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  5. >Suffolk
  6. >Southold

Hotels with Swimming Pool in Southold

200+ HOTELS IN AND AROUND SOUTHOLDRanking can be influenced by the commissions we receive.
Heron Suites main photo
Heron Suites
Resort in Southold NYUS flag
8.3
Very Good
$
+8
Info
Categories
Pool
Heated Pool
Outdoor Pool
Golf
Honeymoon
Modern North Fork Haven: Beachfront,Private Pool main photo
Modern North Fork Haven: Beachfront,Private Pool
Vacation Home in Southold NYUS flag
0.0
$
+4
Info
Categories
Pool
Heated Pool
Private Pool
Outdoor Pool
Steve's Place: Heated Pool, 3BR Southold Home, Beach main photo
Steve's Place: Heated Pool, 3BR Southold Home, Beach
Vacation Home in Southold NYUS flag
0.0
$
+4
Info
Categories
Pool
Heated Pool
Outdoor Pool
Dog Friendly
Secret Garden Estate main photo
Secret Garden Estate
Vacation Home in Southold NYUS flag
0.0
$
+3
Info
Categories
Pool
Private Pool
Outdoor Pool
Vine & Sand--Southold NY's Newest B&B main photo
Vine & Sand--Southold NY's Newest B&B
Bed & Breakfast in Southold NYUS flag
9.4
Excellent
$
+8
Info
Categories
Pool
Heated Pool
Outdoor Pool
Sustainability Journey
Parking
Southold Serenity main photo
Southold Serenity
Vacation Home in Southold NYUS flag
0.0
$
+5
Info
Categories
Pool
Heated Pool
Private Pool
Outdoor Pool
Dog Friendly
4BR NOFO Home in Heart of Wine Country (w/ Pool) main photo
4BR NOFO Home in Heart of Wine Country (w/ Pool)
Vacation Home in Southold NYUS flag
0.0
$
+3
Info
Categories
Pool
Private Pool
Parking
Hamptons Style North Fork Chill 3 BR 2 night minimum main photo
Hamptons Style North Fork Chill 3 BR 2 night minimum
Vacation Home in Southold NYUS flag
10
Excellent
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
12 more hotels nearby!
Long Island Vacation Rental with Pool Near Beach main photo
Long Island Vacation Rental with Pool Near Beach
2.4 mi from Southold
Vacation Home in Peconic NYUS flag
0.0
$
+3
Info
Categories
Pool
Outdoor Pool
Dog Friendly
The Pridwin Hotel main photo
The Pridwin Hotel
2.8 mi from Southold
Hotel in Shelter Island NYUS flag
9.0
Excellent
From $436
$
+6
Pool
Outdoor Pool
Questionnaire
Location of the pool:Outdoor pool
Answers last updated by The Pridwin Hotel
Shelter Island Hidden Estate main photo
Shelter Island Hidden Estate
2.9 mi from Southold
Villa in East Marion NYUS flag
0.0
$
+4
Info
Categories
Pool
Dog Friendly
Free Wi-Fi
Luxurious Shelter Island Hideaway with Pool! main photo
Luxurious Shelter Island Hideaway with Pool!
2.9 mi from Southold
Vacation Home in Shelter Island NYUS flag
0.0
$
+3
Info
Categories
Pool
Outdoor Pool
Parking
Sandpoint by Rove Travel - 6BR Family Home with Pool main photo
Sandpoint by Rove Travel - 6BR Family Home with Pool
3.0 mi from Southold
Vacation Home in Shelter Island NYUS flag
0.0
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Sound View Greenport main photo
Sound View Greenport
3.4 mi from Southold
Hotel in Greenport NYUS flag
8.0
Very Good
From $363
$
+8
Info
Categories
Pool
Outdoor Pool
Beachfront
Golf
Shore House main photo
Shore House
3.6 mi from Southold
Vacation Home in Shelter Island Heights NYUS flag
0.0
$
+2
Info
Categories
Pool
Parking
Shelter Island House main photo
Shelter Island House
3.6 mi from Southold
Hotel in Shelter Island Heights NYUS flag
8.7
Very Good
From $315
$
+6
Pool
Heated Pool
Outdoor Pool
Questionnaire
Answers last updated by Shelter Island House
Seven Resort Style Inn near Beach main photo
Seven Resort Style Inn near Beach
3.6 mi from Southold
Bed & Breakfast in Shelter Island NYUS flag
9.9
Excellent
From $365
$
+10
Info
Categories
Pool
Heated Pool
Outdoor Pool
Yoga
4 Star
Beachside Waterview 2Br Condo w/ Pool in Greenport main photo
Beachside Waterview 2Br Condo w/ Pool in Greenport
3.7 mi from Southold
Apartment in Greenport NYUS flag
9.0
Excellent
$
+4
Info
Categories
Pool
Heated Pool
Outdoor Pool
Parking
The Cliffside Resort Condominiums main photo
The Cliffside Resort Condominiums
3.7 mi from Southold
Apartments in Greenport NYUS flag
9.0
Excellent
From $328
$
+3
Info
Categories
Pool
Outdoor Pool
Accessible
Hotel Moraine main photo
Hotel Moraine
3.8 mi from Southold
Hotel in Greenport NYUS flag
9.6
Excellent
$
+11
Info
Categories
Pool
Heated Pool
Outdoor Pool
Golf
Parking
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 200+ hotels in and around Southold
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Hotels with Swimming Pool in Southold NY