Beach house vacation rentals in Pine Island

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Top-rated beach house rentals in Pine Island

Guests agree: these beach houses are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Clermont
5 out of 5 average rating, 38 reviews

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.

Top guest favorite
An outdoor backyard area features a hot tub surrounded by palm trees and ambient lighting. Several Adirondack chairs are arranged around a small table on a gravel surface. Stairs lead to an upper level, creating a layered outdoor space for relaxation.
Home in Indian Rocks Beach
4.98 out of 5 average rating, 204 reviews

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

Top guest favorite
Two individuals enjoy a calm river setting, one on a kayak and the other on a stand-up paddleboard. Lush green trees line the clear water, with sunlight filtering through the leaves, enhancing the tranquil outdoor experience.
Home in Spring Hill
4.89 out of 5 average rating, 61 reviews

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

Top guest favorite
A dining table set for six is situated on a covered deck, overlooking the Gulf waters. The sun sets in the distance, creating a gradient of colors in the sky. Palm trees frame the view, enhancing the serene atmosphere.
Home in Weeki Wachee
4.96 out of 5 average rating, 28 reviews

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.

Top guest favorite
Home in Palm Harbor
5 out of 5 average rating, 12 reviews

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!

Top guest favorite
A rectangular saltwater pool is highlighted within a screened enclosure, offering clear views of the blue sky above. Lounge chairs are positioned around the pool, alongside a spa with a stone surround. Lush greenery is visible in the background, contributing to a serene outdoor setting.
Home in Crystal Beach
4.98 out of 5 average rating, 54 reviews

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.

Superhost
A spacious living area is highlighted by large arched windows, allowing ample natural light. A coffee table with a wood finish is centrally placed on a patterned rug. Two comfortable sofas are adorned with decorative pillows, and a dining area is visible in the background.
Home in Indian Rocks Beach
4.87 out of 5 average rating, 149 reviews

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!

Top guest favorite
The image features a serene waterfront setting with three kayakers paddling on calm waters, surrounded by lush greenery. A wooden dock extends into the canal, providing access to the water. Several kayaks are neatly arranged on the shore, indicating available water activities.
Home in Spring Hill
4.94 out of 5 average rating, 54 reviews

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.

Top guest favorite
A beach deck is shown with turquoise lounge chairs and an umbrella, overlooking the sandy shore and the ocean. The setting sun casts warm light across the water, enhancing the atmosphere. Steps lead from the deck to the beach, creating easy access.
Home in Indian Rocks Beach
4.92 out of 5 average rating, 137 reviews

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

Top guest favorite
A vibrant house with colorful exterior features a large deck, surrounded by greenery. The property includes seating options in pastel colors, kayaks, and a dock. Lush trees provide a natural backdrop, enhancing the serene riverside setting.
Home in Weeki Wachee
4.97 out of 5 average rating, 211 reviews

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.

Guest favorite
An outdoor dining area features a wooden table set with two glasses and a blue bottle. A vibrant sunset paints the sky in hues of orange, pink, and purple, reflecting off the calm water and surrounding vegetation.
Home in Spring Hill
4.96 out of 5 average rating, 56 reviews

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.

Top guest favorite
A charming cottage with blue exterior is surrounded by palm trees, set against a vibrant sunset sky. The front porch features comfortable seating with Adirondack chairs, while a gas grill is positioned nearby. The entrance is framed by large windows, enhancing the inviting ambiance.
Home in Indian Rocks Beach
5 out of 5 average rating, 21 reviews

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!

Popular amenities for Pine Island beach house rentals