Holiday houses in Sand Key

Home sweet home at the beach.

Welcome to this stunning vacation home with seamlessly blends modern elegance with the laid-back charm of coastal living. This home will be perfect for rest, fun and lots of vitamin sea. The backyard is a true paradise with lush tropical landscaping, swaying palm trees, a hot tube, barbecue grill, outdoor games and stylish outdoor furniture. It also just 3 minutes stroll from the pristine beach, you’ll have easy access to sun, sand, and surf. Explore nearby shops, cafes, and vibrant nightlife

Pet Friendly Pool Oasis St Pete/Gulfport

Exceptionally private artist's home with a salt pool ( not heated) in a tropical landscaped fenced backyard and a large screened porch, surrounded by palm trees. 10 mns to St Pete beach , Treasure Island, Sunset beach or downtown St Petersburg. 5 mns to the old Florida downtown Gulfport and one block to pinellas trail. Our Eco and pet friendly ,(only green cleaning products and no pesticides) 1400 sqft home ( plus the 300 sqft porch) home is in a safe residential area, close to everything.

Pike’s Graffiti Garage Oasis

Adventurous? Enjoy an urban vibe in a uniquely suburban area! Come for a weekend or longer! Minutes to the beach (1 mile to Belleair Beach 2.5 miles to IRB, 6.2 miles to Clearwater Beach) Fishing dock & bait house a short walk away. Many fabulous restaurants, boutique shopping & grocery in walking distance! Private outdoor shower w/ hot & cold water, 1/2 bath in unit (Sink & Toilet), 1 hole putting green, BBQ, Small kitchen amenities, AC & Heat. Private side entrance! Snoot friendly! Welcome!

Private Heated SaltWater Pool/SPA 3 Bdrm Home

Welcome to our home located in the Harbor Bluffs community. It is completely renovated and newly furnished featuring 3 bedrooms, 2 bathrooms and a captivating private patio, screened and heated SaltWater pool and hot tub. The outdoor space provides ample room for grilling, dining al fresco, or watching big screen TV (55"). Extra wide 92ft lot provides extra privacy. The Indian Rocks beach is located 2.3 miles or 6 minutes drive. The closest area with restaurants and shops is only 1 mile away.

Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U2 ♥

✳ DAYDREAMERS ✳ This new Indian Rocks Beach condo offers convenient access to white sand beaches of the Gulf. Watch as dolphins swim into the sunset and beachcombers look for shells and buried treasure. With a coastal beachy atmosphere, this beauty will take you out of your element. This home features ultra comfy bedding for maximum rest & relaxation. So dream a little dream, while relaxing your day away. The unique coastal design compliments all of the things IRB has to offer.

Walk to Beach! Waterfront Lux Retreat w/Kayaks

As seen on the Emmy award-winning show, Staycation. Experience the serene beauty of a waterfront Indian Rocks Beach Home. Wake up to breathtaking views of the water, right from your window. Enjoy the luxury of kayaking or fishing off your private boat dock. Spend evenings gathered around the fire pit or showcase your culinary skills with our grill. Just a 7-minute walk and you'll find yourself on the pristine white sands of Indian Rocks Beach. Kayaks and boat lift available.

Waterfront | Fishing Dock | Beach Access | Suite 1

-> 4 minute walk to the sandy beaches of Indian Rocks -> Onsite parking for two vehicles -> High speed wireless internet -> Outdoor shower -> King bed in both bedrooms -> Luxury high thread count sheets, linens, & towels -> Keurig coffee machine -> Nespresso machine -> Drip coffee machine -> Fully equipped kitchen -> BBQ charcoal grill & accessories -> Fishing dock -> Waterside patio dining tables -> Smart TV in living room & waterside bedroom -> Onsite washer & dryer

Beach Retreat ★Epic Sunsets★ Your Paradise!

PROFESSIONALLY CLEANED AND SANITIZED AFTER EVERY GUEST. This is a newly remodeled, furnished, and decorated apartment on the second floor in a 7-unit apartment complex. The apartment is perfectly located just a short walking distance to the beach, cafes, and great restaurants. We deliver all the comforts of home and provide a one-of-a-kind vacation experience that revolves around the unique desires of our guests. Come and create memories you'll cherish for years!

Mid Mod Waterfront Home with Pool + Views

Vacation every day in this one-of-a-kind bayfront home—just 10 mins to world-class beaches! Enjoy breathtaking Boca Ciega Bay views, dolphins & manatees, and stunning sunsets from the saltwater infinity pool, hot tub, or multiple decks. Modern remodel blends history with style. 3BR/2BA main house, open kitchen, private master patio, kayaks, and al fresco dining. Perfect for relaxing, entertaining, and soaking in Florida’s beauty.

Oceanfront Oasis with Private Elevator!

Come enjoy a vacation oasis at this oceanfront Sea Isles condo with private elevator! This condo has been updated throughout with coastal furniture and accents to enhance your stay. Sea Isles Villas has minimal neighbors, stunning views and a heated pool. The private elevator is an added bonus with private keyed access to your patio door, especially convenient for loading groceries or beach gear to and from the condo.

Seaside Retreat Cottages #4

WE’RE BACK and better than ever! 🌴 Adults-only Seaside Cottages sit just across the street from famous Indian Rocks Beach—walk to the sand, shops, dining, and water sports in minutes. This is 1 of 4 charming Key West–style “Old Florida” cottages, fully renovated and sparkling clean. Enjoy the heated saltwater pool, spa, and outdoor tiki bar/grill. Relax, unwind, and soak up the peaceful island vibes. 21+ only.