
Holiday rentals in Hillsborough County
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Top-rated holiday rentals in Hillsborough County
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Tropical casita
We invite you to our casita Tropical . From the patio with tropical touches to the romantic hot tub you will like you are in a tropical vacation while in the heart of Tampa Bay 🌴 5 minutes from Raymond James Stadium-walk to the stadium instead of paying for parking ✈️ 8 minutes from Airport 🌴 Armature works 10 mins 🌴 International Mall 10 mins 🌴 Ybor city ( downtown Tampa ) 15 mins 🌴 Sparkman Whalf 17 mins 🌴 All Lopez park 4 mins 🏝️ Clearwater beach 30 mins 🏝️ St Pete beach 35 mins

Lovely 2-bedroom private Apt. with hot tub.
Enjoy a stylish experience at this centrally located lovely 2-bedroom loft Hot-Tube Apartment. This apartment has a separate entrance and free parking, really close to all amenities and tourist attractions in the beautiful Tampa Bay! New Tesla Wall conector J1772 compatible with all American made electric vehicles available. Only 3 miles to Buccaneers Stadium and 2 miles to Yankees Spring season stadium. Tampa International Airport is only 6 miles. 10 mins to Tampa Lighting’s Home Amalie Arena

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

A little piece of Heaven
2 people max cozy cottage with all the amenities of home with a lakefront view. There's a firepit for those colder nights and kayaks & peddleboats for the more adventurous ones, or just sit back and take in some sun on our beautiful dock. Centrally located in between the Veterans Expressway and I 275, minutes from shopping, Lake Park, Adventure Island and Busch Gardens ...Lutz has something for everyone, don't let your friends and family stay in a hotel, we've got it all waiting right here!

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.

Romantic Getaway*FREE Decor AnyOcassion*Relax Bath
A cozy place to have your vacation in Tampa, private entrance and parking.We include decorations for all occasions:birthday,wedding,special day, show your love, and more! Contact us with your ideas and we'll make this trip unforgettable! Located in a central area of Tampa, close to Bush Garden/Adventure Island, Raymond James Stadium,Tampa International Airport,Ybor City,Downtown Tampa,Clearwater Beach and more! Peaceful and centrally-located place to enjoy as a couple to your liking.

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!

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?

Boutique Bungalow with Private Saltwater Pool
Relax in a crisp Florida bungalow with a private saltwater pool set in a fully private backyard oasis. Whether you are coming to Tampa for an event, extending your cruise vibe, or coming to Tampa for work, this home has got you covered. You’ll be 15 minutes from the Tampa Convention Center and the Port Tampa Bay Cruise Terminal, close to South Tampa dining and nightlife, 10 minutes to TPA, and an easy drive to award-winning Gulf beaches.

Tiny House in Historic Ybor City
Located in the National Historic District of Ybor City (and less than 5 minutes from Amalie Arena, the convention center, downtown and cruise ports!), our little cottage stacks up perfectly with the charm of its older neighbors while featuring all the modern conveniences. Tucked away from the energy of Ybor's renowned 7th Avenue, it's a short walk to plentiful dining/entertainment options.
Popular amenities for Hillsborough County holiday rentals
Other great holiday rentals in Hillsborough County

Bayshore Beautiful Retreat

Relax & Explore in a Private heated pool - hot tub

Hidden Haven

South Tampa Upper Level Posh Suite

Modern Lakefront Home/Family Friendly Retreat

Waterfront / Long Stays /Fast WiFi / 15min Airport

Cloud Nine Rooftop Luxe Townhome with Free Parking

Historic Old Hyde Park Carriage House
Destinations to explore
- Boutique hotels Hillsborough County
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- Rentals with a firepit Hillsborough County
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- Serviced apartment rentals Hillsborough County
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Bean Point Beach
- Reunion Resort Golf Courses - Palmer & Watson
- Weeki Wachee Springs
- Coquina Beach
- Anna Maria Island Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Dunedin Beach
- Cortez Beach
- Sand Key Beach
- Tampa Convention Center
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Jannus Live
- St Pete Beach
- Anna Maria Public Beach
- Hard Rock Casino
- ZooTampa at Lowry Park
- Things to do Hillsborough County
- Food and drink Hillsborough County
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- Art and culture Hillsborough County
- Nature and outdoors Hillsborough County
- Sightseeing Hillsborough County
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