Woodlands holiday villa letting with private pool, beach/lake nearby, internet access and balcony/terrace

16 reviews

From the owner

  • Villa
  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
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Key information

  • 100% refund within 24 hours after booking. See Policies & House Rules
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
  • Child friendly
  • Car advised
  • No pets allowed
  • Private garden

From the owner

Fabulous 2 bedroom villa with pool and fantastic sea views located on Montserrat the idyllic and untouched Caribbean Island. The villa is located on a half an acre lot of lush rainforest in the most exclusive Woodlands area of the island. The beach is just a short 7 minute walk down the hill, while the villa itself enjoys complete privacy and is not overlooked. Perfect for a romantic getaway or family holiday.

Both bedrooms have en suite bathrooms, while the kitchen has all the mod cons you could need to self cater. The large undercover veranda is the perfect place to enjoy sundowners or an evening meal, while looking out over the Caribbean Sea towards St Kitts & Nevis.

The villa comes with wifi as standard, and there is a 50inch flat screen TV with DVD and PS3 for games or movies in the evenings. There is a weekly maid service, and airport pick-up included in the weekly rental. While linens and towels are provided. Car hire can also be arranged.

We also have a cot available for those with small children. While the veranda can be closed off from the pool and steps with child gates. It is also feasible for 1-2 people to sleep in the big lounge, on a temporary mattress if required.

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Bed & bathroom

  • Bedroom 1: King Bed
  • Bedroom 2: 2 Single Beds
  • 2 En suites


  • Great for children of all ages
  • No pets allowed
  • Cot available


  • Parking
  • Not suitable for wheelchair users


  • Wi-Fi available
  • Private outdoor pool (unheated)
  • Private garden
  • BBQ
  • Balcony or terrace
  • Sea view
  • Internet access
  • Towels provided

Show all amenities Show fewer amenities

Interaction with guest

We’re based in the UK, but we’re always available via email or phone. Our managing agent Yvette is available locally.




Cancellation policy

Full refund

100% refund within 24 hours after booking (provided the stay is at least 60 days away).

Partial refund

50% refund of the amount paid (minus the booking fee*) if cancelled at least 4 weeks before check-in.

No refund

No refund if cancelled less than 4 weeks before check-in.

100% refund100% refund within 24 hours after booking (provided the stay is at least 60 days away).
Booking confirmed
50% refund50% refund of the amount paid (minus the booking fee*) if cancelled at least 4 weeks before check-in.
24 hours after booking
No refundNo refund if cancelled less than 4 weeks before check-in.
4 weeks before
Check-in date
* This fee helps us run our secure platform and enables us to provide 24/7 customer support

Things to know

Check in: 15:00 Check out: 11:00
If you have any questions about check-in or check-out times, please contact the owner/manager.


This rental can only be paid for online through Holiday Lettings using your credit/debit card or PayPal (never by bank or wire transfer).
Damage deposit: (£407.87) $500.00

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Yes, smoking allowed

House rules

Smoking allowed on the property so long as outside.
No glassware around the pool.
Otherwise enjoy the villa as if it were your own.

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About the owner

Tom D.
Calendar updated:
07 Apr 2022

Years listed:

Languages spoken: English, French
This Villa has 2 bedrooms, 2 bathrooms and sleeps 4. It has been listed on Holiday Lettings since 16 Jan 2014. Located in Montserrat, it has 16 reviews with an overall rating of 4.5. The average weekly rate varies from £1028 to £1355.
The property’s calendar was last updated on 07 Apr 2022.


Very Good
16 reviews
Very Good
Greater London, United Kingdom

Nice villa, but .....
Feb 2019

I fully recognise that any review can be considered largely a subjective viewpoint, so I have tried to lay out the facts in a straightforward way so that others can reach their own conclusion. I have… More 

Reviewed 28 Apr 2019

Owner's reply:
Really unfortunate review. I actually think the guests really liked the villa ("villa is lovely, amazing place" comments via email) and their dissatisfaction actually relates to the debacle of a broken pool pump. (NB: the lack of provision of Netflix and Blueray player is factually incorrect.... only the remote control was missing! While we immediately replaced the iPod doc with new Google chrome as soon as these feedback was received!) These guests were unfortunate that during their stay the pool pump gave up! Montserrat is a small island where everything is imported, and the 4 day turnaround to replace the pump (not a week) I thought was actually pretty quick. Meanwhile our professional pool maintenance guy (best on island who manages many pools) assured us that the pool was safe to use during this time. We offered dinner out to compensate for the inconvenience caused. Unfortunately the guests disagreed with the professional advice and stated the pool was un-useable, and demanded a refund of £xxx, or else they would write a poor review. I felt this demand was excessive and unfair, and seemed somewhat opportunistic. Unfortunately I refused to yield to their demands, although the guests did get an inflated offer of compensation (circa 50% of their demanded refund) cash equivalent (not dinner!) as an act of good will, unfortunately they have left this poor review anyway! Such a shame, as our previous very positive list of reviews have now been somewhat tarnished thanks to one guest. Very disappointed.
London, United Kingdom

The best view in. Montserrat
Aug 2018

Crows Nest offers good value for money. The location above Woodlands Beach is excellent , you can either walk down the hill in about 10 minutes or drive down and park in the small car park. The beach … More 

Reviewed 13 Sep 2018

Owner's reply:
Many thanks for the kind review... we hope to welcome you back some time soon. Many thanks Tom & Chrystal
A Holiday Lettings verified reviewer

Beautiful villa in a beautiful setting
Aug 2018

Once again had a wonderful stay. Much more comfortable this year with the fans. Already planning our return trip next year. As my partner is a Montserrat national, from the destroyed east of the is… More 

Reviewed 23 Aug 2018

Owner's reply:
Hey Sylvia, glad to hear you had a great time. Yep we’re gradually trying to improve the villa, so hopefully next year it will be even better. As previous guests you guys benefit from a 10% discount, and of course any bookings made via your recommendation mean another 10% discount. Thanks again Tom & Chrystal
Wolverhampton, United Kingdom

Jun 2018

My fiancé and I stayed for a week in May 2018. Montserrat is a lovely quiet tiny island with easy going community who are friendly and welcoming. The villa was very nice with everything you nee… More 

Reviewed 12 Jun 2018

Owner's reply:
Hi Naomi, Many thanks for the feedback. We’ve been in touch with the cleaner noting your feedback. We replaced all our linens last year, but for some strange reason our cleaner prefers the older ones. Similar to you, we don’t so we’ve insisted on only the new stuff being used, which is much better quality. The cleanliness is paramount and cobwebs should be cleared and all surfaces are expected to be pristine on arrival. Once again thanks for the feedback, this is how we improve so it is greatly valued. Really happy to hear you had a great time. We hope to hear from you next time you return. As always returning visitors benefit from a 10% discount. Kind Regards Tom & Chrystal
Peter R
New Durham, NH

You arrive as a tourist, but quickly realize everyone treats you like a friend.
Feb 2018

My family (wife and 18 & 19 year old) were looking for a place to just escape with a good view and a beach nearby. We had been going to the USVI for years (we booked this before the hurricane) bu… More 

Reviewed 8 Mar 2018

Owner's reply:
Peter, Realised I have come back direct but not on this review. So glad you all had such a great experience on Montserrat. It truly is a unique and magical place, and always nice to hear people who share the same view. Sounds like you had a cracking time. Please reach out should you wish to re-visit, we offer returning guests a 10% discount. Really appreciate the feedback, and I have passed on your kind words to Yvette. Thanks again Tom & Chrystal
Review 1-5 of 16


How do I find more info about the property?

You can get in touch with Tom (the owner) through the contact form on this page.

If you’ve already booked, go to Manage your holiday booking to send the owner a message.

What if I have questions before I book?

Send Tom (the owner) an email through the contact form on this page. Alternatively, if there’s a phone number on this page, you can call them.

How do I contact Tom (the owner)?

Send an email through the contact form on this page. Or if there’s a phone number on this page, you can call them.

If you’ve already booked, go to Manage your holiday booking to view Tom the owner's contact details or send them a message.

What's the difference between 'Book your stay' and 'Contact the owner/manager'?

Use the Book your stay form to pay provisionally online and send Tom (the owner) a booking request. You’ll find out within 24 hours whether they’ve accepted - no money will leave your account before then

Or send Tom (the owner) an enquiry through the Contact the owner/manager form if you’d like a quote or more info first.

What is a booking request?

When you pay online through the Book your stay form, a booking request is sent to Tom (the owner). You’ll find out within 24 hours whether they’ve accepted - no money will leave your account before then.

Only bookings paid for through our site are covered by our trusted Payment Protection.

How do I know my booking is safe?

To book this holiday home you need to pay through the Holiday Lettings website. Only bookings paid for through our site are covered by our trusted Payment Protection. This means that in the unlikely event that you’re prevented or denied access to your holiday home when you check in, we’ll offer a full refund for the stay.

Find out more about booking safely.

How do I know what it will cost for my stay?

Simply enter your holiday dates in the Book your stay form to calculate the cost of your stay.
Click Book now to see a full breakdown of the price.

You can also request a quote from Tom (the owner) through the contact form. The owner will email you the total cost for your dates and a link to book and pay online.

How do I know if my booking request has been accepted?

You’ll receive an email within 24 hours to let you know. Or you can check in Manage your holiday booking. No money will leave your account unless it’s accepted.

How do I pay for my holiday?

Use the Book your stay form to pay provisionally online. You can pay by credit/debit card or PayPal. Tom (the owner) will have 24 hours to accept the booking and no money will leave your account before then.

If you’ve been sent a quote, simply accept it and pay online through the email we sent you. You can also do this in Manage your holiday booking.

Only bookings paid for through our site are covered by our trusted Payment Protection.

Why can't I call Tom (the owner) before booking?

You can exchange contact details with the property owner/manager once your booking is confirmed and you’ve paid in full. Paying and communicating only through our platform allows us to ensure that your booking is covered by our Payment Protection policy.

If you have any questions before booking, you can send the property owner/manager a message via the contact form on their listing. Once you’ve booked, you can discuss the rental and make arrangements for your trip by logging into Manage my booking.

How do damage deposits work?

In most cases, you don’t pay a damage deposit up front. Instead, we save your payment details securely and you’re only charged in the event of damage to the property.

Occasionally, you will pay a damage deposit up front as part of the total rental cost. In this case, the owner has 10 days after you check out to report any damage. If they don’t, we’ll return your deposit. If their claim is successful, we’ll deduct the agreed cost and return the remainder.

How can I view and manage my booking?

Go to Manage your holiday booking to view all your booking details, pay the balance of your holiday or cancel it if you need to.

How do I pay the balance of my holiday?

You can pay the remaining balance of your holiday at any point. Simply go to Manage my holiday booking and click Pay now.

We’ll automatically charge the balance payment to the same payment method 10 days before it’s due. Go to Manage my holiday booking to see when the payment will be taken.

How can I retract my booking request?

You’ll need to contact Tom (the owner) to do this. Send them a message in Manage your holiday booking or through the contact form on this page.

How do I cancel my booking?

Go to Manage your holiday booking to cancel your booking. Here you can view your cancellation policy to see if you’ll be refunded.

How do I edit my booking?

You can request to change the dates or number of people on your booking via the Manage your holiday booking page. To change your holiday dates use the Edit booking button. If you need to change the number of guests staying then send Tom (the owner) a message.

If Tom (the owner) agrees, they’ll send you a revised quote outlining the changes. You can review and accept/decline this from the Manage your holiday booking page. You’ll have 48 hours to take action before the revised quote expires.

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16 reviews


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16 reviews


/ night