Guesthouse vacation rentals in Hillsborough County

Private Seminole Heights Guest Home

Nestled in Tampa's Old Seminole Heights (OSH) Neighborhood right along the Hillsborough River. This one bedroom, one bath with kitchenette cottage is sure to be a peaceful place to relax on your trip to the Tampa Bay Area. Our cottage has been recently renovated with all appliances, fixtures, and furniture brand new. It located on the backend of the property towards the end of the driveway and is located on a very quiet street. Parking is on-street parking, the driveway is for the main house.

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.

Casita Blue

Stay in Palmetto Park next to the Grand Central District and the Warehouse Arts district. This walkable neighborhood in St. Pete offers a wide variety of restaurants, bars and breweries. Downtown St. Pete entertainment is less than two miles away, and you can drive/rideshare to some of the best beaches in the world in 15 minutes. Tamp Int'l Airport is 30 minutes, Disney is 90 min, and Tropicana Field is 3/4 mile. This guesthouse offers an outdoor parking spot and w/d located in the garage.

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!

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!

Caffeinated Bungalito near Armature Works /75in TV

-BRAND NEW GUESTHOUSE!! -75 + 55 INCH TV -TURF BACKYARD -SHADED PERGOLA -NEW LARGE KITCHEN -NESSPRESSO, AIR FRYER, COFFEE MAKER ECT -HUGE DUAL VANITY BATHROOM - .6 MILES TO ARMATURE WORKS -2.2 MILES TO YBOR CITY HISTORIC DISTRICT - 2.5 MILES TO TAMPA BAY LIGHTNING AMALIE ARENA - 2.5 MILES TO RAYMOND JAMES - BLAZING FAST WIFI

RiverShed a riverside guesthouse Seminole Heights

Relax under Spanish moss beside a lazy river. Let the day slip away while dozing in a hammock on a spacious screened porch. Roll back barn doors to reveal a serene bedroom, then brew fresh coffee in the morning and say hello to a brand new day.

The Little Sister Suite

Little Sister Suite ~An inviting guest house tucked into a quiet South Tampa back yard oasis. Easy access to the airport, downtown, dining, and shopping. Perfect for business travelers, UT parents, doting grandmas or MacDill AFB visitors.

Charming & quiet retreat in the coveted S Tampa

A charming quite guesthouse of a historic 1926 Tudor house centrally located in the desired S. Tampa with its own private entrance and its own parking to accommodate 2-3 vehicles.