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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.

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Top guest favourite
The image captures a serene outdoor area featuring a charming entrance to the cottage. Surrounding tropical plants and tall trees create a lush environment. A decorative fountain stands to the left, and comfortable seating under an umbrella adds to the inviting atmosphere.
Guest house in Largo
4.99 out of 5 average rating, 351 reviews

Paradise Cottage Largo Beaches 1 mile High ground

We are PARADISE COTTAGE, and the standards of super host are status quo! We're ready for you! Although only 2 miles from the Gulf, we're on high ground! We are on a Priority One Energy Grid. With over 300 huge potted plants, many trees, etc we live in a lush tropical "Paradise". Our guests' highest praises include private, quiet, serene, safe and secluded; attributes we're fortunate to claim We have no neighbors while being so close to so much. Read the next section "The Space" to learn more.

Guest favourite
A cozy bedroom features a spacious bed adorned with soft pillows and a light blanket. Natural light enters through the partially covered window, while two modern light fixtures flank the headboard. A decorative plant sits atop a small side table, complementing the neutral decor.
Flat in Clearwater
4.92 out of 5 average rating, 24 reviews

Fantastic 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 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 just a 10 minute drive!

Guest favourite
Flat in Largo
4.83 out of 5 average rating, 284 reviews

Cozy Largo Studio

Fantastic studio consisting of a comfortable queen bed, and small kitchenette, perfect for a long term stay or weekend get away. Parking on premises. Unit was newly renovated and is impeccably kept. Minutes away from popular Indian Rocks beach / Belleair beach and clear water beach. Easy hassle free check in. (This is a one room studio with 1 queen bed as shown) this is a private apartment with its own front door. Not a shared space. Close to the Largo hospital, medical students welcome

Top guest favourite
Flat in Clearwater
4.88 out of 5 average rating, 32 reviews

Brand new! Ground Pool Side Condo Clearwater!

This unique and newly renovated place has a style all its own. Enjoy your Clearwater/ florida getaway at this beautiful recently renovated Condo! This condo is POOL SIDE and on the ground floor. Walk right outside and jump in our amazing heated pool. You're next to Downtown Clearwater and minutes away from the beach. This condo has it all: close to shopping, restaurants, entertainment and just minutes to Clearwater beach. Why pay beach prices when you can live this close? Minimum age 25

Guest favourite
A bright living area features large windows offering views of the waterfront. A comfortable sofa is paired with two armchairs around a circular coffee table. Light curtains frame the windows, allowing natural light to illuminate the space, complemented by a ceiling fan above.
Home in Indian Rocks Beach
4.95 out of 5 average rating, 44 reviews

Waterfront | Fishing Dock | Beach Access | Suite 3

-> 4 minute walk to the sandy beaches of Indian Rocks -> Onsite parking for two vehicles -> Private waterside balcony -> High speed wifi -> Outdoor shower -> King bed in both bedrooms -> Luxury towels&high thread count sheets -> Keurig coffee machine -> Nespresso machine -> Drip coffee machine -> Fully equipped kitchen -> BBQ charcoal grill & accessories -> Fishing dock -> Patio dining tables -> Smart TV -> Onsite washer & dryer -> 1 flight of stairs used to access 2nd story unit

Guest favourite
A wide view of Clearwater Beach showcases soft white sand lined with colorful umbrellas and beach towels. Bathers enjoy the warm waters where turquoise waves meet lighter green ones. In the background, beachgoers can be seen near the resorts and other structures along the shoreline.
Apartment in Clearwater Beach
4.94 out of 5 average rating, 114 reviews

Beach Haven in South Clearwater Beach

This unique two-story vacation rental with a loft is perfect for a large family or two. It has large panoramic windows with incredible views of the harbor from every bedroom and living space. The Dockside Condos are centrally located in South Clearwater Beach close to all the action of Shephard's nightclub, restaurants, sports bars, miniature golf and more, as well as being only two blocks to the beach. Come and enjoy this condo just one block from the white sands of Clearwater Beach.

Guest favourite
A spacious living area features light grey leather sofas and a coffee table, offering a comfortable setting for relaxation. Large sliding glass doors provide panoramic views of the Gulf, complemented by bright, airy decor and soft natural light filling the room.
Apartment in Sand Key
5 out of 5 average rating, 8 reviews

CBC 1-16C– Gulf front with pool, hot tub & gym!

⭐Important Notice Regarding Balcony Access⭐ ~ The balcony for this unit is currently closed, but you will still be able to enjoy beautiful beach views from inside the condo. ~ Please also note that the pool in Building #1 is temporarily closed; however, guests are welcome to use the pool in Building #2 throughout their stay. ~ Guests may experience occasional noise during business hours due to the construction on the balconies. ~ Take advantage of the already deeply discounted rates!

Guest favourite
The image captures a serene sunset over the Gulf, with vibrant colors reflecting on the water. A heated pool is in the foreground, surrounded by lounge chairs, while the beachfront property frames the scene, creating a peaceful coastal ambiance.
Apartment in Belleair Beach
4.88 out of 5 average rating, 83 reviews

Condo On The Beach - Heated Pool - Self Check-in

We’re happy to announce that our property is open, fully operational, and in excellent condition after the recent hurricane. Book with confidence and enjoy your Florida getaway! ☞ Full Kitchen ☞ Beachfront ☞ Free parking ☞ Heated Pool ☞ AC ☞ Self check-in Essentials (linen, towels, toiletries) are provided at the start of your stay. We have no hidden fees or complicated checkout instructions. We are located on the beach at 3200 Gulf Blvd, Belleair Beach.

Top guest favourite
A welcoming entrance to The Avalon features a landscaped roundabout with manicured greenery and vibrant flowering plants. A central fountain adds a serene element, while the building's architecture is framed by palm trees and blue skies.
Apartment in Clearwater
4.94 out of 5 average rating, 93 reviews

Condo Conveniently located to Clearwater Beach

Located close to the beautiful white sand popular Clearwater Beach, with an on-site heated pool. Unit is located on the bottom floor for easy access. This condo is close to shopping and restaurants. Fully stocked kitchen, washer and dryer and everything you need for a perfect stay. There is free wifi, 130 channels of cable TV channels, Hulu and Netflix. King size comfortable bed, enclosed balcony and full access to the gym and club house with free parking.

Guest favourite
Apartment in Indian Shores
5 out of 5 average rating, 5 reviews

Oceanview Seaside Cottage | Walkout Beach Access

Wake up to the sound of the waves at this charming oceanfront cottage! Enjoy coffee on your ocean-view balcony or step right onto the sand with walk-out beach access. Inside, relax in the king bedroom or on the pullout sofa with inflatable topper. Smart TVs, an updated kitchen, and coastal décor add comfort and charm. Outside, unwind on the patio with chairs and a picnic table. Beach essentials included for a stress-free stay.

Top guest favourite
A bright living area features a comfortable light-colored sofa and armchairs, complemented by a decorative round coffee table. Large glass doors provide an unobstructed view of the beach and palm trees outside, allowing natural light to fill the space.
Apartment in Indian Rocks Beach
4.97 out of 5 average rating, 150 reviews

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...

Top guest favourite
A small outdoor seating area is depicted, featuring two bright green chairs and a matching table adorned with a potted plant. Lush green foliage rises around the space, creating a tropical ambiance. The background showcases a wooden fence and natural elements.
Guest suite in Largo
5 out of 5 average rating, 217 reviews

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

When is the best time to visit Sand Key?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$273 SGD$303 SGD$309 SGD$305 SGD$283 SGD$277 SGD$274 SGD$249 SGD$258 SGD$259 SGD$252 SGD$273 SGD
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°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 $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 500 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    70 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!

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