Waterfront holiday rentals near Sand Key Beach

4.97 out of 5 average rating, 249 reviews

Home in Clearwater Beach

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

4.98 out of 5 average rating, 173 reviews

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

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

A private balcony is seen featuring two white chairs and a table, offering uninterrupted views of the Gulf of Mexico. The calming blue sky meets the horizon, enhancing the serene beachfront experience.

4.91 out of 5 average rating, 296 reviews

Beachfront in exclusive resort

This upper floor, 3-bedroom modern chic condo hotel suite offers sweeping views of the Gulf of Mexico from private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the shrimp trawlers making their way out to sea. Enjoy a cocktail while watching the sunset over the open water of the Gulf of Mexico. This suite can sleep 8, with King or Queen-size beds in each of the three bedrooms, a comfortable full-sized sofa bed in the living room & 3-1/2 bathrooms.

A scenic view of a fishing pier extends into the water, framed by gentle waves and a sandy beach. The sky is filled with colorful clouds, reflecting hues of orange and blue as the sun sets on the horizon.

4.98 out of 5 average rating, 166 reviews

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!

Stylish & Sunny Corner Unit On Dolphin Faved Inlet Across The Street From Florida's #1 Beach. This all-inclusive unit allows you to walk everywhere and enjoy all Clearwater Beach has to offer from sand & sun to restaurants & shopping. Updated & upgraded 3 bedroom, all with connected bathrooms offers amazing space, a chef's kitchen as well as bright & beautiful dining & living rooms. Private balcony to relax & watch the sunset. Beach concessions include sea kayaks, jet ski's, boating & more.

4.98 out of 5 average rating, 255 reviews

Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.

Cottage in Tampa

Bay Lake Cottage

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake. Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

4.98 out of 5 average rating, 148 reviews

A bright living area features a spacious gray sofa with accent pillows, complemented by two patterned chairs. A dining table with wooden chairs is positioned nearby. A large window offers a view of the water and marina, enhancing the room's open feel.

Flat in Clearwater

Anchors UP #4, WALK to Beach; WATER VIEW; Sleeps 8

Intracoastal WATERFRONT, steps from sugar WHITE SAND beach with FREE parking. Huge window in living room provides a serene view where gulls, pelicans, and DOLPHINS might be spotted. Fully RENOVATED from top to bottom, this 1400sf apartment offers spacious WALK-IN showers, soft/comfortable beds, full kitchen and WATER VIEW. For a clean, relaxing, and AFFORDABLE getaway, choose Anchors UP. Beach/Shops/Restaurants/Bars-10minute walk; Pier 60/Marina/N. Beach-15 minute walk

4.89 out of 5 average rating, 193 reviews

A spacious studio is featured with a large bed dressed in pastel pink linens. A ceiling fan is visible above, while a seating area with wooden chairs and a kitchenette can be seen in the background. Decorative wall art adds a touch of color to the white walls.

Flat in Clearwater

Bright Waterfront Studio Walk to Sand

🌊 Ultimate Waterfront Escape – Adventure Awaits! 🚴‍♂️🏄‍♂️ Welcome to your dream beach getaway! This stunning waterfront rental puts you right on the water with breathtaking views and endless adventure. Paddle on a kayak or stand-up paddleboard, then cruise around town on our complimentary beach bikes. Jet ski island tours, parasailing, and more—all available right from the property! This is the perfect spot to make unforgettable beach memories! 🌅🏝️🚤

A cozy sitting area is featured on the private balcony, highlighted by a circular rattan chair adorned with soft cushions. Green plants provide a touch of nature, while water views and boats can be seen beyond the railing, enhancing the relaxing atmosphere.

4.99 out of 5 average rating, 140 reviews

Waterfront Condo | Steps to Clearwater Beach 2King

Wake up to stunning waterfront views in this luxurious 3BR/2BA intercoastal condo, just steps from Clearwater Beach! Watch dolphins from your private balcony, relax in the pool or hot tub, and enjoy a spacious kitchen perfect for family meals. Walk to white-sand beaches, 5-star dining, and local attractions, close to the action, yet peacefully tucked away. Modern decor, 1,650 sqft of comfort, and unforgettable sunsets await. Book your beach escape now! :)

4.8 out of 5 average rating, 20 reviews

Sun Haven~Remodeled~Waterfront~Walk to Beach

Welcome to your luxury condo in Clearwater Beach! This 3 bd/3 full bath non-smoking, top-floor unit is located in the heart of south Clearwater Beach with a private balcony overlooking the intracoastal waterway and an easy 1.5 block walk to the beach. No need for a car during your stay as dining, entertainment, and the famous Pier 60 are all within walking distance! We rent Sat to Sat. Contact us if you wish to book during a different time frame.

Apartment in Belleair Beach

4.85 out of 5 average rating, 100 reviews

BBC216 - Gulf Breezes & Beachfront Vibes!

🌊 Gulf-Front Condo w/ Balcony | Beach Access | Pool | Sleeps 6 🌴 ✨ Relax on Your Private Balcony with Stunning Views of Belleair Beach! ✨ Unwind in this beautifully updated boutique beachfront condo located at the exclusive Belleair Beach Club—just minutes from the white sands of Clearwater Beach. Whether you're here for a romantic getaway or a family vacation, this coastal gem offers the perfect mix of comfort, style, and location.

A private balcony offers a stunning view of the Gulf of Mexico, showcasing the shimmering water and distant shoreline. Comfortable seating provides a perfect spot to enjoy the serene surroundings, while the expansive sky features scattered clouds and sunlight reflecting off the water.

4.94 out of 5 average rating, 34 reviews

1/1 located at JW Marriott on Clearwater Beach,914

JUST LISTED! Beach front, water and beach view! Relax and unwind at this luxurious condo located at the JW Marriott Resort and Spa on Clearwater Beach! This privately owned 1-bedroom, 1-bathroom residence features stunning views of the Gulf of Mexico from your 9th floor private balcony, which is accessible from both bedrooms and the living room. The unit sleeps up to 4.