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Home rentals with a pool near Sand Key Beach

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Top-rated rentals with a pool near Sand Key Beach

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Top Guest favourite
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

4.97 out of 5 average rating, 256 reviews
Guest favourite
A private balcony offers water views of the serene bay, featuring comfortable seating with two chairs and a small table. Lush greenery enhances the setting, and a decorative area rug adds color to the space.
Condo in Clearwater Beach

5 Star! Vacation Rental-10 min WALK to the BEACH!

Come relax and enjoy your stay in this new and sparkle clean, specious, bright, well appointed 3rd floor condo. Enjoy spectacular water views and dolphins playing right from private balcony! We are located on Clearwater Beach, just 10 minutes away walking distance from the best beach in USA, great local restaurants and entertainment. Sand Key Park is located within walking distance across Sand Key Bridge witch offers breath taking panoramic views of Clearwater Beach and Down Town Clearwater!

4.95 out of 5 average rating, 140 reviews
Top Guest favourite
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.
Condo in Clearwater Beach

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, 181 reviews
Guest favourite
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.
Condo in Clearwater Beach

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.

4.91 out of 5 average rating, 336 reviews
Guest favourite
A modern dining area features a round glass table set for six, surrounded by white chairs. A unique blue chandelier hangs above, while large windows offer a view of the water. The kitchen area is equipped with white cabinetry and stainless steel appliances.
Apartment in Clearwater Beach

Waterfront 2BR Escape Walk to Beach Pool Sleeps 6

🌴 Your Clearwater Beach Escape Starts Here Wake up to peaceful water views, sip coffee on your private patio, and end your day watching the sunset just minutes away on the beach. This spacious 2BR/2BA condo perfect for families, couples, or small groups looking for a relaxing getaway.Quiet location while still being close to everything Waterfront patio with serene views (yes, dolphins are often spotted 🐬) Walk to Clearwater Beach, restaurants, and shops Pool for relaxing after the beach

4.88 out of 5 average rating, 265 reviews
Top Guest favourite
A modern kitchen showcases white cabinetry with marble countertops and stainless steel appliances. Natural light floods through large windows, highlighting decorative accents and elegant floral arrangements. A central island is surrounded by bar stools, complemented by stylish area rugs beneath.
Townhouse in Clearwater Beach

Waterfront Beach House Steps Away from #1 Beach!

Welcome to The Bombshell Beach House! This 3 story, 3 bedroom luxury water-front townhouse located in Clearwater Beach, FL has been a childhood dream come true for me as a Clearwater native! As avid travelers, my husband and I wanted to create a STAY-CATION spot that mixed in all of the comforts of HOME with all of the luxuries of a 5 star vacation & this beach house is JUST THAT! This listing is brand new and we are expecting dates to book extremely fast! Book now to secure your GETAWAY!

5.0 out of 5 average rating, 150 reviews
Top Guest favourite
A panoramic view of the inter-coastal waterway features clear turquoise waters and a marina with multiple boat docks. The backdrop is formed by a skyline of Clearwater's buildings under a bright blue sky, framed by lush tropical vegetation.
Home in Clearwater Beach

Waterfront 4BR | Walk to Beach | Pool & Spa

This stunning 3 story 4BR/3BA townhome (built in 2017) blends luxury, comfort, & the perfect beach town vibe. 2 blocks from the world famous white sands of Clearwater Beach and directly on the intracoastal waterway, this home offers everything you need for an unforgettable Florida getaway. Pool and hot tub access! Ideal for families, couples, or groups of up to 10 guests looking for a premium vacation experience. Beaches, boating, biking, shops, food, drink & water fun all steps away!

4.99 out of 5 average rating, 214 reviews
Top Guest favourite
A wide view of Clearwater Beach showcases soft white sand lined with colorful umbrellas and beach towels. Bathers enjoy the warm waters where turquoise waves meet lighter green ones. In the background, beachgoers can be seen near the resorts and other structures along the shoreline.
Condo in Clearwater Beach

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.

4.94 out of 5 average rating, 136 reviews
Top Guest favourite
A scenic view of the Intra-Coastal Waterway features several boats docked along wooden piers, framed by palm trees. The clear blue water reflects the sky, while distant buildings line the shore, creating a tranquil coastal setting.
Condo in Clearwater Beach

Sandy Feet Retreat

Enjoy your stay with STUNNING VIEWS from your Very Own Balcony! This home is Fully Equipped and designed for your convenience. The Master Suite overlooks the Intra-Coastal & has its own Jacuzzi tub w/ separate shower. This End Unit allows ample lighting throughout. Located directly across the street from the infamous Shephards, and just steps to the Sugary White Sand, Clearwater Beach is known for! Walking distance to several Restaurants, Bars, Shops, & Tourist Attractions!

4.86 out of 5 average rating, 310 reviews
Top Guest favourite
The image captures a spacious townhouse community, featuring white architectural designs. A clear view of the intercoastal waterway is presented, with boats visible in the distance. A community pool is seen among vibrant greenery, inviting leisure and relaxation.
Townhouse in Clearwater Beach

3 Bedroom Waterfront Paradise Sleeps 8

Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach on the intercostal! The 3 floors of custom interior decoration and high end furnishings await you. Located on Clearwater Bay with an easy stroll (5-10 min) to Clearwater Beach, Beach Walk, Pier 60, restaurants, and shopping. You are centrally located to everything in Clearwater with luxury accommodations ! !! You have a 2 car garage, community pool, hot tub, grill steps from your back door.

4.99 out of 5 average rating, 146 reviews
Guest favourite
A balcony view that captures the tranquil beach scene, featuring soft pastel hues in the sky. A round table with intricate design sits next to two woven chairs. Below, umbrellas dot the sandy beach, while gentle waves touch the shore.
Condo in Belleair Beach

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

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.

4.72 out of 5 average rating, 544 reviews
Guest favourite
A bright living area features a modern, light-colored sectional sofa and a round coffee table. A comfortable armchair is placed nearby. Large glass doors lead to a private balcony, enhancing views of the waterfront. A ceiling fan and wall-mounted TV are also visible.
Condo in Belleair Beach

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.

4.84 out of 5 average rating, 111 reviews

Popular amenities for rentals with a pool near Sand Key Beach

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top Guest favourite
A covered patio area is visible, featuring comfortable wooden chairs with blue cushions and a wooden table. The scene is framed by a screened enclosure, providing an unobstructed view of a private pool surrounded by lush tropical plants.
Home in Largo

Quiet 3 BD Large Heated Pool & Terrasse-5 mn Beach

4.89 out of 5 average rating, 303 reviews
Guest favourite
Home in Largo

The Oasis - Arcades - Golf & Games - HTD Pool

4.91 out of 5 average rating, 200 reviews
Guest favourite
Home in Clearwater

Family/Group Getaway w/ Pool Near Clearwater Beach

4.94 out of 5 average rating, 292 reviews
Guest favourite
A spacious living area features a large, curved sectional sofa adorned with decorative cushions. A circular coffee table rests on a soft area rug, while a television is mounted on a light-colored wall. Natural light enters through multiple windows, enhancing the bright space.
Home in Largo

Heated Saltwater Pool Home 3 Miles to Beach

4.89 out of 5 average rating, 145 reviews
Top Guest favourite
Home in Clearwater

Specious home W/ Heated Pool ! ! ! Great Location.

4.98 out of 5 average rating, 233 reviews
Guest favourite
Home in Indian Rocks Beach

Ocean Dreaming: Waterfront Home with Heated Pool,

4.97 out of 5 average rating, 143 reviews
Guest favourite
The backyard features an inground pool surrounded by a smooth deck, with lounge chairs positioned beside it. Lush greenery and palm trees are seen throughout the space, enhancing the outdoor living area. A covered pergola provides shade, and a grassy area is included for relaxation.
Home in Belleair Bluffs

Belleair Beach Oasis w/ Heated Pool - 3mi to Beach

4.92 out of 5 average rating, 139 reviews
Guest favourite
Home in Clearwater

Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade

4.94 out of 5 average rating, 116 reviews

Condo rentals with a pool

Top Guest favourite
Gentle waves lapping against a sandy shore create a serene coastal scene. The sky is filled with wispy clouds and varying shades of blue, reflecting the tranquil atmosphere of the beach. The shoreline reveals patterns in the wet sand as the water recedes.
Condo in Clearwater Beach

Steps 2 beach! Beachy and Luxurious! Easy Living!

4.95 out of 5 average rating, 343 reviews
Top Guest favourite
Condo in Clearwater

Spacious Key West Retreat, Fun 2 BR, Resort Pool

4.97 out of 5 average rating, 155 reviews
Guest favourite
Condo in Clearwater Beach

Waterfront Clearwater Beach #16| Pool | Parking

4.83 out of 5 average rating, 72 reviews
Guest favourite
A spacious wooden deck offers lounging chairs facing the beachfront. The uninterrupted view of the Gulf of Mexico extends to the horizon under a bright blue sky, while gentle waves lap against the shore. Lush greenery borders the beach, enhancing the coastal scenery.
Condo in Belleair Beach

Beachfront Belleair Beach Condo Est. rental 2016

4.97 out of 5 average rating, 33 reviews
Guest favourite
Condo in Clearwater Beach

2/2 located at JW Marriott on Clearwater Beach 710

5.0 out of 5 average rating, 22 reviews
Superhost
Condo in Clearwater Beach

Pets Allowed! Waterfront! ~ 603 Harborview Grande

4.54 out of 5 average rating, 39 reviews
Guest favourite
A cozy dining area is positioned next to expansive glass windows offering a view of the ocean. A round table with two white chairs is complemented by rustic decor, while light-colored curtains frame the scene, enhancing the openness and connection to the seaside.
Condo in Belleair Beach

Belleair Beach 215 Beachfront Gem Steps from Sand

4.85 out of 5 average rating, 79 reviews
Top Guest favourite
Condo in Clearwater Beach

Waterfront Condo Steps to Clearwater Beach

4.95 out of 5 average rating, 22 reviews

Other holiday rentals with a pool

Superhost
A sandy pathway leads through beach grass and wildflowers, with palm trees framing the scene. The azure ocean and clear blue sky serve as a backdrop, inviting guests to enjoy the nearby beach.
Cottage in Clearwater Beach

Mermaid Cottage

4.84 out of 5 average rating, 170 reviews
Top Guest favourite
A spacious living area is furnished with a dark sofa and two patterned armchairs, offering views of Clearwater Harbor through large glass doors. A ceiling fan hangs above, while a TV is positioned on a stylish console. Natural light fills the room, enhancing the coastal decor.
Apartment in Clearwater Beach

Clearwater Beach Waterfront Condo w/ Boat Slip

4.96 out of 5 average rating, 138 reviews
Guest favourite
A private balcony features a glass-top table and two wicker chairs, overlooking the sandy beach and the tranquil Gulf waters. The clear blue sky enhances the serene coastal setting, inviting relaxation while enjoying the beautiful beachfront view.
Apartment in Sand Key

Ocean View Beach Condo, Clearwater

4.95 out of 5 average rating, 19 reviews
Guest favourite
A spacious balcony offers panoramic views of the sandy beach and sea, featuring a round table surrounded by comfortable wicker chairs. Bright cushions add a pop of color, and the clear blue sky enhances the tranquil atmosphere. Waves can be seen gently lapping at the shore.
Apartment in Sand Key

“Sandcastles, Sunsets and Palms”

5.0 out of 5 average rating, 9 reviews
Top Guest favourite
A modern, two-story building features a clean white exterior and is framed by lush palm trees. The ground level showcases multiple garage doors, while the upper level includes balconies with decorative railings. A spacious brick-paved driveway leads to the front entrances.
Home in Clearwater Beach

Luxury on water & Steps to beach

4.94 out of 5 average rating, 54 reviews
Guest favourite
Villa in Belleair Beach

Gorgeous Villa with Heated Pool & Beach Views!

4.95 out of 5 average rating, 19 reviews
Guest favourite
A swimming pool is surrounded by white lounge chairs, set against a tranquil waterfront. Lush palm trees are visible, with docks and boats visible in the background. The clear blue sky reflects off the water, creating a serene outdoor space.
Townhouse in Clearwater Beach

Waterfront Penthouse Rooftop Casita 5-min to Beach

4.88 out of 5 average rating, 33 reviews
Top Guest favourite
A bright living area is furnished with light-colored sofas adorned with blue cushions. A wooden coffee table sits at the center, complemented by a textured rug. Large sliding glass doors provide views of palm trees swaying in the breeze, enhancing the room's natural light.
Townhouse in Clearwater Beach

Stunning 4 Bedroom Waterfront Property with Dock

4.97 out of 5 average rating, 88 reviews

Quick stats about rentals with a pool near Sand Key Beach

  • Total holiday rentals

    Explore 480 holiday rentals in Sand Key Beach

  • Nightly prices starting at

    Sand Key Beach holiday rentals start at $118 NZD per night before taxes and fees

  • Verified guest reviews

    Over 15,860 verified reviews to help you choose

  • Family-friendly holiday rentals

    220 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    200 properties have a dedicated workspace

  • Wi-Fi availability

    470 of Sand Key Beach holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Sand Key Beach rentals

  • 4.7 Average rating

    Sand Key Beach stays receive an average rating of 4.7 out of 5 from guests

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