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Vacation Rentals in Hillsborough County

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Top Cities in Hillsborough County

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

Tampa

Tampa

Our top choices for Hillsborough County vacation 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, (5,254 reviews)
"Me and my family loved this place ❤️"
United States
Alcendrea
The price is ￥17,324
￥22,496 total
includes taxes & fees
Oct 13 - Oct 14
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 ￥23,144
￥57,535 total
includes taxes & fees
Oct 4 - Oct 5
The Adaline
A modern kitchen with a built-in island, stainless steel appliances, and a large window offering a view of the city.

3. Luxury 2BR/2BA Channelside Condo- Pool, Sauna, Gym + Balcony

Luxury 2BR/2BA Channelside Condo- Pool, Sauna, Gym + Balcony
Downtown Tampa
10.0 out of 10, Exceptional, (17 reviews)
"The property was beautiful and the location was perfect. Right across the street from a trolly stop and walkable to the cruise port, which was the reason for our stay. Cory, the owner, was amazing to work with and so incedibly responsive to questions both prior to and during our stay. I will definitely book this fabulous condo again when our travel plans take us to Tampa!"
United States
Janine D.
The price is ￥25,605
￥53,629 total
includes taxes & fees
Sep 30 - Oct 1
Luxury 2BR/2BA Channelside Condo- Pool, Sauna, Gym + Balcony
A cozy outdoor living area with a thatched roof, a hot tub, and a wooden deck.

4. //Tarzan's Airstream Retreat//

//Tarzan's Airstream Retreat//
Ybor City
9.4 out of 10, Exceptional, (10 reviews)
"This place is super nifty! Well designed theme and well maintained property. We’ll definitely stay there again. I highly recommend staying here if you’re interested in getting way from the mundane hotel routine!"
United States
Truett
The price is ￥20,463
￥26,374 total
includes taxes & fees
Sep 30 - Oct 1
//Tarzan's Airstream Retreat//
A modern kitchen with white cabinets, a built-in microwave, and a central island. There are two white stools and a grey sofa in the living area.

5. La Casita Blanca Ybor City Tampa

La Casita Blanca Ybor City Tampa
Ybor City
9.8 out of 10, Exceptional, (142 reviews)
"Very clean, great a/c, good location and nice host!"
Canada
Aimee
The price is ￥11,806
￥31,734 total
includes taxes & fees
Oct 5 - Oct 6
La Casita Blanca Ybor City Tampa
A modern kitchen with white cabinets, a black refrigerator, a microwave, and a granite countertop.

6. Charming rental unit with separate entrance.

Charming rental unit with separate entrance.
Tampa
9.8 out of 10, Exceptional, (71 reviews)
"Great and safe location! Lots of restaurants nearby. It is an ideal place to stay if planning on attending a Tampa bay buccaneers game or planning to go to Clearwater beach and not drive back home . I would definitely stay again . "
United States
Jorge H.
The price is ￥9,917
￥23,338 total
includes taxes & fees
Oct 6 - Oct 7
Charming rental unit with separate entrance.
A modern kitchen with a brick backsplash, a dining area with a large table and chairs, and a hanging light fixture.

7. Newly remodeled Bucs stadium home half mile walk, king bed master suite

Newly remodeled Bucs stadium home half mile walk, king bed master suite
Tampa
10.0 out of 10, Exceptional, (30 reviews)
"Property was in a great location, very comfortable and we would stay there again."
United States
Tara H.
The price is ￥21,233
￥45,097 total
includes taxes & fees
Sep 30 - Oct 1
Newly remodeled Bucs stadium home half mile walk, king bed master suite
A modern house with a wooden exterior, a covered porch, and a garden with various plants and a small pond.

8. Cozy AF Jungle-House Hideaway

Cozy AF Jungle-House Hideaway
Ybor City
10.0 out of 10, Exceptional, (59 reviews)
"Amazing place"
United States
Rodrigo
The price is ￥26,209
￥32,896 total
includes taxes & fees
Oct 12 - Oct 13
Cozy AF Jungle-House Hideaway
A modern kitchen with white cabinetry, stainless steel appliances, and a marble island.

9. Modern Heater pool house tampa. Close to the park and zoo

Modern Heater pool house tampa. Close to the park and zoo
Lake Magdalene
9.8 out of 10, Exceptional, (185 reviews)
"Fnatastic place and fantastic host!"
United States
David L.
The price is ￥26,760
￥56,747 total
includes taxes & fees
Oct 19 - Oct 20
Modern Heater pool house tampa. Close to the park and zoo
A modern kitchen with white cabinets, wooden shelves, and various kitchen appliances.

10. Historic 1920s Ybor Bungalow 3 Beds 1 Bath AWESOME BACKYARD! PETS OK!

Historic 1920s Ybor Bungalow 3 Beds 1 Bath AWESOME BACKYARD! PETS OK!
Ybor City
9.8 out of 10, Exceptional, (62 reviews)
"We enjoyed our stay in historic Ybor and especially liked the back yard parking."
United States
judith D.
The price is ￥19,692
￥41,580 total
includes taxes & fees
Oct 4 - Oct 5
Historic 1920s Ybor Bungalow 3 Beds 1 Bath AWESOME BACKYARD! PETS OK!
A house with a front door, a large potted plant, and a small white lantern on the porch.

11. 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 ￥11,459
￥20,534 total
includes taxes & fees
Oct 1 - Oct 2
Experience the passion of hospitality, cleaning, and good location!
A neatly made bed with a quilted white and black bedspread, a wooden headboard, and a framed sign above reading "stay awhile".

12. 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 ￥11,481
￥17,963 total
includes taxes & fees
Oct 10 - Oct 11
Escape By The Bay
A bedroom with a bed, desk, chair, dresser, and a mirror.

13. Powhatan suite 3 just 5 mins away from Raymond James Stadium

Powhatan suite 3 just 5 mins away from Raymond James Stadium
Tampa
9.8 out of 10, Exceptional, (42 reviews)
"very clean/ efficient check in/out"
United States
Leisa J.
The price is ￥15,571
￥29,745 total
includes taxes & fees
Sep 30 - Oct 1
Powhatan suite 3 just 5 mins away from Raymond James Stadium
A spacious living area with a sofa, ottoman, and a TV mounted on the wall.

14. 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 ￥26,307
￥58,320 total
includes taxes & fees
Sep 30 - Oct 1
Chic 2BR w Pool Pet-friendly Unit 14
An outdoor seating area with a wooden table, orange cushions, and a hot tub.

15. Cozy AF Medusa the Bus-Lux

Cozy AF Medusa the Bus-Lux
Ybor City
9.8 out of 10, Exceptional, (15 reviews)
"What a cool place to stay. Unique and beautifully decorated. The outdoor lounge is perfect as well."
United States
Corinne R.
The price is ￥24,792
￥31,287 total
includes taxes & fees
Oct 13 - Oct 14
Cozy AF Medusa the Bus-Lux
A hotel with a modern architectural design, featuring a waterfront location with palm trees and a pool area.

16. Totally remodeled home in the heart of Tampa!

Totally remodeled home in the heart of Tampa!
Westshore
9.4 out of 10, Exceptional, (74 reviews)
"Great place to stay before the cruise close to port"
United States
Kaye O.
The price is ￥22,806
￥37,957 total
includes taxes & fees
Oct 7 - Oct 8
Totally remodeled home in the heart of Tampa!
A balcony with a table and chairs, overlooking a marina with boats and a city skyline in the background.

17. The Perch on the River-Amazing River & Downtown Views in the heart of old Tampa

The Perch on the River-Amazing River & Downtown Views in the heart of old Tampa
Tampa
9.6 out of 10, Exceptional, (159 reviews)
"Great location"
United States
Andrew
The price is ￥18,102
￥36,201 total
includes taxes & fees
Oct 5 - Oct 6
The Perch on the River-Amazing River & Downtown Views in the heart of old Tampa
A bedroom with a bed, bedside table, and a wall-mounted air conditioner.

18. Tampa Dream Getaway "B

Tampa Dream Getaway "B
Drew Park
10.0 out of 10, Exceptional, (14 reviews)
"Diana is such an amazing host. The room was spotless and everything I could ask for. If I return to Tampa, I would most definitely book here again. Muchas gracias!"
Canada
Michael
The price is ￥11,019
￥22,801 total
includes taxes & fees
Oct 5 - Oct 6
Tampa Dream Getaway "B
A modern kitchen with white cabinets, a stainless steel refrigerator, and a central island with blue bar stools.

19. Luxe Meets Value | XXL Rooftop | KingBed | Sleep 8

Luxe Meets Value | XXL Rooftop | KingBed | Sleep 8
Armory Gardens
10.0 out of 10, Exceptional, (34 reviews)
"Everything about the property and our stay was fantastic! The house is exactly as described and photographed. The check in was seamless and the communication with the owner was exceptional. We stayed for three nights while dropping off our twins for their freshman year at UTampa. The location is perfect! Highly recommend the short walk to Caffeine Roasters for breakfast, Ocho Trece for dinner, and Salt Shack for drinks at sunset! We lucked out at the availability of this rental and will look...
United States
Jessica
The price is ￥56,668
￥83,683 total
includes taxes & fees
Oct 11 - Oct 12
Luxe Meets Value | XXL Rooftop | KingBed | Sleep 8
A wooden deck with a fire pit and two Adirondack chairs.

20. Adorable Waterfront Cottage

Adorable Waterfront Cottage
Odessa
9.8 out of 10, Exceptional, (27 reviews)
"Awesome stay"
United States
Amber P.
The price is ￥19,676
￥43,331 total
includes taxes & fees
Sep 30 - Oct 1
Adorable Waterfront Cottage
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

OASIS BAY SUITES, Tampa, Busch Gardens, USF

OASIS BAY SUITES, Tampa, Busch Gardens, USF

10/10 Excellent
"check in was very quick. no issues at all. thank you"
solomon 2-night trip
Posted 3 hours ago
OASIS BAY SUITES, Tampa, Busch Gardens, USF

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Vacation Apartments in Hillsborough County

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