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Compare 749 Vacation Homes in Shirley with updated reviews, rates, and availability.

Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

10.0 out of 10, Exceptional, (79)
"A gorgeous and peaceful setting for a wonderful week with family. Thank you so much for a fantastic stay - and looking forward to visiting again in the future."
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

The Raabbit Hole

9.2 out of 10, Wonderful, (22)
"Only recommendation would be to upgrade the beach chairs . The house was very Homie and comfortable and plenty big. Would definitely stay again. "
The Raabbit Hole

3 Story Beach Waterview, 3 KING bed, golf putting green!

10.0 out of 10, Exceptional, (17)
"This place was clean and comfortable, just what we needed."
The price is SAR 574
SAR 2,216 total
includes taxes & fees
3 Jun - 4 Jun
3 Story Beach Waterview, 3 KING bed, golf putting green!

Dog-friendly home just blocks from the bay with deck & private hot tub

8.0 out of 10, Very Good, (24)
"We had a great stay here! The pictures accurately portrayed the house and there was plenty of space and a really nice outdoor space. There is a wagon at the ferry we weren't made aware of and a lock on the bikes with no code provided. Very much a bare bones house. Kitchen was adequately stocked. The stove only had one working burner. Felt the property was well priced. Would definitely come back!"
Dog-friendly home just blocks from the bay with deck & private hot tub

Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

10.0 out of 10, Exceptional, (7)
"Robert was an amazing host..We had an incredible New Year’s Eve…We are already planning our next trip back… "
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Tranquil Stay

10.0 out of 10, Exceptional, (3)
"The property was just as described and looked like the pictures posted. The home was clean and well stocked. Perfect location - not far from the highways. Great communication with the owner. Will stay there again when visiting Long Island. My family enjoyed their stay. Thank you for hosting us!"
The price is SAR 1,313
SAR 2,374 total
includes taxes & fees
2 Jun - 3 Jun
Tranquil Stay

“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath

10.0 out of 10, Exceptional, (16)
"This is my second time staying here. Decorated beautifully, always clean and wonderful amenities. "
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath

10 Bedroom Hampton House with a regulation size Pickleball

10.0 out of 10, Exceptional, (25)
"Had so much fun this weekend in Hampton Bays! House was perfect for a group of friends - many bedrooms, bathrooms, great pool with tons of outdoor games, and even the arcade room inside! So close to the beach, and a number of great restaurants. Highly recommend this house, and appreciate how helpful our host was with making sure we had everything we need and more!"
10 Bedroom Hampton House with a regulation size Pickleball

Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms

8.2 out of 10, Very Good, (44)
"This house was in the perfect location as it was close to the ferry terminal and a short walk to ocean beach."
Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms

Charming home close to beach with fast WiFi & washer/dryer - dog-friendly

7.6 out of 10, Good, (9)
"Great 4-day visit to Ocean Bay Park- this Geller-designed house was minutes from ferry, beach and market and easy walking/biking distance frome and Ocean Beach. Beds were comfy, grill and WiFi worked well (downstairs) and house was fun design, with decks on both floors. Before staying again, I’d ask if they had fixed the lights in MBR and LR, the shower for MBR and the low-performing fridge."
Charming home close to beach with fast WiFi & washer/dryer - dog-friendly

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

10.0 out of 10, Exceptional, (176)
"We had a wonderful stay. The house was great and check in and check out were both easy. We definition would love to stay again."
The price is SAR 2,607
SAR 4,358 total
includes taxes & fees
30 May - 31 May
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach

9.2 out of 10, Wonderful, (20)
"This house was perfect for our weekend gathering with our adult children!! The house was very comfortable & had everything we needed for a great weekend!"
Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach

Ocean View Home w/ a Rooftop Sundeck, Free WiFi, Private Pool, & Central A/C

8.0 out of 10, Very Good, (10)
"Pros: location, pool, kitchen Cons: A/C broke while we were there, pillows are pretty flimsy"
Ocean View Home w/ a Rooftop Sundeck, Free WiFi, Private Pool, & Central A/C

Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

9.8 out of 10, Exceptional, (57)
"Great location right on the beach!"
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!

10.0 out of 10, Exceptional, (34)
"The house was very clean and spacious. Wonderful backyard and pool- has everything we needed!"
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!

Charming 1-bedroom house in Ronkonkoma with AC, WiFi, Washer & Dryer

The price is SAR 518
SAR 1,161 total
includes taxes & fees
1 Jun - 2 Jun
Charming 1-bedroom house in Ronkonkoma with AC, WiFi, Washer & Dryer

Long Island Vacation Rental: 4 Mi to Beach

9.8 out of 10, Exceptional, (11)
"Extremely clean and spared no expense on amenities. We'll definitely be going back again."
Long Island Vacation Rental: 4 Mi to Beach

Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!

9.6 out of 10, Exceptional, (12)
"Benny's house was a convenient and comfortable spot for our brief stay in the area, and the logistics couldn't have been easier."
Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!

Relax in Hampton Bays...

9.8 out of 10, Exceptional, (69)
"The house was cute and well maintained. It's on a nice block that abouts the Shinnecock bay. "
Relax in Hampton Bays...

Floresta House ~ Charming, Cozy, Family Friendly!

10.0 out of 10, Exceptional, (2)
"Great stay"
Floresta House ~ Charming, Cozy, Family Friendly!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Shirley

3 Story Beach Waterview, 3 KING bed, golf putting green!

10.0 out of 10, Exceptional, (17)
"This place was clean and comfortable, just what we needed."
The price is SAR 574
SAR 2,216 total
includes taxes & fees
3 Jun - 4 Jun
3 Story Beach Waterview, 3 KING bed, golf putting green!

Modern Vacation home. Close to The Hamptons

10.0 out of 10, Exceptional, (2)
"good time"
The price is SAR 1,497
SAR 2,687 total
includes taxes & fees
4 Jun - 5 Jun
Modern Vacation home. Close to The Hamptons

Meets Modern Comfort in This 3-Bedroom Long Island Sound Retreat

Meets Modern Comfort in This 3-Bedroom Long Island Sound Retreat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.