Holiday rentals with outdoor seating in Hillsborough County

4.96 out of 5 average rating, 264 reviews

"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, and free parking on premises 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.

4.86 out of 5 average rating, 1,041 reviews

A charming cottage exterior is framed by lush tropical plants and colorful flowers. Double French doors are highlighted with decorative glass, leading to a welcoming entrance. Brick flooring extends to the doorstep, adding to the cozy, inviting feel of the outdoor space.

Guest house in Tampa

Charming private guest house.

Our charming one bedroom guest cottage on Davis Islands sleeps 2 (queen-sized bed). Bathroom with large shower. Clean and cozy room has cable tv, wi-fi, mini fridge, microwave, Keurig coffee maker. Gorgeous neighborhood, walking distance to downtown DI restaurants, coffee shops, rentable bikes, Amalie Arena, the Riverwalk, Hyde Park, downtown Tampa, the Convention Center, Channelside & TGH. 2 miles from cruise port. 15 min. drive to Bush Gardens. Enjoy the sunset at the end of the island.

4.97 out of 5 average rating, 116 reviews

A two-story guest house is shown with a well-maintained exterior. The image features a staircase leading to the upper level and a spacious pool area with surrounding pavers. An outdoor dining space with a table and chairs is visible, providing options for relaxation and enjoyment.

Home in Tampa

Entire Guesthouse - Tampa

Looking for a great stay in Tampa? This is the perfect place! One bed bedroom and one bath upstairs guest house that is detached from the main house. Located in a family-friendly neighborhood, this gem is centrally located to everything Tampa has to offer. Pool is not part of listing. Parking is in the street in front of house. No more than 1 vehicle per renter. Perfect for short term stay! Close to: TPA - 12 min Downtown Tampa - 8 min Raymond James Stadium - 10 min Amelie Arena - 9 min

4.95 out of 5 average rating, 353 reviews

A charming guest house exterior is showcased, featuring a sloped roof and large glass doors. The inviting solarium area displays comfortable seating arrangements. Lush green plants are positioned beside the entrance, and the space is surrounded by well-maintained artificial grass, enhancing the outdoor atmosphere.

Guest house in Tampa

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.

A cozy master bedroom is depicted with soft blue walls and ambient lighting from two bedside lamps. A spacious bed, adorned with a neutral-tone blanket, is centered against the wall. An air conditioning unit is mounted above, ensuring comfort during warmer days.

4.91 out of 5 average rating, 407 reviews

The Oak

Enjoy a comfortable stay in our well-appointed guest suite, featuring a kitchen, dining area, spacious master bedroom with a king-size bed, and a full bathroom that includes a Smart TV and fast Wi-Fi for your convenience. Families traveling with little ones, we provide a Pack ’n Play (for children up to 2yr) upon request, along with a high chair and a formula warmer. Free parking spot on the left side of the driveway. Suite private entrance opens to a small, peaceful and relaxing patio

Guest favourite

A sleeping area features a spacious bed dressed in a deep maroon coverlet with blue accents. A nightstand with a lamp is situated beside the bed. Light filters through sheer white curtains, and decorative floral arrangements are displayed nearby.

4.88 out of 5 average rating, 218 reviews

Private Studio in Tampa, FL

Centrally located. 15 min from Tampa International Airport 8 min from I-275 14 min from Bush Gardens 13 min from Adventure Island 14 min from Downtown 15 min from Ybor City 18 min from Tampa Riverwalk 7 min from Zoo Tampa at Lowry Park 20 min from Florida Aquarium 8 min from Raymond James Stadium 16 min from University of South Florida 9 min from St. Joseph,s Hospital 4 min from Florida Hospital Carrollwood 17 min from Moffitt Cancer Center 16 min from Port Tampa Bay Cruise Terminal

The room features a spacious bed with light bedding and accent pillows. Nightstands and lamps are located on either side. A desk and chair are visible in the corner, while a window with light curtains allows natural light to enter the room.

4.97 out of 5 average rating, 152 reviews

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.

Guest favourite

A cozy suite features light blue walls and a spacious bed dressed in dark linens. A small bathroom is visible, alongside a wooden table and green armchair. An artwork depicting a boat hangs on the wall, and a TV is mounted for entertainment.

4.92 out of 5 average rating, 168 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.

The living area features a tan leather sofa, a colorful area rug, and a round dining table surrounded by chairs. A TV is mounted on the wall, and natural light enters through large windows. A glimpse of the rear bedroom is visible beyond the seating area.

4.95 out of 5 average rating, 142 reviews

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.

A cozy living area features a light-colored sofa paired with a stylish armchair. A wooden coffee table sits centrally, showcasing decorative items. Natural light enters through a large window, while a guitar leans against the wall beside a neatly stacked log fireplace.

4.99 out of 5 average rating, 276 reviews

Casita Serena ~ A Unique Historic Hyde Park Home

Welcome to Casita Serena! The Casita is one of four residences in our beautiful 100 year old home. The home sits on a quiet street in the Old Hyde Park district. Walking distance to Bayshore Boulevard, and the shops and restaurants of Hyde Park Village. The Casita is a place to relax and reset. Designed with a ‘serene’ vibe in mind, this property would be a perfect refuge for couples or even the business traveler.

Guest favourite

A compact kitchen is presented with light-colored cabinetry and a granite countertop. A stainless steel microwave and a coffee maker are positioned on the countertop. Natural light enters through a window beside the door, enhancing the bright and clean aesthetic.

4.85 out of 5 average rating, 211 reviews

Hotel "Amanecer" a paradise where you will find peace.

Cozy apartment in the sunshine state! This fantastic, recently renovated piece of heaven has all the benefits of a private suite at a single room rate. Centrally located in the heart of Tampa Bay, you'll be minutes away from enjoying all of Tampa's top attractions (Tampa International Airport, Clearwater Beaches, Bush Gardens, Adventure Island, and more) and will absolutely enjoy your stay.