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.

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Top guest favourite
The tranquil landscape features a vibrant turquoise lagoon framed by lush greenery. A large tree stands prominently in the foreground, while gentle coastal hills and a clear blue sky create a serene backdrop, inviting visitors to relax and enjoy the natural beauty.
Flat in Sandys
4.99 out of 5 average rating, 197 reviews

Charming Beachfront chill spot

Welcome to our beautiful beachside studio, the Ledges. It’s located on over an acre of property in the rustic west of Bermuda. Take strolls on our country road to the local farm. The bus stop is steps away to take public transportation to Dockyard or to Hamilton. Or spend your days on the property at one of 2 private beaches. The Ledges studio is an architectural gem with exposed beamed ceilings, a cozy fireplace for chilly evenings, and a modern fully equipped kitchen. The studio has its own private, large upper deck for entertaining or relaxing where the sunsets are just stupendous!!! Airport pick-ups and island tours can be arranged through your host.

Guest favourite
A decorative coral sculpture stands prominently on a marble surface, framed by large windows that overlook an expansive ocean view. Soft blue waters meet the horizon under a bright sky dotted with clouds, creating a serene coastal ambiance.
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
A pool area is featured with a clear blue water pool surrounded by a spacious patio. A charming pool house is visible with large glass doors, complemented by vibrant flowers and greenery. Sun loungers are set nearby, inviting relaxation in the tranquil outdoor space.
Guest house in SMITHS
4.97 out of 5 average rating, 145 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
A lush yard is visible, featuring a well-maintained lawn and surrounded by tropical palm trees. A small shed is positioned in the background, with a glimpse of a beach and colorful recreational activities visible in the distance.
Flat in Hamilton
4.94 out of 5 average rating, 133 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
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.
Flat in Smiths
5 out of 5 average rating, 133 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
A stately gray building sits atop a stone-walled terrace, surrounded by lush greenery and palm trees. A white railing outlines the terrace, and the entrance is marked by steps leading up from the road, showcasing the welcoming exterior.
Flat in St.George's
4.97 out of 5 average rating, 145 reviews

Roxbury Studio - in St. George

Enjoy this affordable studio rental unit near the historic Towne of St. George. Lovely views of St. George's Harbor and a peaceful neighborhood with close proximity to restaurants, shops, bus and ferry transportation. Tobacco Bay Beach and St. Catherine's Beach are a short distance away (20 minute walk). Only 10 minute drive from the L.F. Wade Airport. (Twizzy and Rugged Electric) car rental across the street as well as 'Temptations', a very good breakfast and lunch restaurant

Top guest favourite
A sleeping loft features a spacious bed adorned with decorative pillows. Angled wooden ceilings provide a unique architectural detail. Two nightstands sit on either side of the bed, and soft lighting from a pendant lamp enhances the cozy ambiance.
Tiny home in Pembroke
5 out of 5 average rating, 112 reviews

Little Loft-Central location-Beaches nearby

A tiny loft cottage just comfortable and cozy enough for one or two people. Includes an outside garden space under the pergola with Adirondack chairs and fire pit, lovely for relaxing. We are situated close to Admiralty House and Deep Bay where you can swim, explore caves and cliff jump. Approximately 7 minute drive to Hamilton. Bus #4 Airbnb guests only allowed on the property, no parties or outside guests. Safety concern with stairs for children below age of twelve.

Top guest favourite
Cottage in Pembroke
5 out of 5 average rating, 102 reviews

Palmberry Oceanfront Cottage

Take it easy at this unique and tranquil getaway. Find yourself waking up to a view of the ocean and taking a morning swim from your private dock. The cottage offers cosy accommodation with indoor and outdoor seating areas right on the water. Palmberry is located in the beautiful neighbourhood of Fairylands. It is the ideal location for a fantastic stay in Bermuda and is in close proximity to the city of Hamilton. We look forward to welcoming you for a memorable stay.

Guest favourite
A comfortable living area features a plush gray sofa adorned with decorative pillows. A matching ottoman is placed in front, and a round dining table sits nearby. A painting of sailboats hangs on the wall, complemented by natural light streaming through window treatments.
Apartment in Hamilton
4.93 out of 5 average rating, 40 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 modern loft bedroom features a spacious queen bed, positioned beneath a sloped ceiling. Large windows flood the room with natural light, showcasing unobstructed ocean views in tranquil turquoise. A minimalist dresser and accent lighting enhance the room's clean lines and neutral palette.
Home in Smiths Parish
5 out of 5 average rating, 26 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.

Guest favourite
A serene view from a doorway showcases a tranquil pool surrounded by lush palm trees, with a backdrop of Harrington Sound and gentle hills. The clear sky reflects on the water, creating a peaceful atmosphere.
Flat in Hamilton Parish
4.96 out of 5 average rating, 134 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
The exterior of a charming pink cottage is framed by natural wood accents. A spacious covered porch features wooden railings and a table with chairs, inviting relaxation and outdoor dining. Lush greenery surrounds the entrance, enhancing the cottage's cozy appeal.
Home in Flatts Village
4.96 out of 5 average rating, 337 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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