Cudjoe Head holiday rentals

We found 35 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Cudjoe Head that are perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll have the amenities that you expect and more, which might include a pool and a washer and dryer. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Book a holiday rental for your Cudjoe Head getaway

Learn about the unique charm of Cudjoe Head with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Exploring the natural features in Cudjoe Head

Whether you're an adventurous traveller or just want to appreciate the scenery, Cudjoe Head is a great place to spend some time outside. These are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Montserrat Volcano Observatory (2.3 mi / 3.8 km)
  • Lime Kiln Beach (2.8 mi / 4.6 km)
  • Foxes Bay Beach (4.5 mi / 7.3 km)
  • Soufriere Hills Volcano (5.3 mi / 8.6 km)
  • Little Bay (1.3 mi / 2.2 km)
  • Woodlands Beach (1.8 mi / 2.9 km)

Travelling to and around Cudjoe Head

The nearest airport is in Plymouth (MNI-Gerald's Field), located 1 mi (1.7 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Cudjoe Head?
Villas are the most popular type of holiday home in Cudjoe Head, according to our data. Even if you’ve got a different idea about what you’d like, Stayz has properties in loads of sizes and shapes. Explore our options to find your ideal match.
How much does it cost to rent a holiday home in Cudjoe Head?
Length of stay, season and property type are some things that can influence the price of a holiday home. Simply add your dates of travel to find your ideal fit. From comfy cabins to expansive villas, all Stayz holiday homes provide unbeatable value.
How much does it cost to rent a beach house in Cudjoe Head?
When you travel and the size and style of the property will influence how much you’ll pay for your beachside escape. Type in your Cudjoe Head travel dates to view your available options on Stayz. Did someone just say “hot tub”? Use the filters to choose the amenities and features you want.
Are there pet-friendly holiday homes in Cudjoe Head?
Yes. There are. You’ll have a choice of two holiday homes that roll out the welcome mat in Cudjoe Head on Stayz. Our furry kids need a getaway too, so simply use our search function for pet-friendly holiday homes to book a place where Spot can get in on the family fun.
What are popular home amenities in Cudjoe Head?
The most popular home amenities people are looking for in Cudjoe Head include a beach view, a swimming pool and mountain views. Whether you’re on a trip with your besties, family or even pets, Stayz holiday homes include the best amenities for beginning new traditions with the people closest to you.
Are there holiday homes in Cudjoe Head that welcome kids?
Bring the entire group together for a fun-packed adventure in Cudjoe Head at one of our two family-friendly holiday homes. Lots of these stays come with conveniences that are suitable for trips with children, like kitchens, living rooms and pools. Just check the “Properties good for families” filter and pick your favourite option.
What are the top attractions for families in Cudjoe Head?
Keep the kids happy at these top family-friendly attractions in Cudjoe Head:

  • Woodlands Beach
  • Montserrat Volcano Observatory
  • Lime Kiln Beach

How old do you have to be to rent a holiday home in Cudjoe Head?
It’s a good idea to check with the Cudjoe Head holiday property you’re looking at on Stayz as the minimum age varies. However, generally it’s 16, 18 or 21.
How long can I rent a holiday home in Cudjoe Head for?
The length of time you can book a holiday home in Cudjoe Head depends on the property. Just enter your chosen dates to view a list of options offering extended stays. With many creature comforts such as air conditioning and kitchens, as well as some offering weekly or monthly discounts, you’re sure to find a perfect place to call your home away from home in Cudjoe Head.

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