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Vacation rentals with a pool in Bermuda

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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 crystal-clear swimming pool is surrounded by lush greenery, with tall palm trees lining the background. Several lounge chairs are positioned nearby, inviting relaxation, while the vibrant blue water glistens in the sunlight.
Apartment in Pembroke
4.92 out of 5 average rating, 150 reviews

Chequers Garden- Paradise at the edge of Hamilton

Come & stay where tree frogs sing you to sleep & the birds serenade you awake. A 15min walk to the heart of Hamilton; situated in a private garden & pool setting. A ground floor, south facing, open plan unit; separate foyer & sitting area- converts to 3rd person sleep area. The kitchen: full fridge, microwave, toaster oven & kettle. If you have children, we can add a single bed or pack'n'play, high chair, some toys, books & accessories. We look forward to welcoming you to our little paradise.

Guest favorite
A pool area is featured with a clear blue water pool surrounded by a spacious patio. A charming pool house is visible with large glass doors, complemented by vibrant flowers and greenery. Sun loungers are set nearby, inviting relaxation in the tranquil outdoor space.
Guesthouse in SMITHS
4.97 out of 5 average rating, 136 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 minutes 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.

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, 173 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
A scenic view captures the expansive turquoise ocean under a partly cloudy sky. Lush greenery and a pool area are visible in the foreground, with white sandy beach steps away from the patio, highlighting a serene coastal setting.
Apartment in Warwick
4.95 out of 5 average rating, 110 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, 173 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 cozy seating area features a blue sectional sofa adorned with striped and text-patterned cushions. Above, framed artwork of a sea turtle is displayed, complemented by a light fixture and a round wall clock. A media console below holds books and decorative items.
Guesthouse in Southampton
4.99 out of 5 average rating, 144 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 bright blue pool house is set within a lush garden, featuring a private pool surrounded by greenery. A shaded patio area is visible with comfortable seating, while vibrant flowers and climbing plants add color to the space.
Apartment in Paget Parish
4.95 out of 5 average rating, 144 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 spacious outdoor area features a private swimming pool surrounded by a tiled patio. An orange-colored wall and a white roof add brightness, while patio furniture is arranged under a sheltered area. Lush plants and views of the sky complement the tranquil setting.
Guesthouse in Somerset Village
4.99 out of 5 average rating, 124 reviews

“Long Bay” Studio Overlooking Bermuda

Nestled in the heart of Somerset Village, our contemporary studio offers breathtaking views of Long Bay from one of Bermuda's highest point. Wake up to serene ocean vistas and enjoy your morning coffee on the private balcony. The studio features a comfortable queen-sized bed, a fully equipped kitchenette, and modern bathroom facilities. Just a short walk away, explore scenic walks on the trail ways, restaurants and the pristine beaches Bermuda is renowned for.

Top guest favorite
A charming cottage, adorned in soft pink, is surrounded by flourishing gardens and palm trees. The porch, supported by stone pillars, invites relaxation, while lush greenery frames the walkway leading to the main entry, creating a peaceful outdoor atmosphere.
Home in Sandys
4.98 out of 5 average rating, 162 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
An inviting view is presented through a white lattice archway adorned with pink flowers. The sunny outdoor space features a private pool, loungers, a dining area, and a BBQ grill against a backdrop of greenery and a light-colored cottage.
Cottage in Paget
4.98 out of 5 average rating, 154 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 swimming pool is framed by lush greenery and lounge chairs, with a gazebo in the background. The sun sets behind the trees, casting a warm glow over the scene, creating a serene outdoor space for relaxation.
Apartment in Smith's
4.96 out of 5 average rating, 149 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.

Popular amenities for Bermuda rentals with a pool

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with a pool

Guest favorite
A shaded outdoor seating area is featured, with a wooden table surrounded by four white chairs. An umbrella provides shade as palm trees and flowering plants create a lush backdrop during sunset.
Home in Southampton
4.88 out of 5 average rating, 40 reviews

Coral Suite - kayaks/dock/stunning views/EVcharger

Superhost
The historic home stands with a light-colored façade, framed by lush greenery and colorful flowers. Steps lead up to the central entrance, flanked by large windows. A tranquil pool reflects the house, surrounded by a well-maintained garden that offers a sense of privacy.
Home in Devonshire

Locust Hall

Home in Sandys
New place to stay

Heathcote Cottage - 2 Bedroom with Private Pool

A group of six individuals stands together on a wooden platform surrounded by lush greenery and tranquil turquoise water. The bright sky features a few scattered clouds, indicating a pleasant day for outdoor activities.
Home in Southampton Parish

Luxury Views Hospitality Transformational Retreats

Top guest favorite
The exterior of Sunrise Cottage is framed by tall palm trees under a bright blue sky. The pink cottage features white accents and large windows, surrounded by lush gardens and manicured grass paths, inviting guests to explore the serene outdoor space.
Home in Sandys Parish
5 out of 5 average rating, 65 reviews

Sunrise Cottage w/ Heated Pool (Nov. 1)

A serene pool area is surrounded by lush greenery, with a small palm plant positioned nearby. The pool features smooth steps leading into the water, and dual sets of French doors can be seen in the background, providing a connection to the inviting interiors.
Home in Paget

Bermuda Vacation Retreat

Superhost
A spacious balcony is framed by a purple exterior and white railings. The tiled floor reflects soft lighting, while a cozy bench and a metal chair offer seating. A vibrant sunset illuminates the sky in shades of orange and pink, with greenery visible in the background.
Home in Sandys Parish
4.93 out of 5 average rating, 15 reviews

Lavender Dreams - 3 bedroom home with pool

A covered outdoor seating area showcases soft cushions on a wooden bench, framed by lush greenery. Expansive views of the ocean and surrounding landscape are visible, with a twilight sky reflecting soft hues over the horizon.
Home in HM01 Bermuda

Architect’s Bermuda home and pool house

Other vacation rentals with a pool

Guest favorite
An outdoor pool area is shown, featuring a large rectangular pool alongside a smaller hot tub. Several lounge chairs are positioned on the surrounding deck, with a stone wall and greenery in the background against a clear blue sky.
Cottage in Smiths
4.95 out of 5 average rating, 65 reviews

DreamscapeCottage*Oceanview*Pool*carcharge

Guest favorite
An outdoor pool area is highlighted by a sparkling blue pool surrounded by tiled flooring. Two lounge chairs with vibrant blue patterns are positioned beside the pool, complemented by potted plants. The area is shaded by an awning, creating a relaxed atmosphere.
Guesthouse in Paget
4.97 out of 5 average rating, 65 reviews

Hibiscus Cottage- Poolhouse

A spacious studio unit is presented with a king-size bed and tiled flooring. A dining area with wooden chairs and a table is located next to the sleeping area. The kitchenette is visible in the background, featuring a refrigerator and cabinetry.
Apartment in Warwick Parish
4.63 out of 5 average rating, 27 reviews

Clairfont Guest Apartments (Unit 1) Near Beaches

A serene outdoor space features two lounge chairs positioned on a grassy area, overlooking the water. Lush plants and trees provide a natural backdrop, while a cloudy sky adds to the tranquil ambiance.
Cottage in Warwick
4.8 out of 5 average rating, 56 reviews

Private Cottage - Pool & Waterfront

Top guest favorite
An inviting pool area features a refreshing water surface reflecting the sky, surrounded by palm trees. A subtle nautical design is visible on the pool's bottom. The expansive ocean stretches in the background, providing a serene coastal view.
Guesthouse in Sandys
5 out of 5 average rating, 13 reviews

Paradise

Superhost
A cozy bedroom is presented with light yellow walls and a spacious bed covered in a multicolored quilt. A bedside table with a lamp stands next to the bed, while a small window allows soft light to enter the room.
Apartment in Warwick Parish

2nd Floor Large Studio with Pool

Guest favorite
A private patio features a swimming pool surrounded by tile flooring. Lounge chairs are placed beside the pool, accompanied by a pink umbrella for shade. A dining area with a table and chairs sits nearby, with greenery and a palm tree visible in the background under a clear blue sky.
Apartment in Paget
4.94 out of 5 average rating, 18 reviews

Sun kissed Suite - Studio in Paget

Top guest favorite
An outdoor area features a swimming pool surrounded by well-maintained grass. A covered balcony with seating overlooks the pool, while potted plants add greenery. The building displays blue shutters and a spacious entrance, inviting relaxation and outdoor enjoyment.
Guest suite in Southampton
4.98 out of 5 average rating, 45 reviews

Cedar Palms - PRIVATE POOL AND VIEWS!!!