Anguilla Villas, Hotels, or Resorts?

Jump To Our Favorite Anguilla Villas

Anguilla is a special and unusual island, in so many ways. The dry and always warm weather, as well as its warm and genuinely friendly people, are the obvious and well-known.

It is famous for its luxurious Anguilla villas and its resorts. They are born out of the special cachet Anguilla has naturally developed over the past 30 years due to less well-known circumstances...

These "cachet factors" include the little bit of extra travel it takes to to reach Anguilla, its people's passion for freedom (including not paying taxes), the scarcity of land, and its special status and stability as a separate British dependency since 1980.

Still relatively unknown, celebrities and the business elite may go to St. Barths to be seen, but they come to Anguilla to disappear. Its popularity is growing as the likes of Brad Pitt and Jay-Z vacation on Anguilla's sandy shores (leaving the paparazzi and their bodyguards behind in St. Barths!).

For the most part, Anguilla still remains hidden, special. We had certainly never heard about it before reading the Blanchards' book A Trip To The Beach.

Anguilla Villas Unaffordable?

Anguilla villas

As a result of this unique blend of circumstances, you could be forgiven for thinking that Anguilla villa rentals and hotels are unaffordable. Some, of course, are... running as much as $100,000 per week during the Christmas season.

However, many Anguilla villas are owned by people who live off-island most of the time. They rent them the rest of the year. Anguilla villa rentals are true bargains, whether you seek a "$$" accommodation or a "$$$$$" castle-on-the-beach.

The best bargain of all, if you plan to live here, is buying and building your very own Anguilla villa. Real estate is still reasonably priced (after the bubble burst in 2009). And building your own home in the tropics is, for many people, a lifetime dream come true.

But if it's an Anguilla villa vacation that you are looking for (and I suspect it is), you've come to the right page...

Anguilla Villa Advantages

Square foot for square foot (or square meter if you prefer!), the rent is much less than the price of a one bedroom suite at a hotel. You have more privacy, too.

Luxury? Today's Anguilla villas can surpass 7-star luxury hotels.

Amenities like room service? How about your own in-house gourmet chef or spa? There are no limits at the modern high-end villas.

On the other hand, if you are budget-conscious, mid-range Anguilla villas for rent ($$ and $$$) provide very comfortable and spacious vacation homes. There may be not by any pampering, but grocery shopping can be fun and the price is right!

If you're looking for an economical Anguilla vacation, not only will you be saving on the price of an Anguilla accommodations at a $$ villa, you save on eating too! Just stock up the fridge and enjoy your own terrace-top BBQs! Here is how to eat well and inexpensively on this upscale Caribbean island. .

High-end luxury anguilla villa, or economical living, everything feels more flexible when staying in your own villa. We feel more "on our own" and enjoy that independence.

Anguilla villas

"So What's Your Favorite Anguilla Villa?"

That's usually the second question people ask me when we talk about Anguilla (after the beaches of course!).

Share Your
Favorite Anguilla Villa

Have you fallen in love with your villa? Share it with everyone!

We share our favorites on this page. But please see the box to the left...

Visitors to this site would love to hear your favorites, too!

We've stayed at many different Anguilla villas in the $$ to $$$$ price range, over the years. And so, without further ado....

Our Favorite Anguilla Villas For Rent

Villa Black Pearl: Luxury Anguilla Villas ($$$$)
Villa Black Pearl is our #1 Anguilla villa for so many reasons. From the location (Shoal Bay's sandy shores), to the villa's beauty and design, to the reasonable cost for such an impressive space... Villa Black Pearl is truly our dream villa.

Here are other favorites where we have had excellent experiences, each in a certain price range...

Tortue Villa: Villa Vacations on Shoal Bay ($$$)
Our second favorite Anguilla villa, our "happy disaster"... which ended up in one of our best stays ever at an Anguilla villa, perched spectacularly above Shoal Bay East, at a surprising do-able cost.

BeachCourt Villa ($$$$)
My sister and my Dad's high-class, luxury Anguilla villa getaway!

Anguilla Rental Villas: Rum Punch Villa ($$$$)
Sleek, luxurious and most modern, we like to call this Anguilla villa the James Bond villa.

Caribella Cottages: Caribbean Villas ($$)
After many vacations spent in Anguilla, we return to our "first" Anguilla beach, this time trying a different villa rental. Cheap and clean and right on the beach!

Some Anguilla villas have attracted our attention as "possible future villa stays" (before we finally settled down into our own home here)... Possible Future Anguilla Villa Stays

Old Favorites No Longer On The Market

We don't write about every Anguilla villa, of course. Not all of them deserve a mention. But here are three that, while no longer available, remain in our memories.

First Anguilla Villa Experience: Barnes Bay
Our very first of all of the villas in Anguilla that ever hosted us, of course has very fond memories. Click here to read about our first Anguilla villa experience.

Little Harbour Villa
Our second stay on Anguilla was in a spectacular, private villa, gazing out at the St. Martin scenery. We loved it there so much we stayed there twice, before the family moved back in!

C-Breeze Inn Villa...
We haven't stayed here yet! But it's an ideal villa for two travelers on a budget. Hopefully, one day, my sister and I will travel to Anguilla alone and stay in this cute Caribbean cottage!

What If The Villas Above Are All Booked?

Book early. If your week or two in the sun and surf is already booked, my best suggestion is to contact Jackie Pascher, our favorite Anguilla real estate agent.

Jackie knows all of the Anguilla villas, and seems to know every Anguilla villa owner on the island. We depend on her to find us our villa (although something tells me we'll be happy with the Tortue Villa for a long, long time!).

Here is an important lesson that we learned, the hard way, about why it's so important to have someone in Anguilla, like Jackie, who can take care of you, in the event of problems.

My dad originally asked several people about her -- she has a great reputation. And since first meeting her, we've come to know her very well. We like her, and more importantly, we trust her completely.

She will take care of all your needs and set you up with the most perfect Anguilla villa!

Contact Jackie

Remember, summer rates are much cheaper, and the August boat races are fantastic. So don't eliminate the idea of a summer vacation here.

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