Beach house holiday rentals in Safety Harbor

Tropical Oasis Near Treasure Island Beach

Welcome to The Break, your tropical retreat near Treasure Island Beach. - 2 bedrooms, 1 bath for up to 4 guests - Soothing hot tub and BBQ in the 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 newly refurbished property, a true family-friendly sanctuary with a Florida twist. - Short walk to local attractions and the beach.

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.

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

Lakefront beach house Ultimate family vacation

Waterfront paradise. Dock, fishing, pool, hot tub, outdoor living, fire pit, this home is our oasis and we are positive it will be yours. Imagine breathtaking sunrises, while you sip your coffee on the dock surrounded by bird calls. We don't have to imagine that's every morning for us. Come enjoy our home that has the perfect layout for family time. Equipped with everything to make your stay amazing. Boat rental available upon request.

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.

Stunning Gulf Views, Direct Beach Access #513SC

Directly on the beach — step outside and your feet are in the sand! This 2BR/2BA fifth-floor condo offers stunning Gulf views, a king in the master, queen in the guest, and a shared balcony for sunsets. Walk just 3 minutes to Caddy’s and live music. Private beach area out front, our team is in the area 24/7, and the location is unbeatable — peaceful mornings, fun nights, and the best views on Treasure Island!

Mobbly House

A cozy dwelling in the quaint neighborhood of Oldsmar. Golfcart town and 30 minutes from Clearwater Beach and Honeymoon Island state park. Mobbly House is across the street from Mobbly wildlife preserve nature park and beach on Old Tampa Bay with empower zip lines one mile away. Also check out our other listing, Fountain House if available.

Island Retreat w/ Hot Tub, Cold Plunge + Game Room

Escape to Indian Bluff Island in this relaxing Palm Harbor retreat featuring a hot tub, cold plunge, and a fun game room. Take the kids fishing at the marina just down the street, or unwind in your private outdoor spaces after a day at the beach. The perfect mix of island charm, family fun, and coastal comfort.