Holiday rentals with a pool in Middletown

Dwntwn 1BR/Pool/Gym/Parking/Hi-Speed WiFi/King Bed

Just steps away from everything that downtown Providence has to offer is our beautifully furnished upscale apartment with a view of the city & courtyard. This space offers a large fully equipped kitchen, king size bed, high speed internet, 55" smart TV w/Disney+ & Netflix. The building has 24 hour fitness center, heated lap pool, BBQ & picnic area, 24 hr concierge, resident lounge & covered parking. No car needed, we are just a short walk to all shops, restaurants, the mall & amazing Waterfire!

Modern Home w/ Pool & Game Room | Mins to Newport

Escape to our stunning, upscale, renovated home in Middletown, RI! This property boasts a prime location with the beach & downtown Newport just minutes away! With sleeping space for 10 adults + kids, our home offers a private getaway for groups in town for a wedding or seeking a memorable vacation. Lounge by the pool, grill up some food, or snuggle up and watch a movie inside, this home has it all! Make memories that will keep you coming back year after year. Follow us on Insta: Searenity.House

Waterfront Oasis Pool EPIC Views

Welcome to Sakonnet Sunset Manor! This stunning 4BR/2BA home sleeps 8 - 10 guests and offers epic waterfront views. Featuring 40ft pool w/hot tub, three king-size beds, 2-in-1 trundle bed, laundry, & indoor and outdoor dining areas. Relax on the front and rear porches allowing the stress to melt away as you Savor breathtaking west-facing sunsets over the Sakonnet River! Just 0.4 mi from Grinnell's Beach, near Evelyn's Diner, Bridgeport Seafood, Coastal Roasters, Red Dory & Black Goose Cafe.

Stunning Farmhouse - Private Pool & Vintage Arcade

Escape to your perfect Coastal Country Retreat: Luxury Farmhouse with Pool and Vintage Arcade! This spacious 3+ bedroom, 4-bath home can accommodate up to 6 overnight Adult guests and up to 4 children 12 or under for a total of 10 guests. These limits are governed by the Middletown ordinances and they must be adhered to. Please read our full descriptions and house rules before requesting a booking to make sure the home is a great fit for your stay !! We look forward to hosting you!

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. Quite, tranquil, relax. Pool has surcharge $20 if weather is good during your stay.

Private POOL, Central AC, Walk to beach, king MBR

Summer 2025/2026 full weeks run SUNDAY to SUNDAY. Max capacity: 8 adults, 4 kids under 12. Spacious 4-5BD/2BA, close to downtown Newport, walk to beach, fully fenced private backyard and OWN POOL. Newly remodeled KITCHEN. King bed master BD. Great family neighborhood. Good fit for families, weddings/reunions, kids. CENTRAL AIR. Easy secure check in with private 4 digit code; No keys to lose! Minutes walk to the Atlantic Resort. Walk to Newport's best beaches and many restaurants.

Brimstone Hill Farm, Little Compton, RI

Our home is close to the town center, beaches, restaurants, local farm stands and winery. You’ll love our place because of the two cozy bedrooms upstairs & large living room downstairs. There is no kitchen, but we have an outdoor grill and private terrace at your disposal. Our large, beautiful property is good for couples, solo adventurers, and families (with kids). We are flexible when it comes to check-in and offer the use of our in-ground pool as part of your package.

Cozy Coastal Escape in Warren | Dog Friendly

Welcome to River's Edge Retreat! With captivating views of the Kickemuit River, our home promises a truly relaxing stay. Unwind in spacious, light-filled living areas, designed with utmost comfort in mind, and enjoy outdoor fun with the refreshing pool, an outdoor BBQ grill, and a cozy outdoor dining area. Located in historic Warren, River's Edge Retreat offers the perfect balance of tranquility, family bonding, and convenient amenities at our idyllic riverside haven.

Close to Town, Beach & Vineyards! Pool!

Welcome to your perfect getaway! Our 4BR/2BA home sleeps 8 comfortably, and pairs modern amenities with an unbeatable locale. Close to the well-known Third and Second (Sachuest) beaches, this property offers a gated backyard with a pool (summer months only), fire pit, a beautiful deck with BBQ/grill, well-equipped kitchen, and plenty of room for entertaining and relaxing. Guests have complete access to the entire home.