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Holiday houses 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.

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Guest favourite
A private outdoor space is presented, featuring two white chairs and a small table beneath a shaded area. Potted plants are positioned in front, creating a relaxed atmosphere. The entrance door is visible, and a fence surrounds the garden, enhancing privacy.
Tiny home in Tampa
4.99 out of 5 average rating, 219 reviews

8 min to TPA Airport Backyard Apartment

Our clean and cozy minimalist backyard apartment is conveniently located an 8-minute drive to Tampa International Airport (TPA), 2 minutes away from Veterans Expressway which takes you to Clearwater, Saint Petersburg, and I-275 exit in 8 minutes or less, malls, restaurants, Downtown Tampa and many other spots! Miles away from…. Tampa Airport (TPA) 4.5 Buccaneers Stadium 5 Amalie Arena (Tampa Bay Lightning) 9.3 Downtown Tampa 9 University of Tampa 9.5 Clearwater Beach, Rated one of the best! 20

Guest favourite
A spacious bed is adorned with blue linens and accented by yellow pillows. The backdrop features a deep blue wall with a decorative textile piece hung above. Flanking the bed are two bedside lamps providing soft illumination, enhancing the serene atmosphere of the room.
Guest suite in Tampa
4.93 out of 5 average rating, 304 reviews

NEW* King Bed w/Private Entry - The Van Gogh Suite

Perfect for the single traveler, business traveler or couple looking for a relaxing stay. Enjoy this fully renovated entire private guest suite in a residential neighborhood centrally located so you can easily enjoy all the beauty, restaurants and nightlife Tampa Bay has to offer. You'll have your own private driveway and private entrance into your suite. Enjoy a cup of tea or coffee while you relax and enjoy the Van Gogh art work displayed throughout. *Special occasion packages available*

Superhost
A modern kitchen area is seen with sleek cabinetry and a stylish gray sofa. The space features a silver dining table, a television mounted on the wall, and a large window revealing a private pool just outside. Fresh flowers add a touch of color.
Home in Tampa
4.9 out of 5 average rating, 261 reviews

Downtown Tampa Pool House! Walk to Armature Works!

Location! Location! Enjoy Tampa at this modern brand new remodeled POOL HOUSE with the BEST LOCATION & with POOL access! SAFE & EASY location in downtown. Come Experience events, food, festivals & nightlife only 1 block from #1 destination, Armature Works- a famous destination for food, fine dining, events, & fun! Enjoy a quiet downtown getaway to enjoy the pool, biking, paddle board or walk the beautiful Riverwalk.Full kitchen! (* We had NO Damage from Hurricane and home is Not in Flood Zone).

Guest favourite
A charming guest house exterior is showcased, featuring a sloped roof and large glass doors. The inviting solarium area displays comfortable seating arrangements. Lush green plants are positioned beside the entrance, and the space is surrounded by well-maintained artificial grass, enhancing the outdoor atmosphere.
Guesthouse in Tampa
4.95 out of 5 average rating, 335 reviews

Tiny House Oasis Blue Vatican . Near MacDill Base

Enjoy this small and beautiful Oasis, a perfect hideaway to forget about the noise of the city, relax with the aroma diffusers and your favorite music; In the mornings fall in love with our solarium while having a good coffee. We are located in South Tampa just 3 minutes away from the MacDill Airbase. 5 min Picnic Island Park, 10 min Port Tampa Bay Cruise and Downtown, 15 min International Airport. 15 min Raymond James Stadium, 40 min Clearwater Beach. Free Parking for up to 2 cars.

Top Guest favourite
Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.
Cottage in Tampa
4.98 out of 5 average rating, 241 reviews

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.

Top Guest favourite
A combined living and sleeping area is shown, featuring a spacious bed with a black and white plaid coverlet. A kitchenette with modern appliances is visible, alongside a small dining space accommodating two stools. A futon, designed for ample seating, is situated to the side.
Guest suite in Tampa
4.96 out of 5 average rating, 265 reviews

Soothing Breeze

This is a private studio suit located at Carrollwood community. Easy access to Supermarket, Veterans Express Way. There is a fridge, microwave, coffee maker. TV with Roku , Netflix and spectrum channels with wireless internet.There is a queen size bed, individual futon, full bathroom, small dinning room. Nearby Places: TPA Airport 12 miles, 15 ‘ Raymond James Stadium 11 miles 18’ Citrus Park Mall 1.9 miles, 6 ‘ Busch Garden 11 miles, 33 ‘ Adventure Island 11 miles, 28’

Top Guest favourite
The room features a spacious bed with light bedding and accent pillows. Nightstands and lamps are located on either side. A desk and chair are visible in the corner, while a window with light curtains allows natural light to enter the room.
Guest suite in Tampa
4.97 out of 5 average rating, 135 reviews

Private Studio w/Free Parking Walk to Bucs Stadium

Charming private studio just minutes from Raymond James Stadium. Enjoy a private entrance, furnished outdoor area, kitchenette, A/C, smart TV, and free parking(for 2spots). Perfect for business or leisure travelers attending local events. Conveniently located near the airport and downtown. Relax in a quiet, well-equipped space with self check-in, fresh linens, coffee, and all the essentials for a pleasant stay. Great location, safe neighborhood, and fast Wi-Fi included.

Top Guest favourite
A modern bedroom features a spacious bed with a unique wooden slatted frame. Light-coloured walls and grey curtains frame a window, while a large piece of wall art adds a touch of nature. Air conditioning is provided for comfort.
Guest suite in Tampa
4.96 out of 5 average rating, 242 reviews

"Chic/cozy Petite Studio •"Spa-Inspired Shower”P2

Welcome to your serene hideaway in Citrus Park, where modern comfort meets thoughtful design. Just 11 minutes from Tampa International Airport, this stylish and private studio is the perfect spot for couples, solo travelers, or business guests seeking a peaceful and rejuvenating stay. Located in a quiet, safe, and central neighborhood, you’ll enjoy a private entrance, free on-site parking, and easy access to restaurants, grocery stores, and major Tampa attractions.

Guest favourite
Guest suite in Tampa
4.95 out of 5 average rating, 213 reviews

A&A Suite Near Tampa International Airport

A&A, the place to arrive on time for your flight. If you are traveling by plane for business, vacation or personal matters, A&A suite allows you to be 4.1 miles from the TPA. The comfortable, spacious room, with private bathroom, independent access and free parking, workplace, Wi-Fi. Strategic location to explore Skyway Park with tennis courts and playground. Golf fan? Visit Rocky Point Golf Course and Cypres Point Park, to enjoy the beach and a sunset.

Guest favourite
A cozy suite features light blue walls and a spacious bed dressed in dark linens. A small bathroom is visible, alongside a wooden table and green armchair. An artwork depicting a boat hangs on the wall, and a TV is mounted for entertainment.
Apartment in Tampa
4.93 out of 5 average rating, 159 reviews

The Mediterranean Suite

Inviting and roomy suite featuring a fully stocked kitchen, private bathroom, and a charming fenced yard ideal for unwinding or enjoying your morning coffee. Just a 5-minute stroll from beautiful River Hills Park, and minutes from Busch Gardens, USF, and downtown Tampa. Close to dining, shopping, and entertainment, with a peaceful and cozy space to return to. Whether you’re seeking fun or relaxation, this suite is the perfect suite for your stay.

Top Guest favourite
A cozy living area features a brown sofa paired with two woven stools. A fireplace is elegantly styled with stacked logs, while soft lighting illuminates the space. A small dining table with wooden chairs is positioned near a window, enhancing the inviting atmosphere.
Apartment in Tampa
4.97 out of 5 average rating, 153 reviews

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.

Top Guest favourite
A dining area features a wooden table paired with two chairs, positioned near expansive glass windows that overlook a pool area. Sunlight filters through the glass, illuminating the space and providing a view of lounge chairs beside the water and surrounding trees.
Guest suite in Tampa
4.95 out of 5 average rating, 297 reviews

Tranquil poolside guesthouse on the river

The apartment is on the Hillsborough River surrounded by nature but only 3 minutes away from the great restaurants, bars and breweries of Seminole Heights. It is walking distance to Lowry Park Zoo and park. Spot the beautiful Florida wildlife up close from the river dock. Soak in the outdoor pool surrounded by mature live oaks or take a canoe out on the river. Top beaches are 35 minutes by car. Great for a couple or a small family.

Popular amenities for Hillsborough County holiday rentals

Destinations to explore