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Hillsborough County, FL vacation rentals
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Best Vacation rentals and Airbnb offers in Hillsborough County, FL

Best family friendly Hillsborough County, FL vacation rentals

Among the 24141 accommodations in Hillsborough County, FL, here are the 4 best family friendly rentals

Best Location 2 - In The Heart Of Irb - Close To Everything And The Beach - Hillsborough County, FL
9.7 209 reviews
Hillsborough County, FL
07/11 – 07/13
$295/nighttotal: $590 (2 )

Best Location 2 - In The Heart Of Irb - Close To Everything And The Beach

2 6
apartment , Indian Rocks Beach
This Indian Rocks Beach apartment is just a 10-minute walk from the sandy shores, offering easy access to the beach and nearby attractions like Splash Harbour Water Park and Indian Rocks Shopping Center. Guests consistently rate this rental excellent for its location, cleanliness, and overall experience.
The two-bedroom apartment comfortably accommodates up to six guests, and includes a fully equipped kitchen, a relaxing terrace, a private garden, and a tennis court for your enjoyment. You'll also appreciate the on-site parking, free Wi-Fi, and the option to bring your furry friend along.
Centrally Located Cozy Home In A Quiet And Safe Neighborhood - Hillsborough County, FL
9.0 73 reviews
Hillsborough County, FL
07/11 – 07/13
$227/nighttotal: $454 (2 )

Centrally Located Cozy Home In A Quiet And Safe Neighborhood

3 6
apartment , Pinellas Park
This Pinellas Park vacation home is conveniently located within a 10-kilometer radius of popular attractions like Lake Seminole Park, Tampa Bay, and Tampa Bay Grand Prix. Guests have consistently rated this property excellent for its location, cleanliness, and overall experience.
The home offers 3 bedrooms and 1 bathroom within 1180 square feet, comfortably accommodating up to 8 guests. Amenities include a fully equipped kitchen, a relaxing spa, a spacious garden, and a patio for outdoor dining and entertaining.
Centro Ybor Duplex! Walk To 7th Ave! Unit B - Hillsborough County, FL
9.3 98 reviews
Hillsborough County, FL
07/11 – 07/13
$284/nighttotal: $568 (2 )

Centro Ybor Duplex! Walk To 7th Ave! Unit B

3 6
apartment , Tampa
This Tampa vacation home is located in the Ybor City district, just a short distance from attractions like the Tampa Riverwalk and the Port of Tampa. It has received excellent ratings for cleanliness, location, and overall user experience.
This 870 square foot house features a fully equipped kitchen, laundry facilities, a balcony, and modern amenities. Guests can enjoy a relaxing stay with easy access to the area's attractions, including a spa, a garden, and parking.
Great Location Near Downtown & Airport - Hillsborough County, FL
9.0 319 reviews
Hillsborough County, FL
07/11 – 07/13
$241/nighttotal: $482 (2 )

Great Location Near Downtown & Airport

3 6
house , Tampa
This Tampa vacation rental is conveniently located just 2.3 miles from Raymond James Stadium and 1.9 miles from Tampa International Airport, making it ideal for both sports fans and travelers. It boasts excellent user ratings for cleanliness, location, and overall experience.
This 3-bedroom home comfortably accommodates up to 6 guests, offering plenty of space for families or groups of friends. Guests can enjoy amenities like a private pool, a garden, free parking, and free Wi-Fi, along with a fully equipped kitchen and air conditioning.

Top cities

Best Hillsborough County, FL vacation rentals with a pool

Among the 24141 accommodations in Hillsborough County, FL, here are the 4 best rentals with a pool

Entire Beach Property With Four Private Units (Each Sleeps Up To 6), Shared Pool, And Room For Up To 24 Guestswalk To The Beach And Enjoy Your Own Private Group Retreat.  Small Events, Corporate Retreats, Bachelorette Parties Welcomed! - Hillsborough County, FL
9.5 288 reviews
Hillsborough County, FL
07/11 – 07/13
$451/nighttotal: $902 (2 )

Entire Beach Property With Four Private Units (Each Sleeps Up To 6), Shared Pool, And Room For Up To 24 Guestswalk To The Beach And Enjoy Your Own Private Group Retreat. Small Events, Corporate Retreats, Bachelorette Parties Welcomed!

2 6
apartment , Indian Rocks Beach
This spacious vacation home is situated in Clearwater Beach, Florida, within close proximity to the pristine beaches of Indian Rocks Beach and Indian Shores Beach. It has received excellent user, location, and cleanliness ratings.
The house accommodates up to 24 guests and features a private swimming pool, a fully equipped kitchen, air-conditioned bedrooms, free Wi-Fi, and private parking. Guests can enjoy the proximity to John's Pass, a popular tourist destination with shops, restaurants, and a boardwalk, located just 8.6 miles away. The house is also conveniently situated 11 miles from St. Pete-Clearwater International Airport, facilitating easy arrival and departure.
Welcome To Your Indian Rocks Beach Getaway! This Bright, Newly Refreshed 4-bed, 2-bath Home Sleeps Up To 12, Features A Sun-heated Pool Just Outside Your Door, And Is Only A 2-minute Walk To Beach Access, Local Cafes, And Ice Cream Shops.  *1st Floor - Hillsborough County, FL
9.6 101 reviews
Hillsborough County, FL
07/11 – 07/13
$463/nighttotal: $926 (2 )

Welcome To Your Indian Rocks Beach Getaway! This Bright, Newly Refreshed 4-bed, 2-bath Home Sleeps Up To 12, Features A Sun-heated Pool Just Outside Your Door, And Is Only A 2-minute Walk To Beach Access, Local Cafes, And Ice Cream Shops. *1st Floor

2 6
apartment , Indian Rocks Beach
This newly remodeled 2-bedroom apartment is situated in a quaint Indian Rocks Beach neighborhood, just a 2-minute walk from the beach. It has excellent user, location, and cleanliness ratings.
The apartment features a full kitchen, laundry room, and comfortable living room. It has a private patio for relaxation and access to a large shared pool. The apartment is pet-friendly and offers modern amenities like free Wi-Fi, air conditioning, and a dishwasher.
Home W/heated Pool 10 Mins To Clearwater Beach! - Hillsborough County, FL
9.5 131 reviews
Hillsborough County, FL
07/11 – 07/13
$420/nighttotal: $840 (2 )

Home W/heated Pool 10 Mins To Clearwater Beach!

3 6
apartment , Largo
This family-friendly vacation home in Largo is located within a mile of The Amish Country Store, Belleview Biltmore Golf Club, and Largo Medical Center, and within three miles of Florida Botanical Gardens and Largo Mall. The house has excellent user, location, and cleanliness ratings.
This 3-bedroom, 2-bathroom rental can accommodate up to 10 guests. It offers a private pool, a spacious garden, barbecue grills, free WiFi, a fully equipped kitchen, and a fenced private yard.
Waterfront 2br Townhome W/ 4 Balconies, Views Of River, Bay & St. Pete  Near Beach & Pool - Hillsborough County, FL
9.5 92 reviews
Hillsborough County, FL
07/11 – 07/13
$319/nighttotal: $638 (2 )

Waterfront 2br Townhome W/ 4 Balconies, Views Of River, Bay & St. Pete Near Beach & Pool

2 6
apartment , Ruskin
This Ruskin vacation home is just a short walk from Cockroach Bay Preserve State Park and a quick drive to Tampa Bay, making it ideal for nature lovers and water enthusiasts. The property has received excellent ratings for location, cleanliness, and overall user experience.
This two-bedroom house offers 1260 square feet of space, comfortably accommodating up to 8 guests. Enjoy the fully equipped kitchen, relaxing spa tub, and outdoor amenities such as a private pool, Jacuzzi, and patio.

Frequently Asked Questions about vacation rentals in Hillsborough County, FL

  • What are the must-see sights in Hillsborough County, Florida?

    For must-see sights in Hillsborough County, you've got plenty of options! The Florida Aquarium is a fantastic place to spend the day, especially if traveling with kids. Busch Gardens Tampa Bay offers thrilling rides and animal encounters. Ybor City, Tampa's historic Cuban district, is a must-see for its architecture, cigar shops, and vibrant nightlife. Then there's the Henry B. Plant Museum, housed in a stunning Victorian hotel, and the Tampa Riverwalk, perfect for a stroll.
  • What are the best Airbnb and vacation rentals in Hillsborough County, FL?

    Private Apartment Near The Airport, Davis Islands Gem: Cozy/quiet And Pet Friendly and 303 - New Listing Waterfront - Heated Pool 2 Min To Airport are the most popular Airbnb and vacation rentals in Hillsborough County, FL among travelers.

  • Are there unique natural phenomena in Hillsborough County, Florida?

    While Hillsborough County doesn't have, say, geysers, its unique natural beauty lies in its diverse ecosystems. The beaches along the Gulf Coast offer stunning sunsets and opportunities for shelling. Hillsborough River State Park provides hiking trails and glimpses of Florida's natural landscape, including diverse birdlife. Exploring the many parks and preserves reveals the area's rich biodiversity.
  • What are the most popular Airbnbs in Hillsborough County, FL?

  • What essentials should you bring along for a trip to Hillsborough County, Florida?

    Pack light, breathable clothing suitable for warm, humid weather. Sunscreen, sunglasses, and a hat are absolute necessities, especially during peak sun hours. Comfortable walking shoes are a must, given the amount of walking you'll likely do. Don't forget insect repellent, especially if you plan on spending time outdoors, and a reusable water bottle to stay hydrated.
  • What are the best vacation rentals with a pool in Hillsborough County, FL?

  • What famous events or festivals are happening in Hillsborough County, Florida?

    Hillsborough County hosts many events throughout the year. The Gasparilla Pirate Festival is a huge, well-known event featuring a parade and a pirate invasion. The Florida State Fair is another popular annual event with rides, food, and entertainment. Check local listings for smaller, neighborhood festivals and events happening during your visit.
  • What are the best rentals for families and kids in Hillsborough County, FL?

  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) in Hillsborough County, Florida?

    A daily budget will vary greatly depending on your travel style. For a mid-range budget, you could plan on $150-$300 per day. This covers a moderate hotel, meals at a mix of restaurants and cafes, local transportation like ride-sharing or public transit, and entry fees to attractions. Luxury travel will obviously be significantly more expensive.
  • What are the best rentals or Airbnbs with a jacuzzi in Hillsborough County, FL?

  • Where can you find the best restaurants serving local dishes in Hillsborough County, Florida, and what are the must-try specialties?

    For authentic Cuban cuisine, head to Ybor City. Columbia Restaurant is a historic landmark serving traditional dishes. Bern's Steak House is a Tampa institution known for its exceptional steaks and extensive wine cellar. Many restaurants along the Riverwalk offer fresh seafood. You should definitely try Cuban sandwiches, fresh seafood, and key lime pie.
  • What are some less-famous attractions in Hillsborough County, Florida that are worth a visit?

    The Tampa Bay History Center offers a fascinating look at the area's past. The Glazer Children's Museum is a great option for families. The University of Tampa campus is architecturally beautiful and worth a wander. Check out smaller, local museums and art galleries for a more unique experience.
  • What are the best activities for engaging with locals and understanding their culture in Hillsborough County, Florida?

    Visiting local farmers' markets allows you to interact with vendors and sample local produce. Attending a community event or festival provides a chance to mingle with residents. Exploring Ybor City and engaging with the local businesses and residents can offer insight into the area's rich Cuban heritage. Simply striking up conversations with people you meet shows genuine interest.
  • What unique natural landscapes and terrain features can travelers explore in Hillsborough County, Florida?

    Hillsborough County boasts a variety of landscapes. The beaches along the Gulf Coast offer sandy shores and calm waters. Hillsborough River State Park features diverse flora and fauna, including cypress swamps and hardwood forests. Exploring the various parks and preserves reveals the county's natural beauty, from coastal areas to inland wetlands.
  • How many days are ideal for visiting Hillsborough County, Florida, and what are some itinerary suggestions?

    Three to five days is a good amount of time to experience Hillsborough County. A possible itinerary could include one day for the Florida Aquarium and Riverwalk, one day for Busch Gardens, and one day exploring Ybor City and the historic districts. You could add a day trip to a beach or state park, depending on your interests.

Nearby regions

Best Hillsborough County, FL vacation rentals with a balcony

Lake Front - Ground Level - 2 Bedroom 2 Bath - Hillsborough County, FL
9.2 57 reviews
Hillsborough County, FL
07/11 – 07/13
$349/nighttotal: $698 (2 )

Lake Front - Ground Level - 2 Bedroom 2 Bath

2 6
apartment , Brandon
This Brandon apartment is conveniently located within walking distance of Brandon Regional Hospital and AdventHealth Medical Group Primary Care at Brandon, and within a short drive of Bloomingdale Square and Westfield Brandon. The apartment has consistently received excellent ratings for location, cleanliness, and user experience.
The 900 square foot apartment features two bedrooms and two bathrooms, accommodating up to six guests. Enjoy amenities including a swimming pool, fitness center, spa, and a fully equipped kitchen, providing everything you need for a comfortable and enjoyable stay.
Pirates Pointe Resort - Hillsborough County, FL
9.4 404 reviews
Hillsborough County, FL
07/11 – 07/13
$411/nighttotal: $822 (2 )

Pirates Pointe Resort

3 6
house , Ruskin
Pirates Pointe Resort is located in Ruskin, Florida, just a short drive from popular attractions like Amalie Arena, Busch Gardens, and 1-800 Ask Gary Amphitheatre. The resort receives excellent ratings for location, cleanliness, and overall user experience.
This Ruskin property offers a variety of comfortable accommodations with private bathrooms and fully equipped kitchens. Guests can enjoy amenities like a swimming pool, a picnic area, and fishing opportunities, as well as free Wi-Fi and parking.
Chateaux #406  Charming Beachfront Retreat With Spectacular Views! - Hillsborough County, FL
9.9 254 reviews
Hillsborough County, FL
07/11 – 07/13
$378/nighttotal: $756 (2 )

Chateaux #406 Charming Beachfront Retreat With Spectacular Views!

1 6
apartment , Indian Shores
This pet-friendly apartment in Indian Shores offers a private pool and is just steps from the beach. It has excellent user, location, and cleanliness ratings.
With 870 square feet of floor space, it has 1 bedroom, 1 bathroom, and a guest capacity of 6. The apartment includes a fully equipped kitchen and a private balcony. Guests can enjoy access to the condo building's outdoor pool, garden, and barbecue grills.
Beachfront Resort Community 3 υπνοδωμάτια 3 μπάνιο πόλη αρχική U-3234 πρόσβαση στον κόλπο - Hillsborough County, FL
8.9 492 reviews
Hillsborough County, FL
07/11 – 07/13
$364/nighttotal: $728 (2 )

Beachfront Resort Community 3 υπνοδωμάτια 3 μπάνιο πόλη αρχική U-3234 πρόσβαση στον κόλπο

3 6
resort , Ruskin
Pirates Bay U3270, also known as "Florida At It's Finest!", is a smoke-free vacation home located just over a mile from Cockroach Bay Preserve State Park and two and a half miles from Tampa Bay, offering easy access to nature and outdoor activities. It's a popular choice for travelers, with very good user ratings and an excellent location rating.
The vacation home is equipped with a fully equipped kitchen, a washer and dryer, and three bathrooms. Guests can enjoy a range of amenities including a fitness center, swimming pool, jacuzzi, spa, bar, and a garden.

Neighborhoods and points of interest in Hillsborough County, FL

Best Hillsborough County, FL vacation rentals with parking

Tampa Vacation Home 7 Minutes To Busch Gardens - Hillsborough County, FL
9.1 114 reviews
Hillsborough County, FL
07/11 – 07/13
$282/nighttotal: $564 (2 )

Tampa Vacation Home 7 Minutes To Busch Gardens

3 6
apartment , Tampa
This Tampa vacation home is conveniently located just a short distance from Busch Gardens Tampa Bay and Adventure Island, offering easy access to other popular attractions like Seminole Hard Rock Casino Tampa and ZooTampa at Lowry Park. The property has received excellent ratings for its location, cleanliness, and overall user experience.
This 3-bedroom, 2-bathroom home features 1250 square feet of space, comfortably accommodating up to 8 guests. Enjoy amenities such as a private pool, spa, and a terrace, along with a fully equipped kitchen, internet, and parking.
Modern Home 10 Minutes From The Beach And Close To Walking Trail. - Hillsborough County, FL
9.9 127 reviews
Hillsborough County, FL
07/11 – 07/13
$265/nighttotal: $530 (2 )

Modern Home 10 Minutes From The Beach And Close To Walking Trail.

2 6
apartment , Largo
Sunset Cottage is a top-rated apartment in Largo, just 10 minutes from Indian Rocks Beach and 15 minutes from Clearwater Beach. It is located in a quiet neighborhood and has been newly renovated with modern furniture and a sunset theme.
The apartment has 2 bedrooms, 1 bathroom, a fully stocked kitchen, a cozy electric fireplace, and TVs with Netflix. It also has a garden, parking, and access to a beach with towels, chairs, an umbrella, and a blanket. The apartment can accommodate up to 6 guests and has a floor area of 980 square feet.
Charming 1920 Bungalow ~Inn The Heights~5 Mins To Bucs Stadium! Central Location - Hillsborough County, FL
9.6 104 reviews
Hillsborough County, FL
07/11 – 07/13
$266/nighttotal: $532 (2 )

Charming 1920 Bungalow ~Inn The Heights~5 Mins To Bucs Stadium! Central Location

2 6
apartment , Tampa
This charming 1927 bungalow is located in Tampa Heights, a historic district, within walking distance of the Tampa Riverwalk and the Florida Aquarium. It boasts excellent user, location, and cleanliness ratings, making it a great choice for travelers seeking a comfortable and convenient stay. This two-bedroom, two-bathroom house offers 1190 square feet of space and can comfortably accommodate up to 7 guests. The bungalow is equipped with modern amenities like a fully equipped kitchen, air conditioning, and a private backyard with a grill, perfect for relaxing after a day exploring Tampa's attractions.
Luxurious Waterfront Holiday Home With Fully Encompassing Lakeview - Hillsborough County, FL
9.8 177 reviews
Hillsborough County, FL
07/11 – 07/13
$359/nighttotal: $718 (2 )

Luxurious Waterfront Holiday Home With Fully Encompassing Lakeview

2 6
apartment , Holiday
This waterfront home is located in Holiday, Florida, just minutes from shopping centers, less than 20 minutes from local beaches, 30 minutes from Countryside Mall and 45 minutes from Tampa International Airport. This vacation rental has excellent user, location, and cleanliness ratings.
The home features two bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy the lakefront views, relax on the deck, grill outdoors, or take advantage of amenities like a fully equipped kitchen, high-speed internet, and a Roku TV.
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