
Guest house holiday rentals in Hillsborough County
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Top-rated guest house rentals in Hillsborough County
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

Cozy Guesthouse Near Downtown (Non-Toxic)
Come relax in this calm, newly renovated guest suite. Clean, natural, & chemical free - diffusers and oils available on site. Amenities like central a/c, laundry, private patio, full kitchen, Netflix & Hulu. A short 5 minute drive from downtown - near tons of local restaurants, entertainment, and beaches. St. Pete loves the local vibe, be sure to check out our visitors guide for suggestions on spots to see while you’re here. It doesn’t get any better than St Pete! Book your stay with us today!

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 Newly Constructed Casita in Tampa
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.

K4 Mimi's Ste Casino
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.

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.

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.

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.

Historic Old Northeast Get A Way
Carriage house converted to cozy updated 1 bedroom plus separate den/office above garage apartment in historic Old Northeast. The den/office has a new queen Murphy bed which will allow a second private sleeping space. Two blocks walking distance to Vinoy Waterfront Park and downtown St Pete. Twenty minute car ride to the beautiful Gulf Beaches or downtown Tampa. Great weekend get-a-way or longer term rental. Parking is available on the street with a parking permit which we provide.

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.

"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!

Charming apartment in Historic Kenwood
Cute, spacious apartment located in Historic Kenwood, which was named 2020 “Neighborhood of the year” by NUSA. Our apartment is above our large garage. Lots of charm and just enough space to spread out a little for some privacy. Located close to downtown, walking distance to lots of restaurants, breweries and bars but still a short drive to our beautiful beaches. You access the apartment through our side gate and up an exterior stairway.
Popular amenities for guest house rentals in Hillsborough County
Family-friendly guest house rentals

Sonia's Little House

Tiki Hut Cottage

Hyde Park Village stand alone guesthouse

Seminole Heights Riverside Paradise w/Pool

St Pete Casita Studio with Salt Water Pool & Yard
Private Guest House sleeps 4 w/POOL & near beach!

Treetop Oasis

Relax in the tampa bay area #1
Guest house rentals with a patio

Stylish☀Mini Mint Bungalow☀10 mins from downtown

Stylish Hyde Park MIL suite. Excellent location.

Private Casita in the Heart of Tampa

Dee's Guest Suite

Isa’s Cozy Little • Near TPA Airport • Tampa FL

Relaxing & Charming Hideaway

private detached guesthouse near Ybor and Downtown

The Highland Hideaway
Guest house rentals with a washing machine and dryer

Bay Suite in Heart of Dunedin

Luxe Apartment - Partial Water View - XL Balcony

Quiet and clean guest house!

Adorable South Tampa Two-Story Guest House

Charming Guest House in Tampa

La Casa Azul - Private Detached Guest House

Coastal in the Heights

Caffeinated Bungalito Near Armature Works|75in TV
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- Anna Maria Island
- Raymond James Stadium
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