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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Top 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, 146 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.

Top 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, 185 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, BBQ 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 serene pool area features a crystal-clear pool with gentle steps leading in. The surrounding deck showcases a blend of light and dark tiles. In the background, water extends into the horizon, reflecting sunlight and dotted with boats, with lush greenery lining the shore.
Apartment in St.George's
4.94 out of 5 average rating, 188 reviews

Waterfront Zen Retreat w/ Pool & Airport Pickup

Overlooking the water in historic St. George’s, the apartment offers quiet mornings, a serene pool, and a private garden setting - without the friction that often comes with travel. With airport pickup included and thoughtful touches throughout, most guests tell us the same thing: they feel settled within minutes of arrival. Revitalize all 5 of your senses immediately upon arrival at your NearEscape - a beautiful, modern and well appointed holiday rental. The best part its 2 hours away.

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, 156 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 bright bedroom features a spacious bed adorned with a floral quilt. A dark wooden dresser and desk are positioned against the wall, while a TV is mounted above. Natural light enters through white-framed windows, complemented by light curtains. An air conditioning unit is visible on the ceiling.
Guest suite in Pembroke Parish
4.97 out of 5 average rating, 159 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.

Guest favorite
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
4.94 out of 5 average rating, 160 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
4.98 out of 5 average rating, 132 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, 178 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 Colony. 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 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, 156 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.

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, 161 reviews

Private Pool & Tennis Cottage Near Hamilton

A rare Bermuda find with your own private pool and private tennis/pickleball court — all just minutes from Hamilton and the island’s best beaches. Set in lush gardens in Paget, Banstead Cottage is designed for couples seeking comfort, and a true home-away-from-home. Enjoy quiet mornings by the pool, easy access to Botanical Gardens and beaches, and relaxed evenings in a peaceful garden setting. Consistently 5-star rated by guests.

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, 174 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.

Guest favorite
A shared pool area is surrounded by lush greenery, featuring a clear blue water surface and a gradual entry step. Lounge chairs with blue cushions are arranged around the pool, complemented by a shaded umbrella over a small table. The tranquil setting is framed by flowering shrubs.
Apartment in Pembroke
4.96 out of 5 average rating, 180 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.

Popular amenities for Bermuda rentals with a pool