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

A spacious pool area is surrounded by tropical greenery, featuring loungers positioned around a clear blue pool. A shaded pavilion with a pointed roof provides a relaxing space. Views of distant homes and a bright sky enhance the outdoor setting.

Apartment in Southampton

4.98 out of 5 average rating, 172 reviews

Panatola Studio 2 - Pool and Close to Beach

"Panatola Studio 2-The Lookout” Private studio with spectacular vistas of the Great Sound and Jews Bay. An ideal holiday retreat located in a desirable neighbourhood of Southampton, within walking distance to Horseshoe Bay Beach, Lighthouse, Turtle Hill golf course, restaurants and the Fairmont Southampton Hotel. Mini Electric car charger available! If traveling with family or friends and looking for another accommodation nearby, there is also another studio below this one that takes 2 guests.

Guest favorite

Apartment in Warwick

4.95 out of 5 average rating, 109 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

4.95 out of 5 average rating, 172 reviews

Sea Glass Cottage with EV charging station

Your own private pool house + tower on a lush 5-acre estate Sea Glass Cottage—ranked the #6 best Airbnb in Bermuda by Condé Nast, and the #1 spot that’s not right on the water Spacious 1,400 sq. ft. pool house: Open-plan living + dining with exposed beams, soaring ceilings, separate bedroom, with AC + comfy queen bed Well stocked kitchen with full-sized fridge Updated bathroom, walk-in shower. TV, washer/dryer, ceiling fans, dedicated Wi-Fi The only thing you’ll share? The gorgeous pool.

Top guest favorite

A warm orange exterior of the house is complemented by a spacious back patio featuring a heated pool. Comfortable seating arrangements, including lounge chairs and tables, provide inviting spaces for relaxation. An umbrella offers shade, while steps lead to the upper level of the property.

Home in Hamilton

4.9 out of 5 average rating, 284 reviews

Studio Apt w/ pool - quick walk to town

The perfect edge of town apartment for two. For those who prefer to walk, this is the perfect spot with restaurants and shops within close proximity. We are a very short walk to all the shops, restaurants and bars along Front Street in Hamilton. This unit is a self-contained apartment within our house. We have 3 apartment like this within our home. This means with a total of 3 studios, we have accommodation for up to 6 guests. Head to the back patio and enjoy the heated pool year round.

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, 143 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

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

5 out of 5 average rating, 201 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, 143 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, 161 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.

Top 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, 153 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, 148 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 refreshing pool is framed by lush greenery and vibrant pink flowers. Beyond the pool, a cottage features glass doors and a shaded sitting area. Sun loungers are positioned beside the pool, inviting relaxation amidst the natural surroundings.

Guesthouse in Paget

5 out of 5 average rating, 158 reviews

Bungalow 41

Visiting Bermuda for the first time? Look no further. Bungalow 41 is a private studio pool cottage located in the heart of Paget and within walking distance of the city of Hamilton, Bermuda Botanical Gardens, Bermuda National Trust headquarters, Pomander Gate Tennis Club and Royal Hamilton Amateur Dinghy Club. Easy access to all bus routes and the main ferry terminal for those not wanting to rent a scooter or small electric car.

Top guest favorite

A serene pool area is surrounded by lush greenery and palm trees. Relaxing lounge chairs are positioned near the water, inviting guests to unwind in the tranquil setting. A blue pool sparkles under the sunlight, offering a refreshing retreat.

Apartment in Pembroke

4.95 out of 5 average rating, 164 reviews

Chequers - ocean views at the edge of Hamilton.

Chequers Upper Ocean unit offers a comfortable room with glimpses of the North Shore and the combination of a garden and pool setting on the edge of Hamilton City. The pool is shared with 2 guest units and the owner, who lives in the main house. The entrance to Chequers Ocean is seperate, to the side of the main house. Come and stay where the tree frogs sing you to sleep and the birds serenade you awake.