Waterfront vacation rentals in Sand Key

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Top-rated waterfront rentals in Sand Key

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Two beach bungalows are visible on either side of the sandy pathway leading towards the shore. The vibrant blue bungalow is located on the left, while a pastel-colored bungalow stands to the right, both elevated on pilings. Lush greenery borders the sandy area.

Home in Belleair Beach

4.95 out of 5 average rating, 219 reviews

Steps to a Private Beach Clearwater Belleair

Looking better than ever! So many upgrades!. You will love our design! No surrounding construction - 100% 5 stars reviews after renovation. An amazing Key West style beach bungalow retreat 20 steps to the Shore. The bungalow is located on the third row of houses with direct access to the beach. 5-Star bright and spacious PRIVATE beach Key West style beach bungalow retreat perfect for enjoying and experience all that Belleair Beach has to offer. This unique space is great for a family that wan

Top guest favorite

A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.

Bungalow in Oldsmar

4.99 out of 5 average rating, 135 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Top guest favorite

Guest suite in Indian Rocks Beach

4.98 out of 5 average rating, 242 reviews

Turtle Hideaway - Waterfront-Hot Tub-Walk to Beach

Step into Turtle Hideaway, our charming ground floor guest suite, enveloped by the serene beauty of the Intracoastal, local wildlife, and the crisp sea breeze. From the moment you arrive, you'll be embraced by thoughtful touches that instantly make you feel at home. Adorned with local art and charming turtle crafts, the suite is affectionately named 'Turtle Hideaway.' Immerse yourself in the coastal ambiance, kayaks await to explore the waterways and bikes for rides to the nearby beach.

Top guest favorite

A dining area features a light wood table complemented by teal chairs, set for four. Above, a chandelier provides soft illumination. Coral-themed artwork decorates the walls, while large windows invite natural light, enhancing the open flow to the adjoining living space.

Home in Largo

4.96 out of 5 average rating, 136 reviews

Stars by the Sea - Cozy home close to beaches

Our home is beautifully updated, fully furnished and decorated in a beach theme. The master bedroom has a comfortable king size bed and the second bedroom has a queen. We have a beautiful pond in the back. Perfect for you to relax and BBQ while enjoying our wonderful Florida weather. The house has a Smart TV, Internet w/Wi-Fi, dishwasher, washer, dryer, and much more. Everything you need to make your stay perfect. We are close to great shopping, dining and to some of Florida's best beaches.

Top guest favorite

A view from the balcony captures a stunning sunset over the Gulf, where vibrant hues blend in the sky. The sandy beach is visible below, with a winding path leading to the shoreline. Figures can be seen strolling along the beach, adding life to the serene scene.

Apartment in Independence Square

4.96 out of 5 average rating, 170 reviews

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

The Marquise 204 is a Beautiful 1300sq ft DIRECT beachfront unit! Direct Gulf front views! Top floor corner unit. Small and quiet 10-unit building. Tremendous location for getaways with family and friends. After arriving you can literally leave your car behind and walk to over 10 local restaurants, bars and shops! Enjoy some of the best sunsets you will see in all of Florida from your private balcony! NO PETS. Renter MUST be at least 25 years old. NOTE: TWO flights of stairs NO elevator.

Top guest favorite

The charming beach cottage is framed by lush greenery and towering pine trees. A covered porch with colorful chairs provides a welcoming outdoor space. Large windows invite natural light, while the surrounding plants enhance the peaceful environment of the beachside setting.

Cottage in Indian Shores

4.96 out of 5 average rating, 169 reviews

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.

Guest favorite

A serene outdoor space is presented with blue Adirondack chairs arranged beneath a large black umbrella. The sandy beach and ocean are visible in the background, with greenery at the shoreline enhancing the coastal setting.

Townhouse in Indian Rocks Beach

4.96 out of 5 average rating, 108 reviews

One step to the Beach! Ocean views from 3 decks!

Welcome to "Beach Blues" where you'll only have the "Blues" when you are leaving! Newly renovated decks and beach level travertine patio allows you full ocean view from 3 levels and direct beach access in one step! Professionally and comfortably decorated inside too! No more lugging your beach items as we provide chairs, umbrella, sand toys, and beach towels. Perfectly located close to restaurants, groceries and activities. Few miles from Clearwater, Dunedin and the new St Pete Pier.

Guest favorite

Apartment in Clearwater Beach

4.95 out of 5 average rating, 101 reviews

Anchors UP #2, WALK to Beach, 1 bed/1 bath apt.

Intracoastal WATERFRONT, steps from sugar WHITE SAND beach with FREE parking. Fully RENOVATED from top to bottom, this 400sf apartment offers a spacious WALK-IN shower, soft/comfortable bed, and full kitchen. Chill out in the COURTYARD or in back by the water after a day at the beach, water sporting fun, or simply exploring the island. For a clean, relaxing, and AFFORDABLE getaway, choose Anchors UP. Beach/Shops/Restaurants/Bars-10minute walk; Pier 60/Marina/N. Beach-15 minute walk

Top guest favorite

A multi-story coastal condo stands proudly along the shoreline, with a light-colored exterior that complements the blue ocean in the background. Tropical landscaping encircles the entrance, while the private parking area is visible in front. The sandy beach is just a short walk away.

Townhouse in Indian Rocks Beach

4.95 out of 5 average rating, 130 reviews

♥ 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.

Top guest favorite

A balcony space is shown with two white lounge chairs positioned facing the ocean. The beach and turquoise waters are visible in the background, complemented by a clear blue sky. The glass door provides seamless access to the indoor area.

Condo in Indian Shores

4.97 out of 5 average rating, 103 reviews

Relax in a Newly Renovated Beach Front Paradise

Immerse yourself in the stunning beauty of the Gulf Coast at this hidden gem, perfectly nestled in the charming Indian Shores. This property exudes a coastal ambiance, providing a tranquil sanctuary to bask in the sugar-white sands and sparkling turquoise waters. Beach chairs & towels are thoughtfully provided. All you need to bring is a swimsuit & toothbrush. Exciting updates include new furniture & bedding added in '25 as well as a beautifully renovated walk-in shower in '24.

Top guest favorite

An aerial view showcases a cluster of charming two-story homes nestled near the beach. The golden hues of the sunset reflect off the water, while the sandy shore and gentle waves create a serene coastal atmosphere.

Bungalow in Indian Shores

5 out of 5 average rating, 219 reviews

Quiet Beachfront Bungalow on Florida’s Gulf Coast

Welcome to The Sunset Beach Bungalow! This top-floor luxury water-front home located in Indian Shores, FL has been completely remodeled. Our serene getaway is situated on the Gulfs Coast. The large deck looks out over the water, providing a calming sanctuary to which you can retreat any time of day or night. Our home is over 1000 sq. ft and is newly furnished with plenty of room to relax during your stay. Our beach is private so there aren’t large crowds!

Superhost

The view showcases a tranquil heated pool area adjacent to the beach, with lounge chairs arranged around the pool deck. The horizon features a sunset casting soft orange and pink hues over the sea, while the building is visible to the right.

Condo in Belleair Beach

4.77 out of 5 average rating, 105 reviews

4202 Cozy Suite On The Beach - Heated Pool

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 ☞ Heated Pool ☞ AC ☞ Self check-in Essentials (linen, towels, toiletries) are provided at the start of your stay. We have no hidden fees or complicated checkout instructions. We are located on the beach at 3200 Gulf Blvd, Belleair Beach.