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Top Cudjoe Head hotels

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

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

Woodlands Saint Peter Parish
An outdoor pool is featured at this villa, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
"Entering the home, you are instantly greeted with a view through the glass doors to the pool and the Caribbean Sea beyond. The family room is bright and spacious, leading either to the master bedroom and bath to the left, the two remaining bedrooms and bath to the right, or the indoor dining and ..."

Reviewed on Feb 13, 2026

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Opens in a new windowOceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated
Caribbean Villa with private pool & ocean view in the heart of Montserrat .

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

Woodlands Saint Peter Parish
This villa features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
"Adams Place was the best appointed VRBO of which I've had the pleasure of staying. The home is expansive with tropical gardens and has all the amenities of your own private home. Nothing is lacking. The owners and managers of the property are extremely attentive and accommodating. Our interactions ..."

Reviewed on Mar 1, 2026

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Opens in a new windowCaribbean Villa with private pool & ocean view in the heart of Montserrat .
Modern North Side Hideaway w/Aircon

Modern North Side Hideaway w/Aircon

Saint John's Saint Peter Parish
This vacation home features laundry facilities.
amazing
"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 ..."

Reviewed on Aug 20, 2024

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Opens in a new windowModern North Side Hideaway w/Aircon
RELAX-INN: 2bedroom apartment n JEEP RENTAL

RELAX-INN: 2bedroom apartment n JEEP RENTAL

St.John's n/a
$171 nightly
The price is $171 total per night from Aug 3 to Aug 4
$171 total
Aug 3 - Aug 4
Total with taxes and fees
This vacation home features laundry facilities.
Very good stay
"The appartment is perfect for a calm stay in Montserrat, and the owner makes it very easy. Beds are good, kitchen pretty well equiped, the terrasse is perfect and everything was very clean and in perfect state. We also rented the car, which was very useful. The location of the appartment is also ..."

Reviewed on Nov 28, 2024

Opens in a new windowRELAX-INN: 2bedroom apartment n JEEP RENTAL
Secluded 2 Bedroom Villa With Breathtaking Views Over the Caribbean Sea

Secluded 2 Bedroom Villa With Breathtaking Views Over the Caribbean Sea

Woodlands St Peter Parish
This villa features a garden, laundry facilities, and barbecue grills.
"Great location, close to beach, quiet and private. Nice covered veranda. Great view. Property manager, Yvette, was very helpful and available. Nice cleaning person with service included in rent."

Reviewed on Mar 2, 2026

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Opens in a new windowSecluded 2 Bedroom Villa With Breathtaking Views Over the Caribbean Sea
Luxury Spacious Villa with Aircon and Pool Table

Luxury Spacious Villa with Aircon and Pool Table

Salem Saint Peter Parish
This vacation home includes a garden and laundry facilities.
"We had a good stay and the host made it wonderful, nothing is ever perfect but we appreciate thier professionalism."

Reviewed on Jan 2, 2026

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Opens in a new windowLuxury Spacious Villa with Aircon and Pool Table
Chez Mango Villas

Chez Mango Villas

3.5 out of 5
Old Towne Old Towne
$153 nightly
The price is $169 total per night from Aug 3 to Aug 4
$169 total
Aug 3 - Aug 4
Total with taxes and fees
This villa features 2 outdoor pools, a beach bar, and a poolside bar. Enjoy the 24-hour gym and perks like free self parking and a free beach shuttle. There's ...
"⭐⭐⭐⭐⭐ This place exceeded every expectation I had. From the moment I arrived, I was captivated by the breathtaking views overlooking the Caribbean Sea. The scenery is absolutely stunning, and waking up to that beautiful blue water each day was unforgettable. The property is peaceful, beautifully ..."

Reviewed on Jul 26, 2026

Opens in a new windowChez Mango Villas
Secluded Villa with scenic views of the Atlantic ocean

Secluded Villa with scenic views of the Atlantic ocean

Plymouth Saint Peter Parish
This villa includes a garden and laundry facilities.
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Opens in a new windowSecluded Villa with scenic views of the Atlantic ocean
Cozy 1-bedroom Studio Apartment in Montserrat with WiFi, and AC

Cozy 1-bedroom Studio Apartment in Montserrat with WiFi, and AC

BRADES
This apartment features laundry facilities.
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Opens in a new windowCozy 1-bedroom Studio Apartment in Montserrat with WiFi, and AC
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See all available properties in Cudjoe Head
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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.

Frequently asked questions

What are the top kid-friendly hotels in Cudjoe Head?
Family trips are where treasured memories are made, but it's no secret that traveling with little ones can be stressful. These kid-friendly Cudjoe Head hotels come with perks that aim to keep travelers of all ages relaxed and happy: Secluded Villa with scenic views of the Atlantic ocean will help make your getaway the most memorable one yet. It comes with a host of nice touches, such as a nearby beach and beach sun loungers. Modern, clean, spacious home. Easy reach to main attraction is another top pick. After a big day of exploring Cudjoe Head, come home to your comfy room and amenities like a king bed and free WiFi.
Where can I find cheap hotels in Cudjoe Head?
At Travelocity you'll find really nice hotels in Cudjoe Head at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Cudjoe Head rather than in Cudjoe Head. We may find you even better rates, too.
How do I find the best Cudjoe Head hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Cudjoe Head then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Cudjoe Head?
The cheapest hotel in Cudjoe Head is $169. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Cudjoe Head?
There are 41 hotels in Cudjoe Head on Travelocity.
What are the best hotels in Cudjoe Head?
Cudjoe Head has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Cudjoe Head for you!
When is the best time to visit Cudjoe Head?
If you want the joy of a fun-filled trip in peak season, visit Cudjoe Head during February, March and April. If you'd prefer the peace of off-season, book a stay during quieter months, such as September, November and December.
When is the cheapest time to stay in Cudjoe Head?
Based on historic data is usually the cheapest month to visit Cudjoe Head. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Cudjoe Head?
There are multiple hotels in Cudjoe Head that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Cudjoe Head. We have plenty of kid-friendly hotels in Cudjoe Head to choose from on Travelocity!
Why book a hotel in Cudjoe Head through Travelocity?
Because we have the top hotels in Cudjoe Head! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Cudjoe Head on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Cudjoe Head hotel reviews by fellow wanderers

Chez Mango Villas

Chez Mango Villas

5 out of 5
Posted 6 days ago
Travelocity Verified Review
"⭐⭐⭐⭐⭐ This place exceeded every expectation I had. From the moment I arrived, I was captivated by the breathtaking views overlooking the Caribbean Sea. The scenery is absolutely stunning, and waking up to that beautiful blue water each day was unforgettable. The property is peaceful, beautifully maintained, and the perfect place to relax while taking in the natural beauty of the island. If you’re looking for spectacular ocean views and a place that truly feels like paradise, this is it. I would not hesitate to stay here again and highly recommend it to anyone visiting the Caribbean. An exceptional experience from start to finish!"
A verified traveler stayed at Chez Mango Villas
Chez Mango Villas