Spyglass Hill Villa Anguilla

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Spyglass Hill Villa Anguilla Exquisite, Rejuvenating, Idyllic, Charming - Spyglass Hill Villa awaits you! Both suites also provide air conditioning, ceiling fans and discreet in-room safes.

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 identical 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 whirlpool bath hot tub. The main floor of this vacation villa hosts a guest bedroom that opens onto a private patio adjacent to the pool deck, as well as an en-suite bath. The two twin beds can be joined to make a king if preferred. Air conditioning along with a ceiling fan ensures our guest's complete comfort. The private bathroom features a shower with an extra wide showerhead for the perfect shower. A state-of-the-art fully equipped kitchen, cozy living and dining areas, powder room, laundry and garage, and generously covered and open patios complete the main floor. The Entertainment Bedroom Suite features a king-sized bed, mini fridge, separate bathroom and an entertainment area with a top of the line maple billiards table and electronic darts game. Annexed to the entertainment studio is a fitness room with an elliptical machine and treadmill that are enclosed by sliding glass panels so our guests can enjoy full views and breezes while working out. Outdoor living options abound at Spyglass Hill Villa. The open-air courtyard offers a warm welcome to the villa and brings the refreshing outdoors inside. Travertine brick pavers and the hand-carved Anguilla stone walls add to the elegant but cozy ambience. An infinity-edge pool gives the illusion of cascading water into the Caribbean Sea while the large pool deck provides several options for lounging by the pool, entertaining or dining under the stars.

Break from the warmth of your sunny pool day and wait for the sunset in our oversized porch swing. There’s room for more...
02/12/2024

Break from the warmth of your sunny pool day and wait for the sunset in our oversized porch swing. There’s room for more than one! Reserve Spyglass Hill Villa as a one, two, three, or four bedroom private villa rental and unwind here with your favorite people this winter.

Anguilla’s winter blues are warm and sparkling. This magnificent sandy isle named Sandy Island can be seen from Spyglass...
25/11/2024

Anguilla’s winter blues are warm and sparkling. This magnificent sandy isle named Sandy Island can be seen from Spyglass Hill Villa and is a quick commute and boat ride over for a fresh lunch and day of relaxing, beach combing or snorkeling. Make plans to stay with us and indulge in pool days at our private villa or emerge and dive into the clear and pristine water at or any of the island’s beaches.

Take a virtual tour or book your stay, https://spyglasshillanguilla.com 🔭

Stretch out in warmth and absorb the rewarding views from the Spyglass Hill Villa pool deck. Even though the high-season...
24/11/2024

Stretch out in warmth and absorb the rewarding views from the Spyglass Hill Villa pool deck. Even though the high-season yachts are beginning to dot the bay below, our reduced summer rates are still in place until December 14th! Rent one or up to all four bedrooms. Kick off your cold weather season sun-kissed and with a relaxed state of mind. See more about Spyglass through the website. 🔭

Set aside quality time for family and friends in paradise this winter. Warming up under the Caribbean sun is marvelous o...
19/11/2024

Set aside quality time for family and friends in paradise this winter. Warming up under the Caribbean sun is marvelous on our spacious pool deck with phenomenal views of St. Martin and Anguilla’s picturesque Road Bay. Spyglass’ genuine hospitality and charming villa ambience leaves guests with lasting memories of a heart-warming vacation.

Visit the website to take a virtual tour or book your stay here. 🔭

Step out into tropical warmth, swaying palms, and mesmerizing panoramic island views from any one of Spyglass Hill Villa...
17/11/2024

Step out into tropical warmth, swaying palms, and mesmerizing panoramic island views from any one of Spyglass Hill Villa’s master bedroom suites. By design there are a variety of special spaces within our private villa that evoke a gratified state of mind for a solo traveler or up to eight people. We offer the flexibility to rent one, two, three or all four bedrooms and have exclusivity of the entire vacation home.

Take time out to soak in our pool this winter and enjoy all of the rewards of a stay at Spyglass. 🔭 Visit the website to take a tour or make your reservation.

“Glorious views and great for entertaining! We arrived just in time to catch a magnificent sunset and enjoy a beautiful ...
11/11/2024

“Glorious views and great for entertaining! We arrived just in time to catch a magnificent sunset and enjoy a beautiful breezy evening on the patio with friends. The villa is set up with every comfort for a carefree vacation; fully stocked kitchen, airy bedrooms and plenty of comfortable spaces to sit and take in the views. Our kids especially appreciated the WiFi(!), the great sound system and the infinity pool. The staff took wonderful care of us from the initial booking throughout our stay and made sure that we had everything we needed. Spyglass Hill Villa, Anguilla is the perfect spot to get away from it all, and we’re already planning to return!” - Eugene

Reserve Spyglass as a one bedroom or rent up to all four bedrooms and have exclusive use of the entire vacation home. Blue skies, turquoise water, captivating views, and the hospitality of our beautifully designed villa are here to enhance your winter escape.

In six more days, Spyglass is available for your private, soothing, relaxing, tropical escape! Reserve one, two, three, ...
06/11/2024

In six more days, Spyglass is available for your private, soothing, relaxing, tropical escape! Reserve one, two, three, or four bedrooms at discounted summer rates and our charming villa overlooking the bay and sunset is all yours. 🔭

Book flights to AXA or SXM and boat over for a comforting stay complete with starter groceries on arrival, pool time, heliotherapy, magificent views, easy deep breathing, and disconnecting to your desired extent. Time to start packing!

Arrive with friends or family to Spyglass Hill Villa for a Thanksgiving in paradise and where holiday clean-up can be mo...
03/11/2024

Arrive with friends or family to Spyglass Hill Villa for a Thanksgiving in paradise and where holiday clean-up can be more inspiring that the norm! Pleasant upgrades like our copper sink overlooking the pool deck and sparkling bay and a variety of indoor and outdoor seating make staying in the place to be for an easy and entertaining time for all to enjoy.

Be the party to book Spyglass Hill Villa this year! See our website to reserve one or up to four bedrooms. 🔭

📷 from a visit by Anguilla Beaches

Orchestrate a rewarding start to your new year and ring it in at Spyglass Hill Villa in Anguilla! Say goodbye and hello ...
31/10/2024

Orchestrate a rewarding start to your new year and ring it in at Spyglass Hill Villa in Anguilla! Say goodbye and hello in a state of rejuvenation with private pool days under the Caribbean sun, the warmth of our hospitality, and island beach time.

Watch fireworks from this private villa perch to close out 2024. 🔭 There’s only one Spyglass and it’s exclusive, visit our website to reserve while there’s still availability!

festiveseason

Escape! This November might be the most ideal month yet to arrive to our comforting style of island escapism. Yacht-watc...
30/10/2024

Escape! This November might be the most ideal month yet to arrive to our comforting style of island escapism. Yacht-watch from the infinity pool, walk out the front door and enjoy a nearby rewarding hike, easily explore the island’s world-renowned beaches and retreat into the healing nature of our villa and location.

Spyglass Hill Villa may be rented exclusively as a one, two, three or four bedroom vacation villa. Take advantage of our summer rates and secure our remaining November availability beginning November 12th. 🔭



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Doze off gazing at the mountains of St. Martin. It’s not your everyday, but a majestic part of your Spyglass Hill Villa ...
24/10/2024

Doze off gazing at the mountains of St. Martin. It’s not your everyday, but a majestic part of your Spyglass Hill Villa stay where our views reach far - across the turquoise bay below and over to the neighboring island. It’s a peaceful vista to take in from the privacy of our charming vacation villa.

Reserve the entire villa as a one bedroom, two, three or four. See our website for details or to book. 🔭

If you wander out from Spyglass for an adventure day, there are many fantastic options in Anguilla to put on your agenda...
21/10/2024

If you wander out from Spyglass for an adventure day, there are many fantastic options in Anguilla to put on your agenda or to roam and discover. Relaxing with a cold drink on one our postcard beaches is a good start. You may or may not have the beach to yourself depending on the day of the week and time of year.

Spyglass Hill Villa can be booked at discounted summer rates through December 14th and is an exclusive rental with flexible rates depending on how many bedrooms you need. We hope to see you in Anguilla soon! 🔭 https://spyglasshillanguilla.com

Pictured: The unique, delicious and powerful rum punch at Uncle Ernie’s in Shoal Bay East. Note: if you’re looking for more people or action, try Shoal Bay East on the weekend.

A vacation stay at Spyglass Hill Villa is the perfect cold weather remedy. Fresh air opportunities abound at our private...
13/10/2024

A vacation stay at Spyglass Hill Villa is the perfect cold weather remedy. Fresh air opportunities abound at our private villa from this tucked away terrace on the ocean trade wind side, to the indoor roofless atrium, multiple private outdoor showers, and our large partially covered pool deck on the sea side. Make reservations through our website for one, two, three or four bedrooms. 🔭

Sunset lovers, there are superb opportunities to take in the western horizon in Anguilla. Adventurers can hike the weste...
09/10/2024

Sunset lovers, there are superb opportunities to take in the western horizon in Anguilla. Adventurers can hike the western tip of the island for unobstructed views, or take a left out of Spyglass Hill Villa for a brief hike down to the point for a soul-soothing reward, or opt for a relaxing sunset by catching it from our private pool deck - all magnificent options to close your island day.

Reserve Spyglass and don’t miss an Anguilla sunset.

There’s still time to visit Anguilla and have most of the beaches to yourself, even the hub beach of Sandy Ground that S...
03/10/2024

There’s still time to visit Anguilla and have most of the beaches to yourself, even the hub beach of Sandy Ground that Spyglass Villa overlooks!

Our quiet October is a very pleasurable time for those who adore low-key authentic island vibes, beautiful skies and calm seas. There are also plenty of wonderful restaurants open around the island to indulge in if you chose leave the Spyglass pool terrace. 🔭

Rent one or up to four bedrooms and be here soon! 💦 https://spyglasshillanguilla.com

Slow down and refresh on the Spyglass Hill Villa pool deck at any hour. This portion of our villa have some alluring ben...
30/09/2024

Slow down and refresh on the Spyglass Hill Villa pool deck at any hour. This portion of our villa have some alluring benefits... The outdoors privacy provides elevated serenity, time in the pool can aid in physical fitness and promote a good night’s sleep, and beyond appreciation for the beauty of it, pretty views can reduce stress and calm the mind, studies have shown. 

We think you’ll find our view especially mesmerizing too. 🔭 Visit our website to plan your time here. Our reduced summer rates are in place until mid-December!

Unwind inside and feel the West Indian charm of our elegant yet comfortable Spyglass living room while keeping the breat...
26/09/2024

Unwind inside and feel the West Indian charm of our elegant yet comfortable Spyglass living room while keeping the breathtaking views in sight. From the authentic bamboo floor to the pitched round log ceiling and perimeter of glass windows and doors that allow light in from the roofless indoor atrium (a benefit of tropical living), a relaxed state of mind accompanies this room. There are island or water views in every other direction and access to the covered area of our large private pool deck with breathtaking views of the bay and mountains of St. Martin. Get Caribbean cozy here this fall or winter! 🔭

There is a lot of fun to be had under the Spyglass Hill roof while commanding some of the island’s best views! Three mas...
24/09/2024

There is a lot of fun to be had under the Spyglass Hill roof while commanding some of the island’s best views! Three master bedroom suites overlook the aquamarine bay and the fourth entertainment suite on the lower level has a bay view through the workout room, plus a billiard table, dart board and bar area. Book one or up to all four bedrooms and your rate will adjust and still allow for exclusive use of the villa. 🔭

When it’s time to visit Anguilla, make Spyglass Hill Villa your comfortable home base for a win-win vacation experience.



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North Hill Ridge

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