Holiday rentals in Sand Key

Organic & Modern~90° Heated Salt Pool~Walk 2 beach

Welcome to our Peaceful Sanctuary! A fully organic coastal retreat in Indian Rocks Beach, just a short walk to the Gulf. Enjoy an organic Avocado King mattress, natural bunk beds, organic linens, whole-home water filtration, 5-stage reverse osmosis drinking water, ceramic cookware, heated pool, tropical outdoor shower, fresh herbs, beach gear, pickleball, and board games — designed for wellness-minded families seeking a restorative beach escape. The beautiful beach is a short 5-7 minute walk!

CBC 1-16C– Gulf front with 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!

Beachfront Dream Condo

Lovely Beachfront Condo in the heart of Indian Rocks Beach. Walk to Restaurants & Shops. Remodeled 2 bedroom/2 bath. Sleeps 4. Quiet Safe Neighborhood. Fully furnished, well equipped kitchen. Fabulous view on the Beach. Amenities include Soap, Shampoo, Beach Chairs, Umbrella, Cooler, Wagon, Beach Toys, Games, Beach Towels, Linens, Hairdryer, Pack-n-Play. Covered Parking for 2 Cars. Outdoor Shower. Come enjoy the view from the Balcony and all that Indian Rocks Beach has to offer.

Home in Downtown Dunedin, 2b/1b+yard, near beaches

A stunning, updated 2-bedroom bungalow located in Delightful Dunedin! This is the perfect place to stay while enjoying our top-rated gulf beaches, bustling Main Street, Major League games, Pinellas Trail, and greater Tampa Bay. Centrally located, only 6 miles to Clearwater Beach, Honeymoon Island and Caladesi Island State Parks, one block from the Pinellas Trail, and only STEPS (400ft) to Main Street! *See house rules for bringing one dog, no exceptions, $30 per day for the pup.

1BR Hidden Coastal Retreat 3-3Mins to Beach!

This bright second-floor unit is a cozy, comfortable space just three minutes from Indian Rocks Beach. A queen bedroom, full bath, well-equipped kitchen, and living area with a queen sleeper make it ideal for couples, small families, or remote workers. Sleeps up to four with fast WiFi, smart TV, and all the essentials for simple meals. Parking and beach gear add convenience. Close to restaurants, parks, and sunset spots, it is a calm, easy base for your Gulf Coast stay.

10 Minutes to Beaches! Thyme (to Coast) House

Ready to create lasting memories? Book your Florida dream vacation today! Unwind and recharge at this perfect Florida getaway! Our charming rental is just minutes from the stunning beaches Pinellas County offers. Soak up the sun and crystal-clear waters, all within a 10-minute drive. Need to stay connected? We've got you covered with blazing-fast 1G Wi-Fi and a dedicated workstation, making it easy to balance work and play during your stay.

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...

Villa Italia "Villas by Christine"

Perfect location, Charming Villa!! Guests are loving the newly renovated Villa Italia. Two luxury Masters with separate bathrooms - one upstairs & one down. Within the upstairs bedroom you have a queen size bed along with a full size couch for lounging during the day. We are pet friendly. Please let us know you will be bringing your pet. Pet fee of $100. can be paid beforehand or is due upon arrival.

Rooftop/Elevator/FencedYard! Downtown Lux Townhome

These luxury townhomes were thoughtfully built as vacation havens in the heart of Downtown Dunedin, a place we proudly call home. Designed with privacy in mind, each home features professionally built lockout units between floors and neighboring townhomes, allowing guests to book individual spaces or entire homes - while always maintaining complete privacy and comfort.

BeachCottage in residential area,13 min walk 2sand

Perfect little clean beach cottage on the barrier island of Indian Rocks Beach. Between the tourist areas of Clearwater Beach & St. Pete Beach this cottage is close to everything! This small residential cottage is the perfect place to stay to enjoy small beach town life. Dogs must be preapproved before booking. No cats ever please. BTR158

Sunny-side pavilion at the Avalon at Clearwater

This newly renovated first floor condo is your perfect vacation oasis. This property is very well situated. We are located only 3.5 miles from Clearwater Beach, Several restaurants, a shopping center and a supermarket (Publix) are located within a close walking distance. Close to golf cources and Pinellas Trail.

Walk to Beach! Pool + Free Parking + Beach Gear

Dock Holiday -- Your perfect beach getaway! ✅ Beautiful Water Views ✅ 5-minute walk to beach ✅ Full kitchen ✅ Pack-n-play, highchair, toys ✅ Heated pool & sun deck ✅ Beach gear & wagon ✅ Free parking!