Villas and Vaction Homes in Anguilla

2142 Villas and Vacation Homes in Anguilla

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Anguilla
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Best villa offers in Anguilla

Châlet Genesis - Anguilla
9.8 5 reviews
Anguilla
10/24 – 10/31
$584/nighttotal: $4088 (7 )

Châlet Genesis

3 2
house, Meads Bay
Châlet Genesis is located in Meads Bay, 1.2 miles from Meads Bay Beach and 9.3 miles from Shoal Bay.
This family-friendly villa offers 3 bedrooms, 3 bathrooms, air conditioning, a fully equipped kitchen, complimentary WiFi, and a year-round outdoor pool with barbecue facilities, perfect for enjoying the garden and outdoor play equipment.
Odyssey - Kamique - Anguilla
10 1 review
Anguilla
11/11 – 11/16
$7442/nighttotal: $37210 (5 )

Odyssey - Kamique

4 6
house, Little Harbour
Located on Anguilla's South Shore, Odyssey - Kamique offers spectacular ocean views of St. Martin and direct access to a private, secluded beach cove with white sand, just steps from the sand and a short 2-mile drive to Sandy Ground's dining and nightlife.
This exclusive 4-bedroom villa, accommodating up to 8 guests, features a rectangular infinity swimming pool, a modern interior, alfresco dining with a gas barbeque, and is wheelchair accessible, providing an ideal beach house experience with included concierge and housekeeping services.
House Of E.v.a - Anguilla
10 12 reviews
Anguilla
10/24 – 10/31
$210/nighttotal: $1470 (7 )

House Of E.v.a

1 2
apartment, Little Harbour
Offering captivating views of St. Martin and surrounding islands, this one-bedroom apartment is perfectly situated in the serene village of Little Harbour, just a short distance to popular beaches and exceptional dining establishments.
This welcoming holiday home includes a fully equipped kitchen, air conditioning, and garden access, making it an ideal beach house for two guests seeking a peaceful escape with convenient amenities.
Luxury Villa - Anguilla
Anguilla
11/06 – 11/16
$4203/nighttotal: $42030 (10 )

Luxury Villa

1 2
house, George Hill
Located in George Hill, this villa is approximately 3.1 miles from Anguilla Airport, offering a secluded retreat.
This expansive holiday home boasts 6,570 square feet of living space, accommodating up to 39 guests with amenities including a private terrace, swimming pool, and complimentary Wi-Fi.
Sea Heaven - Anguilla
10 6 reviews
Anguilla
05/01 – 07/30
$800/nighttotal: $72000 (90 )

Sea Heaven

3 2
house, Seafeathers
Located in the tranquil Sea Feathers Bay district, this villa offers stunning views of St. Maarten and St. Barth’s, with a secluded beach just a short walk away and Shoal Bay a 10-minute drive.
This welcoming holiday home features 3 bedrooms, 3 bathrooms, and accommodates up to 6 guests, boasting air conditioning, a fridge, internet, and a garden for a comfortable and effortless stay.
Beach Front Villa With Swimming Pool - Anguilla
9.4 17 reviews
Anguilla
05/01 – 07/30
$355/nighttotal: $31950 (90 )

Beach Front Villa With Swimming Pool

3 2
apartment, Seafeathers
Directly on the Seafeathers beachfront, this welcoming villa offers an infinity pool just steps from the back porch, located only 1.5 miles from the nearest grocery store.
This family-friendly, single-story beach house accommodates up to 8 guests with a newly remodeled kitchen, air conditioning, a fitness center, and extensive entertainment options including a ping pong table and poker table.
Triton-kamique - Anguilla
Anguilla
11/11 – 11/16
$10148/nighttotal: $50740 (5 )

Triton-kamique

6 6
house, Little Harbor
Triton - Kamique, a luxury villa in Little Harbor, is situated steps from the beach, offering stunning views of Anguilla’s south shore and St. Martin’s mountain range, and is a short drive to other beachfront areas, the island's nightlife district, and golf.
This exclusive beach house provides accommodation for up to 12 guests with 6 bedrooms and 6 bathrooms, featuring a home gym, media room, Smart televisions, a bocce court, and a fully equipped kitchen ideal for formal or alfresco dining.
New Luxury Mediterranean Coastline Villa - Anguilla
10 2 reviews
Anguilla
05/02 – 05/09
$1958/nighttotal: $13706 (7 )

New Luxury Mediterranean Coastline Villa

5 7
house, Sandy Hill
Perfectly situated for beach access, this 5-bedroom, 5-bathroom villa offers direct ocean views and is a 5-minute walk to Sandy Hill's private beach, with a grocery store just a 2-minute drive away.
This expansive holiday home, accommodating up to 12 guests, features a master suite with a Jacuzzi, all en-suite bedrooms, a pool table room, and extensive outdoor amenities including a large pool, gazebo, and roof deck, ideal for gatherings and events.
Cottage By The Sea - Anguilla
9.4 53 reviews
Anguilla
07/10 – 07/15
$160/nighttotal: $800 (5 )

Cottage By The Sea

2 4
apartment, Anguilla
Enjoying panoramic Caribbean Sea, St Martin, and St Barts views from its eastern Anguilla location, this vacation rental is situated steps from Sea Feather Bay and a short 1.5-mile drive to Shoal Bay.
This welcoming 2-bedroom, 2-bathroom villa accommodates up to 4 guests and features a fully equipped kitchen, wraparound porch, and on-site laundry, making it an ideal beach house for your holiday home in Anguilla.
5br Modern Caribbean Luxury With Pool & Bay Views - Anguilla
9.8 17 reviews
Anguilla
11/11 – 11/16
$1400/nighttotal: $7000 (5 )

5br Modern Caribbean Luxury With Pool & Bay Views

5 6
house, Rendezvous Bay
Offering sweeping panoramic views of St. Martin and Rendezvous Bay, Songbird Villa is a luxurious 5-bedroom, 5-bathroom villa located in Rendezvous Bay, just a short walk to the beach and minutes from Anguilla's premier beaches, dining, and nightlife.
This exclusive holiday home accommodates up to 10 guests with a private infinity pool overlooking the salt pond nature reserve, a modern kitchen with an outdoor BBQ grill, daily housekeeping, and 24/7 concierge support for a seamless and luxurious stay.
Waterfront Villa W/ Private Dock - Anguilla
Anguilla
05/02 – 05/09
$2475/nighttotal: $17325 (7 )

Waterfront Villa W/ Private Dock

6 7
apartment, Little Harbour
Just 500 feet from Little Harbor beach, Angel Point is a 6-bedroom, 5-bathroom waterfront villa offering panoramic coastal views and direct access to a private wooden dock for kayaking and paddleboarding.
This completely renovated holiday home accommodates 10 guests and features a private swimming pool, fitness center, and a fully equipped kitchen, ensuring a luxurious stay with easy access to water activities.
Stunning Island Home - Crocus Hill, Anguilla - Anguilla
9.3 27 reviews
Anguilla
05/02 – 05/09
$190/nighttotal: $1330 (7 )

Stunning Island Home - Crocus Hill, Anguilla

3 1
apartment, The Valley
This welcoming villa in Sachasses, The Valley, is a five-minute walk from Crocus Bay and Da'Vidas's Bayside Restaurant, offering stunning views of The Valley and St. Maarten's mountain tops from its mountain setting.
Boasting 3 bedrooms and 2 bathrooms for up to 6 guests, this apartment features air conditioning, a kitchen with a fridge and microwave, a jacuzzi, a garden, and parking, making it an excellent holiday home close to natural beauty spots like Orient Bay Beach.

Villas and Vacation Homes with Pool in Anguilla

Among the 2142 villas in Anguilla here are the 8 best villas with pool

White Sands Sand- Spacious Clean Great Ocean Views - Anguilla
9.8 24 reviews
Anguilla
11/11 – 11/16
$287/nighttotal: $1435 (5 )

White Sands Sand- Spacious Clean Great Ocean Views

3 6
house, Blowing Point
Located in the quiet historic-tourism neighborhood of Cul De Sac, White Sands Anguilla is a 5-minute drive to Rendezvous Bay beach and 3 minutes from the Ferry Terminal.
This 2500 sq ft villa offers 3 bedrooms and 2 bathrooms for up to 6 guests, featuring a dipping pool, spa tub, and a rooftop deck for sunset enjoyment, making it an ideal holiday home.
Sleeps 11, Kids Lounge, 5,000 Sqft - Anguilla
10 13 reviews
Anguilla
05/02 – 05/09
$1661/nighttotal: $11627 (7 )

Sleeps 11, Kids Lounge, 5,000 Sqft

4 7
house, Village de Shoal Bay
Perched 225 feet above the sea rocks in Upper Shoal Bay East, Villa Okeanos offers breathtaking panoramic views and is a mere 2-3 minute drive to East End restaurants and beaches, placing this luxurious villa in a prime Anguilla location.
This exclusive 5,000 sq. ft. holiday home accommodates up to 11 guests across 4 bedrooms and 3 bathrooms, boasting a unique 800 sq. ft. Kids Lounge, a margarita machine, and an infinity pool terrace seamlessly extending from the great room for exceptional indoor-outdoor living.
Artistic 'Maison Hibernia', 10 Mins To Shoal Bay. - Anguilla
10 7 reviews
Anguilla
11/06 – 11/16
$434/nighttotal: $4340 (10 )

Artistic 'Maison Hibernia', 10 Mins To Shoal Bay.

2 2
house, island harbour
Located above Island Harbour, Anguilla, this unique 2-bedroom villa offers gentle sea views and is just a 10-minute drive to the world-famous Shoal Bay beach.
This 2,500-square-foot holiday home, formerly the Hibernia Restaurant & Art Gallery, features a 32-foot lap pool, a stone Zen garden, and two master suites with ensuite bathrooms, accommodating up to 4 guests.
Sandcastle Pointe Villa - Anguilla
Anguilla
11/11 – 11/16
$3314/nighttotal: $16570 (5 )

Sandcastle Pointe Villa

4 6
house, Village de Shoal Bay
Located in the picturesque Shoal Bay district of Anguilla, SandCastle Pointe Villa offers direct access to the stunning Shoal Bay beach, just steps from your door.
This luxurious 4-bedroom villa, accommodating up to 8 guests, features a chef's kitchen, a private infinity pool with breathtaking views, a dedicated home theater, and a fully equipped fitness center, making it an ideal beach house for your holiday home escape.
White Sands Anguilla Sand Unit - Anguilla
9.0 2 reviews
Anguilla
11/06 – 11/16
$261/nighttotal: $2610 (10 )

White Sands Anguilla Sand Unit

1 2
house, The Valley
Located 8 miles from Shoal Bay and 3.7 miles from Anguilla Airport, this exclusive villa offers a secluded escape in The Valley.
This welcoming holiday home boasts 1500 square feet of air-conditioned living space, accommodating up to 11 guests with a well-equipped kitchen, private parking, and an outdoor swimming pool.
Turtle Dove Villa - Anguilla
Anguilla
05/02 – 05/09
$972/nighttotal: $6804 (7 )

Turtle Dove Villa

4 7
house, North Hill
Located on North Hill, this luxurious villa offers panoramic views of Sandy Ground.
This family-friendly holiday home features 4 bedrooms, 5 bathrooms, air conditioning, a swimming pool, a garden, and parking for 8 guests, with housekeeping included.
Pelican Bay - Anguilla
Anguilla
11/11 – 11/16
$4394/nighttotal: $21970 (5 )

Pelican Bay

4 6
house, Blowing Point
Directly on the oceanfront in Blowing Point, Anguilla, this luxury villa offers panoramic views of the Caribbean Sea and St. Martin, just a barefoot saunter to Pelican Bay Beach and within 1 mile of Dolphin Discovery.
This 4-bedroom, 4-bathroom holiday home boasts a voluminous pool on an expansive terrace, a chef-grade kitchen, and a separate guesthouse with a game room, providing an exclusive beach house experience with ample space for outdoor dining and entertainment.
6 Br Villa With Concierge, Amenities, & Pool - Anguilla
9.0 4 reviews
Anguilla
05/02 – 05/09
$1390/nighttotal: $9730 (7 )

6 Br Villa With Concierge, Amenities, & Pool

6 7
house, Baie des Crocus
Overlooking Crocus Bay, this luxury villa is located in a secluded hillside community, offering panoramic ocean and sunset views and convenient access to top beaches and dining within a 5-15 minute drive.
This exclusive 6-bedroom, 6-bathroom holiday home accommodates up to 12 guests and features a private infinity pool, expansive indoor-outdoor living spaces, and direct access to Crocus Bay, ideal for snorkeling in crystal-clear waters.

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