
Anguilla
10/24 – 10/31
$584/nighttotal: $4088 (7 )
Châlet Genesis
3 2house, 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.
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.

Anguilla
11/11 – 11/16
$7442/nighttotal: $37210 (5 )
Odyssey - Kamique
4 6house, 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.
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.

Anguilla
10/24 – 10/31
$210/nighttotal: $1470 (7 )
House Of E.v.a
1 2apartment, 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.
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.

Anguilla
11/06 – 11/16
$4203/nighttotal: $42030 (10 )
Luxury Villa
1 2house, 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.
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.

Anguilla
05/01 – 07/30
$800/nighttotal: $72000 (90 )
Sea Heaven
3 2house, 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.
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.

Anguilla
05/01 – 07/30
$355/nighttotal: $31950 (90 )
Beach Front Villa With Swimming Pool
3 2apartment, 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.
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.

Anguilla
11/11 – 11/16
$10148/nighttotal: $50740 (5 )
Triton-kamique
6 6house, 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.
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.

Anguilla
05/02 – 05/09
$1958/nighttotal: $13706 (7 )
New Luxury Mediterranean Coastline Villa
5 7house, 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.
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.

Anguilla
07/10 – 07/15
$160/nighttotal: $800 (5 )
Cottage By The Sea
2 4apartment, 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.
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.

Anguilla
11/11 – 11/16
$1400/nighttotal: $7000 (5 )
5br Modern Caribbean Luxury With Pool & Bay Views
5 6house, 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.
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.

Anguilla
05/02 – 05/09
$2475/nighttotal: $17325 (7 )
Waterfront Villa W/ Private Dock
6 7apartment, 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.
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.

Anguilla
05/02 – 05/09
$190/nighttotal: $1330 (7 )
Stunning Island Home - Crocus Hill, Anguilla
3 1apartment, 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.
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.








