
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).

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!

"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!

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.

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!

Newly constructed modern studio in Tampa's hub
Welcome to your own newly constructed, private and very clean guesthouse. Centrally located, this full efficiency is nestled in a quiet neighborhood off of Kennedy Blvd. and is within walking distance of bars and restaurants on Howard Ave. In addition, you'll find yourself a few miles from Sparkman Wharf, Armature Works, Julian B Lane Riverfront Park, the Riverwalk, downtown and Raymond James Stadium, and 6 miles from the airport.

Relax in the tampa bay area #1
I invite you to spend your vacation, a romantic getaway or simply a work stay in this accommodation decorated and equipped with everything you may need to just relax and enjoy. It is conveniently located: Tampa International Airport: 3.5 miles Bush Gardens: 15 miles. Clearwater Beach: 20 miles. International Plaza and Bay Street: 4.3 miles Raymond James Stadium: 6 miles.

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

Small but Spacious! Private guesthouse

Stylish☀Mini Mint Bungalow☀10 mins from downtown

Cozy Guesthouse Near Downtown (Non-Toxic)

Beautiful Private Bungalow near Hyde Park & SOHO

Peaceful & Private Dreamy Lodge TPA, DWTN, Beaches

Unique Cozy Getaway Near Airport & Park

Casa Magnolia- Cute and spacious remodeled unit

The Florida Room. private entry.driveway parking.
Guest house rentals with a patio

Central Cozy Cottage w/ Heated Pool & Hot Tub!

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖

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*
Guest house rentals with a washing machine and dryer

Crescent Heights Cottage

Charming Carriage House in Hyde Park Village SoHo

Tampa Heights Studio :) Walk to Riverwalk

Adorable South Tampa Two-Story Guest House

La Casa Azul - Private Detached Guest House

Palm Tree Guest Private Studio

Coastal in the Heights

ONE Guest Tiny Ybor Mustard House
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- Anna Maria Island
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