
Guesthouse vacation rentals in Hillsborough County
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Hillsborough County
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Pool Side Getaway, Walk/Bike Tampa River Walk
Experience Tampa from our little slice of Heaven right in the heart of Tampa Heights. This is a detached private Pool House in our backyard. At 264 sqft, It has a full Bath, Kitchen, and studio space with a Queen memory foam mattress, and work space / breakfast table. Enjoy the Pool and its tropical surroundings or just relax in a lounge chair. We are walking distance to Lee’s Pizza, Armature Works, River Walk, and much more... Included is a smart TV, WIFI, and Two Bicycles to go explore.

9 Mins to Downtown, Full Kitchen, KingBed, Balcony
Freshly remodeled second story apartment in a charming 1920's guest house located in trendy Seminole Heights just North of downtown Tampa with easy on/off from I-275. Features a full kitchen, living room, king bedroom, bathroom, and balcony. Walk to restaurants, hip bars, and shops, or stroll the tree-lined streets of 100+ year old houses. Minutes from all Tampa has to offer: Busch Gardens, Zoo, Downtown, Riverwalk, Hard Rock Casino, USF. Come and relax at this inclusive and welcoming space.

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.

Beautiful Private Casita Close to Everything
Splendid newly constructed guesthouse near downtown Tampa! Private and quiet! Lots of great amenities, including free use of 2 bikes! Free parking on-site. Private entrance. Close to Tampa Airport, Raymond James Stadium, Benchmark International Arena and more! Walk to Tampa's Riverwalk and Armature Works entertainment complex. Free wifi, television and a designated workspace. Murphy bed stows away for extra living space during the day. Owners live on site to quickly address concerns.

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 Lemon Studio Near Downtown Tampa
Settle in at the newly built lemon studio, a modern but cozy centrally located studio just outside of downtown Tampa. North Hyde Park is just a few minutes from the airport and has easy access to the interstate. The studio has many walkable restaurants and parks. Enjoy nearby the University of Tampa, breweries, Sparkmans Warf, River Walk, Armature Works, shopping in Hyde Park Village and many local attractions... Parking available/Self-check in, come and goes as you please.

Cozy Tropical Guesthouse for Two
Welcome to our charming guesthouse in Riverside Heights, a safe and centrally-located neighborhood — 10 minutes from Downtown Tampa. This unique retreat for two has tropical vibes, a loft sleeping area, a well-stocked kitchen, and a private patio. Newly built from floor to ceiling, it is filled with stylish decor and luxurious furnishings. Your hosts include a Tampa native and food writer which means you’ll get the best recommendations on things to do and places to eat!

Private King 1-BR Guest Suite in Prime Hyde Park
Enjoy your stay in a brand new 1BR guest suite centrally located in a beautiful HIstoric Hyde Park location with private parking in the alley. Its walking distance to Bayshore, Hyde Park Village, and the bars and restaurant in SoHo. This cozy unit has a king bed in the BR and queen-size pullout couch with a memory foam mattress. Its equipped with wifi, 2 smart TVs, a walk in shower with rainfall shower head, microwave, keurig coffee maker, mini fridge and washer/dryer.

Crescent Heights/St. Petersburg Entire Guest House
If you are looking for a clean, cute place to stay, you’ll love our studio guesthouse! Our contemporary 350-square-foot remodeled garage apartment is located in the tranquil, tree-lined neighborhood known as Crescent Heights. We are a 5 minute ride to downtown St. Pete where you can sample many great restaurants, breweries, museums and shops. The Gulf beaches are 25 minutes away and downtown Tampa is a 40 minute ride. Unit has private parking and queen size bed.

"Luxury Casita/Jacuzzi/Bush Gardens/USF/Casino"
Welcome to Tampa Luxury Casita, a stylish and centrally located retreat featuring a relaxing jacuzzi and a private golf putting green. Located within walking distance to Busch Gardens, this beautifully designed space offers modern amenities, cozy comforts, and easy access to top attractions. Whether you're here for a weekend getaway or an extended stay, our casita promises a luxurious and unforgettable experience. Book now and enjoy the best of Tampa Bay!

Sonia's Little House
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.

Relax in the tampa bay area #1
I invite you to spend your vacation, a romantic getaway or simply a work stay in this accommodation decorated and equipped with everything you may need to just relax and enjoy. It is conveniently located: Tampa International Airport: 3.5 miles Bush Gardens: 15 miles. Clearwater Beach: 20 miles. International Plaza and Bay Street: 4.3 miles Raymond James Stadium: 6 miles.
Popular amenities for Hillsborough County guesthouse rentals
Family-friendly guest house rentals

Stylish☀Mini Mint Bungalow☀10 mins from downtown

Charming Carriage House in Hyde Park Village SoHo

Stylish Hyde Park MIL suite. Excellent location.

La Casa Azul - Private Detached Guest House

C'est La Vie [RENOVATION COMPLETED JUNE 2020]

Coastal in the Heights

Walk to Downtown St Pete-Nightlife, Bay & Museums

Riverside Heights Guest House
Guest house rentals with a patio

Stylish guesthouse 1-BR 2 miles from Busch Gardens

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Cozy Palma Ceia Cabana close to Westshore & TIA [Airport]

Peaceful & Private Dreamy Lodge TPA, DWTN, Beaches

Oasis historic cottage w/Tropical Patio/Parking

St Pete Casita Studio with Salt Water Pool & Yard

The Highland Hideaway

private detached guesthouse near Ybor and Downtown
Guest house rentals with a washer and dryer

Crescent Heights Cottage

Luxe Apartment | Water Views | Covered Balcony

Cozy Coastal Casita

Adorable South Tampa Two-Story Guest House

Dee's 5-star Tampa Location Unit 1

Cottage on Pinellas Bike Trail

Seminole Heights Riverside Paradise w/Pool

Cozy Suite
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