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Top Holiday Rentals in Cudjoe Head

Luxurious Penthouse with Breathtaking Views

8.6 out of 10, Excellent, (11)
"The stay was pleasant. The hosts were easy to contact and very responsive. "
Luxurious Penthouse with Breathtaking Views

Secluded Villa with scenic views of the Atlantic ocean

Secluded Villa with scenic views of the Atlantic ocean

Seaview Apartment - One bedroom Apartment

Seaview Apartment - One bedroom Apartment

Oceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated

10.0 out of 10, Exceptional, (11)
"We really enjoyed our stay in this house. Great outdoor areas and amazing pool. Listening to the waves crashing ashore while we slept."
Oceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated

Chez Mango Villas

3.5 star property
7.6 out of 10, Good, (23)
"A very wooded, island feel with the charm on an old world tropical villa. Perfect accomidations and a very helpfil staff. Lots of wildlife to view, and very comfortable. "
Chez Mango Villas

RELAX-INN: 2bedroom apartment n JEEP RENTAL

8.8 out of 10, Excellent, (5)
"The property is very nicely kept, very clean and comfortable in the quite location."
The price is £98
includes taxes & fees
30 Jun - 1 Jul
RELAX-INN: 2bedroom apartment n JEEP RENTAL

Cozy apartment in lovely Olveston with AC, WiFi. Close to Salem and Old town.

10.0 out of 10, Exceptional, (1)
"The overall experience was wonderful, the accommodation offered us everything that we wanted. The situation of the Ville was perferct for our needs, and within easy reach of the whole island.We would definitely want to stay there again."
The price is £266
includes taxes & fees
30 Jun - 1 Jul
Cozy apartment in lovely Olveston with AC, WiFi. Close to Salem and Old town.

Lucy's Sunny Villa apartments, spacious & modern, your ideal tropical retreat.

Lucy's Sunny Villa apartments, spacious & modern, your ideal tropical retreat.

Caribbean Villa with private pool & ocean view in the heart of Montserrat

10.0 out of 10, Exceptional, (2)
"Staying at adams place was the ultimate Monserrat experience! We enjoyed having the entire villa to ourselves, it was perfect for our romantic getaway but there was plenty of room to bring the whole family next time! The property manager, Kristina, was so kind and attentive to all of our questions and made sure we had everything we needed and having Toni as our private chef for the day was unbeatable! Her food is amazing! We watched the sunset from the saltwater pool every evening and the beach...
Caribbean Villa with private pool & ocean view in the heart of Montserrat

Oceanfront Luxury. Spectacular Sunsets and Mountain View. HHI Featured. Avalon.

9.6 out of 10, Exceptional, (10)
"The pool, the view, the stars st night, delightful"
Oceanfront Luxury. Spectacular Sunsets and Mountain View. HHI Featured. Avalon.

Sonido Del Mar, Island Retreat, 9 minute walk to the beach

8.0 out of 10, Very good, (2)
"We had a very relaxing vacation at Sonido Del Mar.Our hosts, David and Valerie, were very responsive to any questions we had. The property was immaculate and the view of the ocean is impressive. We enjoyed evening cocktails watching the sunset from the Estella. It was very beautiful. All the amenities of the house were appreciated especially the dishwasher and washing machine. The house is beautifully decorated and really gives you an island vibe. We highly recommend this property to anyone who...
Sonido Del Mar, Island Retreat, 9 minute walk to the beach

Tranquil island escape with stunning ocean view.

8.8 out of 10, Excellent, (8)
"Need upgrades such as screens and ac. Property manager was very rude the home was clean"
Tranquil island escape with stunning ocean view.

Caribbean Villa with Spectacular Views

10.0 out of 10, Exceptional, (1)
Caribbean Villa with Spectacular Views

Secluded 2 Bedroom Villa With Breathtaking Views Over the Caribbean Sea

8.4 out of 10, Very good, (16)
"The view from the villa is amazing and it changes throughout the day. The Villa was the perfect size for my wife and me. It is centrally located and close to everything. Enjoy!"
Secluded 2 Bedroom Villa With Breathtaking Views Over the Caribbean Sea

Breezy, Clean, Comfortable and Peaceful, with a breathtaking view

2.0 out of 10, (1)
Breezy, Clean, Comfortable and Peaceful, with a breathtaking view

Cozy Fully Equipped Apartment for Ultimate Comfort

The price is £120
includes taxes & fees
30 Jun - 1 Jul
Cozy Fully Equipped Apartment for Ultimate Comfort

Modern North Side Hideaway w/Aircon

10.0 out of 10, Exceptional, (2)
"The experience of staying in this place for 5 days was truly remarkable. From the moment we arrived, the host extended a warm and gracious welcome that immediately made us feel at home. Their hospitality and attentiveness surpassed all expectations, as they went above and beyond to ensure that our stay was comfortable and enjoyable. The friendliness of the people at this place is unparalleled. Each day, they looked out for us and made sure we had everything we needed. It's rare to encounter...
Modern North Side Hideaway w/Aircon

Chic Cottage!Tranquil getaways - 4mins drive from our volcanic black sand beach

Chic Cottage!Tranquil getaways - 4mins drive from our volcanic black sand beach

5 Minutes Walk to Beach - Ocean & Mountain View Villa with Private Pool

8.0 out of 10, Very good, (2)
"We loved our stay at Grandview. The property manager was quick to try to fix the issues we told him about. I think the VBRO listing needs new pictures and some modifications. There was not a DVD player, grill, dishwasher, children's dinnerware, or spices. The kitchen needs new cookware and more glasses. A baking pan would be nice too. It was just two of us so we were ok but if a family had booked this villa they would have needed much more."
5 Minutes Walk to Beach - Ocean & Mountain View Villa with Private Pool

Beautiful modern retreat with stunning views of mountain ranges & Seaview

Beautiful modern retreat with stunning views of mountain ranges & Seaview
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.
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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.