Search Holiday Rentals in Hillsborough County

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 Holiday Rentals in Hillsborough County

Beach nearby, beach volleyball, fishing
Sailport Waterfront Suites

Aparthotel in Rocky Point

3.5 star property
8.4 out of 10, Very good, (4819)
"Nice hotel on the beach "
United States
Roberto
The price is ฿3,834
฿4,934 total
includes taxes & fees
24 Nov - 25 Nov
Sailport Waterfront Suites
Exercise/lap pool
Emerald Greens Hotel Condo Resort

Condo resort in Carrollwood

3.5 star property
9.4 out of 10, Exceptional, (447)
"Very clean and friendly hospitable staff."
United States
Ghada
The price is ฿11,228
฿13,480 total
includes taxes & fees
30 Nov - 1 Dec
Emerald Greens Hotel Condo Resort
Front of property
Happy Travelers RV Resort

Cabin in Thonotosassa

3.0 star property
9.4 out of 10, Exceptional, (312)
"Always beautiful here, perfect "
United States
Han
The price is ฿2,341
฿2,657 total
includes taxes & fees
1 Dec - 2 Dec
Happy Travelers RV Resort
Comfort Mobile Home, 2 Bedrooms, Garden View | Terrace/patio
St Louis Escape

Residence in Old West Tampa

The price is ฿1,852
฿7,650 total
includes taxes & fees
24 Nov - 25 Nov
St Louis Escape
Apartment | 1 bedroom, Internet
Beach Suite Pool Hot Tub Gym Game Room Tennis

Apartment in Ruskin

2.0 star property
The price is ฿2,256
฿6,136 total
includes taxes & fees
25 Nov - 26 Nov
Beach Suite Pool Hot Tub Gym Game Room Tennis
House (2 Bedrooms) | Interior
Family-friendly Tampa Home < 3 Mi to Ocean!

Cottage in Port Tampa City

3.0 star property
10.0 out of 10, Exceptional, (3)
"Located in a quiet, Safe area. The Duplex was clean and had adequate amenities."
United States
David
The price is ฿4,828
฿11,175 total
includes taxes & fees
24 Nov - 25 Nov
Family-friendly Tampa Home < 3 Mi to Ocean!
Signature Studio, Pets allowed | Living area
St Conrad Bungalow House

Residence in MacFarlane Park

2.0 star property
The price is ฿1,512
฿5,407 total
includes taxes & fees
24 Nov - 25 Nov
St Conrad Bungalow House
Deluxe Apartment, 4 Bedrooms, Balcony | Private kitchen
Townhome South Tampa

Apartment in North Bon Air

2.0 star property
The price is ฿4,028
฿14,105 total
includes taxes & fees
24 Nov - 25 Nov
Townhome South Tampa
Executive Studio, 2 Queen Beds, Balcony, Canal View | Terrace/patio
Little Harbor

Apartment in Ruskin

2.0 star property
6.0 out of 10, (1)
"Communication was great. Parking was easy, the area was nice. Room was simple, clean but had a musty wet basement smell….. the smell lingered into our clothing. They need to install a humidifier or something similar to take the moisture out of the room. They had a air wick plug in hanging from random cord from the wall which was not only a fire hazard but it didn’t really help to cover up the smell. "
United States
Ursula
The price is ฿1,944
฿7,393 total
includes taxes & fees
24 Nov - 25 Nov
Little Harbor
Deluxe Apartment | 1 bedroom, minibar, individually decorated, individually furnished
The Hemingway

Apartment in Rocky Point

4.0 star property
7.6 out of 10, Good, (17)
"Private small sandy beach area"
United States
Melissa
The price is ฿2,916
฿8,367 total
includes taxes & fees
25 Nov - 26 Nov
The Hemingway
The Adaline #6 - 2nd Floor Suite | Dining room
The Adaline

Apartment in Hyde Park

5.0 star property
9.6 out of 10, Exceptional, (54)
"4th time staying here. Amazing stay."
United States
Dawn
The price is ฿3,380
฿10,273 total
includes taxes & fees
3 Dec - 4 Dec
The Adaline
Apartment | Private kitchen | Fridge, microwave, oven, blender
Fresh Home near Ybor city

Apartment in Ybor City

3.0 star property
6.0 out of 10, (6)
"Outside house nice. Inside poorly renovated. All floors uneven. Could barely fit in master bath shower and water ran on floor. Not enough towels. Bedding smelled like smoke. Back door flimsy and easily pushed open( not secure). Beds uncomfortable. Contact company didn’t speak good English. "
United States
Anonymous traveller
The price is ฿3,879
฿10,527 total
includes taxes & fees
24 Nov - 25 Nov
Fresh Home near Ybor city
Family Villa | Living area
Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Villa in Town 'n' Country

3.0 star property
2.0 out of 10, (4)
"Home was listed as available on Expedia booked around 8 am never got check in instructions figured since 3PM was check in time I would get a email with details then…….. NOPE considering I live 3 hours away I called the property to find out this home was available never got a phone call a email or anything I’m sure the property was notified of the booking hours prior just like hotels get the booking almost immediately but still never got any communication spent 4 Hours on the phone with Expedia...
United States
Amanda
Sleeps 6 Hot Tub Fenced Yard Cozy Chic
House | 2 bedrooms, desk, Internet
NEW Casa Fuente Ybor Bungalow Steps to 7th Ave

Holiday Home in Ybor City

2.0 star property
10.0 out of 10, Exceptional, (1)
"We had a wonderful experience at this house. It was clean, spacious, and beautifully maintained, with all the amenities we needed for a comfortable stay. We truly felt at home. Highly recommended!"
United States
Sean
The price is ฿6,769
฿16,421 total
includes taxes & fees
25 Nov - 26 Nov
NEW Casa Fuente Ybor Bungalow Steps to 7th Ave
Family House | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Delray House With Hot tub & Game Room

Holiday Home in Palm River-Clair Mel

3.5 star property
2.0 out of 10, (2)
"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 ฿8,749
฿14,791 total
includes taxes & fees
24 Nov - 25 Nov
Delray House With Hot tub & Game Room
House (2 Bedrooms) | Interior
Tampa House w/ Patio, Near Downtown & Beaches!

Cottage in Port Tampa City

3.0 star property
9.0 out of 10, Wonderful, (2)
"Our quick getaway staying here was amazing. This place is exactly as described and the owner is very responsive. It is a beautiful place, near shopping, food and beaches. I would stay here again! "
United States
Keia
The price is ฿4,828
฿11,175 total
includes taxes & fees
24 Nov - 25 Nov
Tampa House w/ Patio, Near Downtown & Beaches!
Family House | Free WiFi
Zoo House Down Town Tampa

Holiday Home in Riverbend

2.5 star property
2.0 out of 10, (1)
"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 ฿4,861
฿10,378 total
includes taxes & fees
24 Nov - 25 Nov
Zoo House Down Town Tampa
Studio | Private kitchen
Casa Julieta Luxury Ybor-themed Studio

Apartment in Ybor City

2.0 star property
10.0 out of 10, Exceptional, (3)
"This is very nice place for sort or long term stays. "
United States
Jason
The price is ฿4,475
฿10,640 total
includes taxes & fees
25 Nov - 26 Nov
Casa Julieta Luxury Ybor-themed Studio
Apartment | 1 bedroom, Internet
The Hemingway 2bd Tropical Elegance on the Water

Apartment in Rocky Point

2.0 star property
The Hemingway 2bd Tropical Elegance on the Water
Apartment | 1 bedroom
Sunny Tampa Home Near Downtown Stadiums

Apartment in MacFarlane Park

2.0 star property
The price is ฿1,843
฿4,276 total
includes taxes & fees
24 Nov - 25 Nov
Sunny Tampa Home Near Downtown Stadiums
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

Quality Inn Airport - Cruise Port

Quality Inn Airport - Cruise Port

10/10 Excellent
"Miss Trish customer service Good. Feel like in home "
Careline 1-night trip
Posted 2 days ago
Quality Inn Airport - Cruise Port

Find out more about Hillsborough County

Vacation Apartments in Hillsborough County

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

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

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