Photo: Caribbean

  Anguilla - Holiday Rentals in Anguilla   

favorite_border  Shortlist
Anguilla Country: Anguilla (78) |
Select your Dates and Guests for more accurate results.
location_on

today
group_add
tune Filters   

petspool wifi
   
location_on Region

Regions in Anguilla     highlight_off
Blowing Point
Caribbean
East Endge
Island Harbour
Little Harbour
Long Bayge
Rendezvous Bay
Sandy Ground
Sandy Hill Bay
Shoal Bayge
South Hill
West Endge
Found 78 Caribbean vacation rentals
select_all 2 bed Home for rent in West Endge, Caribbean, West Endge, AnguillaWest Endge, West Endge
favorite_border
4/5
5
Sleeps
2
Bedrooms
4
Baths
pets
Villa-House
4/5 Reviews (7)
verified_user Book Online  
(€ 1,417  £ 1,222)
From
$ 1,575 /Week 
or $225 /night (Min Stay 3 nights)
4/5 Reviews (7)
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

West Endge, West Endge Anguilla

(minimum stay 3 nights)
pets Pets Allowed
ac_unit Air Conditioning
Beautiful villa with ocean view and terrace
The CATALINA Shoal Bay Villa is a new ocean view, Caribbean style, high quality, affordable development on ? acre of land. The villa is rented for vacations or longer term.The unique private residence villa is elegant, inviting, exceptional with conveniences designed for the luxury lifestyle, and astonishing views of the Atlantic ocean.The residence is sited on very preferred land. Because of the higher altitude of the land the residence has unobstructed ocean view.The villa has its own living room, a gourmet kitchen, two bedrooms, two bathrooms and a large covered porch. The villa provides approximately 1,500 sq ft of indoor and covered outdoor living.Parking facilities are located on the Southwest part of the property. Amenities: BBQ KETTLE PRIVATE YARD AREA GOLF FAR AREA WATERSPORTS NEAR DSC SHORT RENTAL FRIDGE AIR CONDITIONING BALCONY T...

Booked      Available           highlight_off   
select_all 3 bed Home for rent in Anguilla, AnguillaAnguilla,
favorite_border
5/5
6
Sleeps
3
Bedrooms
3
Baths
pets
pool
Villa-House
5/5 Reviews (21)
verified_user Book Online  
(€ 1,871  £ 1,613)
From
$ 2,079 /Week 
or $297 /night (Min Stay 4 nights)
5/5 Reviews (21)
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Anguilla,  Anguilla

(minimum stay 4 nights)
pool Swimming Pool
pets Pets Allowed
Mainstay Villa at Elsie Bay
Mainstay is a privately owned villa situated on a ½ acre right on the Caribbean Sea. It offers 3 bedrooms, 2 full baths and a 1/2 bath. Our lovely pool and large deck offers spectacular southern views of St. Martin & other neighboring islands. Mainstay is a very spacious and well appointed villa that offers every comfort & convenience. The layout affords beautiful ocean views from every room in the house. Enjoy constant breezes and the ever changing view of the sea & sky. The sunsets and sunrises are truly breathtaking. The villa is ideal for either one, two or three couples. It's been a romantic hideaway to many honeymooners and can easily accommodate a family of six. Amenities: HAIRDRYER IRON PRIVATE OUTDOOR POOL UNHEATED FRIDGE DRYER DISHWASHER DVD FREEZER INTERNET ACCESS LINENS PROVIDED TOWELS PROVIDED MICR...

Booked      Available           highlight_off   
select_all 2 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean
favorite_border
4
Sleeps
2
Bedrooms
2
Baths
pets
Villa-House
 
verified_user Book Online  
(€ 3,156  £ 2,721)
From
$ 3,507 /Week 
or $501 /night (Min Stay 1 night)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Caribbean, Caribbean Anguilla

(minimum stay 1 night)
pets Pets Allowed
Bella Constantina Villa 4 Guests
Bella Constantina Villa Little Harbour Anguilla Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguilla's Southern Coastline 4 Villa Suites overlooking the OceanThis property is a collection of 4 villa suites. Each suite has 2 double bedrooms, 2 bathrooms a living room and kitchen. All 4 suites can be booked together or just one. Each has a separate entrance. WiFi, AC, Catering, babysitting & Flat Screen TVsEach suite has WiFi, the bedrooms are air conditioned and have ceiling fans to help maintain a super cool atmosphere throughout. There are additional services available, at extra charge, such as provisioning, catering and babysitting. Each suite has a flat screen TV. Simply contact the team to arrange the services that best suit your group. 33 Fabulous Beaches & World Class RestaurantsAnguilla is surrounded by 33 beaches, some rocky but the most popular are fine ...

Booked      Available           highlight_off   
select_all 8 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean
favorite_border
16
Sleeps
8
Bedrooms
8
Baths
pets
Villa-House
 
verified_user Book Online  
(€ 12,630  £ 10,890)
From
$ 14,035 /Week 
or $2,005 /night (Min Stay 1 night)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Caribbean, Caribbean Anguilla

(minimum stay 1 night)
pets Pets Allowed
Bella Constantina Villa 16 Guests
Bella Constantina Villa Little Harbour Anguilla 4 Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguilla's Southern Coastline 4 Villa Suites overlooking the OceanThis property is a collection of 4 villa suites. Each suite has 2 double bedrooms, 2 bathrooms a living room and kitchen. All 4 suites can be booked together or just one. Each has a separate entrance. WiFi, AC, Catering, babysitting & Flat Screen TVsEach suite has WiFi, the bedrooms are air conditioned and have ceiling fans to help maintain a super cool atmosphere throughout. There are additional services available, at extra charge, such as provisioning, catering and babysitting. Each suite has a flat screen TV. Simply contact the team to arrange the services that best suit your group. 33 Fabulous Beaches & World Class RestaurantsAnguilla is surrounded by 33 beaches, some rocky but the most popular are fin...

Booked      Available           highlight_off   
select_all 3 bed Home for rent in Blowing Point, Caribbean, Blowing Point, AnguillaBlowing Point, Blowing Point
favorite_border
5/5
6
Sleeps
3
Bedrooms
3
Baths
pool
Villa-House
5/5 Reviews (2)
verified_user Book Online  
(€ 787  £ 679)
From
$ 875 /Week 
or $125 /night (Min Stay 3 nights)
5/5 Reviews (2)
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Blowing Point, Blowing Point Anguilla

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
White Sands Anguilla - 5 min walk to beach, spacious, clean and comfortable
Nestled in the quiet historic-tourism neighborhood of Cul De Sac - 5 minutes walk to one of the worlds best beaches (Rendezvous Bay), White Sands Anguilla is a Villa-Home with all modern amenities focused on providing you with the comfort and cleanliness of home with access to all Anguilla has to offer. White Sands offers access to popular restaurants such as The Place, Garvey's Beach Shack, The Dune, Tokyo Bay and more. Come relax and enjoy your stay at White Sands. We are happy to host you. Amenities: BBQ IRON JACUZZI KETTLE PRIVATE YARD SHARED OUTDOOR POOL UNHEATED AREA FISHING NEAR AREA GOLF NEAR AREA HORSE RIDING NEARBY AREA TENNIS NEAR AREA WATERSPORTS NEAR FRIDGE AIR CONDITIONING BALCONY TERRACE DRYER DISHWASHER FREEZER INTERNET ACCESS LINENS PROVIDED TOWELS PROVIDED MICROWAVE PARK...

Booked      Available           highlight_off   
select_all 4 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean
favorite_border
16
Sleeps
4
Bedrooms
4
Baths
pets
Villa-House
 
verified_user Book Online  
(€ 6,312  £ 5,442)
From
$ 7,014 /Week 
or $1,002 /night (Min Stay 1 night)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Caribbean, Caribbean Anguilla

(minimum stay 1 night)
pets Pets Allowed
Bella Constantina Villa 8 Guests
Bella Constantina Villa Little Harbour Anguilla 4 Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguilla's Southern Coastline 4 Villa Suites overlooking the OceanThis property is a collection of 4 villa suites. Each suite has 2 double bedrooms, 2 bathrooms a living room and kitchen. All 4 suites can be booked together or just one. Each has a separate entrance. WiFi, AC, Catering, babysitting & Flat Screen TVsEach suite has WiFi, the bedrooms are air conditioned and have ceiling fans to help maintain a super cool atmosphere throughout. There are additional services available, at extra charge, such as provisioning, catering and babysitting. Each suite has a flat screen TV. Simply contact the team to arrange the services that best suit your group. 33 Fabulous Beaches & World Class RestaurantsAnguilla is surrounded by 33 beaches, some rocky but the most popular are fin...

Booked      Available           highlight_off   
select_all 6 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean
favorite_border
16
Sleeps
6
Bedrooms
6
Baths
pets
Villa-House
 
verified_user Book Online  
(€ 9,474  £ 8,169)
From
$ 10,528 /Week 
or $1,504 /night (Min Stay 1 night)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Caribbean, Caribbean Anguilla

(minimum stay 1 night)
pets Pets Allowed
Bella Constantina Villa 12 Guests
Bella Constantina Villa Little Harbour Anguilla 4 Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguilla's Southern Coastline 4 Villa Suites overlooking the OceanThis property is a collection of 4 villa suites. Each suite has 2 double bedrooms, 2 bathrooms a living room and kitchen. All 4 suites can be booked together or just one. Each has a separate entrance. WiFi, AC, Catering, babysitting & Flat Screen TVsEach suite has WiFi, the bedrooms are air conditioned and have ceiling fans to help maintain a super cool atmosphere throughout. There are additional services available, at extra charge, such as provisioning, catering and babysitting. Each suite has a flat screen TV. Simply contact the team to arrange the services that best suit your group. 33 Fabulous Beaches & World Class RestaurantsAnguilla is surrounded by 33 beaches, some rocky but the most popular are fin...

Booked      Available           highlight_off   
select_all 2 bed Home for rent in Sandy Hill Bay, Sandy Hill Bay, AnguillaSandy Hill Bay, Sandy Hill Bay
favorite_border
11
Sleeps
2
Bedrooms
4
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 3,780  £ 3,259)
From
$ 4,200 /Week 
or $600 /night (Min Stay 7 nights)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Sandy Hill Bay, Sandy Hill Bay Anguilla

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
COZY AND PRIVATE FOR TWO COUPLES TRAVELING TOGETHER
Private, luxurious, oceanfront, private villa in Sea Feather?s Bay with stunning views of the Caribbean and St Martin. The modern design is ideal for relaxing vacation. Large rooms with private balconies have incredible views, ample outdoors and in-door living spaces, swimming pool and garden. Perfect location for a get away for couples, families with children, a group of friends. Close to Sandy Hill beach, Sea Feathers Beach, many other beautiful beaches, gourmet restaurants and supermarkets Our accommodations work equally well for family groups, couples or groups of friends. BEDROOMS There are 5 en-suite bedrooms, situated in 2 buildings linked by the pool terrace. All bedrooms have ocean views, 12 feel wide sliding glass doors, private balconies, air conditioning and ceiling fans. Bedrooms 1 & 2: master bedrooms occupy the top floor of each building and have king-size beds. Be...

Booked      Available           highlight_off   
select_all 1 bed Home for rent in East Endge, East Endge, AnguillaEast Endge, East Endge
favorite_border
11
Sleeps
1
Bedrooms
3
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 3,150  £ 2,716)
From
$ 3,500 /Week 
or $500 /night (Min Stay 7 nights)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

East Endge, East Endge Anguilla

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
MODERN VILLA WITH POOL AND STUNING OCEAN VIEWS
Private, luxurious, oceanfront, private villa in Sea Feather?s Bay with stunning views of the Caribbean and St Martin. The modern design is ideal for relaxing vacation. Large rooms with private balconies have incredible views, ample outdoors and in-door living spaces, swimming pool and garden. Perfect location for a get away for couples, families with children, a group of friends. Close to Sandy Hill beach, Sea Feathers Beach, many other beautiful beaches, gourmet restaurants and supermarkets Our accommodations work equally well for family groups, couples or groups of friends. BEDROOMS There are 5 en-suite bedrooms, situated in 2 buildings linked by the pool terrace. All bedrooms have ocean views, 12 feel wide sliding glass doors, private balconies, air conditioning and ceiling fans. Bedrooms 1 & 2: master bedrooms occupy the top floor of each building and have king-size beds. Be...

Booked      Available           highlight_off   
select_all 1 bed Home for rent in Sandy Hill Bay, Caribbean, Sandy Hill Bay, AnguillaSandy Hill Bay, Sandy Hill Bay
favorite_border
8
Sleeps
1
Bedrooms
4
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 6,753  £ 5,822)
From
$ 7,504 /Week 
or $1,072 /night (Min Stay 7 nights)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Sandy Hill Bay, Sandy Hill Bay Anguilla

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
credit_card Credit Cards Accepted
Zenaida Estate | Beach View - Located in Stunning Sandy Hill with Private Pool
Zenaida Estate is nestled in three acres of lush tropical gardens, where a 17th century Dutch fort once stood, Zenaida Tennis and Beach Estate offers gracious island living. Enjoy ultimate privacy in two separate villas and an adjoining garden cottage, all handsomely appointed featuring a total of seven air-conditioned bedrooms and en suite baths, a vanishing edge pool, a Har-Tru tennis court, and hot tub. This splendid estate offers a separate grand pavilion with double height ceilings, gourmet kitchen and wrap around terrace for dining, entertainment and large gatherings.Zenaida sits on Anguilla’s highest elevation and is famous for its sweeping views of the Caribbean Sea, the mountains of St. Martin, and St. Barth. Savor warm breezes, lounge by the pool, stroll the white sand beach or enjoy a session of yoga or massage poolside. It's all about you at Zenaida.BEDROOM &am...

Booked      Available           highlight_off   
select_all 1 bed Home for rent in Sandy Hill Bay, Caribbean, Sandy Hill Bay, AnguillaSandy Hill Bay, Sandy Hill Bay
favorite_border
4
Sleeps
1
Bedrooms
2
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 7,433  £ 6,409)
From
$ 8,260 /Week 
or $1,180 /night (Min Stay 5 nights)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Sandy Hill Bay, Sandy Hill Bay Anguilla

(minimum stay 5 nights)
pool Swimming Pool
ac_unit Air Conditioning
Villa Tequila Sunrise | Beach Front - Located in Wonderful Dropsey Bay with Pr
This beachfront home has some of the best amenities on the island, with never-ending tequila and a private beach.Tequila Sunrise is a peaceful retreat with miles of natural landscape and a small beach at guests’ disposal. The ground level holds the infinity pool, several loungers, and umbrellas. There’s a shaded living area adjacent to the pool that opens to the indoor dining room. The dining table seats 8, and is next to the gourmet kitchen. The kitchen has a breakfast bar, wine fridge, and stainless steel appliances, with an ocean view through the sliding glass doors. The adjacent living area has an Apple TV, oversized sofas, a DVD library, and a unique chandelier overhead. There’s also an indoor courtyard at the entryway that leads into the living room. The ground level also holds a bedroom with a king-sized bed, ocean view, ensuite bathroom with a shower...

Booked      Available           highlight_off   
select_all 1 bed Home for rent in Sandy Hill Bay, Caribbean, Sandy Hill Bay, AnguillaSandy Hill Bay, Sandy Hill Bay
favorite_border
2
Sleeps
1
Bedrooms
1
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 6,079  £ 5,241)
From
$ 6,755 /Week 
or $965 /night (Min Stay 5 nights)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Sandy Hill Bay, Sandy Hill Bay Anguilla

(minimum stay 5 nights)
pool Swimming Pool
ac_unit Air Conditioning
Villa Tequila Sunrise | Beach Front - Located in Exquisite Dropsey Bay with Pr
This beachfront home has some of the best amenities on the island, with never-ending tequila and a private beach.Tequila Sunrise is a peaceful retreat with miles of natural landscape and a small beach at guests’ disposal. The ground level holds the infinity pool, several loungers, and umbrellas. There’s a shaded living area adjacent to the pool that opens to the indoor dining room. The dining table seats 8, and is next to the gourmet kitchen. The kitchen has a breakfast bar, wine fridge, and stainless steel appliances, with an ocean view through the sliding glass doors. The adjacent living area has an Apple TV, oversized sofas, a DVD library, and a unique chandelier overhead. There’s also an indoor courtyard at the entryway that leads into the living room. The ground level also holds a bedroom with a king-sized bed, ocean view, ensuite bathroom with a shower...

Booked      Available           highlight_off   
select_all 1 bed Home for rent in Sandy Hill Bay, Caribbean, Sandy Hill Bay, AnguillaSandy Hill Bay, Sandy Hill Bay
favorite_border
10
Sleeps
1
Bedrooms
5
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 8,290  £ 7,148)
From
$ 9,212 /Week 
or $1,316 /night (Min Stay 7 nights)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Sandy Hill Bay, Sandy Hill Bay Anguilla

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
credit_card Credit Cards Accepted
Zenaida Estate | Beach View - Located in Wonderful Sandy Hill with Private Pool
Zenaida Estate is nestled in three acres of lush tropical gardens, where a 17th century Dutch fort once stood, Zenaida Tennis and Beach Estate offers gracious island living. Enjoy ultimate privacy in two separate villas and an adjoining garden cottage, all handsomely appointed featuring a total of seven air-conditioned bedrooms and en suite baths, a vanishing edge pool, a Har-Tru tennis court, and hot tub. This splendid estate offers a separate grand pavilion with double height ceilings, gourmet kitchen and wrap around terrace for dining, entertainment and large gatherings.Zenaida sits on Anguilla’s highest elevation and is famous for its sweeping views of the Caribbean Sea, the mountains of St. Martin, and St. Barth. Savor warm breezes, lounge by the pool, stroll the white sand beach or enjoy a session of yoga or massage poolside. It's all about you at Zenaida.BEDROOM &am...

Booked      Available           highlight_off   
select_all 1 bed Home for rent in Sandy Hill Bay, Caribbean, Sandy Hill Bay, AnguillaSandy Hill Bay, Sandy Hill Bay
favorite_border
6
Sleeps
1
Bedrooms
3
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 5,833  £ 5,030)
From
$ 6,482 /Week 
or $926 /night (Min Stay 7 nights)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Sandy Hill Bay, Sandy Hill Bay Anguilla

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
credit_card Credit Cards Accepted
Zenaida Estate | Beach View - Located in Magnificent Sandy Hill with Private Po
Zenaida Estate is nestled in three acres of lush tropical gardens, where a 17th century Dutch fort once stood, Zenaida Tennis and Beach Estate offers gracious island living. Enjoy ultimate privacy in two separate villas and an adjoining garden cottage, all handsomely appointed featuring a total of seven air-conditioned bedrooms and en suite baths, a vanishing edge pool, a Har-Tru tennis court, and hot tub. This splendid estate offers a separate grand pavilion with double height ceilings, gourmet kitchen and wrap around terrace for dining, entertainment and large gatherings.Zenaida sits on Anguilla’s highest elevation and is famous for its sweeping views of the Caribbean Sea, the mountains of St. Martin, and St. Barth. Savor warm breezes, lounge by the pool, stroll the white sand beach or enjoy a session of yoga or massage poolside. It's all about you at Zenaida.BEDROOM &am...

Booked      Available           highlight_off   
select_all 3 bed Home for rent in Long Bayge, Caribbean, Long Bayge, AnguillaLong Bayge, Long Bayge
favorite_border
5/5
6
Sleeps
3
Bedrooms
4
Baths
pool
Villa-House
5/5 Reviews (6)
verified_user Book Online  
(€ 6,614  £ 5,703)
From
$ 7,350 /Week 
or $1,050 /night (Min Stay 7 nights)
5/5 Reviews (6)
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Long Bayge, Long Bayge Anguilla

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
Coconut Palm Villa -Twin Palms Villas at Meads Bay
Coconut Palm Villa is the BEST VALUE VILLA rental at Meads Bay in Anguilla. * 3 en-suite bedrooms * private swimming pool * steps from Meads Bay Beach - one of the world's best beaches * beach chairs and umbrellas set up on Meads Bay Beach * fully equipped granite counter kitchen * exquisitely furnished * large flat screen cable televisions * stereo * free Wi-Fi * tropical gardens * walking distance to five star restaurants *rates quoted do not include 22% local taxes and service charge Amenities: BBQ HIGHCHAIR IRON KETTLE PRIVATE OUTDOOR POOL UNHEATED PRIVATE YARD AREA GOLF FAR AREA HORSE RIDING NEARBY AREA TENNIS NEAR AREA WATERSPORTS NEAR FRIDGE AIR CONDITIONING BALCONY TERRACE DRYER DISHWASHER FREEZER INTERNET ACCESS LINENS PROVIDED TOWELS PROVIDED MICROWAVE PARKING STAFF SAFE ...

Booked      Available           highlight_off   
select_all 3 bed Home for rent in East Endge, East Endge, AnguillaEast Endge, East Endge
favorite_border
11
Sleeps
3
Bedrooms
5
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 4,410  £ 3,802)
From
$ 4,900 /Week 
or $700 /night (Min Stay 7 nights)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

East Endge, East Endge Anguilla

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
Enchanting, Family Friendly 3bdr, adjustable fee for more or less bedrooms
Private, luxurious, oceanfront, private villa in Sea Feather?s Bay with stunning views of the Caribbean and St Martin. The modern design is ideal for relaxing vacation. Large rooms with private balconies have incredible views, ample outdoors and in-door living spaces, swimming pool and garden. Perfect location for a get away for couples, families with children, a group of friends. Close to Sandy Hill beach, Sea Feathers Beach, many other beautiful beaches, gourmet restaurants and supermarkets Our accommodations work equally well for family groups, couples or groups of friends. BEDROOMS There are 5 en-suite bedrooms, situated in 2 buildings linked by the pool terrace. All bedrooms have ocean views, 12 feel wide sliding glass doors, private balconies, air conditioning and ceiling fans. Bedrooms 1 & 2: master bedrooms occupy the top floor of each building and have king-size beds. Be...

Booked      Available           highlight_off   
select_all 1 bed Home for rent in Little Harbour, Caribbean, Little Harbour, AnguillaLittle Harbour, Little Harbour
favorite_border
16
Sleeps
1
Bedrooms
8
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 48,418  £ 41,746)
From
$ 53,802 /Week 
or $7,686 /night (Min Stay 7 nights)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Little Harbour, Little Harbour Anguilla

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
Villa Le Bleu | Beach Front - Located in Stunning Little Harbour with Private
This 10 Bedroom Villa can be rented as an 8 Bedroom Villa at special rates!   Le Bleu’s ten bedrooms and facilities are spread between the Main House and Petite Le Bleu. The villas are linked with landscaped walkways leading to the resort’s private beach, tennis court, gym, cinema, and water gardens.The tennis court and pavilion has a kitchenette, dining, and seating, while the fully equipped gym has a shower room. The extensive lawns lead down to two beaches, and there’s an 80 x 20 foot deck on the waterfront for special events or everyday lounging. Le Bleu often hosts Beach Barbecues a few feet from the sea under white tents or in the thatched dining gazebo. The beach has safe and easy access for adults and children alike to swim or snorkel. There’s also a beachside jacuzzi, kayaks, paddle boards, and snorkeling equipment. Le Bleu is pre...

Booked      Available           highlight_off   
select_all 3 bed Home for rent in Sandy Hill Bay, Caribbean, Sandy Hill Bay, AnguillaSandy Hill Bay, Sandy Hill Bay
favorite_border
5/5
6
Sleeps
3
Bedrooms
4
Baths
pool
Villa-House
5/5 Reviews (6)
verified_user Book Online  
(€ 6,237  £ 5,377)
From
$ 6,930 /Week 
or $990 /night (Min Stay 7 nights)
5/5 Reviews (6)
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Sandy Hill Bay, Sandy Hill Bay Anguilla

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
Tequila Sunrise Villa in Anguilla
SECLUDED SERENITY Tequila is a contemporary three master bedroom beach house at secluded Lover?s Cove at Dropsey Bay which is just a leisurely two minute walk along the scenic path. It is a small, white sand, sun bathing adventure beach with a great snorkeling and exploring bay. It is wonderful for tranquil clear blue ocean dipping, and heavenly for a dream come true paradise vacation - a perfect setting for an exotic wedding ceremony, reception or honeymoon. Tequila is in the East but is more centrally located so that it's easy to find your way around the island and easy to get to either end of Anguilla. Rates change according to the number of bedrooms and the time of year. Please check with us and we will quote the correct rates for your party. No matter how many bedrooms you rent, the entire villa is yours for your vacation time. Nobody else will rent when you are there. You c...

Booked      Available           highlight_off   
select_all 7 bed Home for rent in Sandy Hill Bay, Caribbean, Sandy Hill Bay, AnguillaSandy Hill Bay, Sandy Hill Bay
favorite_border
14
Sleeps
7
Bedrooms
7
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 9,449  £ 8,147)
From
$ 10,500 /Week 
or $1,500 /night (Min Stay 1 night)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Sandy Hill Bay, Sandy Hill Bay Anguilla

(minimum stay 1 night)
pool Swimming Pool
ac_unit Air Conditioning
7 bedroom Villa
Separated from the ocean?s shore by Anguilla?s fascinating; limestone rocks, towers Crystal Sunrise Villa. Coastally aligned, this beauty over the horizon offers you the most picturesque views; from its roof top, open deck panoramic patio to the poolside. Why sleep indoors? When you can sleep under the solidarity of the stars and be awakened by the serenity of the sunrise across the ocean. Be greeted by the natural auras of the ocean?s breeze as you merrily go about your morning. Take advantage of our modern styled kitchen and its utilities or allow us to wine and dine you with some of the best chefs in the region. Partake of your dinner indoor or outdoor in luxury. No need to worry about the calories you?ll put on because when you?re ready to burn them off; you can do so privately and comfortably in our indoor gym; after which you can proceed to relax and unwind in the heated pool. na...

Booked      Available           highlight_off   
select_all 1 bed Home for rent in Little Harbour, Caribbean, Little Harbour, AnguillaLittle Harbour, Little Harbour
favorite_border
16
Sleeps
1
Bedrooms
8
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 45,319  £ 39,074)
From
$ 50,358 /Week 
or $7,194 /night (Min Stay 7 nights)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Little Harbour, Little Harbour Anguilla

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
Villa Indigo | Beach Front - Located in Exquisite Little Harbour with Private
This 10 Bedroom Villa can be rented as an 8 Bedroom Villa at special rates!   Indigo Villa stands out as an exquisite island escape for even the most discerning guests. With an expansive open floor plan, the villa offers sumptuous Anguilla island living in splendid natural surroundings. Step directly to the terrace with private pools on two levels, or the private beach area for swimming, snorkeling, row boating and paddle boarding.Recently refurbished, pristine white interiors frame the rich colorful views of crystal-blue water, white sand and cascading bougainvillea. Professional security ensures ultimate privacy. Two private chefs prepare meals infused with local flavors.The 10 king-sized bedrooms of Indigo Villa feature en-suite bathrooms and offer quiet relaxation.  BEDROOM & BATHROOMMain House - First Floor Bedroom 1 - Seashell: King, Air Conditioning, Ceil...

Booked      Available           highlight_off   
select_all 4 bed Home for rent in East Endge, East Endge, AnguillaEast Endge, East Endge
favorite_border
11
Sleeps
4
Bedrooms
5
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 5,040  £ 4,345)
From
$ 5,600 /Week 
or $800 /night (Min Stay 7 nights)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

East Endge, East Endge Anguilla

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
EXQUISITE FRIENDLY SPECTACULAR VIEWS 4BDRM VILLA
Private, luxurious, oceanfront, private villa in Sea Feather?s Bay with stunning views of the Caribbean and St Martin. The modern design is ideal for relaxing vacation. Large rooms with private balconies have incredible views, ample outdoors and in-door living spaces, swimming pool and garden. Perfect location for a get away for couples, families with children, a group of friends. Close to Sandy Hill beach, Sea Feathers Beach, many other beautiful beaches, gourmet restaurants and supermarkets Our accommodations work equally well for family groups, couples or groups of friends. BEDROOMS There are 5 en-suite bedrooms, situated in 2 buildings linked by the pool terrace. All bedrooms have ocean views, 12 feel wide sliding glass doors, private balconies, air conditioning and ceiling fans. Bedrooms 1 & 2: master bedrooms occupy the top floor of each building and have king-size beds. Bedr...

Booked      Available           highlight_off   
select_all 6 bed Home for rent in Blowing Point, Caribbean, Blowing Point, AnguillaBlowing Point, Blowing Point
favorite_border
5/5
12
Sleeps
6
Bedrooms
9
Baths
pool
Villa-House
5/5 Reviews (3)
verified_user Book Online  
(€ 10,709  £ 9,233)
From
$ 11,900 /Week 
or $1,700 /night (Min Stay 5 nights)
5/5 Reviews (3)
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Blowing Point, Blowing Point Anguilla

(minimum stay 5 nights)
pool Swimming Pool
Round Rock Estate In Anguilla
New ocean front estate with 180 degree views of St Martin to the south. Right on the water with a 38ft long pool with jacuzzi and pool shelf. There is a fully equipped pool house with fridge, ice maker and seating for 12. There is also a separate gazebo , perfect for a peaceful massage ora quiet drink overlooking the ocean. State of art kitchen with all appliances by Wolf or sub-zero. Alexa enables sonos sound system throughout the compound . There is outdoor dining as well as 4 outdoor showers. Fibre optic fast Wifi throughout the whole property. There are also TV's in each bedroom as well as a 65inch in the main room. Amenities: BBQ IRON JACUZZI KETTLE AREA FISHING NEAR AREA GOLF FAR AREA HORSE RIDING NEARBY AREA TENNIS NEAR AREA WATERSPORTS NEAR FRIDGE BALCONY TERRACE DRYER DISHWASHER FREEZER GYM LINENS PROVID...

Booked      Available           highlight_off   
select_all 10 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean
favorite_border
20
Sleeps
10
Bedrooms
10
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 51,839  £ 44,695)
From
$ 57,603 /Week 
or $8,229 /night (Min Stay 7 nights)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Caribbean, Caribbean Anguilla

(minimum stay 7 nights)
pool Swimming Pool
Blue
Villa Le Bleu on Anguilla is a magnificent high-end property right on the water overlooking wonderful views of neighboring St. Martin. This fabulous estate is situated in a prime location on a lushly landscaped ten-acre homesite at the edge of Little Harbour Bay. Two private beaches are just steps from the main house. Enjoy the services of a full staff including a personal chef who will meet all your needs for breakfast, brunch, lunch, afternoon snacks and dinner. Located in chic and gated Little Harbour Estates, this luxurious property was designed with every amenity for the most discriminating guests. Villa Le Bleu offers semi-classical design with ten spacious bedrooms distributed over two separate buildings. Two master bedrooms along with accommodations for children and guests are located in the two-story main house, which also features a gourmet kitchen, a living room and a comfo...

Booked      Available           highlight_off   
select_all 5 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean
favorite_border
10
Sleeps
5
Bedrooms
5
Baths
Villa-House
 
verified_user Book Online  
(€ 16,694  £ 14,393)
From
$ 18,550 /Week 
or $2,650 /night (Min Stay 5 nights)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Caribbean, Caribbean Anguilla

(minimum stay 5 nights)
Kishti Black
Designed by a world-renown team of architects and designers, the impressive Villa Kishti Black sites above Black Garden Bay in Anguilla and offers families or groups an unprecedented opportunity for a truly luxurious, private and unforgettable Caribbean vacation. A five-bedroom villa, it has been designed on the concept of the "kishti" or arc, and you will detect the curved lines throughout. Whether it is the elegant curve of the stone terrace that wraps one edge of the identically curved infinity pool, or the lines of the walls and terraces. Modern and clean, this villa is also visually elegant and replete with banks of glass that help to capture all of that stunning light and those amazing sea breezes. Offering a treasure trove of indoor and outdoor living spaces, the villa uses a pale to neutral palette that includes sandy-hued stones, pale fabrics and paints, and l...

Booked      Available           highlight_off   
select_all 10 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean
favorite_border
18
Sleeps
10
Bedrooms
10
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 48,008  £ 41,393)
From
$ 53,347 /Week 
or $7,621 /night (Min Stay 7 nights)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Caribbean, Caribbean Anguilla

(minimum stay 7 nights)
pool Swimming Pool
Indigo
Villa Indigo Anguilla. Imagine enjoying a Caribbean vacation in a private 1.5-acre property that looks out on a sheltering reef and picturesque harbor.  This is precisely what to expect when you book a visit to Villa Indigo in Anguilla. Sitting above Little Harbour, which is sheltered by Cinnamon Reef in the distance, it offers you unprecedented sea views as well as glimpses of islands in the distance. The eight-bedroom, estate-like villa has a fantastic assortment of outdoor and indoor living spaces thanks to its immense gardens and flawless design. Crafted as a series of interconnected buildings, it uses stone, arches, terra cotta and stained wood accents to create a captivating setting. Guests enjoy the stunning pool terrace that overlooks the view, surrounded by palms, it is a little paradise that everyone will gather around each day or night. Framed by stone and a verdant ...

Booked      Available           highlight_off   
select_all 4 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean
favorite_border
8
Sleeps
4
Bedrooms
4
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 32,127  £ 27,700)
From
$ 35,700 /Week 
or $5,100 /night (Min Stay 3 nights)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Caribbean, Caribbean Anguilla

(minimum stay 3 nights)
pool Swimming Pool
Ani North
Offering the epitome of luxury services and amenities, the stunning Villa Ani North also provides guests with a truly remarkable setting too. Overlooking Little Bay Beach on Anguilla, it is within moments of Limestone Beach and the most popular golf courses on the islands. Spacious, modern and yet utterly elegant, it is a three-story villa that uses unique design to maximize visitors' enjoyment of the views. The heart of the villa is its stunning pool terrace. Surrounded by stone, it is dotted with full-sized sun beds, a lounging gazebo, and provides a fabulous view of the immaculate gardens and grounds beyond. From the terrace, you gaze towards the sea, but you also enjoy the winding paths that lead to the hot tub and to your private walk to the bay below. There is also a wooden spa deck and manicured gardens to discover. The terrace is also designed to provide ample outdoor l...

Booked      Available           highlight_off   
select_all 4 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean
favorite_border
10
Sleeps
4
Bedrooms
6
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 10,079  £ 8,690)
From
$ 11,200 /Week 
or $1,600 /night (Min Stay 5 nights)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Caribbean, Caribbean Anguilla

(minimum stay 5 nights)
pool Swimming Pool
Sandcastle Anguilla
Villa Sandcastle on Anguilla is a spectacular grand estate situated right on the beach with 10,000 square feet of living space. Guests will enjoy all the amenities of a classically designed villa along with a full staff ready to provide desired service. Villa Sandcastle is decorated with neutral tones offset by rich, dark wood furniture. Architectural touches like Palladian windows, graceful archways, decorative columns and French doors enhance this lovely home. The focal point of the living room is a glass wall of doors with panoramic views of the sea. The expansive gourmet kitchen features granite counter tops and a chef is available to prepare delicious meals for you, served indoors at the long wood table or poolside. There is also a barbecue gazebo with bar seating area right at the edge of the ocean. Four bedroom suites are upstairs along with large spa-like baths with double vani...

Booked      Available           highlight_off   
select_all 10 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean
favorite_border
20
Sleeps
10
Bedrooms
10
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 47,246  £ 40,736)
From
$ 52,500 /Week 
or $7,500 /night (Min Stay 3 nights)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Caribbean, Caribbean Anguilla

(minimum stay 3 nights)
pool Swimming Pool
Ani Estate - Anguilla
Villa Ani on Anguilla takes luxury to a whole new level. The high end private estate is composed of two buildings set at the edge of a point overlooking Little Bay and the Caribbean Sea. The villa features impressive and comfortable contemporary design with a pleasing neutral color pallet. Guests will enjoy elegant touches including wood flooring, organic furnishings and striking artwork throughout. Villa Ani provides six bedrooms in the South building and four bedrooms in the North. Each can be rented separately or together as an Estate for a total of ten bedrooms, making it an excellent choice for larger groups traveling together. The open layout with walls of glass admits a profusion of natural light and provides sweeping views of the turquoise waters below. The gourmet kitchen and dining/living room are situated on the lower level, and bedrooms are distributed on the second and th...

Booked      Available           highlight_off   
select_all 6 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean
favorite_border
12
Sleeps
6
Bedrooms
6
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 40,317  £ 34,761)
From
$ 44,800 /Week 
or $6,400 /night (Min Stay 6 nights)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Caribbean, Caribbean Anguilla

(minimum stay 6 nights)
pool Swimming Pool
Ani South
Part of a private estate that looks out over the stunning Little Bay in Anguilla, the Villa Ani South is a six-bedroom gem that provides guests with a full household staff, premium amenities, and a setting that is both stunning and soothing. Close to the equally lovely Limestone Beach and the most popular golf courses, it also has a private path to the waterfront below. A three-story villa, this property relies on glass and an airy and appealing décor to really capture a sense of the Caribbean setting. Although the focal point of the property may be the gorgeous pool terrace and its show-stopping views, the many indoor and outdoor living spaces make this an unmatchable location for a vacation. Your stay also includes the services of a professional chef who prepares two meals each day, butler services, access to tennis and water sports, and more. The pool area is stepped, and ...

Booked      Available           highlight_off   
select_all 2 bed Apartment for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean
favorite_border
4
Sleeps
2
Bedrooms
2
Baths
pets
pool
Apartment
 
verified_user Book Online  
(€ 1,084  £ 934)
From
$ 1,204 /Week 
or $172 /night (Min Stay 7 nights)
 
verified_user Book Online  
View
Images
View
on Map
View
Calendar

highlight_off

highlight_off
View Details/Reserve

Caribbean, Caribbean Anguilla

(minimum stay 7 nights)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
2 Bedroom Luxury Ocean View Condo - ID:135
Luxury at it's best! Try staying in this luxurious two bedroom, two bathroom condo with two en-suite bathrooms and a large balcony with far reaching views of Eagle Beach and the turquoise water of the Caribbean ocean. This condo is only a few steps across the road from the white powder sands of Eagle beach and only a short walk away from some of Aruba's favoutite restaurants such as Chalet Suisse, Screaming Eagle and Passions. Additional amenities include: beach towels, jetski (personal watercraft), close to bars and restaurants, scuba diving or snorkeling, fishing, iron and board, cooking utensils, surfing, iron board, wind-surfing, golf course, snorkeling, horseback riding, atm / bank, close to beach, water skiing, swimming, cycling, golf, broadband wifi, ice maker, garden chairs, groceries, shops, hospital, massage, paragliding, sun lounges, baby sitting, patio stone/concrete, gambli...

Booked      Available           highlight_off   
Page 1 of 3

 
Next Page »
Top of Page
1  |  2  |  3
FEATURED ANGUILLA HOLIDAY RENTALS
Anguilla
Holiday Home
Caribbean
Caribbean
Sleeps: 18
From € 48,008 /week
Anguilla
Holiday Home
Caribbean
Caribbean
Sleeps: 10
From € 26,458 /week
Anguilla
Holiday Home
Caribbean
Caribbean
Sleeps: 10
From € 16,694 /week
Anguilla
Holiday Home
Caribbean
Caribbean
Sleeps: 16
From € 6,312 /week


























































































flag Map of Anguilla

Some locations not available/accurate
Anguilla (78)
Blowing Point
Caribbean
East Endge
Island Harbour
Little Harbour
Long Bayge
Rendezvous Bay
Sandy Ground
Sandy Hill Bay
Shoal Bayge
South Hill
West Endge
Popular self catering vacation rentals searches 5:18:47 AM
Rent holiday villa in Anguilla | Rent holiday apartment in Anguilla | Rent holiday condo in Anguilla | Rent holiday chalet in Anguilla | Rent holiday Cottage in Anguilla | Rent holiday cabin in Anguilla | Rent holiday Townhouse in Anguilla | Rent holiday Country-House in Anguilla | Rent holiday Farmhouse in Anguilla | Rent holiday Chateau-Castle in Anguilla | Rent holiday Finca in Anguilla | Rent holiday Houseboat in Anguilla | Sitemap holiday rentals

Welcome to our Anguilla holiday rentals and Caribbean vacation home rentals page.

Find Caribbean villa rentals using the search facility or use the region links to browse through specific Caribbean holiday region. We advertise holiday home ads listed direct by owners or agents. holiday rentals in Anguilla are all furnished self catering lets in Anguilla that rent on short term bases and all of our listings come with weekly prices and pictures. To search for a specific type of vacation accommodation, select your letting type, Villa, House, Apartment, Condo, Townhouse, Barn, Farm, Chateau, Island, Castle, Flat, Penthouse, Hotel or even beach front mansions, lakeside cabins or winter skiing chalets. You can also search for condo rentals with pools or other suitability using our advanced search facility, Golfing getaways, Fishing Cabins, surfing and beachfront condos. All of our Anguilla vacation rental adverts are updated daily and you are free to contact the owner or agent directly. With a large selection of property adverts, from cheap Anguilla properties to luxury resort homes for rent in Anguilla . Property owners easily advertise your vacation home in Anguilla , see our advertising packages for full details.
List Your Property
Our Distribution network reaches millions of travelers and international buyers each and every month. Your property will be distributed across Holprop's Property Network (est. 2003) including holprop.com, longtermlettings.com, rentholidayhome.com and rentvacationhome.com plus in 7 unique language sites. In addition we distribute to other networks and listing services including trovit.com, mitula.com, sumavisos.
For larger accounts we are fully integrated with XML syndication or we can index directly from your agency's website.
Accounts from £2.99, try it for £0.99 for your first month!
rentholidayhome.com - Home Link
Languages
French German
Dutch Spanish
Italian Russian
cards
Copyright © Holprop LTD. All Rights Reserved. Use of this website constitutes acceptance of our Terms of Use & Cookie Policy