
Vacation rentals with a pool in Sag Harbor
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Sag Harbor
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Sag Harbor rentals with a pool
House rentals with a pool

Spectacular Southampton Retreat!

Stylish+Cozy Hamptons Winter Getaway-5min to Beach

Monthly Specials - 5 Bed Village Cottage Retreat

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

Sag Harbor Dream Cottage

Chic & Spacious Designer Home, Heated Pool/Spa

Curated Artist Home with New Pool

Sag Harbor Chic 4 Bedroom Saltwater Pool
Condo rentals with a pool

Cliffside Resort Poolside Condo A204

Beautiful condo on Long Islands Northfork

Waterfront Elevated Bungalow - Spectacular Views

Beautiful Waterview Condo on the North Fork of LI

Newly Renovated Modern Townhouse w/Pool & Tennis

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

A Unique Piece of Paradise, Water Front pool

Waterfront Autumn Escape in Wine Country: 2BR
Home rentals with a private pool

East Hampton Ranch with Access to Clearwater Private Beach

Explore the Water & Woods at a Relaxing Retreat
Enchanting Home with Large Decks and Heated Pool

Southampton Quiet Private Home/Pool 6min to Villag
Perfect Holiday Getaway with Gourmet Kitchen
Saltbox with Separate Poolhouse in Northwest Woods
Quick stats about vacation rentals with a pool in Sag Harbor
Total rentals
120 properties
Nightly prices starting at
€ 78 before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Destinations to explore
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- Rentals with pools Suffolk County
- Rentals with pools New York
- Rentals with pools United States
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- Groton Long Point Main Beach
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- Outer Beach at Smith Point County Park
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