Guest house holiday rentals in Hillsborough County

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.

Centrally Located Cozy 1-bed Private Cottage!

This charming private cottage is ideally located near beautiful views, beaches, art, culture, restaurants, and a variety of family-friendly activities. Guests love the space for its peaceful ambiance, great location, and inviting outdoor areas. It’s a perfect stay for couples, solo travelers, business guests, or anyone looking for a cozy getaway. Enjoy private parking just steps from the entrance, along with a BBQ grill, a brand-new hot tub, and an outdoor gas fireplace—perfect for relaxing!!!

Stylish☀Mini Mint Bungalow☀10 mins from downtown

Our guesthouse is fenced in our backyard & there is a dedicated parking space on the right side of the driveway. Inside there is a fully equipped kitchen with new Samsung appliances, full size washer & dryer, a comfortable Queen size bed, en suite bathroom, Roku TVs, fast internet. I love the atmosphere in my neighborhood; you will find local & specialty stores (bakeries, vintage clothes, vinyl records, breweries), mix of cultures, the architectural style of the old city and a central location.

Sleeps 6! Hyde Park Guest House, big 1000+ sq ft

Hyde Park 2 story guest house w/off street parking in a historic neighborhood. Full, well equipped kitchen. 2 upstairs bedrooms, 1 w/king bed, 1 w/full bed. Living room has queen sleeper sofa. Freshly painted. 2 blocks to Bayshore Blvd. 10 minute walk to Hyde Park Village with upscale shopping, restaurants and Cine Bistro. Famous Bern's Steak House and SOHO entertainment district a 5 minute walk. >2 miles to TGH and Amalie Arena. 5 miles to Bucs stadium. Owners next door. No pets, no smoking.

"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.

Casino Mimi’s Ste K4. “Guest service fee included”

THIS SPACE IS FOR THE EXCLUSIVE USE OF ONLY TWO GUESTS. You get the entire suite. With a modern open concept this suite is private and convenient, ideal for a romantic getaway or just for a business travel or vacation. Walkable distance to Seminole Hard Rock & Casino. It has a kitchen, a cozy queen bed, bathroom, 55” TV (Roku) Internet (Wi-Fi) and private entrance. Located nearby many attractions (Bush Garden, Adventure Island Parks, Downtown Town, Restaurants and Florida State Fairgrounds.

Cottage in Paradise.

Relax and unwind at our 2 bedroom, 1.5 bath, GUEST HOUSE (ONLY). Enjoy the pool, Beautifully landscaped grounds with Koi pond & mini golf. See birds, butterflies and more in our 1 acre botanical gardens. Free use of Golf Cart. Kayaks are available (with transport fee. I live in the main house and I'm happy to ensure that you have everything you need for an amazing vacation, while still giving you plenty of privacy. Check in & out times are not set & very flexible for your convenience.

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.

Beautiful, cozy guesthouse in the heart of Tampa

Enjoy a stylish experience at this centrally-located guesthouse with much of what Tampa has to offer, just a short ride away. Perfect for 3 adults w/ 1 queen bed & a futon. Pet Friendly (add. fee) 8 min - Tampa International Airport 4 min - Bucs Stadium 8 min - Amalie Arena 8 min - downtown Tampa 7 min - International Mall 9 min - Ybor City 8 min - Soho 16 min - Busch Gardens 30 min - both Clearwater and St. Pete Beaches Many of Tampa's best restaurants and bars within a 3 mile radius!

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.

Guesthouse with Pool in Palm Harbor

This beautiful Guest house was completed in August 2024 and is located in the back corner of a 1/2 acre lot with all the amenities for a short stay or longer stay. From private access to the house and use of the shared pool and patio this house has it all! Full Kitchen, Dining Area, Living room, Washer and Dryer. Stunning Master Bedroom, Master Bath with Dual Vanity, Jacuzzi and walk in shower and spacious master closet. This Gem includes all the amenities for a Luxurious Stay!

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.