
House vacation rentals in Hillsborough County
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Top-rated house rentals in Hillsborough County
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The Little White House
A little bit of country with modern touches and amenities. The Little White House sits on a 1/2 acre overlooking a strawberry field. It is located halfway between Tampa and Orlando so if you decide to go anywhere its close to the Hard Rock Casino, Keel & Curley Winery and Ybor City. There are restaurants, and plenty nightlife. Just an hour away are theme parks, sporting events and Gulf Beaches. Also, a straight shot to the State Fair and Strawberry Festival. Convenient to airports and hospitals.
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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.
ValueLocationLong stay

The Driftwood - Pet Friendly
Welcome to The Driftwood's nautical retreat. This cozy 2-bedroom home is a haven of maritime-inspired style, offering a unique and refreshing escape for your stay. Unwind in your private yard with a fire or dinner at the outdoor dining area. Have your pet staying with you? They are welcome here! This beautiful diverse neighborhood is one mile away from Gulfport's beach blvd. where you can shop, dine, or stroll the beach. 6 miles away will take you to the famous St Pete Beach or St Pete Pier.
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Lakefront home near beaches w/ waterview, pets ok
Imagine yourself waking up to a million-dollar view on Tampa Bay's largest lake - lake Tarpon. Close your eyes, relax and lose yourself to the sound of wind chimes, the caws and squeals of the birds, lapping of waves against the dock and fresh lake breeze. Watch an Osprey catch fish and other wildlife as you sip your morning coffee sitting on the dock. This is a quintessential lake house that one always desires in their dreams. Well that dream is attainable when you make this home your abode!
FamilyLocationRiver

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!
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Waterfront Pool Oasis Kayaks, Games & Beach Vibe
Relax at your waterfront oasis in Apollo Beach with a private pool, kayaks, and sunset views. Spot dolphins and manatees from the backyard or unwind on loungers with outdoor dining and games. Inside: full kitchen, dining area, 2 bedrooms, 2 baths, plus an extra living room with sleeper sofa and closet that serves as a 3rd bedroom. Close to Tampa, beaches, dining, and family attractions — ideal for families, friends, or a romantic getaway in a spacious private home. LIC# DWE3913431
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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
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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
LocationFamilyCleanliness

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!
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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.
LocationFamilyOutdoor spaces

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.
FamilyValueLong stay

Walkable Outdoor Oasis BBQ Firepit and Bocce Ball
Welcome to Havana Loft, located in Tampa, Florida—experience Cuban-inspired charm without a passport. Immerse yourself in the perfect blend of vintage vibes and modern comfort while making the most of an incredible outdoor oasis. Bask in the sunshine, fire up the grill for a delicious meal, unwind by the cozy firepit, or challenge your crew to a game of bocce ball or crush them in a game of cornhole!
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Popular amenities for Hillsborough County house rentals
House rentals with a pool

Beautiful Tampa Bay Pool Home Near Gulf Beaches
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Allison Palms Luxury Tampa Townhome + Pool
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Providence Cove | Heated Salt Pool • Sleeps 12
FamilyPoolGrill

Enjoy every moment
ValueFamilyQuiet

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

Luxurious "Riverfront Oasis" - Waterfront w/pool
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Lakeview Retreat with Private Pool Perfect Getaway
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The T and C Club
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Weekly house rentals

Ybor City Retreat Near Nightlife
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Gretel Paradise Suite Near Raymond James Stadium
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Designer Home | 10 Min to Dunedin Waterfront
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Charming Ranch in South Tampa/Palma Ceia
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Tropical Oasis in Seminole Heights
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3BR/Central Tampa/Sexy Rooftop/Firepit/Bikes/
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Brand New Executive Suites | Unit 1 of 2
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Heart of Ybor City, 5 min to Downtown w/ Free Tram
LocationFamilyComfort
Private house rentals

Waterfront Retreat in Apollo Beach– Relax & Unwind
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The Pearl Cottage 2b/1R w King Bed & FAST Wi-Fi
ValueFamilyIndoor spaces

Private Pool Access Peaceful Retreat
ValueFamilyCondition

Silverking Keys Retreat!
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Adélie Cottage SF home, walking dist. to Bayshore
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Casa Bella Tampa Lake
FamilyCleanlinessPets

"Off-the-Green Getaway" Hot Tub+Golf Access
LocationWalkabilityKitchen

Bay Oasis intercoastal pool home w/ hot tub
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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
- Reunion Resort Golf Courses - Palmer & Watson
- Bean Point Beach
- Amalie Arena
- LEGOLAND Florida Resort
- Tampa Convention Center
- Dunedin Beach
- Hard Rock Casino
- University of South Florida
- Vinoy Park
- ChampionsGate Golf Club
- John's Pass
- Epperson Lagoon
- Fort De Soto Park
- Tropicana Field
- Sand Key Beach
- Southern Dunes Golf and Country Club
- Island H2O Live!
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