Holiday rentals in Hamilton

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Top-rated holiday rentals in Hamilton

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Guest favourite
The exterior of Westport cottage is shown, featuring a covered verandah with seating. Lush green lawn and tropical palm trees are seen in the foreground, while the gray stone structure blends charmingly with surrounding buildings, showcasing a mix of historic and modern architectural elements.
Bungalow in Hamilton Parish
4.93 out of 5 average rating, 54 reviews

Historic Waterfront Cottage in Flatts Village

Westport is a fully refurbished, historic cottage on the water in Flatts Village. The interior has all of the modern conveniences for comfort with an old world charm. Ideal for an individual or couple, this unique building is more spacious than one would think. The verandah overlooks the manicured lawn and Flatts Inlet. Westport is perfectly located between Hamilton and the airport (12 mins in either direction) and 2 of the most popular restaurants (Rustico & V Pantry) are across the street

Top guest favourite
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.
Flat in Smiths
5 out of 5 average rating, 14 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 favourite
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.
Apartment in BM
4.98 out of 5 average rating, 46 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. Insta @carefreecottage

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, 105 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 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, 43 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.

Guest favourite
A bright bedroom is equipped with a spacious bed adorned with textured bedding. A ceiling fan offers air circulation. Natural light filters through sliding glass doors, leading to a private outdoor area. A small table with two chairs and a wall-mounted television are visible.
Guest house in Hamilton
4.94 out of 5 average rating, 49 reviews

A Quiet Oasis at Havannah Night

Relax and reconnect in this charming Bermuda studio. Escape the hustle and bustle at this peaceful studio retreat, just 4 minutes from the airport! Immerse yourself in the charm of Bermuda with a private haven featuring a spacious outdoor area, perfect for unwinding with a glass of wine. Explore the nearby beaches, caves, and restaurants, all within a walking distance. This cozy studio is ideal for those seeking a getaway. Book your peaceful escape today!

Top guest favourite
A two-story white building is set against a clear blue sky. Features include an inviting garden area with well-maintained greenery and sun loungers. A driveway leads to the entrance, while a staircase can be seen on the side of the building.
Flat in Hamilton Parish
4.98 out of 5 average rating, 168 reviews

"Del-Lita"

This apartment is fully furnished and has a 'Queen' size bed + a 'Foldaway' cot + an Air Bed suitable for an extra person. It is located 2/3 miles from the Airport. Has its own private porch in a garden setting. Nearby is the Crystal Caves, Blue Hole Park, The Swizzle Inn, The Grotto Bay Hotel, The Railway /Walking trail, The Ice Cream Parlor, A Cycle Livery, Nearby convenience store and several Scenic Bus routes to the City of Hamilton and popular Beaches.

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
4.96 out of 5 average rating, 152 reviews

Quaint and charming cottage on the Water

Ship Shape is a charming stand-alone cottage on Harrington Sound. Wake up to the peace of the Sound lapping under the porch where you have morning coffee or enjoy a picturesque sunset. A five-minute walk to Flatt's village with three restaurants. We are 20 minutes from the airport and a ten-minute drive to the City of Hamilton for nightlife. The closest beach is John Smith's Bay, which is a 5-minute moped ride away or a 15-minute walk.

Guest favourite
The open living area features a comfortable seating arrangement with a neutral-colored sofa and a fireplace set against a light-colored wall. Four bar stools surround a kitchen counter, while natural light streams through the nearby windows, highlighting the spacious layout.
Villa in Hamilton
5 out of 5 average rating, 18 reviews

High & Dry Bermuda

Enjoy the peace and tranquility of Bermuda while still being just a short drive away from all the island's attractions. Located within walking distance to the popular Blue Hole Hill in Hamilton Parish, High and Dry Bermuda is a cozy two-bedroom/2 bath villa with stunning panoramic views of Grotto Bay and St. George’s. This peaceful and secluded home can accommodate up to four adult guests, as well as children and pets.

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
4.89 out of 5 average rating, 28 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.

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, 118 reviews

Romantic, Ocean and Pool View

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, 323 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 Hamilton holiday rentals

  1. Airbnb
  2. Bermuda
  3. Hamilton