
Villa holiday rentals in Hillsborough County
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Top-rated villa rentals in Hillsborough County
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The Palm Haus • Heated Pool • Near Beach • Games
Charming home with stylish baths & bedrooms. Heated pool included in the price. Gas fire-pit, outdoor games, large secluded backyard! Game room! Near Honeymoon Beach & Caladesi Island open for sunbathing & water sports; historic downtown Dunedin with cute shops, cafes, restaurants & cultural events. The area has a number of top-notch golf courses and trails. Palm Harbor's welcoming community & mild climate make it an ideal getaway for outdoor adventures, cultural experiences, and coastal views.

Heated Pool! Huge Walk In Shower! 5 min to beach!
Welcome to Coastal Paradise! This modern villa is newly remodelled and professionally furnished with a beautiful coastal theme. It has a very spacious open layout with plenty of space for the whole family. A huge master walk in shower with two shower heads and four body jets! Out back is a private heated pool with lounge chairs, grill, a hammock, corn hole and a beautiful patio set to enjoy a meal outdoors. Madeira beach is only a 5 min drive away! We also provide all your beach necessities!!

Basil House — Your Perfect Florida Escape
Experience the best of Florida living at Basil House, a contemporary, updated villa designed for relaxation and convenience. Nestled in a quiet neighborhood, you are perfectly positioned between the energy of Clearwater and the charm of St. Pete, with the Gulf’s white-sand beaches just a 10-minute drive away. Whether you’re here for a vacation, a remote-work retreat, or a beach getaway, this home offers a cool and relaxing atmosphere with all the modern comforts you expect from a premium stay.

Villa Key West "Villas by Christine"
Perfect location, Charming Villa Guests are loving the newly renovated Villa Key West. Christine's goal was to make guests to feel the charm of a Key West Villa while experiencing the amenities of a 5 star hotel The Living room and bedrooms have large smart TV’s with complementary Roku, Netflix, Prime and Hulu. Enjoy the view out back of one of Safety Harbors 150 year old Oak & nature pond. We are per friendly. Please let us know you will be bringing pet. Pet fee of $100.00 due upon arrival.

Almost beachfront! 1 house to beach. Peaceful
BEACH ACCESS IS STEPS FROM YOUR DOOR! A 30 second walk. 1 of 3 units in a private beachside villa tucked away on a peaceful street. A hidden gem away from busy condos. Wide beautiful beach goes for miles. Walk to many restaurants. Pickle ball courts nearby! Washer/dryer in unit. *Private patio. *Full sized kitchen. *Quiet ductless AC, *Free parking in front. *BEACH supplies. 1 bedroom super comfy queen bed, separate living room very comfy pop-up sofa. 2 more units available; 1 bdm & 3 bdm.

Busch Gardens, Moffitt, USF Charming Villa
Cozy 1 bedroom and 1 bathroom unit, completely renovated in Live Oaks Square. 3 minutes away from Busch Gardens, Adventure island, MOSI and USF. It is about 21 minutes from Tampa Airport. The back yard has been accommodated so you can enjoy every minute of your stay. -Tampa International Airport 15MI -Tampa Bay Buccaneers Stadium 11MI -Aquarium8.3MI -Busch Gardens1.6MI -Clearwater32MI -Adventure Island2.2MI -Epperson Lagoon23MI -James Haley Veterans2.9MI -USF3.2MI -Moffitt3.5MI -Publix4.1MI

Quiet 3BD Huge Tropical Garden & Patio. 5min Beach
Escape to our tranquil tropical paradise! Our private garden overflows with emerald palm trees, exotic foliage and native blooms, while the covered patio offers a place to relax and savor nature's natural sounds. Grill area, outdoor seating, lounge chairs. 5 minutes to Indian Rocks Beach and downtown amenities. Embark on bike rides on the nearby Pinellas Trail and Tailor Park with our complimentary bikes. Enjoy fun and fishing with our provided kayaks and gear, easily loaded onto your car.

The Emerald Villa, Eco-Luxury by the Sea
Eco-friendly, earth conscious seaside villa. Located just steps from the soft sands of the Gulf of Mexico beach, this exquisitely designed family home offers a luxurious yet sustainable escape. Encased in natural light, 4 bedrooms and 3 baths, the villa sleeps dynamic families and small groups in uncompromising comfort and style and provides all the zen essentials. In-house health suite with gym, infrared sauna and red light therapy available upon request at small additional daily fee.

The Tropical Oasis, w/ Solar Heated Pool and Games
Welcome to your private, tropical escape! Unwind by the solar-heated pool in a screened, mosquito-free lanai. FUN & GAMES: Enjoy Billiards (Pool Table) 🎱, Foosball, Cornhole, board games, and 3 Smart TVs 📺. PRIME LOCATION: Only 5 min 🚗 to Indian Rocks & Bellaire Beach, FL Botanical Garden, and dining. Essentials: 🌞 Heated Swimming Pool (Private!) 🎮 Billiard Table / Foosball Table / Cornhole / Boardgames and more! 🛏️ 4 Queen/Full Beds 🧺 Beach Amenities

Busch Gardens Deluxe Edition w/heatedpool
Accommodation that you choose can make a big difference to your trip. Busch Gardens Royal Experience offers an exciting villa taking your adrenaline limit to the next level. Get out of that overwhelming routine. Create extraordinary memories in this full renovated house 3bedrooms/2bathrooms located 3 minutes away of Busch Gardens Tampa Bay. From its cozy pool area with a majestic pergola you can see several roller coasters. Just a VIP experience so Put it slow motion.

Resort pool/ home hot tub game room near airport
Welcome to home away from home! This beautiful 4 bedroom 2 bathroom house is new with modern decor and has everything you need for a comfortable and relaxing stay. The house features a sparkling swimming pool and a hot spa, perfect for unwinding after a long day. Located in brandon, you’ll be just 15 minutes away from downtown, where you can experience the city’s vibrant culture and attractions. Get ready to create some unforgettable memories in this charming abode.

Boho -Minimalist villa
Welcome to our Boho Minimalist Villa 4311 unit B with a 2 bedroom and 1 bathroom. Conveniently located in the heart of Tampa, Florida. “Points of interest” to visit and enjoy while you are here: Raymond’s James Stadium, New York Yankees Training Camp, Hillsborough Community College, International Tampa Airport, Downtown Tampa, Midtown within less than 10-minutes’ drive enjoy a great afternoon eating at many local restaurants.
Popular amenities for Hillsborough County villa rentals
Private villa rentals

Lakeside Villa

*Modern 2/2 Cottage with Spacious Backyard*

NEW! Casa Dolce Vita | Mediterranean Pool+Bocce

Southern Charm Villa with Pool

Exciting Valrico Villa w/ Private Pool & Game Room

Tampa Downtown Luxury Villa | Beds 14 Park 6 cars

Newly remodeled-minutes from the beach

Beach Lover's Cove 'Sea La Vie'
Luxury villa rentals

Serene Heated Pool Oasis Tampa Vacation

Villa Luxe~Heated Saltwater Pool~Near Beaches

Casita on Fifth – Entire Casita

Perfect location 6BR/4BA Pool GameRoom 5 min Beach

Best deal in town!

(BAYC) Heated Pool Villa. Boat rental available

Waterfront Heated Pool, Sleeps 22 - 4plex

Ocean View | Heated Pool | 3 Bed | Island Paradise
Villa rentals with a pool

Family Haven/Kid's Amenities Near Honeymoon Island

IRB Harbor House Semiprivate Waterfront Pool Villa

Pets Welcome @Pool Villa 2 miles from USF & Moffit

Gorgeous Villa with Heated Pool & Beach Views!

Relax on the beach Pool closed 8-4PM

Pura Vida in Clearwater Beach

Coastal Cottage | Top 1% Airbnb Worldwide

Walk to Beach (4 min), Pool, Private Roof Deck
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- Anna Maria Island
- Weeki Wachee Springs
- Raymond James Stadium
- Anna Maria Island Beach
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Reunion Resort Golf Courses - Palmer & Watson
- Bean Point Beach
- Amalie Arena
- Dunedin Beach
- Vinoy Park
- Tampa Convention Center
- LEGOLAND Florida Resort
- University of South Florida
- Hard Rock Casino
- ChampionsGate Golf Club
- John's Pass
- Island H2O Live!
- Southern Dunes Golf and Country Club
- Tropicana Field
- Fort De Soto Park
- Sand Key Beach
- Anna Maria Public Beach
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