
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.

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.

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.

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.

Dee's 5-star Tampa Location Unit 1
1.7 miles from the Superbowl stadium!!!Beautiful completely remodeled house in the desired West Tampa area. This is the perfect location walking distance to Raymond James Stadium, within minutes from Downtown Tampa, Armature Works, Ybor city, Tampa International 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.

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!

Nalas House | Full Living Room+Kitchen+Bedroom
Enjoy the comfort of a private suite at a single-room rate ✨ This inviting space features a cozy queen bed, a full kitchen + dining area, a spacious living room, and your own private patio—perfect for relaxing after a fun day out 🌱 Located just 4 minutes from Busch Gardens & Adventure Island 🎢, 15 minutes from the Hard Rock Casino 🎰, and only 20 minutes from Downtown Tampa and the vibrant Ybor City Historic District 🌆. We look forward to hosting you ✨

"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!

Eco-Friendly Tampa Cottage - Full Kitchen+Parking
Close to Tampa’s best eats and entertainment! Our peaceful and eco friendly fully renovated space includes a full kitchen, queen memory foam bed, and comfy sleeper sofa—perfect for couples, solo travelers, or small families. Walk to a classic arcade and craft beer bar at the end of the street, or explore a huge selection of international cuisine nearby. Enjoy expansive off-street parking, a relaxing patio, and a non-toxic, environmentally conscious space.

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.
Popular amenities for guest house rentals in Hillsborough County
Family-friendly guest house rentals

Stylish☀Mini Mint Bungalow☀10 mins from downtown

Cozy Guesthouse Near Downtown (Non-Toxic)

The Captain’s Inn

Beautiful Private Bungalow near Hyde Park & SOHO

Coastal in the Heights

Cozy Apartment in Central Tampa

Casa Magnolia- Cute and spacious remodeled unit

Riverside Heights Guest House
Guest house rentals with a patio

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Cute Guesthouse by the Riverwalk, w/patio and WFH

Stylish Hyde Park MIL suite. Excellent location.

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

Stylish Studio-Perfect Location! 10min to DownTown

St Pete Casita Studio with Salt Water Pool & Yard

*private guesthouse near Ybor and Downtown*

the Star
Guest house rentals with a washing machine and dryer

Charming Carriage House in Hyde Park Village SoHo

Tampa Heights Studio :) Walk to Riverwalk

Blue Jean Baby ❤️

Adorable South Tampa Two-Story Guest House

Charming Guest House in Tampa

La Casa Azul - Private Detached Guest House

Cozy Suite

Seminole Heights Studio, Steps from Cafes/Bars!
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- Anna Maria Island
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