Holiday houses in John Smith's Bay

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Top-rated holiday rentals in John Smith's 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.
Apartment in Sandys
4.99 out of 5 average rating, 194 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 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
A vibrant green lawn flanks the water's edge, bordered by tall palm trees. A patio area with outdoor furniture is visible, overlooking the sparkling blue waters. Lush shrubs and colorful blooming plants add to the serene landscape, enhancing the view of the ocean in the background.
Home in Southampton
4.97 out of 5 average rating, 236 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
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, 146 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, 131 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, 130 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
Apartment in Southampton Parish
4.99 out of 5 average rating, 118 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 refreshing pool is framed by lush greenery and vibrant pink flowers. Beyond the pool, a cottage features glass doors and a shaded sitting area. Sun loungers are positioned beside the pool, inviting relaxation amidst the natural surroundings.
Guesthouse in Paget
5 out of 5 average rating, 170 reviews

Bungalow 41

Visiting Bermuda for the first time? Look no further. Bungalow 41 is a private studio pool cottage located in the heart of Paget and within walking distance of the city of Hamilton, Bermuda Botanical Gardens, Bermuda National Trust headquarters, Pomander Gate Tennis Club and Royal Hamilton Amateur Dinghy Club. Easy access to all bus routes and the main ferry terminal for those not wanting to rent a scooter or small electric car.

Guest favourite
The exterior showcases a charming white house featuring an arched window and black framed windows. Lush greenery and vibrant flowering plants are situated at the base, complemented by a clear blue sky above.
Apartment in Paget
4.94 out of 5 average rating, 147 reviews

Happy Talk

Close to all major beaches, Horseshoe Beach, Elbow Beach, John Smith’s Bay. In walking distance to the beautiful Natural Pools and beach at Ariel Sands Steps away from the Botanical Gardens and minutes from the City of Hamilton and great restaurants. This well suited charming large studio suite, is located in a quite neighborhood, surrounded by coconut palm tress, beautiful flowers and much more.

Top Guest favourite
Apartment in Hamilton Parish
4.96 out of 5 average rating, 128 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, 335 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!

Popular amenities for John Smith's Bay holiday rentals