
Villa holiday rentals in Pine Island
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Top-rated villa rentals in Pine Island
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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.

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.

Leithen Lodge Is Like a Scottish Castle in N Tampa
Leithen Lodge is a gated lakeside Gem awaiting your luxury visit. Private pool & spa heated for add’l charge of $100per day spa only, $35 per day, wood burning fireplace, gourmet kitchen & fantasy master suite. Paradise Lakes is a CLOTHING OPTIONAL resort. North of Tampa but within drive of beaches, outlet malls Busch Gardens trendy Seminole Heights Tarpon Springs and countless outdoor and nature adventures. Be King or Queen of your own Castle as you enjoy your own Game of Thrones Fantasy...

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.

Perfect "get-away" home for a couple or family!
Great getaway for a single, couple, or a family. Only an hour from the Disney Parks! By golf cart, you are only minutes from pools, rec. centers, golf courses and many dining options as well as the grocery store. The home includes a nice outdoor seating area. The "squares" provide FREE nightly entertainment. Golf cart included in price for getting around in The Villages. This get-away home is perfect for people looking to relax OR never be bored! It's always a great day at The Villages!

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.

Location Can’t be Beat! With cart!
Experience The Village's retirement community lifestyle! The patio villa is located near Spanish Springs Town Square and the shopping corridor, where you will find nightly entertainment, dining and shopping. Walk to Savannah Center & Glenview Country Club. Your rental includes the complimentary use of a Yamaha gas golf cart and Guest ID cards that provide you access to our recreation facilities. Monthly guests may purchase Resident ID cards ($50) that include free executive golf.

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.

Waterfront saltwater Pool home w boat slip
2 King Beds 1 bath Vintage cottage w outdoor saltwater pool on intracoastal waterway. Perfect for 1-4 guests. Bring your small boat no charge. ( Must provide your own supplies/ ties/ bumpers) Great for water sports, fishing, nature lovers. Only quiet respectful guests welcome. Work from home office with a beautiful view. This is someone's private home half of the year. It's professionally cleaned, welcoming, down to earth. BTR1587

Villa 3, waterfront propety, 2 min walk to beach
1 Bed, 1 Bath, Sleeps 4 (sofa sleeper) Located in a 4 villa complex just a 2 minute walk to white sandy Clearwater Beach! Quaint and casual is our motto. Villa has Cable TV, WI FI. Separate bedroom. This unit is adjacent to another 1 bedroom unit with an adjoining door so you could fit 6 people in 2 units !! We are not a hotel we are a vacation rental. We now have washer and dryer on the property for guest use, no fee.
Popular amenities for Pine Island villa rentals
Private villa rentals

Cabana pool home. 3400sq ft Of luxury!

Perfect location Lake Sumpter Villa w/ Golf Cart

The Cozy Crib

Golf Villa at Lake Jovita Golf & County Club

Coastal Cottage | Top 1% Airbnb Worldwide

Charming 3 Bedroom Villa with heated pool

Retreat on the creek 2

Melody Lane's Crafting Getaway - Cricut Included
Luxury villa rentals

Serene Heated Pool Oasis Tampa Vacation

Family Haven/Kid's Amenities Near Honeymoon Island

Casita on Fifth – Entire Casita

Lakeside Villa

Modern Luxury Villa - Heated Pool Spa, Game Room

(BAYC) Heated Pool Villa. Boat rental available

Luxury home | Lakeside Landing

Luxury Villa w/ Private Pool
Villa rentals with a pool

Private Patio | Pickleball | Pool | Golf | WiFi

IRB Harbor House Semiprivate Waterfront Pool Villa

3 Bed 2 Bath private golf course villa

Batman’s Cave w/ Pool + BBQ | Game Room Fun

La Villa, 1 of 4 rentals on-site. Heated Pool!

5/3 Luxury Oasis - Fire pit- Full Gym - Balcony

❤NEW Gorgeous 5br/3.5ba|POOL| Game ROOM| Disney

Heated Pool Golf Cart Dog Friendly in The Villages
Destinations to explore
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- Weeki Wachee Springs
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Rainbow Springs State Park
- Amalie Arena
- Tampa Convention Center
- Dunedin Beach
- Hard Rock Casino
- University of South Florida
- Epperson Lagoon
- Sand Key Beach
- Weeki Wachee Springs State Park
- MidFlorida Credit Union Amphitheatre
- Busch Gardens
- Splash Harbour Water Park
- Fort Island Beach
- ZooTampa at Lowry Park
- Three Sisters Springs
- Crystal River Archaeological State Park
- Adventure Island
- World Equestrian Center
- Honeymoon Island State Park
- Pier 60
- Fred Howard Park





