Meads Bay · Shoal Bay · Long Bay · Rendezvous Bay · Little Harbour
Anguilla Villas for Rent
The quiet island of long white beaches, calm water and a serious table.
Dates not fixed yet? Tell us your 2027 month
2027 dates are open
2027 in Anguilla: the weeks that book first
Luxury travelers are booking further ahead than a year ago: in October 2026 Travel Weekly reported that a leading luxury operator’s median lead time in the US market has lengthened by 20%, and at Virtuoso Travel Week in August, advisors reported future leisure sales one and two years out up 50%.
For Christmas, New Year and Easter the beachfront houses on Meads Bay and Long Bay, and the largest estates, are confirmed 9 to 12 months before arrival, so the 2027 calendar is being written now. Choose a week to see which villas are free, or tell us your month and how flexible you are.
Haute Retreats offers more than 60 luxury villas in Anguilla, from beachfront houses on Meads Bay and Long Bay to ÀNI, two private resorts for a single group above Little Bay and on Shoal Bay, and Villa Le Bleu, an eleven-bedroom estate on the calm water of Little Harbour. Every booking includes a 24/7 concierge. Tell us your dates and your group: an Anguilla specialist replies within 24 hours with three to five villas that fit, and their current rates.
Signature villas
Three signature Anguilla villas
A starting point, chosen to show the range: an estate on the calm water of Little Harbour, a private resort above Little Bay, and a beach house on Meads Bay.
Villa Le Bleu
Two houses on two and a half acres at the edge of Little Harbour, with lawns down to two private beaches, two pools, a floodlit tennis court and a cinema. Fully staffed, with a full-time chef, a butler and an estate manager, and water calm enough for the youngest swimmers.
ÀNI Anguilla
A private resort for one group on the cliffs above Little Bay: two villas side by side, each fronted by its own pool, with a gym, a spa treatment room and a tennis court. Fully staffed, with meals, free-flow drinks and up to six spa treatments a day included.
The Beach House
Directly on Meads Bay, with an infinity-edge pool, a tennis court, a children’s play area, and rowing boats and paddleboards at the water. Fully staffed, with private chefs, a property manager, daily housekeeping and a member of staff on hand around the clock.
Where to stay
Anguilla villas by area
Anguilla is a small island ringed by beaches, and each stretch of coast keeps a different kind of stay. This is how our specialists match a group to an area.
Meads Bay
A mile-long curve of soft sand and calm water, with restaurants and beach cafés along it that you can walk to from the villa.
- Kishti West5 bedrooms · sleeps 10
- Kishti East6 bedrooms · sleeps 12
- The Beach House8 bedrooms · sleeps 16
Shoal Bay and the north coast
Shoal Bay, one of the island’s most celebrated beaches, where ÀNI Shoal Bay takes a single group on the sand, and the cliffs above Little Bay, home to ÀNI Anguilla.
- ÀNI Shoal Bay15 bedrooms · sleeps 30
- ÀNI Anguilla10 bedrooms · sleeps 20
- Villa Alkera5 bedrooms · sleeps 10
Long Bay
A long beach where the villas open onto the sand, often so empty that it feels like a private cove.
- Villa Nevaeh9 bedrooms · sleeps 18
- Villa Santosha8 bedrooms · sleeps 16
Rendezvous Bay
A peaceful bay looking across the channel to St Martin, with a beach for long walks.
- Round Rock Estate6 bedrooms · sleeps 12
- Ocean Pearl6 bedrooms · sleeps 12
Little Harbour
A secluded corner of the quiet south shore, where the water inside the harbor is calm and St Martin and St Barts sit low on the horizon.
- Villa Le Bleu11 bedrooms · sleeps 20
- Limin Da Coconut6 bedrooms · sleeps 14
Barnes Bay
A beach of sea views and sunsets, where Cerulean stands on two acres directly on the sand, with a staff of eighteen.
- Cerulean9 bedrooms · sleeps 18
Which part of Anguilla is right for you?
The short answer, area by area. A specialist will refine it once we know your dates and your group.
| Area | The feel | Best for | Our villas there |
|---|---|---|---|
| Meads Bay | Calm water, restaurants on the sand | Dining, couples, families | Kishti West, Kishti East, The Beach House |
| Shoal Bay and the north coast | The famous beach, clifftop resorts | Large groups, celebrations | ÀNI Shoal Bay, ÀNI Anguilla, Villa Alkera |
| Long Bay | Quiet and spacious | Privacy, families traveling together | Villa Nevaeh, Villa Santosha |
| Rendezvous Bay | Peaceful, facing St Martin | Beach days, long walks | Round Rock Estate, Ocean Pearl |
| Little Harbour | Secluded, calm water | Young children, seclusion | Villa Le Bleu, Limin Da Coconut |
| Barnes Bay | Sea views and sunsets | A large group on one estate | Cerulean |
Find the right villa
Find the right Anguilla villa
The questions guests ask us most, with the page that answers each one.
- Staffed villasOur collection of houses where a chef and a house team come with the stay.
- Villas for large groupsOur largest houses, for families traveling together.
- Villas near the beachHouses a short walk or a short drive from the sand.
- St Martin villasAcross the channel, about ten minutes away by air.
- St Barts villa rentalsThe neighboring island, a short flight from St Martin.
- Caribbean villasTurks and Caicos, St Barts, Barbados and the rest of our Caribbean collection.
Speak to a specialist
Speak to an Anguilla villa specialist
Tell us who is coming, the dates and what the week is for, from a quiet week for two on Meads Bay to a celebration for thirty at a private resort. The specialist who plans the stay replies within 24 hours with a private shortlist, and stays with you until you fly home. Behind every stay is our concierge team, led by Monica.
- Toll-free, US and Canada+1 888 279 6444
- Miami+1 305 432 1731
- WhatsApp, 24/7+1 305 432 1731
- Email[email protected]
The Haute Retreats difference
What a stay with Haute Retreats includes
Anguilla has many villas to rent. What we add is the planning before you arrive and the people on the island while you are there.
The Haute Standard
A 21-day pre-arrival protocol on every booking: preferences and dietary needs captured, the house team briefed, provisioning set, transfers timed to your flights, and a written run-of-stay before you leave home.
Every inclusion in writing
Staff and inclusions differ from house to house, and we set them out before you pay. At Kishti West, for example, a private chef cooks three meals a day and a butler and housekeepers are included; at Round Rock Estate, housekeeping comes seven days a week.
A welcome in person
Every guest is greeted in person on arrival with a welcome amenity chosen for the house, and a member of the local team is on hand throughout the stay.
A concierge for the whole island
Boat days, tables at the island’s restaurants, private chefs, drivers and the crossing from St Martin, arranged by your 24/7 concierge.
Destination guide
Anguilla villa rentals: the complete guide
A villa suits Anguilla, a small, quiet island whose pleasures are its beaches and its tables. From a house on the sand you can swim before breakfast, spend the afternoon on another beach and be at dinner a short drive away, or let the chef cook at home.
Where the best villas are
Meads Bay is the beach for walking to dinner: a mile of calm water with restaurants and cafés along the sand. Shoal Bay is one of the island’s most celebrated beaches, and above Little Bay on the north coast stands ÀNI Anguilla. Long Bay is quieter, with villas that open straight onto an often empty beach. Rendezvous Bay looks across the channel to St Martin. Little Harbour, on the south shore, is one of the most secluded corners of the island, with calm water inside the harbor, and Barnes Bay is the beach of sunsets.
Villas for families and large groups
ÀNI Shoal Bay takes up to 30 guests in fifteen suites, with a kids’ club and a children’s pool; ÀNI Anguilla and Villa Le Bleu sleep 20; Villa Nevaeh and Cerulean sleep 18 in nine bedrooms. Villa Nevaeh can also be taken with five to eight bedrooms, and has a tennis and basketball court. For young children, the calm water of Little Harbour and Meads Bay is the easiest swimming.
Getting to Anguilla
American Airlines flies nonstop to Anguilla from Miami, and from mid-December 2026 BermudAir’s AnguillAir flies nonstop from Boston and Newark on Mondays and Fridays and from Baltimore-Washington on Mondays, with one-stop flights via Providenciales from St Pete–Clearwater and Toronto. Most of our guests fly into St Martin, which has nonstop flights from New York, Miami, Atlanta and Charlotte, and cross to Anguilla in about 25 minutes by private boat or about ten minutes by air. Your concierge arranges the connection, timed to your flight, and the villa is stocked before you arrive.
Anguilla for Christmas and New Year
In August 2026 the Virtuoso travel network ranked Anguilla first in the Caribbean and third in the world for festive travel, from December 15 to January 7, behind only the United States and Mexico. Anguilla is one of our six signature Caribbean destinations for winter 2026–27, with Turks and Caicos, St Barts, Barbados, the Dominican Republic and St Martin. Over Christmas and New Year most villas ask for seven nights, and the largest houses are confirmed nine to twelve months ahead: our guide to where to stay in Anguilla for the festive season compares the four addresses.
Staff, chefs and minimum stays
Many of our Anguilla villas come with staff. Villa Le Bleu has a full-time chef with an assistant, a butler, an estate manager and housekeeping seven days a week; Cerulean has a staff of eighteen, three of them chefs; at Villa Nevaeh a private chef, a butler and full breakfast are included; and at the two ÀNI resorts meals and drinks are part of the stay. Minimum stays are set by each villa: Villa Le Bleu asks for four nights for most of the year, six from Thanksgiving week to mid-December and seven over Christmas and New Year, and The Beach House asks for four, and seven over Christmas and New Year. We confirm the minimum for your dates in writing.
When to go
The best time to visit Anguilla
The island is warm all year. Each season suits a different trip.
High season
The most consistent sunshine, low humidity and calm seas, for sailing, snorkeling and long beach days. Moonsplash, the island’s reggae festival, usually falls in March.
The shoulder
Almost ideal weather and a quieter island, before the summer.
The quiet season
A greener, quieter island, with the Summer Festival’s boat races and parades in late July and early August. The Atlantic hurricane season runs from June 1 to November 30.
Before the season
Settled weather before the winter season, Thanksgiving week included.
Book 9 to 12 months ahead for Christmas, New Year and Easter, and 6 to 9 months ahead for other weeks.
Questions
Anguilla villa rentals: your questions answered
What is the best area to stay in Anguilla?
It depends on the trip. Meads Bay is best for walking to restaurants along the sand; Shoal Bay for one of the island's most celebrated beaches; Long Bay for quiet and space; Rendezvous Bay for views to St Martin; Little Harbour for calm water and seclusion; and Barnes Bay for sunsets.
How far in advance should we book a villa in Anguilla?
Nine to twelve months ahead for Christmas, New Year and Easter, and six to nine months ahead for other weeks. The holiday weeks and the largest houses go first. Our 2027 calendar is open: tell us your month and how flexible your dates are, and we confirm which villas are free within 24 hours.
Are there Anguilla villas for large groups?
Yes. ÀNI Shoal Bay takes up to 30 guests in fifteen suites, Villa Le Bleu and ÀNI Anguilla sleep 20, and Villa Nevaeh and Cerulean sleep 18 in nine bedrooms.
Do Anguilla villas come with a private chef and staff?
Many do, and the staff are set out for each villa before you book. Villa Le Bleu, Cerulean and Kishti West include a private chef and a butler, and at ÀNI Anguilla and ÀNI Shoal Bay meals and drinks are part of the stay; at other houses, such as Round Rock Estate, daily housekeeping is the base and our concierge arranges the rest.
Is there a minimum stay for Anguilla villas?
Often, and it is set villa by villa. Villa Le Bleu, for example, asks for four nights for most of the year, six from Thanksgiving week to mid-December and seven over Christmas and New Year, and The Beach House asks for four, and seven over Christmas and New Year. We confirm the minimum for your dates in writing.
Which part of Anguilla is best for families?
Little Harbour, where the water at Villa Le Bleu is calm enough for the youngest swimmers, and Meads Bay, for its calm water and restaurants within walking distance. ÀNI Shoal Bay has its own kids' club and a children's pool.
How do we get to Anguilla from the United States?
American Airlines flies nonstop from Miami, and from mid-December 2026 AnguillAir flies nonstop to Anguilla from Boston and Newark on Mondays and Fridays and from Baltimore-Washington on Mondays. Most guests fly into St Martin, which has nonstop flights from New York, Miami, Atlanta and Charlotte, and cross in about 25 minutes by private boat. Your concierge arranges the connection, timed to your flight.
How much does it cost to rent a luxury villa in Anguilla?
It depends on the villa, the week, the staff included and the size of the group: Christmas and New Year are the highest. We quote current rates for your dates, with the staff and services included set out in writing.
The journal
Plan your trip: our Anguilla guides
Plan your Anguilla villa stay
Tell us your dates and your group: an Anguilla specialist replies within 24 hours with three to five villas that fit, and their current rates.
Toll-free, US and Canada +1 888 279 6444 · Miami +1 305 432 1731
Collection updated October 2026