
Holiday rentals in Shelly Bay
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Top-rated holiday rentals in Shelly Bay
Guests agree: these stays are highly rated for location, cleanliness and more.

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.
4.98 out of 5 average rating, 251 reviews
Historic Waterfront Cottage in Flatts Village
Westport is a fully refurbished, historic cottage on the water in Flatts Village. The interior has all of the modern conveniences for comfort with an old world charm. Ideal for an individual or couple, this unique building is more spacious than one would think. The verandah overlooks the manicured lawn and Flatts Inlet. Westport is perfectly located between Hamilton and the airport (12 mins in either direction) and 2 of the most popular restaurants (Rustico & V Pantry) are across the street
4.92 out of 5 average rating, 77 reviews
Cozy Studio across from beach
This Cozy studio is located directly across from one of Bermudas most family friendly beaches. There is a large field with a walking track and an outdoor basketball court across the street, and bus stops are easily accessible. Eve's pond nature reserve is a two-minute walk away and you can get there along scenic walking trails. A mile away is Flatts Village which is home to restaurants, and the Bermuda Aquarium and Zoo. A mile in the opposite direction are restaurants and a large supermarket.
4.94 out of 5 average rating, 145 reviews
Coral Palms Boathouse - Waterside Cottage
Take it easy at this unique and tranquil getaway, nestled on the shores of Harrington Sound. This studio cottage is just a stones throw from the charming village of Flatts. Enjoy a serene sanctuary where you can unwind and immerse yourself in the beauty of nature. Step inside our cozy studio cottage and be greeted by its intimate charm and inviting atmosphere. The focal point of the cottage is the sweet four-poster double bed, promising a restful nights sleep after a day of exploration.
5.0 out of 5 average rating, 75 reviews
Cozy Cartwheel Cottage 2BR Apt.
This charming two bedroom one bathroom upper unit in a quiet residential area in Smith's Parish offers scenic ocean view from the balcony. Located just minutes away from John Smith's Bay Beach , Spittal Pond Nature Sanctuary, Tuckers' Point Golf Club, Crystal Caves and Harrington Hundreds Grocery, there is much to do in close proximity of the apartment. A fifteen minute bus ride will get you into Hamilton for business , shopping excursions and sightseeing tours.
4.93 out of 5 average rating, 104 reviews
"Del-Lita"
This apartment is fully furnished and has a 'Queen' size bed + a 'Foldaway' cot + an Air Bed suitable for an extra person. It is located 2/3 miles from the Airport. Has its own private porch in a garden setting. Nearby is the Crystal Caves, Blue Hole Park, The Swizzle Inn, The Grotto Bay Hotel, The Railway /Walking trail, The Ice Cream Parlor, A Cycle Livery, Nearby convenience store and several Scenic Bus routes to the City of Hamilton and popular Beaches.
4.97 out of 5 average rating, 188 reviews
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.
4.98 out of 5 average rating, 120 reviews
Simdell - Lower
Welcome to your home away from! This spacious one-bedroom is nestled in a peaceful neighborhood, just minutes from the beach, a grocery store, and a scenic nature trail. You’ll also be a short walk or drive away from great spots to grab a quick bite to eat. Whether you’re here to unwind by the shore, explore the outdoors, our place offers the ideal blend of comfort and convenience.
4.94 out of 5 average rating, 49 reviews
Chic 3BR w/ Dock + Hot Tub + Lounge Vibes
Welcome to Banana Cottage, your private island hideaway nestled on a lush, private estate in Hamilton Parish. This beautifully designed 3-bedroom, 2-bathroom home offers the perfect blend of comfort and coastal charm, with stunning views of Harrington Sound, a private dock, and a hot tub shaded by swaying palms. Just minutes from Bermuda’s best natural attractions and fine dining.
4.94 out of 5 average rating, 18 reviews
Ocean front Loft living with unobstructed view
OCEAN LOFT BERMUDA Newly built, bright and spacious loft living in a desirable neighborhood. Our drinking water goes through a 3-stage filtering system. Public transit is just steps away from the property. Ample parking with an EV charger available for guests preferred car rental. Restaurants and Bermuda’s nature railway trails are minutes away from the property.
5.0 out of 5 average rating, 36 reviews
Oceanfront Romance Haven — Poolside Bliss + Kayaks
This is a very quaint unit, and has been well received by guests who have stayed there. As you look out of the front door of the entrance to the unit, you can see the pool which is 5 feet away. You will also be able to see the clear blue ocean from your bed as you look out. It is a very romantic unit with its blue walls which blends in with its environment.
4.93 out of 5 average rating, 146 reviews
Your Own Beautiful Bermuda Cottage
WE'RE OPEN! Dean Hall Nursery is your own charming and welcoming home away from home. Perfectly appointed, stocked full of complimentary extras and well-situated, discover for yourself why this open-plan cottage has consistently been the most highly recommended vacation rental in beautiful Bermuda!
4.96 out of 5 average rating, 340 reviewsPopular amenities for Shelly Bay holiday rentals
Other great holiday rentals in Shelly Bay

EAGLEs NEST
4.82 out of 5 average rating, 34 reviews
Charming Panoramic Cottage
5.0 out of 5 average rating, 21 reviews
Roomy Getaway – Close to City of Hamilton
5.0 out of 5 average rating, 12 reviews
Family Home (Beautiful Views & Private Dock)
4.92 out of 5 average rating, 75 reviews
Oceanfront "Dock of the Bay" Retreat
4.97 out of 5 average rating, 70 reviews
Cute Studio w Patio & South Shore Views
4.95 out of 5 average rating, 59 reviews
Stylish, harbour view apt in historic St George
4.97 out of 5 average rating, 32 reviews
2 Bedroom Escape, Walk to Beach - 5 Min to city
5.0 out of 5 average rating, 4 reviews




