Holiday rentals 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

Home in Tampa

4.94 out of 5 average rating, 141 reviews

*The Fremont* Walk to Hyde Park, Dine, Relax!

The Fremont @HydePark is a stunning bungalow located in the heart Tampa's most attractive districts. Located less than .3 miles from Hyde Park Village and only .3 miles from South Howard. Both are easily walkable and filled with some of the top restaurants and bars in Tampa! Consisting of 2 beds, 1 full bath, living, kitchen, and dining area, not to mention a front porch to enjoy that morning cup of coffee on! Professionally designed and centrally located, The Fremont @Hydepark won't disappoint!

Guest favourite

Home in Tampa

4.93 out of 5 average rating, 220 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).

Top guest favourite

Campsite in Thonotosassa

5 out of 5 average rating, 225 reviews

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.

Top guest favourite

Apartment in Tampa

4.98 out of 5 average rating, 219 reviews

PondView/Pool/Pickleball/Dryer/Washer/Ground Floor

Pond View ground floor Condo located in within minutes of Tampa Bay's main attractions: Bush Gardens, Hard Rock Cafe and Casino, Tampa Aquarium, Top Golf, Ybor City, Convention Center, I FLY and shopping malls. Condo has a large Resort Style pool, Keyless entry, washer/dryer in the unit and owner on site for if needed. Pickleball, Tennis court, Volleyball, Disc Golf and 24/7 Gym also available. Relaxing community with several ponds and trails to be explored near the unit. FUN/SUN/Business

Top guest favourite

Home in Tampa

4.99 out of 5 average rating, 136 reviews

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!

Guest favourite

Flat in Tampa

4.97 out of 5 average rating, 339 reviews

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

Guest favourite

Guest suite in Tampa

4.95 out of 5 average rating, 202 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.

Top guest favourite

Cottage in Tampa

4.97 out of 5 average rating, 207 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, 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. Pet fee $50.

Guest favourite

Flat in Tampa

4.92 out of 5 average rating, 141 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

Flat in Tampa

4.97 out of 5 average rating, 130 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.

Guest favourite

Guest suite in Tampa

4.96 out of 5 average rating, 104 reviews

Studio with private entrance and bathroom

A private studio attached to a home. Has its own private entrance. And will feel like you're in hotel room. Located in the heart of Tampa! 15-20 minutes to downtown or the airport, and about 30-45 minutes to Clearwater beach. Also within a 5 mile radius of USF, Busch Gardens, and the Moffit Center. You have 1 free parking space to go along with it in the driveway. Extra fee for Early check in and beach equipment if needed.

Guest favourite

Bungalow in Tampa

4.99 out of 5 average rating, 312 reviews

Cozy AF Jungle-House Hideaway

We invite you to the **Cozy AF Jungle House**! Step into the foliage and immerse yourself in the jungle vibes. With every glance, you'll discover something new—from the sabretooth tiger skull to the romantic hot tub and even a crystal hanging banana. Adventurers, dare to play Jumanji if you’re feeling bold! Our goal is not just to provide a place to stay, but an experience you’ll cherish forever.