
Vacation rentals in Hillsborough County
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Top-rated vacation 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 Tampa Palmetto Paradiso
NO DAMAGE & FULL POWER POST-MILTON centrally-located Tampa Stunner w/ hot tub! Modern style home located very close to Downtown Tampa, Riverside, Amateur Works, Amalie arena and more! Indulge in the lush interior featuring tropical forest inspired 3 bedroom/ 2.5 baths. Enjoy family and friends in a cozy yet spacious open living area . Bask in the sun or enjoy the gentle breeze as you grill in the Backyard Paradiso cuddled in palm trees. Your own "lil palms" peaceful escape. 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.

"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!

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.

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 Serena ~ A Unique Historic Hyde Park Home
Welcome to Casita Serena! The Casita is one of four residences in our beautiful 100 year old home. The home sits on a quiet street in the Old Hyde Park district. Walking distance to Bayshore Boulevard, and the shops and restaurants of Hyde Park Village. The Casita is a place to relax and reset. Designed with a ‘serene’ vibe in mind, this property would be a perfect refuge for couples or even the business traveler.

"The Hangar" - Ballast Point | 1mile to Base Entry
Charming & modern 3 bedroom, 2 bath home conveniently located in the Interbay/Ballast Point neighborhoods of South Tampa - less than 5min to Macdill AFB; 15min to Downtown Tampa/Convention Center; 30min to Tampa International Airport. Within 5-10 minutes are many restaurants and bars, grocery, coffee shops, waterfront parks and boat and canoe launches, and the famous Bayshore Boulevard.
Popular amenities for Hillsborough County vacation rentals
Other great vacation rentals in Hillsborough County

Cozy Stay Near Airport, Beaches & City Attractions

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Modern Tampa Lake home.

Mid-century cottage on Coffee Pot Bayou in Old NE

Tampa Luxe Oasis Pool, Spa & Games 14 Guests

Tampa Hub House • Close to Everything

Davis Islands 1st floor 1 bed apt Just off Water!

Luxury 4BR Retreat | Hot Tub, Fire Pit, Game Room
Destinations to explore
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- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Weeki Wachee Springs
- Bean Point Beach
- 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
- Tropicana Field
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