Photo: Caribbean

  Anguilla - Holiday Rentals in Anguilla   

Select your Dates for more accurate results.

favorite_border  Shortlist
Anguilla Country: Anguilla (188) |

location_on

today
group_add
tune Filters   

petspool wifi
   

location_on Region
Found 188 Caribbean vacation rentals
Anguilla holiday rental in Caribbean, Caribbean
16
Sleeps
8
Bedrooms
9
Baths
pets
pool
Villa-House
 
verified_user Book Online  
(€ 31,150  £ 26,808)
From
$ 35,000 /Week 
or $5,000 /night (Min Stay 4 nights)
 
verified_user Book Online  

highlight_off

Caribbean, Caribbean Anguilla

(minimum stay 4 nights)
pool Swimming Pool
pets Pets Allowed
Infinity at Sheriva
Located in Maundays Bay in Anguilla, Infinity at Sheriva villa successfully harmonizes traditional Caribbean style with touches from the Far East. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you deserve. With postcard perfect views of neighboring St. Martin and the Caribbean Sea, this chic villa redefines the art of luxury escape. All three main level rooms have direct access to the expansive terrace which leads to the infinity swimming pool with a built-in hot tub. You will find a second swimming pool on the lower deck. Step out of the water into an alfresco shower. The elegant shared spaces offer tech-savvy comforts such as plasma televisions, DVD players, poolside Bose surround sound and Wi-Fi so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and en...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Caribbean, Caribbean
8
Sleeps
4
Bedrooms
9
Baths
pets
pool
Villa-House
 
verified_user Book Online  
(€ 18,067  £ 15,548)
From
$ 20,300 /Week 
or $2,900 /night (Min Stay 4 nights)
 
verified_user Book Online  

highlight_off

Caribbean, Caribbean Anguilla

(minimum stay 4 nights)
pool Swimming Pool
pets Pets Allowed
Harmony at Sheriva
Located in Maundays Bay in Anguilla, Harmony at Sheriva villa successfully harmonizes traditional Caribbean style with touches from the Far East. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you deserve. With postcard perfect views of neighboring St. Martin and the Caribbean Sea, this chic villa redefines the art of luxury escape. All three main level rooms have direct access to the expansive terrace which leads to the infinity swimming pool with a built-in hot tub. You will find a second swimming pool on the lower deck. Step out of the water into an alfresco shower. The elegant shared spaces offer tech-savvy comforts such as plasma televisions, DVD players, poolside Bose surround sound and Wi-Fi so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and enj...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Caribbean, Caribbean
14
Sleeps
7
Bedrooms
9
Baths
pets
pool
Villa-House
 
verified_user Book Online  
(€ 26,789  £ 23,055)
From
$ 30,100 /Week 
or $4,300 /night (Min Stay 4 nights)
 
verified_user Book Online  

highlight_off

Caribbean, Caribbean Anguilla

(minimum stay 4 nights)
pool Swimming Pool
pets Pets Allowed
Infinity at Sheriva
Located in Maundays Bay in Anguilla, Infinity at Sheriva villa successfully harmonizes traditional Caribbean style with touches from the Far East. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you deserve. With postcard perfect views of neighboring St. Martin and the Caribbean Sea, this chic villa redefines the art of luxury escape. All three main level rooms have direct access to the expansive terrace which leads to the infinity swimming pool with a built-in hot tub. You will find a second swimming pool on the lower deck. Step out of the water into an alfresco shower. The elegant shared spaces offer tech-savvy comforts such as plasma televisions, DVD players, poolside Bose surround sound and Wi-Fi so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and en...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Caribbean, Caribbean
10
Sleeps
5
Bedrooms
9
Baths
pets
pool
Villa-House
 
verified_user Book Online  
(€ 21,805  £ 18,765)
From
$ 24,500 /Week 
or $3,500 /night (Min Stay 4 nights)
 
verified_user Book Online  

highlight_off

Caribbean, Caribbean Anguilla

(minimum stay 4 nights)
pool Swimming Pool
pets Pets Allowed
Infinity at Sheriva
Located in Maundays Bay in Anguilla, Infinity at Sheriva villa successfully harmonizes traditional Caribbean style with touches from the Far East. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you deserve. With postcard perfect views of neighboring St. Martin and the Caribbean Sea, this chic villa redefines the art of luxury escape. All three main level rooms have direct access to the expansive terrace which leads to the infinity swimming pool with a built-in hot tub. You will find a second swimming pool on the lower deck. Step out of the water into an alfresco shower. The elegant shared spaces offer tech-savvy comforts such as plasma televisions, DVD players, poolside Bose surround sound and Wi-Fi so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and en...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Caribbean, Caribbean
6
Sleeps
3
Bedrooms
6
Baths
pets
Villa-House
 
verified_user Book Online  
(€ 15,575  £ 13,404)
From
$ 17,500 /Week 
or $2,500 /night (Min Stay 4 nights)
 
verified_user Book Online  

highlight_off

Caribbean, Caribbean Anguilla

(minimum stay 4 nights)
pets Pets Allowed
Mystique at Sheriva
Overlooking Cove Lagoon and just two minutes away from the pristine two half mile white sand beaches of Maundays and Cove Bay, Mystique at Sheriva is one of Anguilla?s top luxury boutique villas. Located in the chic West End, the villa is situated on a lush 10-acre alcove with stunning views of the Caribbean Sea and St. Martin. The property offers ultimate privacy, yet swift access to the island?s finest beaches, boutiques and restaurants. This expansive villa offers three swimming pools, a hot tub and an alfresco shower. The elegant spaces offer tech-savvy comforts such as plasma televisions, DVD players, poolside Bose surround sound and Wi-Fi so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and enjoy some outdoor dining as you overlook the tropical landscape. A complimentary golf cart helps you zip around the grounds. You can also stay on top of yo...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Caribbean, Caribbean
8
Sleeps
4
Bedrooms
6
Baths
pets
Villa-House
 
verified_user Book Online  
(€ 20,559  £ 17,693)
From
$ 23,100 /Week 
or $3,300 /night (Min Stay 4 nights)
 
verified_user Book Online  

highlight_off

Caribbean, Caribbean Anguilla

(minimum stay 4 nights)
pets Pets Allowed
Mystique at Sheriva
Overlooking Cove Lagoon and just two minutes away from the pristine two half mile white sand beaches of Maundays and Cove Bay, Mystique at Sheriva is one of Anguilla?s top luxury boutique villas. Located in the chic West End, the villa is situated on a lush 10-acre alcove with stunning views of the Caribbean Sea and St. Martin. The property offers ultimate privacy, yet swift access to the island?s finest beaches, boutiques and restaurants. This expansive villa offers three swimming pools, a hot tub and an alfresco shower. The elegant spaces offer tech-savvy comforts such as plasma televisions, DVD players, poolside Bose surround sound and Wi-Fi so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and enjoy some outdoor dining as you overlook the tropical landscape. A complimentary golf cart helps you zip around the grounds. You can also stay on top of yo...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Caribbean, Caribbean
14
Sleeps
7
Bedrooms
9
Baths
pets
pool
Villa-House
 
verified_user Book Online  
(€ 26,789  £ 23,055)
From
$ 30,100 /Week 
or $4,300 /night (Min Stay 4 nights)
 
verified_user Book Online  

highlight_off

Caribbean, Caribbean Anguilla

(minimum stay 4 nights)
pool Swimming Pool
pets Pets Allowed
Harmony at Sheriva
Located in Maundays Bay in Anguilla, Harmony at Sheriva villa successfully harmonizes traditional Caribbean style with touches from the Far East. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you deserve. With postcard perfect views of neighboring St. Martin and the Caribbean Sea, this chic villa redefines the art of luxury escape. All three main level rooms have direct access to the expansive terrace which leads to the infinity swimming pool with a built-in hot tub. You will find a second swimming pool on the lower deck. Step out of the water into an alfresco shower. The elegant shared spaces offer tech-savvy comforts such as plasma televisions, DVD players, poolside Bose surround sound and Wi-Fi so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and enj...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Caribbean, Caribbean
10
Sleeps
5
Bedrooms
6
Baths
pets
Villa-House
 
verified_user Book Online  
(€ 25,543  £ 21,982)
From
$ 28,700 /Week 
or $4,100 /night (Min Stay 4 nights)
 
verified_user Book Online  

highlight_off

Caribbean, Caribbean Anguilla

(minimum stay 4 nights)
pets Pets Allowed
Mystique at Sheriva
Overlooking Cove Lagoon and just two minutes away from the pristine two half mile white sand beaches of Maundays and Cove Bay, Mystique at Sheriva is one of Anguilla?s top luxury boutique villas. Located in the chic West End, the villa is situated on a lush 10-acre alcove with stunning views of the Caribbean Sea and St. Martin. The property offers ultimate privacy, yet swift access to the island?s finest beaches, boutiques and restaurants. This expansive villa offers three swimming pools, a hot tub and an alfresco shower. The elegant spaces offer tech-savvy comforts such as plasma televisions, DVD players, poolside Bose surround sound and Wi-Fi so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and enjoy some outdoor dining as you overlook the tropical landscape. A complimentary golf cart helps you zip around the grounds. You can also stay on top of yo...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in West Endge, West Endge
8
Sleeps
1
Bedrooms
7
Baths
pets
pool
Villa-House
 
verified_user Book Online  
(€ 32,707  £ 28,148)
From
$ 36,750 /Week 
or $5,250 /night (Min Stay 7 nights)
 
verified_user Book Online  

highlight_off

West Endge, West Endge Anguilla

(minimum stay 7 nights)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
Kandara
Created to capture golden sunsets, this luxurious six-bedroom vacation rental sits oceanside in Anguilla?s ultra-chic West End. Situated on one-acre of expertly manicured tropical gardens, Kandara enjoys a high-level of privacy, even though many of Anguilla?s most coveted attractions are within a few minutes drive. All six of the villa?s bedrooms come with lavish en-suite bathrooms and direct access to a private balcony or the terrace. And, less than one minute from home, you?ll find a set of steps leading to a secluded swimming cove. With a pure-white aesthetic, Kandara acts like a canvas for warm wood accents, ocean-inspired turquoise, and the vibrant greens of Anguilla. The main floor?s open-concept floorplan allows barrier-free access to the terrace, making it easy for fresh ocean breeze and natural sunlight to fill the interior spaces, as well as encouraging a free-flowing social at...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Caribbean, Caribbean
12
Sleeps
6
Bedrooms
9
Baths
pets
pool
Villa-House
 
verified_user Book Online  
(€ 24,920  £ 21,446)
From
$ 28,000 /Week 
or $4,000 /night (Min Stay 4 nights)
 
verified_user Book Online  

highlight_off

Caribbean, Caribbean Anguilla

(minimum stay 4 nights)
pool Swimming Pool
pets Pets Allowed
Harmony at Sheriva
Located in Maundays Bay in Anguilla, Harmony at Sheriva villa successfully harmonizes traditional Caribbean style with touches from the Far East. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you deserve. With postcard perfect views of neighboring St. Martin and the Caribbean Sea, this chic villa redefines the art of luxury escape. All three main level rooms have direct access to the expansive terrace which leads to the infinity swimming pool with a built-in hot tub. You will find a second swimming pool on the lower deck. Step out of the water into an alfresco shower. The elegant shared spaces offer tech-savvy comforts such as plasma televisions, DVD players, poolside Bose surround sound and Wi-Fi so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and enj...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Caribbean, Caribbean
10
Sleeps
5
Bedrooms
9
Baths
pets
pool
Villa-House
 
verified_user Book Online  
(€ 21,805  £ 18,765)
From
$ 24,500 /Week 
or $3,500 /night (Min Stay 4 nights)
 
verified_user Book Online  

highlight_off

Caribbean, Caribbean Anguilla

(minimum stay 4 nights)
pool Swimming Pool
pets Pets Allowed
Harmony at Sheriva
Located in Maundays Bay in Anguilla, Harmony at Sheriva villa successfully harmonizes traditional Caribbean style with touches from the Far East. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you deserve. With postcard perfect views of neighboring St. Martin and the Caribbean Sea, this chic villa redefines the art of luxury escape. All three main level rooms have direct access to the expansive terrace which leads to the infinity swimming pool with a built-in hot tub. You will find a second swimming pool on the lower deck. Step out of the water into an alfresco shower. The elegant shared spaces offer tech-savvy comforts such as plasma televisions, DVD players, poolside Bose surround sound and Wi-Fi so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and enj...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Caribbean, Caribbean
12
Sleeps
6
Bedrooms
5
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 6,822  £ 5,871)
From
$ 7,665 /Week 
or $1,095 /night (Min Stay 3 nights)
 
verified_user Book Online  

highlight_off

Caribbean, Caribbean Anguilla

(minimum stay 3 nights)
pool Swimming Pool
CeBlue
A true villa resort escape on the island of Anguilla, CeBlue is set along the scenic beauty of Crocus Bay and provides up to eight, full-size villas for guests to enjoy. Each villa has six bedrooms and six baths, and can accommodate up to 10 adults and 2 children at once. Far more than just a villa resort, each property boasts more than two thousand square feet of interior space and even more outdoor living space. A private pool with a rain shower and outdoor bath ensures that guests can truly live in the gorgeous Caribbean surroundings when spending time on the deck and patio surrounding. Al fresco dining, covered or open lounge areas, and endless scenery to explore and enjoy might keep guests outdoors all day. However, the interior spaces of the villas are just as appealing. With beautiful decor, a complete gourmet kitchen, interactive game room, and completely private bedro...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Caribbean, Caribbean
4
Sleeps
2
Bedrooms
3
Baths
pets
pool
Villa-House
 
verified_user Book Online  
(€ 4,361  £ 3,753)
From
$ 4,900 /Week 
or $700 /night (Min Stay 5 nights)
 
verified_user Book Online  

highlight_off

Caribbean, Caribbean Anguilla

(minimum stay 5 nights)
pool Swimming Pool
pets Pets Allowed
White Cedars
For larger groups,?White Cedars can be rented?along with it's neighboring villa, Colibri. Please inquire with one of our Villa Specialists for more details! Stretching across the horizon like an ivory sculpture, White Cedars villa offers all the perks required for a truly memorable island vacation. Allow the sensual features of this private three bedroom villa to overtake your senses and soul. Located on the remote isle of Anguilla, a tropical hot spot known for its pristine white sand beaches and clear turquoise seas, get ready for the relaxation and rejuvenation you deserve! Have a splash in the pristine L-shaped swimming pool with a stellar view of the azure Caribbean Sea. You will also find ample room for alfresco lounging and dining. Grab the snorkeling gear and head out to the ocean! The fully equipped modern kitchen with American appliances along with a barbeque allows guests to do...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Caribbean, Caribbean
2
Sleeps
1
Bedrooms
3
Baths
pets
pool
Villa-House
 
verified_user Book Online  
(€ 3,669  £ 3,158)
From
$ 4,123 /Week 
or $589 /night (Min Stay 5 nights)
 
verified_user Book Online  

highlight_off

Caribbean, Caribbean Anguilla

(minimum stay 5 nights)
pool Swimming Pool
pets Pets Allowed
White Cedars
For larger groups,?White Cedars can be rented?along with it's neighboring villa, Colibri. Please inquire with one of our Villa Specialists for more details! Stretching across the horizon like an ivory sculpture, White Cedars villa offers all the perks required for a truly memorable island vacation. Allow the sensual features of this private three bedroom villa to overtake your senses and soul. Located on the remote isle of Anguilla, a tropical hot spot known for its pristine white sand beaches and clear turquoise seas, get ready for the relaxation and rejuvenation you deserve! Have a splash in the pristine L-shaped swimming pool with a stellar view of the azure Caribbean Sea. You will also find ample room for alfresco lounging and dining. Grab the snorkeling gear and head out to the ocean! The fully equipped modern kitchen with American appliances along with a barbeque allows guests to do...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Caribbean, Anguilla
rate 5/5
11
Sleeps
5
Bedrooms
6
Baths
pool
Villa-House
rate 5/5 Reviews (10)
verified_user Book Online  
(€ 8,099  £ 6,970)
From
$ 9,100 /Week 
or $1,300 /night (Min Stay 7 nights)
rate 5/5 Reviews (10)
verified_user Book Online  

highlight_off

Anguilla, Caribbean Anguilla

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
BestValue1300/5bd/night. Rent 1 bdr or more, rates adjusted on a sliding scale
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. B...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Blowing Point, Blowing Point
8
Sleeps
4
Bedrooms
5
Baths
pets
pool
Villa-House
 
verified_user Book Online  
(€ 8,722  £ 7,506)
From
$ 9,800 /Week 
or $1,400 /night (Min Stay 5 nights)
 
verified_user Book Online  

highlight_off

Blowing Point, Blowing Point Anguilla

(minimum stay 5 nights)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
Villa Paradise
Treat yourself to the vacation you deserve in sunny Anguilla. Villa Paradise is a seven bedroom villa located in the coveted Blowing Point area of this idyllic tropical island. The layout and enormous deck spaces of this waterfront residence assure that you will enjoy a stunning view of the Caribbean Sea and mountains of St. Martin from almost every angle. The villa?s protected harbor with boat dock and small cove are located directly outside. The adjacent coral reef offers some of the best snorkeling in Anguilla. During the winter season there is a small boat with a captain for beach hopping, snorkeling and lobster fishing. Back at home, jump into the pristine salt water swimming pool to cool off. The deck provides ample sun loungers and umbrellas so you can relax in sun or shade. Fire up the barbeque and get into some alfresco dining! Indoors at Villa Paradise, you will find a home ente...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Blowing Point, Blowing Point
10
Sleeps
5
Bedrooms
5
Baths
pets
pool
Villa-House
 
verified_user Book Online  
(€ 9,968  £ 8,578)
From
$ 11,200 /Week 
or $1,600 /night (Min Stay 5 nights)
 
verified_user Book Online  

highlight_off

Blowing Point, Blowing Point Anguilla

(minimum stay 5 nights)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
Villa Paradise
Treat yourself to the vacation you deserve in sunny Anguilla. Villa Paradise is a seven bedroom villa located in the coveted Blowing Point area of this idyllic tropical island. The layout and enormous deck spaces of this waterfront residence assure that you will enjoy a stunning view of the Caribbean Sea and mountains of St. Martin from almost every angle. The villa?s protected harbor with boat dock and small cove are located directly outside. The adjacent coral reef offers some of the best snorkeling in Anguilla. During the winter season there is a small boat with a captain for beach hopping, snorkeling and lobster fishing. Back at home, jump into the pristine salt water swimming pool to cool off. The deck provides ample sun loungers and umbrellas so you can relax in sun or shade. Fire up the barbeque and get into some alfresco dining! Indoors at Villa Paradise, you will find a home ente...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Blowing Point, Blowing Point
6
Sleeps
3
Bedrooms
5
Baths
pets
pool
Villa-House
 
verified_user Book Online  
(€ 7,476  £ 6,434)
From
$ 8,400 /Week 
or $1,200 /night (Min Stay 5 nights)
 
verified_user Book Online  

highlight_off

Blowing Point, Blowing Point Anguilla

(minimum stay 5 nights)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
Villa Paradise
Treat yourself to the vacation you deserve in sunny Anguilla. Villa Paradise is a seven bedroom villa located in the coveted Blowing Point area of this idyllic tropical island. The layout and enormous deck spaces of this waterfront residence assure that you will enjoy a stunning view of the Caribbean Sea and mountains of St. Martin from almost every angle. The villa?s protected harbor with boat dock and small cove are located directly outside. The adjacent coral reef offers some of the best snorkeling in Anguilla. During the winter season there is a small boat with a captain for beach hopping, snorkeling and lobster fishing. Back at home, jump into the pristine salt water swimming pool to cool off. The deck provides ample sun loungers and umbrellas so you can relax in sun or shade. Fire up the barbeque and get into some alfresco dining! Indoors at Villa Paradise, you will find a home ente...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Island Harbour, Island Harbour
8
Sleeps
4
Bedrooms
6
Baths
pets
Villa-House
 
verified_user Book Online  
(€ 14,329  £ 12,331)
From
$ 16,100 /Week 
or $2,300 /night (Min Stay 3 nights)
 
verified_user Book Online  

highlight_off

Island Harbour, Island Harbour Anguilla

(minimum stay 3 nights)
pets Pets Allowed
ac_unit Air Conditioning
Villa Amarilla
Relax and enjoy a view of endless Caribbean blue at the edge Villa Amarilla?s infinity pool. Located in Anguilla, this five bedroom architectural gem boasts a d?r as beautiful as the island?s natural surroundings, created in collaboration with award-winning interior designer David Salem. Whether you are basking in the sun in one of the pool?s built-in recliners, enjoying the built-in hot tub?s soothing bubbles or entertaining fellow vacationers, you?ll love the outdoor amenities Villa Amarilla has to offer. Indulge in the island?s fresh seafood with the help of a barbeque grill and shaded terrace, or sip a cocktail by the outdoor bar. Indoors, you will find a home theatre with surround sound, an excercise room and a massage table. Baby equipment is also available, to accommodate the whole family and help you travel light. Housekeeping, concierge and manager services are included with y...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Island Harbour, Island Harbour
6
Sleeps
3
Bedrooms
6
Baths
pets
Villa-House
 
verified_user Book Online  
(€ 13,083  £ 11,259)
From
$ 14,700 /Week 
or $2,100 /night (Min Stay 3 nights)
 
verified_user Book Online  

highlight_off

Island Harbour, Island Harbour Anguilla

(minimum stay 3 nights)
pets Pets Allowed
ac_unit Air Conditioning
Villa Amarilla
Relax and enjoy a view of endless Caribbean blue at the edge Villa Amarilla?s infinity pool. Located in Anguilla, this five bedroom architectural gem boasts a d?r as beautiful as the island?s natural surroundings, created in collaboration with award-winning interior designer David Salem. Whether you are basking in the sun in one of the pool?s built-in recliners, enjoying the built-in hot tub?s soothing bubbles or entertaining fellow vacationers, you?ll love the outdoor amenities Villa Amarilla has to offer. Indulge in the island?s fresh seafood with the help of a barbeque grill and shaded terrace, or sip a cocktail by the outdoor bar. Indoors, you will find a home theatre with surround sound, an excercise room and a massage table. Baby equipment is also available, to accommodate the whole family and help you travel light. Housekeeping, concierge and manager services are included with y...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in West Endge, West Endge
12
Sleeps
1
Bedrooms
7
Baths
pets
pool
Villa-House
 
verified_user Book Online  
(€ 34,888  £ 30,024)
From
$ 39,200 /Week 
or $5,600 /night (Min Stay 7 nights)
 
verified_user Book Online  

highlight_off

West Endge, West Endge Anguilla

(minimum stay 7 nights)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
Kandara
Created to capture golden sunsets, this luxurious six-bedroom vacation rental sits oceanside in Anguilla?s ultra-chic West End. Situated on one-acre of expertly manicured tropical gardens, Kandara enjoys a high-level of privacy, even though many of Anguilla?s most coveted attractions are within a few minutes drive. All six of the villa?s bedrooms come with lavish en-suite bathrooms and direct access to a private balcony or the terrace. And, less than one minute from home, you?ll find a set of steps leading to a secluded swimming cove. With a pure-white aesthetic, Kandara acts like a canvas for warm wood accents, ocean-inspired turquoise, and the vibrant greens of Anguilla. The main floor?s open-concept floorplan allows barrier-free access to the terrace, making it easy for fresh ocean breeze and natural sunlight to fill the interior spaces, as well as encouraging a free-flowing social at...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in East Endge, East Endge
rate 5/5
14
Sleeps
8
Bedrooms
9
Baths
pets
pool
Villa-House
rate 5/5 Reviews (2)
verified_user Book Online  
(€ 10,279  £ 8,847)
From
$ 11,550 /Week 
or $1,650 /night (Min Stay 1 night)
rate 5/5 Reviews (2)
verified_user Book Online  

highlight_off

East Endge, East Endge Anguilla

(minimum stay 1 night)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
Zenaida - Anguilla
Zenaida East End Village Anguilla A luxury Private Estate with Beach and Tennis courts and wonderful service on the East End of Anguilla. Everything is Cool about the location - guests have the advantage of the most elevated point on Anguilla. Zenaida is one of Anguilla?s highest villas this property has true history and the location is where a 17th century Dutch fort once stood. As you can imagine the panoramic views are amazing over to St Martin and St Barths beyond with the gorgeous blues of the Caribbean sea. Large lot of 3 acres and lush tropical gardens - for complete privacy and relaxation. Nestled in three acres of lush tropical gardens which boarder the gorgeous Sandy Hill Bay. Path and Steps Down to the Beach Below Zenaida Beach and Tennis Estate is perched on a cliff right above Sandy Hill Bay. A secluded white-sand beach is directly accessible by stairs from the property. The...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Shoal Bayge, Shoal Bayge
4
Sleeps
2
Bedrooms
2
Baths
pets
pool
Villa-House
 
verified_user Book Online  
(€ 14,640  £ 12,600)
From
$ 16,450 /Week 
or $2,350 /night (Min Stay 3 nights)
 
verified_user Book Online  

highlight_off

Shoal Bayge, Shoal Bayge Anguilla

(minimum stay 3 nights)
pool Swimming Pool
pets Pets Allowed
Zemi Beach House - 2 Bedroom Villa Suite
This beautiful beachfront villa along Shoal Bay East?perhaps the finest of Anguilla's dreamy, white-sand beaches?is the ideal vacation rental for honeymoons, family getaways, and destination wedding guests. Part of the renowned Zemi Beach House resort, the villa offers stunning views of the Caribbean Sea, elegant indoor and outdoor living spaces, and exquisite d?r that perfectly echoes and accentuates the natural splendor of this island paradise. Savor long, idyllic days on the villa's terrace, bathing in the infinite swimming pool and relaxing on stylish loungers in the sun or soothing shade. Framed by dreamy palm trees, your ocean view is truly one of the purest and most spectacular on the island. Lovely lanterns invite you to enjoy breathtaking evenings and long nights outside. The understated elegance of the lounge furniture, the lovely wooden balustrade and eaves, and the lagoon-l...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Shoal Bayge, Shoal Bayge
6
Sleeps
3
Bedrooms
3
Baths
pets
pool
Villa-House
 
verified_user Book Online  
(€ 18,690  £ 16,085)
From
$ 21,000 /Week 
or $3,000 /night (Min Stay 3 nights)
 
verified_user Book Online  

highlight_off

Shoal Bayge, Shoal Bayge Anguilla

(minimum stay 3 nights)
pool Swimming Pool
pets Pets Allowed
Zemi Beach House - 3 Bedroom Villa Suite
With a stunning beachfront location along Shoal Bay East, along with exquisite living spaces for your family and friends, this three-bedroom villa is the perfect home-away-from-home in Anguila. As part of the Zembi Beach House resort, you'll have access to world-class amenities, while enjoying the privacy of your villa and unsurpassable proximity to Caribbean Sea. The enchanting outdoor terrace features an infinite swimming pool and ample space for luxurious relaxation in the ocean breeze and light. Savor fresh mornings, long afternoons, and breathtaking evenings on loungers and sunbeds, before stepping onto the precious white sands of perhaps the finest beach on Anguila. The wooden eaves and balustrade, along with lovely lanterns and elegant furniture, harmonize with the ocean's rhythms and the island's serenity. The villa's 2,826-square-foot interior includes an open-plan living area o...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Shoal Bayge, Shoal Bayge
4
Sleeps
2
Bedrooms
2
Baths
pets
pool
Villa-House
 
verified_user Book Online  
(€ 11,525  £ 9,919)
From
$ 12,950 /Week 
or $1,850 /night (Min Stay 3 nights)
 
verified_user Book Online  

highlight_off

Shoal Bayge, Shoal Bayge Anguilla

(minimum stay 3 nights)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
Zemi Beach House - 2 Bedroom Penthouse Suite
Located steps away from Shoal Bay?s spectacular beachfront, this two bedroom penthouse features amazing ocean views, stylish modern decor, and a plunge pool on the private rooftop terrace. Perfect for a small family, friends on vacation together, or a romantic honeymoon, this luxury rental is ready to deliver an unforgettable Caribbean getaway. Finding peace and tranquility is easy in this warm and cozy penthouse environment. Comfortable designer furniture surrounds a beautiful wood coffee table, focusing out the windowed balcony doors on to the amazing ocean view. Tall ceilings, a neutral colour scheme, and plenty of natural sunlight keep the interior bright and inviting. The decor is simple, yet sophisticated, sticking to a few basic principles. Quality over quantity, warmth, and a modern contemporary aesthetic are the ideals that make up the villa?s interior. The kitchen continues the...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Shoal Bayge, Shoal Bayge
6
Sleeps
3
Bedrooms
3
Baths
pets
pool
Villa-House
 
verified_user Book Online  
(€ 14,952  £ 12,868)
From
$ 16,800 /Week 
or $2,400 /night (Min Stay 3 nights)
 
verified_user Book Online  

highlight_off

Shoal Bayge, Shoal Bayge Anguilla

(minimum stay 3 nights)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
Zemi Beach House - 3 Bedroom Penthouse Suite
Located on the beautiful coast line of Shoal Bay, this three bedroom penthouse is perfect for a beach vacation with the family, a group of friends, or maybe even a romantic honeymoon. Steps away from the beach, delicious island cuisine, and vibrant nightlife, this penthouse has everything you need for an amazing Caribbean vacation. With a minimalistic design approach, valuing quality components over quantity, this luxury rental gives you the best aspects of a beach home, and nothing to distract you from the relaxing environment that it has created. Designer furniture, sleek and stylish decor, and a neutral colour scheme create an inviting atmosphere. High ceilings and wide openings to the balcony allow the fresh ocean breeze to flow freely throughout the penthouse interior. The fully equipped kitchen follows the simplistic functional theme of the living room. White cabinetry and a bright ...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Caribbean, Caribbean
10
Sleeps
5
Bedrooms
5
Baths
Villa-House
 
verified_user Book Online  
(€ 15,575  £ 13,404)
From
$ 17,500 /Week 
or $2,500 /night (Min Stay 5 nights)
 
verified_user Book Online  

highlight_off

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 Booked     Available Available           highlight_off   
Anguilla holiday rental in Caribbean, Caribbean
18
Sleeps
10
Bedrooms
10
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 47,479  £ 40,860)
From
$ 53,347 /Week 
or $7,621 /night (Min Stay 7 nights)
 
verified_user Book Online  

highlight_off

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 Booked     Available Available           highlight_off   
Anguilla holiday rental in Caribbean, Caribbean
10
Sleeps
5
Bedrooms
5
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 15,575  £ 13,404)
From
$ 17,500 /Week 
or $2,500 /night (Min Stay 7 nights)
 
verified_user Book Online  

highlight_off

Caribbean, Caribbean Anguilla

(minimum stay 7 nights)
pool Swimming Pool
Modena
Villa Modena on Anguilla is a majestic estate situated on a full acre on stunning Cove Bay. The premiere West End location is the most prestigious on the entire island. Stunning white architecture offsets the blues of the sky, the inviting swimming pool and the crystal clear waters of the Caribbean Sea. Step through the two-story entry of Villa Modena and find an innovative layout with three levels accessed by a lift or by the main entry courtyard. The elegance of the decor and finishing is matched by smart home automation. Rooms are arranged in a dramatic semi-circular pattern around a central circular sitting area on the main level. This comfortable and stylish room features built-in seating in a curved space surrounded by stately marble pillars. The spectacular living room is an expansive space with white sofas and walls of windows for beautiful sea views and natural light. A long an...

booked Booked     Available Available           highlight_off   
Anguilla holiday rental in Caribbean, Caribbean
8
Sleeps
4
Bedrooms
4
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 31,773  £ 27,344)
From
$ 35,700 /Week 
or $5,100 /night (Min Stay 3 nights)
 
verified_user Book Online  

highlight_off

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 Booked     Available Available           highlight_off   
Page 1 of 7
 
1  |  2  |  3  |  4  |  5  |  6  |  7

flag Map of Anguilla

Some locations not available/accurate
Popular self catering vacation rentals searches 2:39:31 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
network
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!