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Top Holiday Rentals in Cudjoe Head

Outdoor pool
Luxurious Penthouse with Breathtaking Views
9.4 out of 10, Exceptional, (8)
"Loved our stay. Host was instrumental in securing our tour guide and taxis for dinner out not to mention an 8 pm email to alert my husband of a hockey game on channel 304! Home is high on a hill with the most spectacular views towards Nevis and the pool was a great place to relax with a beer after a busy tour day. Do wake yourself up during the night and do some star gazing from the deck. Would not hesitate to book again if we are lucky enough to return to the “Emerald Island”."
The price is £138
includes taxes & fees
18 May - 19 May
Luxurious Penthouse with Breathtaking Views
Exterior
Secluded Villa with scenic views of the Atlantic ocean
Secluded Villa with scenic views of the Atlantic ocean
Property grounds
Seaview Apartment - One bedroom Apartment
Seaview Apartment - One bedroom Apartment
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Business Suite | Terrace/patio
Chez Mango Villas
3.5 star property
7.8 out of 10, Good, (16)
"Chez Mango Villas is a brilliant place to stay. They responded immediately to any queries and the accommodation was excellent. Many thanks!"
The price is £196
includes taxes & fees
18 May - 19 May
Chez Mango Villas
Outdoor pool
Villa in Montserrat (Caribbean) with breathtaking sea views
8.0 out of 10, Very good, (3)
"Need upgrades such as screens and ac. Property manager was very rude the home was clean"
Villa in Montserrat (Caribbean) with breathtaking sea views
Outdoor pool
Oceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated
10.0 out of 10, Exceptional, (5)
"Very understated property from the street. Off the beaten path, which is what we wanted. Somewhat difficult to find for North Americans unaccustomed to Caribbean driving, again which is what we wanted. Very quiet, except for the roosters awaking you at 6 am, which is what we wanted. A lot of work has gone into this villa. New appliances, new flooring, new windows. Very bright and airy, unless you want the A/C, which works great. The pool is as advertised and overlooks the Caribbean Sea. The...
Oceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated
Outdoor pool
Oceanfront Luxury. Spectacular Sunsets and Mountain View. HHI Featured. Avalon.
9.6 out of 10, Exceptional, (4)
"The villa was amazing! One of the best I've stayed in - the views were stunning! Perfect view of the sunset and a beautiful back drop of the ocean. Rest of the villa was very spacious and had everything we needed and more. The owner (Marie-Josee) was very attentive - she made sure we had a hot meal on arrival, a driver (Milton) who looked after us and made tbe trip memorable. Highly recommend and will 100% be coming back to when next in Montserrat"
Oceanfront Luxury. Spectacular Sunsets and Mountain View. HHI Featured. Avalon.
Outdoor dining
RELAX-INN: 2bedroom apartment n JEEP RENTAL
8.6 out of 10, Excellent, (4)
"We were met at the airport by Lyandra who also rented us a jeep for our stay. She took us around the area to show us a nearby grocery, gas station and several great places to dine in Little Bay, just a 5 minute drive away. There is a lovely covered outdoor patio, soothing breezes and in a quiet neighborhood . Everything you need is there or nearby and you have a very warm, knowledgeable and welcoming hostess."
The price is £106
includes taxes & fees
18 May - 19 May
RELAX-INN: 2bedroom apartment n JEEP RENTAL
Outdoor pool
Caribbean Villa with private pool & ocean view in the heart of Montserrat
10.0 out of 10, Exceptional, (2)
"Adam’s Place is the place to stay in Montserrat. We hated to leave. Ed and Rea were great to communicate with, Kristina and Sunny as property managers were exceptional. The house is superbly furnished, kitchen is amazing, and you cannot beat the sunsets as you lounge on the patio and pool. The grounds are so pretty also. Toni, the private chef, cooked us a fantastic breakfast and two awesome dinners. I wanted to take her home with me. Sunny gave us a tour of the volcano which was spectacular. We...
Caribbean Villa with private pool & ocean view in the heart of Montserrat
Property grounds
Sonido Del Mar, Island Retreat, 9 minute walk to the beach
Sonido Del Mar, Island Retreat, 9 minute walk to the beach
Outdoor dining
Secluded 2 Bedroom Villa With Breathtaking Views Over the Caribbean Sea
8.2 out of 10, Very good, (14)
"Lovely setting, nice pool and villa"
Secluded 2 Bedroom Villa With Breathtaking Views Over the Caribbean Sea
Outdoor pool
Caribbean Villa with Spectacular Views
Caribbean Villa with Spectacular Views
Property grounds
Breezy, Clean, Comfortable and Peaceful, with a breathtaking view
2.0 out of 10, (1)
Breezy, Clean, Comfortable and Peaceful, with a breathtaking view
1 bedroom, iron/ironing board, WiFi
Northern Comfort Home w/ Queen Bed, convenient location
Northern Comfort Home w/ Queen Bed, convenient location
Pool
Cozy Fully Equipped Apartment for Ultimate Comfort
The price is £114
includes taxes & fees
18 May - 19 May
Cozy Fully Equipped Apartment for Ultimate Comfort
Outdoor dining
Enjoy the lovely Carpe Diem villa in the unspoiled Caribbean isle of Montserrat
Enjoy the lovely Carpe Diem villa in the unspoiled Caribbean isle of Montserrat
Interior
Lucy's Sunny Villa apartments, spacious & modern, your ideal tropical retreat.
Lucy's Sunny Villa apartments, spacious & modern, your ideal tropical retreat.
In-room dining
Modern, clean, spacious home. Easy reach to main attraction
9.0 out of 10, Wonderful, (2)
"Really good place ! Lyandra is very kind and beautiful person"
Modern, clean, spacious home. Easy reach to main attraction
2 bedrooms, iron/ironing board, WiFi
2 bedroom property - Northern Comfort Home
2 bedroom property - Northern Comfort Home
Private kitchen
Convenient location easy reach to main
2.0 star property
Convenient location easy reach to main
Don't see what you're looking for?
See all available properties in Cudjoe Head
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Cudjoe Head Holiday Rental Travel Info

Number of holiday rentals
2
Popular accommodation
Cudjoe Head villas
Known landmarks
Montserrat Volcano Observatory, Woodlands Beach and Lime Kiln Beach
International airport
Plymouth (MNI-Gerald's Field)

Other types of properties in Cudjoe Head you may be interested in

Outdoor pool
Luxurious Penthouse with Breathtaking Views
9.4 out of 10, Exceptional, (8)
"Loved our stay. Host was instrumental in securing our tour guide and taxis for dinner out not to mention an 8 pm email to alert my husband of a hockey game on channel 304! Home is high on a hill with the most spectacular views towards Nevis and the pool was a great place to relax with a beer after a busy tour day. Do wake yourself up during the night and do some star gazing from the deck. Would not hesitate to book again if we are lucky enough to return to the “Emerald Island”."
The price is £138
includes taxes & fees
18 May - 19 May
Luxurious Penthouse with Breathtaking Views
Exterior
Secluded Villa with scenic views of the Atlantic ocean
Secluded Villa with scenic views of the Atlantic ocean
Property grounds
Seaview Apartment - One bedroom Apartment
Seaview Apartment - One bedroom Apartment
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Cudjoe Head holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cudjoe Head holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cudjoe Head holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cudjoe Head holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cudjoe Head. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cudjoe Head holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cudjoe Head holiday rentals we have selected for you start as low as £106 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cudjoe Head rentals

At Expedia, we put the best Cudjoe Head holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cudjoe Head rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cudjoe Head holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cudjoe Head. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Cudjoe Head?

Yes, there are holiday rentals close to the most popular sights in Cudjoe Head, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Cudjoe Head has to offer?

RELAX-INN: 2bedroom apartment n JEEP RENTAL: This holiday home rental outside of Cudjoe Head has laundry facilities and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

What can I see and do in Cudjoe Head?

While you're exploring the area, Woodlands Beach and Montserrat Volcano Observatory are a couple of picturesque spots to get outside and enjoy nature. Lime Kiln Beach and Foxes Bay Beach are a couple of places you'll find in the wider area.

What are holiday rentals like in Cudjoe Head?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cudjoe Head. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for family trips or small group gatherings.

Recent reviews of Cudjoe Head properties
Expedia verified reviews