Vacation rentals with a pool in Deer Park

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Deer Park

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

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Guest favorite

The exterior of a two-story residential home is displayed, featuring a well-maintained lawn and a gravel driveway. A red vehicle is parked nearby, and lush green trees surround the property, contributing to a serene neighborhood setting.

Guest suite in West Islip

4.95 out of 5 average rating, 37 reviews

Cozy 1 bedroom apartment w/ heated pool

COZY 1 BEDROOM BASEMENT APARTMENT W/ HEATED POOL ACCESS. This listing is for the entire basement level of an occupied house. Guests will have full access to the bedroom, living room, and kitchenette with private bathroom. Private rear entrance. Pool is ONLY available between JUNE 1 and Aug 30 Electric Fireplace, 42" TV with cable and firestick, & wifi. Kitchenette includes full size fridge, microwave, toaster oven, coffee maker. Large closets in bed & living room. ABSOLUTELY NO ANIMALS ALLOWED

Top guest favorite

A well-maintained swimming pool is surrounded by a clean concrete deck. Ladders on either end provide easy access to the clear water, which reflects the sunlight. A white privacy fence borders the area, contributing to a serene outdoor environment.

Apartment in Deer Park

4.95 out of 5 average rating, 177 reviews

Best Studio-Private Entrance+Parking-Close To All

Make yourself at home! This Deer Park Den is your perfect suburban getaway in the heart of Long Island, close to everything and right in the middle of all the fun. Walking distance to lots of great restaurants that give you plenty of great options for ordering in or dining out. Other local destinations include: - Tanger outlets (1 Mile) - Heartland Golf Park (1.5 Miles) - Edgewood Oak Brush Plains Preserve (0.5 Mile) - Robert Moses state park (12 Miles) - Sunken Meadow state park (12 miles)

Guest favorite

A patio is shown with a wooden table and a dark wicker chair overlooking a scenic view. A clear sky with scattered clouds is visible in the background, along with open fields and distant structures. Utility poles line the road, adding context to the setting.

Home in Patchogue

4.93 out of 5 average rating, 126 reviews

Joyful Beach House, viewing The Great South Bay

Amazing Great South Bay view with access to Shorefront and Rider Parks. This Ranch has an unobstructed view of the Shorefront Band Shell. Watch concerts and sunsets from the comfort of your patio. Walk down to the Patchogue Beach Club and enjoy the pool and beach. This open-concept home has 2 bedrooms, one bath, a remodeled bathroom, and a kitchen. The kitchen has stainless steel appliances, a farm sink, and a butcher block countertop with natural lighting that will brighten the home.

Guest favorite

A private heated pool is surrounded by a wooden deck, featuring two red lounge chairs. Volleyball nets are set up across the pool, which is framed by lush greenery and a large umbrella providing shade. Clear blue water reflects the bright sky.

Home in Commack

4.99 out of 5 average rating, 140 reviews

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!

STAY. SOMEWHERE. DIFFERENT. This isn’t just a stay—it’s an experience. Welcome to THE GOOD VIBEZ HOUSE! Your private escape in the heart of Long Island. This smart home is located in a safe, quiet neighborhood, this unique retreat is the perfect getaway from the hustle and bustle of the city or everyday life. From the moment you arrive, it feels like vacation. As Superhosts, we go beyond hosting—with warm hospitality, thoughtful touches, and a five-star atmosphere you won’t forget.

Guest favorite

Home in Manorville

4.98 out of 5 average rating, 255 reviews

Ultimate House with Heated Pool, Hot Tub and Sauna

Ultimate house with 4 Bds, 3 Baths, finished basement with entertainment area and gym. Minutes from the Hamptons and North Fork. Everything for your rest in any weather and season. Yamaha piano, Japanese massage chair, karaoke, drum set, electric guitars, ping pong, fossball and pool tables,board games. Fully landscaped backyard with flowering plants, outdoor lights. 2 BBQ areas, Gazebo with fireplace and projector. Easy access to beaches, restaurants, farms, vineyards and shopping.

Guest favorite

The outdoor pool area features a clear blue inground pool surrounded by a spacious stone patio. Two umbrella-covered seating areas with chairs and a table are visible, along with a large inflatable swan float resting on the water. Lush greenery and a white fence surround the space.

Home in Massapequa

4.73 out of 5 average rating, 137 reviews

Private 1br apt/private entrance/inground pool

Fully private apartment ...private bathroom, private bedroom with queen size bed, private living room with 2 couches & 1 futon with a separate private entrance, private kitchen (please note dishwasher is inoperative & not listed as an added amenity). Equipped with modern decor, ROKU smart TV, wifi, backyard patio & inground pool. Pool is seasonal & open from Memorial Day until end of September. Pool is limited to Airbnb guests listed on reservation only. Pool hours are 8am-8pm.

Top guest favorite

A modern kitchen features light grey cabinetry and a spacious countertop, complemented by stainless steel appliances, including a refrigerator and stove. A cozy living area with a beige sofa and coffee table is visible, along with a soft area rug enhancing the warmth of the space.

Apartment in Deer Park

4.89 out of 5 average rating, 19 reviews

Serene one bedroom retreat w/ backyard oasis

**Welcome to Your Private Oasis!** Enjoy a serene escape at our cozy one-bedroom retreat. Highlights include: - **Above-Ground Pool**: Perfect for refreshing dips. - **Outdoor Patio with Gazebo**: Ideal for relaxing and unwinding. - **Private Daybed**: Your perfect spot for lounging in peace. Experience the tranquility and privacy of our oasis while being close to local attractions. Book your stay today for a relaxing getaway! Pool is seasonal until October 1st.

Guest favorite

A private swimming pool is surrounded by lush greenery, featuring landscaped areas with various plants. The pool's clear blue water reflects the sunlight, while the patio area is paved with bricks. A safety fence encloses the pool for added security.

Home in Port Jefferson

4.92 out of 5 average rating, 125 reviews

Port Jefferson Convenient, Cozy and Chic!

Bright, modern, newly renovated and landscaped space can sleep up to 6! Countless amenities including a kitchen with dishwasher, full size refrigerator. 3 bedrooms, 2 full baths, and common living space. Great for boaters or attending events in Port Jefferson, Stony Brook or anywhere on Long Island. We are a 1 minute drive or 10 minute walk from Port Jefferson Harbor and Ferry Dock. Centrally located on LI for easy access to LI rail road and bus routes.

Superhost

A spacious living area features two leather sofas positioned around a central coffee table. Natural light enters through three windows, illuminating built-in shelves filled with books and decorative items. An entertainment unit with a television is present, along with a lamp providing additional lighting.

Apartment in Huntington

4.64 out of 5 average rating, 198 reviews

"House of Tranquility!" Private Apt., Great Area!

Lower level of high ranch apartment includes large LR/kitchen, separate BR & private bath. Nice queen bed with great new mattress, pullout couch in LR, laundry room, 2 TV's, Wifi, etc. It is a separate apartment from upstairs of house where I live. Quiet area of Huntington, easy access to train, LIE, etc although not much in walking distance. Off street parking for 1 car and that is all Im allowed to have per town short term rental rules.

Superhost

An aerial view of a modern farmhouse set on a spacious lot, featuring a rectangular heated saltwater pool surrounded by a tiled patio. A hot tub is positioned nearby, and landscaped gardens provide greenery. Paved pathways and parking areas are also visible.

Home in Rocky Point

4.93 out of 5 average rating, 107 reviews

Luxury modern farmhouse with heated pool & hot tub

*pool is now open! This beautiful modern farmhouse is located on a one-acre lot and features a custom designed open-concept living space with vaulted ceilings that opens directly into a pool area. Hidden behind a bookshelf, you'll find a gorgeous game room with a piano and a pool table that can be easily converted into a ping pong table or working space. Please note that we do not allow weddings and events at this time.

Top guest favorite

Lush greenery surrounds a private pool area, featuring a water slide and a sun umbrella. Colorful flowers bloom in large pots, and neatly trimmed shrubs create a serene atmosphere. The pool area is secluded by wooden fencing, enhancing the sense of privacy.

Guesthouse in Brookhaven

4.97 out of 5 average rating, 225 reviews

The Unhampton

This Brookhaven Hamlet detached space (totally separate) is for people who love nature and preserved quiet spaces. Fire Island is a ferry ride away, Manhattan is one hour by train and the Hamptons are a 25 minute ride.15 minutes from the restaurants and coffee shops in Patchogue and just a couple of minutes from Bellport Village. Centrally located and truly peaceful!

Top guest favorite

An outdoor deck is viewed, featuring a swimming pool surrounded by lounge chairs and shaded by red umbrellas. A dining table with ample seating is situated on one side, enhancing the open-air space with lush greenery in the background.

Apartment in Fire Island Pines

4.97 out of 5 average rating, 106 reviews

"SOUTH APT." Renovated 1 Br Apt. In Great Location

The 1 Bedroom "South Apartment" is located in our newly renovated beach house, perfectly located just seconds away from the ocean and only three blocks from the harbor in Fire Island Pines. The house has 2 outdoor decks with a pool and a hot tub, both with ocean views. The apartment has a queen size bed, Heat & A/C units in every room, internet, TV and much more!