
Holiday houses 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.

Vintage Florida Beach Efficiency
Just a short walk to the beach, this a great beach getaway for couples or families with one child. On your way stop at the Cooky Coconut for lunch, an awesome milkshake or a variety of snacks. With a totally new renovation in 2024, this unit is updated, very clean & worry free. This cottage is located in a quiet residential neighborhood and a great place to relax. Laundry on shared screened porch. Dogs allowed ($35 extra) add them on # of guests page . Easy refund policy. Level 2 EV charger

Cozy coastal grandmother condo, walk to the beach!
Bright, stylish and quaint. Newly remodeled and furnished to make you feel like you're at your own beach home. Grab your provided beach chair and towel for your short jaunt down to the beach(a football field away) and take a deep breath; let the endless views, waves crashing and sand between your toes take you away. The well appointed kitchen can be used to simply make coffee or a full dinner. Don't feel like cooking? No problem! Indian Rocks Beach offers local coffee, lunch and dinner spots!

salt living at its best
- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

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!!

Stars by the Sea - Cozy home close to beaches
Our home is beautifully updated, fully furnished and decorated in a beach theme. The master bedroom has a comfortable king size bed and the second bedroom has a queen. We have a beautiful pond in the back. Perfect for you to relax and BBQ while enjoying our wonderful Florida weather. The house has a Smart TV, Internet w/Wi-Fi, dishwasher, washer, dryer, and much more. Everything you need to make your stay perfect. We are close to great shopping, dining and to some of Florida's best beaches.

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.

By the POOL, Ground floor, King bed, 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. Walk-in distance to Publix grocery store and nearby restaurants. Location is central with short distance to nearby beaches, attractions and other nearby towns. Great access from Tampa Airport 20 minutes and 1.5/hours drive from Orlando airport and Disney World This location is loved by “snowbirds”

Walk Everywhere! Beach, Pier 60, Dining, Nightlife
Escape to Dock of the Bay! ✅ Two KING suites + sofa bed ✅ 5-minute walk to beach ✅ Stunning waterfront views ✅ Full kitchen ✅ Heated pool & sun deck ✅ Beach gear & wagon ✅ Free parking! 👨👩👧 Traveling with a group? We also own the condo next door -- “Dock Holiday” (www.airbnb.com/h/dockholiday-clearwaterbeach). Tell your friends or book both together—Dockside Duo (www.airbnb.com/h/docksideduo). Double the space and double the fun!

Literally: 15 steps to the Pool, GroundFloor Condo
Unwind at this stunning Complex at Clearwater that resemble a vacation resort, gated community, extremely safe. Don't want to go out? There is everything you need right in the complex: Free Parking, 24/7 Free Gym, steps to the heated Pool with BBQ area and other wonderful-friendly guests for company (if needed), shops and few dining places in walking distance, your private patio to sit, drink, chat and relax; take some time for you!

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...

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!
Popular amenities for Sand Key holiday rentals
Other great holiday rentals in Sand Key

Awesome Condo in Clearwater, FL

“Sandcastles, Sunsets and Palms”

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Sonrisa 1 - | Beachfront Condo in Belleair Beach

Oceanfront Boho Bungalow Breeze

On Beach, Panoramic Water Views & Resort Amenities

Beach Boutique - Sunset Suite Unit 1

Playa Vista Villa
When is the best time to visit Sand Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $324 AUD | $359 AUD | $367 AUD | $362 AUD | $336 AUD | $329 AUD | $338 AUD | $324 AUD | $301 AUD | $310 AUD | $300 AUD | $324 AUD |
| 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 $76 AUD 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 and kid-friendly amenities

Holiday rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
130 of Sand Key holiday rentals include Wi-Fi 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
- Rentals with beach access Sand Key
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- Rentals with pools Sand Key
- Family-friendly rentals Sand Key
- Rentals with a washing machine and dryer Sand Key
- Rentals with a patio Sand Key
- Waterfront rentals Sand Key
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- Beach condo rentals Sand Key
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