Holiday rentals 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
The exterior of a charming blue beach house is surrounded by lush palm trees and vibrant landscaping. A spacious front yard features a green lawn and neatly trimmed bushes, while a driveway accommodates parked vehicles. Sunlight filters down, creating a warm atmosphere.
Home in Clearwater Beach
4.98 out of 5 average rating, 134 reviews

THE HOUSE - 32 Steps to the Beach - Beautiful Clea

House sleeps 6 - Private patio and Hot Tub, Wifi, Grill . '32 Steps to the Beach' is a charming and cozy Clearwater Beach retreat in a TOP LOCATION. The pristine Gulf Beach is just across the street! We also have a Cottage at the same address and they can be rented separately or together. Covid-19 UPDATE - See below. To book the House & Cottage or the Cottage on its own please see the links to their descriptions at the right of this page. THE HOUSE is a tastefully decorated, upscale

Top guest favourite
A living area features a light-colored sofa and armchairs arranged around a chic coffee table. A television is mounted on the wall, and large sliding glass doors provide views of the outdoors. A decorative plant and a lamp add warmth to the space.
Apartment in Isla del Sol
4.97 out of 5 average rating, 31 reviews

Everything You Need - St Pete Condo - Isla Del Sol

Welcome to your beach vacation home at St. Pete. Pack light - we have everything you need for the beach and pool. Located on the 12th fairway of Isla Del Sol Yacht & Country Club's 18-hole championship golf course. Wake up to sunshine and views of the fairways, greens and ponds. Enjoy our recently remodeled and furnished 2-BR condo. You will be two miles from St. Pete Beach and only minutes away to downtown St. Petersburg, Clearwater, Treasure Island, Tierra Verde, and Fort DeSoto beaches.

Top guest favourite
Villa in Indian Rocks Beach
4.93 out of 5 average rating, 143 reviews

Heated Hybrid Pool~Modern Beach House~Walk 2 beach

Welcome to Sweet Serenity! A newly renovated modern beach house that comes with an endless amount of amenities including all your beach needs and a large brand new HEATED Hybrid Pool that has room for the whole family. Just pack your clothes & we will provide the rest. This home is perfect for your family vacation w/ a very open layout, tons of beach decor to get you in that island mood & 3 large bedrooms. Located in a quiet family friendly neighbourhood, a short, less than 10 min walk 2 beach!

Top guest favourite
A wooden dock extends over the calm waters of Lake Tarpon, surrounded by lush greenery. The expansive blue sky and gentle waves create a serene ambiance, ideal for enjoying nature. The space offers direct access to the lake, enhancing the outdoor experience.
Home in Palm Harbor
4.93 out of 5 average rating, 122 reviews

Lakefront home near beaches w/ waterview, pets ok

Imagine yourself waking up to a million-dollar view on Tampa Bay's largest lake - lake Tarpon. Close your eyes, relax and lose yourself to the sound of wind chimes, the caws and squeals of the birds, lapping of waves against the dock and fresh lake breeze. Watch an Osprey catch fish and other wildlife as you sip your morning coffee sitting on the dock. This is a quintessential lake house that one always desires in their dreams. Well that dream is attainable when you make this home your abode!

Top guest favourite
A tranquil waterfront view is captured during sunset, featuring a heated pool and spacious hot tub. Surrounding palm trees add a touch of greenery, while the Belleair Bridge is visible in the distance against a colorful sky reflected in the water.
Home in Indian Rocks Beach
5 out of 5 average rating, 27 reviews

New Waterfront house pool hot tub golf cart kayaks

BTR# 2367 Birds of Paradise is a stunning 3 bedroom 2 bathroom waterfront house with heated pool and hot tub, deep water dock, 6-seat golf cart, kayaks and paddle board that is located just off Party Island in Indian Rocks Beach. The house offers an expansive and gorgeous view of the Belleair Bridge and quick access by boat to the Gulf of Mexico, Caledesi and Honeymooni Islands. Guests can use kayaks and paddle board provided to spend an afternoon on Party Island, just off the house. 🌴🌊🌞

Guest favourite
Apartment in Sand Key
5 out of 5 average rating, 7 reviews

CBC 1-18C – Beach Front, Pool, Hot Tub & Gym!

⭐Important Notice Regarding Balcony Access⭐ ~ The balcony for this unit is currently closed, but you will still be able to enjoy beautiful beach views from inside the condo. ~ Please also note that the pool in Building #1 is temporarily closed; however, guests are welcome to use the pool in Building #2 throughout their stay. ~ Guests may experience occasional noise during business hours due to the construction on the balconies. ~ Take advantage of the already deeply discounted rates!

Top guest favourite
An aerial view captures a spacious beachfront condo, surrounded by tropical greenery and sandy beach. Waves gently lap at the shore in the distance, while the nearby neighborhood features homes with varying architectural styles. The inviting atmosphere of Indian Rocks Beach is evident from this vantage point.
Apartment in Independence Square
5 out of 5 average rating, 33 reviews

Beachfront Dream Condo

Lovely Beachfront Condo in the heart of Indian Rocks Beach. Walk to Restaurants & Shops. Remodeled 2 bedroom/2 bath. Sleeps 4. Quiet Safe Neighborhood. Fully furnished, well equipped kitchen. Fabulous view on the Beach. Amenities include Soap, Shampoo, Beach Chairs, Umbrella, Cooler, Wagon, Beach Toys, Games, Beach Towels, Linens, Hairdryer, Pack-n-Play. Covered Parking for 2 Cars. Outdoor Shower. Come enjoy the view from the Balcony and all that Indian Rocks Beach has to offer.

Top guest favourite
Apartment in Indian Rocks Beach
4.96 out of 5 average rating, 72 reviews

Sandy Toes, Happy Vibes elevator & pool

Luxury 2 BR/2 BA Oceanway Condo Top-floor, corner unit with: Heated ocean-front pool Hot tub Free Parking (2 spots) Elevator Steps from the beach *Condo, pool, and hot tub are ready for your enjoyment after Hurricanes Helene and Milton* Highlights Private covered balcony with side Gulf view Walk to beach, eateries, shops 100% Smoke-free condo and complex Whether it's a romantic getaway, family vacation, or escape from the cold, your dream vacation starts here!

Top guest favourite
An open-concept living area is displayed, featuring a cozy seating arrangement and a stylish electric fireplace. A modern kitchen with white cabinetry and granite countertops is visible in the background, alongside a dining area with a round table and upholstered chairs.
Apartment in Seminole
4.97 out of 5 average rating, 265 reviews

UPDATEDVacation condo! HEATEDpool3 miles to beach

Wow!! Super value !! 2 bed 1 bath condo 1st floor - Welcome to Beachway Condos a GATED SAFE private full amenity community featuring a gym, tennis courts, HEATED POOL, grills, located 3 miles to the beautiful gulf beaches. You are close to everything - the Pinellas trail biking/walking is 1/4 mile away, Indian shores beach is the closest beach at 3 miles away. Clearwater/st Pete beaches are 7 miles away. Across the street are grocery stores malls, restaurants

Guest favourite
Two inviting armchairs are positioned facing a large sliding glass door, which opens to reveal a serene view of the ocean and beach. The soft evening light highlights the space, creating a calm atmosphere with gentle coastal tones.
Apartment in Indian Rocks Beach
4.85 out of 5 average rating, 127 reviews

Winter Storm Escape Sale Ocean View Steps to Beach

Escape to paradise at this newly renourished beachfront condo in Indian Rocks Beach! Enjoy breathtaking Gulf of Mexico views and stunning sunsets from your doorstep. Steps away from the beach, this condo offers unparalleled access to sun, sand, and sea. Explore nearby restaurants and bars, or simply relax and soak in the natural beauty. Perfect for a romantic getaway or a family vacation. Beach gear including towels, chairs and umbrellas is included!

Top guest favourite
The image captures a serene view of the canal with calm, reflective waters. Lush greenery lines the banks, while several boats are seen docked along the shore. Bright sunlight illuminates the scene, highlighting the tranquility of the waterfront setting.
Home in Palm Harbor
4.99 out of 5 average rating, 108 reviews

Tarpon Lake Escape LLC

Key West-inspired, newly furnished house on Lake Tarpon. Decorated in bright Key West style! 3 bedrooms, 2 bathrooms, 2 porches, and a ping pong table on a corner lot with over 190 feet of water property. One of the best properties on the lake! Innisbrook Golf Resort is 1/2 mile away Clearwater Beach 15 mi Tarpon Springs Sponge Docks 5 mi Downtown Dunedin 9.6mi Honeymoon Island 8.7mi TPA airport 20mi Raymond James Stadium 20mi

Guest favourite
The exterior features a bright yellow facade with white trim and a distinctive green door. Large windows are framed by white shutters, allowing natural light into the space. Shade is provided by a pergola adorned with decorative elements, while lush green plants add to the welcoming appearance.
Cottage in Indian Rocks Beach
4.89 out of 5 average rating, 38 reviews

Seaside Retreat Cottages #2

WE’RE BACK and better than ever! 🌴 Adults-only Seaside Cottages sit just across the street from famous Indian Rocks Beach—walk to the sand, shops, dining, and water sports in minutes. This is 1 of 4 charming Key West–style “Old Florida” cottages, fully renovated and sparkling clean. Enjoy the heated saltwater pool, spa, and outdoor tiki bar/grill. Relax, unwind, and soak up the peaceful island vibes. 21+ only.

Popular amenities for Sand Key holiday rentals

When is the best time to visit Sand Key?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$272 SGD$302 SGD$308 SGD$304 SGD$283 SGD$276 SGD$274 SGD$248 SGD$257 SGD$299 SGD$310 SGD$321 SGD
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 $64 SGD 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 & child-friendly amenities

  • Holiday rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    130 of Sand Key holiday rentals include wifi 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!

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  6. Sand Key