Guest house holiday rentals in Hillsborough County

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.

4.85 out of 5 average rating, 1,010 reviews

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.

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.

4.95 out of 5 average rating, 330 reviews

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.

The living area is furnished with a gray sofa and a coffee table positioned on a textured area rug. A flat-screen television is mounted on the wall, while natural light filters through two windows, complemented by minimalist decor featuring a black and white art piece.

4.9 out of 5 average rating, 263 reviews

cute comfy & cozy 2nd Floor Guest Suite (Seashell)

Welcome to my 400sqf one bedroom second floor Mother-In-Law private guest suite. Its very cute and cozy. Once you come up the stairs, you will find a deck with outside sitting to enjoy the great Florida weather. Inside there is a full kitchen with everything you need to cook a meal and relax on the sofa and watch some streaming shows before heading to your even or wonder around ybor city or down town. My place is in a neighborhood about 1-4 miles from most of what Tampa has to offer.

A spacious sleeping area features a modern white bed dressed in a black coverlet, complemented by matching throw pillows. A sleek dresser stands nearby, and the wall behind the bed showcases a stylish wavy pattern in black and silver. A small seating area with two chairs is visible.

4.97 out of 5 average rating, 304 reviews

Romantic Getaway*FREE Decor AnyOcassion*Relax Bath

A cozy place to have your vacation in Tampa, private entrance and parking.We include decorations for all occasions:birthday,wedding,special day, show your love, and more! Contact us with your ideas and we'll make this trip unforgettable! Located in a central area of Tampa, close to Bush Garden/Adventure Island, Raymond James Stadium,Tampa International Airport,Ybor City,Downtown Tampa,Clearwater Beach and more! Peaceful and centrally-located place to enjoy as a couple to your liking.

A small outdoor dining area is visible, featuring a round table with two woven chairs. The table is set with four glasses and decorative plates. A glass door leads into the interior space, allowing for easy access while enjoying the fresh air.

4.95 out of 5 average rating, 111 reviews

2 King Turtle Nest

We offer BAG DROP! Amazing value studio 3.5 miles from USF and 7 miles from Busch Gardens. Private entrance. The only studio with TWO KING beds in the area. The sofa is memory foam and opens up to California King. Outdoor space and off street parking for two vehicles. Unlike other studios, this unit also has its own on demand hot water source and it's own HVAC allow you to control your own room temp. Pets welcome with approval. Don't miss this amazing value stay.

An outdoor patio area is depicted, featuring two chairs positioned on a bed of white gravel. Potted plants add greenery to the space, while string lights are thoughtfully arranged above, contributing to a cozy ambiance. A wooden fence provides privacy and structure to the area.

4.97 out of 5 average rating, 390 reviews

Eco-Friendly Tampa Cottage - Full Kitchen+Parking

Close to Tampa’s best eats and entertainment! Our peaceful and eco friendly fully renovated space includes a full kitchen, queen memory foam bed, and comfy sleeper sofa—perfect for couples, solo travelers, or small families. Walk to a classic arcade and craft beer bar at the end of the street, or explore a huge selection of international cuisine nearby. Enjoy expansive off-street parking, a relaxing patio, and a non-toxic, environmentally conscious space.

A sleeping area features a spacious bed adorned with multiple pillows and a decorative bolster pillow. A collection of framed artwork is displayed on the wall above. A bedside lamp and a wooden nightstand are positioned nearby, adding functionality to the space.

4.79 out of 5 average rating, 124 reviews

La Casita de Sonia

Welcome to your perfect home base in Tampa! This charming and private efficiency unit offers everything you need for a comfortable stay—whether you're visiting for business, vacation, or an extended stay. Located in a quiet residential neighborhood just minutes from downtown Tampa, Raymond James Stadium, Midtown, and Tampa International Airport, you'll enjoy easy access to all the city’s highlights while coming home to a peaceful retreat.

Guest house in Town 'n' Country

4.99 out of 5 average rating, 270 reviews

Entire Guest House near Tampa airport

Welcome to our charming guest house! Located just 12 minutes away from Tampa Airport, 20 minutes from Raymond James Stadium, and a quick 35-minute drive from Clearwater, our entire guest house offers you convenience and comfort. With a private entrance, you'll have all the privacy you need. Whether you're here for a game, a beach getaway, or to explore the city, our cozy space is your perfect home base. Book now for an unforgettable stay!

Superhost

A cozy sleeping area is presented with a spacious bed covered in a decorative quilt. A piece of wall art adds character, while natural light filters in through a small window. A mirror panel reflects the room's tranquil atmosphere.

4.83 out of 5 average rating, 257 reviews

Cozy Suite

Hermosa suite acogedora en la bahía de Tampa, con patio amplio y lindo jardín para disfrutar de momentos agradables e íntimos al aire Libre. Habitación acogedora y totalmente equipada para su disfrute. Baño con ducha dentro de la habitación. Cuenta con cocina totalmente equipada y refrigerador. También dispone de comedor y un espacio con escritorio y silla para trabajar. Dispone de Wifi en toda la habitación

A modern seating area is highlighted by a light gray sofa adorned with a navy throw and decorative pillows. A glass coffee table displays a floral arrangement of white flowers in a silver vase, along with decorative objects and a book. Natural light filters through the window with blinds.

4.97 out of 5 average rating, 222 reviews

Paradise Suite

Enjoy the best newly guest house in Tampa Bay area!!! Located at West Tampa, just 2 minutes from Rymond James Stadium, 5 minutes from International Mall and 10 minutes fromTampa International Airport. Also have other nearby attractions like: downtown, Riverwalk, Amelia Arena, Sparksmann Wharf, Channelside Cruise Port, Amature Works, Casino, Busch Gardens, Tampa Zoo, beaches and much more!

A serene entrance area features a welcoming white door framed by two vibrant hanging flower baskets. Two outdoor chairs are positioned around a small table, providing a cozy seating space. Lush greenery and decorative plants enhance the inviting atmosphere.

4.97 out of 5 average rating, 224 reviews

Paz Apartment WiFi & Parking

Our apartment has a comfortable central location in zip code 33614, we are close to Tampa International Airport, Raymond James Stadium, Downtown Tampa, Ybor City, Busch Gardens, ZooTampa, and other entertainment places like the gulf coast beaches. We have independent parking for 2 cars, and a small porch in front of the place.

A modern living space is presented with a sleek kitchen and dining area. A large flat-screen TV is mounted on the wall across from a comfortable seating arrangement that includes a gray sofa and wooden chairs. Natural light is provided by nearby doors and windows.