
Villa holiday rentals in Pine Island
Find and book unique villas on Airbnb
Top-rated villa rentals in Pine Island
Guests agree: These villas are highly rated for location, cleanliness and more.

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.
ValueLocationOutdoor spaces

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!!
LocationValueAir conditioning

Lakefront, Dock, 2 Kayaks, near Bok & Legoland
** New Construction ** Breathtaking view of lake, private dock (2 kayaks for guests included), beach/swim area, outdoor shower, large private balcony w/gas grill and gorgeous sunsets! 2 Bedrooms each w/walk in closet, two full baths, full kitchen w/all amenities. All new furnishings, (3) 4K Smart TV's, FAST free wifi. Gorgeous location, quiet street, private free parking, 2 private entrances. Villa is detached from main house. Near Disney, LegoLand, Bok Tower. WEEKLY & MONTLY DISCOUNTS
ValueLocationEV charging

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.
LocationFamilyBeach

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...
ValueFamilyComfort

The Lakeview Oasis - XL Pool & Jacuzzi - Orlando
Welcome to our stunning lakefront resort, where luxury meets tranquility! Dive into our expansive 100,000-gallon pool, enjoying a refreshing swim surrounded by breathtaking views. Inside, our tastefully designed space features midcentury modern amenities ensuring you have everything for a perfect getaway. Each bedroom offers serene views and plush bedding for a restful night’s sleep. Whether you seek adventure or relaxation, this is your ideal getaway. Book now for unforgettable memories!
ValueFamilySleep quality

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.
LocationValueLaundry

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
AMAZING Pool Deck Extension cira 2023! Its the BIGGEST pool deck at the resort! Plus JAW DROPPING, Fancy, Fun, Fountain Jets w/ LED lighting, high-end glass tile & a Mickey Mosaic giving you an ULTIMATE luxury pool experience. This SALT WATER POOL/SPA will leave your skin feeling soft w/ no eye-sting & it has botanical qualities for your muscles after long days at the parks! Enjoy all this plus our unique OUTDOOR MOVIE EXPERIENCE & FIRE-PIT for the BEST vacay ever only 6 miles to Disney!
ValueFamilyAccuracy

Magical 5-Bedroom Villa Near Universal's Wizarding
Ensure an enchanted holiday in Orlando. Inspired by everyone’s favorite castle, this magical home provides an immersive experience with 5 bedrooms, common room with large screen TV with Netflix & Nintendo Switch, dining hall, fully equipped kitchen, swimming pool, patio with grill and laundry room. Located in a quiet residential community, 10 miles to the Wizarding World of Harry Potter, 6 miles to Disney, 5 miles from Celebration, 4 miles from Old Town and 18 miles from downtown Orlando.
LocationValueWi-Fi

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.
FamilyLocationWalkability

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.
FamilyValueKitchen

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
FamilyLocationCheck-in
Popular amenities for Pine Island villa rentals
Private villa rentals

Cabana pool home. 3400sq ft Of luxury!
FamilyValueAmenities

Disney-Themed Home w/ Game Room & Private Hot Tub!
FamilyValueKitchen

Sandy's Southern Dunes Villa
ValueLocationCheck-in

Private Pool & Free Heat - Close to Disney!
FamilyLocationIndoor spaces

Couples retreat•5 Min Walk Beach. Endless Sunsets
LocationFamilyAccess

8Bd 4K Movie Theater 155 Inch Screen Pool & Spa
LocationValueOutdoor spaces

Perfect "get-away" home for a couple or family!
FamilyLocationNearby

House by the Mouse: Something for Everyone!
LocationFamilyPool
Luxury villa rentals

Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub
LocationValueAccess

Blue Paradise 15BR 11BA, Sleeps 36, Theater/GameRm
FamilyLocationLayout

15min2parks/Karaoke/Theater/*Summer Special
LocationValueDecor

"Disney Serenity": Luxe 8BR Villa/ Privacy/ Pool
LocationFamilyComfort

Waterfront Heated Pool, Sleeps 22 - 4plex
LocationValueCleanliness

Poolside getaway w/ game room | Walk to clubhouse
LocationValueParks

Cozy Themed Villa 6 BR | Close to Disney
LocationValueAir conditioning

8 BR Villa, Private Pool, Theater, Min to Disney!
ValueFamilyWalkability
Villa rentals with a pool

IRB Harbor House Semiprivate Waterfront Pool Villa
FamilyLocationBarbecue

Villa Perdomo Family
LocationValueCheckout

Mickey Fantasia Family Friendly w/accessibility
FamilyValueSleep quality

Disney area 4-bedrooms spacious villa for rent
FamilyLocationQuiet

*Private Golf-Front Oasis with Pool, Spa & Cinema
LocationValueWalkability

Epic Disney Villa • Hidden Arcade & Playroom!
LocationFamilyGetting around

Luxury home | Lakeside Landing
LocationFamilyDecor

Charming 3 Bedroom Villa with heated pool
FamilyValueBarbecue
Destinations to explore
- Miami Holiday rentals
- Orlando Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Miami Beach Holiday rentals
- Panama City Beach Holiday rentals
- Tampa Holiday rentals
- Fort Lauderdale Holiday rentals
- Destin Holiday rentals
- Savannah Holiday rentals
- Hollywood Holiday rentals
- Jacksonville Holiday rentals
- Raymond James Stadium
- Weeki Wachee Springs
- Busch Gardens Tampa Bay
- Rainbow Springs State Park
- Amalie Arena
- Dunedin Beach
- Tampa Convention Center
- University of South Florida
- Hard Rock Casino
- Sand Key Beach
- Weeki Wachee Springs State Park
- Epperson Lagoon
- ZooTampa at Lowry Park
- MidFlorida Credit Union Amphitheatre
- Busch Gardens
- Fort Island Beach
- Three Sisters Springs
- Splash Harbour Water Park
- Crystal River Archaeological State Park
- Adventure Island
- World Equestrian Center
- Fred Howard Park
- Honeymoon Island State Park
- Pier 60





