
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.

Allison Palms Luxury Tampa Townhome + Pool
This beautifully furnished home comfortably hosts up to 6 adults and is perfectly located at the I-4 and I-75 junction for easy access to Tampa’s top attractions. Enjoy a spacious open layout with stylish designer décor, luxury beds, fully equipped kitchen, and ample storage. The community pool with shaded seating is just across the street. Airports, Disney, beaches, Busch Gardens, and Tampa’s stadiums and arenas are all within an hour or less, making this the ideal hub for your Florida getaway.

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 Palm Tree Getaway
Ever stayed the night in the woods? Cross it off the bucket list with our ‘tiny-house’ style stay near the Hillsborough State Park. Rated #7 on PureWow as one of the 20 Best Airbnb Cabins. This brand new luxury tiny home was thoughtfully crafted to capture the natural beauty of its old Florida virgin forest surroundings. Glamping at its finest with the best modern conveniences like a full gourmet kitchen, spa like shower, 1G FiberWi-Fi Internet, TV, and a super quiet Mini SplitAC & Heating.

Tranquil Davis Islands duplex overlooking water
Discover an inviting Davis Island apartment. This cozy unit offers both comfort and fully stocked for everyday convenience. Explore nearby beaches, a vibrant dog park, and Main Street's diverse dining options. Rest assured with a hospital just moments away. Embrace city life with downtown just a short bike ride away, providing an array of entertainment, shopping, and dining choices. Enjoy seamless access to essential amenities and markets in downtown, Ybor, Hyde Park, and the wider Tampa area.

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.

Tampa Bay Gem: 2BR Modern Apartment Hideaway
Welcome to your stylish oasis in Tampa Bay. Our thoughtfully designed apartment combines modern sophistication with the comforts of home, making it the perfect base for your next adventure. Minutes away from your desired Tampa Bay attractions plus more. Don't miss the chance to experience a stay from the comfort of this Hidden gem. Whether you're here for business or leisure, our apartment is your home away from home. Book your stay now and make memories that will last a lifetime.

Townhouse in Clearwater
Enjoy a stylish experience at this completely remodeled centrally-located Townhouse Spacious LR with 65" TV 100% Sanitized New SS kitchen appliances. New vinyl flooring throughout Beautiful 2 BR/1.5 bath Large primary bedroom with reach thru closet and a slider to an enclosed balcony. Both Bedrooms located on the 2nd floor along with Washer/dryer Near Golf Courses Clearwater Beach (8 mi) Pinellas Trail TPA Phillies Baycare Park Blue Jays TD Park Honeymoon Island Food/Shopping

Cozy AF Tiny-House Oasis
Awarded a *Unique Stay* by Airbnb, welcome to the **Cozy AF Tiny-House Oasis**, a rustic tiny home that started its journey as a world-traveling storage container. Now transformed into a charming cottage, it’s filled with unique and fun details waiting to be discovered. Enjoy the entire backyard, complete with a hot tub, koi pond, fire pit, hammocks, greenhouse, and even a bunny garden! Our goal is not just to offer you a place to stay but an experience you’ll cherish forever

Riverside Heights Guesthouse
Enjoy a stylish experience at this centrally-located Guest House. The guest house was built in November 2022. It has its own free private parking area off street and it's own private entrance. The guest house is conveniently located in the heart of Tampa. Just a short half mile walk to the Riverwalk and Armature Works. Just minutes from downtown Tampa, Ybor city, Raymond James Stadium, University of Tampa, Tampa airport, and close to major highways and interstates.

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?

Sunny Tampa Gem, Has It All!
Welcome to this charming Tampa bungalow, perfectly located near the vibrant Seminole Heights shops and restaurants. Just minutes from Armature Works, this home offers both comfort and convenience. With 2 cozy bedrooms, 1 bathroom, and a fully equipped kitchen, it has everything you need for a perfect stay. The beautiful backyard is a true oasis, with plenty of seating to relax and enjoy the sunny Tampa weather. Your ideal getaway awaits!

Charming House 2B/2B Centrally Located Tampa Bay
Come and enjoy our house, 2Bedroom/2Bathroom with a clean full kitchen is the perfect place for your next vacation! This is an entire 1200sqft, AC, dryer/ washer, huge parking space, Smart TVs, internet/Wi-Fi, First AID and closet spaces. It fits up to 6 adults. This premium location offers small driving distance to restaurants and Super Walmart, is about 3 minutes to Westfield Citrus Park Mall. Busch Gardens (9 miles away).
Popular amenities for Hillsborough County holiday rentals
Other great holiday rentals in Hillsborough County

King Bed - Moffitt Home near USF, BushGarde

CasaBella

Charming Ranch in South Tampa/Palma Ceia

Beach Cottage 1210

The Modern Box

Luxury Wellness Retreat: Sauna&Cold Plunge Getaway

Condo Minutes From Clearwater Beach

Cozy on Bayshore
Destinations to explore
- Rentals with lake access Hillsborough County
- RV rentals Hillsborough County
- Rentals with an EV charger Hillsborough County
- Rentals with a hot tub Hillsborough County
- Rentals with breakfast Hillsborough County
- Boutique hotels Hillsborough County
- Resort rentals Hillsborough County
- Cottage rentals Hillsborough County
- Fitness-friendly rentals Hillsborough County
- Private suite rentals Hillsborough County
- Rentals with an accessible height bed Hillsborough County
- Pet-friendly rentals Hillsborough County
- Smoking-friendly rentals Hillsborough County
- Rentals with an accessible height toilet Hillsborough County
- Loft rentals Hillsborough County
- Condo rentals Hillsborough County
- Tiny house rentals Hillsborough County
- Serviced apartment rentals Hillsborough County
- Rentals with beach access Hillsborough County
- Hotel rooms Hillsborough County
- Rentals with a sauna Hillsborough County
- Beachfront rentals Hillsborough County
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- Rentals with pools Hillsborough County
- Holiday home rentals Hillsborough County
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- Rentals with a kayak Hillsborough County
- House rentals Hillsborough County
- Waterfront rentals Hillsborough County
- Farmstay rentals Hillsborough County
- Townhouse rentals Hillsborough County
- Family-friendly rentals Hillsborough County
- Rentals with a fireplace Hillsborough County
- Bungalow rentals Hillsborough County
- Guesthouse rentals Hillsborough County
- Rentals with a home theatre Hillsborough County
- Rentals with a washing machine and dryer Hillsborough County
- Rentals with a fire pit Hillsborough County
- Aparthotel rentals Hillsborough County
- Villa rentals Hillsborough County
- Apartment rentals Hillsborough County
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Dunedin Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Island H2O Live!
- Anna Maria Public Beach
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Jannus Live
- Reunion Resort Golf Courses - Palmer & Watson
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- River Strand Golf and Country Club
- Hard Rock Casino
- North Beach At Fort DeSoto Park
- Bok Tower Gardens
- Things to do Hillsborough County
- Nature and outdoors Hillsborough County
- Art and culture Hillsborough County
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- Sports activities Hillsborough County
- Sightseeing Hillsborough County
- Food and drink Hillsborough County
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