Holiday houses in Sand Key

Waterfront Townhome w/Game Room & Boat Slip! Walk

PLEASE ASK ABOUT OUR OTHER 2 WATERFRONT PROPERTIES ON CLEARWATER BEACH IF YOUR DATES ARE NOT AVIALABLE!! Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach! 3 floors of fun, elegance & relaxation await you. Custom interior decorated with Restoration Hardware & other high end furnishings. Located on Clearwater Bay & within easy walking distance to Clearwater Beach, Beach Walk, restaurants, shopping & everything Clearwater Beach has to offer! Why book 3 hotel rooms when

Paradise Cottage Largo Beaches 1 mile High ground

We are PARADISE COTTAGE, and the standards of super host are status quo! We're ready for you! Although only 2 miles from the Gulf, we're on high ground! We are on a Priority One Energy Grid. With over 300 huge potted plants, many trees, etc we live in a lush tropical "Paradise". Our guests' highest praises include private, quiet, serene, safe and secluded; attributes we're fortunate to claim We have no neighbors while being so close to so much. Read the next section "The Space" to learn more.

Last Minute!Waterfront • Beach Walk • Pet Friendly

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.

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!

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

Welcome to The Merry Mint! A family & pet friendly 2/1 oasis located 4mi from the #1 beach in America; Clearwater This colorful & whimsical property is just minutes from grocery, 5 star restaurants, & every convenience. Only a short drive to the beach! Or stay in & enjoy: ❇️ 24x12 Pool w/LED multicolor pool light ❇️ 34X18 Pool Deck ❇️ Loungers ❇️ 16x20 Grill Deck ❇️ Fire-Pit w/grill grate ❇️ Yard Games (regulation corn hole, jenga, connect four, etc) ❇️ BBQ Grill ❇️ string lights

Beach Haven in South Clearwater Beach

This unique two-story vacation rental with a loft is perfect for a large family or two. It has large panoramic windows with incredible views of the harbor from every bedroom and living space. The Dockside Condos are centrally located in South Clearwater Beach close to all the action of Shephard's nightclub, restaurants, sports bars, miniature golf and more, as well as being only two blocks to the beach. Come and enjoy this condo just one block from the white sands of Clearwater Beach.

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!

Ocean Breeze • Easy - Heated Pool Access

The Avalon at Clearwater is a gated community with a nice size heated pool and community gym. Parking space is not assigned and it’s free of charge. Location is central with short distance to nearby beaches, attractions and other nearby towns. Unit is approximately 500 square feet with a living room-kitchen open concept and One bedroom - bathroom open concept. Great access from Tampa Airport 20 minutes and 1.5/hours drive from Orlando airport

Luxury Tiny Home 1 Bed - 1 Bath Unit B "Sandy"

Charming tiny home in Downtown Dunedin! 1 minute walk and you're in the heart the vibrant boutiques, breweries, sunsets, delicious restaurants & nightlife of Downtown Dunedin! Clean and modern retreat is 15 minutes from the stunning Clearwater Beach. Bike on the Pinellas Trail, go to a baseball game, rent a golf cart or Play Golf. Enjoy a fully equipped kitchen for all your culinary needs. Enjoy the FL sun on the property's private pool.

Beachfront Oasis / Pool, Beach Access & Ocean View

Experience beachfront living in Belleair Beach with direct beach access, ocean views, and a private pool. Designed for two guests, this coastal retreat blends comfort and convenience. Our fully renovated apartment is equipped with a combo kitchenette, dining space, living room with smart TV, and private bedroom with smart TV. If you're looking for a peaceful and fun beach getaway, you've come to the right place!

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...

Beach Boutique - Sunset Suite Unit 1

Welcome to Beach Boutique, a haven of luxury tucked away in the heart of Indian Rocks Beach, Florida. This 2-bedroom, 1-bathroom retreat, beautifully furnished and offers an elevated vacation experience. Take a one-minute walk across the street to the gulf coast beach, where you can bask in breathtaking sunsets. Your Beach Boutique stay promises to be a seamless blend of luxury and relaxation.