
Holiday rentals in Hillsborough County
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Top-rated holiday rentals in Hillsborough County
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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

Golf Putting Green • 2 King Suites + 1 Twin
Welcome to: Blue White Rentals - Urban Gem Relax in style with hotel-quality comfort. 💬 Msg us anytime — we’d love to host you 👑 Two bedrooms w/King beds 🛏️ Optional Twin bed ☕️ Coffee 🤩 Crisp white sheets & towels ✅ Fenced yard 🚙 Parking for 2 🛁 Luxe bathrooms with Dove products 🧺 Washer & Dryer 📍 Great location: restaurants, malls, I-75, I-4 & Selmon Expwy within 1–2 miles. 🚗 15 min to Downtown 🎢 20 Busch Gardens 🍸 10 Ybor City ✈️ 30 to MacDill & Airport 🏖️ 45 min Beaches

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!

Gasparilla Bayshore Good Vibes cottage
Great location for this cottage one block from Infamous Bayshore Blvd. Smart Tv's and quiet back porch with fire pit makes this location perfect for vacationers. Short walk to Bayshore blvd with scenic views of downtown Tampa and beautiful Tampa Bay water ways. Come and enjoy biking, running, skating or just walking along this 4 miles continuous waterfront walkway. You will have views of Tampa Bay on one side and views of multi-million dollar homes on the other during your stroll.

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!

Farm and lake stay at Maison de L'eau Douce
LAKEHOUSE PRIVATE cabin-farmhouse décor-full kitchen/living room-cozy bedroom/full bath-W/D- 2.5 acres-2 flat screen TVs with Roku (Netflix, Spectrum cable app, and more)-bamboo hard wood flooring- high thread count sheets-very comfy queen bed. IKEA Sleeper sofa in livingroom. Kitchen: gas range-dishwasher-microwave-Keurig machine. Wooded setting-large deck with views of the lake. WIFI. Gas grill/firepit. HOUSEBROKEN PET FRIENDLY. WE NOW CHARGE A PET FEE (see below for details).

Lemon Studio Near Downtown Tampa
Settle in at the newly built lemon studio, a modern but cozy centrally located studio just outside of downtown Tampa. North Hyde Park is just a few minutes from the airport and has easy access to the interstate. The studio has many walkable restaurants and parks. Enjoy nearby the University of Tampa, breweries, Sparkmans Warf, River Walk, Armature Works, shopping in Hyde Park Village and many local attractions... Parking available/Self-check in, come and goes as you please.

°¤~Charming in-law suite #2 W/ private entrance~¤°
Welcome to our newly renovated mother en law suite/micro duplex! This private space offers comfort and convenience, featuring a spacious bedroom, a well-equipped kitchen, and a modern waterfall bathroom. Located central to everything! - 2mi Adventure Archery - 3mi TopGolf/Dave&Busters/iFly - 6mi Fairgrounds/Hard Rock Casino - 7mi Ybor City - 7mi ZooTampa - 7mi Florida Aquairum/Port of Tampa - 8mi Downtown Tampa/Amalie Arena - 9mi Armature works - 12mi Busch Gardens

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.

Cute Place
Hello and welcome to THE CUTE place! In the center of everything fun in Tampa!! The cute little apartment as you can see on the pictures is NEWLY MADE! This place is located near many exciting parks like BuschGardens, MOSI, restaurants, USF, and MANY more places! Literally MINUTES AWAY!! From everything. Super quiet neighborhood. Come and enjoy this beautiful apartment. Private entrance and free parking space! Outside little seating for relaxing!

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

Modern Cozy Home Near TPA, Beaches & Attractions

Private Home+GameRoom, 4br/3.5bth, Sleep 12

Heart of S Tampa•Beach (5 min)•HotTub•Fire Pit•WD

La Caña | Stylish 2BR Bungalow with Porch

Modern 2BR/2BA | King Bed + Pool, Gym #6

The Urban Works Bungalow - Modern & Stylish 2BR

The Sunshine Spot

Waterfront Villa w/Hot Tub• Game Room•Kayaks•Bikes
Destinations to explore
- Rentals with an accessible-height bed Hillsborough County
- Rentals with an EV charger Hillsborough County
- Rentals with outdoor seating Hillsborough County
- Rentals with a patio Hillsborough County
- Rentals with pools Hillsborough County
- Smoking-friendly rentals Hillsborough County
- Rentals with beach access Hillsborough County
- Hotel rooms Hillsborough County
- Rentals with a washing machine and dryer Hillsborough County
- Rentals with a kayak Hillsborough County
- Flat rentals Hillsborough County
- Rentals with lake access Hillsborough County
- Motorhome rentals Hillsborough County
- Guest house rentals Hillsborough County
- Rentals with a cinema Hillsborough County
- Apartment rentals Hillsborough County
- Tiny house rentals Hillsborough County
- Beachfront rentals Hillsborough County
- Rentals with a firepit Hillsborough County
- Farm stay rentals Hillsborough County
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- Holiday home rentals Hillsborough County
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- Bed and breakfasts Hillsborough County
- Rentals with a fireplace Hillsborough County
- Private suite rentals Hillsborough County
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- Cottage rentals Hillsborough County
- Fitness-friendly rentals Hillsborough County
- Rentals with a hot tub Hillsborough County
- Rentals with breakfast Hillsborough County
- Pet-friendly 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 toilet Hillsborough County
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Reunion Resort Golf Courses - Palmer & Watson
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Dunedin Beach
- Cortez Beach
- Bean Point Beach
- Island H2O Live!
- Anna Maria Public Beach
- ChampionsGate Golf Club
- Southern Dunes Golf and Country Club
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Hard Rock Casino
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Tampa Convention Center
- Things to do Hillsborough County
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- Food and drink Hillsborough County
- Nature and outdoors Hillsborough County
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- Art and culture Hillsborough County
- Sightseeing Hillsborough County
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