Hillsborough County Vacation Rentals

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Top cities in Hillsborough County

Tampa Bay featuring night scenes, a river or creek and skyline
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Tampa

Tampa
Dinosaur World
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Plant City

Plant City

Hillsborough County Vacation Rentals

Sailport Waterfront Suites

Sailport Waterfront Suites

3.5 out of 5
2506 N Rocky Point Dr Tampa FL
$130 nightly
The price is $146 total per night
$146 total
Dec 24 - Dec 25
Total with taxes and fees
Sailport Waterfront Suites features an outdoor pool, a gym, and a 24-hour business center. The front desk has multilingual staff on hand 24/7 to help with securing valuables, dry cleaning/laundry, and concierge services. Additional amenities include a meeting room, a computer station, and express check-out.
Pool
Kitchen
Happy Travelers RV Resort

Happy Travelers RV Resort

3 out of 5
9401 E Fowler Ave Thonotosassa FL
$77 nightly
The price is $87 total per night
$87 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Guests of Happy Travelers RV Resort enjoy features like an outdoor pool, free WiFi in public areas, and laundry facilities. Free parking is available if you drive. Additional amenities include a communal living room and a picnic area.
Pool
Kitchen
The Adaline

The Adaline

5 out of 5
1012 S Dakota Ave Tampa FL
$328 nightly
The price is $372 total per night
$372 total
Dec 23 - Dec 24
Total with taxes and fees
Renovated in 2018, The Adaline offers free WiFi in public areas, coffee in a common area, and a computer station. If you decide to drive, there's free parking. Helpful staff is there to provide luggage storage, as well as offer insight about the area. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury apartment building include laundry facilities, barbecue grills, and a picnic area.
Kitchen
Washer
Landing Tampa Westshore

Landing Tampa Westshore

4.5 out of 5
4950 W Prescott St Tampa FL
At Landing Tampa Westshore, guests enjoy an outdoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. Other amenities at this luxury aparthotel include a business center and barbecue grills.
Pool
Kitchen
The Hemingway

The Hemingway

4 out of 5
2506 N Rocky Point Dr Tampa FL
$245 nightly
The price is $278 total per night
$278 total
Dec 28 - Dec 29
Total with taxes and fees
Guests of The Hemingway enjoy features like an outdoor pool, free WiFi in public areas, and laundry facilities. If you drive, take advantage of free parking. Staff members are on hand to provide concierge services and luggage storage.
Pool
Kitchen
Welcome to our charming studio, perfectly located near Tampa Bay's attractions.

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

2 out of 5
Tampa FL
$80 nightly
The price is $88 total per night
$88 total
Dec 24 - Dec 25
Total with taxes and fees
Guests of this apartment have access to designated smoking areas.
Pool
Kitchen
Landing Apartments near Sun City Center and Riverview

Landing Apartments near Sun City Center and Riverview

4 out of 5
4902 Cosmos Circle Wimauma FL
Guests of Landing Apartments near Sun City Center and Riverview have access to an outdoor pool, a gym, and free WiFi in public areas. If you plan to drive, free parking is available. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include a conference center, coffee/tea in a common area, and a fireplace in the lobby.
Pool
Kitchen
Bush Gardens, USF, Hard Rock group stay!

Bush Gardens, USF, Hard Rock group stay!

Tampa FL
$301 nightly
The price is $337 total per night
$337 total
Dec 30 - Dec 31
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities.
Kitchen
Washer
Escape to The Marine – Cozy Studio with a Touch of Nautical Elegance

Escape to The Marine – Cozy Studio with a Touch of Nautical Elegance

2 out of 5
Tampa FL
$109 nightly
The price is $121 total per night
$121 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
Guests staying at this apartment enjoy features like a water park.
Pool
Kitchen
Brand new house Walking distance to Busch Gardens

Brand new house Walking distance to Busch Gardens

Tampa FL
At this vacation home, guests have access to features like laundry facilities.
Kitchen
Washer
Resort style pool with lazy river, grotto, & hot tub! Dog-Friendly! Golf Haven!

Resort style pool with lazy river, grotto, & hot tub! Dog-Friendly! Golf Haven!

Lutz FL
Guests staying at this vacation home enjoy access to a water park, an outdoor pool, and a hot tub. Other amenities at this family-friendly vacation home include an arcade/game room, laundry facilities, and local meal delivery service.
Pool
Hot Tub
Luxurious Condo Near Bayshore Blvd/Free Parking/WIFI

Luxurious Condo Near Bayshore Blvd/Free Parking/WIFI

Tampa FL
$181 nightly
The price is $203 total per night
$203 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This apartment is a smoke-free apartment building.
Pool
Kitchen
Pete's Place 9 Bedroom 7 Bath Tampa Resort

Pete's Place 9 Bedroom 7 Bath Tampa Resort

Tampa FL
This vacation home offers a water park, an outdoor pool, and laundry facilities. Other amenities at this family-friendly vacation home include a living plant wall and barbecue grills.
Pool
Kitchen
Zoo House Down Town Tampa

Zoo House Down Town Tampa

2.5 out of 5
818 W Sligh Ave Tampa FL
$282 nightly
The price is $320 total per night
$320 total
Dec 23 - Dec 24
Total with taxes and fees
If you drive, take advantage of free parking.
Pet friendly
Parking included
Tampa Bay 1BR - Pool, Balcony & Beach Access

Tampa Bay 1BR - Pool, Balcony & Beach Access

2.5 out of 5
Tampa FL
$162 nightly
The price is $181 total per night
$181 total
Dec 28 - Dec 29
Total with taxes and fees
This condo offers a water park, a gym, and laundry facilities.
Pool
Kitchen
⭐️BEST⭐️ SOUTH TAMPA MANSION- REMODELED- MOVIE THEATER- 🔥POOL-HOTTUB HUGE 5000 sqf

⭐️BEST⭐️ SOUTH TAMPA MANSION- REMODELED- MOVIE THEATER- 🔥POOL-HOTTUB HUGE 5000 sqf

Tampa FL
$1,254 nightly
The price is $1,402 total per night
$1,402 total
Dec 25 - Dec 26
Total with taxes and fees
Guests of this vacation home enjoy a water park, an outdoor pool, and a gym. Other amenities at this family-friendly vacation home include a hot tub, an arcade/game room, and laundry facilities.
Pool
Hot Tub
Casa Julieta Luxury Ybor-themed Studio

Casa Julieta Luxury Ybor-themed Studio

2 out of 5
Tampa FL
$316 nightly
The price is $359 total per night
$359 total
Dec 23 - Dec 24
Total with taxes and fees
Guests of this apartment have access to free WiFi in public areas. Free parking is included with your stay.
Parking included
Free WiFi
☀Oceanfront ☀Amazing Balcony view☀ WIFI Bar☀ Waterfront Heated Pool ☀

☀Oceanfront ☀Amazing Balcony view☀ WIFI Bar☀ Waterfront Heated Pool ☀

Tampa FL
$242 nightly
The price is $271 total per night
$271 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Features of this aparthotel include an outdoor pool and a gym.
Pool
Kitchen
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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.

Hotel Options in Hillsborough County

    Hotel Alba, Tapestry Collection by Hilton

    Hotel Alba, Tapestry Collection by Hilton

    5303 W Kennedy Blvd Tampa FL
    $134 nightly
    The price is $152 total per night from Dec 27 to Dec 28
    $152 total
    Dec 27 - Dec 28
    Total with taxes and fees
    8.6/10 Excellent! (2,461 reviews)
    The Westin Tampa Bay

    The Westin Tampa Bay

    7627 W Courtney Campbell Cswy Tampa FL
    $143 nightly
    The price is $163 total per night from Dec 25 to Dec 26
    $163 total
    Dec 25 - Dec 26
    Total with taxes and fees
    8.2/10 Very Good! (1,069 reviews)
    Ramada by Wyndham Tampa Westshore Airport South

    Ramada by Wyndham Tampa Westshore Airport South

    1200 N Westshore Blvd Tampa FL
    $81 nightly
    The price is $92 total per night from Jan 1 to Jan 2
    $92 total
    Jan 1 - Jan 2, 2026
    Total with taxes and fees
    6.2/10 (3,706 reviews)

Orbitz makes it easy to find vacation rentals in Hillsborough County 

🏠 What is the best price for a Hillsborough County vacation rental?


Hillsborough County rentals range between $87 and $1,402 per night. At Orbitz, we have a vacation rental for every budget.


🏠 What types of vacation rentals in Hillsborough County can I rent?


Choose from apartments to beautifully decorated vacation homes, condo resorts or even B&Bs or motels for your next Hillsborough County getaway. Orbitz filters your search results so you can find the best Hillsborough County vacation rental for you. We have tons of options.


🏠 Are cancellations free on Hillsborough County vacation rentals with Orbitz?


You may be able to cancel or amend your Hillsborough County vacation rental booking free of charge before a pre-agreed deadline. Make sure to check the terms of cancellation before you book—so you know exactly where you stand. 


🏠 How do I find the best vacation rental deals in Hillsborough County?


Enter your travel dates, and we’ll do the rest. You can then browse our exciting deals and all the tempting vacation rentals we have on offer in Hillsborough County by filtering your search by amenities, prices, and property types and look at customers ratings to help you pick.


🏠 How do I cancel my vacation rental booking through Orbitz


Vacation rentals have slightly different rules to other bookings on Orbitz. Usually, you need to contact your property manager, you may be able to get a full refund before the cancellation date. Click My TripsOpens in a new window on your Orbitz account page to find the right information contact. If you need more help, visit our Customer ServiceOpens in a new window page. 


🏠 What are the advantages of booking a vacation rental in Hillsborough County?


When you book a Hillsborough County vacation rental, you have the privacy of home and can add on those luxury amenities of a hotel. Filter your vacation rental results to find a place with a hot tub or pool, games rooms or large patio with a barbecue. With so much choice on offer, it’s easy to plan the perfect trip with Orbitz. 


🏠 Where can I find vacation rentals in Hillsborough County?


Escape back to nature and check out some of the smaller towns. You’ll find great vacation rentals right across Hillsborough County—with plenty of hidden gems. We also have plenty of inventory in Hillsborough County main cities and near popular attraction spots.


🏠 Why should I book my Hillsborough County vacation rental with Orbitz?


At Orbitz, we search the market for the best accommodation, flights, and car rental deals, so you don’t have to. We’ll help you build your dream Hillsborough County vacation. With plenty of vacation rentals on offer, you can be sure to find the one that’s right for you in just a few clicks. 


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