Sand Key holiday rentals
We found 1,517 holiday rentals — enter your dates for availability
Discover a selection of 52 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 Dec - 25 Dec

Wonderful
(20 reviews)
130 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔
Clearwater Beach
AU$1,800
for 7 nights, 1 apartment
AU$257 per night
includes taxes & fees

Exceptional
(21 reviews)
Condo On The Beach - Ocean Side View Balcony
Belleair Beach
AU$2,663
for 7 nights, 1 apartment
AU$380 per night
includes taxes & fees

Exceptional
(16 reviews)
102 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔
Clearwater Beach
AU$1,702
for 7 nights, 1 apartment
AU$243 per night
includes taxes & fees

Exceptional
(102 reviews)
Cozy Cottage, 1 minute walk to Beach
Clearwater Beach
AU$3,797
for 7 nights, 1 home
AU$542 per night
includes taxes & fees

Exceptional
(133 reviews)
Cozy and friendly. All is Well - no damage
Clearwater Beach
AU$3,669
for 7 nights, 1 home
AU$524 per night
includes taxes & fees

Exceptional
(6 reviews)
2-bedroom beach condo, water views in beautiful Sand Key, 4 mins to Clearwater
Clearwater Beach
AU$5,198
for 7 nights, 1 apartment
AU$743 per night
includes taxes & fees

Exceptional
(7 reviews)
Indulge in Waterfront Elegance: Stunning 4/3 Townhome - 2800 Square Feet
Clearwater Beach
AU$8,689
for 7 nights, 1 home
AU$1,241 per night
includes taxes & fees

Wonderful
(15 reviews)
Studio On The Beach - Heated Pool - Self Check-in
Belleair Beach
AU$1,841
for 7 nights, 1 apartment
AU$263 per night
includes taxes & fees

Exceptional
(5 reviews)
Condo On The Beach - Heated Pool - Self Check-in
Belleair Beach
AU$2,402
for 7 nights, 1 apartment
AU$343 per night
includes taxes & fees

Exceptional
(20 reviews)
142 · Time Travelers Welcome: Your 50s Style Getaway
Clearwater Beach
AU$3,159
for 7 nights, 1 apartment
AU$451 per night
includes taxes & fees

Exceptional
(11 reviews)
2106 · 3 Min Walk -> Beach / Heated Pool / Free Parking
Clearwater Beach
AU$2,574
for 7 nights, 1 apartment
AU$368 per night
includes taxes & fees

Exceptional
(71 reviews)
Gorgeous Hideaway on the Beach-Crescent Beach Club
Clearwater Beach
AU$3,083
for 7 nights, 1 apartment
AU$440 per night
includes taxes & fees

Exceptional
(17 reviews)
New! Waterfront Hot Tub, Heated Pool, King Beds, 4 Baths, Golf Cart, Privacy!
Indian Rocks Beach
AU$20,038
for 7 nights, 1 home
AU$2,863 per night
includes taxes & fees

Exceptional
(320 reviews)
Updated condo just steps to the white sand beaches of Clearwater Beach
Clearwater Beach
AU$4,361
for 7 nights, 1 apartment
AU$623 per night
includes taxes & fees

Exceptional
(30 reviews)
Luxury Waterfront Townhome 3BR w/ Pool, Dock, Boat Slip & 4 Decks, Walk to Beach
Clearwater Beach
AU$7,198
for 7 nights, 1 home
AU$1,028 per night
includes taxes & fees

Exceptional
(5 reviews)
Charming 1-Bedroom Apartment Just Steps From Beautiful Clearwater Beach
Clearwater Beach
AU$2,360
for 7 nights, 1 apartment
AU$337 per night
includes taxes & fees

Exceptional
(162 reviews)
Great Studio - Under 2 minute walk to beach where dogs are welcome
Clearwater Beach
AU$2,441
for 7 nights, 1 apartment
AU$349 per night
includes taxes & fees

Exceptional
(46 reviews)
New & Luxurious 4/3 Townhouse with boat slip- 2,800 Square Feet
Clearwater Beach
AU$8,892
for 7 nights, 1 home
AU$1,270 per night
includes taxes & fees

Exceptional
(66 reviews)
Rare last-minute DISCOUNT in Indian Rocks Beach! Renovated 3BR WATERFRONT single family home with private dock sleeps 8, WALK to the sugar-white sand beach, Includes paddle board, beach chairs, wagon & umbrellas. 3bdrm, 2 bthrm, sleeps up to 8.
Indian Rocks Beach
AU$4,354
for 7 nights, 1 home
AU$622 per night
includes taxes & fees

Exceptional
(8 reviews)
Waterfront 2 Bedroom Retreat w/ Stunning Views • 5-Min Walk to Clearwater Beach
Clearwater Beach
AU$3,788
for 7 nights, 1 apartment
AU$541 per night
includes taxes & fees

Exceptional
(52 reviews)
Luxury Waterfront- Tropical Decor -3 Bdr/2Bth-1824 sq.ft.-Adjustable Bed!
Clearwater Beach
AU$4,403
for 7 nights, 1 apartment
AU$629 per night
includes taxes & fees

Exceptional
(101 reviews)
Book Early! Nicest Waterfront Condo in Harborview Grande At Discounted Rate!
Clearwater Beach
AU$4,214
for 7 nights, 1 apartment
AU$602 per night
includes taxes & fees

Exceptional
(8 reviews)
Waterfront 1 Bedroom Retreat w/ Stunning Views • 5-Min Walk to Clearwater Beach
Clearwater Beach
AU$3,007
for 7 nights, 1 apartment
AU$430 per night
includes taxes & fees

Wonderful
(12 reviews)
137 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔
Clearwater Beach
AU$2,434
for 7 nights, 1 apartment
AU$348 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Sand Key
Find the best place to stay - Sand Key

Beachfront! Gorgeous Views! Pool, Hot Tub, Tennis Courts, Fitness Room ~ 5F Crescent Beach Club
Sleeps 6 · 2 bedrooms · 2 bathrooms

Beachfront condo with multiple balconies heated pool gym hot tub and AC
Sleeps 6 · 3 bedrooms · 2+ bathrooms

5th floor condo with unobstructed views heated pool hot tub gym and sauna
Sleeps 6 · 2 bedrooms · 2 bathrooms

🌞CBC 1-19F – Last minute availability – Book Now for Exclusive Savings!💲💲
Sleeps 5 · 2 bedrooms · 2 bathrooms

Oceanfront Luxurious Remodel Extra Cleaning Gated Clearwater, Sand Key
Sleeps 4 · 1 bedroom · 2 bathrooms
- 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
When is the best time to visit Sand Key for a holiday rental?
The best time to visit Sand Key for a holiday rental is during the peak season from March to May, with March being particularly popular. This vibrant period attracts travellers seeking sun-soaked beaches and outdoor adventures, as the weather is typically warm and inviting, with temperatures ranging from 20 to 30 degrees Celsius.During these months, visitors can enjoy a myriad of activities such as beachcombing, water sports, and exploring the scenic beauty of the area, all while soaking up the lively option that comes with the influx of holidaymakers. The proximity of Sand Key to the stunning coastline means you're never far from relaxing on the beach or indulging in water-based fun.If you're looking for a more budget-friendly option, consider visiting in November. This month offers a quieter experience, allowing you to appreciate the natural beauty of Sand Key without the bustling crowds. The weather remains pleasant, making it a lovely time for leisurely strolls along the shoreline or enjoying the local dining scene at a more relaxed pace.
What are the top attractions in Sand Key, Florida, United States of America?
In Sand Key, visitors can enjoy a variety of attractions that highlight the area's natural beauty and recreational opportunities. The stunning Sand Key Park offers pristine beaches, picnic areas, and nature trails, making it a great spot for families and outdoor enthusiasts. Nearby, the Clearwater Marine Aquarium provides an engaging experience with marine life and is known for its rescue and rehabilitation efforts.For those interested in water activities, the Gulf of Mexico presents opportunities for boating, fishing, and paddleboarding. The beautiful shoreline along Sand Key is ideal for sunbathing and enjoying breathtaking sunsets.
Are all fees included in the Sand Key holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Sand Key holiday homes with parking?
Stayz offers a wide selection of holiday homes in Sand Key with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Sand Key holiday homes?
You can find great discounts on holiday homes in Sand Key on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Sand Key holiday home booking on Stayz?
To find Sand Key holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Sand Key?
A long-stay holiday home in Sand Key is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Sand Key holiday home?
Book your Sand Key holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Sand Key?
Prices for holiday homes in Sand Key vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Sand Key to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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