Anguilla Vacation Rentals, Villas, & More

1-50 of 524 Anguilla Rentals

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Sandy Hill Bay Villa
5 Bedrooms / 5.5 Bathrooms / Sleeps 14

Bedrooms:5
Bathrooms:5.5
Sleeps:14
Type:Villa
Per night:$1,400
Per month:$42,000
Pets allowed:No
Internet:Yes

Villa 'B On The Sea' is a luxurious newer villa overlooking the Caribbean Sea & Sandy Hill Beach with expansive views of Anguilla, St. Martin & St. Bart's! The villa is designed to be the ultimate entertainment Mecca for an exceptional paradise experience. This exclusive villa...

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Bedrooms:10
Bathrooms:10
Sleeps:18
Type:Home
Per night:$6,929 - $14,279
Per week:$48,500 - $99,950
Pets allowed:No
Internet:Yes

Set within a private tropical garden of approximately 1. 5 acres, Villa LHE IND, also referred to as Indigo, is the perfect holiday hideaway. Located within idyllic Little Harbour, Indigo is sheltered by Cinnamon Reef, providing unrivalled panoramic views of the stunning Caribbean...

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Shoal Bay Village Anguilla Vacation Rentals - Home
1 / 35
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Home
Per night:$500 - $725
Per week:$3,500 - $5,075
Pets allowed:No
Internet:Yes

Enjoy all that Shoal Bay East has to offer at The Fountain Residences. This two bedroom penthouse is located along the intimate East Shoal Bay in Anguilla where you can snorkel, swim and relax on one of the most beautiful beaches in the world. Privacy, exclusivity and luxury are...

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Bedrooms:1
Bathrooms:1
Sleeps:3
Type:Home
Per night:$350 - $575
Per week:$2,450 - $4,025
Pets allowed:No
Internet:Yes

The Fountain Residences One Bedroom Penthouse is located along the intimate East Shoal Bay in Anguilla where you can snorkel, swim and relax on one of the most beautiful beaches in the world. Privacy, exclusivity and luxury are the coveted attributes of this oceanfront one bedroom...

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Shoal Bay Village Anguilla Vacation Rentals - Home
1 / 33
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Home
Per night:$400 - $625
Per week:$2,800 - $4,375
Pets allowed:No
Internet:Yes

Enjoy all that Shoal Bay East has to offer at The Fountain Residences. This two bedroom residence is located along the intimate East Shoal Bay in Anguilla where you can snorkel, swim and relax on one of the most beautiful beaches in the world. Privacy, exclusivity and luxury are...

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Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$840 - $960
Per week:$5,880 - $6,720
Pets allowed:No
Internet:Yes

Villa IDP FRE, also referred to as Freedom House, is a casual yet comfortable villa that is excellent for families and couples traveling together. This villa has 4 bedrooms located on the main level and a large master suite on the upper level. IDP FRE's spacious Great Room has sliding...

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Island Harbour Anguilla Vacation Rentals - Home
1 / 35
Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Home
Per night:$995 - $2,800
Per week:$6,965 - $19,600
Pets allowed:No
Internet:Yes

Luxury Island Harbour Estate offers breathtaking vistas of the Caribbean Sea and is located on the North East coastline of Anguilla on Island Harbour. Embraced by unrivaled white beaches and breathtaking turquoise seas, Island Harbor Estate captivates visitors and creates memories...

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Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$1,200 - $3,150
Per week:$8,400 - $22,050
Pets allowed:No
Internet:Yes

We know the key to a great vacation is finding the right accommodations. Island Harbour Villas are a fully secure retreat that allows full privacy and interaction with the perfect serenity of its surroundings. Stargazing during the tropical evenings is an experience not to be missed!...

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Island Harbour Anguilla Vacation Rentals - Home
1 / 21
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$500 - $1,250
Per week:$3,500 - $8,750
Pets allowed:No
Internet:Yes

With spacious indoor and outdoor living and dining spaces, Island Harbour Villa is perfect for a honeymoon or for the couple who truly wants to escape from it all. This family- friendly villa features two bedrooms, two full baths, and comfortably accommodates up to four guests....

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Island Harbour Anguilla Vacation Rentals - Home
1 / 22
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Home
Per night:$350 - $950
Per week:$2,450 - $6,650
Pets allowed:No
Internet:Yes

Island Harbour Villa is perfect for a honeymoon or for the couple who truly wants to escape from it all. The villa is perched on the ridge on the tropical Island Harbour in Anguilla. With spacious indoor and outdoor living and dining spaces, Island Harbour Villa is designed for relaxation,...

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Island Harbour Anguilla Vacation Rentals - Home
1 / 24
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Home
Per night:$350 - $950
Per week:$2,450 - $6,650
Pets allowed:No
Internet:Yes

Nothing says paradise with more eloquence, and you and your guests will be pampered with all your needs in this amazing Island Harbour Villa located on the tropical Anguilla Island. The villa is perfect for a honeymoon or for the couple who truly wants to escape from it all. Here...

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Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Villa
Per night:$4,130 - $11,428
Per month:$123,900 - $342,840
Pets allowed:No
Internet:No

From its perch atop the highest point, Sky Villa is the embodiment of its namesake, paying homage to the element that serves as metaphor for life’ s limitless possibilities. Interior hues of aquamarine and royal blue with yellow accents set the tone throughout 6, 500 square...

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Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Villa
Per night:$780 - $3,720
Per month:$23,400 - $111,600
Pets allowed:No
Internet:Yes

Songbird' A four bedroom villa situated in Rendezvous Bay one of the Islands premier beaches is just a 5 minute walk away or a 2 minute golf cart ride ( golf cart included) to this beautiful white sanded bay with the clearest most beautiful waters you will ever see. The Architect ...

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Bedrooms:6
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$2,850
Per week:$19,950
Pets allowed:No
Internet:Yes

Our Reservation Payment Protection Guarantee ensures you peace of mind. Private Villa Rentals is a licensed & registered villa wholesaler. (TICO) #50020221. (http://www. tico. ca/)Our Service Guarantee ensures you the best villa experience. (http://www. privatevillarentals. com/service-...

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Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Villa
Per night:$1,157
Per week:$8,099
Pets allowed:No
Internet:Yes

Our Reservation Payment Protection Guarantee ensures you peace of mind. Private Villa Rentals is a licensed & registered villa wholesaler. (TICO) #50020221. (http://www. tico. ca/)Our Service Guarantee ensures you the best villa experience. (http://www. privatevillarentals. com/service-...

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Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$3,700
Per week:$25,900
Pets allowed:No
Internet:Yes

Our Reservation Payment Protection Guarantee ensures you peace of mind. Preferred Escapes is a licensed & registered villa wholesaler. (TICO) #50020229. (http://www. tico. ca/)Our Service Guarantee ensures you the best villa experience. (http://www. preferredescapes. com/service- ...

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Island Harbour Anguilla Vacation Rentals - Villa
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Island Harbour Villa
4 Bedrooms / 4 Bathrooms / Sleeps 8

Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$1,700 - $4,000
Per month:$51,000 - $120,000
Pets allowed:No
Internet:Yes

EUDR is a luxurious 11 000 square foot, 4 acre estate perched on top of a cliff offering breathtaking vistas of the sea. The villa is located in Island Harbour, on the North East coastline of Anguilla. It is comprised of 4 bedrooms, each with their own full bathrooms, living room...

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Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Villa
Per night:$1,600
Per week:$11,200
Pets allowed:No
Internet:Yes

Our Reservation Payment Protection Guarantee ensures you peace of mind. Preferred Escapes is a licensed & registered villa wholesaler. (TICO) #50020229. (http://www. tico. ca/)Our Service Guarantee ensures you the best villa experience. (http://www. preferredescapes. com/service- ...

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Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Villa
Per night:$2,395 - $6,395
Per month:$71,850 - $191,850
Pets allowed:No
Internet:No

The Point at Cove Castles offers spectacular views of St. Martin and the western Caribbean Sea with extraordinary sunsets. Special features include: Air- conditioned Grand Master Bedroom with twin decks, and oversized Jacuzzi Bathroom Four Air- conditioned Guest bedrooms each with...

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Long Bay Village Anguilla Vacation Rentals - Villa
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Long Bay Village Villa
4 Bedrooms / 5 Bathrooms / Sleeps 8

Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Villa
Per night:$4,630 - $12,143
Per month:$138,900 - $364,290
Pets allowed:No
Internet:No

At LONG BAY VILLAS, sand is never a measure of time – only reverie. At Sand Villa, terraces that open to the infinity edge swimming pool and the ocean beyond induce a natural lightness of being while ivory, rust, burgundy, pewter and muted green interiors keep guests happily...

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Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$2,395 - $4,795
Per month:$71,850 - $143,850
Pets allowed:No
Internet:Yes

Tucked away on its very own private cove, The Pavilion at Covecastles redefines the standard for superlative villa accommodation in an exclusive tropical setting. The Pavilion is a fully air- conditioned, single- level unit which offers: Grand Master Bedroom and 2 to 3 guest bedrooms,...

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Sandy Hill Bay Villa
3 Bedrooms / 3 Bathrooms / Sleeps 6

Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
Per night:$2,500
Per week:$17,500
Pets allowed:No
Internet:Yes

Our Reservation Payment Protection Guarantee ensures you peace of mind. Private Villa Rentals is a licensed & registered villa wholesaler. (TICO) #50020221. (http://www. tico. ca/)Our Service Guarantee ensures you the best villa experience. (http://www. privatevillarentals. com/service-...

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Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
Per night:$645
Per week:$4,515
Pets allowed:No
Internet:Yes

Our Reservation Payment Protection Guarantee ensures you peace of mind. Private Villa Rentals is a licensed & registered villa wholesaler. (TICO) #50020221. (http://www. tico. ca/)Our Service Guarantee ensures you the best villa experience. (http://www. privatevillarentals. com/service-...

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The Farrington Anguilla Vacation Rentals - Villa
1 / 15

The Farrington Villa
3 Bedrooms / 3 Bathrooms / Sleeps 6

Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
Per night:$1,100
Per week:$7,700
Pets allowed:No
Internet:Yes

Our Reservation Payment Protection Guarantee ensures you peace of mind. Private Villa Rentals is a licensed & registered villa wholesaler. (TICO) #50020221. (http://www. tico. ca/)Our Service Guarantee ensures you the best villa experience. (http://www. privatevillarentals. com/service-...

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Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Villa
Per night:$1,195
Per week:$8,365
Pets allowed:No
Internet:Yes

Our Reservation Payment Protection Guarantee ensures you peace of mind. Private Villa Rentals is a licensed & registered villa wholesaler. (TICO) #50020221. (http://www. tico. ca/)Our Service Guarantee ensures you the best villa experience. (http://www. privatevillarentals. com/service-...

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Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Villa
Per night:$1,195
Per week:$8,365
Pets allowed:No
Internet:Yes

Our Reservation Payment Protection Guarantee ensures you peace of mind. Preferred Escapes is a licensed & registered villa wholesaler. (TICO) #50020229. (http://www. tico. ca/)Our Service Guarantee ensures you the best villa experience. (http://www. preferredescapes. com/service- ...

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Bedrooms:1
Bathrooms:1
Sleeps:3
Type:Home
Per night:$300 - $525
Per week:$2,100 - $3,675
Pets allowed:No
Internet:Yes

The Fountain Residences is located along the intimate East Shoal Bay in Anguilla where you can snorkel, swim and relax on one of the most beautiful beaches in the world. Privacy, exclusivity and luxury are the coveted attributes of this oceanfront one bedroom residence, which offers...

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Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
Per night:$2,000
Per week:$14,000
Pets allowed:No
Internet:Yes

Our Reservation Payment Protection Guarantee ensures you peace of mind. Preferred Escapes is a licensed & registered villa wholesaler. (TICO) #50020229. (http://www. tico. ca/)Our Service Guarantee ensures you the best villa experience. (http://www. preferredescapes. com/service- ...

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1 / 41

Meads Bay Villa
7 Bedrooms / 7 Bathrooms / Sleeps 14

Bedrooms:7
Bathrooms:7
Sleeps:14
Type:Villa
Per night:$8,857 - $17,857
Per week:$62,000 - $125,000
Pets allowed:No
Internet:Yes

From the moment you set foot on this lush estate, you'll begin to relax. Whether lounging by your private pool with tranquil views of the sea, or stepping out to the beach from the back porch, you'll be transformed by Anguilla's natural beauty. Santosha Estate offers your hearts...

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Island Harbour Anguilla Vacation Rentals - Villa
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Island Harbour Villa
8 Bedrooms / 8 Bathrooms / Sleeps 16

Bedrooms:8
Bathrooms:8
Sleeps:16
Type:Villa
Per night:$2,400 - $10,000
Per week:$16,800 - $70,000
Pets allowed:Yes
Internet:Yes

The grandeur of Ultimacy Villa belies its warmth and serenity. Ultimacy offers many secluded spots for quiet conversation, reflection and peaceful meditation to the pulse of the calming surf against the rocks. Ultimacy Villa can comfortably accommodate up to 16 guests in 8 bedrooms...

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1 / 13

Meads Bay Villa
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$750

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
Per night:$750 - $1,550
Per week:$5,250 - $10,850
Pets allowed:No
Internet:Yes

Experience the luxury vacation of your dreams in the romantic ambiance of Coconut Palm Villa. Immerse yourself in the laid- back tropical lifestyle of Anguilla while enjoying the privacy of your Caribbean home. Lovely decor adorns this delightful 3 bedroom villa which includes an ...

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Bedrooms:6
Bathrooms:7
Sleeps:12
Type:Villa
Per night:$1,800 - $10,311
Per month:$54,000 - $309,330
Pets allowed:No
Internet:Yes

This very spacious contemporary West Indian style 6 bedroom villa sits on a slight landscaped rise overlooking the Caribbean Sea and the mountains of St. Maarten beyond. TRITON has direct access through their own short private pathway to a cove with good gentle water which is protected...

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Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$1,800 - $6,429
Per month:$54,000 - $192,870
Pets allowed:No
Internet:Yes

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

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1 / 10
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$4,500 - $6,495
Per week:$31,500 - $45,465
Pets allowed:No
Internet:Yes

From its perch atop the highest point, Sky Villa is the embodiment of its namesake, paying homage to the element that serves as metaphor for life's limitless possibilities. Interior hues of aquamarine and royal blue with yellow accents set the tone throughout 6, 500 square feet...

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Little Harbour Anguilla Vacation Rentals - Villa
1 / 11
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$2,400 - $2,900
Per week:$16,800 - $20,300
Pets allowed:No
Internet:Yes

This very spacious contemporary West Indian style, four bedroom villa sits on a rise overlooking the Caribbean Sea and the mountains of St. Maarten beyond. Aquamarie has direct access to a cove via a private pathway. Beach chairs, umbrellas and day beds are available for the guests...

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1 / 8
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$5,000 - $7,210
Per week:$35,000 - $50,470
Pets allowed:No
Internet:Yes

At Long Bay villas, sand is never a measure of time, only reverie. At Sand Villa, terraces that open to the infinity edge swimming pool and the ocean beyond induce a natural lightness of being while ivory, rust, burgundy, pewter and muted green interiors keep guests happily ...

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Little Harbour Anguilla Vacation Rentals - Villa
1 / 10
Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Villa
Per night:$2,850 - $3,900
Per week:$19,950 - $27,300
Pets allowed:No
Internet:Yes

This very spacious contemporary West Indian style six bedroom villa sits on a slight landscaped rise overlooking the Caribbean Sea and the mountains of St. Maarten beyond. Triton has direct access through their own short private pathway to a cove with good gentle water which is protected...

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Little Harbour Anguilla Vacation Rentals - Villa
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Little Harbour Villa
10 Bedrooms / 10 Bathrooms / Sleeps 19

“ Very Good ”1 Review

Bedrooms:10
Bathrooms:10
Sleeps:19
Type:Villa
Per night:$7,882 - $17,160
Per week:$55,179 - $120,120
Pets allowed:No
Internet:Yes

Le Bleu is a 10 bedroom villa with 10 en- suite bathrooms, located within approximately 2. 5 acres of beautiful tropical gardens. With a fabulous open style living space in a superbly private location, the villa boasts two swimming pools as well as a small natural beach, beach ...

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Blowing Point Anguilla Vacation Rentals - Villa
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Blowing Point Villa
7 Bedrooms / 5 Bathrooms / Sleeps 12

“ Excellent ”2 Reviews

Bedrooms:7
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$1,000 - $4,000
Per week:$7,000 - $28,000
Pets allowed:No
Internet:Yes

This 6/7 bedroom, 7, 000 square foot gated property with large oceanfront freshwater pool sits on a landscaped 3. 5 acre estate situated right on the Caribbean Sea with the mountain of St. Martin/St. Maarten beyond. The villa's protected harbor with boat dock and small cove are ...

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Little Harbour Anguilla Vacation Rentals - Villa
1 / 13

Little Harbour Villa
6 Bedrooms / 6 Bathrooms / Sleeps 12

“ Excellent ”7 Reviews

Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Villa
Per night:$1,800 - $3,900
Per week:$12,600 - $27,300
Pets allowed:No
Internet:Yes

Sitting on Anguilla’s South Shore, Kamique commands stunning views of the secluded cove beach and the mountains of St. Martin. Triton is dramatically nestled in the rolling landscape to form their own special enclaves. The surrounding waters are protected by a reef, which makes...

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Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$2,200 - $9,000
Per week:$15,400 - $63,000
Pets allowed:No
Internet:Yes

Unwind in Sand Villa’s glamorous accommodations. It’s one of our top Anguilla villa rentals for beach lovers, thanks to its idyllic setting surrounded by tropical greenery and perched above the sugar white sands of Long Bay Beach. The infinity- edged pool with an adjoining jacuzzi...

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Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Villa
Per night:$650 - $3,100
Per week:$4,550 - $21,700
Pets allowed:No
Internet:Yes

Experience the sensual pleasures of this 4 bedroom private villa on the Island of Anguilla. The home includes an elegant blend of contemporary and classic Caribbean architecture and furnishings. The expansive glass and generous terrace and pool deck, provides a true indoor/outdoor...

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Bedrooms:5
Bathrooms:6
Sleeps:12
Type:Villa
Per night:$3,600 - $6,600
Per week:$25,200 - $46,200
Pets allowed:No
Internet:Yes

The luxurious Five Bedroom Beachfront Villas boast 5, 356 square feet of living space, with a custom- designed four- poster king bed in four bedrooms and two queen- sized beds in the fifth bedroom. Five and a half spacious marble bathrooms feature double sinks, a deep soaking tub,...

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Sandy Hill Bay Villa
6 Bedrooms / 7 Bathrooms / Sleeps 12

“ Excellent ”2 Reviews

from

$945

/ night

Email Owner
Bedrooms:6
Bathrooms:7
Sleeps:12
Type:Villa
Per night:$945 - $3,000
Per week:$6,615 - $21,000
Pets allowed:No
Internet:Yes

Villa Colibri is a striking, new, spacious and contemporary villa situated on the Southern coast of Anguilla. Five minutes' drive from the half mile of beach at Sandy Hill Bay. It's elevated position allows for the villa to benefit from the trade winds (assisted by the high ceilings...

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Bedrooms:4
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$2,550 - $4,600
Per week:$17,850 - $32,200
Pets allowed:No
Internet:Yes

With a generous 4, 335 square feet, the Four Bedroom Blufftop Villas, with partial ocean views, are with a custom- designed four- poster king bed both in each bedroom with two queens in the fourth bedroom, full gourmet kitchen, dining room, living room, washer and dryer, ...

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Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Villa
Per night:$2,200 - $11,000
Per week:$15,400 - $77,000
Pets allowed:No
Internet:Yes

Situated directly on the sparkling white sands and aquamarine waters of Rendezvous Bay, Anguilla, Arushi Villa brings private luxury to this stunning natural paradise. You’ll enjoy pampering and privacy with the five- star amenities of Cusinart Resort at your service. And for ...

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Long Bay Village Anguilla Vacation Rentals - Villa
1 / 15

Long Bay Village Villa
5 Bedrooms / 5 Bathrooms / Sleeps 10

“ Very Good ”1 Review

Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$2,400 - $11,000
Per week:$16,800 - $77,000
Pets allowed:No
Internet:Yes

Spend a memorable holiday in this spacious villa on one of the Caribbean’s safest and most charming islands. Perched above Long Bay’s sugar white sands, Sea Villa is one of our top Anguilla villa rentals for beach lovers. Cool off in the infinity- edged pool during the day, ...

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Bedrooms:4
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$3,225 - $6,100
Per week:$22,575 - $42,700
Pets allowed:No
Internet:Yes

The 4, 817 square feet of the Four Bedroom Beachfront Villas feature three bedrooms with a custom- designed four- poster king bed in each, with two queen- sized bed in the fourth bedroom, plus four marble bathrooms featuring double sinks, a deep soaking tub, and over sized walk-...

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Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$1,800 - $3,950
Per week:$12,600 - $27,650
Pets allowed:No
Internet:Yes

The penthouse is perfect for entertaining. Spread over 3, 679 square feet, the Three Bedroom Penthouse features a custom- designed four- poster king bed both in the master and second bedrooms, with two queen- sized beds in the third bedroom. With a full gourmet kitchen, dining...

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Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Villa
Per night:$1,600 - $3,300
Per week:$11,200 - $23,100
Pets allowed:No
Internet:Yes

A secluded, 10, 000 square foot luxury home located on the North Shore of Anguilla with magnificent views of the ever changing shades of blue of the Atlantic Ocean. Outdoor oasis with plenty of pool seating and umbrellas, plenty of beach chairs and umbrellas, fenced in kids playground...

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