Holiday rentals in Pembroke

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Top-rated holiday rentals in Pembroke

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

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Top guest favourite

A vibrant blue vacation home is situated on the edge of a rocky coastline, surrounded by lush greenery. The property features multiple outdoor spaces, with loungers placed on a grassy area overlooking clear turquoise waters. Nearby, the colorful buildings of the neighborhood can be seen.

Flat

Lovely Majestic Waterfront 1 BR Vacation Home

This unique vacation home has a style of its own with panoramic views from one end of the Island to the other all within walking distance to Hamilton and sandy beaches. The grounds of this spacious upper-level vacation home boasts a private dock inside a natural cave to swim, fish and snorkel. This distinctive home has two cozy rooftop balconies and Bermuda cedar throughout. There are plenty of outdoor spaces to enjoy; a BBQ and lounge, whilst watching cruise ships and Bermuda longtails.

FamilyValueCondition

5.0 out of 5 average rating, 116 reviews

Guest favourite

A modern kitchen is displayed, featuring white cabinetry and stainless steel appliances. A gray countertop holds kitchen essentials, while a small dining area is visible at the end of the room with high stools. The space is bright, illuminated by recessed lighting and natural light.

Serviced apartment in Pembroke

Modern 2 Bedroom Centrally located Apt

This modern 2 bedroom apt is close to the City of Hamilton where you can experience fine dining, pubs and nightly entertainment. Admiralty House is within walking distance, where you can enjoy an amazing swimming experience, and if you fancy some pretty awesome Cliff jumping. A Convenience Store is located less than a 2 minute walk from the apartment for food items. Stunning beaches, amazing restaurants and local attractions are all within reasonable distance from this centrally located apt.

LocationFamilyEV charging

4.91 out of 5 average rating, 55 reviews

Top guest favourite

A dining area features a round table surrounded by four high-backed chairs. Natural light enters through the nearby window and the door, enhancing the bright ambiance. The tiled floor leads to an adjacent area with wooden flooring, suggesting a seamless integration of spaces.

Flat

Ocean view on North Shore

Your family will be close to everything when you stay at this centrally-located house. Near Bus stops, 5 minutes from Hamilton, variety stores near by, Spanish point beach within walking distance. Breathtaking ocean views. Sit outside in the front yard with a front row view to the crystal clear waters, amazing!You will see cruise ships pass as they approach the island, summer time the water activity is even more exciting with boats and jet skis whizzing by. The sunsets are my favorite!

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4.89 out of 5 average rating, 131 reviews

Top guest favourite

A bright bedroom features a wooden bed with a decorative quilt. Nightstands with lamps flank either side of the bed, providing soft illumination. A textured artwork is displayed above the headboard on the vibrant green wall, with warm wooden accents enhancing the space.

Home in Hamilton

Studio Apt w/ pool - quick walk to town

The perfect edge of town apartment for two. For those who prefer to walk, this is the perfect spot with restaurants and shops within close proximity. We are a very short walk to all the shops, restaurants and bars along Front Street in Hamilton. This unit is a self-contained apartment within our house. We have 3 apartment like this within our home. This means with a total of 3 studios, we have accommodation for up to 6 guests. Head to the back patio and enjoy the heated pool year round.

LocationValueAir conditioning

4.91 out of 5 average rating, 307 reviews

Top guest favourite

A panoramic view unfolds over Hamilton Harbour, revealing clear blue waters dotted with boats. Lush greenery frames the scene, while the distant hills are adorned with charming white buildings, showcasing the tranquil ambiance of the surrounding landscape.

Loft in Hamilton

Harbour views - just outside Hamilton

Great Views over Hamilton Harbour - a bright and funky newly decorated apartment. Walk into town in 5 mins and catch a bus or the ferry or go to one of the many Front Street bars and restaurants. King size loft bed and a pull out (twin) sofa bed. Newly renovated bathroom. Brand new kitchen with stove, sink, refrigerator, microwave and coffee maker. Loads of space outside to just chill out - Hot Tub, hammock - tables and chairs - or just watch Bermuda go by on the water.

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4.96 out of 5 average rating, 223 reviews

Top guest favourite

Cottage in Pembroke

Palmberry Oceanfront Cottage

Take it easy at this unique and tranquil getaway. Find yourself waking up to a view of the ocean and taking a morning swim from your private dock. The cottage offers cosy accommodation with indoor and outdoor seating areas right on the water. Palmberry is located in the beautiful neighbourhood of Fairylands. It is the ideal location for a fantastic stay in Bermuda and is in close proximity to the city of Hamilton. We look forward to welcoming you for a memorable stay.

ValueFamilyEV charging

5.0 out of 5 average rating, 113 reviews

Top guest favourite

A sleeping loft features a spacious bed adorned with decorative pillows. Angled wooden ceilings provide a unique architectural detail. Two nightstands sit on either side of the bed, and soft lighting from a pendant lamp enhances the cozy ambiance.

Tiny home in Pembroke

Little Loft-Central location-Beaches nearby

A tiny loft cottage just comfortable and cozy enough for one or two people. Includes an outside garden space under the pergola with Adirondack chairs and fire pit, lovely for relaxing. We are situated close to Admiralty House and Deep Bay where you can swim, explore caves and cliff jump. Approximately 7 minute drive to Hamilton. Bus #4 Airbnb guests only allowed on the property, no parties or outside guests. Safety concern with stairs for children below age of twelve.

FamilyLocationHospitality

5.0 out of 5 average rating, 115 reviews

Top guest favourite

Flat in Hamilton

One bedroom & private garden in City of Hamilton

Newly renovated one bedroom apartment, quiet location, in city center of Hamilton. Five minute walk to Hamilton’s Front Street with its vibrant bars and restaurants, Hamilton ferry terminal and the central bus station. Barr’s Park and The Royal Bermuda Yacht Club are a three minute walk to the end of the road. Well served with the local Robin Hood Pub, Hamilton Princess Hotel, supermarkets, pharmacies, taxi rank, bike rental and 24 hour service station close by.

FamilyLocationHospitality

5.0 out of 5 average rating, 14 reviews

Top guest favourite

A serene view of a bay dotted with boats is framed by greenery and a bright blue sky. The landscape reveals a mix of homes with white roofs, interspersed with lush hills, creating a peaceful coastal atmosphere.

Flat in Pembroke

Royal Views

Enjoy easy access to everything from this perfectly located studio. Offering, lovely over land and water views in a peaceful residential area. Bus stops are at entrance, Admiralty House beach is across the street, and Pontoon’s beach is a short 15 min walk. A 5 min drive will have you at Hamilton Princess Hotel and in the heart of the City of Hamilton in 7 mins. There’s a comfortable queen bed and guest are NOT permitted to smoke or vape! Come, relax & enjoy!

LocationFamilyAir conditioning

4.95 out of 5 average rating, 92 reviews

Guest favourite

Guest suite in Hamilton

Little Arches Studio close to town

The unit is within my house, is self-contained, and consists of a bedroom and en-suite bathroom. It has its own entrance via french doors onto the patio and garden. It has a fridge, microwave and Keurig coffee machine. It is air-conditioned, has WIFI and cable TV. Hamilton is only a five minute walk with shops and restaurants, bus station and ferry terminal. The central location makes it a convenient place from which to explore Bermuda.

ValueLocationHospitality

4.96 out of 5 average rating, 388 reviews

Guest favourite

A shared pool area is surrounded by lush greenery, featuring a clear blue water surface and a gradual entry step. Lounge chairs with blue cushions are arranged around the pool, complemented by a shaded umbrella over a small table. The tranquil setting is framed by flowering shrubs.

Flat in Pembroke

Chequers - ocean views at the edge of Hamilton.

Chequers Upper Ocean unit offers a comfortable room with glimpses of the North Shore and the combination of a garden and pool setting on the edge of Hamilton City. The pool is shared with 2 guest units and the owner, who lives in the main house. The entrance to Chequers Ocean is seperate, to the side of the main house. Come and stay where the tree frogs sing you to sleep and the birds serenade you awake.

ValueLocationCheckout

4.95 out of 5 average rating, 188 reviews

Top guest favourite

A pathway lined with lush greenery leads to a charming pink cottage. A mix of tropical trees and shrubs provides a natural setting, while a patio area featuring lounge chairs is visible in the background. The sky is clear, suggesting bright and sunny weather.

Cottage in Pembroke

Fairylands Cottage

Private stand alone cottage in a quiet residential neighborhood within walking distance to the city center, the beach and grocery stores. Only 0.8 miles to the city makes this spot great for seeing the rest of the island or getting into town for business. 1.1 miles to the nearest beach. Convenience meets comfort.

LocationFamilyGetting around

4.99 out of 5 average rating, 159 reviews