Beach house holiday rentals in Pine Island

Luxe BeachHouseA Heated Pool, 2 min walk to Beach

Welcome to your home away from home.Sand,sun and ocean breeze are waiting for you.Our modern BeachHouse is located 2 minutes walk from the beautiful and quite beach with direct beach access.Its a newly built four story house with nice and private backyard,heated pool,hot tub and beautiful rooftop.We have everything that you need for bigger groups of families to relax on your Beach vacation.Our BeachHouse is in a quite neighborhood and walking distance from restaurants,bars and stores. BTR#2099

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

Oceanfront Boho Bungalow Breeze

Step into the soul of Indian Rocks Beach with this newly restored stone beach cottage, offering direct access to the sand that blends nostalgic charm with modern luxury. This coastal gem is one of IRB’s original stone cottages, lovingly updated while preserving its unique architectural character. Inside, you’ll find a boho-inspired interior with all the modern conveniences. Walk barefoot from your door to the shore. This is not your average rental—it’s an authentic luxurious experience.

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!

Luxury 3 Bedroom Beach Home with Game Room!

The perfect beach home DOES exist! Perfectly positioned 2 blocks away from direct beach access, kick up your feet & relax in our cozy 3 bedroom + 2.5 bathrooms with a killer garage space turned game room! While you’re not soaking up the sun on the beach, hang out downstairs and battle it out between air hockey, foosball, giant Jenga & Connect 4 and board games such as Cards Against Humanity. You'll feel right at home in our newly renovated & professionally decorated vacation home!

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.

High-end Beach heaven, Sleeps 10, 3 private decks!

Ideal for those who appreciate single-level living. 3 bedrooms & 2 baths located on the main floor, & loft-style 4th bedroom upstairs. Enjoy 3 decks!: a private beach deck just a 30-second walk away + front & upper decks offering partial ocean views perfect for morning coffee or for cocktails. The primary booking guest must be at least 27 years old, stay on-site during the reservation, and provide valid government-issued ID to host within 24 hrs of booking. Vtr -1609

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.

Casa Del Sol | Private Beachfront, Pool Table

Welcome to Casa Del Sol! Get ready to relax and unwind at this charming 3-bedroom, 2-bathroom home, complete with its own scenic beach access. Whether you're sipping your morning coffee on the top balcony with stunning views of the Gulf of Mexico, or enjoying quality time with loved ones in the cozy outdoor sitting area downstairs, this little slice of paradise has everything you need for an unforgettable vacation. * Under new management

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.

Steps to Beach | Cozy Cottage | Family Friendly

50 steps to the sand and a heated pool right outside your door! Our cozy 2-bed cottage sleeps 4 and puts you close to restaurants, shops and fun. • Beach gear provided • Shared heated pool • 550 sq. ft. • Full kitchen & fast Wi-Fi • Free washer/dryer on site • Superhost support within 1 hr Park, drop your bags, walk to everything and make beach memories. Book your dates before they’re gone!