taxes & fees
11 Oct - 12 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
8.4 out of 10, Very good, (16 reviews)
"Been here many times in the past five years, nice place good for a short getaway"
United States
Jon
The price is €189
includes taxes & fees
8 Oct - 9 Oct
Little Harbor
Room

4. Swann Ave Suite Walk to Bayshore Hyde Park

Swann Ave Suite Walk to Bayshore Hyde Park
2.0 star property
Hyde Park
7.6 out of 10, Good, (4 reviews)
"Very cozy, well appointed and conveniently located "
United States
Heather
The price is €209
includes taxes & fees
11 Oct - 12 Oct
Swann Ave Suite Walk to Bayshore Hyde Park
A beachside seating area with a fire pit and chairs, overlooking the ocean.

5. The Hemingway

The Hemingway
4.0 star property
Rocky Point
8.4 out of 10, Very good, (41 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 €213
includes taxes & fees
12 Oct - 13 Oct
The Hemingway
A modern living room with a large sectional sofa, a flat-screen TV, and a dining area with a kitchen in the background.

6. Cozy Downtown Tampa Retreat

Cozy Downtown Tampa Retreat
2.0 star property
Ybor City
10.0 out of 10, Exceptional, (1 review)
"The place is well equipped and with 4 bedrooms represents good value for any family or group staying in Tampa. Close to Ybor old city ($10 uber) which was very convenient. Great kitchen with all you need to cook and cater. Sauna is a nice touch though in May it was almost as hot in the garage anyway! All go a good place."
United States
Lee
The price is €392
includes taxes & fees
18 Oct - 19 Oct
Cozy Downtown Tampa Retreat
A cozy room with a wooden ceiling, a bed with a headboard, a bedside table, and a small table with a candle and a basket.

7. Swann Avenue Central Tampa Homes

Swann Avenue Central Tampa Homes
2.0 star property
SoHo
4.8 out of 10, (3 reviews)
"I rented here to be close to Tampa General Hospital for a procedure. I did infact end up back at the hospital and my brother had to come check us out. They were so understanding. It was clean, and stocked with the needs for a stay. I was happy and would rent again."
United States
Hope
The price is €197
includes taxes & fees
20 Oct - 21 Oct
Swann Avenue Central Tampa Homes
A modern kitchen with a built-in sink, a ceiling fan, and a view of the outdoors through large windows.

8. Mangrove Point Townhome

Mangrove Point Townhome
4.0 star property
Ruskin
8.0 out of 10, Very good, (5 reviews)
"Mangrove point was very well kept and clean. The community is quiet but has a lovely sunset bar and grill with a live dj. That was a great way to spend a Saturday evening. The home was clean and check in was easy. The host did an amazing job being responsive and detailed. Aside from some minor housekeeping things we had zero complaints. Perfect for a couples or family stay. Would definitely book again."
United States
Brittany
The price is €274
includes taxes & fees
8 Oct - 9 Oct
Mangrove Point Townhome
A covered outdoor seating area with chairs and a table, a sliding glass door, and a large plant with broad leaves.

9. Dolphin & Manatee Cove Condo: Beach Access + More!

Dolphin & Manatee Cove Condo: Beach Access + More!
3.0 star property
Ruskin
The price is €218
includes taxes & fees
23 Oct - 24 Oct
Dolphin & Manatee Cove Condo: Beach Access + More!
A single-story house with a front porch, a black door, and a small front yard with two palm trees and a pathway leading to the door.

10. Delray House With Hot tub & Game Room

Delray House With Hot tub & Game Room
3.5 star property
Palm River-Clair Mel
2.0 out of 10, (4 reviews)
"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"
United States
Jon
The price is €407
includes taxes & fees
8 Oct - 9 Oct
Delray House With Hot tub & Game Room
A modern living room with a flat-screen TV, a dining area with a table and chairs, and a kitchen with white cabinets and a bar counter.

11. Zoo House Down Town Tampa

Zoo House Down Town Tampa
2.5 star property
Riverbend
2.0 out of 10, (2 reviews)
"After receiving confirmation on our stay and booking, after calling to ask questions about the property and get answers, we arrived and call for check and the property was not available. Had to made numerous call to get help and after spending significant time trying to get the issue resolved, we just had to go a different way and get a place ourselves. Will never used them again and the property people also very unprofessional "
United States
Tadeo
The price is €269
includes taxes & fees
13 Oct - 14 Oct
Zoo House Down Town Tampa
A modern kitchen with a built-in microwave, oven, and dishwasher.

12. Miles at Ybor - Tampa

Miles at Ybor - Tampa
3.0 star property
Ybor City
The price is €996
includes taxes & fees
20 Oct - 21 Oct
Miles at Ybor - Tampa
A beach with thatched umbrellas and sun loungers facing the ocean.

13. The Palm Exclusive Tropical Luxury on the Water

The Palm Exclusive Tropical Luxury on the Water
3.0 star property
Rocky Point
7.0 out of 10, Good, (4 reviews)
"It is not on the beach. Pictures misleading….Door was broken, bathtub flooded in minutes and fire alarm would go off when a hot shower was took. Quick to take ur money for early check-in/late check out almost could feel the greed. But nice pool war with amazing bartender and food."
United States
Rehan
The price is €196
includes taxes & fees
14 Oct - 15 Oct
The Palm Exclusive Tropical Luxury on the Water
A bedroom with a bed, a ceiling fan, a flat-screen TV, a dresser, a mirror, and a walk-in closet.

14. Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic
3.0 star property
Town 'n' Country
2.0 out of 10, (6 reviews)
"This place was double booked. I never received any type of communication from the property then had to find a place to stay because I wasn’t told it was double booked until I showed up and there was people already in the house. I do NOT recommend this place. "
United States
Savanah
The price is €318
includes taxes & fees
8 Oct - 9 Oct
Sleeps 6 Hot Tub Fenced Yard Cozy Chic
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

15. 701 W Indiana Ave

701 W Indiana Ave
3.0 star property
Tampa Heights
The price is €3,094
includes taxes & fees
9 Oct - 10 Oct
701 W Indiana Ave
A modern kitchen with white cabinets, a stainless steel refrigerator, a marble countertop, and a black faucet.

16. New Build in Old West 3 Bed, 2 Bath Family Rental

New Build in Old West 3 Bed, 2 Bath Family Rental
2.0 star property
Old West Tampa
10.0 out of 10, Exceptional, (1 review)
The price is €425
includes taxes & fees
21 Oct - 22 Oct
New Build in Old West 3 Bed, 2 Bath Family Rental
A stone pool surrounded by tropical plants and palm trees.

17. Vibrant 2BR 2BA w King Bed Pool Gym 11

Vibrant 2BR 2BA w King Bed Pool Gym 11
3.0 star property
Town 'n' Country
10.0 out of 10, Exceptional, (1 review)
"Sehr groß und sauber. Alle Möbel waren sauber und funktionsfähig."
Germany
Kim Viola
The price is €327
includes taxes & fees
20 Oct - 21 Oct
Vibrant 2BR 2BA w King Bed Pool Gym 11
A beach with a wooden pier extending into the ocean, featuring a small structure at the end.

18. 2405 E 19th Ave

2405 E 19th Ave
2.0 star property
Ybor City
The price is €2,932
includes taxes & fees
9 Oct - 10 Oct
2405 E 19th Ave
A bright room with wooden floors, white walls, and large windows. There is a dining table with chairs, a white bench, and a potted plant.

19. The Adaline 5 by Brightwild Classy Hyde Park Apt

The Adaline 5 by Brightwild Classy Hyde Park Apt
2.0 star property
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
The price is €352
includes taxes & fees
11 Oct - 12 Oct
The Adaline 5 by Brightwild Classy Hyde Park Apt
A dining area with a round table and chairs, a television mounted on the wall, and a door with a window.

20. NEW Bayside Escape Cozy Hideaway Near Bayshore

NEW Bayside Escape Cozy Hideaway Near Bayshore
2.0 star property
Tampa
10.0 out of 10, Exceptional, (1 review)
"Wow! Wow! Wow! From the hosts, the actual property to the location and Everything in between and more that you didnt think of is here. Very clean. Open space. Full kitchen plus washer dryer access, private parking... I really felt like i was at "home". Thank you for hosting me. I loved my stay from beginning to end. "
United States
Ashley
The price is €326
includes taxes & fees
11 Oct - 12 Oct
NEW Bayside Escape Cozy Hideaway Near Bayshore
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hillsborough County Hotel Reviews

Holiday Inn Express & Suites Tampa Stadium – Airport Area by IHG

Holiday Inn Express & Suites Tampa Stadium – Airport Area by IHG

10/10 Excellent
"its the BEST holiday Inn in the WORLD. EVERYTHING WAS PERFEXT"
Lorrie 3-night trip
Posted 5 hours ago
Holiday Inn Express & Suites Tampa Stadium – Airport Area by IHG

Find out more about Hillsborough County

Holiday Homes in Hillsborough County

Search for holiday homes in Hillsborough County on Expedia.ie! 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 homes in Hillsborough County
  • Use the map to find apartments and other holiday rentals in the Hillsborough County neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday homes in Hillsborough County while they last

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