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

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.

salt living at its best
- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Bucs Bungalow Stadium Home, King Bed Suite, Gym
Whether you’re here for business or pleasure, Bucs Bungalow is your place! Conveniently located at the heart of Tampa Bay less than 10 mins from the airport. A 0.6 mile walk to a football game or a concert at Raymond James Stadium. No expensive parking fee and have your own private parking in our driveway that can accommodate 4 cars. Have a worry-free good time without the drinking and driving. While our fully stocked kitchen, dedicated workspace and home gym is ideal for your longer stay!

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.

Bay Lake Cottage
You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake. Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

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.

Boho Bungalow close to Downt- SOHO - Hyde P- TIA
Beautiful historic bungalow located in the heart of Tampa, close to everything the city has to offer. Featuring a rustic boho design, our home provides a relaxing retreat just 5 minutes from Downtown Tampa. Enjoy the convenience of free parking and easy self check-in, along with a fully stocked kitchen, SMART TVs, and a laundry room. The bohemian atmosphere makes it ideal for vacations, romantic getaways, family visits, concerts, sporting events, or work trips.

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

Tiny Tulum | Tropical Oasis in Tampa’s Heart!
Welcome to Our Romantic Tulum-Inspired Retreat! Escape to a tropical paradise at our enchanting Tulum-inspired oasis, designed with romance and relaxation in mind. Nestled in a serene neighborhood, our beautifully decorated retreat offers the perfect blend of luxury, comfort, and bohemian charm, creating an idyllic getaway for couples seeking a memorable experience. Why book a generic Airbnb when you can book a hand crafted Tropical Paradise?

Casita Palma ~ Old Hyde Park (Casita Palma)
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.
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

Lakeside Villa

Allison Palms Luxury Tampa Townhome + Pool

Hyde Park - Entire Remodeled Bungalow

Boutique Stay Near the Bay | Walk to Downtown.

Luxury Waterfront Retreat w/ Sunset Views

the Boathouse on the Hillsborough River
Destinations to explore
- Boutique hotels Hillsborough County
- Resort rentals Hillsborough County
- Rentals with a firepit Hillsborough County
- Farm stay rentals Hillsborough County
- Townhouse rentals Hillsborough County
- Holiday home rentals Hillsborough County
- Serviced apartment rentals Hillsborough County
- Rentals with a hot tub Hillsborough County
- Rentals with beach access Hillsborough County
- Hotel rooms Hillsborough County
- Rentals with an EV charger Hillsborough County
- Rentals with outdoor seating Hillsborough County
- Rentals with a patio Hillsborough County
- Rentals with pools Hillsborough County
- Rentals with a washing machine and dryer Hillsborough County
- Rentals with a fireplace Hillsborough County
- Cottage rentals Hillsborough County
- Fitness-friendly rentals Hillsborough County
- Beachfront rentals Hillsborough County
- Villa rentals Hillsborough County
- Apartment rentals Hillsborough County
- Tiny house rentals Hillsborough County
- Rentals with a sauna Hillsborough County
- Rentals with breakfast Hillsborough County
- Loft rentals Hillsborough County
- Flat rentals Hillsborough County
- Luxury rentals Hillsborough County
- Rentals with an accessible-height toilet Hillsborough County
- Smoking-friendly rentals Hillsborough County
- Rentals with a kayak Hillsborough County
- Private suite rentals Hillsborough County
- Rentals with lake access Hillsborough County
- Motorhome rentals Hillsborough County
- Bed and breakfasts Hillsborough County
- Pet-friendly rentals Hillsborough County
- Bungalow rentals 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
- Guest house rentals Hillsborough County
- Rentals with a cinema 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
- Dunedin Beach
- Tampa Convention Center
- Vinoy Park
- LEGOLAND Florida Resort
- Hard Rock Casino
- University of South Florida
- ChampionsGate Golf Club
- John's Pass
- Southern Dunes Golf and Country Club
- Island H2O Live!
- Fort De Soto Park
- Tropicana Field
- Sand Key Beach
- Epperson Lagoon
- Things to do Hillsborough County
- Sightseeing Hillsborough County
- Food and drink Hillsborough County
- Sports activities Hillsborough County
- Tours Hillsborough County
- Nature and outdoors Hillsborough County
- Art and culture Hillsborough County
- Things to do Florida
- Wellness Florida
- Art and culture Florida
- Tours Florida
- Entertainment Florida
- Sightseeing Florida
- Food and drink Florida
- Sports activities Florida
- Nature and outdoors Florida
- Things to do United States
- Food and drink United States
- Tours United States
- Sightseeing United States
- Art and culture United States
- Sports activities United States
- Entertainment United States
- Wellness United States
- Nature and outdoors United States





