
Villa vacation 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.
4.99 out of 5 average rating, 128 reviews
Heated Hybrid Pool~Modern Beach House~Walk 2 beach
Welcome to Sweet Serenity! A newly renovated modern beach house that comes with an endless amount of amenities including all your beach needs and a large brand new HEATED Hybrid Pool that has room for the whole family. Just pack your clothes & we will provide the rest. This home is perfect for your family vacation w/ a very open layout, tons of beach decor to get you in that island mood & 3 large bedrooms. Located in a quiet family friendly neighbourhood, a short, less than 10 min walk 2 beach!
4.93 out of 5 average rating, 158 reviews
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...
4.84 out of 5 average rating, 107 reviews
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.
4.98 out of 5 average rating, 173 reviews
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!
4.86 out of 5 average rating, 276 reviews
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.
4.92 out of 5 average rating, 105 reviews
Almost beachfront Easy walk to restaurants
1 house to beach! Just a 1-minute walk to a gorgeous sunsets and miles of white sand! Walk to restaurants, Hidden gem tucked away from busy condo crowds. One of only 3 units in a charming Gulf-side villa. Fully equipped kitchen. 2 king bedrooms, 2 twin beds in 3rd bedroom with laundry room has extra couch to lounge. Sleeps 6. 2 free parking spots, central A/C, Outdoor dining. Cooler, beach towels & chairs . Close by: pickleball courts, putt-putt golf, food, music, shops, groceries.
4.92 out of 5 average rating, 167 reviews
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.
4.83 out of 5 average rating, 133 reviews
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.
4.92 out of 5 average rating, 152 reviews
Resort pool/ hot tub/game room near Tampa 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.
4.84 out of 5 average rating, 162 reviews
Waterfront Heated Pool, Sleeps 22 - 4plex
Welcome to 101st Largo 257 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. Welcome to LAKESIDE RETREAT 4-plex, situated on a ⅓ acre next to Lake Seminole. Enjoy the perks of a private resort with amenities like a lakefront pool, a gazebo, and a cozy fire pit. The property is a 15-min drive to popular beaches, John’s Pass, and the Lake Seminole Park boat ramp. ✨ "Perfect place! Exceeded our expectations! thank you so much!" ✨
4.89 out of 5 average rating, 129 reviews
Villa 2 Master Suites/2 Golf Carts Great Location
Beautifully Remodeled Private Courtyard Villa with two King Master Suites. Both bedrooms come with King Posturepedic Pillow Top Mattresses and Premium bedding, each with their own private bathroom & 32" HDTV's. LOCATED PERFECTLY in the De La Vista North neighborhood between Spanish Springs & Sumter Landing both offering dinning and shopping. The property comes with 2 Golf Carts making getting around SUPER easy & FUN!
4.97 out of 5 average rating, 119 reviewsPopular amenities for Pine Island villa rentals
Private villa rentals

3/2 Luxury Villa, Golf cart included! Near Sumter!
4.95 out of 5 average rating, 111 reviews
Why stay at a hotel when you can stay at a Resort!
4.87 out of 5 average rating, 102 reviews
Zen Inspired Villa near Disney
4.89 out of 5 average rating, 111 reviews
Beautiful villa home near Disney
4.92 out of 5 average rating, 214 reviews
Private Heated, Salt Water Pool+Outdoor kitchen
4.98 out of 5 average rating, 63 reviews
Charming 3 Bedroom Villa with heated pool
4.94 out of 5 average rating, 71 reviews
The Cozy Crib
4.93 out of 5 average rating, 15 reviews
Cozy Golf Villa at Lake Jovita * St. Leo access
4.96 out of 5 average rating, 46 reviewsLuxury villa rentals

The Tropical Oasis, w/ Solar Heated Pool and Games
4.91 out of 5 average rating, 140 reviews
Waterfront saltwater Pool home w boat slip
4.9 out of 5 average rating, 114 reviews
Lakeside Villa
4.97 out of 5 average rating, 74 reviews
Elegant 3BR Lake Jovita Golf Villa • St. Leo Acces
4.85 out of 5 average rating, 13 reviews
Villa with Pool, Spa and Putty, Honeymoon Island
5.0 out of 5 average rating, 45 reviews
5/3 Luxury Oasis Resort- Pool - Full Gym - Balcony
4.95 out of 5 average rating, 22 reviews
Summer Getaway with Pool and Spa
4.98 out of 5 average rating, 60 reviews
[TRENDlNG] Modern 5BR Pool Villa + Arcade & Sauna
4.95 out of 5 average rating, 59 reviewsVilla rentals with a pool

Batman’s Cave w/ Pool + BBQ | Game Room Fun
4.93 out of 5 average rating, 107 reviews
❤NEW Gorgeous 5br/3.5ba|POOL| Game ROOM| Disney
4.93 out of 5 average rating, 153 reviews
Villa Luxe~Heated Saltwater Pool~Near Beaches
4.94 out of 5 average rating, 67 reviews
Family Haven/Kid's Amenities Near Honeymoon Island
4.98 out of 5 average rating, 43 reviews
Gorgeous Villa with Heated Pool & Beach Views!
4.95 out of 5 average rating, 19 reviews
Heated Pool Golf Cart Dog Friendly in The Villages
5.0 out of 5 average rating, 30 reviews
La Villa, 1 of 4 rentals on-site. Heated Pool!
4.78 out of 5 average rating, 67 reviews
Perfect location Lake Sumpter Villa w/ Golf Cart
4.99 out of 5 average rating, 74 reviewsDestinations to explore
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