Sand Key holiday homes
We found holiday rentals — enter your dates for availability
Discover a selection of 155 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.
Holiday rentals with weekly discounts - Sand Key
Showing deals for:18 Jul - 25 Jul
Image gallery for Clearwater Beach Waterfront Paradise

1010 out of 10 rating
Exceptional
(14 reviews)
Clearwater Beach Waterfront Paradise
Clearwater Beach, FL
12% off
Price is NZ$12,474
NZ$12,474
NZ$1,782 per night
includes taxes & fees
Image gallery for Waterfront 4/3 Townhouse with Pool, Steps to the #1 Beach

1010 out of 10 rating
Exceptional
(32 reviews)
Waterfront 4/3 Townhouse with Pool, Steps to the #1 Beach
Clearwater Beach, FL
8% off
Price is NZ$12,320
NZ$12,320
NZ$1,760 per night
includes taxes & fees
Image gallery for Bay Harbor Condo in Clearwater Beach, Pristine 3 BR 3 Bath. MINIMUM 7 NIGHT STAY

9.89.8 out of 10 rating
Exceptional
(107 reviews)
Bay Harbor Condo in Clearwater Beach, Pristine 3 BR 3 Bath. MINIMUM 7 NIGHT STAY
Clearwater Beach, FL
7% off
Price is NZ$4,435
NZ$4,435
NZ$634 per night
includes taxes & fees
Image gallery for LUX 3 STORY/4 DECKS WATERFRONT W/ 3 BR w/DOCK & BOAT SLIP!! Walk to beach! BBQ!

1010 out of 10 rating
Exceptional
(28 reviews)
LUX 3 STORY/4 DECKS WATERFRONT W/ 3 BR w/DOCK & BOAT SLIP!! Walk to beach! BBQ!
Clearwater Beach, FL
8% off
Price is NZ$9,865
NZ$9,865
NZ$1,409 per night
includes taxes & fees
Image gallery for CWB Retreats at Bayside Villas - Bayside 6

9.69.6 out of 10 rating
Exceptional
(5 reviews)
CWB Retreats at Bayside Villas - Bayside 6
Clearwater Beach, Florida
8% off
Price is NZ$3,051
NZ$3,051
NZ$436 per night
includes taxes & fees
Image gallery for NEW! Ocean Breeze! 10 Steps 2 beach! Beach view! Walking distance to everything!

9.69.6 out of 10 rating
Exceptional
(14 reviews)
NEW! Ocean Breeze! 10 Steps 2 beach! Beach view! Walking distance to everything!
Clearwater Beach, FL
8% off
Price is NZ$4,187
NZ$4,187
NZ$598 per night
includes taxes & fees
Image gallery for STEPS FROM BEACH, DAILY RENTALS,PET AND FAMILY FRIENDLY BEACH HOUSE

9.49.4 out of 10 rating
Exceptional
(43 reviews)
STEPS FROM BEACH, DAILY RENTALS,PET AND FAMILY FRIENDLY BEACH HOUSE
Clearwater Beach, FL
7% off
Price is NZ$5,971
NZ$5,971
NZ$853 per night
includes taxes & fees
Image gallery for Oceanfront Beach House | Private Pool, Spa & Dock | Scenic Intracoastal Views

1010 out of 10 rating
Exceptional
(14 reviews)
Oceanfront Beach House | Private Pool, Spa & Dock | Scenic Intracoastal Views
Indian Rocks Beach, FL
12% off
Price is NZ$23,675
NZ$23,675
NZ$3,382 per night
includes taxes & fees
Image gallery for Beautiful freshly remodeled beachfront condo

9.89.8 out of 10 rating
Exceptional
(80 reviews)
Beautiful freshly remodeled beachfront condo
Belleair Beach, FL
8% off
Price is NZ$4,294
NZ$4,294
NZ$613 per night
includes taxes & fees
Image gallery for Fabulous Waterfront Home. CLEARWATER BEACH. Bayfront. Large private dock

9.69.6 out of 10 rating
Exceptional
(24 reviews)
Fabulous Waterfront Home. CLEARWATER BEACH. Bayfront. Large private dock
Clearwater Beach, FL
8% off
Price is NZ$6,918
NZ$6,918
NZ$988 per night
includes taxes & fees
Image gallery for A Beachfront Paradise

9.89.8 out of 10 rating
Exceptional
(87 reviews)
A Beachfront Paradise
Belleair Beach, FL
7% off
Price is NZ$3,292
NZ$3,292
NZ$470 per night
includes taxes & fees
Image gallery for CWB Retreats at Baymont Lofts - Loft C

1010 out of 10 rating
Exceptional
(16 reviews)
CWB Retreats at Baymont Lofts - Loft C
Clearwater Beach, Florida
7% off
Price is NZ$3,037
NZ$3,037
NZ$434 per night
includes taxes & fees
Image gallery for Waterfront PENTHOUSE, Rooftop Gazebo, Elevator, walk to the beach Pool Heated

1010 out of 10 rating
Exceptional
(24 reviews)
Waterfront PENTHOUSE, Rooftop Gazebo, Elevator, walk to the beach Pool Heated
Clearwater Beach, FL
10% off
Price is NZ$10,303
NZ$10,303
NZ$1,472 per night
includes taxes & fees
Image gallery for CWB Retreats at Baymont Lofts - Loft A

1010 out of 10 rating
Exceptional
(9 reviews)
CWB Retreats at Baymont Lofts - Loft A
Clearwater Beach, Florida
8% off
Price is NZ$5,097
NZ$5,097
NZ$728 per night
includes taxes & fees
Image gallery for CWB Retreats at Bayside Villas - Studio 2

9.49.4 out of 10 rating
Exceptional
(6 reviews)
CWB Retreats at Bayside Villas - Studio 2
Clearwater Beach, Florida
7% off
Price is NZ$2,238
NZ$2,238
NZ$320 per night
includes taxes & fees
Image gallery for SALT LIFE! 20 steps to the beach! BRAND NEW Spcaious Vacation Rental!

1010 out of 10 rating
Exceptional
(8 reviews)
SALT LIFE! 20 steps to the beach! BRAND NEW Spcaious Vacation Rental!
Clearwater Beach, FL
8% off
Price is NZ$3,525
NZ$3,525
NZ$504 per night
includes taxes & fees
Image gallery for Completely Updated, 4 BD 2.5 baths, Waterfront Townhouse- Pet Friendly

1010 out of 10 rating
Exceptional
(27 reviews)
Completely Updated, 4 BD 2.5 baths, Waterfront Townhouse- Pet Friendly
Clearwater Beach, FL
5% off
Price is NZ$8,531
NZ$8,531
NZ$1,219 per night
includes taxes & fees
Image gallery for Water and Marina View Condo with Queen Sleeper and Heated Pool.

9.69.6 out of 10 rating
Exceptional
(50 reviews)
Water and Marina View Condo with Queen Sleeper and Heated Pool.
Clearwater Beach, FL
8% off
Price is NZ$2,697
NZ$2,697
NZ$385 per night
includes taxes & fees
Image gallery for Book your beach getaway JAN-2025 available

9.69.6 out of 10 rating
Exceptional
(36 reviews)
Book your beach getaway JAN-2025 available
Clearwater Beach, FL
7% off
Price is NZ$4,128
NZ$4,128
NZ$590 per night
includes taxes & fees
Image gallery for Great Studio - Only 75 Steps to Clw Beach-NO Storm Damage

1010 out of 10 rating
Exceptional
(124 reviews)
Great Studio - Only 75 Steps to Clw Beach-NO Storm Damage
Clearwater Beach, FL
8% off
Price is NZ$2,640
NZ$2,640
NZ$377 per night
includes taxes & fees
Image gallery for 100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals

9.09.0 out of 10 rating
Wonderful
(71 reviews)
100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals
Clearwater Beach, FL
7% off
Price is NZ$4,286
NZ$4,286
NZ$612 per night
includes taxes & fees
Image gallery for Luxury Beachfront Penthouse -The Crescent Beach Club - Panoramic Views Sleeps 8

1010 out of 10 rating
Exceptional
(5 reviews)
Luxury Beachfront Penthouse -The Crescent Beach Club - Panoramic Views Sleeps 8
Clearwater Beach, FL
8% off
Price is NZ$10,186
NZ$10,186
NZ$1,455 per night
includes taxes & fees
Image gallery for Luxury Waterfront Townhouse, Sleeps 7, Daily Rentals

9.89.8 out of 10 rating
Exceptional
(39 reviews)
Luxury Waterfront Townhouse, Sleeps 7, Daily Rentals
Clearwater Beach, FL
8% off
Price is NZ$9,695
NZ$9,695
NZ$1,385 per night
includes taxes & fees
Image gallery for Steps from Beach, Pets OK, Daily Rentals, Historic Beach Cottage

9.29.2 out of 10 rating
Wonderful
(51 reviews)
Steps from Beach, Pets OK, Daily Rentals, Historic Beach Cottage
Clearwater Beach, FL
7% off
Price is NZ$4,119
NZ$4,119
NZ$588 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find properties near top attractions in Sand Key
Map Attractions
Find the best place to stay - Sand Key
Canary Beach Cottage - steps to the sand!
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
39 reviews(39 reviews)
Book your beach getaway JAN-2025 available
Sleeps 3 · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
36 reviews(36 reviews)
2 Bedroom Waterfront Pool Side!
Sleeps 3 · 1 bathroom
Beach Vacation! Near Clearwater Beach, Pool, Bar, Free Buffet Breakfast
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
187 reviews(187 reviews)
Luxury Beachfront Penthouse -The Crescent Beach Club - Panoramic Views Sleeps 8
Sleeps 8 · 3 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Newly Remodeled & Furnished Luxurious Beachfront Condo
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
66 reviews(66 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore 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. Bookabach 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 Bookabach. 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 Bookabach. 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 Bookabach, 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 Bookabach 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, Bookabach 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 Bookabach 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 Bookabach. 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 Bookabach, 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 Bookabach’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.