
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.

Sunshine Beach Bungalow That Is a Unique Treasure
Charming, Light-filled 1938 bungalow, surrounded by tropical gardens, steps to Sunshine Beach. Offering both original detail and current amenity, this one-of-a-kind bungalow experience is located on Treasure Island near John's Pass in St Petersburg Florida. Situated on the gulf side of Gulf Boulevard, it makes for a most relaxing and convenient beach experience, all day and every day. No need to cross a busy intersection to reach the white sand and waves, just step out your back door to two co

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

Lux Madeira Beachfront Home
Wake up to endless Gulf views in this rare single-family beachfront home w/ direct access to the sand. Set directly on Madeira Beach, this coastal retreat offers multiple levels of living, incredible natural light, and panoramic views throughout. Designed for relaxed beach living, the home features an outdoor BBQ, patio & balconies & everything needed for effortless days on the shore, including beach gear. Unmatched views, privacy, and location make this a truly special beachfront escape.

Walks on the Shores • Private Beach Front Access
This 4-bedroom home is in a prime location & has EVERYTHING you need for an amazing vacation in Indian Shores, FL! • Private Beachfront Access! • Exclusive Covered Boat Dock that fits up to a 32 ft boat • Direct Gulf & Waterway Access • Multiple Balconies: Outdoor Patio/Dining • Fully Stocked Kitchen • 2 Kayaks for Guest Use • Ping Pong Table • Beach Bath & Essentials • Family/Kid Friendly • Work out facility including Peloton, weights, and much more! • Oversized Garage • Washer & Dryer

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.

Sunsets & Gulf Shores beachside cottage with parti
Welcome to Bella 8 Bella Vita is a small 4 condo complex that sits directly on the beach in the heart of Indian Shores. All units have recently been updated with brand new living room furniture which includes a queen sofa sleeper. This complex does not have a pool, but the Gulf of Mexico is so close you can taste the salt in the air. Bring the whole family and the dog (1 dog per unit) (20lb weight limit) to this 1 bedroom/1 bathroom cottage that can accommodate 4 guests comfortably.

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. 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. BeachHouse is in a quiet neighborhood and walking distance from restaurants, bars and stores. BTR#2099

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!

Hudson Waterfront Home "The Surf Shack"
We're not just a place to sleep at night; we're full of fun things to do! We are pool tables, foosball, board games, corn hole, and get togethers outside under the pergola. Use the dock to fish or spot wildlife or to simply relax. Our home is walking distance to Hudson Beach and Robert J. Strickland Park boat ramp! Ollie's on the Beach is 0.4 miles away and Sam's Beach Bar is 0.6 miles. We foresee lots of great sunsets in your future. Allow us to make your stay one of the best!

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.
Popular amenities for Pine Island beach house rentals
Beach house rentals with a pool

Pool is Open - Beach Cottage 1505, Gulf View 3BR

Beach Resort with pool tiki bar near Disney World

Beach Nest Escape!

Beachfront Bungalow w/ Pool & Hot Tub in IRB

Kayaks/Located on Canal/4 bedrooms/ Heated pool

Waterfront Elegant House-Pool/HotTub/Beach/Bikes

Tranquil Bay: Waterfront Home w/ Heated Pool

Relax, Unwind & Enjoy the Gulf
Private beach house rentals

Beachfront Cottage - John's Pass-Time #2

Seaside Serenity : Your Perfect Beach Escape

Modern Beach Townhouse, Heated Pool, Free Parking

Gorgeous Best Views and Direct Gulf Front

Charming Beachside Retreat #2 - Steps to the Beach

Redington Escape Unit A

Florida Family Home w/ Dock on Saw Mill Lake!

NEW! Waterfront, Pool, Kayaks, Walk to beach
Pet-friendly beach house rentals

Camp St. Cabanas Unit 1 - POOL & HOT TUB

Location! Duo Beachcondo Paradise! Sleeps 14

Apollo Beach Hot Tub House, Solar Heated Pool

16 - Crystal Beach Bungalow | Near Trail & Pier

Gorgeous Lake View Retreat!

Sandy Shores | Steps to Beach • Pet Friendly

The Sand Dollar Redington Shores Beach Cottage "A"

Amazing Private Beach Home
Destinations to explore
- Seminole Vacation rentals
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- Key West Vacation rentals
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Weeki Wachee Springs
- Dunedin Beach
- Amalie Arena
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Rainbow Springs State Park
- Hard Rock Casino
- Fort Island Beach
- Splash Harbour Water Park
- Adventure Island
- Busch Gardens
- Fred Howard Park
- Weeki Wachee Springs State Park
- Hunter's Green Country Club
- Clearwater Marine Aquarium
- Tampa Convention Center
- Ben T Davis Beach
- World Equestrian Center
- Homosassa Springs Wildlife State Park
- Three Sisters Springs
- World Woods Golf Club
- Crystal River Archaeological State Park




