Beach house vacation rentals in Pine Island

A spacious outdoor area features a heated above-ground pool, surrounded by a gravel surface and plants for privacy. A hot tub is positioned nearby, along with a BBQ grill and patio seating. A lounge chair with a beach towel lies centered in the area.

4.97 out of 5 average rating, 187 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 Beach House is located 2 minutes walk from the beautiful and quite beach with direct beach access.Its a newly built three 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 Beach House is in a quite neighborhood and walking distance from restaurants,bars and stores. BTR#209

Superhost

An aerial view of a riverfront property nestled among lush greenery, showcasing direct access to the clear waters of the Weeki Wachee River. The outdoor space includes a fire pit area and various seating arrangements, with a boat dock visible along the shoreline.

Home in Spring Hill

4.84 out of 5 average rating, 69 reviews

MainRiver-LG yard, 10Kayak, firepit,2 full kitchen

Escape to our updated main riverfront home on the pristine Weeki Wachee River. Offering 10 kayaks! Sleeps up to 14 guests with 2 FULL KITCHENS, modern amenities & spacious home. Enjoy outdoor living with a fire pit, gazebo, outdoor TV's, an outdoor shower, & a patio with ceiling fans overlooking the river. Conveniently; located upriver from Hospital Hole, Rogers Park, & the Upper Deck. Bring or Rent a boat dock behind our house ($60.- motorized vessel Fee). If it has a motor, you pay the fee.

5 out of 5 average rating, 33 reviews

A bright living area features a spacious sectional sofa adorned with soft pillows, paired with a wooden coffee table. A textured area rug lies on polished wooden flooring. The open layout connects to a well-equipped kitchen, visible in the background, with ample natural light enhancing the inviting atmosphere.

Home in Madeira Beach

Beach Access + 2 KING beds + Coastal + Brand New

“Sunset on Madeira”- CLOSED😥 Come play in the beach at our Madeira Beach condo located just steps away from quiet beach access, white sand, and crystal clear blue waters. Close to John’s Pass and walking distance to many local bars, shops, restaurants, and directly across the street from the famous Smuggler’s Cove Mini Golf, where you can feed live gators! Nestled right in between St. Pete and Clearwater. Bring your friends and family to “Sunset on Madeira” and enjoy your beach getaway!

A sandy outdoor area is presented, featuring a thatched-roof tiki hut and several white Adirondack chairs arranged in front. Tropical plants and palm trees add natural elements to the landscape, with a clear view of the beach visible in the background under a bright blue sky.

5 out of 5 average rating, 8 reviews

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.

4.96 out of 5 average rating, 24 reviews

Home in Weeki Wachee

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.

4.97 out of 5 average rating, 39 reviews

An open-concept living space is featured with floor-to-ceiling windows allowing natural light and views of the Gulf. Comfortable seating arrangements are present, along with a modern kitchen area. Decorative elements emphasize a coastal theme, capturing a relaxed ambiance and inviting atmosphere.

Home in Madeira Beach

Oceanfront 3/2 with 180 degree view BOOK NOW!

👉🔥 📆 Book Now! Voted THE #1 🏆Airbnb in St Pete & Clearwater Beach area. Oceanfront dream with amazing views and year round heated pool. Coastal living at its finest in our modern 3-bed, 2-bath oceanfront property with breathtaking views, with John's Pass just a stroll away. This impeccably decorated haven offers a perfect blend of style and comfort, creating a breezy retreat by the sea. Your dream beach getaway awaits! Our place is exactly the retreat you have been looking for.

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.

4.88 out of 5 average rating, 147 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!

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.

4.92 out of 5 average rating, 131 reviews

High end Beach heaven: 3 private decks, Sleeps 10

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

4.99 out of 5 average rating, 107 reviews

An aerial view showcases a coastal area with a sandy beach and turquoise water. The newly built home is highlighted, situated across the street from the beach. Nearby structures and recreational activities are visible, illustrating the vibrant environment of the location.

Home in Madeira Beach

Beautiful New Home with Ocean View, Steps to Beach

Luxurious 3BR/3BA fully furnished new home that sleeps 11. Enjoy the gorgeous ocean views with two large balconies, perfectly located across the street from the beach, Caddy's restaurant and walking distance to several diverse options, and a 15-min walk to John's Pass (jet skis, fishing, restaurants, and more!) Amenities: - Smart TVs in all rooms - Fully equipped Kitchen - Gas grill - Beach accessories - Board Games - Family friendly

4.86 out of 5 average rating, 14 reviews

An inviting inground pool is surrounded by a spacious patio area, featuring sun loungers and a shaded outdoor bar. The water's surface reflects the clear blue sky, while a serene water view is visible beyond the pool, creating a relaxing atmosphere.

Home in Hernando Beach

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.

4.94 out of 5 average rating, 31 reviews

Indian Rocks Retreat | Panoramic Ocean-View Deck

Discover your dream coastal escape at the "Somerset House," a beautifully appointed 4-bedroom, 2-bath vacation rental in Indian Rocks Beach. This tropical retreat, nestled under a canopy of swaying palm trees, offers a peaceful sanctuary for up to 8 guests. Picture yourself unwinding in a hammock on the spacious, water-facing deck as you watch the sun dip below the horizon, casting golden hues across the Gulf.