Holiday rentals with a pool in Suffolk County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Suffolk County

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Bungalow in East Hampton

4.93 out of 5 average rating, 107 reviews

East Hampton Ranch with Access to Clearwater Private Beach

Dive into the saltwater pool, set amid professionally landscaped grounds. Later, head for the multiple outside entertaining areas for a meal from the built-in outdoor grill. Round off the day with a soak in the claw foot tub in the marbled bathroom. The pool is available from May to September, and the temperature is regulated at 87 degrees. Check with the host for additional requirements. Walk to the Clearwater Beach Association's private beach, just a few blocks from the house, with a local grocery store also close. East Hamptons village is 12 minutes away, with recommended restaurants including Roudy Hall and Citta Nova.

Superhost

Cabin in East Hampton

4.83 out of 5 average rating, 6 reviews

Peaceful, Summer Pool, Close to Ocean & Village

Village fringe. Great location. Close to all. 4 Bedrooms/2 Bath. Log home w/ Heated pool (optional in summer) and lots of sunlight. Located on a quiet cul-de-sac very close to Ocean Beach and the Village! Includes Pool (Summer) w/ outdoor shower and changing room. Relax in teak furniture or hammock after a swim in the large pool. Peaceful setting. All amenities one would expect. High speed wireless internet, 3 Smart TVs. Late Checkout Fee $175. inc pet Rental Registration # 20-1005.

Guest favourite

Home in Hampton Bays

5 out of 5 average rating, 36 reviews

Scenic Stay in Sparkling Home, Heated Pool 6bds

Unwind in a Charming, Sparkling Clean Open Layout House w/King Primary, Stocked Kitchen, Antique Accents, Hardwood Floors. Scenic Yard w/Heated 5’ d inground Pool, Outdoor Shower, Gated Mahogany Decks, Fire Table, Deck Heater, BBQ, so you can Enjoy Nature. 5 Smart TV's, Bonus Family Rm. St Fighter Arcade Machine, PS4, WIFI. Eat at the best Restaurants, Visit Wineries, Farms, Breweries, Mini-Golf, Golf, Beaches, Shop Antiques & Boutiques. Sleeps 8, 2+ full Baths. On private road, 1.5 hr to NYC

Guest favourite

Home in Sag Harbor

5 out of 5 average rating, 35 reviews

Sag Harbor Modern Oasis

Luxury 5 bedroom, 3 1/2 bathroom home designed around a central courtyard/non heated pool area (5300sqft) Grill & contemporary seating area with fire pit; perfect entertainment area against a backdrop of arboreal gardens. Split across 3 levels; light filled main living, dining and eat in kitchen; two entertainment rooms with built in wet bars. Lower level has 5th bedroom with en-suite and dedicated office.Quiet neighborhood; walkways, bike paths. 5mins by car to Sag town beach. 12mins to village

Guest favourite

Home in Sag Harbor

4.9 out of 5 average rating, 182 reviews

Kiddo Approved! Heated Pool/Hotub Renovated Home

Family friendly Sag Harbor one level beach house close to Main Street. Heated pool (for a fee), hot tub, enclosed grass yard, kids play area with sandbox and toys, crib, highchair, outdoor fireplace, outdoor shower, yard is fenced and gated with separate safety fence and gates around pool. Backs up to a nature preserve for privacy. Quiet Neighborhood. Short drive to the beach and Main Street. Pool open April 13th-Oct 1. Pool can be heated June-August (for a fee). Hot Tub open April- November.

Superhost

Home in East Hampton

4.87 out of 5 average rating, 203 reviews

Clean&EasyHome-PrivateBeach-HeatedPool-Fenced Yard

Meticulously cleaned home.Tranquil family neighborhood in historic artist's beach community.Heated saltwater pool.Wood burning fireplace.Private fenced-in backyard.Half mile to private bay beach. Bike great trails & savor delicious meals prepared in fully equipped kitchen.Enjoy Clearwater Beach's renowned sunset. Easy living home.We welcome all respectful guests.East Hampton's best restaurants are nearby.Smoke free.Small dogs permitted.Cell reception booster! Ask about EVcharger.Registry 23-625

Top Guest favourite

Home in Southold

5 out of 5 average rating, 9 reviews

Stylish Beach Getaway: pool & walking location

Perfectly located within walking distance to shops, beaches, and restaurants, our designer home offers comfort, luxury amenities, and privacy. Interested in a long term rental? Message us! Enjoy a beautifully landscaped backyard with pool, chefs kitchen for hosting, and nearby beach farms & wineries. Bedrooms boast organic linens and bathrooms offer Bathing Culture products. Kitchen is stocked with local organic pantry staples and stainless steel appliances to cook or grill on the patio.

Superhost

Home in East Hampton

4.94 out of 5 average rating, 16 reviews

Walk to Water. Stunning Home with Gorgeous Pool & Grounds.

Relax in Adirondack chairs on the expansive front porch of a custom-built traditional with cedar shakes. Inside too, find classic style with this stunning Cape Cod's lovely decor. Prepare family meals in a kitchen with state-of-the-art appliances & dine at a country-style table. Stroll 2 blocks to a marina to view glorious sunsets over the harbor. Luxuriate by the pool in total privacy, surrounded by the lush backdrop of mature pine trees & hydrangea. Pool is closed during the winter. #24-1026

Guest favourite

Home in Orient

5 out of 5 average rating, 9 reviews

Luxury Escape - Saltwater Pool

Welcome to our fully renovated sanctuary, on a sprawling 1.5-acre property just one block away from the beach. Indulge in the luxury of our 4-bedroom, 2.5-bathroom home, where tranquility meets elegance. Unwind in the expansive back yard, enveloped in lush greenery, and discover the centerpiece of our oasis—a magnificent, 20x50 saltwater heated pool with an in water tanning ledge. Bask in the sun on one of the two generously-sized decks, perfect for relaxation and taking in the surroundings.

Superhost

Home in Southampton

4.87 out of 5 average rating, 23 reviews

Beautiful Hilltop Property on Shinnecock Hills

Beautiful Hilltop 5 Bedrooms and 3 baths Property on Shinnecock Hills. Amenities including a beautiful kitchen with new cabinets, granite countertops, and stainless appliances. Five bedrooms, two on the first floor sharing a bath, with queen size beds in both. A master bedrooms suite with en-suite bathroom on the second floor, and two additional bedrooms with queen-size beds. Hampton style house, lots of windows allowing for plenty of sunlight. This house is built for outdoor entertainment.

Guest favourite

Home in Mastic Beach

4.93 out of 5 average rating, 121 reviews

Gorgeous Waterfront and Indoor Pool Family Oasis!

Breathtaking Waterfront home with 37 foot heated indoor pool. 3 Bedrooms plus a 800 Sq/Ft master bedroom with wood burning fireplace. WiFi, 3rd floor entertainment room with 120 inch screen movie projector, karaoke, fooseball, pool table. Wraparound terrace, sunroom, 45ft dock with launching ramp, putting green, sand trap, outdoor kitchen, bar & stone patio with tables & BBQ grills & fire pit. Ability to catch abundant fish & blue crabs right from the dock. Picture tells a thousand words.

Top Guest favourite

Home in East Hampton

5 out of 5 average rating, 36 reviews

Stunning Central E. Hampton Home w/ gunite pool.

EH Registry #24-65. This 2800 sq foot home boasts 10' ceilings & has been re-vamped from top to bottom. Beautiful landscaping, 44' x20' deck & a 6' privacy fence Outdoor lounge furniture & dining set. The indoor dining room seats 10. Upstairs: 4 bedrooms: All mattresses are new! Baths fully stocked. Pool closes in mid Oct. and opens mid May. Pool heat is a separate fee! NO PETS. Significant pet fee required for your non shedding well behaved dog.

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What guests are saying

Gorgeous Bellport Village Getaway with Heated Pool

4.95 out of 5 average rating, 37 reviews7 months ago

It was a wonderful stay. We appreciated how open, bright and private this home is with a gorgeous pool and beautiful grounds. We enjoyed walking down to the bay and into town where everyone was friendly and helpful. Jamie was responsive when help needed with something in the house. It was close to family and friends and felt like home. Thank you Jamie for giving us the opportunity to stay in your home. Good luck in future Frank & Sharon

Home in Bellport

What guests are saying

Modern Beach Area Vacation Home With Pool

4.71 out of 5 average rating, 7 reviews17 months ago

We were all very happy with the check-in/check-out. Instructions were clear and host left helpful information. Beds were quite comfortable. More than enough space for all. Laundry room was a plus. Easy to access town & beach. Lovely place - quiet - clean. Would definitely book again.

Home in Fairfield

What guests are saying

Fairfield! 5 bedroom, 3.5 bath on cul-de-sac

4.97 out of 5 average rating, 37 reviews6 months ago

The host Joanna was very responsive with communication. The house was big and clean (I am extremely picky with cleanliness). We stayed there for parents weekend at Fairfield University which was about a 25minute drive to the senior beach houses which wasn't terrible. For those Sacred Heart University families it is super close to their campus. The house is in a quiet, safe, family community. Overall, we were very happy!

Home in Fairfield

What guests are saying

Heavenly SH Village Escape W Heated Pool

4.96 out of 5 average rating, 28 reviews5 months ago

What a perfect spot! Aleeza made everything seamless from check-in to check-out. The house is charming- immaculate and tastefully appointed. Great beds! (Always important!) The yard was beautiful and serene- as it is October we didn’t use the pool, but still enjoyed the beautiful yard and trees! Would definitely come back and stay again! Wonderful house in a wonderful location !

Villa in Southampton