Entire home
exquisite, rejuvenating, charming, private, elegant, beautiful sunset, luxury
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Reviews
10 out of 10
Exceptional
4 bedrooms2 bathroomsSleeps 8
Popular amenities
Explore the area

The Valley
- Place, Crocus Bay1 min drive
- Place, Meads Bay10 min drive
- Place, Maho Beach52 min drive
- Airport, The Valley (AXA-Clayton J. Lloyd Intl.)8 min drive
Rooms & beds
4 bedrooms (sleeps 8)
Bedroom 2
1 King Bed
Bedroom 3
2 Twin Beds and 1 King Bed
Bedroom 4
1 King Bed
Master Bedroom 1
1 King Bed
2 bathrooms
Bathroom 1
Outdoor shower
Bathroom 2
Outdoor shower
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet · Shower only
Spaces
Deck or patio
Outdoor shower
Balcony
Garden
Dining area
About this property
exquisite, rejuvenating, charming, private, elegant, beautiful sunset, luxury
Spyglass Hill Villa exquisite, rejuvenating villa in Anguilla .
Welcome to Spyglass Hill Villa in Anguilla, British West Indies. This charming private villa offers an elegant and relaxed setting just for two or a group of friends and family. The four bedroom Anguilla villa is perched on the ridge at North Hill overlooking Road Bay harbor and offers stunning views of the Caribbean Sea, the surrounding islands, nightly tropical sunsets and the quaint village of Sandy Ground below.
Just five minutes from the airport, Spyglass Hill Villa offers all of today’s modern conveniences in a traditional West Indian setting. We invite you to rediscover your senses in Anguilla in the tranquility and seclusion of our intimate tropical setting and breathtaking vistas.
Spyglass Hill Villa captures the essence of Caribbean style and design with its relaxed and rejuvenating indoor-outdoor living spaces. This residence is inspired by a large indoor atrium and features the natural warmth of wood throughout, from our authentic bamboo floors to our round log roofs and our beach driftwood decor.
The villa features four spacious bedrooms, including two master suites with en-suite baths upstairs and two additional guest rooms - one on the main floor and the other on the lower level. The master suites capture magnificent views of the bay and offer gracious living, each with a king-sized pillow topped Sealy bed, private patio and natural stone bathroom that features an outdoor shower and a Jacuzzi hot tub. Both suites also provide air conditioning, ceiling fans and discreet in-room safes.
The Villa is always rented exclusively to one party at a time, so even if you choose the one bedroom option the entire villa and all its amenities and facilities are accessible to your party only.
3 King Bedrooms En-suite - (Two Master/ 1 on Lower Floor)
1 Guest Bedroom En-suite (Use as King or as Two Twin Beds)
Can host up to 8 persons. Children are welcome.
The Villa's nightly rate ranges from USD $650 - $1450, depending on group size and season.
Festive Rate: December 20th - January 5th -US$1800 plus 22% government taxes and service charge.
Winter Rate: December 15th – April 14th (Excluding Holiday Season Rate)
4 bedrooms $1,450 (can accommodate up to 8 persons maximum)
3 bedrooms $1,250 (can accommodate up to 6 persons maximum)
2 bedrooms $1,012 (can accommodate up to 4 persons maximum)
1 bedroom $850 (can accommodate up to 2 persons maximum)
(Special for one couple)
Summer Rate: April 15th – December 14th
4 bedrooms $1,250 (can accommodate up to 8 persons maximum)
3 bedrooms $1,050 (can accommodate up to 6 persons maximum)
2 bedrooms $850 (can accommodate up to 4 persons maximum)
1 bedroom $ 650 (can accommodate up to 2 persons maximum)
(Special for one couple)
Welcome to Spyglass Hill Villa in Anguilla, British West Indies. This charming private villa offers an elegant and relaxed setting just for two or a group of friends and family. The four bedroom Anguilla villa is perched on the ridge at North Hill overlooking Road Bay harbor and offers stunning views of the Caribbean Sea, the surrounding islands, nightly tropical sunsets and the quaint village of Sandy Ground below.
Just five minutes from the airport, Spyglass Hill Villa offers all of today’s modern conveniences in a traditional West Indian setting. We invite you to rediscover your senses in Anguilla in the tranquility and seclusion of our intimate tropical setting and breathtaking vistas.
Spyglass Hill Villa captures the essence of Caribbean style and design with its relaxed and rejuvenating indoor-outdoor living spaces. This residence is inspired by a large indoor atrium and features the natural warmth of wood throughout, from our authentic bamboo floors to our round log roofs and our beach driftwood decor.
The villa features four spacious bedrooms, including two master suites with en-suite baths upstairs and two additional guest rooms - one on the main floor and the other on the lower level. The master suites capture magnificent views of the bay and offer gracious living, each with a king-sized pillow topped Sealy bed, private patio and natural stone bathroom that features an outdoor shower and a Jacuzzi hot tub. Both suites also provide air conditioning, ceiling fans and discreet in-room safes.
The Villa is always rented exclusively to one party at a time, so even if you choose the one bedroom option the entire villa and all its amenities and facilities are accessible to your party only.
3 King Bedrooms En-suite - (Two Master/ 1 on Lower Floor)
1 Guest Bedroom En-suite (Use as King or as Two Twin Beds)
Can host up to 8 persons. Children are welcome.
The Villa's nightly rate ranges from USD $650 - $1450, depending on group size and season.
Festive Rate: December 20th - January 5th -US$1800 plus 22% government taxes and service charge.
Winter Rate: December 15th – April 14th (Excluding Holiday Season Rate)
4 bedrooms $1,450 (can accommodate up to 8 persons maximum)
3 bedrooms $1,250 (can accommodate up to 6 persons maximum)
2 bedrooms $1,012 (can accommodate up to 4 persons maximum)
1 bedroom $850 (can accommodate up to 2 persons maximum)
(Special for one couple)
Summer Rate: April 15th – December 14th
4 bedrooms $1,250 (can accommodate up to 8 persons maximum)
3 bedrooms $1,050 (can accommodate up to 6 persons maximum)
2 bedrooms $850 (can accommodate up to 4 persons maximum)
1 bedroom $ 650 (can accommodate up to 2 persons maximum)
(Special for one couple)
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Pool
Hot Tub
Washer
Dryer
Air conditioning
Gym
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House Rules
Check in after 4:00 PM
Check out before 11:00 AM
Children
Children allowed: ages 0-17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is no carbon monoxide detector on the property but there are gas appliances; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
We should mention
A car is recommended for transportation to and from this property
About the neighborhood
The Valley
Located by the sea, this villa is in Sandy Ground, a neighborhood in The Valley. The area's natural beauty can be seen at Meads Bay and Maho Beach. Discover the area's water adventures with scuba diving and snorkeling nearby, or enjoy the great outdoors with cycling and horse riding.

The Valley
What's nearby
- Crocus Bay - 1 min drive - 0.6 km
- Meads Bay - 10 min drive - 9.2 km
- Shoal Bay Beach - 16 min drive - 12.5 km
- Maho Beach - 52 min drive - 26.9 km
- Orient Bay Beach - 58 min drive - 29.9 km
Getting around
Restaurants
- Ken's BBQ - 8 min drive
- b.e.s.tea - 6 min drive
- Tasty's - 5 min drive
- Andy's - 8 min drive
- Johnno's - 8 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
9.4/10
Location
10/10
Listing accuracy
Reviews
Jan 11, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Dec 2025
10/10 Excellent
Michael P.
Jan 28, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful view and home
Michael P.
Stayed 5 nights in Jan 2023
10/10 Excellent
V L.
Nov 29, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Close to Everything
V L.
Stayed 10 nights in Nov 2022
10/10 Excellent
Jack R.
Apr 15, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great view of busy harbor
Jack R.
Stayed 9 nights in Apr 2023
10/10 Excellent
Kristen H.
Jan 11, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing vacation in a beautiful place
Kristen H.
Stayed 6 nights in Dec 2022
This review was submitted before 2018 and can't be verified.
10/10 Excellent
Mar 3, 2011
Spyglass Hill Villa
10/10 Excellent
Ken M., San Antonio, Texas
Jul 29, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Villa with VIEWS
Ken M.
Stayed 3 nights in Jul 2022
10/10 Excellent
Sephy P.
Apr 28, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful villa!
Sephy P.
Stayed 7 nights in Apr 2022
10/10 Excellent
Terry R.
Apr 9, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
The Spyglass experience...
Terry R.
Stayed 14 nights in Mar 2022
10/10 Excellent
william r.
Jul 22, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Spy Glass
william r.
Stayed 6 nights in Jul 2021
10/10 Excellent
Michelle L.
May 15, 2019
Unforgettable!
Michelle L.
Stayed 7 nights in May 2019
This review was submitted before 2018 and can't be verified.
10/10 Excellent
Terence M.
Mar 31, 2012
Beautiful villa and views, great support team.
Terence M.
This review was submitted before 2018 and can't be verified.
10/10 Excellent
Frank W.
Dec 24, 2010
The greatest view in the Caribbean
Frank W.
This review was submitted before 2018 and can't be verified.
10/10 Excellent
Lynn S.
Jun 20, 2010
Spyglass Hill Anguilla
Lynn S.
This review was submitted before 2018 and can't be verified.
10/10 Excellent
Loren P.
Jun 15, 2010
Perfection in Paradise!
Loren P.
10/10 Excellent
Skylar S.
Jan 4, 2026
Skylar S.
Stayed 3 nights in Dec 2025
About the host
Hosted by Janine Edwards
Languages:
English, Spanish
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