
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.

AFB MacdillTampa: PrivateGuest Suite Pasta House
This newly renovated guest suite has a kitchenette equipped with a refrigerator, freezer, oven, microwave, keurig, and sink. The living space has a comfortable (Q)sofa bed, (2)tvs, and aQueen size bed located in the bedroom. Casa De Massa is near Tampa Airport and 5 minutes from MacDill Airforce base. Also, soho which has many local restaurants and bars, major sporting stadiums (Raymond James, Amalie Arena, Tropicana Field etc.) are nearby. This private guest suite is perfect for a nice getaway!

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.

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!

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.

Tampa Bay Gem: 2BR Modern Apartment Hideaway
Welcome to your stylish oasis in Tampa Bay. Our thoughtfully designed apartment combines modern sophistication with the comforts of home, making it the perfect base for your next adventure. Minutes away from your desired Tampa Bay attractions plus more. Don't miss the chance to experience a stay from the comfort of this Hidden gem. Whether you're here for business or leisure, our apartment is your home away from home. Book your stay now and make memories that will last a lifetime.

Tampa Bay Waterfront Home
Relax, unwind and enjoy the panoramic water views as you soak in the sunrises, sunsets, dolphin shows, manatee visits and watch the boats go by at Reel Paradise. Fish right off the dock and catch huge Snook, Tarpon, Mangrove Snapper and many others! Find peace in the quiet of the river. Enjoy a soak in the NEW hot tub. Create a fire in the fire pit and make memories. Grill your favorite meals on the Weber Charcoal grill or the NEW gas grill. We look forward to meeting you!

NEW! The Artist House | Gorgeous Hyde Park Home
Welcome to The Artist House in Hyde Park! This breathtaking townhome appeals to those with an eye for a stylish and luxurious environment. Located 3 short blocks from Historic Hyde Park Village, you are well with walking distance to outdoor shopping, amazing restaurants, Cine Bistro movie Theater, and premier bars. This professionally decorated home offers 2 bedrooms, featuring 1 king bed and 1 queen bed, 1.5 bathrooms, and a built-in office space for working travelers.

2 bedroom guesthouse in hip Grand Central District
Walkable to the beating heart of the artsy Grand Central and Edge district of St. Pete. Newly built (2022) garage apartment with two bedrooms, one-bathroom, full-sized kitchen with brand new appliances. The bedrooms have all the comforts of a hotel with a personality that matches the vibrancy of the Grand Central community. This space is perfect for travelers looking for a local vibe. Stay in the sunshine inspired apartment and soak up all St. Pete has to offer.

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?

GulfPort Paradise, Bali-like Oasis with Pool
The perfect vacation spot. If you’re looking for a quiet, comfortable, boho-modern house, this is the place for you. Perfect for guests that want to experience living like a Gulfport local with chill vibes. The location couldn't be better for exploring everything that the area has to offer. Nestled in the adorable town of Gulfport, the property is just a 1 block walk from the Marina and waterfront of Boca Ciega bay.
Popular amenities for Hillsborough County vacation rentals
Other great vacation rentals in Hillsborough County

NEWstudio+WAlK toStadium+Kitchen

Boho Oasis + Hot Tub– Centrally located in Tampa

Private Apt • Spotless • Quiet • Near Downtown

Hidden Haven

Allison Palms Luxury Tampa Townhome + Pool

Cozy Retreat in Tampa/MacDill AFB - PETS OK!

Sunlit 1913 Bungalow in Trendy Seminole Heights

Vibrant Modern 2BR: Open Split Plan | 2 Car Garage
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- 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
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