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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Guest favourite

Rental unit in Hamilton Parish

4.89 out of 5 average rating, 144 reviews

Great Relaxing Pool and Ocean View With Kayaks

Welcome to 'Neston'! Picture yourself on 2 acres of lush property nestled in a serene, tucked-away neighborhood. Immerse yourself in the breathtaking views of Harrington Sound, one of Bermuda's most enchanting inlets. Step into your private paradise with access to a dock – swim to secluded islands or paddle away on kayaks at your leisure. Savor the tranquility as you bask in the beauty of the crystal-clear azure waters. Wander along the longest, safest trail just 8 minutes away from your haven.

Guest favourite

Guesthouse in Warwick Parish

4.95 out of 5 average rating, 148 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 favourite

Guesthouse in SMITHS

4.97 out of 5 average rating, 125 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.

Guest favourite

Home in Hamilton

4.9 out of 5 average rating, 271 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.

Guest favourite

Guesthouse in Southampton

4.99 out of 5 average rating, 119 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

Guest favourite

Townhouse in Pembroke Parish

5 out of 5 average rating, 194 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

Rental unit in Paget Parish

4.97 out of 5 average rating, 125 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.

Guest favourite

Rental unit in Warwick

5 out of 5 average rating, 101 reviews

Private Beach and 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 (March & 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 favourite

Home in Sandys

4.98 out of 5 average rating, 146 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 favourite

Cottage in Paget

4.98 out of 5 average rating, 149 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 favourite

Rental unit in Smith's

4.96 out of 5 average rating, 134 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 favourite

Guesthouse in Paget

5 out of 5 average rating, 135 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.