
Holiday rentals in Hillsborough County
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Top-rated holiday rentals in Hillsborough County
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Backyard Paradise! Pool, Golf, Fire Pit
Welcome to The Saint Airbnb — your private Tampa resort getaway! 🌴☀️ Perfect space for Bachelorette/Bachelor party get aways! Ask about our customized services for that special Bride/Groom! This stylish and colorful 4BR, 2BA retreat brings together everything you love about Florida living — sunshine, palm trees, and poolside fun — all just minutes from Tampa Bay attractions! Whether you’re here for a game day, a weekend escape, or a family vacation, The Saint is where good vibes and great mem

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.

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.

Luxury Retreat~Private Hot tub~9 mins to Downtown
3-bedroom, 2-bathroom retreat that seamlessly blends urban convenience with cozy tranquility. Tucked in close proximity to downtown, you'll revel in the ease of accessing the city's dynamic attractions, exquisite dining, and abundant entertainment options. ✔ 3 Cozy Bedrooms ✔ Stand Alone Bathtub ✔ Hot Tub ✔ Airy Open Living Space ✔ Well-Appointed Kitchen ✔ Smart TVs in every Bedroom and the Living Room ✔ High-Speed Wi-Fi ✔ Convenient In-Unit Laundry ✔ Complimentary Parking

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.
Popular amenities for Hillsborough County holiday rentals
Other great holiday rentals in Hillsborough County

Bayshore Beautiful Retreat

Gretel Paradise Suite Near Raymond James Stadium

Ybor City Retreat Near Nightlife

Charming Studio Attic | Sleeps 4

Great For Couples + Work Trips • Central • PetsOK

Stylish Stay Near Downtown

Relax & Explore in a Private heated pool - hot tub

Boutique Stay Near the Bay | Walk to Downtown.
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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
- Tampa Convention Center
- LEGOLAND Florida Resort
- University of South Florida
- Hard Rock Casino
- ChampionsGate Golf Club
- John's Pass
- Island H2O Live!
- Southern Dunes Golf and Country Club
- Tropicana Field
- Fort De Soto Park
- Sand Key Beach
- Anna Maria Public Beach
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