Holiday rentals with a pool in Pembroke

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.

Sun kissed Suite - Studio in Paget

Escape to paradise in this charming studio, nestled in the heart of Bermuda. Perfect for couples seeking a romantic retreat or professionals needing a serene workspace, our cozy abode offers the ideal blend of comfort and convenience. Features: * Prime Location: Within walking distance of stunning beaches, supermarkets, and restaurants. * Serene Ambiance: Relax on your lovely patio, soak up the sun, and enjoy the pool. * Modern Amenities: Fully equipped kitchen, high-speed Wi-Fi, TV, and a/c

Aqua Mellow - Luxury Apt I

Brand new, luxury apartment, conveniently located in beautiful Smiths parish. You’ll enjoy peaceful surroundings and a high end finish. There’s also lots of amenities including a 55” TV with surround sound, an electric fireplace, a shared swimming pool and laundry onsite. The property is a 10 min drive from the airport and the City of Hamilton. It’s a 2 min drive to the beach (overlooking stunning Gibbets Island) and beautiful Flatts Village with lots of restaurants, sightseeing and the aquarium

Hibiscus Cottage

Hibiscus Cottage is situated in the central parish of Paget, providing easy access to Hamilton. The ferry to Hamilton is a 2 minute walk away, and the bus stops to either end of the island are about 1/2 a mile away. You will also find a grocery store, gas station and bike/car rental place close to the bus stops. Hamilton is a 5-7 minute ride in a taxi, Horseshoe Bay or the Aquarium approximately 15 minutes away by taxi, and either end of the Island ie. Dockyard or St. Georges in 30 - 40 mins.

Quaint and charming Cottage

A charming stand alone cottage set in 1.5 acres of mature gardens. Beautiful views over the North Shore with picturesque sunsets. There is direct access from the property to Bermuda’s unique Railway Trail. It is a 15 minute walk to Flatt’s Village on the Trail where there are several excellent restaurants (Village Pantry, Tribe and Rustico’s) and the Bermuda Aquarium, Museum and Zoo. Three bus routes are less than a 5 min walk. Hamilton is 10-15 mins by bus and less than 10 mins by taxi.

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.

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

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.

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

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.

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.

Smuggler's Cove Skyesil Unit

Private one bedroom in a central location within minutes of the town of Hamilton. The fantastic restaurant, Ascots, is immediately next door. Unit has a spacious living room, dining area, and fully equipped kitchen. There is a small garden as well as use of a shared pool with only 5 other units on the property. Ideal for business guests, printer available for use in the unit with fast internet.