Anguilla Vacation Rentals, Villas, & More

1-50 of 519 Anguilla Rentals

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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 - $6,242
Per week:$12,600 - $43,700
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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1 / 9

Rendezvous Bay Villa
2 Bedrooms / 1 Bathroom / Sleeps 4

“ Excellent ”2 Reviews

from

$165

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Villa
Per night:$165 - $285
Per week:$1,155 - $1,995
Pets allowed:No
Internet:Yes

This villa is a charming West Indian style cottage overlooking Rendezvous Bay and just steps away to the beach. Cedars is a private villa and is perfect for one, two couples or a very small family. A short walk on a private path will take you to one of Anguilla's most beautiful beaches....

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Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Villa
Per night:$1,455 - $4,715
Per month:$43,650 - $141,450
Pets allowed:No
Internet:Yes

This very spacious contemporary West Indian style 4 bedroom villa sits on a slight landscaped rise overlooking the Caribbean Sea and the mountains of St. Maarten beyond. ANANI has direct access through their own short private pathway to a cove with good gentle water which is protected...

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1 / 136
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$6,286 - $8,143
Per month:$188,580 - $244,290
Pets allowed:No
Internet:Yes

While similar in design, À ni South sits on the southern side of the estate and looks more directly down into Little Bay with its shimmering blue waters. The master bedrooms, indoor and outdoor living spaces are likewise oriented toward the breathtaking western view down...

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Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$5,000 - $6,429
Per month:$150,000 - $192,870
Pets allowed:No
Internet:Yes

As the name suggest À ni North sits on the northern side of the estate and, like À ni South, sits perched on the edge of the dramatic cliffs overlooking Little Bay - perhaps Anguilla's most treasured hideaway for swimming and snorkeling. All master bedrooms, indoor...

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Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Villa
Per night:$1,680 - $4,715
Per month:$50,400 - $141,450
Pets allowed:No
Internet:Yes

This very spacious contemporary West Indian style WHEELCHAIR AND LIMITED ABILITY FRIENDLY 4 bedroom villa sits on a slight landscaped rise overlooking the Caribbean Sea and the mountains of St.. Maarten beyond. AQUAMARIE has direct access through their own short private pathway to...

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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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1 / 21

Limestone Bay Villa
5 Bedrooms / 5 Bathrooms / Sleeps 8

“ Excellent ”1 Review

Bedrooms:5
Bathrooms:5
Sleeps:8
Type:Villa
Per night:$1,800 - $6,428
Per week:$12,600 - $45,000
Pets allowed:No
Internet:Yes

The spirit of Villa Kishti is captured in the simple luxury afforded by an exceptional location, harmoniously blended with a very desirable environment. Fronted by the villa's volcanic rock shoreline, large infinity pool, Grotto with a hot tub, giant shaded bed, music, and a...

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Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Villa
Per night:$1,455 - $6,735
Per week:$10,185 - $47,145
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. Anani 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:5
Sleeps:8
Type:Villa
Per night:$1,850 - $7,551
Per week:$12,950 - $52,858
Pets allowed:No
Internet:Yes

Sitting on Anguillas South Shore, Kamique commands stunning views of the secluded cove beach and the mountains of St. Martin. Aquamarine 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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1 / 35

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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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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1 / 29

Island Harbour Villa
5 Bedrooms / 7 Bathrooms / Sleeps 10

Bedrooms:5
Bathrooms:7
Sleeps:10
Type:Villa
Per night:$2,100 - $5,000
Per week:$14,700 - $35,000
Pets allowed:No
Internet:No

Villa Amarilla's design is Caribbean with an Italian influence in its yellow stucco walls, turquoise shutters and red tile roof. The cool island interiors by the owners in collaboration with award- winning Dallas interior designer David Salem & Associates have hints of Moroccan flair....

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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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Island Harbour Anguilla Vacation Rentals - Villa
1 / 32
Bedrooms:5
Bathrooms:7
Sleeps:10
Type:Villa
Per night:$2,100 - $5,000
Per week:$14,700 - $35,000
Pets allowed:No
Internet:Yes

Villa Amarilla's design is Caribbean with an Italian influence in its yellow stucco walls, turquoise shutters and red tile roof. The cool island interiors by the owners in collaboration with award- winning Dallas interior designer David Salem & Associates have hints of Moroccan flair....

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Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Villa
Per night:$1,000 - $4,800
Per week:$7,000 - $33,600
Pets allowed:No
Internet:Yes

Located on spectacular Shoal Bay East, Villa Black Pearl offers privacy, relaxed elegance and exquisite views just steps to one of the Caribbean’s most beautiful beaches. The villa features a unique Mediterranean design including a domed roof and a barrel roof, as well as verandas...

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Shoal Bay Village Anguilla Vacation Rentals - Villa
1 / 19

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

“ Excellent ”5 Reviews

Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$1,375 - $4,100
Per week:$9,625 - $28,700
Pets allowed:No
Internet:Yes

Location, location, location! Villa Azure overlooks fabulous Shoal Bay Beach, Anguilla’s most celebrated beach. With its coveted position, exquisite attention to detail and tailoring to the desires of our guests, Villa Azure has cumulated in the perfect holiday retreat. Villa...

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1 / 13
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$2,400 - $10,000
Per week:$16,800 - $70,000
Pets allowed:No
Internet:Yes

Terraces that open to the infinity edge pool and the ocean beyond induce a natural lightness of being, while ivory, rust, burgundy, pewter and muted green interiors keep guests happily anchored to earth. Featuring four master suites, a two- storey design with vaulted ceilings...

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Bedrooms:4
Bathrooms:2
Sleeps:6
Type:Home
Per night:$1,200 - $2,000
Per week:$8,400 - $14,000
Pets allowed:No
Internet:Yes

Villa IDP VIS, also known as Vista, is an idyllic three bedroom villa on the coast with an infinity pool overlooking the sea and the panoramic views of St Martin. The villa is on a very private small beach and the reef next to the house has wonderful snorkeling. Villa IDP VIS has...

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1 / 16

Blowing Point Villa
7 Bedrooms / 5 Bathrooms / Sleeps 12

“ Excellent ”2 Reviews

Bedrooms:7
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$1,000 - $6,000
Per week:$7,000 - $42,000
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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Bedrooms:3
Bathrooms:4
Sleeps:6
Type:Villa
Per night:$900 - $1,750
Per week:$6,300 - $12,250
Pets allowed:No
Internet:Yes

Welcome to L'Embellie Villa on Forest Bay, an elegant and secluded Anguilla rental villa consisting of a two- bedroom luxury Beach Villa and private one- bedroom Garden Cottage set on one acre of lush tropical gardens and white sandy beach. One of its two residences is the Beach ...

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Shoal Bay Village Anguilla Vacation Rentals - Home
1 / 35

Shoal Bay Village Home
Studio / 1 Bathroom / Sleeps 3

“ Very Good ”1 Review

from

$250

/ night

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Bedrooms:Studio
Bathrooms:1
Sleeps:3
Type:Home
Per night:$250 - $475
Per week:$1,750 - $3,325
Pets allowed:No
Internet:Yes

Escape to a tropical paradise in this luxury, over- sized penthouse studio, located on Shoal Bay East, and is only a short five minute walk to the white sandy beaches and blue ocean water. The studio penthouse offers flexible seating and conversation areas with sustainable living...

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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: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:6
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$2,850 - $4,600
Per week:$19,950 - $32,200
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: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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1 / 22

Sandy Hill Bay Villa
7 Bedrooms / 8 Bathrooms / Sleeps 14

“ Excellent ”2 Reviews

from

$963

/ night

Email Owner
Bedrooms:7
Bathrooms:8
Sleeps:14
Type:Villa
Per night:$963 - $6,428
Per week:$6,741 - $45,000
Pets allowed:No
Internet:Yes

Zenaida Estate is nestled on three acres of lush tropical gardens with sweeping views of the Caribbean Sea, and the mountains of St Martin and St Barths beyond. Luxuriate in the white powdery sands of our deserted beach. Enjoy ultimate privacy in a three- , four- , or seven- bedroom...

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Island Harbour Anguilla Vacation Rentals - Home
1 / 34
Bedrooms:4
Bathrooms:5
Sleeps:12
Type:Home
Per night:$824 - $2,700
Per week:$5,768 - $18,900
Pets allowed:No
Internet:Yes

Villa Abayamudra – “ The Abbey” meaning fearless, is situated in Shoal Bay East, on the tropical island of Anguilla. The Abbey is an oceanfront villa with unobstructed and breathtaking views of the turquoise waters of the Caribbean Sea. The location of this ...

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1 / 29

Blowing Point Home
3 Bedrooms / 4 Bathrooms / Sleeps 6

from

$777

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:6
Type:Home
Per night:$777 - $3,199
Per week:$5,439 - $22,393
Pets allowed:No
Internet:Yes

Pelican Bay is a jewel perched on the ocean’ s edge, located on a private cul- de- sac in Pelican Bay, Anguilla with direct beach access. The villa is sprawled out over 5, 000 square feet and features two bedrooms in the main house, one bedroom in the guest house, three...

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Bedrooms:4
Bathrooms:5
Sleeps:10
Type:Home
Per night:$1,200 - $4,500
Per week:$8,400 - $31,500
Pets allowed:No
Internet:No

Surrounded by wide open spaces, fresh air and amazing ocean views, this four bedroom villa combines the idyllic Caribbean lifestyle with five- star boutique luxury. Cé Blue Villas & Beach Resort is perched atop a hillside overlooking the blue ocean waters of Crocus Bay, ...

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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 / 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:3
Bathrooms:4
Sleeps:8
Type:Home
Per night:$1,000 - $3,995
Per week:$7,000 - $27,965
Pets allowed:No
Internet:No

This slice of paradise is perched on a hill overlooking the shimmering Crocus Bay on the island of Anguilla. Spectacular architecture and sensational tropical scenery, tasteful furnishings and a deluxe kitchen offers you unequaled comfort in a tropical paradise setting. The villa...

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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:6
Bathrooms:6
Sleeps:14
Type:Villa
Per night:$3,900 - $10,311
Per week:$27,300 - $72,177
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:10
Bathrooms:10
Sleeps:20
Type:Villa
Per night:$8,564 - $14,278
Per week:$59,948 - $99,946
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 / 21

Little Harbour Villa
10 Bedrooms / 12 Bathrooms / Sleeps 20

Bedrooms:10
Bathrooms:12
Sleeps:20
Type:Villa
Per night:$9,541 - $9,871
Per week:$66,787 - $69,091
Pets allowed:No
Internet:Yes

Le Bleu is simply the most exciting and glamorous new villa in Anguilla. This ten bedroom villa (all en suite) is located on two and a half acres of beautiful tropical gardens. The villa has two swimming pools, two small natural beaches, beach pavilion, tennis court, gym, personal...

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Bedrooms:10
Bathrooms:10
Sleeps:20
Type:Villa
Per night:$10,363 - $17,160
Per week:$72,541 - $120,120
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:10
Bathrooms:12
Sleeps:20
Type:Villa
Per night:$8,571 - $14,714
Per week:$59,997 - $102,998
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:10
Bathrooms:12
Sleeps:20
Type:Villa
Per night:$8,571 - $14,714
Per week:$59,997 - $102,998
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:10
Bathrooms:10
Sleeps:20
Type:Villa
Per night:$10,363 - $17,160
Per week:$72,541 - $120,120
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:10
Bathrooms:10
Sleeps:20
Type:Villa
Per night:$10,363 - $17,160
Per week:$72,541 - $120,120
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:10
Bathrooms:10
Sleeps:20
Type:Villa
Per night:$8,564 - $14,278
Per week:$59,948 - $99,946
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:10
Bathrooms:12
Sleeps:20
Type:Villa
Per night:$8,571 - $14,714
Per week:$59,997 - $102,998
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:10
Bathrooms:10
Sleeps:20
Type:Villa
Per night:$8,564 - $14,278
Per week:$59,948 - $99,946
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:10
Bathrooms:12
Sleeps:20
Type:Villa
Per night:$8,571 - $14,714
Per week:$59,997 - $102,998
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:10
Bathrooms:10
Sleeps:20
Type:Villa
Per night:$10,363 - $17,160
Per week:$72,541 - $120,120
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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