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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Superhost

Guesthouse in Pembroke

4.74 out of 5 average rating, 119 reviews

Hibiscus Cottage - Central w Stunning Private Pool

Whether you're traveling for business or pleasure the studio apartment is in a great location for you to maximize your time in Bermuda. The studio is ideal for for up to two people. The City of Hamilton is 0.25 miles away. During your stay you will have full access to large pool & BBQ area. The location also works well for those on sports trips as it’s within walking distance to the National Stadium for sporting & musical events & one block away from the Triathlon & Marathon Weekend routes.

Sep 28 – Oct 5

$118 per night

Guest favorite

Apartment in Hamilton Parish

4.88 out of 5 average rating, 126 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.

Sep 2 – 9

$199 per night

Guest favorite

Guesthouse in SMITHS

4.97 out of 5 average rating, 111 reviews

Pool house in a garden setting (+ Twizy charger)

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.

Oct 25 – Nov 1

$144 per night

Guest favorite

Home in Hamilton

4.89 out of 5 average rating, 254 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.

Mar 5 – 12

$144 per night

Guest favorite

Guesthouse in Warwick Parish

4.95 out of 5 average rating, 129 reviews

Sea Glass Cottage with Twizy/Yoyo charging station

Sea Glass Cottage is your own private, exclusive pool house on a 10 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 refrigerator, tiled floors & bathroom with a new shower which sits below the lookout tower. The ONLY shared element is the pool itself.

Apr 12 – 19

$225 per night

Guest favorite

Townhouse in Pembroke Parish

5.0 out of 5 average rating, 182 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

Jan 27 – Feb 3

$299 per night

Superhost

Apartment in Paget Parish

4.96 out of 5 average rating, 113 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.

Sep 27 – Oct 4

$207 per night

Guest favorite

Home in Sandys

4.98 out of 5 average rating, 136 reviews

The Pool House

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.

Dec 5 – 12

$169 per night

Guest favorite

Apartment in Smith's

4.98 out of 5 average rating, 118 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.

Mar 6 – 13

$297 per night

Guest favorite

Guest suite in Southampton

4.95 out of 5 average rating, 251 reviews

Peace and Tranquility in Bermuda!

Let the soothing sounds of flowing water of the lovely salt water pool and the gentle songs of tiny tree frogs provide the backdrop for your Bermuda escape. This tranquil studio apartment provides all the necessary amenities for a home away from home. It is the perfect place to chill or work remotely. You can really decompress here - leaving your worries and stresses far away! There is a relaxed, laid back vibe here that you will love!

Aug 23 – 30

$195 per night

Guest favorite

Cottage in Paget

4.98 out of 5 average rating, 141 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. •Bermuda's most central location. •Walk to Hamilton. •5 min.ride to ElbowBeach •High speed Internet •Fully equipped kitchen •New king-sized bed •Near bus stops to each end •42" TV/Bluetooth speaker •Twizy Charger •Extremely safe neighbourhood

Oct 11 – 18

$276 per night

Guest favorite

Apartment in Pembroke

4.95 out of 5 average rating, 134 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 owners who live in the main house. The entrance to Chequers Upper 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.

Apr 8 – 15

$129 per night