House holiday rentals in Hillsborough County

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Top-rated house rentals in Hillsborough County

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

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Top guest favourite
A bright and airy living area features large windows allowing natural light to fill the space. Comfortable seating is arranged around a woven coffee table, with art pieces adorning the walls. A door leads to outdoor views, enhancing the inviting atmosphere.
Home in Terra Ceia
4.98 out of 5 average rating, 108 reviews

Private Island Old FL Waterfront Heaven on Earth

Discover the hidden secret of "Terra Ceia Island" (Heaven on Earth.) This 3 bed / 2 bath completely remodeled and charming A frame home offers breath taking sunrises from the bayfront private dock. Imagine enjoying your coffee in adirondack chairs while the sun rises over the Tilette Bayou. Enjoy bike rides through the old Florida country side (Bikes included). And rent a boat and cruise the pristine waterways around the keys. This home has everything you need for relaxation, peace, and fun.

Guest favourite
An inviting backyard space features a covered grill area, a warm-toned outdoor seating arrangement, and a relaxing hot tub. Lush green artificial turf enhances the ambiance, while palm trees provide a tropical touch. Soft lighting allows for enjoyment during evening hours.
Home in Tampa
4.96 out of 5 average rating, 176 reviews

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.

Top guest favourite
A serene outdoor space features a sparkling pool framed by lush tropical landscaping. A relaxing spa is integrated into the pool area, accompanied by comfortable lounge chairs. A shaded cabana and grilling station are visible in the background, enhancing the inviting ambiance.
Home in Tampa
4.95 out of 5 average rating, 113 reviews

The Jungalow SOHO - Pool/Hot Tub

The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.

Top guest favourite
A serene outdoor space features a large swimming pool surrounded by lounge chairs. A covered area can be seen in the background, offering seating and a barbecue setup. The pool area is illuminated with soft lighting, creating an inviting atmosphere.
Home in Tampa
4.98 out of 5 average rating, 191 reviews

The T and C Club

Welcome to The T and C Club! A featured home for the Make-A-Wish Foundation. Located 6 miles from the Tampa Airport, 7 miles from Raymond James Stadium and only 15 miles from award winning Clearwater Beach, this home is convenient as it gets. Completely refurbished, there is plenty of space to sleep 10 individuals comfortably, dining table for 10, a large resort-like backyard, saltwater pool, propane grill and all the fun you can imagine. This will truly be a case of you won’t want to leave!

Top guest favourite
A two-story guest house is shown with a well-maintained exterior. The image features a staircase leading to the upper level and a spacious pool area with surrounding pavers. An outdoor dining space with a table and chairs is visible, providing options for relaxation and enjoyment.
Home in Tampa
4.97 out of 5 average rating, 119 reviews

Entire Guesthouse - Tampa

Looking for a great stay in Tampa? This is the perfect place! One bed bedroom and one bath upstairs guest house that is detached from the main house. Located in a family-friendly neighborhood, this gem is centrally located to everything Tampa has to offer. Pool is not part of listing. Parking is in the street in front of house. No more than 1 vehicle per renter. Perfect for short term stay! Close to: TPA - 12 min Downtown Tampa - 8 min Raymond James Stadium - 10 min Amelie Arena - 9 min

Top guest favourite
The living room is furnished with a large sectional sofa adorned with red accent pillows. A wooden coffee table is situated on a patterned rug, complemented by contemporary artwork on the walls. A wall-mounted television is visible, along with a stylish clock.
Home in Tampa
4.99 out of 5 average rating, 213 reviews

Bucs Bungalow Stadium Home, King Bed Suite, Gym

Whether you’re here for business or pleasure, Bucs Bungalow is your place! Conveniently located at the heart of Tampa Bay less than 10 mins from the airport. A 0.6 mile walk to a football game or a concert at Raymond James Stadium. No expensive parking fee and have your own private parking in our driveway that can accommodate 4 cars. Have a worry-free good time without the drinking and driving. While our fully stocked kitchen, dedicated workspace and home gym is ideal for your longer stay!

Guest favourite
A spacious living area features a large sectional sofa with neutral-toned cushions surrounding a wooden coffee table. A textured area rug covers the hardwood floor, while a green wall adorned with plants and soft lighting adds a natural touch. A flat-screen TV is mounted on the wall.
Home in Tampa
4.94 out of 5 average rating, 147 reviews

Boho | TPA's Central Lux Zip Code | Otdr TV, Games

🌴 Boho 3-bed home in elite South Tampa ZIP. Fast Wi-Fi, fully stocked kitchen, and an outdoor lounge with TV & games. 🛏️ 3 Queen bedrooms 👶 Kid gear: crib, bath, gates & dinnerware 📺 55” Outdoor Smart TV 🚗 Free driveway parking for 3 📍 8 min to Downtown Tampa & ✈️ Tampa International Airport 💼 Perfect for families or work trips seeking style and convenience 💬 Need a longer stay? Message me directly for a special discount 🔜 Early 2026: Hot tub, outdoor shower & ping pong table

Top guest favourite
A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.
Home in St. Petersburg
4.99 out of 5 average rating, 198 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Guest favourite
Home in Tampa
4.91 out of 5 average rating, 157 reviews

FLASH SALE! 3bd Near Bayshore |King beds| Pets ok!

🚨Special Offer: We’re running a limited-time Flash Sale for select dates! Message us to unlock exclusive savings for your short term or mid term stay‼️ 🏡Charming 3BR/2BA bungalow just 1 block from Bayshore Blvd — Tampa’s iconic 4.5-mile waterfront linear park! Enjoy the whole home to yourself: relax on the screened porch, sip wine in the clawfoot tub, grill out, or play in the backyard. Walk or bike to parks, restaurants, and Tampa’s top spots. Book your bay stay now! 🌴🚲🛁

Guest favourite
A modern living area features a comfortable sofa and two upholstered blue chairs. A wooden coffee table with decorative items sits in the center. Light filters in through the window, illuminating the space, which is complemented by a neutral wall color and well-placed lamps.
Home in Tampa
4.93 out of 5 average rating, 140 reviews

Tampa’s Cozy Home - Ideal Location & Amenities!

Your modernly updated & perfectly located home will provide everything you may need:★OUTDOOR RETREAT with Grill, Hammocks & Pond★CHEF'S KITCHEN fully equipped ★dedicated OFFICE/WORKSPACE★comfy & functional living, dining & sleeping amenities. Very desirable Tampa neighborhood with quick access to Downtowns Tampa or St. Pete, Westshore/Airport areas, MacDill AFB, nightlife/sports/shopping/entertainment venues and Bay area beaches. EV charging capability available.

Top guest favourite
The living area showcases a spacious layout with a modern sectional sofa adorned with soft pillows. A stylish coffee table sits in the center, surrounded by inviting armchairs. A striking staircase with a metal railing leads to an upper level, illuminated by contemporary light fixtures.
Home in Tampa
5 out of 5 average rating, 101 reviews

New Prime location Riverwalk Luxe 3BR 3BA

Tampa's newest 3BR 3BA gem: Aster Haus, just 4-streets over from the Riverwalk & Armature Works. Primary King en-suite bedroom boasts private balcony for two; living area, a grand 25ft ceiling. Outdoors, a lush courtyard with covered porch, pergola & relaxing fountain beckon. Private parking for 2 cars. Modern amenities seamlessly blend with timeless bungalow charm, in this new build. Enjoy the prime walkable Tampa Heights location to access the Tampa’s finest.

Top guest favourite
A serene pool area is framed by lush greenery, with a clear blue pool inviting relaxation. Gentle steps lead into the water, and a wooden deck extends nearby, offering additional seating. The tranquil view of the lake canal enhances the peaceful atmosphere of the space.
Home in Tampa
4.97 out of 5 average rating, 107 reviews

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.

Popular amenities for house rentals in Hillsborough County

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