Vacation rentals in Hillsborough County

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Top-rated vacation rentals in Hillsborough County

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

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Guest favorite

Guest suite in Tampa

4.97 out of 5 average rating, 124 reviews

Brand New Tiny Tampa, Entertaining Backyard & BBQ

Brand new 1+1 located in Tampa. Completely renovated, in a quiet neighborhood. Tiny Tampa is a cozy granny suite, separate unit from the main house rental, with private entrance and free parking for two vehicles. We have provided a beautiful private backyard patio with BBQ for you to enjoy. 🌟Walking distance to Busch Gardens & Adventure Island. 🌟1 mile from USF. 🌟20 min drive to downtown, airport, Sparkman Wharf, Amalie Arena, Raymond James Stadium, Ybor City & beautiful white sand beaches.

Guest favorite

Home in Tampa Heights

4.97 out of 5 average rating, 111 reviews

Downtown Tampa Pool House! Walk to Armature Works!

Location! Location! Location! Enjoy Tampa at this modern brand new remodeled POOL HOUSE with the BEST LOCATION & with POOL access! SAFE & EASY location in downtown. Come Experience events, food, festivals & nightlife only 1 block from #1 destination, Armature Works- a famous destination for food, fine dining, events, & fun! Enjoy a quiet downtown getaway to enjoy the pool, biking, paddle board or walk the beautiful Riverwalk. Full kitchen, W/D & Everything you need provided for a NO stress stay!

Guest favorite

Cottage in Tampa

4.99 out of 5 average rating, 143 reviews

Bay Lake Cottage

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake.Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, smart TV’s, blackout curtains,shampoo/conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Pet fee $50. Elope/Proposal packages IG lakepossibility

Guest favorite

Guesthouse in Old Seminole Heights

4.97 out of 5 average rating, 198 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.

Guest favorite

Apartment in Tampa

4.98 out of 5 average rating, 212 reviews

La Casita | Port Tampa cozy home close to beaches.

Welcome to La Casita in Port Tampa City, just 15 mins from downtown Tampa & TPA Airport and 30 mins from Famous Beaches & Piers. Your well-stocked vacation home features 2 bedrooms with a comfy king & queen-sized bed, a fully stocked kitchen, washer & dryer, and free reserved parking. Enjoy contactless entry, 2 Smart TVs & fast free Wi-Fi with work station and wireless phone charging. Explore all that Tampa has to offer and create memorable moments with your loved ones in this peaceful home!

Guest favorite

Guesthouse in Sun Bay South

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.

Guest favorite

Apartment in Tampa

4.92 out of 5 average rating, 118 reviews

Stunning Studio in Citrus Park

My beautiful studio apartment is nestled in the heart of Citrus Park/ Carrollwood area. We are walking distance from shops and restaurant. This cozy and spacious studio has a fully equipped kitchen (Keurig coffee maker and complementary coffee, toaster, pots and pans and utensils). The full bathroom has a stand up shower (shampoo, conditioner, and body wash provided). The studio has a private entrance and self check-in for your convenience. **** One parking space available per reservation*

Guest favorite

Apartment in Tampa

4.95 out of 5 average rating, 268 reviews

Private and cozy studio close to the Airport

This apartment is amazing ,completely remodeled and luxury , fantastic location! , fast internet .Very comfortable to work , quiet neighborhood. The apartment is equipped with everything you could need. Completely private with separate entrance ,without any connection to the main house. Very clean, fresh decoration to spend a beautiful vacation. (Approximately 40 minutes away from Clearwater beach) This apartment is close to supermarkets, attractions and downtown. We are available 24/7

Guest favorite

Apartment in Tampa

4.98 out of 5 average rating, 116 reviews

Perfectionist's Dream #1 Ybor,Down Town, close-in

Centrally located near the heart of downtown Tampa and the City of Ybor, our top floor Perfectionist Dream Too, places you near everything you need to do and see in Tampa. Careful attention has been paid to detail and comfort, so you may enjoy a restful and relaxing stay. A fully appointed kitchen, comfortable bed and convertible couch, accommodate up to four guests. Additionally you'll enjoy a beautiful night view from your spacious porch. We know you will love your stay.

Guest favorite

Guesthouse in Ybor City Historic District

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 !

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.

Guest favorite

Vacation home in Tampa

4.86 out of 5 average rating, 141 reviews

Apartment in Tampa, private entrance and parking.

A cozy place to have your vacation in Tampa. 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/St Pete Beach and more! Peaceful and centrally-located place with very good restaurants and a wide variety of shops.