Holiday rentals with a hot tub in Amagansett

Home in East Hampton

Waterfront Oasis + Pool/Spa & Private Beach

Waterfront in East Hampton! This perfectly renovated 5br | 3.5ba modern home with frontage on 2 bodies of water, offers stunning views year round. Relax by the saltwater heated pool & built-in spa or cozy up by the mid-century fireplace. WALK TO OUR PRIVATE BEACH & enjoy our 7 bikes, 4 paddle-boards & 3 kayaks, or take in the sunset over the water while you prepare dinner in the fully stocked chef's kitchen. Designer furniture promotes indoor-outdoor living w/refined simplicity. Registry#24-14

12–19 Dec

Cottage in Cutchogue

Lovely 2 BR Beach House No. Shore

Our adorable 2 BR cottage in the heart of wine country in LI's North Shore is impeccably decorated with a separate breezy, sunny dinning room and screened in porch and a Jacuzzi in our bathroom. We are less than 1/2 mile walking distance to two beaches or less via our kayak! Wifi. Please note that local Southold town ordinance requires a 14 night minimum stay. Please contact us to discuss. Please contact us about our off season rates. Unfortunately, we can no longer accept pets of any kind.

17–24 Dec

Apartment in Montauk

Montauk Waterfront Condo w/ Sunset Views

Modern 1 Bedroom Condo in gated community (Rough Riders) with sunset views from beautiful deck. The community has multiple tennis courts, pool, jacuzzi, and sauna (pool area only open Late May - early October). The property is great for walks along the boardwalk and many guests enjoy fishing and swimming off the pier. The unit is less than a 5 minute car / Uber ride to town and a short 5-10 minute walk to Navy Beach and Duryea's. Strong wifi in unit, Smart TV ( Netflix, etc, - no cable)

17–24 Mar

Home in East Hampton

East Hampton (walking distance to village)

Relax by the hot tub and fire pit with local wines or walk to the village for shopping and dining. House is just a few blocks from Serafina and the famous Nick and Toni’s. Complimentary cruiser bikes included to get around town. IGA supermarket is around the corner and gas grill is on site and ready to use. The house is also walking distance to the train station if your coming from Manhattan. The second bedroom features a Murphy Bed that folds out of the wall and over the couch pictured.

15–22 Oct

Cottage in Bridgehampton

Bridgehampton Cottage Close to Town, South of HWY

Enjoy the peaceful seclusion of this charming, updated 3 bedroom, 2 bath cottage located on a private, acre-sized flag-lot south of the highway in Bridgehampton. Each bedroom (1 king, 2 queen) features ample closet space and new smart TVs . The new, fully-stocked kitchen, propane BBQ, outdoor dining table for 8, outdoor shower and spa with lounge furniture, and wood burning fireplace make it the perfect getaway for either summer or the winter season. Pets OK. 30 night minimum in summer.

Home in Manorville

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.

2–9 Oct

Home in Sag Harbor

Modern Home in Sag Harbor, NY

Set on high ground sits a sleek modern home, Published Richard Moger Modernist built the house for himself in the iconic Amagansett-style beach cottage of Charles Gwathmey. With over 2 acres of privacy is a perfect study in stylish modern design. The open plan, and floor to ceiling glass floods the home with light, showcasing the beautiful natural surroundings. Including a monthly tick and mosquitos professional treatments An updated velvety grey hues hot tub and jacuzzi

29 May – 5 Jun

Home in East Hampton

Springs Retreat Renovated Home, New Pool, Bay Walk

Welcome to the beautiful 3-bed, 2-bath Harbor House, located just a short walk from the picturesque Gardiners Bay. Enjoy open-concept living, fully equipped kitchen, comfy beds, and private patio with gas grill. Hot tub, garage, & washer/dryer included. Walk to harbor, rent kayaks/paddleboards, and explore nearby restaurants and shops. Whether you’re looking for a romantic getaway for 2 or a family vacation our home is the perfect retreat for your next seaside adventure!

6–13 Sep

Home in East Hampton

EH Cottage with Hot Tub and heated pool

This small beach bungalow is the ultimate spot for a family getaway in the Hamptons. An open floor plan and double height beamed ceilings showcase the casual living space that flows seamless into front and back decks and a backyard with tons of amenities 3 bedroom / 2 bathroom - With heated pool & hot tub. Bike or walk to private community beach Sleeps 5 adults or 4 adults and 2-3 kids Private home, no other house on the property, this is not a guest cottage

8–15 Jun