Sand Key holiday rentals

We found 1,520 holiday rentals — enter your dates for availability

Discover a selection of 49 flats and other holiday rentals in Sand Key that are perfect for your trip. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as a garden and pool. You're sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday home accommodation in Sand Key?
Based on our research, condos are the most desirable type of holiday home in Sand Key. But naturally, everyone's idea of an epic stay can vary. Stayz has holiday homes of all shapes and sizes, so you're sure to find the perfect match.
How much does it cost to rent a holiday home in Sand Key?
The average price for a holiday home in Sand Key is determined by several factors, including property type, length of stay and time of year. Whether you're dreaming about a sprawling villa with a pool or a comfy cabin just for the two of you, just add your dates of travel to view stays with amazing value.
How much does it cost to rent a beach house in Sand Key?
When you travel and the style and size of the property will help determine the cost of your beachside stay. Type in your Sand Key travel dates to view your available options on Stayz. Did someone just say "private pool"? Use our filters to choose the amenities and features you want in your home.
Are there pet-friendly holiday homes in Sand Key?
Pack a tug toy and treats for your pup because Sand Key has 128 properties that throw open their doors to pets. Let your furriest friend enjoy the family fun at one of our pet-friendly holiday homes on Stayz. Simply enter your destination and dates, then check our "Pets allowed" filter box.
Can I rent a house with a pool in Sand Key?
Pack your swimsuit and goggles, because there are 124 houses with a private pool in Sand Key. Book a stay at one of these popular holiday homes and you'll enjoy pool days every day. Simply enter your travel dates into Stayz, then use the "pool" filter to find the perfect place for a splashing good time!
What are popular home amenities in Sand Key?
When it comes to home amenities that guests look for in Sand Key, nearby museums, a water view and a beach view rank highest. With Stayz holiday homes, you'll discover options to fit your style and taste, whether you're holidaying with your partner, your family or even pets.
Are there large group holiday homes in Sand Key?
With 44 Sand Key holiday properties that can sleep five or more people, you can bring a few extra family members or buddies along. Whether you're planning a casual get-together or a birthday party, Stayz will help you book the perfect space to match the occasion.
Are there holiday homes in Sand Key that welcome kids?
With 128 family-friendly holiday homes to pick from in Sand Key, now is a superb time to introduce your kids to the wonders of travel. Simply check our "Properties good for families" filter to search for stays that come with amenities ideal for families on the move, such as dining rooms, yards, bunk beds and hot tubs.
What are the top attractions for families in Sand Key?
Keeping the kids occupied during your stay in Sand Key is a breeze with these top family-friendly attractions:

  • Clearwater Marine Aquarium
  • Pier 60 Park
  • Clearwater Beach

Are there one-bedroom holiday homes in Sand Key?
You can pick from 27 one-bedroom homes in Sand Key. Whether you want a secluded cottage or a cabin, our one-bedroom homes are just right if you don't need lots of space. One of the best parts about having your own place? You won't ever have to share your holiday with strangers.
Can I find two-bedroom holiday homes in Sand Key?
Gather your family and experience complete comfort and privacy in one of the 87 two-bedroom holiday homes Sand Key has to offer.
Are there holiday homes with WiFi in Sand Key?
Sand Key has 41 holiday homes with WiFi, so you can stay connected while on holiday. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming TV shows with the family to scrolling social media, these Stayz homes make it easy to go online.
How can I find holiday homes with air conditioning in Sand Key?
Pick your travel dates and then make use of the filters to look for holiday homes with air conditioning in Sand Key on Stayz. With 127 air-conditioned properties to choose from here, you can enjoy a cool and comfy break.
How old do you have to be to rent a holiday home in Sand Key?
The minimum age is usually 16, 18 or 21. It can change from property to property on Stayz, so look at the rules of your preferred Sand Key holiday home before booking your escape.
How long can I rent a holiday home in Sand Key for?
It's up to the Sand Key property. To browse a list of options offering extended stays, simply type your travel dates and guest number into Stayz's search page. You can enjoy having the whole place to yourself, along with the comforts of home like a fully-equipped kitchen and outdoor spaces where the kids can run and play. Be on the lookout for long-term stays that offer discounted weekly or monthly prices.

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