Holiday houses in Shelly Bay

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Top-rated holiday rentals in Shelly Bay

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Guest favourite
A private concrete dock extends towards the water, framed by rocky outcrops and lush greenery. The sun casts a golden glow over the tranquil ocean surface, while steps lead down the cliffside to the serene water's edge.
Cottage in Smith's
4.98 out of 5 average rating, 115 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. Come and experience Cow Polly for yourself.

Top Guest favourite
Home in Smiths
5 out of 5 average rating, 61 reviews

The Boathouse: Bermuda Waterfront, Sleeps 4+

This two-storey, one-bedroom, two-bath cottage invites you to swim off the dock or relax in the sun. It has a large private patio to enjoy a cocktail and watch the stunning sunset. The unit can accommodate six guests (Guests over two at an additional per-person, per-day charge). The Upstairs Bedroom has two queen beds. Downstairs, a full kitchen, a comfy living/dining area, and a bathroom. The kitchen leads to outdoor dining. The living area has a queen pull-out couch where two guests can sleep.

Top Guest favourite
A serene pool area is highlighted by a clear blue water pool, surrounded by green lawns and palm trees. A spacious patio includes a wooden dining table with chairs and an umbrella, providing a comfortable outdoor space for relaxation.
Guesthouse in SMITHS
4.97 out of 5 average rating, 144 reviews

Pool house in a garden setting (+ EV chargers)

The pool house has a queen bed and its own bathroom + shower. It is next to our house in a spacious yard in a quiet residential neighbourhood. Bus stop is a 3 minute walk, John Smith's Bay beach 5 minutes and grocery store 12 minutes away. We also have a Labrador that roams the property. There's cable tv (includes HBO and Showtime) free wifi. Please see our other rental on the property "Las Brisas apartment with a pool" as an alternative (has a full stove) or if you are travelling with friends.

Top Guest favourite
Apartment in Paget Parish
5 out of 5 average rating, 147 reviews

Centrally Located 2BED Apartment Near Beaches

Our cozy apartment is located in a quiet residential neighborhood , perfectly positioned between the capital of Hamilton and stunning South Shore beaches. We are a 25 minute taxi drive from the airport, 5 minute walk to a grocery store/bus stop and 15 minute walk to stunning Elbow Beach. The apartment has 2 bedrooms, 1 bath with tub/shower, kitchen with full size appliances and washer/dryer. There are air conditioners and ceiling fans in both bedrooms and living room for your comfort .

Top Guest favourite
A yellow three-story house with a spacious front yard is depicted, featuring a set of stone steps leading to a second-level balcony. Lush greenery surrounds the property, creating a natural border. The sky appears clear, suggesting a bright and sunny day.
Apartment in Hamilton
4.94 out of 5 average rating, 132 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.

Top Guest favourite
A bright turquoise exterior showcases a welcoming entrance with a white door beneath a decorative awning. Vibrant red flowers and potted green plants are situated beside the door, enhancing the inviting appearance of the studio unit's entrance.
Apartment in Ferry Reach
4.98 out of 5 average rating, 222 reviews

"By Faith" Vacation Rental Unit

You’ll love our place because of the coziness. It’s a NON-SMOKING studio unit that is suited for two persons or solo travelers. We are about a 6 minute walk to the bus stop and located about 10 minutes by bus from the UNESCO World Heritage Site, a grocery store and restaurants in St. George's town! We are less than 15 minutes by vehicle to beaches in St. George's! A 5 minute walk to (BIOS) Bermuda Institute for Ocean Sciences. We are about a 45 minute bus ride to Hamilton. Sofa is a bed

Top Guest favourite
An aerial view showcases the studio's clifftop location alongside rocky shoreline and clear turquoise waters. The gentle waves lap against the rugged coast, while lush greenery surrounds the property, emphasizing its private setting near the ocean.
Apartment in Smiths
5 out of 5 average rating, 131 reviews

Modern Ocean Front Studio w/ Panoramic View

Modern, clifftop, ocean front studio with breathtaking panoramic views of the exquisite turquoise waters off the rugged south shore. Bright and airy with a relaxed, minimalist island vibe. Well appointed kitchenette, perfect for prepping morning coffee or small, simple meals to enjoy in the comfort of the studio or on the patio in the fresh ocean air. Central location 10-15 mins drive from the town of Hamilton and close to many of Bermuda's best beaches, restaurants and attractions.

Top Guest favourite
An aerial view showcases a private pool surrounded by a landscaped patio. Lush greenery and vibrant architecture contrast with the tranquil blue waters in the distance. This serene outdoor space offers ample room for relaxation, with various seating options available under the clear sky.
Guesthouse in Somerset Village
4.98 out of 5 average rating, 131 reviews

“Long Bay” Studio Overlooking Bermuda

Nestled in the heart of Somerset Village, our contemporary studio offers breathtaking views of Long Bay from one of Bermuda's highest point. Wake up to serene ocean vistas and enjoy your morning coffee on the private balcony. The studio features a comfortable queen-sized bed, a fully equipped kitchenette, and modern bathroom facilities. Just a short walk away, explore scenic walks on the trail ways, restaurants and the pristine beaches Bermuda is renowned for.

Guest favourite
The kitchen features modern appliances, including a stainless steel refrigerator and oven. A sleek wooden island with storage is centrally located, while light-colored cabinets provide ample space. Windows allow natural light to brighten the area, creating a functional cooking environment.
Condo in Hamilton
4.92 out of 5 average rating, 37 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.

Top Guest favourite
A scenic view captures Saltine, the white cottage overlooking the tranquil waters of Hungry Bay. The coastline features rocky outcrops, blending with the turquoise sea. Surrounding homes are nestled amidst greenery, creating a serene residential landscape.
Cottage in Paget Parish
5 out of 5 average rating, 156 reviews

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.

Top Guest favourite
Apartment in Hamilton Parish
4.96 out of 5 average rating, 129 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.

Top Guest favourite
Home in Flatts Village
4.96 out of 5 average rating, 336 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!

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