Accommodation with a pool in Southold
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Southold
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Southold rentals with a pool
House rentals with a pool
Home in East Hampton
4.87 out of 5 average rating, 188 reviewsHeated Saltwater Pool, Walk to Beach, Dog Friendly
2 – 9 Dec
Home in East Hampton
4.92 out of 5 average rating, 128 reviewsHeated pool, games room, near beach, kid-friendly
23 – 30 Oct
Home in Southold
5.0 out of 5 average rating, 10 reviewsGorgeous home with heated gunnite pool!
10 – 17 Mar
Home in Cutchogue
5.0 out of 5 average rating, 24 reviewsNorth Fork paradise between beaches and vineyards
2 – 9 Jan
Home in Cutchogue
4.96 out of 5 average rating, 75 reviewsSecluded Farmhouse - Studio Apartment Style Unit
18 – 25 Apr
Home in Mattituck
4.98 out of 5 average rating, 43 reviewsModern farmhouse w/ pool, beach, horses and winery
1 – 8 Apr
Home in Cutchogue
4.94 out of 5 average rating, 50 reviewsNassau Point, North Fork Home w/ Pool
14 – 21 Oct
Home in Greenport
5.0 out of 5 average rating, 19 reviewsThe Corwin House
15 – 22 May
Condo rentals with a pool
Condo in Greenport
4.89 out of 5 average rating, 81 reviewsSeaside Escape w Pool, Private Beach & Patio
4 – 11 Dec
Condo in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
25 Sept – 2 Oct
Condo in Bridgehampton
4.92 out of 5 average rating, 13 reviewsBridgehampton w/ Pool steps to town 3 bd 2.5 Bath
15 – 22 June
Condo in Greenport
4.87 out of 5 average rating, 90 reviewsWaterfront Condo C-204 at The Cliffside Resort
23 – 30 June
Condo in Greenport
4.81 out of 5 average rating, 88 reviewsBeautiful condo on Long Islands Northfolk
1 – 8 Aug
Condo in Shelter Island Heights
5.0 out of 5 average rating, 5 reviewsPeaceful and Relaxing Waterfront.
4 – 11 Apr
Condo in Southampton
5.0 out of 5 average rating, 10 reviewsNewly Renovated Modern Townhouse w/Pool & Tennis
30 July – 6 Aug
Condo in Hampton Bays
4.97 out of 5 average rating, 33 reviewsA Unique Piece of Paradise, Water Front pool
3 – 10 Sept
Home rentals with a private pool
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
28 Jan – 4 Feb
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
2 – 9 Apr
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
12 – 19 Jan
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
17 – 24 Feb
Bungalow in East Hampton
4.93 out of 5 average rating, 99 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
30 May – 6 June
Quick stats about accommodation with a pool in Southold
Total rentals
60 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
480 reviews
Nightly prices starting at
$276 AUD before taxes and fees
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