Vacation rentals in John Smith's Bay

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Top-rated vacation rentals in John Smith's Bay

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Top guest favorite
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
5 out of 5 average rating, 200 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.

Top guest favorite
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, 245 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 favorite
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, 147 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.

Guest favorite
A neatly arranged sleeping area features a platform bed with light blue bedding. A decorative throw is positioned on the top of the bed. Natural light enters through a nearby window, and a piece of wall art is displayed above the headboard.
Apartment in Smiths
4.94 out of 5 average rating, 18 reviews

Petite & Peaceful Studio (Dragonfly)- by the Beach

Relax with your loved one (or self) at this peaceful retreat which will put you back in touch with nature, for a perfect getaway! Indoors, enjoy a chic Studio which includes a platform bed, bath, kitchen, wifi & Smart TV. Outdoors, you have a private deck where you can hear nature speak. If this isn't enough, take a stroll and in less than 60 seconds, have your feet in the pink sands of John Smiths Bay Beach, BERMUDA! Combine all of this with our 5-star hosting and you are set in paradise!

Top guest favorite
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, 139 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 favorite
A peaceful waterfront scene captures a charming yellow cottage surrounded by lush greenery. The cottage features a white roof and large windows, with palm trees gently swaying nearby. The vibrant blue waters of Harrington Sound reflect the serene atmosphere.
Home in Smiths
5 out of 5 average rating, 66 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.

Top guest favorite
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
4.99 out of 5 average rating, 135 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 favorite
A comfortable outdoor seating area is set on a stone patio, featuring dark wicker furniture with white cushions. Lush greenery and palm trees frame the view of a serene lake, while the exterior of the cottage displays a white roof and a dark door.
Condo in BM
4.98 out of 5 average rating, 55 reviews

Modern apartment with garden and lake views

Carefree Cottage - A modern one bedroom with en-suite bathroom, full kitchen, living area and laundry facilities. Outside features a seated entertaining area, porch and expansive garden with lake access. Situated in Tuckers Town on Mangrove Lake across from Mid Ocean golf course’s 5th hole, with The Loren Hotel and John Smith's Bay beach within walking distance. Grocery store close by and while to the east of the island, still only 15 minutes by car or bike to town.

Guest favorite
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.

Top guest favorite
Apartment in St.George's
4.96 out of 5 average rating, 26 reviews

Stylish, harbour view apt in historic St George

Newly renovated and perfectly perched above Bermuda’s charming old town, this 1-bedroom, 1-bathroom apartment offers breathtaking views of the harbour — all just a minute’s stroll from the vibrant town square. Whether you’re in the mood to dine waterside, explore the historic streets, or simply relax and watch the boats drift by from your bedroom window, this spot offers the perfect blend of comfort, character, and convenience.

Top guest favorite
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, 29 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 favorite
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
4.93 out of 5 average rating, 138 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.

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