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.

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Top guest favourite

Home in Historic Old Northeast

Mid-century cottage on Coffee Pot Bayou in Old NE

TEXT US REGARDING SHORTER STAYS AND DISCOUNTED SEASONAL STAYS. Water views of Coffee Pot Bayou and private dock! Due to owner's severe allergies NO SERVICE ANIMALS OR GUIDE DOGS. It is a 30 minute walk to Vinoy Park. This beautiful home is located in the Old Historic Northeast neighborhood with relaxing water views of Coffee Pot Bayou. This lovely residence is perfect for anyone looking to enjoy the best of Saint Petersburg. Public kayak, small boat, or canoe launch at nearby Coffee Pot Park.

5.0 out of 5 average rating, 9 reviews

Guest favourite

A private outdoor area features a golf putting green with a textured surface, a jacuzzi with soft blue hues, and a wooden pergola. Near the pergola, a grill is provided alongside comfortable seating. Vibrant green walls and string lights enhance the inviting atmosphere.

Guest house in Tampa

"Luxury Casita/Jacuzzi/Bush Gardens/USF/Casino"

Private townhouse style unit with its own entrance, parking, patio, and outdoor amenities. Attached to another Airbnb unit but completely separate with its own entrance and outdoor space. Enjoy this modern Tampa getaway with jacuzzi, pergola and putting green. Minutes from Busch Gardens, USF, and Seminole Hard Rock Casino. Features a modern kitchen, Smart TVs, Wi-Fi, and outdoor space. No parties, events, gatherings, or loud music permitted. Please respect quiet hours and neighboring guests.

4.97 out of 5 average rating, 182 reviews

Top guest favourite

A serene outdoor space features a sparkling pool framed by lush tropical landscaping. A relaxing spa is integrated into the pool area, accompanied by comfortable lounge chairs. A shaded cabana and grilling station are visible in the background, enhancing the inviting ambiance.

Home in Tampa

The Jungalow SOHO - Pool/Hot Tub

The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.

4.94 out of 5 average rating, 143 reviews

Guest favourite

A modern open-concept living area features a sleek kitchen with granite countertops and stainless steel appliances. The space is well-lit by recessed lighting and natural light streaming through the windows. Comfortable seating arrangements are visible, along with a fireplace that adds a cozy touch.

Home in Carrollwood

Family-friendly getaway home in the heart of Tampa

Modern home in the heart of Tampa. Within great distance from amazing entertainment, restaurants, cafes, bars, breweries, and much more. Perfect for weekend getaway, business trip, staycation, work-from-home alternative, or cozy home base while exploring everything Tampa has to offer. Step inside to find a bright and spacious living room with tile floors and plenty of natural light. The modern kitchen boasts granite countertops, stainless steel appliances, and everything you need to cook.

4.81 out of 5 average rating, 121 reviews

Guest favourite

Home in Clearwater

Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade

Welcome to Clearwater Tranquility- Our unique space offers endless amenities and fun! With over 5000sq ft there's room for the whole family to enjoy. Most rooms have a view of the yard &pool! Inside includes a movie theatre, 3 dining spaces, 2 living rooms, 2 primary bedrooms, game room, yoga studio,arcade games, home gym/sauna and a wet bar to make your favorite cocktails or juices. Outside presents an Olympic sized swimming pool, pickle ball, mini golf, outside dining, fire pit &more

4.93 out of 5 average rating, 121 reviews

Guest favourite

A spacious living area features a light gray sectional sofa positioned in front of a coffee table adorned with a small flowering plant. Double glass doors lead to an outdoor space, while potted plants add a touch of greenery to the neutral-toned room.

Townhouse in Tampa

3bd/2.5 bath townhome Bayshore Beautiful

Beautiful 3 bedroom, 2.5 bath in South Tampa. 2 blocks off Bayshore Blvd. Walk to Counter Culture and Barcelona Wine Bar. 1 mile to Hyde Park, 2 miles to downtown and Convention Center, 3 miles to Ballast Point, 4 miles to MacDill AF, 5 miles to Raymond James stadium, 13 miles to Busch Gardens, 24 miles to Clearwater Beach. Each bedroom has a queen bed. Additional queen air mattress is available. Each bedroom has smart HD TV. Keypad for entry and ring doorbell mounted next to door.

4.85 out of 5 average rating, 343 reviews

Top guest favourite

Home in Town 'n' Country

Traditional Home in Tampa

Our recently remodeled home features a beautiful private pool with fully automated controls for easy enjoyment. Inside, you'll find modern electronics and amenities designed for comfort and convenience. Located just 7 miles from Tampa International Airport, we’re also close to top attractions like Busch Gardens, Raymond James Stadium, and Downtown Tampa. Enjoy the privacy of a spacious pool home tucked away in a quiet cul-de-sac—perfect for relaxing after a day exploring Tampa Bay.

4.97 out of 5 average rating, 94 reviews

Top guest favourite

The entrance of a bungalow features a bright yellow front door framed by lush green tropical plants. A stone pathway leads up to the door, flanked by manicured landscaping, creating an inviting entryway. Two windows are visible, adding charm to the home’s facade.

Bungalow in Tampa

Lemon House near Downtown Tampa

Settle in at The Lemon House, our 1949 2/1 bungalow, offers a central location to all of what Tampa offers. North Hyde Park is minutes from UT & Tampa’s Downtown scene: Armature Works, Riverwalk, Historic Hyde Park, The Heights & Bayshore. Prime for conventions, concerts, the port, sport attractions, Zoo, Aquarium, Busch Gardens & Beaches (30mins). Overall central for an eclectic variety of restaurants, parks, breweries and nightlife.

4.95 out of 5 average rating, 372 reviews

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.

Flat in Historic Hyde Park

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.

4.98 out of 5 average rating, 187 reviews

Superhost

A modern kitchen features white cabinetry and stainless-steel appliances, including an oven and refrigerator. Large windows allow natural light to fill the space, enhancing the light wood flooring. A small potted plant rests on a woven mat, adding a touch of greenery to the room.

Home in Palmetto Beach

Cozy Historic & Chic Home ~ 6 mins from downtown

Step into Tampa history with this renovated 1910 home in Palmetto Beach! Blending historic charm with modern comforts, this cozy retreat is minutes from downtown Tampa, Ybor City, the cruise port, and Amalie Arena. Walk or bike to DeSoto Park for waterfront views or explore top dining and nightlife nearby. Cruise Port: 2 miles Convention Center: 2 miles Amalie Arena: 2.5 miles Sportsplex of Tampa: 6 miles Tampa Airport: 9 miles

4.9 out of 5 average rating, 158 reviews

Guest favourite

A well-lit living area features a large abstract painting with blue and orange tones. Two gray armchairs are placed in the foreground, complemented by a wooden sideboard. A dining table with chairs is visible in the background, along with a modern kitchen setup.

Home in Tampa

Chic cozy King Bed private Home

Welcome to your Tampa home away from home! Enjoy sunny beach days, top restaurants, and Florida fun. After exploring, relax in comfort with everything you need for a longer stay. Located at the end of iconic Bayshore Blvd and near MacDill Air Force Base, you’ll be close to the action yet tucked away in a peaceful spot. Whether you're here for work or play, this cozy retreat makes every stay easy, enjoyable, and memorable.

5.0 out of 5 average rating, 11 reviews

Guest favourite

A private pool area is surrounded by lush greenery, featuring a spacious pool with a spa at one end. Sunlight reflects off the clear water, highlighting the relaxing atmosphere of the outdoor space.

Home in Tampa

Tampa Waterfront Heated Pool/ Hot Tub Oasis w Dock

Enjoy this South Tampa waterfront pool home, centrally located off Westshore. Close proximity to Clearwater, downtown Tampa, and Orlando. Featuring brand new contemporary finishes and breathtaking views. This home Is monitored on video surveillance on the exterior corners of the home as well as the back yard and front door ring camera. Device will record during reservations. No parties of any kind will be permitted.

4.92 out of 5 average rating, 171 reviews