Family-friendly holiday rentals 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.

Two bedroom apartment minutes from the beach

Centrally located two-bedroom apartment located a 5-minute drive from Hamilton, and just a 6-minute walk from the beautiful beach at Admiralty House Park. Arlington Getaway is perfectly set up to host you and your family for a business trip, long weekend, or weeks of exploration; whichever suits your needs. Fully-appointed with full kitchen, 2 bedrooms, living room with a double sofa-bed, a private outdoor balcony and shared garden area. Family friendly! Perfect for four but can accommodate six.

Large studio & private garden in City of Hamilton

Newly renovated studio apartment, quiet location, in city center of Hamilton. Five minute walk to Hamilton’s Front Street with its vibrant bars and restaurants, Hamilton ferry terminal and the central bus station (island wide bus services). Barr’s Park and The Royal Bermuda Yacht Club are a three minute walk to the end of the road. Well served with the local Robin Hood Pub, Hamilton Princess Hotel, supermarkets, pharmacies, taxi rank, bike rental and 24 hour service station close by.

Ocean view on North Shore

Your family will be close to everything when you stay at this centrally-located house. Near Bus stops, 5 minutes from Hamilton, variety stores near by, Spanish point beach within walking distance. Breathtaking ocean views. Sit outside in the front yard with a front row view to the crystal clear waters, amazing!You will see cruise ships pass as they approach the island, summer time the water activity is even more exciting with boats and jet skis whizzing by. The sunsets are my favorite!

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.

Paradise Found! Spacious Oceanfront Near Hamilton

This spacious lower waterfront apartment has spectacular views from one end of the Island to the other, all within walking distance to the city of Hamilton! Plenty exterior spaces to lounge, BBQ and soak up the sun, and then venture into a private unique natural cave where you can swim, fish and snorkel from the dock as you watch cruise ships entering and leaving the Island. It has off-street parking for mopeds and EV chargers for rental cars. A bus stop is outside the gate.

Harbour views - just outside Hamilton

Great Views over Hamilton Harbour - a bright and funky newly decorated apartment. Walk into town in 5 mins and catch a bus or the ferry or go to one of the many Front Street bars and restaurants. King size loft bed and a pull out (twin) sofa bed. Newly renovated bathroom. Brand new kitchen with stove, sink, refrigerator, microwave and coffee maker. Loads of space outside to just chill out - Hot Tub, hammock - tables and chairs - or just watch Bermuda go by on the water.

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

Royal Views

Enjoy easy access to everything from this perfectly located studio. Offering, lovely over land and water views in a peaceful residential area. Bus stops are at entrance, Admiralty House beach is across the street, and Pontoon’s beach is a short 15 min walk. A 5 min drive will have you at Hamilton Princess Hotel and in the heart of the City of Hamilton in 7 mins. There’s a comfortable queen bed and guest are NOT permitted to smoke or vape! Come, relax & enjoy!

Little Arches Studio close to town

The unit is within my house, is self-contained, and consists of a bedroom and en-suite bathroom. It has its own entrance via french doors onto the patio and garden. It has a fridge, microwave and Keurig coffee machine. It is air-conditioned, has WIFI and cable TV. Hamilton is only a five minute walk with shops and restaurants, bus station and ferry terminal. The central location makes it a convenient place from which to explore Bermuda.

Paradise Awaits on the water’s edge, walk to town!

Welcome to your piece of Paradise, where you can wine and dine under the stars in your private garden with 180 degree unobstructed water views. Snorkel on your private reef directly in front of your apartment. Hamilton is just a 15 - 20 minute stroll away, or a 5 minute bus or cab ride. A convenience store is only a 2 minute walk. You have a full bathroom, fully equipped kitchen, and a king size bed.

Private Escape-Central location-beaches nearby

Convenient central location for those who want to explore the entire island. Short walk to Admiralty House Park/Deep Bay/Clarence Cove, swim explore caves and go cliff diving. Hamilton (city center) is a 5 minute drive away. Home away from home, everything you need, just bring your carry on, the rest is here waiting for you. Airbnb guests only 2 max, no parties or outside guests allowed.