Vacation rentals in Hillsborough County

Guesthouse in Davis Islands

4.86 out of 5 average rating, 1123 reviews

Charming private guest house.

Enjoy a private guest cottage tucked behind a beautifully restored historic Davis Islands home. The cottage, like the neighborhood, is exceptionally charming with a warm, coastal character that makes it special. It is close to so much, including downtown Tampa, Benchmark Arena, cruise port, waterfront parks, restaurants, cafes, and popular local attractions. Perfect for relaxing stays, it’s an ideal escape for couples or solo travelers looking for comfort, privacy, and a touch of island charm.

FamilyLocationLong stay

4.97 out of 5 average rating, 182 reviews

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.

Guesthouse 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.

LocationValueCondition

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.

4.94 out of 5 average rating, 143 reviews

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.

FamilyLocationCondition

4.81 out of 5 average rating, 121 reviews

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.

LocationValueAir conditioning

4.85 out of 5 average rating, 343 reviews

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.

ValueLocationCheckout

4.97 out of 5 average rating, 94 reviews

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.

ValueFamilyKitchen

Superhost

4.86 out of 5 average rating, 37 reviews

Heart of S Tampa| Near Beach, MacDill AFB| Hot Tub

Escape to your South Tampa sanctuary where tropical luxury meets ultimate convenience. • Perfect for families, business travelers, and military stays, this home features a private backyard oasis with a hot tub, treehouse-style deck, and fire pit. •Ideally located minutes from the pet-friendly Picnic Island Beach Park, MacDill AFB, TPA Airport, and top attractions like Busch Gardens 🎢✈️. • Enjoy a dedicated workspace, free parking, washer/dryer, and seasonal mango tree!

LocationFamilyQuiet

Apartment in Historic Hyde Park

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.

4.98 out of 5 average rating, 187 reviews

Casita Palma ~ Old Hyde Park

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.

LocationValueSolo travel

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.

5.0 out of 5 average rating, 11 reviews

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.

FamilyLocationParks

A covered patio area features a built-in seating arrangement with soft cushions, accompanied by a round coffee table. The space opens to a sparkling pool surrounded by wooden decking and lush greenery, offering a serene outdoor experience.

4.99 out of 5 average rating, 175 reviews

Hacienda Hideaway w/ heated pool

Welcome to the Hacienda Hideaway: a stunning Mediterranean-style retreat in historic West Tampa, Florida! Immerse yourself in the charm of this fully renovated and expertly designed home, boasting high-end finishes and luxurious touches throughout. Perfectly situated for convenience, the house is centrally located within ten minutes from the airport, stadium, downtown, shopping, restaurants, and the famous Riverwalk.

FamilyValueComfort

Superhost

Bungalow in Tampa

4.77 out of 5 average rating, 123 reviews

Tropical 1920s Bungalow with Saltwater Pool

Step into the charm of Old Florida with this 1920s South Tampa bungalow. Nestled beneath grand oak trees on a quiet corner lot in the eclectic Ballast Point neighborhood, this cozy cottage blends vintage charm with modern comfort. This inviting retreat features a tropical backyard oasis, complete with saltwater pool and cozy outdoor lounging areas. Perfect for morning coffee, afternoon sun, or evening swims.

FamilyValueLaundry

A cozy bedroom is highlighted by large windows that allow ample natural light. A spacious bed is adorned with soft bedding and decorative pillows in neutral and warm tones. A fresh plant is visible through the window, adding a touch of nature to the interior.