
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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"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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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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Heart of S Tampa| Near Beach, MacDill AFB| Hot Tub
Escape to your South Tampa sanctuary where tropical luxury meets ultimate convenience. • Perfect for families, business travelers, and military stays, this home features a private backyard oasis with a hot tub, treehouse-style deck, and fire pit. •Ideally located minutes from the pet-friendly Picnic Island Beach Park, MacDill AFB, TPA Airport, and top attractions like Busch Gardens 🎢✈️. • Enjoy a dedicated workspace, free parking, washer/dryer, and seasonal mango tree!
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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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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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Lemon House near Downtown Tampa
Settle in at The Lemon House, our 1949 2/1 bungalow, offers a central location to all of what Tampa offers. North Hyde Park is minutes from UT & Tampa’s Downtown scene: Armature Works, Riverwalk, Historic Hyde Park, The Heights & Bayshore. Prime for conventions, concerts, the port, sport attractions, Zoo, Aquarium, Busch Gardens & Beaches (30mins). Overall central for an eclectic variety of restaurants, parks, breweries and nightlife.
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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.
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Hacienda Hideaway w/ heated pool
Welcome to the Hacienda Hideaway: a stunning Mediterranean-style retreat in historic West Tampa, Florida! Immerse yourself in the charm of this fully renovated and expertly designed home, boasting high-end finishes and luxurious touches throughout. Perfectly situated for convenience, the house is centrally located within ten minutes from the airport, stadium, downtown, shopping, restaurants, and the famous Riverwalk.
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Plush sheets, Games!, Huge backyard, Massage Chair
Look no further, you've discovered the gem your whole group will love. Located just minutes away from all Tampa’s main attractions, your group can play hard and return to the comfort of plush foam mattresses and ultra-soft brushed microfiber white linen. Bond and entertain with our fun amenities available for your group. Take the stress out of traveling and let us be the host of your next exciting experience.
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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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Popular amenities for Hillsborough County vacation rentals
Other great vacation rentals in Hillsborough County

Traditional Home in Tampa
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Chic cozy King Bed private Home
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Modern Private Estate | Central to Tampa & Beaches
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CASA SOLÉ | 5 Min MacDill AFB | Fenced Yard
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Cozy River Grove Retreat |Minutes to Busch Gardens
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South Tampa Haven | King Bed | Near MacDill AFB
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Casa Coquina: waterfront, pool, hot tub, boat lift
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Private Pool Access Peaceful Retreat
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Destinations to explore
- Boutique hotels Hillsborough County
- Resort rentals Hillsborough County
- Serviced apartment rentals Hillsborough County
- Vacation home rentals Hillsborough County
- Farmstay rentals Hillsborough County
- Townhouse rentals Hillsborough County
- Rentals with a hot tub Hillsborough County
- Rentals with pools Hillsborough County
- Rentals with beach access Hillsborough County
- Hotel rooms Hillsborough County
- Cottage rentals Hillsborough County
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- Rentals with breakfast Hillsborough County
- Rentals with a sauna Hillsborough County
- Luxury rentals Hillsborough County
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- Loft rentals Hillsborough County
- Rentals with an accessible height toilet Hillsborough County
- Pet-friendly rentals Hillsborough County
- Private suite rentals Hillsborough County
- Rentals with a kayak Hillsborough County
- Rentals with lake access Hillsborough County
- 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
- Hard Rock Casino
- LEGOLAND Florida Resort
- University of South Florida
- Dunedin Beach
- 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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- Outdoors Hillsborough County
- Cultural tours Hillsborough County
- Water sports Hillsborough County
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