
Holiday rentals in Hillsborough County
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Top-rated holiday rentals in Hillsborough County
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Riverbend Retreat on the Little Manatee River
Discover the peace and serenity of Old Florida here on the Little Manatee River. This very comfortable 2 bedroom getaway is enhanced by a big wrap-around screened porch. You can't see another house from here! Enjoy the kayaks and fire pit with friends and family, or have a romantic escape. Nature is all around and it's impossible to feel stress here. This is a unique, remote spot where you really feel the essence of wild Florida, a disappearing treasure! Close to civilization but feels so far...

46 Jet hot Tub |Downtown Tampa Palmetto Paradiso
NO DAMAGE & FULL POWER POST-MILTON centrally-located Tampa Stunner w/ hot tub! Modern style home located very close to Downtown Tampa, Riverside, Amateur Works, Amalie arena and more! Indulge in the lush interior featuring tropical forest inspired 3 bedroom/ 2.5 baths. Enjoy family and friends in a cozy yet spacious open living area . Bask in the sun or enjoy the gentle breeze as you grill in the Backyard Paradiso cuddled in palm trees. Your own "lil palms" peaceful escape. Hablamos Español.

salt living at its best
- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Hyde Park Cottage - The Ultimate Location
Originally built as a barn in the 1920's, the Hyde Park Cottage was lovingly restored into a chic 2-story guesthouse. Centrally located between SOHO and Hyde Park Village. Walk to Restaurants, Shops, Parks, & Bayshore Blvd. Minutes to downtown, 15 min. from Airport, 30 min. to Beaches. Historic Hyde Park is beautiful and the 1100sqft cottage is outfitted to reflect the character and class of the neighborhood. Private Guest Access - Parking - TV/Internet - Full Kitchen - Washer/Dryer -

La Casa Azul - Private Detached Guest House
Please note the Hot tub has been removed. Charming, detached guest house in South Tampa. Just a short stroll to scenic Bayshore Blvd and stunning views of Tampa Bay. Shopping, dining and more. This guest house has lots of windows, providing a lot of natural light! It has off street parking and a gated patio/yard area. It's stylishly furnished, has an LED TV, surround sound, the Amazon Fire stick and Alexa. FREE Wifi. Bedroom has Tempur-Pedic Bed and inflatable mattress.

Walk to beach shops food drinks “The Inbetween”
This is one of Island Rum Suites collection! Stay with us to see why we are one of the best family owned and operated around! We are in a quiet and safe neighborhood, walking distance to the beach, shopping, restaurants, nature parks, water park, pizza, pubs and ice cream! All guests must be listed on the reservation in order to be on the property and accounted for, even children. Zoning allows 2 people per bed and 2 cars No pets allowed Florida State License # DWE6215889

Location! 1 Block from Bayshore / SOHO / Hyde Park
Enjoy the best of South Tampa in this spacious 2-bedroom, 2-bath ground-floor condo just steps from Bayshore Boulevard. Features include a comfortable living space, large private patio, updated kitchen, and dedicated covered parking. Located three blocks from South Howard Ave with quick access to downtown, Amalie Arena, Ybor City, UT, and the Convention Center. Bay views included. Not available during Children’s or Adult Gasparilla Parade weekends per HOA policy.

Boutique Bungalow with Private Saltwater Pool
Relax in a crisp Florida bungalow with a private saltwater pool set in a fully private backyard oasis. Whether you are coming to Tampa for an event, extending your cruise vibe, or coming to Tampa for work, this home has got you covered. You’ll be 15 minutes from the Tampa Convention Center and the Port Tampa Bay Cruise Terminal, close to South Tampa dining and nightlife, 10 minutes to TPA, and an easy drive to award-winning Gulf beaches.

Tampa 3BR Townhome I Family-Friendly | Garage
Welcome to a Coastal-themed 3 Bed / 2.5 Bath townhome with a 2-car covered garage. Enjoy bright décor, 2 inviting living areas, a fully equipped kitchen, perfectly curated for style, comfort, and convenience. Upstairs offers three serene bedrooms with plush bedding. Perfect for families, couples, or long stays—just 20 mins to the Tampa airport and close to Tampa’s top shopping, dining, and beautiful world class Gulf Coast beaches.

Lakeview Retreat with Private Pool Perfect Getaway
Welcome to our charming Tampa retreat! This newly renovated house has been carefully designed with an open layout, it features 2 bedrooms and 2 full bathrooms. The highlight of this home is undoubtedly the patio area, beautiful outdoor furniture, and an amazing pool with a stunning and unique view of the lake canal. The location is perfect, everything is nearby with quick access to major highways such as I-4, I-75, and I-275.

Private Studio near MacDill Base
Quiet and peace full Studio. This new 195 square feet Studio has everything you need, full size bed, fridge, microwave, coffee table, compact kitchen, TV, Wi Fi, Patio and a private entrance with parking spot. Excellent location, 2 miles from MacDill Airforce Base, 1 block away from bobby Hicks Park and within 5 minutes to Picnic Island, Gandy Beach and Selmon Expressway.

Louisa's Cottage
This Cottage is located in the heart of Oldsmar. Walking distance to many of Oldsmar’s main attractions, beaches and parks 3 blocks away &Amazing variety of restaurants .This charming cottage was built in 1925 with great craftsmanship, from the wainscoting to crown mouldings .Relax and enjoy a key west Atmosphere.
Popular amenities for Hillsborough County holiday rentals
Other great holiday rentals in Hillsborough County

Cozy home 3b/2b RiverwalkMidtown

Rita's Sand Key Gem - Walk to Indian Rocks Beach

Boutique Stay Near the Bay | Walk to Downtown.

4BR Family Home • Heated Pool •Game Room

Serenity Charmer - Walk to Downtown & Marina

Pet-Friendly Retreat with Heated Pool

Blue Jacaranda AMI Duplex Lower 2b/1b

Your Slice of Paradise Near Clearwater Beach
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- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Reunion Resort Golf Courses - Palmer & Watson
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Dunedin Beach
- Cortez Beach
- Bean Point Beach
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Hard Rock Casino
- River Strand Golf and Country Club
- Tampa Convention Center
- North Beach At Fort DeSoto Park
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