Vacation rentals in Castle Harbour

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Top-rated vacation rentals in Castle Harbour

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Top 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, 104 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.

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, 135 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 favorite

A bright turquoise exterior showcases a welcoming entrance with a white door beneath a decorative awning. Vibrant red flowers and potted green plants are situated beside the door, enhancing the inviting appearance of the studio unit's entrance.

Apartment in Ferry Reach

4.98 out of 5 average rating, 193 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

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

4.95 out of 5 average rating, 101 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 serene beach scene is depicted, showcasing clear turquoise waters and a sandy shoreline. A yellow floating structure is visible in the background, with a few individuals enjoying the gentle waves. Lush greenery and palm trees frame the landscape under a bright blue sky.

Apartment in St.George's

4.97 out of 5 average rating, 118 reviews

Tobacco Bay beachfront Traditional apartment

If you love the beach ,sunsets ,casual walks, fishing , the Beach front apt is for you. the apt is a large lower fully equipped apt . with a beach natacal decor there is also a large upper yard with a picnic table and barbecue ,the beach front apt is located at the Entrance of Tobacco Bay Beach. guests also get discounts at the beach for food and lounge chairs the beachfront apt is in the historic Town of St Georges walking distance to forts ,beaches ,St Regis 5 forts golf course.

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

5 out of 5 average rating, 118 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 stately gray building sits atop a stone-walled terrace, surrounded by lush greenery and palm trees. A white railing outlines the terrace, and the entrance is marked by steps leading up from the road, showcasing the welcoming exterior.

Apartment in St.George's

4.98 out of 5 average rating, 112 reviews

Roxbury Studio - in St. George

Enjoy this affordable studio rental unit near the historic Towne of St. George. Lovely views of St. George's Harbor and a peaceful neighborhood with close proximity to restaurants, shops, bus and ferry transportation. Tobacco Bay Beach and St. Catherine's Beach are a short distance away (20 minute walk). Only 10 minute drive from the L.F. Wade Airport. (Twizzy and Rugged Electric) car rental across the street as well as 'Temptations', a very good breakfast and lunch restaurant

Top guest favorite

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.

Apartment in Hamilton Parish

4.98 out of 5 average rating, 166 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 favorite

The bedroom features a queen-sized bed with a blue headboard, complemented by light bedding. Two bedside lamps are mounted on the wall, and a circular mirror sits above the bed. A colorful seahorse painting adds a touch of decor, while a fan is installed on the ceiling.

Place to stay in St. David's Island

4.99 out of 5 average rating, 197 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 favorite

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, 148 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 favorite

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.

Apartment in St.George's

4.94 out of 5 average rating, 181 reviews

Pictures Don’t Do This Chic Boutique Apt. Justice

Revitalize all 5 of your senses immediately upon arrival at your #NearEscape - a beautiful, modern and well appointed holiday rental. The best part - this apartment is a hop, skip and jump from the East Coast, making it ideal for a quick getaway. Inside of 2 hours from an NYC departure, you can be at your Near Escape with airport arrival pick up included with your booking.

Top guest favorite

A scenic view of the harbour features gently rolling hills adorned with green foliage. Soft sunlight reflects off the water's surface, creating a warm glow. The sky is filled with clouds tinted in shades of orange and pink, adding a serene backdrop to the landscape.

Apartment in St.George's

4.97 out of 5 average rating, 139 reviews

Charming Apartment with Spectacular Views

Our 2 bedroom apartment enjoys spectacular views over the harbour in the historic town of St. Georges. Public transportation (Bus and Ferry), good shopping, restaurants, the waterfront, museums, churches, segway tours, beautiful beaches (Tobacco Bay, Cooper's Island, Fort St. Catherine’s Beach), pubs, and cafes are all located within walking distance of the property.