
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.

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.

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.

Historic Kenwood KING walkable to Central Ave
Welcome to our newly renovated beachy 2nd floor guesthouse in Historic Kenwood. This spacious 1 bedroom (King bed), 1 bath is an easy walk, bike, or short drive to St Pete restaurants, bars, breweries, antique shops, museums, live entertainment and so much more. Grand Central District is just a 5 min walk, Edge District is 1 mile, Downtown is 2 miles, and St Pete beach is 15 minutes away. Guests have a private deck with seating for 2, Wi-Fi, and laundry accessible via shared fenced backyard.

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.

Easy Tampa | Fast WiFi | Kitchenette | Queen Bed
Newly Remodeled stylish and private studio suite with queen bed, bathroom, living/dining/work area, kitchenette (Dry), and shared laundry in the trendy Old Seminole Heights neighborhood. With an 83/100 walk score its easy to visit bars, restaurants, diners, bakeries, and quaint shops, or stroll the tree-lined streets of 100+ year old houses. This spot is perfect for the Tampa explorer with easy access to downtown. Free street parking, free WiFi, free shared laundry (in adjacent space).

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.

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.

"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.

Dee's 5-star Tampa Location Unit 2
Beautiful completely remodeled house in the desired West Tampa area. This is the perfect location within minutes from Downtown Tampa, Raymond James Stadium, Armature Works, Ybor city, Tampa Interntional Airport, with easy access to clearwater beach and St Pete beach. Forget about your mileage worries as every must-see place in Tampa is less than 10 minutes away. Leaving you stress-free vacations and pure enjoyment.
Popular amenities for guest house rentals in Hillsborough County
Family-friendly guest house rentals

Entire Guest House near Tampa airport

Remy’s Riverfront Retreat

"Town Paradise in Tampa close to everything""

South Tampa Studio Guest Suite

Relax in the tampa bay area #1

Private King 1-BR Guest Suite in Prime Hyde Park

Beautiful Private Casita Close to Everything

Adorable 1 bedroom guesthouse Near USF
Guest house rentals with a patio

Stylish guesthouse 1-BR 2 miles from Busch Gardens

Kenwood Retreat - 1BR carriage house

Cozy Tropical 2BR Casita + Hot Tub • Near Downtown

Cozy Renovated Studio – Private Entry + Parking

Cozy Tropical Guesthouse for Two

Stylish Hyde Park MIL suite. Excellent location.

My little casita

Great brand new studio near Airport (TPA) .
Guest house rentals with a washing machine and dryer

Tampa Heights Studio :) Walk to Riverwalk

Quiet and clean guest house!

Adorable South Tampa Two-Story Guest House

Family & Pet friendly 2 bedroom Guest House

Coastal in the Heights

A Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!

Al-bayt ( Tampa - Near Busch Gardens & USF )

Private Guest House
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- Anna Maria Island
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