
Holiday houses in Hillsborough County
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Top-rated holiday rentals in Hillsborough County
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Allison Palms Luxury Tampa Townhome + Pool
This beautifully furnished home comfortably hosts up to 6 adults and is perfectly located at the I-4 and I-75 junction for easy access to Tampa’s top attractions. Enjoy a spacious open layout with stylish designer décor, luxury beds, fully equipped kitchen, and ample storage. The community pool with shaded seating is just across the street. Airports, Disney, beaches, Busch Gardens, and Tampa’s stadiums and arenas are all within an hour or less, making this the ideal hub for your Florida getaway.

Lakeside Villa
Wake up to stunning waterfront views and enjoy direct lake access with your own private boat ramp, private dock, and spacious lakefront property. Whether you're bringing your boat, spending the day fishing, kayaking, swimming, or simply relaxing by the water, everything you need is right outside your door. Conveniently located between Tampa & Orlando with easy highway access, you'll be close enough to enjoy Central Florida's top attractions while returning to the peace and privacy of the lake.

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.

"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.

Luxury Townhome - Tampa/Hyde Park/Amalie/Bucs
Location & Comfort! Expertly furnished & decorated 3/3.5 townhouse for up to 7 guests w/ all the modern conveniences you need. Park in your 2-car garage but walk to the very best of what S. Tampa & Downtown have to offer. Urban location just 1 block from the splendor of Bayshore Blvd. Walking distance to Hyde Park Village, the Riverwalk, University of Tampa, Amalie Arena, Convention Center, Tampa General Hospital, Davis Islands & Gasparilla parades. Just a 5-10 min Uber ride to Ybor City.

The Palm Tree Getaway
Ever stayed the night in the woods? Cross it off the bucket list with our ‘Tiny-Home’ style stay near the Hillsborough State Park. Rated #7 on PureWow as one of the 20 Best Airbnb Cabins. This Modern Luxury tiny home was thoughtfully crafted to capture the natural beauty of its old Florida virgin forest surroundings. Glamping at its finest with the best modern conveniences like a full gourmet kitchen, spa like shower, 5G FiberWi-Fi Internet, TV, and a super quiet Mini SplitAC & Heating.

Mint House by Kasa | Studio in Tampa Downtown
Step into the energy of Tampa’s thriving Channel District (Channelside), close to the Sparkman Wharf, Benchmark International Arena, and the Florida Aquarium. Perfect for work trips and longer stays, you’ll find comfort in our selection of apartment-style suites with full kitchens and in-unit laundry, plus an outdoor plunge pool, grill area, and fitness center. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, and Virtual Front Desk via mobile device.

Luxe Spa Retreat | Sauna + Cold Plunge + Hot Tub
Welcome to Eternity Wellness & Spa Retreat, a custom-designed 3-bedroom escape built for relaxation and connection. Enjoy a private indoor sauna and cold plunge for the ultimate reset, plus an outdoor hot tub under the stars. We have thoughtfully styled our home with modern finishes, cozy bedrooms, a full kitchen, grill, and outdoor egg chairs for lounging. You will find this home perfect for a peaceful getaway, girls trip, or wellness retreat experience to reset and recharge.

Private House with Pool and Cabana
Beautifully updated house with pool and cabana. 3 Bedrooms with queen beds, upscale bedding, TV's in every room, full kitchen and dinning area, BBQ, ready to cook, outdoor pool with cabana with a TV, firepit, gardens, park like backyard. Great for families and business trips. Close to everything, all shopping, 15 minutes to downtown, airport, Hyde Park, International Plaza, Busch Gardens and more. Close to parks, beaches, fishing, Bayshore Blvd, Gandy Bridge.

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

Casita Serena ~ A Unique Historic Hyde Park Home
Welcome to Casita Serena! The Casita is one of four residences in our beautiful 100 year old home. The home sits on a quiet street in the Old Hyde Park district. Walking distance to Bayshore Boulevard, and the shops and restaurants of Hyde Park Village. The Casita is a place to relax and reset. Designed with a ‘serene’ vibe in mind, this property would be a perfect refuge for couples or even the business traveler.

Charming Ranch in South Tampa/Palma Ceia
Perfect 2BR/2BA Palma Vista ranch with attached garage in prime South Tampa. This 1,158 sq ft home features an open floor plan filled with natural light, updated kitchen with island + breakfast bar, and spacious family room with sliders to a covered deck. Enjoy lush tropical landscaping, a large lot, and two updated baths. Located in Plant school district, minutes to Bayshore Blvd, Hyde Park, and downtown.
Popular amenities for Hillsborough County holiday rentals
Other great holiday rentals in Hillsborough County

Gretel Paradise Suite Near Raymond James Stadium

Great For Couples + Work Trips • Central • PetsOK

Boutique Stay Near the Bay | Walk to Downtown.

Luxury Waterfront Retreat w/ Sunset Views

3BR/Central Tampa/Sexy Rooftop/Firepit/Bikes/

Alice House on Hillsborough River

Casa Coquina: waterfront, pool, hot tub, boat lift

Harbor Villa | Waterfront Pool & Spa | Firepit
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- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Reunion Resort Golf Courses - Palmer & Watson
- Amalie Arena
- Tampa Convention Center
- Dunedin Beach
- Vinoy Park
- Hard Rock Casino
- LEGOLAND Florida Resort
- University of South Florida
- ChampionsGate Golf Club
- John's Pass
- Southern Dunes Golf and Country Club
- Island H2O Live!
- Tropicana Field
- Epperson Lagoon
- Fort De Soto Park
- Sand Key Beach
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