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Tropical Oasis Near Treasure Island Beach

Welcome to The Break, your tropical hideaway near Treasure Island Beach. - 2 bedrooms, 1 bath for up to 4 guests - Soothing hot tub and BBQ in the lush tropical backyard - Fully-equipped kitchen for gourmet meals - Welcoming living room with smart TV and board games - Beach gear provided for your convenience - Step into our little corner of paradise at our freshly renovated property, a true family-friendly sanctuary with a Florida twist. - A short stroll to local attractions and th

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.

Luxury Waterfront Sunset Beach with Jacuzzi

Pure Luxury at Sunset Beach with a Premium Jacuzzi Live life to the like a Celebrity at this spectacular waterfront 3 story house all to yourself in Sunset Beach!! Fresh and Completely Renovated with impressive views of the water from every level! Your own private dock where you can pull up your own jet ski or boat! This location extremely unique with full Waterfront access & view from the house, and you can walk just steps away to the perfect white sands & warm ocean on Sunset 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!

Billy's Beach Bungalow

Welcome to Billy’s Beach Bungalow—your cozy coastal escape just steps from the sand. Located directly across from the beach, this charming 2BR/1BA retreat sleeps up to six with a queen bed, bunk beds, and a pull-out sofa. Enjoy beach chairs, 2 kayak with a launche and fishing docks, walkable rentals, and a beach trolley every 30 minutes. Close to dining, live music, and beach-town fun. Please note: this is a pet-free property to help keep the space fresh and comfortable for all guests.

Luxe Beach House A/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

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.

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

Sunsets & Coastal Vibes | Treasure Island Stay

Coastal Breeze Oasis is your perfect summer beach escape just steps from the white sands of Treasure Island, waterfront dining, and local favorites. Relax on the private corner balcony with amazing sunset views and enjoy the laid-back coastal vibe Oasis Getaways is known for. Beach gear included, heated pool and hot tub on-site, plus pickleball courts just a short walk away. Perfect for couples and families ready to soak up the sun and make beach memories.

Sun-drenched Townhome on beautiful Madeira Beach!

Enjoy stunning Gulf views over the dunes in the heart of Madeira Beach, known for its relaxed, family-friendly atmosphere. This spacious, modern home offers everything you need, including beach chairs, towels, umbrellas, and toys. Restaurants are nearby, and John’s Pass is just a few blocks away. The home features an open living area with beach access, a fully equipped kitchen, multiple bedrooms, and a private balcony overlooking the 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

Driftwood Dreams

Relax at this cozy, beach-inspired Treasure Island retreat just 2 blocks from the sand 🏝️ Perfect for families or extended stays, this 2-bedroom home features coastal décor, a pull-out sofa, and a comfortable space to unwind after beach days. Enjoy the outdoor patio for margaritas and games 2 bikes to explore town, and beach gear. Close to dining, shopping, and unforgettable sunsets ☀️ Laundry access for stays of 7+ nights.