Holiday houses 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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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 vibrant green lawn stretches towards the water, framed by lush trees. A tall palm tree towers above, while the shoreline and ocean are visible in the background under a clear blue sky scattered with fluffy white clouds.
Home in Southampton
4.98 out of 5 average rating, 240 reviews

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.

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.
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
The exterior features a bright turquoise wall of the apartment, complemented by white shutters and a picket fence. Lush greenery surrounds the space, enhancing the inviting outdoor area, which includes a well-maintained lawn and a pathway leading to the entrance.
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 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.
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
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
A covered balcony showcases a wooden bar table with two stools, offering views of Harrington Sound and lush surroundings. Bright green walls complement the natural light filtering through the windows, creating a relaxed outdoor space for morning coffee or evening cocktails.
Cottage in Smiths
4.95 out of 5 average rating, 163 reviews

One Bedroom Waterfront Cottage near Flatts

Ship Shape is an elegant one-bedroom, standalone waterfront cottage set directly on Harrington Sound, with the water just two feet from the porch. Wake to serene views, enjoy morning coffee as the Sound gently laps below, and unwind with beautiful sunsets. Guests have access to a shared dock and a private man-made beach with loungers and chairs. A five minute walk leads to Flatt’s Village restaurants. The airport is 20 minutes away, and Hamilton is 10 minutes away by car/bike..

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
Guest suite in Hamilton
4.95 out of 5 average rating, 376 reviews

Little Arches Studio close to town

The unit is within my house, is self-contained, and consists of a bedroom and en-suite bathroom. It has its own entrance via french doors onto the patio and garden. It has a fridge, microwave and Keurig coffee machine. It is air-conditioned, has WIFI and cable TV. Hamilton is only a five minute walk with shops and restaurants, bus station and ferry terminal. The central location makes it a convenient place from which to explore Bermuda.

Top Guest favourite
A bright living area showcases a comfortable seating arrangement with a beige sofa and armchair. A dining table for four is positioned near the window, framed by patterned curtains. Natural light floods the space, accentuating the polished wooden floor.
Apartment in Southampton Parish
4.99 out of 5 average rating, 120 reviews

Relaxed Bermuda Cottage - 1 bedroom, sleeps 2

Cottage is a lovely 1 bedroom apartment with full kitchen, bathroom and living / dining room as well as a private patio area. Nearest beach is a 5-10 minute walk and the bus stop a similar distance. 2 restaurants are within walking distance (The Reefs and Henry VIII). Personal laundry also by arrangement with host in next door house. We have a charging station for the new Current Vehicle - TWIZY. For details see Current Vehicles website.

Top 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.
Apartment in Hamilton Parish
4.96 out of 5 average rating, 130 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, 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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