
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.

Gretel Paradise Suite Near Raymond James Stadium
Welcome to your cozy retreat in the heart of Tampa! This charming 1-bedroom,1-bathroom home is perfect for solo travelers, couples, or anyone looking for comfort and convenience. You'll sleep in the comfortable queen bed, and enjoy relaxing in the welcoming living room. Cook with ease in the fully equipped kitchen, ideal for everything from morning coffee to a full dinner.The home’s unbeatable location is 2 blocks from Raymond James Stadium, making it perfect for game days, concerts and events.

46 Jet Hot tub| Downtown Artsy Modern Cozy Home
NO DAMAGE POST MILTON , luxurious downtown townhouse that features nearly 2000 sq. ft. of living space! This townhouse offers 3 bedrooms, 2.5 baths, a & garage w/ EV charger! It is just a short 10-minute walk from all that Tampa Heights has to offer such as Armature Works, Hall On Franklin, Tampa Riverwalk.2 miles from Amalie Arena! Close to I-275 for easy access to Tampa International Airport, Raymond James Stadium, Busch gardens Florida's top-rated beaches & much more! Nos hablamos español.

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.

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.

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.

The Fremont, Villa 3. Walk to Hyde Park!
Stunning design and exceptional location just steps from Hyde Park Village and Soho make this the perfect fit for your next stay in Tampa. This one bedroom luxury private villa was built specifically for Airbnb and just completed in March of 2024! The 14 foot vaulted ceilings and white oak cabinetry make this unit feel like a luxury hotel! Traveling for a few nights or a few months, this unit has it all. Extremely spacious and beaming with natural light this unit will not disappoint!

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

New Prime location Riverwalk Luxe 3BR 3BA
Tampa's newest 3BR 3BA gem: Aster Haus, just 4-streets over from the Riverwalk & Armature Works. Primary King en-suite bedroom boasts private balcony for two; living area, a grand 25ft ceiling. Outdoors, a lush courtyard with covered porch, pergola & relaxing fountain beckon. Private parking for 2 cars. Modern amenities seamlessly blend with timeless bungalow charm, in this new build. Enjoy the prime walkable Tampa Heights location to access the Tampa’s finest.

"Luxury Casita/Jacuzzi/Bush Gardens/USF/Casino"
Welcome to Tampa Luxury Casita, a stylish and centrally located retreat featuring a relaxing jacuzzi and a private golf putting green. Located within walking distance to Busch Gardens, this beautifully designed space offers modern amenities, cozy comforts, and easy access to top attractions. Whether you're here for a weekend getaway or an extended stay, our casita promises a luxurious and unforgettable experience. Book now and enjoy the best of Tampa Bay!
Popular amenities for Hillsborough County holiday rentals
Other great holiday rentals in Hillsborough County

Hot Tub w/ Private Patio | Walk to Lake + Downtown

Boutique Stay Near the Bay | Walk to Downtown.

Comfy Apartment by Epicurian Berns SoHo Bayshore

Gulf View on Bay: Newly Renovated

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

Minutes from the stadium / Wheelchair access.

Waterfront - 6 nights for the price of 3 deal!

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





