
House holiday rentals in Hillsborough County
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Top-rated house rentals in Hillsborough County
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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.

Charming home near BUCS stadium & Midtown Tampa!
Welcome to your cozy three-bedroom retreat! This home offers a master suite and two front bedrooms with queen beds, a fully equipped kitchen, and a cozy living room with smart TV. The bonus office space adds functionality. The fenced backyard, complete with a jacuzzi and hammock provides a peaceful escape. Located in a safe, quiet neighborhood, it's walking distance to Raymond James Stadium and Midtown Tampa's shopping and dining. Experience comfort and convenience in this inviting home.

Winter Season Getaway by the Bay, Close 2 Downtown
Steps from Bayshore & SOHO. Experience a blend of historic character and modern comfort. This revitalized bungalow, located in one of South Tampa's most desirable neighborhoods, offers a unique escape. It features a cozy sanctuary perfect for Tampa adventures. The front porch is ideal for morning coffee. The expansive ceilings, a gorgeous chandelier, and natural wood tones create a relaxing atmosphere. Scenic strolls along the waterfront are steps away. Book an unforgettable stay today!

Specious home W/ Heated Pool ! ! ! Great Location.
Cozy, spacious home 🏡 w/ heated swimming 🏊♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's. The big back patio has a swimming 🏊♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa

FLASH SALE! Walk to 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! 🌴🚲🛁

Luxury Retreat~Private Hot tub~9 mins to Downtown
3-bedroom, 2-bathroom retreat that seamlessly blends urban convenience with cozy tranquility. Tucked in close proximity to downtown, you'll revel in the ease of accessing the city's dynamic attractions, exquisite dining, and abundant entertainment options. ✔ 3 Cozy Bedrooms ✔ Stand Alone Bathtub ✔ Hot Tub ✔ Airy Open Living Space ✔ Well-Appointed Kitchen ✔ Smart TVs in every Bedroom and the Living Room ✔ High-Speed Wi-Fi ✔ Convenient In-Unit Laundry ✔ Complimentary Parking

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 half a 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. 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!

Private House with Pool and Cabana
Beautifully updated house with pool and cabana. 3 Bedrooms with queen beds, upscale bedding, TV's in every room, full kitchen and dinning area, BBQ, ready to cook, outdoor pool with cabana with a TV, firepit, gardens, park like backyard. Great for families and business trips. Close to everything, all shopping, 15 minutes to downtown, airport, Hyde Park, International Plaza, Busch Gardens and more. Close to parks, beaches, fishing, Bayshore Blvd, Gandy Bridge.

Cozy BrickHouse Retreat •Seminole Heights• Tampa
Nestled on a quiet hill in NE Seminole Heights’ Riverbend neighborhood, this cozy retreat offers both comfort and convenience. You’ll be just minutes from I-275, Tampa International Airport, Downtown Tampa, Busch Gardens, USF, and UT—perfectly situated between the beaches of St. Pete/Clearwater and the excitement of Orlando. Inside, unwind in welcoming living spaces, rest easy in comfy beds, and enjoy all the essentials for a relaxing, stress-free stay.

*Apollo Escape* – Canalfront Home + Private Pool
Escape to this canalfront pool home—perfect for families or groups looking to unwind and reconnect. With 4 bedrooms, 2 kitchens, a game room, and a private dock, there’s space for everyone to relax. Swim in the pool, grill in the backyard, or enjoy movie night in one of two living rooms. Just 30 minutes from Tampa and minutes to beaches, marinas, and waterfront restaurants—This dog-friendly retreat offers the Florida summer your family deserves.

Tampa Retreat with Heated In-Ground Pool & Spa
🏠 Experience comfort and style in this excellent and super cute home, perfectly located near MacDill Air Force Base. This beautifully designed property features a heated in-ground saltwater pool, ideal for relaxing and enjoying the Florida sunshine. Inside, you’ll find everything you need for a memorable stay. Whether you’re visiting for business or leisure, this home offers the perfect blend of fun, function, and relaxation. 🌴✨

Hacienda Hideaway w/ heated pool
Welcome to the Hacienda Hideaway: a stunning Mediterranean-style retreat in historic West Tampa, Florida! Immerse yourself in the charm of this fully renovated and expertly designed home, boasting high-end finishes and luxurious touches throughout. Perfectly situated for convenience, the house is centrally located within ten minutes from the airport, stadium, downtown, shopping, restaurants, and the famous Riverwalk.
Popular amenities for Hillsborough County house rentals
House rentals with a pool

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Allison Palms Luxury Tampa Townhome + Pool

Disfruta cada momento

Casa Coquina: waterfront, pool, hot tub, boat lift

Luxurious "Riverfront Oasis" - Waterfront w/pool

Lakeview Retreat with Private Pool Perfect Getaway

Elegant 5BR Historic Gem w/ pool, walk to Bayshore

The T and C Club
Weekly house rentals

Gretel Paradise Suite Near Raymond James Stadium

Relax & Explore in a Private heated pool - hot tub

The Pearl Cottage 2b/1R w King Bed & FAST Wi-Fi

Charming Ranch in South Tampa/Palma Ceia

Boutique Stay Near the Bay | Walk to Downtown.

3BR/Central Tampa/Sexy Rooftop/Firepit/Bikes/

Bayshore Retreat | Luxe, Stylish, South Tampa Stay

Harbor Villa | Waterfront Pool & Spa | Firepit
Private house rentals

Sunset Palms Retreat!

Ybor City Retreat Near Nightlife

Sunshine Daydreams

St Pete Luxury Home | Downtown | Central | Balcony

Modern Coastal Retreat

Adélie Cottage SF home, walking dist. to Bayshore

Charming Casita, EV Charger, Secure gate

Brand New Executive Suites | Unit 1 of 2
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- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Reunion Resort Golf Courses - Palmer & Watson
- Amalie Arena
- Tampa Convention Center
- Dunedin Beach
- Vinoy Park
- Hard Rock Casino
- LEGOLAND Florida Resort
- University of South Florida
- ChampionsGate Golf Club
- John's Pass
- Southern Dunes Golf and Country Club
- Island H2O Live!
- Tropicana Field
- Epperson Lagoon
- Fort De Soto Park
- Sand Key Beach
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