Holiday rentals with a pool in Block Island Sound

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Block Island Sound

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

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Guest favourite

A private outdoor area features a spacious swimming pool with a connected spa, surrounded by greenery. Two decorative lion statues flank the pool entrance. Lounge chairs and a gazebo provide additional relaxation options under a sunny sky dotted with clouds.

Home in Columbia

4.91 out of 5 average rating, 120 reviews

Breathtaking home with unforgettable views & pool!

This spacious peaceful and private home on 5 acres is great for unwinding & relaxing whether it is enjoying the day by the incredible pool/spa or stargazing at night. Far from the noise and pollution of city life. You can spend a weekend or a week away from work life because you deserve it. Close to Foxwoods casino and Mohegan sun casino, super Walmart and other stores. Please let us know before booking more than 4 people whether it is just for the day or night or both. No loud music no parties.

Top guest favourite

Home in East Hampton

4.91 out of 5 average rating, 134 reviews

Serene Hamptons oasis~1 block to waterfront dining

Enjoy your serene, chic Hamptons home! Located just 1 block to waterfront dining + minutes to beaches + Main St. Relax poolside + enjoy the calmness and nature around the property. Spark up a BBQ + firepit under the starry sky. Cook in your large Chef's kitchen + stream on your 80' TV. Walk just 1 block to waterfront dining and enjoy dinner, cocktails + morning coffee on the sea. Catch the best sunsets in the area right here! You will be 8 mins to beaches, Main Street shopping + so much more!

Top guest favourite

The exterior of a rustic wooden house is surrounded by lush greenery and trees. A small fenced area is visible near the entrance, where a welcoming front door can be seen. The building features windows and a gabled roof, set in a tranquil natural environment.

Farm stay in Thompson

5 out of 5 average rating, 253 reviews

Rustic Farmette Studio w/yearround Hot Tub

Relax and rejuvenate at this unique getaway on 20 acres in CT’s Quiet Corner. Just an hour from Boston, Providence, & Hartford, enjoy this private in-law studio with beautiful forest views. Lounge in bath robes & soak in the hot tub, take a walk along the trails, enjoy local vineyards, or explore antiques. Folks from all backgrounds and identities are welcome at The Farmette. Ideal for couples, solo travelers, or a family with a young kid. Please include all individuals (&pets) in your booking.

Guest favourite

The exterior of a single-story home is presented, featuring a manicured lawn and a symmetrical facade. Solar panels are installed on the roof. Large windows are visible, providing natural light to the interior. A path leads to the front door, flanked by neatly trimmed shrubs.

Home in Montville

4.91 out of 5 average rating, 243 reviews

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos

Welcome to the Lucky Lounge! Minutes away from Mohegan Sun, Foxwoods, Mystic, Naval Submarine Base, USGC College, CT College, and numerous beaches. We have all you need to enjoy your time inside and outside during your stay! - Hot tub - Private pool - Fire pit - Pool table - NFL Blitz 4 player arcade game - Air hockey - Foosball - Giant connect four - Corn hole - Darts - Karaoke - Smart TV - Board games - Ultra comfy beds - BBQ - Kid friendly - Super fast WiFi - Stocked kitchen

Top guest favourite

A comfortable living area features a gray sectional sofa with a chaise lounge, positioned across from a minimalist entertainment unit. Natural light filters through sliding glass doors that lead to a patio. A dining area is visible in the background, accompanied by bar stools.

Apartment in Norwich

4.98 out of 5 average rating, 354 reviews

Top Rated Villa located near Mohegan Sun & Mystic

Located on the Norwich Inn and Spa property, this Villa is a true one bedroom unit with access to two clubhouses (9am-10pm) which include a sauna, gym, hot tub, and saltwater pool access (seasonal). It is also located a few miles away from both Mohegan Sun Casino and Foxwoods Resort and Casino with many amazing restaurants to chose from in the area. If you are a fan of golf, we are located right on the back 9 of the Norwich Golf course! Lake of Isles golf course is also about 15 minutes away.

Top guest favourite

A serene landscape features a heated saltwater pool bordered by lush greenery. Sun loungers are positioned around the pool under umbrellas, while a wooden fence with trees creates a peaceful backdrop, enhancing the outdoor relaxation space.

Home in Mattituck

4.93 out of 5 average rating, 132 reviews

Modern farmhouse w/ pool, beach, horses and winery

A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.

Guest favourite

A light and airy living area features a spacious, cream-colored sofa adorned with soft pink and patterned cushions. Natural light filters through sheer curtains on the glass doors, while a potted palm provides a touch of greenery. A textured rug adds warmth and comfort to the space.

Apartment in Norwich

4.94 out of 5 average rating, 176 reviews

Near Casino-Heated Pool/Jacuzzi/Sauna- Onsite Spa

- Sleeps 4 (Queen bed & air mattress) -Heated towel/robe warmer, plush robes, microfiber hair wrap, makeup mirror -Coffee bar w/ french press, espresso machine, fresh coffee beans, flavored syrups, tea -Fully stocked kitchen w/ airfryer, baking essentials, toaster - Access to streaming services is provided (no cable TV) -Barware including cocktail shaker set, champagne flutes, margarita/wine/whiskey glasses -Complimentary toiletries & feminine oriented essentials -Indoor fireplace

Top guest favourite

A cozy living room features a stone fireplace surrounded by comfortable, light-colored sofas. A wooden coffee table displays a floral arrangement, while natural light filters through bright windows adorned with soft curtains. A potted plant adds a touch of greenery to the inviting space.

Home in Stonington

4.97 out of 5 average rating, 254 reviews

Perfect New England Getaway has a pool/ hot tub

traditional New England style that is not just a great home, but a great vacation compound with lots of amenities and outdoor living spaces. Enjoy recreational activities on land and sea that abound locally. Mystic, Stonington Borough, Westerly, and Watch Hill are all close IMPORTANT INFORMATION: Please be advised Stonington, CT has a STRICT OUTSIDE Noise ordinance after 10pm that is enforced by the Police. If a report is generated for any reason , you will forfeit your deposit.

Top guest favourite

A vibrant backyard features a spacious pool with clear blue water, complemented by a wooden deck and a shaded seating area under an umbrella. The two-story house stands in the background, surrounded by greenery, creating a peaceful outdoor environment.

Home in Montville

4.96 out of 5 average rating, 199 reviews

Casino Stay & Play House w/Hot Tub, Game Room

Come have an unforgettable vacation at our fun-packed home! The house is loaded with of games and conveniently located close to Mohegan Sun, Foxwoods, Mystic, Vineyards, Navel Submarine Base, Ct College and several beaches. Enjoy our game room where you can sing karaoke, play over 3,000 classic games and draw on our giant chalk board wall. Outside enjoy swimming in your own private pool, take dip in the hot tub, play a game of corn hole and watch tv by the fire pit on the deck

Top guest favourite

The living area features two rattan chairs facing a coffee table, surrounded by vibrant wall art. A cozy sofa and plants add life to the space. Natural light streams through large windows, creating a bright and inviting atmosphere.

Home in Montauk

4.99 out of 5 average rating, 123 reviews

3 BR/Pool. Walk to Beach & Town!

Welcome to Good Tauk – a cheerful, retro-inspired 3BR, 2BA cottage tucked in the heart of Montauk and walkable to town and the beach. Thoughtfully renovated and full of personality, it’s perfect for families or longer stays. The vibe is fun, relaxed, and unmistakably Montauk. Outside, unwind in your private backyard with a pool, grill, and dining patio—ideal for lazy afternoons and sunset dinners. Just minutes from the beach, town, and everything that makes Montauk magical.

Guest favourite

A spacious sleeping area features a canopy bed with an orange quilt. Surrounding the room are colorful artworks and wooden sculptures. Natural light enters through windows, highlighting the eclectic decor and greenery from nearby plants.

Home in Scituate

4.95 out of 5 average rating, 240 reviews

Artist studio in the woods

Take it easy at this unique and tranquil getaway. Be a little bohemian, stay in an artist’s studio for two adults, views of woods and stone walls.walk along a 300 stone wall past a 5000 gallon koi pond, and discover a stone sculpture in the woods. Wall of windows, private deck, queen size bed, kitchenette, full bath, dishwasher, Wi-Fi, cable tv, guest robes, iron and board, kuerig, all necessary utensils. Quiet, tranquil, relax. 47 minutes from Gillette Stadium.

Guest favourite

An inviting in-ground pool is surrounded by lush greenery and vibrant trees. Sunlight reflects off the clear blue water, enhancing the serene atmosphere. Outdoor seating can be seen nearby, providing a tranquil spot to relax amidst the natural setting.

Guest suite in East Hampton

4.9 out of 5 average rating, 254 reviews

Private Cozy Cottage with Pool / Private Beach

**POOL CLOSES SEPTEMBER 30TH** **POOL opens last week of May** This is a guest house for 1 or 2 adults. Its separate from the main house. Kids are allowed but must bring own sleeping arrangements. You do NOT have to do any chores before checking out. **PETS NOT ALLOWED** I hate to do this but someone ruined it for everyone. Max Occupancy: 4 Guests can only bring 1 vehicle since there is not enough room in the driveway