
Holiday 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.
Holiday 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

4 BD w/ Heated Pool in E Hampton, Fully Furnished

Clearwater Beach Oasis -4 Bds 3 Bth & Pool

Clean Home Pool Cent-Loc. Quiet Reserve Pet Friend

East Hampton Oasis - Pool and Hot Tub

Hope Haven

MTK Designer House with huge fireplaces!

Spacious Village Fringe East Hampton Home W/ Pool

Cheerful 3 bed-3bath beach cottage home with pool
Apartment rentals with a pool

Second Floor Corner Unit Overlooking the Ocean

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!

Oceanfront Condo – Incredible Spring Rates!

Montauk Waterfront Condo w/ Sunset Views

Endless Summer Studio Condo w Balcony Bayview

"Breathtaking Waterfront Water's Edge view"

Beachside Waterview 2Br Condo w/ Pool in Greenport

Deluxe Studio Apt@The Montauk Manor
Home rentals with a private pool

Explore the Water & Woods at a Relaxing Retreat

Chic Poolside Hideaway in East Hampton

Beach Barn w/ Sauna and Heated Pool - Dog Friendly
Enchanting Home with Large Decks and Heated Pool

Perfect Getaway at Sunny Modern Shampton Lake House
Saltbox with Separate Poolhouse in Northwest Woods
Quick stats about holiday rentals with a pool in Sag Harbor
Total rentals
110 properties
Nightly prices starting at
€ 82 before taxes and fees
Total number of reviews
1.8K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Destinations to explore
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- Rentals with a hot tub Sag Harbor
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- Beach
- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Quotonset Beach
- Giants Neck Beach
- Clinton Town Beach
- Shennecossett Beach
- Cooper's Beach, Southampton
- Woodmont Beach
- Horton Lane Beach
- Mystic Seaport Museum
- Connetquot River State Park Preserve
- Wildemere Beach
- Morningside Beach
- Anchor Beach
- Fenway Beach
- East Beach
- Monhegan Bluffs Beach
- Overlook Beach
- Heckscher State Park
- East Beach
- Sayville Bathing Beach
- Sailors Haven