Vacation rentals · Anguilla

Anguilla vacation rentals you can book direct

141 homes from independent hosts and managers · every one bookable on the host's own site

As of November 2026, CielStay lists 141 homes for rent in Anguilla, run by independent hosts and property managers. All of them can be booked on the host's or manager's own website, across 3 booking sites. Some are also listed on Vrbo; each listing shows every place it can be booked.

They include 141 houses. The most common size is five or more bedrooms (90 homes). 90 homes sleep 10 or more.

Anguilla rentals at a glance

Counted from what hosts list. Check the listing before you book.

By size
Studio or 1 bedroom0
2 bedrooms4
3 bedrooms16
4 bedrooms30
5 or more bedrooms90
Sleeps 10 or more90
Homes that list
Air conditioning141
Pool137
Hot tub32
Pets allowed13
Fireplace1

Homes in Anguilla for 6 or more

8 of the 137. Search them with your dates →

Nevaeh Villa 8BR

Nevaeh Villa 8BR

NEVAEH VILLA 8BR, Long Bay, Anguilla An exclusive, Balinese-inspired 9-bedroom estate located on Anguilla's beautiful Long Bay with a half mile of pristine beach and panoramic ocean vistas. Nevaeh is 'heaven' spelled backwards and this luxurious, modern retreat definitely lives up to its name.

📍 Long Bay Village, Anguilla
👥 16🛏️ 8🚿 8
$11,145 / night
excl. host's fees
Tigh na Mara

Tigh na Mara

Tigh-na-Mara Villa (House by the Sea), centrally located on sunny Anguilla, exudes old world West Indies charm inside and out. If you love sophisticated, retro island style you will adore this immaculate and beautiful property.

📍 George Hill, Anguilla
👥 8🛏️ 4🚿 4
$1,195 / night
excl. host's fees
Nevaeh Villa 6BR

Nevaeh Villa 6BR

NEVAEH VILLA 6BR, Long Bay, Anguilla An exclusive, Balinese-inspired 9-bedroom estate located on Anguilla's beautiful Long Bay with a half mile of pristine beach and panoramic ocean vistas. Nevaeh is 'heaven' spelled backwards and this luxurious, modern retreat definitely lives up to its name.

📍 Long Bay Village, Anguilla
👥 12🛏️ 6🚿 6
$10,060 / night
excl. host's fees
Kishti Blackgarden

Kishti Blackgarden

KISHTI BLACKGARDEN, North Side, Anguilla The word KISHTI in Urdu, a language derived from the Arabic and Hindi languages, means a boat, an ark, or a canoe. It is quite frequently used in poetry and verse, set to Indian music to reflect life, love, God, and possibly other things left to the writer’s imagination.

📍 North Side, Anguilla
👥 10🛏️ 5🚿 5
$3,850 / night
excl. host's fees
Zenaida 3BR

Zenaida 3BR

Zenaida Estate is nestled on three acres of lush tropical gardens where a 17th century Dutch fort once stood. Luxuriate in the white powdery sands of our deserted beach.

📍 East End Village, Anguilla
👥 6🛏️ 3🚿 3
$1,410 / night
excl. host's fees
Little Bay Villas 6BR

Little Bay Villas 6BR

LITTLE BAY VILLAS 6BR, Anguilla Perched high on a clifftop overlooking the crystal-clear waters of the Atlantic Ocean, Little Bay Villas Anguilla is a private, fully inclusive luxury resort located on the serene northern coastline of Anguilla.

📍 The Valley, Anguilla
👥 12🛏️ 6🚿 6.5
$21,700 / night
Blue Diamond

Blue Diamond

BLUE DIAMOND, Shoal Bay, Anguilla Nestled among towering palms on Shoal Bay West's pristine beachfront, the exclusive Altamer Resort's 'Blue Diamond' stands as a premier luxury retreat.

📍 Long Bay Village, Anguilla
👥 11🛏️ 5🚿 7
$5,950 / night
excl. host's fees
Zenaida 5BR

Zenaida 5BR

Zenaida Estate is nestled on three acres of lush tropical gardens where a 17th century Dutch fort once stood. Luxuriate in the white powdery sands of our deserted beach.

📍 East End Village, Anguilla
👥 10🛏️ 5🚿 5
$1,780 / night
excl. host's fees

Homes in Anguilla with a pool

8 of the 137. Search them with your dates →

Nevaeh Villa 8BR

Nevaeh Villa 8BR

NEVAEH VILLA 8BR, Long Bay, Anguilla An exclusive, Balinese-inspired 9-bedroom estate located on Anguilla's beautiful Long Bay with a half mile of pristine beach and panoramic ocean vistas. Nevaeh is 'heaven' spelled backwards and this luxurious, modern retreat definitely lives up to its name.

📍 Long Bay Village, Anguilla
👥 16🛏️ 8🚿 8
$11,145 / night
excl. host's fees
Tigh na Mara

Tigh na Mara

Tigh-na-Mara Villa (House by the Sea), centrally located on sunny Anguilla, exudes old world West Indies charm inside and out. If you love sophisticated, retro island style you will adore this immaculate and beautiful property.

📍 George Hill, Anguilla
👥 8🛏️ 4🚿 4
$1,195 / night
excl. host's fees
Nevaeh Villa 6BR

Nevaeh Villa 6BR

NEVAEH VILLA 6BR, Long Bay, Anguilla An exclusive, Balinese-inspired 9-bedroom estate located on Anguilla's beautiful Long Bay with a half mile of pristine beach and panoramic ocean vistas. Nevaeh is 'heaven' spelled backwards and this luxurious, modern retreat definitely lives up to its name.

📍 Long Bay Village, Anguilla
👥 12🛏️ 6🚿 6
$10,060 / night
excl. host's fees
Kishti Blackgarden

Kishti Blackgarden

KISHTI BLACKGARDEN, North Side, Anguilla The word KISHTI in Urdu, a language derived from the Arabic and Hindi languages, means a boat, an ark, or a canoe. It is quite frequently used in poetry and verse, set to Indian music to reflect life, love, God, and possibly other things left to the writer’s imagination.

📍 North Side, Anguilla
👥 10🛏️ 5🚿 5
$3,850 / night
excl. host's fees
Zenaida 3BR

Zenaida 3BR

Zenaida Estate is nestled on three acres of lush tropical gardens where a 17th century Dutch fort once stood. Luxuriate in the white powdery sands of our deserted beach.

📍 East End Village, Anguilla
👥 6🛏️ 3🚿 3
$1,410 / night
excl. host's fees
Little Bay Villas 6BR

Little Bay Villas 6BR

LITTLE BAY VILLAS 6BR, Anguilla Perched high on a clifftop overlooking the crystal-clear waters of the Atlantic Ocean, Little Bay Villas Anguilla is a private, fully inclusive luxury resort located on the serene northern coastline of Anguilla.

📍 The Valley, Anguilla
👥 12🛏️ 6🚿 6.5
$21,700 / night
Blue Diamond

Blue Diamond

BLUE DIAMOND, Shoal Bay, Anguilla Nestled among towering palms on Shoal Bay West's pristine beachfront, the exclusive Altamer Resort's 'Blue Diamond' stands as a premier luxury retreat.

📍 Long Bay Village, Anguilla
👥 11🛏️ 5🚿 7
$5,950 / night
excl. host's fees
Zenaida 5BR

Zenaida 5BR

Zenaida Estate is nestled on three acres of lush tropical gardens where a 17th century Dutch fort once stood. Luxuriate in the white powdery sands of our deserted beach.

📍 East End Village, Anguilla
👥 10🛏️ 5🚿 5
$1,780 / night
excl. host's fees

Homes in Anguilla

Homes with the host's own booking site first. Prices can change and may not be exact; the asterisk shows what each one includes.

Nevaeh Villa 8BR

Nevaeh Villa 8BR

NEVAEH VILLA 8BR, Long Bay, Anguilla An exclusive, Balinese-inspired 9-bedroom estate located on Anguilla's beautiful Long Bay with a half mile of pristine beach and panoramic ocean vistas. Nevaeh is 'heaven' spelled backwards and this luxurious, modern retreat definitely lives up to its name.

📍 Long Bay Village, Anguilla
👥 16🛏️ 8🚿 8
$11,145 / night
excl. host's fees
Tigh na Mara

Tigh na Mara

Tigh-na-Mara Villa (House by the Sea), centrally located on sunny Anguilla, exudes old world West Indies charm inside and out. If you love sophisticated, retro island style you will adore this immaculate and beautiful property.

📍 George Hill, Anguilla
👥 8🛏️ 4🚿 4
$1,195 / night
excl. host's fees
Nevaeh Villa 6BR

Nevaeh Villa 6BR

NEVAEH VILLA 6BR, Long Bay, Anguilla An exclusive, Balinese-inspired 9-bedroom estate located on Anguilla's beautiful Long Bay with a half mile of pristine beach and panoramic ocean vistas. Nevaeh is 'heaven' spelled backwards and this luxurious, modern retreat definitely lives up to its name.

📍 Long Bay Village, Anguilla
👥 12🛏️ 6🚿 6
$10,060 / night
excl. host's fees
Kishti Blackgarden

Kishti Blackgarden

KISHTI BLACKGARDEN, North Side, Anguilla The word KISHTI in Urdu, a language derived from the Arabic and Hindi languages, means a boat, an ark, or a canoe. It is quite frequently used in poetry and verse, set to Indian music to reflect life, love, God, and possibly other things left to the writer’s imagination.

📍 North Side, Anguilla
👥 10🛏️ 5🚿 5
$3,850 / night
excl. host's fees
Zenaida 3BR

Zenaida 3BR

Zenaida Estate is nestled on three acres of lush tropical gardens where a 17th century Dutch fort once stood. Luxuriate in the white powdery sands of our deserted beach.

📍 East End Village, Anguilla
👥 6🛏️ 3🚿 3
$1,410 / night
excl. host's fees
Little Bay Villas 6BR

Little Bay Villas 6BR

LITTLE BAY VILLAS 6BR, Anguilla Perched high on a clifftop overlooking the crystal-clear waters of the Atlantic Ocean, Little Bay Villas Anguilla is a private, fully inclusive luxury resort located on the serene northern coastline of Anguilla.

📍 The Valley, Anguilla
👥 12🛏️ 6🚿 6.5
$21,700 / night
Blue Diamond

Blue Diamond

BLUE DIAMOND, Shoal Bay, Anguilla Nestled among towering palms on Shoal Bay West's pristine beachfront, the exclusive Altamer Resort's 'Blue Diamond' stands as a premier luxury retreat.

📍 Long Bay Village, Anguilla
👥 11🛏️ 5🚿 7
$5,950 / night
excl. host's fees
Zenaida 5BR

Zenaida 5BR

Zenaida Estate is nestled on three acres of lush tropical gardens where a 17th century Dutch fort once stood. Luxuriate in the white powdery sands of our deserted beach.

📍 East End Village, Anguilla
👥 10🛏️ 5🚿 5
$1,780 / night
excl. host's fees
Kishti on Meads – Ultra-Luxury Beachfront Estate with Two Villas on Meads Bay

Kishti on Meads – Ultra-Luxury Beachfront Estate with Two Villas on Meads Bay

11 Bedrooms | Absolute Beachfront | Two Private Villas | Infinity Pools & Hot Tubs | Full Staff | Meads Bay, Anguilla Set directly on the powder-white sands of Meads Bay, Kishti on Meads is one of Anguilla’s most prestigious beachfront estates.

📍 West End Village, Anguilla
👥 18🛏️ 11🚿 11
$10,500 / night
excl. host's fees
Santosha Estate

Santosha Estate

Entirely private and set just a few steps from Long Bay Beach, the luxury villa is a sprawling property that provides both privacy and opportunities for group gatherings. Wraparound balconies and terraces front the large heated pool at the main house, all with views over Long Bay Beach and the Caribbean.

📍 Long Bay, Anguilla
👥 16🛏️ 8🚿 8
$1,000 / night
excl. host's fees
Villa Azul

Villa Azul

With over 11,000 square feet of thoughtfully designed living space, this beautiful Moroccan-inspired villa features five comfortable bedroom suites and is just steps away from the quiet, white sands of Limestone Bay.

📍 Cedar Village, Anguilla
👥 10🛏️ 5🚿 5
$1,780 / night
excl. host's fees
A delicate and luxurious private resort

A delicate and luxurious private resort

Situated directly on Anguilla's Long Bay — a heavenly half-mile stretch of pristine shimmering beach — Nevaeh Villa offers the pinnacle of refined comfort and privacy for guests who choose Anguilla for the ultimate Caribbean escape.

📍 Long Bay Village, Anguilla
👥 18🛏️ 9🚿 13
$11,150 / night
excl. host's fees
Zenaida Beach and Tennis Estate

Zenaida Beach and Tennis Estate

Zenaida Estate is a luxurious Anguilla villa rental retreat perched on a pristine, untouched beach on the south coast of Anguilla in Sandy Hill Bay. With breathtaking views of the azure sea and the islands of St. Martin and St. Barths, it offers one of the most stunning panoramas in Anguilla.

📍 Sandy Hill Bay, Anguilla
👥 14🛏️ 7🚿 8
$1,800 / night
excl. host's fees
Nevaeh Villa 7BR

Nevaeh Villa 7BR

NEVAEH VILLA 7BR, Long Bay, Anguilla An exclusive, Balinese-inspired 9-bedroom estate located on Anguilla's beautiful Long Bay with a half mile of pristine beach and panoramic ocean vistas. Nevaeh is 'heaven' spelled backwards and this luxurious, modern retreat definitely lives up to its name.

📍 Long Bay Village, Anguilla
👥 14🛏️ 7🚿 7
$10,532 / night
excl. host's fees
Kishti (East)

Kishti (East)

KISHTI (EAST), Meads Bay, Anguilla Kishti on Meads Bay Comes to Anguilla’s Fashionable West End Gorgeous, mile-long Meads Bay is now the venue of choice for island foodies with its array of beachy and upscale restaurants, bars, anchored at each end of the beach by 5-star resorts – all within easy strolling distance of…

📍 Meads Bay, Anguilla
👥 12🛏️ 6🚿 6
$7,630 / night
excl. host's fees
Nevaeh Villa 9BR

Nevaeh Villa 9BR

NEVAEH VILLA 9BR, Long Bay, Anguilla An exclusive, Balinese-inspired 9-bedroom estate located on Anguilla's beautiful Long Bay with a half mile of pristine beach and panoramic ocean vistas. Nevaeh is 'heaven' spelled backwards and this luxurious, modern retreat definitely lives up to its name.

📍 The Valley, Anguilla
👥 18🛏️ 9🚿 8
$11,705 / night
excl. host's fees
Paradise Villa

Paradise Villa

PARADISE VILLA, Blowing Point, Anguilla PARADISE VILLA is an exquisite SEVEN bedroom, gated 7,000 square foot seaside property that sits on a 3.5-acre landscaped estate.

📍 Blowing Point Village, Anguilla
👥 14🛏️ 7🚿 7
$3,267 / night
excl. host's fees
Villa AZUL – Moroccan Elegance Meets Caribbean Tranquility at Limestone Bay, Anguilla

Villa AZUL – Moroccan Elegance Meets Caribbean Tranquility at Limestone Bay, Anguilla

5 Bedrooms | Oceanfront | Bi-Level Infinity Pool | Outdoor Bar & Grill | Gym | Moroccan Design Villa AZUL is an exquisite 11,000 sq ft Moroccan-inspired oceanfront estate located directly on the secluded shores of Limestone Bay, Anguilla.

📍 Cedar Village, Anguilla
👥 10🛏️ 5🚿 5
$1,500 / night
excl. host's fees
Bird of Paradise | Asian-Inspired Luxury Above Sandy Hill Bay

Bird of Paradise | Asian-Inspired Luxury Above Sandy Hill Bay

Escape to Bird of Paradise Villa, an elegant four-bedroom sanctuary on the stunning Sandy Hill Bay Beach in Anguilla. This award-winning Asian tropical design villa offers breathtaking ocean views, a lagoon-style heated pool, and direct beach access via a private path.

📍 The Valley, Anguilla
👥 8🛏️ 4🚿 4
$2,075 / night
excl. host's fees
Sheriva - Mystique

Sheriva - Mystique

SHERIVA - MYSTIQUE, West End, Anguilla Reputed to be the island’s largest villa at 21,000 square feet, Villa Mystique sits above the Cove Lagoon and is home to 4 Grand Villa Suites, 1 rooftop loft suite with a private sun terrace, 9 bathrooms, 3 pools, and a large state-of-the-art gym.

📍 West End, Anguilla
👥 12🛏️ 5🚿 8.5
$4,800 / night
excl. host's fees
Beaches Edge – Contemporary Beachfront Estate in Lockrum, Anguilla

Beaches Edge – Contemporary Beachfront Estate in Lockrum, Anguilla

Beaches Edge Villa, a private oceanfront estate designed to embrace the beautiful island surroundings. With expansive windows and stunning views of the Caribbean and mountains of St. Martin, guests experience the best indoor/outdoor living.

📍 Blowing Point Village, Anguilla
👥 10🛏️ 5🚿 5
$2,100 / night
excl. host's fees
The Beach House Villa

The Beach House Villa

The Beach House, a luxurious Anguilla villa rental located on one of the world's most stunning beaches, offers an unparalleled Caribbean escape. This exquisite retreat is a favorite among top executives, celebrities, and discerning travelers who seek a blend of sophistication and tranquility.

📍 Meads Bay, Anguilla
👥 16🛏️ 8🚿 10
$14,520 / night
excl. host's fees
Villa Kandara

Villa Kandara

VILLA KANDARA, West End, Anguilla Spanning over 10,000 square feet, Kandara is an eight-bedroom luxury villa rental situated in the picturesque Long Bay area of Anguilla.

📍 Long Bay Village, Anguilla
👥 16🛏️ 8🚿 8
$5,970 / night
excl. host's fees
Modena Estate

Modena Estate

MODENA ESTATE, West End, Anguilla Italian charm with a modern twist boasts this incredible villa that looks out upon the lagoon and then the Caribbean Sea. An interconnected open design with over 25,000 total square feet which flows seamlessly into the interior spaces.

📍 West End, Anguilla
👥 10🛏️ 5🚿 5
$3,333 / night
excl. host's fees

All 141 homes in Anguilla

Questions about renting in Anguilla

How many vacation rentals are there in Anguilla?

CielStay lists 141 homes in Anguilla, counted from the homes live today. By type: 141 houses.

Can I book a vacation rental in Anguilla directly with the host?

Yes. Every home here can be booked on the host's or manager's own website. Each listing links to it, along with any other place the home is listed.

How do I book a Anguilla vacation rental directly with the owner?

Open a home and choose Book direct: it takes you to the host's or manager's own booking site, where you see their price and terms. You can also message the host first. CielStay doesn't take the booking or the payment. Booking direct often costs less, because no platform fee or commission is added; compare the final totals before you pay.

Where can I rent a house in Anguilla for 6 people?

137 homes here sleep 6 or more; 137 are houses, the rest condos or resort suites. Add your dates and group size in the search to see which are free.

Are there vacation rentals in Anguilla with a pool?

137 homes list a pool, and 32 homes a hot tub. Some pools are shared, in a resort or community, so check the listing if you want a private one.

Are there pet-friendly rentals in Anguilla?

13 homes list pets as allowed. Pet fees and limits vary by host, so check the house rules on the listing.

Are there rentals in Anguilla for large groups?

90 homes sleep 10 or more, and 90 homes have five or more bedrooms.

How are prices shown?

Each home shows one price with a note on what it includes; the asterisk explains how we work it out. Prices can change and may not be exact. If a host hasn't shared a fee with us, we can't include it. The host's site or booking channel has the final total; taxes are extra.