Waterfront holiday rentals in Bermuda

Cow Polly: Coastal luxury, featured in CN Traveler

Recently featured in Condé Nast Traveler, Cow Polly is a high-end luxury oceanfront cottage, with spectacular views of Bermuda’s North Shore in a contemporary, beautifully decorated space. Guests enjoy premier amenities and elegantly appointed furnishings in an airy beach cottage setting. Along with its sister property, Top Shell (https://www.airbnb.com/h/top-shell)-- conveniently located next door -- It's like no other vacation rental on the island. Come and experience Cow Polly for yourself.

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.

Panatola Studio 2 - Pool and Close to Beach

"Panatola Studio 2-The Lookout” Private studio with spectacular vistas of the Great Sound and Jews Bay. An ideal holiday retreat located in a desirable neighbourhood of Southampton, within walking distance to Horseshoe Bay Beach, Lighthouse, Turtle Hill golf course, restaurants and the Fairmont Southampton Hotel. Mini Electric car charger available! If traveling with family or friends and looking for another accommodation nearby, there is also another studio below this one that takes 2 guests.

Tobacco Bay beachfront Traditional apartment

If you love the beach ,sunsets ,casual walks, fishing , the Beach front apt is for you. the apt is a large lower fully equipped apt . with a beach natacal decor there is also a large upper yard with a picnic table and barbecue ,the beach front apt is located at the Entrance of Tobacco Bay Beach. guests also get discounts at the beach for food and lounge chairs the beachfront apt is in the historic Town of St Georges walking distance to forts ,beaches ,St Regis 5 forts golf course.

Hakuna Matata Cottage

Welcome ! Come, relax and enjoy our lovely studio cottage, ideally located on the waterside of beautiful Westside road. The property has 140 ft of easily accessible waterfront, perfect for a swim and is also within a 2 minute walk to a secluded beach. The cottage is quiet, airy and is finished to a high standard, offering a very casual luxury. Transportation is easy and the amenities are many. This is a slice of old Bermuda charm, perfect for relaxing and taking in all that is Bermuda !

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!

Pepper Tree Cottage one bedroom.

This charming newly renovated, one bedroom in Pepper Tree Cottage, is literally a stones throw from beautiful Dolly’s Bay. Your private garden area is the perfect place to enjoy the gorgeous views of the bobbing boats or a paddle in the kayak. Please note, there are many steps down to this unit. The very quaint old town of St. George's where you will find local hangouts and some lovely restaurants, only a 15 minute bus, car or bike ride away.

Quaint and charming cottage on the Water

Ship Shape is a charming stand-alone cottage on Harrington Sound. Wake up to the peace of the Sound lapping under the porch where you have morning coffee or enjoy a picturesque sunset. A five-minute walk to Flatt's village with three restaurants. We are 20 minutes from the airport and a ten-minute drive to the City of Hamilton for nightlife. The closest beach is John Smith's Bay, which is a 5-minute moped ride away or a 15-minute walk.

Ocean Side Studio Cottage - Condé Nast Recommended

"Saltine" is an exquisite cottage overlooking Hungry Bay in Paget. In July 2025 Condé Nast Traveler selected Saltine as one of the top 11 AirBNBs in Bermuda and selected it as the top pick for Local Charm. With stunning views across south shore with magnificent sunrise, enjoy the nature, beauty & tranquility of Hungry Bay, while being a short distance from the City of Hamilton.