Guesthouse vacation rentals in Hillsborough County

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Top-rated guesthouse rentals in Hillsborough County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Tampa

4.99 out of 5 average rating, 101 reviews

Cozy-Private apartment, private entrance & parking

A cozy place to have your vacation in Tampa, private entrance and parking. Cozy and romantic to enjoy as a couple to your liking. Located in a central area of Tampa, close to Bush Garden, Adventure Island, Raymond James Stadium, Tampa International Airport, Ybor City, Downtown Tampa, Amalie Arena, River Walk, Internacional Mall, Citrus Park Town Center,Aquarium,Lowry Park Zoo, Clearwater Beach and more! Peaceful and centrally-located place with very good restaurants and a wide variety of shops.

Jan 13 – 20

G$15,530 GYD per night

Guest favorite

Guesthouse in Tampa

4.97 out of 5 average rating, 199 reviews

King Bed, Full Kitchen, New AC, Clean, Easy Tampa!

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.

Nov 20 – 27

G$20,375 GYD per night

Guest favorite

Guesthouse in Tampa

4.84 out of 5 average rating, 896 reviews

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.

Mar 7 – 14

G$20,383 GYD per night

Guest favorite

Guesthouse in Tampa

4.96 out of 5 average rating, 189 reviews

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.

Apr 13 – 20

G$14,565 GYD per night

Guest favorite

Guesthouse in Tampa

4.94 out of 5 average rating, 237 reviews

Tampa Heights Studio :) Walk to Riverwalk

Tampa Heights Charming Studio Apt within Tampa Heights Historic District. Studio is Walkable/Bikable to The Riverwalk/Armature Works/Ybor City/Downtown/Channelside/Seminole Heights hotspots. A block from the best pizza/beer joint in Tampa, Lees’s Grocery. Electric scooters/greenway easily accessible. Studio has a kitchenette, patio space, full bathroom with tub, queen bed, and daybed (converts to king). Pack n play/toddler bed/high chair/additional baby items available upon request.

May 23 – 30

G$17,095 GYD per night

Guest favorite

Guesthouse in Tampa

5.0 out of 5 average rating, 134 reviews

Bungalow View Cottage

This cozy cottage is close to all things Tampa! Located in the heart of South Seminole Heights, making it easy to plan your stay! Steps away from local eateries, coffee houses, tea, libations, and a short drive from various attractions! Walk to Spaddy’s Coffee Co. (coffee truck), The Independent Bar & Cafe, Cappy’s Pizzeria, Vintage Post Marketplace, Chocolate Pi, Grassroots, Velvet Gypsy & other establishments a short walk or drive away! See info/suggestions under ‘Where You’ll Be’.

May 12 – 19

G$19,841 GYD per night

Superhost

Guesthouse in Tampa

4.87 out of 5 average rating, 212 reviews

Seminole Heights Flamingo's Little house

Seminole Heights Flamingo's Little house is located in the heart of Seminole heights known in Tampa as the up and coming area. Less than 10 minutes from downtown Tampa, Armature Works, Amalie Arena, Riverwalk, Hyde Park, for your convenience Tampa Airport is only 15 minutes away and 30 to 40 minutes to Clearwater Beach and St Pete Beach, Busch Garden is only 15 minutes away, Uber/Lyft can get you to must places in Tampa and do not forget to visit Ybor city while you are in town.

Aug 12 – 19

G$19,285 GYD per night

Guest favorite

Guesthouse in Tampa

4.97 out of 5 average rating, 272 reviews

Newly Renovated Private Eco Cottage

Welcome to our newly renovated adorable studio cottage located in the heart of many major attractions. A hidden gem and a foodie's paradise offering everything from Venezuelan to Vietnamese cuisine. Walk to a family friendly classic arcade and craft beer bar at the end of our street. Contains a full kitchen, off street parking, patio, queen memory foam mattress, and sleeper sofa. Eco friendly space - filtered shower/water pitcher - non-toxic cleaners and products.

Sep 10 – 17

G$15,828 GYD per night

Guest favorite

Guesthouse in Tampa

4.98 out of 5 average rating, 133 reviews

ONE Guest Tiny Ybor Mustard House

The tiny house is for ONE guest. Great stopover in Ybor...but it IS for ONE guest only....It has been recently remodeled. This listing is only available for extended stays: a minimum of 7 days is required for a reservation. Breakfast is supplied and there is the Tampa fave, La Segunda bakery if you care for the real Latin style eats only one block away. Walk to historic Ybor in 7 minutes. Take our free trolley from Ybor down thru Channelside and downtown !

May 11 – 18

G$16,950 GYD per night

Guest favorite

Guesthouse in Tampa

4.97 out of 5 average rating, 143 reviews

Coastal in the Heights

In the quaint historic neighborhood of Seminole Heights a tropical setting awaits you...This coastal cottage style getaway in Tampa, FL includes everything you'll need for a weekend getaway, including a queen sized bed, fully equipped and stocked kitchen, full bathroom with tub/shower combo, stackable washer/dryer, Iron, ironing board, and hair dryer. Grill your dinner and enjoy our Florida weather outside in your own private courtyard patio outside the cottage.

Oct 11 – 18

G$19,166 GYD per night

Guest favorite

Guesthouse in Tampa

4.95 out of 5 average rating, 165 reviews

Private Guesthouse - Close to downtown Tampa!

Walking distance to the Tampa river walk, local breweries, and Armature Works! Our charming, private detached guest house has a full kitchen, fridge, dishwasher, washer, renovated AC, Keurig machine, dryer, iron, WIFI, walk-in shower, king bed, Roku tv in bedroom, tv with firestick and DVD player downstairs, and complimentary beach bag with beach towels. There is a queen sized pull out bed in the couch.

May 29 – Jun 5

G$20,532 GYD per night

Guest favorite

Guesthouse in Tampa

4.97 out of 5 average rating, 118 reviews

Paradise Suite

Enjoy the best newly guest house in Tampa Bay area!!! Located at West Tampa, just 2 minutes from Rymond James Stadium, 5 minutes from International Mall and 10 minutes fromTampa International Airport. Also have other nearby attractions like: downtown, Riverwalk, Amelia Arena, Sparksmann Wharf, Channelside Cruise Port, Amature Works, Casino, Busch Gardens, Tampa Zoo, beaches and much more!

Jul 4 – 11

G$25,285 GYD per night