Hillsborough County Vacation Rentals - HolidayHomes base64Hash Hillsborough County Vacation Rentals - HolidayHomes

Hillsborough County Vacation Rentals

Browse 9,300 available vacation homes and compared across 24 trusted partners

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Top-Rated Vacation rentals in Hillsborough County

Book the highest-rated Hillsborough County vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Greater Northdale
Vacation home with patio, barbecue & private pool | Lake view | Perfect for remote work
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House Apollo Beach
Luxury Palm Tree Two / 3 KING BEDS, Put Put golf, HEATED pool, 7 person hot tub
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Villa Greater Thonotosassa
Child-friendly villa with hot tub, patio & private pool | Lake view | Perfect for remote work | Pets allowed
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House Apollo Beach
Paradise Waterfront Resort Pool, Spa, Dock, Kayaks, Pets, Ext. stay&May discount
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House Ruskin
Upscale 4 bedroom waterfront house- Just a short 7 minute walk to beach
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House Ruskin
Family-oriented pleasant vacation home with pool, jacuzzi & patio | Dogs allowed
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Apartment Ruskin
Home Paradise, Cozy guest suite in Ruskin POOLS HIGH SPEED WIFI BEACH MINUTES!
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House Beach Park
Fully equipped pleasant house with patio, private pool & barbeque
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House Progress Village
Child-friendly vacation home with pool, patio & grill
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House Town N Country Alliance
Children-friendly big vacation home with private pool, barbeque & terrace | Nature view | Dogs allowed
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House Country Place
New Luxury House Pool. Just 14 Minutes From the Airport
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House Palmetto Beach
Tampa Getaway, with Pickleball court, Hot Tub near Ybor, Downtown & Channel side
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House Bay Crest Park
Tropical Oasis - Heated Pool - Hot Tub - Downtown and Beaches
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House Ruskin
2BR 2.5BATH Waterfront Townhome with Beach & Amazing Amenities at Little Harbor!
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Villa Brandon
Children-friendly pleasant villa with barbecue, terrace & private pool | Good for workation | Pet-friendly
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Top 15 most Recommended Vacation Rentals in Hillsborough County

Discover your ideal Hillsborough County vacation rental with real-time comparisons of 9,300 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Apollo Beach
House ∙ 14 guests ∙ 4 bedrooms

House with yard, barbeque & private pool | Nature view

Apollo Beach, Hillsborough County, Florida, United States
This spacious house rental in Apollo Beach accommodates 14 guests and features a private pool for relaxation and fun.
from $395
per night
(46)
View deal
House Apollo Beach
House ∙ 10 guests ∙ 4 bedrooms

Child-friendly charming vacation home with grill, yard & jacuzzi | Lake view

Apollo Beach, Hillsborough County, Florida, United States
This house rental in Apollo Beach accommodates 10 guests and features a beautiful pool for relaxation and entertainment.
from $324
per night
(3)
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Villa Greater Thonotosassa
Villa ∙ 20 guests ∙ 6 bedrooms

Villa with jacuzzi & private pool

Greater Thonotosassa, Hillsborough County, Florida, United States
This spacious villa in Greater Thonotosassa accommodates 20 guests and features a private pool for relaxation and fun.
from $563
per night
(52)
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House Old Seminole Heights
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with garden, private pool & terrace

Old Seminole Heights, Tampa, Hillsborough County
This house rental in Old Seminole Heights accommodates 8 guests and features a private pool for relaxation and fun.
from $283
per night
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House North Forest Hills
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with private pool, barbeque & patio | Lake view

North Forest Hills, Tampa, Hillsborough County
This house rental in North Forest Hills accommodates 6 guests and features a private pool for relaxation and enjoyment.
from $138
per night
(16)
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House Citrus Park Community
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with private pool & grill | Suitable for remote work

Citrus Park Community, Tampa, Hillsborough County
This house rental in Citrus Park Community accommodates 8 guests and features a private pool for relaxation and enjoyment.
from $174
per night
(35)
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House Tampa
House ∙ 8 guests ∙ 3 bedrooms

House with 3 bedrooms for 8 persons

Tampa, Hillsborough County, Florida, United States
Spacious house rental in Tampa for 8 guests featuring a fully equipped kitchen with modern appliances.
from $166
per night
(13)
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Cabin Keystone
Cabin ∙ 3 guests ∙ 1 bedroom

Cottage with private pool, yard & patio | Lake view

Keystone, Hillsborough County, Florida, United States
Cozy cabin in Keystone for 3 guests featuring a warm fireplace and a family-friendly atmosphere.
from $109
per night
(37)
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House Sterling Ranch
House ∙ 8 guests ∙ 4 bedrooms

House with pool

Sterling Ranch, Tampa, Hillsborough County
This house rental in Sterling Ranch accommodates 8 guests and features a spacious kitchen for your convenience.
from $201
per night
(6)
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