
Vacation rentals with a pool in Springs
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Springs
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Private + serene Hamptons oasis! Near attractions
Escape to your serene, chic, private Hamptons oasis, near all of the attractions! Set back on very private 1/2 acre property surrounded by nature; make this home your own. Curl up @ the wood burning fireplace, cook in your Chef's kitchen, spark up the BBQ + fire-pit under the starry sky! Enjoy all of the natural light + zen at the house Take a stroll through the scenic neighborhood, 1 block to the water. You'll be 5 minutes to Main St. shopping, the ocean, coffee shops, restaurants + much more

Detached bungalow w/ private bath
Cozy, simple living, in separate guest house w/ use of amenities (shared with our family of 4) including sauna & hot tub. The bungalow/guesthouse features a Queen bed, its own private bathroom (shower), small kitchenette (countertop oven, Keurig coffee maker & small fridge) and loveseat for relaxing. There is a dedicated separate outdoor seating area for 2 guests. 2 Adult guests ONLY, no children due to size of guesthouse and proximity to the pool. Please NO pets allowed since owners have pets

CozyFallRetreat,Walk2Beach,FencedYard4Pup,Spotless
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.RentalR-25-705

Amazing Home close to Everything -
Elegantly designed home featuring modern appliances, a seasonal heated pool, and situated just moments away from ocean beaches, Wolffer Vineyard, and the vibrant Bridgehampton/Sag Harbor villages. Set within meticulously curated landscaping, this property embodies perfection and meticulous attention to detail. Familiarize yourself with our disclosures, guidelines, and house rules. We maintain a strict no events, no parties, and no smoking policy — our home and property grouds are smoke-free.

Modern East Hampton Home w/ Heated Saltwater Pool
Peace and serenity in East Hampton and minutes from the Village. This exquisite modern home features high-end finishes such as Sub-Zero and Wolf appliances, quartzite waterfall kitchen island and counters, marble tiled bathrooms, designer mid-century decor and separately zoned air conditioning. The heated saltwater pool is surrounded by a bluestone patio, Ipe deck and huge yard. The house also features two wood-burning fireplaces in the living room and den and an outdoor fire-pit. RR# 24-656

East Hampton Oasis - Pool and Hot Tub
Nestled at the end of a private road in the Springs section of East Hampton, this classic Hamptons home will keep you and your friends/family entertained. Living room with sonos sound system, kitchen, 3 bedrooms, 2 bathrooms, outdoor living area with lounge chairs, a bbq, bar, pool and hot tub. All 3 bedrooms have AC. Towels and linens provided. Washer/dryer available. CLOSE TO BEACH AND EH VILLAGE. The pool is open May 5 through October 5. The hot tub remains open year round.

Spacious East Hampton Getaway with Pool
This bright and comfortable 3 bedroom, 2 bath Scandinavian home awaits! Located just a 5 minute drive Sag Harbor and 10 minutes to the heart of East Hampton to enjoy beaches, shopping, restaurants and bars. The light hardwood floors create a crisp feel that you have to witness. The first floor's two guest beds open out to a lovely eat-in kitchen with dining and living rooms featuring a wood-burning fireplace and pool to check every box for year-round fun.

Serene 3 Bed 2.5 Bath House w/Heated Pool
Situated off a quiet lane on a half-acre, this designer, updated, modern residence offers a peaceful and quiet Hamptons getaway. 3 wonderful bedrooms 2 modern bathroom and a heated saltwater pool ( See Pool heat and Pool Closure Details ) with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

Astounding Watermill 5 Bedroom home with Pool
Situated off of a quiet lane on a half-acre of land, updated, modern residence offers a peaceful and quiet Hamptons getaway. 5 bedrooms / 3 modern bathrooms offers a relaxing escape. Large open kitchen leads out to the back garden, pool and indoor-outdoor eating areas. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

Designer East Hampton Farmhouse -Cozy Fall Getaway
Tucked away on a private lot, just minutes from East Hampton Village, Amagansett Village, and Ocean Beaches this 3-bedroom, 2.5-bath cottage features a heated saltwater pool & Mahogany outdoor shower, outdoor lounge area, and charming children’s playhouse - creating the perfect setting for relaxing days spent at home.

4 BD w/ Heated Pool in E Hampton, Fully Furnished
Rent a beautiful and spacious 4 bedroom/3 bathroom property in East Hampton with a heated swimming pool in the backyard. This three level house with large kitchen, central A/C, BBQ in the backyard, and a garage is the perfect place to entertain guests or to relax and escape in East Hampton.

1800 Historical EH Home, 1 Mile to Town!
This East Hampton cottage is conveniently located only 1 mile to Main Street, .5 miles to grocery shopping and restaurants and 2 miles to Main Beach. This 1800's farm house is possibly one of the most charming homes in all of East Hampton.
Popular amenities for Springs rentals with a pool
House rentals with a pool

East Hampton 3 Bed / 3 Bath Charmer w Pool

Perfect Beach Home in Sag Harbor

Sag Harbor Dream Cottage

Sunny, walk to beach, large pool

Modern farmhouse w/ pool, beach, horses and winery

Private East Hampton Estate

New Modern Farm House, E. Hampton/Beach/Wineries.

Renovated, 5BR, Private Getaway w/ Pool
Condo rentals with a pool

Second Floor Corner Unit Overlooking the Ocean

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

Beautiful condo on Long Islands Northfork

Montauk Waterfront Condo w/ Sunset Views

Waterfront Elevated Bungalow - Spectacular Views

Endless Summer Studio Condo w Balcony Bayview

Beautiful Waterview Condo on the North Fork of LI

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

5br / 5ba; Bike to town and beach; Heated Pool
Enchanting Home with Large Decks and Heated Pool

Southampton Quiet Private Home/Pool 6min to Villag
Saltbox with Separate Poolhouse in Northwest Woods
When is the best time to visit Springs?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$104,312 GYD | G$104,312 GYD | G$104,312 GYD | G$108,693 GYD | G$158,137 GYD | G$182,963 GYD | G$209,876 GYD | G$225,314 GYD | G$163,979 GYD | G$125,174 GYD | G$104,312 GYD | G$114,743 GYD |
| Avg. temp | -2°C | -1°C | 3°C | 8°C | 13°C | 18°C | 21°C | 21°C | 17°C | 11°C | 6°C | 1°C |
Quick stats about vacation rentals with a pool in Springs

Total vacation rentals
Explore 440 vacation rentals in Springs

Nightly prices starting at
Springs vacation rentals start at G$31,294 GYD per night before taxes and fees

Verified guest reviews
Over 7,580 verified reviews to help you choose

Family-friendly vacation rentals
400 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 200 rentals that welcome pets

Rentals with dedicated workspaces
260 properties have a dedicated workspace

Wi-Fi availability
440 of Springs vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Springs rentals

4.9 Average rating
Springs stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Mount Pocono Vacation rentals
- The Hamptons Vacation rentals
- Rentals with a hot tub Springs
- Cottage rentals Springs
- Rentals with a patio Springs
- Rentals with outdoor seating Springs
- Rentals with a fireplace Springs
- House rentals Springs
- Rentals with breakfast Springs
- Waterfront rentals Springs
- Rentals with a washer and dryer Springs
- Rentals with a fire pit Springs
- Family-friendly rentals Springs
- Rentals with beach access Springs
- Rentals with an EV charger Springs
- Fitness-friendly rentals Springs
- Pet-friendly rentals Springs
- Rentals with a kayak Springs
- Rentals with pools Suffolk County
- Rentals with pools New York
- Rentals with pools United States
- Yale University
- Foxwoods Resort Casino
- Charlestown Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Point Judith Country Club
- Ocean Beach Park
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Blue Shutters Beach
- Groton Long Point Main Beach
- TPC River Highlands
- Cedar Beach
- Napeague Beach
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Amagansett Beach
- Sandy Beach
- Wildemere Beach
- Ninigret Beach
- Outer Beach at Smith Point County Park
- Groton Long Point South Beach
- Long Island Aquarium




