Beach house vacation rentals in Pine Island

Lakefront home - country - check for seasonal rate

Your family will be close to everything when you stay at this centrally located home. It is close to Orlando attractions such as Disney Parks, Universal Studios, Legoland, Many places to golf, short drive to most of Florida's natural springs and only an hour and half to the west or east cost of Fl. It is a wonderful place to relax and Play in the water or fish off the dock and watch sunsets. It is a beautiful country setting and is great for just taking a walk or hiking, you can go for miles.

Hidden Jim-Clear Main River house kayak, preserve

Main River cottage Your outdoor adventures while staying directly on the Weeki Wachee Springs River. This unpretentious one-story cottage is a great place to immerse yourself in nature. Directly across the river is the Weeki Wachee Preserve. People watching is the best In Summer/Spring. Fall/Winter is peaceful. Enjoy local restaurants, vineyards, & breweries, or catch the famous Mermaid Show just 5 min away. With Tampa Airport 1/hr & Disney 1.5 hrs away, your ultimate getaway awaits. Book it

Island/Beachfront House - Majestic Sunsets

Welcome to the stunning, newly-built (2023) Beachfront Bliss! We are directly on the beach in the most desirable west side of the island. Starting with the most spectacular panoramic views of the Gulf, you'll find yourself mesmerized by the seemingly endless water view and beautiful sunsets. See dolphins and wildlife from the covered deck. Or rest in a hammock on the sandy beach for a closer look. Feel a serene constant sea breeze and the sound of gentle waves lapping along the beach.

Waterfront Villa w/Hot Tub• Game Room•Kayaks•Bikes

Welcome to Seaside Sanctuary 🌊🌅 – Your Ultimate Waterfront Escape Nestled in charming Crystal Beach, this spacious 4-bedroom, 2.5-bath retreat perfectly blends luxury, comfort, and coastal fun. Go kayaking from your direct Intracoastal access, soak in unobstructed sunsets, relax in the hot tub, challenge friends in the game room, or grill a delicious meal on the patio 🥙. Perfect for family reunions, bestie getaways, wedding weekends—or simply because you deserve a seaside escape!

Custom Waterfront 3BR Paradise/Salt WaterPool-Spa

Welcome to your Crystal Beach paradise w/spectacular sunrises over the water from your pool deck, Gulf of Mexico sunsets from front porch. Custom open concept gourmet kitchen with island and butler pantry, spacious 3 bedrooms and 2 spa style bathrooms for you and your guests to enjoy. Step out your sliding doors to a covered Lanai with ceiling fans and sound system to your salt water pool and spa with waterfall. Hotel style lounge chairs, couches, covered dining and Weber grill awaits.

Historic Lakefront Vineyard

Welcome to our lakeside vineyard! The Osprey View is a 10 acre property just 15 minutes outside of Tampa and perfect for a relaxing getaway! Surround yourself with 6 acres of muscadine grapevines inside our 125 year old, 2600 square foot Farmhouse. The home boasts living space for up to 10 guests. The front patio will take your breath away! Imagine 3,500 square feet of covered patio space overlooking the grapevines and beautiful Lake Thonotosassa! We look forward to hosting you!

Christmas Special! Gorgeous Lake View Retreat!

This peninsula lakefront property isn’t just where you stay on vacation, it IS your vacation! Three master suites (7 total bedrooms) with on-site fishing, swimming, a fenced-in shady pet area, BBQ grill and fire pit. The canoe, paddle boat & kayaks are free as well as the pool table, dart board, shuffle board and other games. Lots of local attractions, shops, antiques and restaurants nearby. A 9-10 person deck boat is also available to rent on-site for cruising and sight-seeing.

Vay-cay Canalside at Sunshine & Splashes Cottage

Come and enjoy Sunshine Splash Down; a large new waterfront home on Big Cypress Canal; just a short paddle down canal to the Weeki Wachee river. Manatees frequent the canal year round. The home is spacious with a 28 ft porch overlooking the water. 6 Kayaks and a paddleboard are included. Ideally located close to the river, yet without the crowds of kayakers. Old Florida tranquil charm offered here. Enjoy the river longer; great discount of 45% on monthly rentals.

Amazing Private Beach Home

🏡 Welcome to your stunning waterfront retreat with a true million-dollar view! Tucked away on a peaceful cul-de-sac along Oldsmar’s picturesque Shore Boulevard, this elevated home offers a truly special and serene escape. Set on a generous half-acre lot, the property showcases sweeping panoramic views of the sparkling Tampa Bay waters. With 165 feet of private water frontage, you’ll be perfectly positioned to relax, unwind, and enjoy an unforgettable waterfront stay.

Kayak the river and springs here in Weeki Wachee

Do you want to kayak and explore, if so, this is the house for you. You can kayak Mud River, Little Salt Spring, and the Weeki Wachee River. Have the best of all worlds. There's so much to see here with the manatees and dolphins swimming by or the eagles and other wildlife flying above your head. This is old Florida at its best. Kayak the Weeki Wachee River and come back to the house for a quiet night around the fire pit playing a game of corn hole.

Paradise Point

Relax with the whole family at this peaceful home. Beautiful sunsets and water views. Enclosed patio, inground pool, outdoor bar with bathroom, laundry room, private boat dock. Boat rentals available @ Hernando Beach Motel. 5 minutes from Weeki Wachee preserves that include bike, walking trails, bird watching, and lakes. Close to Walmart, restaurants, bars with music. 1 hr to Tampa, 2 hrs to Disney Pine Island Beach 3 miles away.

Gulf-Front Oasis | Stunning Sunsets +Nature Views!

Escape to Osowaw Oasis, a peaceful Gulf-front retreat on over an acre with 600' of waterfront. Enjoy breathtaking sunsets, coastal charm, and 2,000 sq ft of outdoor entertaining space. Lounge on the upstairs porch, launch kayaks, or watch for dolphins and manatees. Just 10 minutes from Weeki Wachee, this cozy, dog-friendly home is perfect for families, nature lovers, and anyone craving Old Florida charm.