
Holiday rentals in Hillsborough County
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Hillsborough County
Guests agree: these stays are highly rated for location, cleanliness and more.

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).

Now Reopened! - The Highland Hideaway
Enjoy our beautiful guest house privately for up to two guests. Perfect for the solo traveller or couple looking to see and do the best Tampa has to offer! Located less than 15 minutes from the Tampa River Walk, Downtown Tampa and Ybor City, and less than 10 minutes from Busch Gardens Amusement Park and the famous Zoo Tampa, your options are many. From restaurants to kayaking, bike trails to BBQs... We welcome you to find your peace (or adventure) as you nestle in at The Highland Hideaway.

K4 Mimi’s Ste Casino
THIS SPACE IS FOR THE EXCLUSIVE USE OF ONLY TWO GUESTS. You get the entire suite. With a modern open concept this suite is private and convenient, ideal for a romantic getaway or just for a business travel or vacation. Walkable distance to Seminole Hard Rock & Casino. It has a kitchen, a cozy queen bed, bathroom, 55” TV (Roku) Internet (Wi-Fi) and private entrance. Located nearby many attractions (Bush Garden, Adventure Island Parks, Downtown Town, Restaurants and Florida State Fairgrounds.

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.

cute comfy & cozy 2nd Floor Guest Suite (Seashell)
Welcome to my 400sqf one bedroom second floor Mother-In-Law private guest suite. Its very cute and cozy. Once you come up the stairs, you will find a deck with outside sitting to enjoy the great Florida weather. Inside there is a full kitchen with everything you need to cook a meal and relax on the sofa and watch some streaming shows before heading to your even or wonder around ybor city or down town. My place is in a neighborhood about 1-4 miles from most of what Tampa has to offer.

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.

King Bed~ Stylish, Bright & Cozy 4 min to Downtown
Discover the perfect blend of style, comfort, and convenience at our 3BR 3Bath Tampa Heights Oasis, a gem nestled in the city's heart, just minutes from Downtown Tampa. This vibrant neighborhood boasts excellent restaurants, shops, attractions, and landmarks, making it an ideal base for your Tampa getaway. ✔ 3 Cozy Bedrooms w/ Premium Bedding ✔ Open Concept Living Area ✔ Fully Equipped Gourmet Kitchen ✔ Smart TVs ✔ Fast Wi-Fi (300 Mbps) ✔ In-Unit Washer/Dryer ✔ Free Parking

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’

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.

"Chic/cozy Petite Studio •"Spa-Inspired Shower. 1”
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.

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.

2 BR 1 Bath; 2 Queen beds, Marble Walk-in Shower!
Experience Modern Comfort at an Affordable Price. Enjoy a stylish experience at this centrally-located place in Tampa’s Seminole Heights. Completely rebuilt and designed for long and short term comfort and luxury! This 910 sf apartment is tucked away in a cozy neighborhood within walking distance to Starbuck! 17 mins from the airport, 15 mins to Stadium, and Ybor City, 7 mins to Lowry Park Zoo, 9 mins to Downtown, and 12 mins to Amalie Arena.
Popular amenities for Hillsborough County holiday rentals
Other great holiday rentals in Hillsborough County

NEWstudio+WAlK toStadium+Kitchen

Cozy House with perfect location

Beautiful & Brand New Cottage perfectly located!

The Sea Turtle Suite 𓆉 Corner Unit with Bay Views

Beautiful central new studio

Mini casa

On the rocks

Charming Studio Getaway
Destinations to explore
- Aparthotel rentals Hillsborough County
- Rentals with an EV charger Hillsborough County
- Rentals with a washing machine and dryer Hillsborough County
- Flat rentals Hillsborough County
- Rentals with a fireplace Hillsborough County
- Luxury rentals Hillsborough County
- Boat rentals Hillsborough County
- House rentals Hillsborough County
- Waterfront rentals Hillsborough County
- Rentals with a sauna Hillsborough County
- Family-friendly rentals Hillsborough County
- Rentals with outdoor seating Hillsborough County
- Rentals with a patio Hillsborough County
- Rentals with pools Hillsborough County
- Private suite rentals Hillsborough County
- Rentals with beach access Hillsborough County
- Hotel rentals Hillsborough County
- Cottage rentals Hillsborough County
- Fitness-friendly rentals Hillsborough County
- Rentals with a firepit Hillsborough County
- Bed and breakfasts Hillsborough County
- Guest house rentals Hillsborough County
- Rentals with a cinema Hillsborough County
- Farm stay rentals Hillsborough County
- Townhouse rentals Hillsborough County
- Beachfront rentals Hillsborough County
- Rentals with an accessible-height bed Hillsborough County
- Rentals with a hot tub Hillsborough County
- Rentals with lake access Hillsborough County
- Pet-friendly rentals Hillsborough County
- Apartment rentals Hillsborough County
- Tiny house rentals Hillsborough County
- Rentals with a kayak Hillsborough County
- Rentals with breakfast Hillsborough County
- Smoking-friendly rentals Hillsborough County
- Villa rentals Hillsborough County
- Loft rentals Hillsborough County
- Rentals with an accessible-height toilet Hillsborough County
- Boutique hotel rentals Hillsborough County
- Resort rentals Hillsborough County
- Bungalow rentals Hillsborough County
- Anna Maria Island
- Weeki Wachee Springs
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Reunion Resort Golf Courses - Palmer & Watson
- Coquina Beach
- Lido Key Beach
- Anna Maria Public Beach
- Cortez Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Island H2O Water Park
- Streamsong Resort
- Gulfport Beach Recreation Area
- Jannus Live
- ChampionsGate Golf Club
- Southern Dunes Golf and Country Club
- ZooTampa at Lowry Park
- North Beach
- Adventure Island
- River Strand Golf and Country Club
- Things to do Hillsborough County
- Nature and outdoors Hillsborough County
- Art and culture Hillsborough County
- Sightseeing Hillsborough County
- Sports activities Hillsborough County
- Tours Hillsborough County
- Things to do Florida
- Sightseeing Florida
- Wellness Florida
- Tours Florida
- Art and culture Florida
- Nature and outdoors Florida
- Entertainment Florida
- Food and drink Florida
- Sports activities Florida
- Things to do United States
- Sightseeing United States
- Entertainment United States
- Wellness United States
- Tours United States
- Food and drink United States
- Art and culture United States
- Sports activities United States
- Nature and outdoors United States