
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.

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach
🌴 😎 Stunning Key West Style Retreat featuring: - Memory foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts Enjoy the beach 🏄♂️ vibes decor & accents in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent
Welcome to our cozy guest suite—where comfort is personal over perfect, and full of charm you won’t find at a hotel. Guests love the thoughtful touches, eclectic decor, cloud-like bed, and the irreplaceable feeling of being at home when you’re far from home. Our home uses one central AC unit. Because Florida is warm and humid year-round, we keep the thermostat at 70°F by day and 67°F at night for proper cooling and comfort. If you prefer more warmth, two space heaters are in the suite closet.

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!!

Waterfront Beach House Steps Away from #1 Beach!
Welcome to The Bombshell Beach House! This 3 story, 3 bedroom luxury water-front townhouse located in Clearwater Beach, FL has been a childhood dream come true for me as a Clearwater native! As avid travelers, my husband and I wanted to create a STAY-CATION spot that mixed in all of the comforts of HOME with all of the luxuries of a 5 star vacation & this beach house is JUST THAT! This listing is brand new and we are expecting dates to book extremely fast! Book now to secure your GETAWAY!

The Sea Turtle of Sand Key
Escape to breathtaking Gulf Views in this newly remodeled 2+2 corner unit on Sand Key Beach. Entire condo is fully updated and designed for your comfort. Enjoy beautiful sunset views from your balcony accessible from the living area & main suite. Booking is a minimum of 28 days. Min. age to book is 25 yrs old and min age of all guests is 16 yrs old. There is an application form, signed lease agreement, & ID required by the HOA to be submitted for approval before the stay can be confirmed.

Waterfront | Fishing Dock | Beach Access | Suite 1
-> 4 minute walk to the sandy beaches of Indian Rocks -> Onsite parking for two vehicles -> High speed wireless internet -> Outdoor shower -> King bed in both bedrooms -> Luxury high thread count sheets, linens, & towels -> Keurig coffee machine -> Nespresso machine -> Drip coffee machine -> Fully equipped kitchen -> BBQ charcoal grill & accessories -> Fishing dock -> Waterside patio dining tables -> Smart TV in living room & waterside bedroom -> Onsite washer & dryer

3 Bedroom Waterfront Paradise Sleeps 8
Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach on the intercostal! The 3 floors of custom interior decoration and high end furnishings await you. Located on Clearwater Bay with an easy stroll (5-10 min) to Clearwater Beach, Beach Walk, Pier 60, restaurants, and shopping. You are centrally located to everything in Clearwater with luxury accommodations ! !! You have a 2 car garage, community pool, hot tub, grill steps from your back door.

Seasalt Breeze, by the pool, NO PETS
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

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...

NEW Beachfront Oasis with Beach & Pool
BEACH ACCESS a few steps away from your front door! Views of the beach included with an in-ground pool and picnic area on one of the most beautiful beaches on Florida's Gulf Coast! Our fully renovated apartment is fully equipped with a combo kitchenette, dining space, living room with smart tv, and bedroom with smart tv. If you're looking for a peaceful and fun beach getaway, you've come to the right place!

Clearwater Studio Getaway
Welcome to Clearwater Studio Getaway! Enjoy a peaceful and centrally-located space just 15 minutes from Clearwater Beach, Downtown Clearwater, and the Tampa Bay area. Perfect for solo travelers or couples, this cozy studio features a private bathroom, comfy bed, and essential amenities. Relax after a day of sun and fun, with shops, dining, and attractions all within easy reach. Your perfect Florida stay!

Cozy Private Bedroom Suite Private Entry King Bed
Spacious private master bedroom suite with private entrance and driveway! King bed. Private spacious bathroom! Fridge, microwave, Keurig coffee maker. Located in a large home. No access to the rest of house. 5 miles to Indian Rocks Beach. 8 miles to Clearwater. 2.5 miles to Botanical Gardens and Heritage Village, both FREE! 30 minutes from Tampa airport and 20 minutes from Clearwater St Pete airport.
Popular amenities for Sand Key holiday rentals
Stay near Sand Key's top sights
Other great holiday rentals in Sand Key

2/2 located at JW Marriott on Clearwater Beach 710

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“Sandcastles, Sunsets and Palms”

SeaSide Condo

New private guesthouse walk to downtown Dunedin

Oceanfront Boho Bungalow Breeze

On Beach, Panoramic Water Views & Resort Amenities
When is the best time to visit Sand Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $275 SGD | $305 SGD | $311 SGD | $307 SGD | $285 SGD | $279 SGD | $276 SGD | $250 SGD | $259 SGD | $261 SGD | $254 SGD | $275 SGD |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°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 $65 SGD per night before taxes and fees

Verified guest reviews
Over 610 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
80 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!
Destinations to explore
- Family-friendly rentals Sand Key
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- Anna Maria Island
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Weeki Wachee Springs
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Vinoy Park
- Anna Maria Public Beach
- Amalie Arena
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Gulfport Beach Recreation Area
- North Beach
- River Strand Golf and Country Club
- Tampa Palms Golf & Country Club
- Adventure Island
- Honeymoon Island Beach
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Busch Gardens




