Vacation rentals with a pool in Bermuda

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Bermuda

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

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Guest favorite

Apartment in Warwick

4.95 out of 5 average rating, 99 reviews

Private Beach & Pool at The Cliffs of Marley.

Stunning Studio with ocean views of Bermuda's iconic South Shore. Watch the whales from your window, the pool, or your own private balcony. (Whale Season is March through April) BBQ on your porch or wade in the aqua blue waters of your own, private pink sand beach. Fully Furnished unit with Kitchenette. Beach Towels and Chairs available. Laundry on site. Private Beach & Pool for all units. Scooter and twizzy parking on site, no charge. Infants and children are welcome. Concierge avail.

Guest favorite

The pool area of Sea Glass Cottage features a sparkling blue pool surrounded by a spacious deck. A lookout tower is positioned nearby, with shaded seating areas under large umbrellas. Lush palm trees and greenery frame the scene against a bright blue sky.

Guesthouse in Warwick Parish

4.96 out of 5 average rating, 158 reviews

Sea Glass Cottage with Twizy/Yoyo charging station

Sea Glass Cottage is your own private, exclusive pool house on a 5 acre estate. Open plan living, dining, with a long bar, exposed beams, soaring ceilings and a separated bedroom with a queen sized bed all in a 1400 sf space with concrete floors, ceiling fans, brand new AC, W/D, TV, + dedicated internet. A fully stocked kitchen with a full sized brand new refrigerator, tiled floors & bathroom with a new shower which sits below the lookout tower. The ONLY shared element is the pool itself.

Guest favorite

A serene pool area is highlighted by a clear blue water pool, surrounded by green lawns and palm trees. A spacious patio includes a wooden dining table with chairs and an umbrella, providing a comfortable outdoor space for relaxation.

Guesthouse in SMITHS

4.97 out of 5 average rating, 131 reviews

Pool house in a garden setting (+ EV chargers)

The pool house has a queen bed and its own bathroom + shower. It is next to our house in a spacious yard in a quiet residential neighbourhood. Bus stop is a 3 minute walk, John Smith's Bay beach 5 and grocery store 12 minutes away. We also have a Labrador that roams the property. There's cable tv (includes HBO and Showtime) free wifi. Please see our other rental on the property "Las Brisas apartment with a pool" as an alternative (has a full stove) or if you are travelling with friends.

Superhost

A private pool area is surrounded by tropical plants and flowers, offering a vibrant outdoor space. Lounge chairs are positioned around the water, and a shaded seating area is visible under a pergola. The cottage stands nearby, enhancing the inviting atmosphere.

Cottage in Warwick

4.89 out of 5 average rating, 168 reviews

Natalia Pool Cottage

This is great for a weekend getaway or even a week or two!! With quick flights from NYC and Boston and East Coast No children under 18 years old and those who cannot swim. You can now rent a TWIZY from currentvehicles !! TWIZY – a four wheeled, two seater, battery powered little car – contact them for details and to book. Drive all day – charge it overnight at Natalia!! Please note there is no Available Parking - other than for Scooters or Electric Vehicles. I.E. No Car Parking.

Top guest favorite

A clear blue pool is seen, reflecting the surrounding area. A lounge chair is positioned nearby, and a farm-style table and chairs are set up on the poolside deck. The yellow house with palm trees and a white railing is visible in the background.

Guesthouse in Southampton

4.99 out of 5 average rating, 124 reviews

The Pool House at 'Lemon Tart'

The Pool House at 'Lemon Tart' is the perfect escape in paradise! Set in a private garden near the sea and pink sand beaches, this delightful guest rental is in an excellent location to begin exploring beautiful Bermuda. https://www.gov.bm/coronavirus-travellers-visitors Tourism info, bus route (see # 7) https://www.gotobermuda.com Ask questions on ‘Bermuda Bound’ fb page Grocery delivery: www.dropit.bm Take-out App: Sargasso Public transport app: PinknBlue Taxi app: Hitch

Top guest favorite

A swimming pool is surrounded by a sunny deck, featuring a large orange umbrella for shade. Comfortable seating areas are visible, with a mix of chairs and tables positioned nearby. The orange exterior walls of the building provide a bright backdrop.

Guest suite in Pembroke Parish

4.97 out of 5 average rating, 140 reviews

Upper Apt w/ pool, short walk to town

Simple, chic, bright and airy. A private patio overlooking the pool deck and gorgeous island views. This second floor apartment is brand new and finished to a very high standard. Rent all 3 apartments to host your party of 6. The large studio has a 55" LED TV, AC and Wifi. The kitchen includes a fridge/freezer, microwave, induction cooktop, coffee maker, kettle, toaster, wine glasses and all needed plates and cutlery. Transportation from the airport can be arranged.

Top guest favorite

The shared pool area features clear blue water bordered by a spacious patio. Surrounding foliage includes tropical plants and trees, enhancing the inviting ambiance. Two sets of lounge chairs are situated near the pool, providing a relaxing spot for guests to enjoy the outdoors.

Townhouse in Pembroke Parish

4.99 out of 5 average rating, 198 reviews

Smuggler's Cove - Walk to City of Hamilton

** Early check-in is guaranteed on flight arrival with Bermuda Covid entry requirements. ** Fully furnished, newly renovated, Bermuda themed, one bedroom, one bathroom, two story townhouse located on Rosemont Avenue. Interior Queen bed Bath with shower Split unit air-conditioning and heating Full kitchen with Nespresso machine All dining and cookware Laundry Desk 2 Flat screen TV’s Cable, Wifi and local phone Exterior Private patio/BBQ/outdoor dining Shared pool

Superhost

A private pool is framed by a lush garden, featuring three lounge chairs positioned under blue umbrellas. Shadows from surrounding palm trees dance across the water, creating a serene ambiance. The pool area is paved with light-colored tiles, enhancing the tranquil setting.

Apartment in Paget Parish

4.97 out of 5 average rating, 131 reviews

The Shire

A stand alone pool house in a lovely garden setting with your own private pool. We are located in Paget on a secluded piece of mature property. Sit and relax around the pool and enjoy the Kiskadees and Red birds. A 10 minute walk will bring you to our city center, Hamilton. Rent a motor cycle or Twizzy car and get unlimited access to the Island and the beaches. An 5 minute drive will bring you to Elbow Beach the nearest, stunning, pink sands, public beach.

Top guest favorite

A serene pool area is surrounded by lush subtropical gardens, featuring a sparkling pool with lounge chairs and striped umbrellas for shade. Tropical palm trees and vibrant potted plants contribute to the calming atmosphere in this private outdoor space.

Home in Sandys

4.98 out of 5 average rating, 152 reviews

The Pool House w/ Heated Pool (Nov. 1)

Take a step back in time for a refreshingly sophisticated island holiday at the Ledgelets Cottage Collective. The serene atmosphere instantly lulls you into a soothing, restful state of relaxation. Wake to the chirping birds, and fall asleep to the choral tree frogs. The refurbished cottage interiors and pool terrace have been created with a modern vintage, boho-luxe vibe. To us, nostalgia is a very cool thing. Welcome, Pool House cottage awaits.

Guest favorite

A private pool area is surrounded by a spacious stone patio, featuring lounge chairs and a steps for easy access. Lush greenery and palm trees provide a natural backdrop, while a nearby pink cottage adds a charming touch to the serene setting.

Cottage in Paget

4.98 out of 5 average rating, 152 reviews

Cottage Priv. Pool & Tennis Beach 5 min Central

Consistently rated 5★★★★ and located in Bermuda's prime location (near Hamilton and Beaches) the cottage features: • Your OWN Refreshing Private Pool and Tennis/Pickleball court... • Centrally located • Short walk to Hamilton • 5 min.ride to Elbow Beach • High speed Internet • Fully equipped kitchen • King-size bed with pillow top mattress • Near bus stops to both ends of the island • 42" Smart TV • Twizy Charger • Extremely safe neighbourhood

Guest favorite

A clear swimming pool is surrounded by well-maintained gardens, with lounge chairs positioned nearby. A two-story building is visible in the background, featuring a balcony that overlooks the pool area. Palm trees add a tropical touch to this serene outdoor space.

Apartment in Smith's

4.96 out of 5 average rating, 140 reviews

Pool, Private Gym, Serenity,Tranquility it's here!

Embrace the tranquility & privacy as you relax in our garden snuggled with your favorite book. Cook outdoors on our BBQ & dine el-fresco, then take a dip in our swimming pool. Fully equipped recreation room. Our property is conveniently located to beaches, restaurants, Flatts Village & other tourist spots. If shopping is on your list visit the city of Hamilton, The Ole' towne of St. George's or venture west to The Royal Naval Dockyard.

Top guest favorite

A sparkling saltwater pool is surrounded by lush greenery and colorful flora. The pool area features a paved deck with decorative potted plants, offering a serene atmosphere for relaxation. The ornamental design of the pool invites enjoyment from both day and night.

Guest suite in Southampton

4.95 out of 5 average rating, 274 reviews

Peace and Tranquility in Bermuda!

Let the soothing sounds of flowing water of the lovely salt water pool and the gentle songs of tiny tree frogs provide the backdrop for your Bermuda escape. This tranquil studio apartment provides all the necessary amenities for a home away from home. It is the perfect place to chill or work remotely. You can really decompress here - leaving your worries and stresses far away! There is a relaxed, laid back vibe here that you will love!