Holiday rentals in Mount Pleasant

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Top-rated holiday rentals in Mount Pleasant

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

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Guest favourite

Home in Southampton

4.96 out of 5 average rating, 155 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.

9–16 Jan

$275 SGD per night

Guest favourite

Flat in Pembroke

4.93 out of 5 average rating, 113 reviews

Chequers Garden- Paradise at the edge of Hamilton

Come & stay where tree frogs sing you to sleep & the birds serenade you awake. A 15min walk to the heart of Hamilton; situated in a private garden & pool setting. A ground floor, south facing, open plan unit; separate foyer & sitting area- converts to 3rd person sleep area. The kitchen: full fridge, microwave, toaster oven & kettle. If you have children, we can add a single bed or pack'n'play, high chair, some toys, books & accessories. We look forward to welcoming you to our little paradise.

30 Nov – 7 Dec

$200 SGD per night

Guest favourite

Home in Hamilton

4.89 out of 5 average rating, 252 reviews

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.

24–31 Jan

$224 SGD per night

Guest favourite

Guest house in Warwick Parish

4.95 out of 5 average rating, 129 reviews

Sea Glass Cottage with Twizy/Yoyo charging station

Sea Glass Cottage is your own private, exclusive pool house on a 10 acre estate. Open plan living, dining, with a long bar, exposed beams, soaring ceilings and a separated bedroom with a queen sized bed all in a 1400 sf space with concrete floors, ceiling fans, brand new AC, W/D, TV, + dedicated internet. A fully stocked kitchen with a full sized refrigerator, tiled floors & bathroom with a new shower which sits below the lookout tower. The ONLY shared element is the pool itself.

4–11 Mar

$318 SGD per night

Guest favourite

Flat in Devonshire

4.95 out of 5 average rating, 175 reviews

Spirit House Bermuda

We are a small spiritual community center in the middle of the island of Bermuda. Our cosy bedroom (which consists of a queen bed and two bunk beds, plus desk and love seat) will be solely yours unless you bring friends or family with you. It offers a comfortable retreat where you can choose to spend time on your own or join in and become part of the community if there is an event going on. You are also welcome to attend classes upstairs for a fee directly to the teachers.

5–12 Sep

$149 SGD per night

Guest favourite

Place to stay in St. David's Island

4.99 out of 5 average rating, 166 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. 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. Please note that since Covid, breakfast is no longer available.

20–27 Sep

$163 SGD per night

Guest favourite

Cottage in paget

4.91 out of 5 average rating, 271 reviews

Beach cottage: 3 min. walk to Elbow beach

It is literally a 3 minute walk to the Elbow Beach! Perfect for the honeymooner and traveller wanting privacy but centrally located in Paget, with all the local amenities to hand, the stand alone cottage has a fully kitted out kitchen BBQ ac wifi outdoor dining and electric car charger included. Have a look at this video at the Pharrel Williams video Happy on YouTube for a taste of Bermuda; Washer dryer available for guests of more than 7 days

23–30 Mar

$354 SGD per night

Guest favourite

Home in Bermuda

4.99 out of 5 average rating, 233 reviews

Contemporary Oceanfront Apartment with shared pool

A contemporary oceanfront apartment located at the end of a quiet lane on the south shore between Whale Bay and Church Bay. Ideal for those looking to relax, with great ocean views from every room We also have a 3 Bed Contemporary Oceanfront Villa with private horizon pool approximately a mile down the road perfect for larger groups and family gatherings! Can be booked together for groups up to 8! https://www.airbnb.com/rooms/23767162

14–21 Mar

$772 SGD per night

Guest favourite

Flat in Pembroke Parish

4.99 out of 5 average rating, 197 reviews

Paradise Awaits on the water’s edge, walk to town!

Welcome to your piece of Paradise, where you can wine and dine under the stars in your private garden with 180 degree unobstructed water views. Snorkel on your private reef directly in front of your apartment. Hamilton is just a 15 - 20 minute stroll away, or a 5 minute bus or cab ride. A convenience store is only a 2 minute walk. You have a full bathroom, fully equipped kitchen, and a king size bed.

2–9 Jan

$266 SGD per night

Guest favourite

Flat in Paget

4.93 out of 5 average rating, 101 reviews

Happy Talk

Close to all major beaches, Horseshoe Beach, Elbow Beach, John Smith’s Bay. In walking distance to the beautiful Natural Pools and beach at Ariel Sands Steps away from the Botanical Gardens and minutes from the City of Hamilton and great restaurants. This well suited charming large studio suite, is located in a quite neighborhood, surrounded by coconut palm tress, beautiful flowers and much more.

27 Mar – 3 Apr

$234 SGD per night

Guest favourite

Flat in Warwick Parish

4.95 out of 5 average rating, 116 reviews

Happy House Apartment

The Studio apartment has a kitchenette (microwave, mini fridge, toaster, coffee maker and kettle). A comfy king size bed and ensuite bathroom; a walk in shower with a pebble floor and a luxurious heated marble floor, all tucked away in the back garden of this lovely cottage. You will have your own entrance and you have the entire back garden to yourselves.

17–24 Dec

$193 SGD per night

Guest favourite

Home in Flatt's Village

4.95 out of 5 average rating, 286 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!

8–15 Jan

$247 SGD per night