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Holiday houses in Sand Key

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Top-rated holiday rentals in Sand Key

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

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Top Guest favourite
A modern kitchen is presented with stylish white cabinetry and a spacious concrete countertop. Two pendant lights hang above the bar seating, which features four black chairs. Stainless steel appliances, including a refrigerator and microwave, are visible, providing a well-equipped cooking space.
Condo in Clearwater
5 out of 5 average rating, 56 reviews

Wonderful Condo at Avalon - Fully Renovated

Ground Floor Completely RENOVATED!!! Amazing & Very cozy and it has a a 60” Fireplace. 1 king size bed and a queen pullout couch new style, 1 bathroom with the best water pressure including a rain shower and a hand held unit. This unit is very well equipped with everything you need and have at your home. The condo is great for a couple’s getaway or a nice family vacation. YOUR HOME AWAY FROM HOME!!! Steps to the POOL, beach chairs, Floaties, wagon, cooler, etc. The Beach is a 10 minutes!!

Top Guest favourite
A waterfront area is highlighted with a wooden dock, accompanied by vibrant green grass and colorful flowers. A lounge chair with a patterned cushion sits underneath a thatched umbrella, offering a shaded spot to relax and enjoy views of the serene intracoastal waters.
Holiday home in Indian Rocks Beach
4.98 out of 5 average rating, 41 reviews

Villa Al Golfo Three Pristine Waterfront Oasis

Pristine villa in the lovely seaside gulf town of Indian Rocks Beach, 2 short blocks to the beach with intracoastal waters in the backyard. All newly renovated, both inside and out, enjoy unobstructed water views, private entrance, personal patio and your own show stopping indoor/outdoor fireplace. When you aren't lounging outside or taking a glide on our paddle board, you'll love the gourmet kitchen, comfy living room, two large TV's, cable/wifi, luxe memory foam beds & security safe.

Top Guest favourite
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, 181 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 favourite
A vibrant tropical mural featuring large flowers adds a pop of color to the room, while a cozy seating area includes a sofa adorned with decorative pillows. A small dining table with tropical-patterned chairs provides a space for meals. The outdoor area showcases a lit pool, creating a serene evening ambiance.
Cottage in Indian Rocks Beach
4.99 out of 5 average rating, 204 reviews

Luxury Beach Cottage | Walk to Dining & Sunset

Escape to paradise at Sunshine Escapes IRB! Welcome to Coco, 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, Coco invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect getaway awaits!

Top Guest favourite
A spacious living area features a comfortable gray sofa adorned with colorful pillows, complemented by a wooden coffee table. A large piece of coastal art hangs on a teal wall, while light streams in from the open dining area, showcasing bar stools and a bright kitchen beyond.
Condo in Clearwater
4.97 out of 5 average rating, 75 reviews

Key West Oasis, 1 BR, A+ Pool, Clean, 3mi to Beach

🌴 Recently remodeled, tranquil oasis w/ coastal charm. Casper memory king. Hotel linens. 750 sq feet/vaulted ceiling. Heated pool & gym Fun 🏄‍♂️ vibe ideal for couples - Walk to restaurants & stores - 3 miles from the white sugar sand of Clearwater Beach 😎 -Consistently rated a top beach in the USA. The gated complex offers - Free Parking - Central location to visit area beaches & attractions - A large Clubhouse. Escape to this “Guest Favorite” awarded space.

Top Guest favourite
Condo in Indian Rocks Beach
5 out of 5 average rating, 18 reviews

2/2 condo one block from beach & golf cart, kayaks

BTR# 2463 🌴 This fully renovated 2-bedroom, 2-bathroom condo is just one block from the sparkling sands of Indian Rocks Beach ✨ **Highlights** - 🛋️ Stylish interiors with modern furnishings and beachy vibes - 🛏️ Two cozy bedrooms + two sleek bathrooms - 🍽️ Fully equipped kitchen - 🌅 Private balcony to sip morning coffee 🚗 **Golf Cart Included! ** Cruise around like a local in 4-seat golf cart 🛺💨 - 🛶 Complimentary Kayaks – Paddle out into the Gulf

Top Guest favourite
A modern kitchen features white cabinetry and sleek stainless steel appliances. A central island with two wooden stools invites gatherings. Natural light spills through a nearby doorway, illuminating decorative greenery and tasteful textures along the walls.
Condo in Clearwater
4.99 out of 5 average rating, 148 reviews

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

Guest favourite
A sandy pathway leads to a tranquil beach, flanked by lush greenery and coastal plants. Gentle waves can be seen in the distance under a clear blue sky, creating a serene atmosphere that invites relaxation.
Condo in Belleair Beach
4.93 out of 5 average rating, 54 reviews

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!

Top Guest favourite
A bright living area features a comfortable light-colored sofa and armchairs, complemented by a decorative round coffee table. Large glass doors provide an unobstructed view of the beach and palm trees outside, allowing natural light to fill the space.
Condo in Indian Rocks Beach
4.97 out of 5 average rating, 152 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 favourite
The living area features large glass doors that open to a waterfront balcony, allowing abundant natural light. A comfortable sectional sofa is positioned for relaxation, complemented by coastal decor and a modern television mounted on the wall. Stunning views of the Gulf are visible beyond.
Condo in Sand Key
4.89 out of 5 average rating, 9 reviews

CBC 2-18F: Beach Front Escape, Book Now!

🌊Indulge in the epitome of tranquility at CBC 2-18F, a hidden gem nestled along the shores of Sand Key Beach in Clearwater, FL. Escape to the 18th floor of this spacious condo, where an open floor plan unveils jaw-dropping water views, setting the stage for a perfect beachfront vacation. This 2-bedroom, 2-bath haven is adorned with tasteful coastal decor, offering a stylish yet comfortable ambiance.

Top Guest favourite
The porch features a circular daybed with decorative cushions, accompanied by a small table and two chairs. Direct views of the bright blue sky and nearby palm trees are visible, enhancing the outdoor relaxation space.
Cottage in Indian Rocks Beach
4.97 out of 5 average rating, 173 reviews

𖤓Updated Stilt home: just steps to the beach!𖤓

Experience a stylish and relaxing beach vacation at our vacation retreat! We are a very popular spot for Honeymooners and anniversaries! As a 4-year Superhost, we offer a charmingly renovated home just steps away from the beach and local restaurants. Explore Indian Rocks Beach with our provided bikes and unwind in the bubbly spa. Escape the everyday and find paradise here! BTR #2292

Top Guest favourite
A studio apartment is showcased with a comfortable seating area, a spacious kitchenette, and a king-size bed. Natural light flows through large windows, while an open bathroom features modern fixtures. A ceiling fan and decorative accents add to the inviting atmosphere.
Apartment in Clearwater Beach
4.96 out of 5 average rating, 45 reviews

SALE! Cute Studio- King bed! STEPS to the beach!

Check out this cute studio apartment that is just STEPS to World-Famous Clearwater Beach! Comfortable, clean & cute! Comfortable King size bed, spacious kitchenette, updated bathroom, living space and the best private outside deck! It is literally just steps to the sand! With views of the Gulf from the deck and windows!

Popular amenities for Sand Key holiday rentals

When is the best time to visit Sand Key?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$355 NZD$393 NZD$402 NZD$397 NZD$368 NZD$360 NZD$356 NZD$323 NZD$335 NZD$390 NZD$403 NZD$418 NZD
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°C

Quick stats about holiday rentals in Sand Key

  • Total holiday rentals

    Explore 130 holiday rentals in Sand Key

  • Nightly prices starting at

    Sand Key holiday rentals start at $84 NZD per night before taxes and fees

  • Verified guest reviews

    Over 500 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space and kid-friendly amenities

  • Holiday rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Sand Key holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Beachfront, Gym and BBQ grill across Sand Key rentals

  • 4.8 Average rating

    Sand Key stays are highly rated by guests—averaging 4.8 out of 5!

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Clearwater
  6. Sand Key