Sand Key, Clearwater vacation rentals

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Top-rated vacation rentals in Sand Key, Clearwater

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Top guest favorite

Guesthouse in Largo

4.99 out of 5 average rating, 332 reviews

Paradise Cottage Largo Beaches 1 mile safe private

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.

Top guest favorite

A colorful exterior wall decorated with a tropical mural features vibrant greens and floral designs. The words 'hello SUNSHINE' are prominently displayed in an inviting orange font, enhancing the cheerful ambiance.

Cottage in Indian Rocks Beach

4.99 out of 5 average rating, 175 reviews

Luxury Beach Bungalow | Walk to Dining & Sunset

Escape to paradise at Sunshine Escapes! Welcome to #CocoPalmsIRB, nestled in the heart of Indian Rocks Beach. IRB is a hidden gem that radiates a whimsical, small-town charm, evoking nostalgic memories of carefree childhood summers by the shore. The Gulf of Mexico beckons just two blocks away, offering pristine fluffy sands and unforgettable sunsets. As the sister cottage of Mango, #CocoPalmsIRB invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect getaway awaits!

Superhost

A bright living area features a comfortable sofa facing a sliding glass door that offers direct views of the beach and gulf. A wooden coffee table is centered on a light rug, with a dining table and chairs visible in the background. The kitchen area includes wooden cabinets and appliances.

Apartment in Belleair Beach

4.7 out of 5 average rating, 461 reviews

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

No impact from hurricanes! - RECENTLY RENOVATED. This cozy 1 bedroom condo with a kitchen in Belleair Beach just steps from the sugar-white sand and crystal clear waters that are consistently ranked among America's most beautiful beaches! It has a lovely pool area that overlooks the gulf with a patio, chairs and grills. You’ll love the beachfront views and quiet ambiance. 3rd Floor, balcony with DIRECT BEACH/GULF VIEW. Minutes away from Clearwater Beach. Perfect for couples! ONE parking spot.

Guest favorite

A sandy path leads from a grassy area to the shoreline, flanked by light vegetation. The vibrant blue sky is dotted with clouds, while the gentle waves of the ocean are visible in the distance.

Cottage in Indian Rocks Beach

4.75 out of 5 average rating, 107 reviews

#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.

Guest favorite

A modern kitchen is framed by an archway, featuring white cabinets and a granite countertop. Stainless steel appliances, including a refrigerator and an oven, complement the space. Natural light enters through a window, with a vase of flowers adding a touch of freshness.

Cottage in Indian Rocks Beach

4.93 out of 5 average rating, 197 reviews

Kooky Coconut Cottage, Indian Rocks Beach

Coconut Cottage only steps away from the beautiful beaches of Indian Rocks Beach. 2 bedroom,1 bath. The entire cottage has been renovated. Next door to the local famous Kooky Coconut Cafe. Perfect for couple, friends or small families. ONLY 3 GUESTS ALLOWED. NO sleeping on the sofa ALLOWED. If you bring more then 3 guests you will be charged $100.00 surcharge per night per extra guest. Due to cleaning restriction we DO NOT allow cooking with CURRY or FISH OIL in the cottage.

Top guest favorite

Apartment in Indian Rocks Beach

4.95 out of 5 average rating, 106 reviews

Triplex w/ heated pool, across street from beach!

☀ Easy access to the beach; just walk across the street! ☀ Stylish shared pool with sunshelf and chaise loungers ☀ Triplex with 3 uniquely decorated suites- private interiors, shared exterior ☀ Fire pit with relaxing swivel lounge chairs, oversized hammock ☀ Beach wagons, zero gravity chairs, cooler, ice, umbrellas, towels, speakers ☀ 3 hole glow in the dark putt putt ☀ Amazon Dots with Unlimited Amazon Music ☀ Fenced-in courtyard w/ outdoor seating, umbrellas, and BBQ grills

Guest favorite

A serene view of the heated pool, surrounded by lounge chairs, overlooking the beach. The golden sunset casts a warm glow over the tranquil ocean waters, while the building stands to the right, providing a welcoming backdrop to this coastal retreat.

Condo in Belleair Beach

4.86 out of 5 average rating, 111 reviews

Condo On The Beach - Heated Pool - Self Check-in

We’re happy to announce that our property is open, fully operational, and in excellent condition after the recent hurricane. Book with confidence and enjoy your Florida getaway! ☞ Beachfront ☞ Free parking ☞ Pool ☞ AC ☞ Self check-in ☞ Full Kitchen We are located on the beach at 3200 Gulf Blvd, Belleair Beach. Essentials (linen, towels, toiletries) are provided at the start of your stay. We have no hidden fees or complicated checkout instructions.

Guest favorite

Two individuals are seen strolling along a sandy beach, with shimmering water reflecting sunlight in the background. A beach chair and a colorful umbrella are positioned nearby, while tufts of grass are visible in the foreground, adding a natural element to the scene.

Apartment in Dunedin

4.95 out of 5 average rating, 210 reviews

The Coastal Retreat

Studio apartment. Light airy Coastal Eclectic décor. Walk in closet, full size bath, Fully equipped kitchen . Key west style tropical courtyard with fish pond. Off street parking . Gas grill and outdoor dining area. One block off the Pinellas Bike trail, walking/biking to historic downtown Dunedin, Toronto Blue Jays spring training. Minutes to the 3 of the country's best beaches! Clearwater Beach, Honeymoon Island, and Caladesi Island.

Top guest favorite

A wooden picnic table is positioned in the foreground, featuring a simple centerpiece. The setting sun casts a warm glow over the nearby beach, and soft sand is visible in the background, with a few beachgoers strolling along the shore.

Condo in Indian Shores

4.99 out of 5 average rating, 111 reviews

Oceanfront living on Indian Shores Beach

Oceanfront condo right on the beach! Newly renovated with designer appointed accommodations. This beach front property makes you feel like you are staying in a 5 star hotel. PLEASE READ BEFORE BOOKING: This property will accomodate 4 adults. However, there is a blow up mattress for an additional two guests that can be used in the bedroom with the two twin beds. YOU MUST REQUEST 1 OR 2 MORE PEOPLE TO STAY BEFORE BOOKING!

Guest favorite

A modern kitchen area is highlighted by a white marble backsplash and gold fixtures. A sleek white sink is situated beneath a stylish faucet, alongside a set of kitchen knives organized in a black container. An induction stovetop features four cooking zones and overhead ventilation is present.

Condo in Indian Rocks Beach

4.97 out of 5 average rating, 129 reviews

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...

Guest favorite

Lounge chairs are arranged on a sunlit patio under a thatched roof. A railing borders the area, providing a view of lush greenery that leads to the beach. The ocean can be seen in the distance against a clear blue sky.

Apartment in Belleair Beach

5 out of 5 average rating, 14 reviews

NEW Beachfront Oasis with Pool in Belleair Beach

BEACH ACCESS a few steps away from your front door! Views of the beach included with an in-ground pool and picnic area on one of the most beautiful beaches on Florida's Gulf Coast! Our fully renovated apartment is fully equipped with a combo kitchenette, dining space, living room with smart tv, and bedroom with smart tv. If you're looking for a peaceful and fun beach getaway, you've come to the right place!

Top guest favorite

A small outdoor seating area is depicted, featuring two bright green chairs and a matching table adorned with a potted plant. Lush green foliage rises around the space, creating a tropical ambiance. The background showcases a wooden fence and natural elements.

Guest suite in Largo

5 out of 5 average rating, 193 reviews

Cozy Private Bedroom Suite Private Entry King Bed

Spacious private master bedroom suite with private entrance and driveway! King bed. Private spacious bathroom! Fridge, microwave, Keurig coffee maker. Located in a large home. No access to the rest of house. 5 miles to Indian Rocks Beach. 8 miles to Clearwater. 2.5 miles to Botanical Gardens and Heritage Village, both FREE! 30 minutes from Tampa airport and 20 minutes from Clearwater St Pete airport.