Holiday rentals in Castle Harbour

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Top-rated holiday rentals in Castle Harbour

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Flat in Ferry Reach
4.98 out of 5 average rating, 222 reviews

"By Faith" Vacation Rental Unit

You’ll love our place because of the coziness. It’s a non-smoking studio unit that is suited for two persons or solo travelers. It is about a 6 minute walk to the bus stop and located about 10 minutes by bus from the UNESCO World Heritage Site, a grocery store and restaurants in St. George's town! We are less than 15 minutes by vehicle to beaches in St. George's! It's a 5 minute walk to (BIOS) Bermuda Institute for Ocean Sciences. We are about a 45 minute bus ride to Hamilton. Sofa is a bed

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.
Flat 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
A serene pool area features a crystal-clear pool with gentle steps leading in. The surrounding deck showcases a blend of light and dark tiles. In the background, water extends into the horizon, reflecting sunlight and dotted with boats, with lush greenery lining the shore.
Flat in St.George's
4.94 out of 5 average rating, 186 reviews

Waterfront Zen Retreat w/ Pool & Airport Pickup

Overlooking the water in historic St. George’s, the apartment offers quiet mornings, a serene pool, and a private garden setting - without the friction that often comes with travel. With airport pickup included and thoughtful touches throughout, most guests tell us the same thing: they feel settled within minutes of arrival. Revitalize all 5 of your senses immediately upon arrival at your NearEscape - a beautiful, modern and well appointed holiday rental. The best part its 2 hours away.

Top guest favourite
Place to stay in St. David's Island
4.99 out of 5 average rating, 215 reviews

Pepper Tree Cottage one bedroom.

This charming newly renovated, one bedroom in Pepper Tree Cottage, is literally a stones throw from beautiful Dolly’s Bay. Your private garden area is the perfect place to enjoy the gorgeous views of the bobbing boats or a paddle in the kayak. Please note, there are many steps down to this unit. The very quaint old town of St. George's where you will find local hangouts and some lovely restaurants, only a 15 minute bus, car or bike ride away.

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.
Flat in Hamilton Parish
4.96 out of 5 average rating, 129 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
Flat in St.George's
4.92 out of 5 average rating, 128 reviews

A Historical Cottage nestled in old town.

We look forward to welcoming you to our island paradise! We are located in the heart of the old town of St George’s. There are cafes, restaurants, museums, banks, pharmacy, Doctors office as well as the bus and ferry stop , beaches are nearby and The famous Bermuda Perfumery. We look forward to hosting you!

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, 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!

Top guest favourite
Home in Baileys Bay
4.96 out of 5 average rating, 236 reviews

Bird's Nest Cottage

Bird's Nest cottage is a historically listed seaside cottage perched at the waters edge, overlooking Bailey's Bay. The cottage has been restored and includes modern conveniences necessary for a comfortable stay. It's the perfect getaway for up to four guests, with 2 bedrooms with double beds.

Top guest favourite
An aerial view of Tobacco Bay reveals a sandy beach surrounded by clear turquoise waters and rocky formations. A vibrant gathering of beachgoers can be seen enjoying the sun. A floating obstacle course is positioned in the water, with numerous boats anchored nearby.
Home in St.George's
4.97 out of 5 average rating, 109 reviews

The Beach House at Tobacco Bay + Twizzy Charger

The Beach House is is a beautiful 2 Bedroom house located a stones throw away from Tobacco Bay , a short walk to the Town of St. George, The St. Regis Resort and Five Forts Golf Club. Follow us on Instagram @bermudabeachhouse

Guest favourite
A spacious studio apartment interior is presented, featuring a comfortable sectional sofa, a large bed, and a dining area. Dark blue curtains frame two windows, while a ceiling fan enhances air circulation. A woven area rug covers the flooring, adding texture to the space.
Guest suite in St.George's
4.89 out of 5 average rating, 306 reviews

Casa Colonia Guest Suite

New studio apartment beautifully finished in a quaint St Davids neighbourhood. Access to small beach and within walking distance of some of Bermuda's most breathtaking beaches.

Guest favourite
A wide view of Harrington Sound is presented, showcasing tranquil waters and distant hills. A pool is visible in the foreground, surrounded by greenery. The serene landscape is enhanced by a partly cloudy sky, adding to the picturesque scenery of the area.
Flat in Smiths
4.88 out of 5 average rating, 269 reviews

1 Bedroom With View Near Beach!!!

A great 1 bedroom that holds 3 with an amazing view of Harrington Sound and is located a walking distance of 5 minutes from John Smith's Bay Beach.

Top guest favourite
Flat in Hamilton
4.91 out of 5 average rating, 163 reviews

Modern and fresh 1 bedroom rental unit

Spacious and modern 1 bedroom rental unit with 2 additional single futons. Washer, dryer, Wifi, private driveway with electric vehicle charger.

Popular amenities for Castle Harbour holiday rentals

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