
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.

K4 Mimi's Ste Casino
THIS SPACE IS FOR THE EXCLUSIVE USE OF ONLY TWO GUESTS. You get the entire suite. With a modern open concept this suite is private and convenient, ideal for a romantic getaway or just for a business travel or vacation. Walkable distance to Seminole Hard Rock & Casino. It has a kitchen, a cozy queen bed, bathroom, 55” TV (Roku) Internet (Wi-Fi) and private entrance. Located nearby many attractions (Bush Garden, Adventure Island Parks, Downtown Town, Restaurants and Florida State Fairgrounds.

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.

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.

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach
You asked, we delivered. Inspired by our Top 1% listing and consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

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.

Beautiful Home In S Tampa Near Water & Downtown
Beautifully renovated 4-bedroom home featuring 2 king and 2 queen beds, a state-of-the-art chef’s kitchen, and 3 full baths. Includes WiFi, laundry, AC/heat, and a private office/library. Steps from Bayshore, UT, downtown River Walk, and the Convention Center—perfect for families, business stays, and event travel. Guest house available upon request.

Luxury - Pet Friendly, Farmhouse Bungalow DT Tampa
This unique bungalow has a style all its own. Two Swings is your Home away from Home while being close to everything Downtown Tampa has to offer. 10 minute Walk to University of Tampa, 10 minute Walk to Armature Works, 5 minute to Drive to Downtown Tampa - Amalie Arena, Water Street District, Tampa General Hospital and so much more.
Popular amenities for Hillsborough County holiday rentals
Other great holiday rentals in Hillsborough County

Ybor City Retreat Near Nightlife

Gretel Paradise Suite Near Raymond James Stadium

Stadium Side Stay

Relax & Explore in a Private heated pool - hot tub

Allison Palms Luxury Tampa Townhome + Pool

Hyde Park - Entire Remodeled Bungalow

Boutique Stay Near the Bay | Walk to Downtown.

3BR/Central Tampa/Sexy Rooftop/Firepit/Bikes/
Destinations to explore
- Serviced apartment rentals Hillsborough County
- Rentals with a fireplace Hillsborough County
- Boutique hotels Hillsborough County
- Resort rentals Hillsborough County
- Family-friendly rentals Hillsborough County
- Rentals with a hot tub Hillsborough County
- Rentals with an accessible-height bed Hillsborough County
- Loft rentals Hillsborough County
- Apartment rentals Hillsborough County
- Tiny house rentals Hillsborough County
- Rentals with a kayak Hillsborough County
- House rentals Hillsborough County
- Waterfront rentals Hillsborough County
- Rentals with a firepit Hillsborough County
- Guest house rentals Hillsborough County
- Rentals with a cinema Hillsborough County
- Rentals with a washing machine and dryer Hillsborough County
- Smoking-friendly rentals Hillsborough County
- Bed and breakfasts Hillsborough County
- Rentals with an EV charger Hillsborough County
- Rentals with a sauna Hillsborough County
- Aparthotel rentals Hillsborough County
- Bungalow rentals Hillsborough County
- Holiday home rentals Hillsborough County
- Pet-friendly rentals Hillsborough County
- Farm stay rentals Hillsborough County
- Townhouse rentals Hillsborough County
- Rentals with beach access Hillsborough County
- Hotel rooms Hillsborough County
- Villa rentals Hillsborough County
- Rentals with an accessible-height toilet Hillsborough County
- Luxury rentals Hillsborough County
- Rentals with breakfast Hillsborough County
- Private suite rentals Hillsborough County
- Flat rentals Hillsborough County
- Rentals with lake access Hillsborough County
- Motorhome rentals Hillsborough County
- Cottage rentals Hillsborough County
- Fitness-friendly rentals Hillsborough County
- Beachfront rentals Hillsborough County
- Rentals with outdoor seating Hillsborough County
- Rentals with a patio Hillsborough County
- Rentals with pools Hillsborough County
- Anna Maria Island
- Raymond James Stadium
- Weeki Wachee Springs
- Anna Maria Island Beach
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Reunion Resort Golf Courses - Palmer & Watson
- Bean Point Beach
- Amalie Arena
- Dunedin Beach
- Vinoy Park
- LEGOLAND Florida Resort
- Tampa Convention Center
- University of South Florida
- Hard Rock Casino
- John's Pass
- ChampionsGate Golf Club
- Island H2O Live!
- Southern Dunes Golf and Country Club
- Fort De Soto Park
- Tropicana Field
- Sand Key Beach
- Anna Maria Public Beach
- Things to do Hillsborough County
- Sightseeing Hillsborough County
- Food and drink Hillsborough County
- Tours Hillsborough County
- Nature and outdoors Hillsborough County
- Art and culture Hillsborough County
- Sports activities Hillsborough County
- Things to do Florida
- Wellness Florida
- Art and culture Florida
- Sightseeing Florida
- Tours Florida
- Food and drink Florida
- Sports activities Florida
- Nature and outdoors Florida
- Entertainment Florida
- Things to do United States
- Food and drink United States
- Sightseeing United States
- Tours United States
- Entertainment United States
- Art and culture United States
- Nature and outdoors United States
- Sports activities United States
- Wellness United States





