
Vacation rentals in Hillsborough County
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Hillsborough County
Guests agree: these stays are highly rated for location, cleanliness, and more.

Charming private guest house.
Enjoy a private guest cottage tucked behind a beautifully restored historic Davis Islands home. The cottage, like the neighborhood, is exceptionally charming with a warm, coastal character that makes it special. It is close to so much, including downtown Tampa, Benchmark Arena, cruise port, waterfront parks, restaurants, cafes, and popular local attractions. Perfect for relaxing stays, it’s an ideal escape for couples or solo travelers looking for comfort, privacy, and a touch of island charm.
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The Jungalow SOHO - Pool/Hot Tub
The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.
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"Luxury Casita/Jacuzzi/Bush Gardens/USF/Casino"
Private townhouse style unit with its own entrance, parking, patio, and outdoor amenities. Attached to another Airbnb unit but completely separate with its own entrance and outdoor space. Enjoy this modern Tampa getaway with jacuzzi, pergola and putting green. Minutes from Busch Gardens, USF, and Seminole Hard Rock Casino. Features a modern kitchen, Smart TVs, Wi-Fi, and outdoor space. No parties, events, gatherings, or loud music permitted. Please respect quiet hours and neighboring guests.
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Tiny House Oasis Blue Vatican . Near MacDill Base
Enjoy this small and beautiful Oasis, a perfect hideaway to forget about the noise of the city, relax with the aroma diffusers and your favorite music; In the mornings fall in love with our solarium while having a good coffee. We are located in South Tampa just 3 minutes away from the MacDill Airbase. 5 min Picnic Island Park, 10 min Port Tampa Bay Cruise and Downtown, 15 min International Airport. 15 min Raymond James Stadium, 40 min Clearwater Beach. Free Parking for up to 2 cars.
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Family-friendly getaway home in the heart of Tampa
Modern home in the heart of Tampa. Within great distance from amazing entertainment, restaurants, cafes, bars, breweries, and much more. Perfect for weekend getaway, business trip, staycation, work-from-home alternative, or cozy home base while exploring everything Tampa has to offer. Step inside to find a bright and spacious living room with tile floors and plenty of natural light. The modern kitchen boasts granite countertops, stainless steel appliances, and everything you need to cook.
ValueFamilyTV

Villa Paradise
Relax with family in this quiet place to stay. Spacious house to enjoy with family and friends, enjoy a beautiful pool and a very large backyard, outdoor kitchen (only for 6 people). NO MORE THAN 6 PEOPLE. I do not allow events. You do not have access to the garage. I live in an apartment that I have in the garage. I do not have access to the accommodation from anywhere while the house is reserved. I am informing you of this for my safety and peace of mind. Thank you.
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Hyde Park "Industrial-chic" with Private Backyard
This hand-crafted, urban-industrial loft-inspired apartment was designed to offer a most unique guest experience. The home is spotlessly clean, extremely comfortable, conveniently situated, and stocked with amenities. The apartment is located just a short stroll to SoHo (2 blocks) & Hyde Park Village (4 blocks), South Tampa's premiere spots for trendy restaurants, cafes, bars, and shops, AND minutes to downtown Tampa, Amelie Arena, Raymond James Stadium, & I-275
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Sun & Shade | Bayshore Beautiful
Nestled just two blocks from iconic Bayshore Boulevard, this luxury South Tampa retreat offers the perfect blend of relaxation and convenience. Minutes from downtown, Hyde Park, beaches, dining, shopping, and nightlife, you'll enjoy the best of Tampa. Unwind by the private pool beneath majestic live oaks, soak up the Florida sunshine, or relax in the cool shade with a book, your favorite music, and a gentle breeze. Perfect for families and friends.
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Cozy Historic & Chic Home ~ 6 mins from downtown
Step into Tampa history with this renovated 1910 home in Palmetto Beach! Blending historic charm with modern comforts, this cozy retreat is minutes from downtown Tampa, Ybor City, the cruise port, and Amalie Arena. Walk or bike to DeSoto Park for waterfront views or explore top dining and nightlife nearby. Cruise Port: 2 miles Convention Center: 2 miles Amalie Arena: 2.5 miles Sportsplex of Tampa: 6 miles Tampa Airport: 9 miles
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Casita Palma ~ Old Hyde Park
Casita Palma is one of four residences in our beautiful, 100 year old home. The home sits on a quiet street in the Old Hyde Park neighborhood. This amazing location allows you to walk to beautiful Bayshore Boulevard and the shops and restaurants of the Hyde Park Village. The Casita is a place to relax and reset. Designed with a calming and minimalist vibe, our home is the perfect stay for couples, friends, or business travelers.
LocationValueAir conditioning

Walkable Outdoor Oasis BBQ Firepit and Bocce Ball
Welcome to Havana Loft, located in Tampa, Florida—experience Cuban-inspired charm without a passport. Immerse yourself in the perfect blend of vintage vibes and modern comfort while making the most of an incredible outdoor oasis. Bask in the sunshine, fire up the grill for a delicious meal, unwind by the cozy firepit, or challenge your crew to a game of bocce ball or crush them in a game of cornhole!
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Cozy AF Jungle-House Hideaway
We invite you to the **Cozy AF Jungle House**! Step into the foliage and immerse yourself in the jungle vibes. With every glance, you'll discover something new—from the sabretooth tiger skull to the romantic hot tub and even a crystal hanging banana. Adventurers, dare to play Jumanji if you’re feeling bold! Our goal is not just to provide a place to stay, but an experience you’ll cherish forever.
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Popular amenities for Hillsborough County vacation rentals
Other great vacation rentals in Hillsborough County

The Happy Palms Retreat/ Saltwater Pool
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South Tampa Haven | King Bed | Near MacDill AFB
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Traditional Home in Tampa
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St Pete Luxury Home | Downtown | Central | Balcony
LocationIndoor spacesHospitality

Tampa Retreat | 5 Mins from Raymond James Stadium
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Bayshore Retreat | Luxe, Stylish, South Tampa Stay
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New Luxurious home in Walkable Hyde Park
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Chic cozy King Bed private Home
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Destinations to explore
- Boutique hotels Hillsborough County
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- Farmstay rentals Hillsborough County
- Townhouse rentals Hillsborough County
- Serviced apartment rentals Hillsborough County
- Vacation home rentals Hillsborough County
- Rentals with a hot tub Hillsborough County
- Rentals with pools Hillsborough County
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- Rentals with breakfast Hillsborough County
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- Luxury rentals Hillsborough County
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- Rentals with an accessible height toilet Hillsborough County
- Pet-friendly rentals Hillsborough County
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- Rentals with a kayak Hillsborough County
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- RV rentals Hillsborough County
- Bungalow rentals Hillsborough County
- Bed and breakfasts Hillsborough County
- Family-friendly rentals Hillsborough County
- Rentals with an accessible height bed Hillsborough County
- Aparthotel rentals Hillsborough County
- House rentals Hillsborough County
- Waterfront rentals Hillsborough County
- Guesthouse rentals Hillsborough County
- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Reunion Resort Golf Courses - Palmer & Watson
- Bean Point Beach
- Amalie Arena
- LEGOLAND Florida Resort
- Hard Rock Casino
- Dunedin Beach
- University of South Florida
- ChampionsGate Golf Club
- Vinoy Park
- Epperson Lagoon
- John's Pass
- Tropicana Field
- Southern Dunes Golf and Country Club
- Island H2O Live!
- MidFlorida Credit Union Amphitheatre
- Sand Key Beach
- Weeki Wachee Springs State Park
- Things to do Hillsborough County
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- Cultural tours Hillsborough County
- Water sports Hillsborough County
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