House vacation rentals in Hamilton

Sea Breeze Mews on the Little Sound

Cozy & compact, this delightful 1 bedroom/2 story waterfront hideaway affords a panoramic view of the Little & Great Sounds. On the water (walk across the lawn and jump in) with a large dock suitable for swimming, snorkeling & spectacular sunsets. "Sea Breeze Mews" is only a 10 minute walk to picturesque Church Bay beach & a short bus ride to all the magnificent South Shore Beaches. Restaurants and award winning Golf courses are only a few minutes away. Public transportation right outside gate.

The Bungalow at Cedar Brae - Cozy and Bright

The Bungalow at Cedar Brae is a 1-bedroom, 1-bath home located on our quiet Cedar Brae property which is just a 10-minute scooter ride to Horseshoe Bay and a 3-minute walk to the closest bus stop. This is a place for couples and small families to rest and relax. We hope that you appreciate every part of your stay; from sipping a cup of coffee on the patio to enjoying a nice meal at the outdoor dining table under a clear blue sky. Check out our Instagram for a better view: @thebermudabungalow

Sweet Dreams around the Pool

Life is frittered away in details. Enter our unit and life will be immediately simplified. This one bedroom unit is quaint and just enough for a couple or 3-4 people to enjoy. Keep it simple at this peaceful and centrally-located unit. 3 minutes from the bus stop. 12 mins to the grocery store and 20min walk to John Smiths Bay. Twizzy, 4 wheel bike, can be rented from Current Vehicle's location at The Loren which is a 5 min drive and we can shuttle you there if the car is available.

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.

Sunset Paradise Ocean view 1-Bedroom Holiday Home

Oceanview Lower 1 Bedroom Vacation Home, your vacation "Home Away From Home". This stylish vacation home provides all the necessary amenities: fully equipped stocked kitchen, Split system AC throughout, Free Local Calls, Free Fast Internet/WIFI 100mb. We offer much more for an amazing relaxing "Bermuda Vacation".  Just a few walking steps from Shelly Bay Beach, the Railway Trail with scenic oceanviews, easy access to Hamilton City. 7-10 min drive to Swizzle Inn or 20 minute walk.

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.

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.

Contemporary Oceanfront Apartment with shared pool

A contemporary oceanfront apartment located at the end of a quiet lane on the south shore between Whale Bay and Church Bay. Ideal for those looking to relax, with great ocean views from every room We also have a 3 Bed Contemporary Oceanfront Villa with private horizon pool approximately a mile down the road perfect for larger groups and family gatherings! Can be booked together for groups up to 8! https://www.airbnb.com/rooms/23767162

Windward Mark-Newly Renovated, Surrounded By Water

Our home is located on a private peninsula with waterfront on two sides. On one side, a covered porch overlooks peaceful Cavello Bay. Fish and swim straight from the dock or explore with our kayaks and paddle board. On the other side, enjoy a firepit and snorkeling. We are located in charming Somerset on the west end of the island. Somerset Village is a 10 minute walk away with a pharmacy, bus stop, take-out and liquor store.