Holiday 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 favourite

Flat in Southampton

5 out of 5 average rating, 30 reviews

'Ripple Waters' More 4 Les$ Studio B!

HAPPY BOOKING! Enjoy this cozy and vibrant 'more for le$$' studio. It may be small, BUT it mostly has it all! This unit is stocked with most of your essential needs! Relax in the refreshing 20'x40', salt water pool (shared) after a long day of exploring the island. Directly above the studio, on the upper patio deck, there's a separate BBQ grill, loungers & dining area for studio guests. Chill whilst basking in the sun or watching the beautiful sunset! Your suntan will look fantastic!

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Superhost

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.

Flat in Pembroke

4.9 out of 5 average rating, 168 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.

LocationFamilyGrill

Top guest favourite

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.

Guest house in SMITHS

4.97 out of 5 average rating, 148 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.

LocationValueHospitality

Top guest favourite

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.

Guest house in Warwick Parish

4.95 out of 5 average rating, 189 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.

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Top guest favourite

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.

Flat in St.George's

4.94 out of 5 average rating, 193 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.

ValueFamilyAccuracy

Top guest favourite

A bright bedroom features a wooden bed with a decorative quilt. Nightstands with lamps flank either side of the bed, providing soft illumination. A textured artwork is displayed above the headboard on the vibrant green wall, with warm wooden accents enhancing the space.

Home in Hamilton

4.91 out of 5 average rating, 304 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.

FamilyLocationSolo travel

Guest favourite

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.

Guest house in Southampton

4.98 out of 5 average rating, 161 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

LocationFamilyQuiet

Guest favourite

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.

Flat in Paget Parish

4.94 out of 5 average rating, 162 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.

ValueLocationBathroom

Top guest favourite

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.

Guest house in Somerset Village

4.99 out of 5 average rating, 134 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.

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Guest favourite

An aerial view reveals a well-maintained cottage surrounded by lush tropical gardens. A private pool is centrally located, featuring inviting turquoise waters. Lounge chairs are positioned around the pool deck, providing a tranquil space for relaxation among the greenery.

Cottage in Warwick

4.9 out of 5 average rating, 183 reviews

Natalia Pool Cottage

This is great for a weekend getaway or even a week or two!! With quick flights from NYC, Boston, and the East Coast No children under 18 years old or those who cannot swim. Rent an Electric Car and charge while you sleep, all included and charging Onsite! Please note there is no Available Parking - other than for Scooters or Electric Vehicles. i.e., No Car Parking. Please note that the 'HOST FEES' are actually AIRBNB FEES and do not go to me, the host!

ValueFamilyGrill

Top guest favourite

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, 180 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.

FamilyLocationPool

Guest favourite

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, 163 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.

LocationFamilyBeach