Holiday rentals in Sand Key

Downtown Dunedin Getaway 1BD/1BA

Experience the best of Dunedin, FL in our charming 1BD/1BA upstairs unit, just 1.5 blocks from downtown! Bright and cozy, it features a fully stocked kitchenette, a comfortable queen bed, in-unit laundry, and a dedicated office space with Wi-Fi. Enjoy your morning coffee or evening relaxation on your quaint outdoor deck. Perfect for those who want to explore our picturesque beach town, spend the day at Honeymoon Island, or need a peaceful place to work. Ready to make your Dunedin stay memorable?

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.

#5 Beach Front Cottage w view- Indian Rocks Beach

LOCATION, location! Closest beach cottage to the water at Indian Rocks beach, view of the water from your porch & easy access to grass for pets. Perfect couples getaway. Enjoy some of Florida’s best beaches. Minimalistic living. *Kitchen recently updated* Shared gazebo & picnic table next door. Shared Washer & dryer takes quarters. Walking distance to local restaurants and bars. Minutes away from Clearwater beach, tourist attractions and mini golf. Property located next 2 public access.

CBC 1-18C – Beach Front, Pool, Hot Tub & Gym!

⭐Important Notice Regarding Balcony Access⭐ ~ The balcony for this unit is currently closed, but you will still be able to enjoy beautiful beach views from inside the condo. ~ Please also note that the pool in Building #1 is temporarily closed; however, guests are welcome to use the pool in Building #2 throughout their stay. ~ Guests may experience occasional noise during business hours due to the construction on the balconies. ~ Take advantage of the already deeply discounted rates!

♥ 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.

Beach Villa 2 Bedroom. *Updated Kitchen & Bath*

**BEACH & RESTAURANTS ARE OPEN** This carefree 2- bedroom condo is located directly across the street from the beach with a gulf view. Beach chairs, umbrella and coolers are all provided. Watch sunset while relaxing on the balcony. Free parking on premises. Washer/dryer in unit. Public transportation is a 2 minute walk for day trips to Clearwater or St. Pete Beach. There are many excellent restaurants within walking distance: Guppy’s, Keegan’s, TJ’s & Crabby’s BTR #2119

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.

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!

In Downtown-Porch-Parking-603Mbps-Kitchen

Historic Home in the heart of Downtown Dunedin, known by locals as the Yellow House. First floor 2 bedroom apartment is tastefully decorated, clean and ready for your stay! Walk just a few steps to restaurants, bars, shops, and the Pinellas Trail. Home overlooks Pioneer Park where you can enjoy the local farmers market on weekends, concerts, movies, art festivals and much more, or just relax and watch the action from the front porch.

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.

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...