Holiday rentals in Sand Key

IRB Harbor House Semiprivate Waterfront Pool Villa

IRB Harbor House, your coastal getaway in the heart of Indian Rocks Beach. This unique shared property concept with semi-private villa boasts 2 cozy bedrooms, 2 modern bathrooms & full size kitchen; perfect for small families, small groups & professionals. Enjoy the convenience of upscale private living with resort style heated pool on a shared property Whether you're here to soak up the sun or simply relax, Harbor House offers the perfect blend of comfort & convenience for your beach vacation!

Beachfront, Amazing Views, 2 Patios, 3 Bdrm w/6 Bd

Experience the ultimate BEACHFRONT escape with breathtaking panoramic ocean views. Featuring 3 bedrooms and 2.5 bathrooms, this coastal retreat comfortably accommodates up to 8 adults plus little ones. A private beach gear closet stocked with essentials makes every beach day effortless. Relax with a drink or meal on the balcony or patio before stepping directly onto the sand. Beautifully maintained and highly rated, this retreat is backed by glowing guest reviews that truly speak for themselves.

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.

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool

Coral Reef~90° Heated Pool~Remodeled~2 min 2 beach

LOCATION! LOCATION! LOCATION! Completely renovated vacation rental located 1.5 blocks to the beautiful beach & across the street from Brown Park. This unit is located on the 2nd floor of a small two story building w/ 4 units. Out back is a large HEATED pool, lounge chairs, a dining table, grill, surfboard shower, fire pit and more. Walk two minutes down a beautiful palm tree lined path to the beach! We provide you w/ all your beach needs, towels, umbrella, beach chairs, floats and much more!

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.

Bougie Bungalow: Golf Cart | Pizza Oven | 1GB Wifi

Bougie Bungalow ~ Waterfront Remodelled Retreat with Golf Cart & Dock! ★ "One of the best features in this house were the beds! Amazingly comfy!" ☞ Patio w/ outdoor kitchen, BBQ, pizza oven ☞ 2 Master suites: w/ king + bathroom ☞ Beach essentials (chairs + wagons) ☞ Fully equipped + stocked kitchen ☞ Espresso + Nespresso machine ☞ Parking w/driveway (4 cars) ☞ Multiple smart TVs ☞ 1 Gbps WiFi 4 mins → DT Indian Rocks Beach 22 mins → St. Pete–Clearwater International Airport ✈

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

You asked, we delivered. Inspired by our 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🏝️.

Oceanfront Condo · Rooftop Terrace · Arcades

Step onto the private rooftop terrace and the Gulf stretches out in front of you — golden hour, warm breeze, a putting green underfoot, nowhere else you'd rather be. Inside, the kids are deep into NBA Jam while the waves crash just beyond the balcony. Hello Sunshine is a direct oceanfront condo in the heart of Indian Shores — designed like a magazine spread and stocked for the kind of trip people still talk about long after they've unpacked. ☀️

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...

Waterfront Pirate House with Pool & 2 Golf Carts

Chart your course for The Gilded Compass, a 5-bed, 4-bath pirate-themed waterfront estate in Indian Rocks Beach. This luxury home sleeps 10 and features a private heated pool, deep-water dock, two six-seat golf carts, 6 kayaks, and 4 paddle boards. Your legendary coastal adventure awaits, blending swashbuckling charm with modern elegance for an unforgettable crew getaway.

Heated Pool, SleepNumber Beds, Bikes, Near Beach

Featured on HGTV! Private heated pool, elegant barbecue, beach cruiser bikes, and SleepNumber beds...all within 5 minutes of Indian Rocks Beach. Relax in your own warm and glistening pool, nestled in a tropical backyard setting complete with full privacy fence, poolside barbecue. Or take a break from the sun and enjoy the view from the screened lanai.