Holiday rentals in Sand Key

Modern Private Estate | Central to Tampa & Beaches

Experience this private 1-acre, modern home designed for space, calm, and everyday comfort. Surrounded by mature oaks and palms, this serene property offers rare privacy just minutes from Tampa Airport, Clearwater Beach, Safety Harbor, St. Pete, and top attractions. Enjoy a chef’s kitchen with modern appliances, spacious living areas, and peaceful outdoor spaces with a patio, electric grill, and koi pond. Ideal for families, longer stays, & guests who value tranquility, and a thoughtful design!

Blue Moon Dome > Cozy Romantic Beach Retreat

• Full private dome house. • Walk to Florida Botanical Gardens & Pinellas Trail • 7 min to white-sand beaches, restaurants, cafes, shopping • Romantic queen bed under a skylit dome • Airy, cozy, filled with light - a perfect escape from the ordinary • Fast Wi-Fi, kitchen, private entry, free parking • Optional romantic room setups with candles, petals & treats Whether it’s a honeymoon, birthday surprise, solo reset, or anniversary adventure - Blue Moon Dome is more than a stay. It’s a memory.

Waterfront house w/ dock, Walk to Beach, Dogs OK!

Rare high-season opening! Wake up to serene water views & start your day w/coffee on your PRIVATE dock. Beautifully renovated waterfront home offers a peaceful escape just steps from Indian Rocks Beach. Enjoy a bright sunroom, stylish interiors, and an easy 2 min walk to the sand. Enjoy full access to Brown Park across the street with playground, tennis, basketball courts. Walk to beach, shops, & restaurants. Perfect for families, groups seeking relaxation or adventure on Florida’s Gulf Coast.

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

OceanView~Golf Cart~Heated Pool~5k SqFt~Game Room

Welcome to paradise at Indian Rocks Beach! Our beautiful, modern home is ready to host your unforgettable escape. With breathtaking views from every room, a private pool, a fun-filled game room, and dockside dolphin watching, this is the perfect retreat for relaxation and adventure. Just minutes from pristine beaches, top-notch dining, and exciting local attractions, you’ll have everything you need for the ultimate getaway. Book your stay now and experience the best of coastal living!

Hot tub| 5 Min Walk to Indian Rocks Beach| Sleep 6

Walk to the beach in 5 mins 🏖️ + fully renovated luxury retreat Wake up to sunshine, sip coffee just steps from the shore, and unwind in a beautifully designed 2BR/2BA getaway made for relaxation. ✔ Prime location — short walk to the beach ✔ Comfortable, spacious layout perfect for couples or small groups ✔ Designed for a stress-free, feel-at-home stay Whether you’re here for beach days, sunset walks, or a peaceful escape, this is the kind of place guests wish they booked longer.

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach

You asked, we delivered. Inspired by our Top 1% listing and consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

Gulf Front Condo · Beach + Fire Pit + Kayaks

**NEWLY RENOVATED!** Welcome to Tides & Vibes, your personal slice of paradise, accommodating 12 guests! This beachfront retreat, perched directly above the shimmering Gulf with powdery soft sand just steps from your door, offers a spacious and comfortably furnished beachfront balcony inviting you to unwind while soaking in sweeping ocean views, cool breezes, and picture-perfect sunsets. Book your stay and experience the magic of Indian Shores!

Luxury Beach Bungalow | Walk to Dining & Sunset

Welcome to Mango! Nestled in the heart of Indian Rocks Beach. IRB is a hidden gem radiating a whimsical, small-town charm that evokes nostalgic memories of carefree childhood summers by the shore. Just ✌🏽 blocks away, the Gulf beckons, offering pristine fluffy sand and unforgettable sunsets. As the sister cottage of Coco, Mango invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect beach getaway awaits! 🥭

Waterfront Palm Harbor Retreat w/Dock+Near Beaches

Welcome to Island Oasis, your waterfront paradise in Palm Harbor, FL! ☀️🌊 This 3BR, 2BA retreat sleeps 8 and is minutes from Dunedin, Tarpon Springs, and Honeymoon Island. Start your day with coffee on the private dock, explore beaches or bike the Pinellas Trail, then unwind with stunning sunsets over the water. Perfect for families, couples, or friends—come experience true island life in your own slice of paradise! 🌴

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...

The Sunshine House!

Brand new construction! Stunning house with sunlight in every room. Bring the whole family to stay, only a 5 minute walk to the public beach on the Gulf! Also views of the intercostal on the 2nd and 3rd floors. See dolphins from your bedroom! 🐬 Amazing patios with outdoor kitchen, have a dip in the cocktail pool while cool off in the evening. You are going to love this house! ☀️ 🏝️