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

Hillsborough County Holiday 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, (5,286 reviews)
"Me and my family loved this place ❤️"
United States
Alcendrea
The price is HK$999
HK$1,275 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, (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 HK$1,201
HK$2,922 total
includes taxes & fees
26 Oct - 27 Oct
The Adaline
A marina with boats docked under a bridge.

3. The M’s Cozy Corner

The M’s Cozy Corner
Ybor City
9.8 out of 10, Exceptional, (97 reviews)
"The room was great and conveniently located!"
United States
Nathan L.
The price is HK$518
HK$1,190 total
includes taxes & fees
26 Oct - 27 Oct
The M’s Cozy Corner
A toilet with a white tank and lid, a roll of toilet paper on a holder, and a sign above the toilet instructing to flush only toilet paper.

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, (84 reviews)
"Great stay, very clean. The pool was very nice. And the scenery was amazing as well"
United States
Brandy
The price is HK$283
HK$834 total
includes taxes & fees
25 Oct - 26 Oct
Welcome to our charming studio, perfectly located near Tampa Bay's attractions.
A water slide at Adventureland in Tampa, FL.

5. DFGmoments#2/Northdale/Citrus Park Mall

DFGmoments#2/Northdale/Citrus Park Mall
Greater Northdale
9.8 out of 10, Exceptional, (81 reviews)
"Comfortable stay"
United States
Patrick T.
The price is HK$424
HK$994 total
includes taxes & fees
22 Oct - 23 Oct
DFGmoments#2/Northdale/Citrus Park Mall
A modern living room with a sofa and a glass coffee table, a decorative vase with red flowers, and a large window with a cityscape view.

6. Mimi's Ste K2 Casino

Mimi's Ste K2 Casino
East Lake Park
9.8 out of 10, Exceptional, (49 reviews)
"Great location! We walked to Hard Rock and it was super convenient and a great value. "
United States
Julie H.
The price is HK$542
HK$1,475 total
includes taxes & fees
22 Oct - 23 Oct
Mimi's Ste K2 Casino
A hallway with a door, a mirror, and a bathroom with a sink and cabinets.

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

Budget-Friendly Tampa Stay I Sleeps 2 + Parking
Old West Tampa
9.6 out of 10, Exceptional, (7 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 HK$314
HK$870 total
includes taxes & fees
26 Oct - 27 Oct
Budget-Friendly Tampa Stay I Sleeps 2 + Parking
A compact kitchen with dark wood cabinets, a stainless steel range, a microwave, and a built-in oven.

8. Aileen Camping Space

Aileen Camping Space
East Tampa
9.6 out of 10, Exceptional, (79 reviews)
"The host was very welcoming and the accommodation was excellent!"
United States
daniel z.
The price is HK$353
HK$1,003 total
includes taxes & fees
29 Oct - 30 Oct
Aileen Camping Space
A beach at sunset with the sun low on the horizon, waves gently lapping the shore, and a few birds on the sand.

9. Home Paradise, Cozy guest suite in Ruskin POOLS HIGH SPEED WIFI BEACH MINUTES!!!

Home Paradise, Cozy guest suite in Ruskin POOLS HIGH SPEED WIFI BEACH MINUTES!!!
Ruskin
9.8 out of 10, Exceptional, (49 reviews)
"Communication was great with the host. The accommodation was exactly as shown in the pictures and was very clean. Would definitely stay here again!"
United States
Tara F.
The price is HK$530
HK$1,733 total
includes taxes & fees
22 Oct - 23 Oct
Home Paradise, Cozy guest suite in Ruskin POOLS HIGH SPEED WIFI BEACH MINUTES!!!
A balcony with a view of the sea, two palm trees, and a parking area with vehicles.

10. Coastal Calm With Bay Views Heated Pool

Coastal Calm With Bay Views Heated Pool
2.0 star property
Rocky Point
The price is HK$1,114
HK$2,213 total
includes taxes & fees
3 Nov - 4 Nov
Coastal Calm With Bay Views Heated Pool
A beachside seating area with a fire pit and chairs, overlooking the ocean.

11. The Hemingway

The Hemingway
4.0 star property
Rocky Point
8.6 out of 10, Excellent, (44 reviews)
"Loved it and will come back"
United States
Regina Nancy
The price is HK$989
HK$2,452 total
includes taxes & fees
4 Nov - 5 Nov
The Hemingway
A hotel with a prominent 'Sheraton' sign, a waterfront location, and a modern bridge structure.

12. Green Castle Suite in Tampa

Green Castle Suite in Tampa
Town 'n' Country
9.6 out of 10, Exceptional, (40 reviews)
"Great place to stay!"
United States
Stephanie S.
The price is HK$471
HK$1,003 total
includes taxes & fees
22 Oct - 23 Oct
Green Castle Suite in Tampa
A modern bedroom with a large bed, a wall clock, a painting, and a nightstand with a lamp.

13. Tampa Dream Getaway "A

Tampa Dream Getaway "A
Drew Park
9.6 out of 10, Exceptional, (20 reviews)
"Close to shopping and the airport, exactly as listed in the description! "
United States
Navneet C.
The price is HK$549
HK$1,137 total
includes taxes & fees
26 Oct - 27 Oct
Tampa Dream Getaway "A
A modern kitchen with a stainless steel sink, a microwave, and a black induction cooktop.

14. Few blocks from Raymond James Stadium, few blocks from St Joseph Hospital .

Few blocks from Raymond James Stadium, few blocks from St Joseph Hospital .
MacFarlane Park
9.8 out of 10, Exceptional, (36 reviews)
"Great place to stay. Convenient location and Marlene the host was very friendly. Highly recommend. "
United States
Pedro E.
The price is HK$706
HK$1,404 total
includes taxes & fees
22 Oct - 23 Oct
Few blocks from Raymond James Stadium, few blocks from St Joseph Hospital .
A dining table set with plates, bowls, and cutlery, accompanied by a small potted plant and a decorative item with the word "Relax".

15. Perfect Location! All include Tampa Private Suite

Perfect Location! All include Tampa Private Suite
Palm River-Clair Mel
9.6 out of 10, Exceptional, (35 reviews)
"Private, spacious and clean!"
United States
Darian
The price is HK$318
HK$874 total
includes taxes & fees
25 Oct - 26 Oct
Perfect Location! All include Tampa Private Suite
A white RV with a black lower half, surrounded by trees and outdoor seating.

16. Cozy Glamping Retreat • Sleeps 4 • Family Fun or Romantic Getaway

Cozy Glamping Retreat • Sleeps 4 • Family Fun or Romantic Getaway
Lutz
10.0 out of 10, Exceptional, (17 reviews)
"Lovely little stay!"
United States
Elysse
The price is HK$600
HK$838 total
includes taxes & fees
22 Oct - 23 Oct
Cozy Glamping Retreat • Sleeps 4 • Family Fun or Romantic Getaway
A house with a front door, a large potted plant, and a small white lantern on the porch.

17. 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 HK$571
HK$1,024 total
includes taxes & fees
25 Oct - 26 Oct
Experience the passion of hospitality, cleaning, and good location!
A modern kitchen with white cabinets, a black refrigerator, a microwave, and a granite countertop.

18. Charming rental with a separate entrance.

Charming rental with a separate entrance.
Tampa
9.8 out of 10, Exceptional, (72 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 HK$494
HK$1,164 total
includes taxes & fees
24 Oct - 25 Oct
Charming rental with a separate entrance.
A wooden deck with a fire pit and two Adirondack chairs.

19. Adorable Waterfront Cottage

Adorable Waterfront Cottage
Odessa
9.8 out of 10, Exceptional, (27 reviews)
"Awesome stay"
United States
Amber P.
The price is HK$982
HK$2,233 total
includes taxes & fees
23 Oct - 24 Oct
Adorable Waterfront Cottage
A historic building with a prominent tower, arched windows, and a well-maintained lawn.

20. Loft Close to Downtown, Airport and Stadium

Loft Close to Downtown, Airport and Stadium
MacFarlane Park
9.8 out of 10, Exceptional, (66 reviews)
"Great place!"
United States
Rodney J.
The price is HK$494
HK$1,270 total
includes taxes & fees
26 Oct - 27 Oct
Loft Close to Downtown, Airport and Stadium
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 Westin Tampa Bay

The Westin Tampa Bay

10/10 Excellent
"Very good hotel. Near airport"
OLMO 4-night trip
Posted 1 hour ago
The Westin Tampa Bay