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Smoking Allowed Vacation Rentals in Anguilla

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    Travellers to Anguilla are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    $615
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    1 / 8
    4.5 of 5 stars (5) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    $4,946
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    1 / 24
    8 Bedrooms / 10 Bathrooms / Sleeps 16
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    $629
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    1 / 29
    5 of 5 stars (2) Excellent
    Island Harbour
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    $476
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    1 / 10
    5 of 5 stars (1) Excellent
    West End Village
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Private Outdoor...
    • Safe
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
    • ?
    About this property
    West Green Villa is just a mere 15' from Anguilla's prestigious Cuisinart Golf Course. Spectacular views of St. Martin, the ocean, and the golf course now await your next stay in Anguilla. West Green Villa set in a wonderful garden, has three large and stunning bedrooms all with walk outs to patios... View all property information
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    Location Information
    West End Village, Anguilla AI 2640
    5 of 5 stars Reviewed 17 April 2014
    I rented this amazing house for my family for my wedding. We also used the house as our meeting place for all of guests that came to Anguilla. It's spacious and comfortable. The...
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    $1,175
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    1 / 24
    5 of 5 stars (1) Excellent
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Three Dolphins, an elegantly furnished estate on Anguilla, provides a most private escape for the discriminating traveler. Overlooking its own secluded strand of white sand beach, with breathtaking views of the neighboring islands of St. Martin, St. Bart's and Saba, the villa offers a totally... View all property information
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    Anguilla, Caribbean
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    $8,293
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    1 / 32
    Little Harbour
    10 Bedrooms / 10 Bathrooms / Sleeps 20
    Overview Make Enquiry
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    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Set within a private tropical garden of approximately 1.5 acres, Indigo is the perfect holiday hideaway. Located within idyllic Little Harbour, Indigo is sheltered by Cinnamon Reef, providing unrivaled panoramic views of the stunning Caribbean sea and the islands of St Barts and St Martin. Indigo's... View all property information
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    Little Harbour, Anguilla
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    $8,293
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    1 / 23
    Little Harbour
    8 Bedrooms / 8 Bathrooms / Sleeps 16
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    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-guarantee) This... View all property information
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    Location Information
    Little Harbour, Anguilla
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    $8,566
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    1 / 23
    Little Harbour
    10 Bedrooms / 10 Bathrooms / Sleeps 20
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    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-guarantee) This 10... View all property information
    Make Enquiry
    Location Information
    Little Harbour, Anguilla
    From
    $8,566
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    1 / 23
    Little Harbour
    10 Bedrooms / 10 Bathrooms / Sleeps 20
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    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-guarantee) This 10... View all property information
    Make Enquiry
    Location Information
    Little Harbour, Anguilla
    From
    $8,566
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    1 / 23
    Little Harbour
    10 Bedrooms / 10 Bathrooms / Sleeps 20
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    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-guarantee) This... View all property information
    Make Enquiry
    Location Information
    Little Harbour, Anguilla
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    $8,293
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    1 / 23
    Little Harbour
    8 Bedrooms / 8 Bathrooms / Sleeps 16
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    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-guarantee) This 10... View all property information
    Make Enquiry
    Location Information
    Little Harbour, Anguilla
    From
    $25,101
    / Week
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    1 / 23
    7 Bedrooms / 9 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Hot Tub
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    An exhibition of modern architecture and Caribbeanesque vernaculars, the private enclave that is Sheriva Boutique Villa Hotel offers the serenity of understated elegance with contemporary luxuries. The exquisitely appointed interiors by Norma Chase Jobert offer a magnificent haven with a collection... View all property information
    Make Enquiry
    Location Information
    Anguilla, Caribbean
    From
    $8,293
    / Night
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    1 / 23
    Little Harbour
    8 Bedrooms / 8 Bathrooms / Sleeps 16
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    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-guarantee) This... View all property information
    Make Enquiry
    Location Information
    Little Harbour, Anguilla
    From
    $2,961
    / Night
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    1 / 17
    5 Bedrooms / 7 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Hot Tub
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Our newest 5 bedroom grandest villa, The Point at Covecastles offers spectacular views of St. Martin and the western Caribbean sea with extraordinary sunsets. The special features include a Grand 26 foot square master bedroom with twin decks and 20 foot ceiling, Grand master bath with jacuzzi, 2... View all property information
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    Location Information
    Anguilla, Caribbean
    From
    $58,054
    / Week
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    1 / 21
    10 Bedrooms / 10 Bathrooms / Sleeps 22
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Indigo Villa, a luxurious Anguillian estate with 9 air-conditioned bedrooms fronted by beautiful white sands and coral reefed blue sea, awaits you. Each room has a view of the Caribbean Sea and the terrace opens to a marvelous patio vista of pool, palms, sea, sand and the Islands beyond. Indigo... View all property information
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    Location Information
    Anguilla, Caribbean
    From
    $8,293
    / Night
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    1 / 23
    Little Harbour
    8 Bedrooms / 8 Bathrooms / Sleeps 16
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    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-guarantee) This 10... View all property information
    Make Enquiry
    Location Information
    Little Harbour, Anguilla
    From
    $3,586
    / Night
    View Details
    1 / 25
    8 Bedrooms / 8 Bathrooms / Sleeps 18
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This 8-bedroom residence style villa successfully harmonizes traditional Caribbeanesque style with subtle touches from the Far East. Only the finest materials accent almost every inch of this 14,000 square foot haven including exquisite marble floors and balustrades, exotic hardwood ceilings and... View all property information
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    Location Information
    Anguilla, Caribbean
    From
    $8,566
    / Night
    View Details
    1 / 23
    Little Harbour
    10 Bedrooms / 10 Bathrooms / Sleeps 20
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    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-guarantee) This... View all property information
    Make Enquiry
    Location Information
    Little Harbour, Anguilla
    From
    $4,080
    / Night
    View Details
    1 / 22
    6 Bedrooms / 8 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Gym
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Overlooking Cove Lagoon and only two minutes away from the pristine two half mile white sand beaches of Maundays and Cove Bay, Sheriva at Sheriton Estates is one of Anguilla's luxury boutique villa hotels in chic West End. Situated on a lush 10-acre alcove with stunning views of the Caribbean Sea... View all property information
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    Location Information
    Anguilla, Caribbean
    From
    $155
    / Night
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    1 / 14
    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    East Quogue Tranquil is an affordable sun filled, fully furnished one to three bedroom, two bath, self catering vacation apartment/villa. The completely separate second floor villa is located above the owners residence and offers commanding views of the Caribbean Sea, St. Maarten, and surrounding... View all property information
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    Location Information
    Anguilla, Caribbean AI 2640
    5 of 5 stars Reviewed 8 February 2015
    This was my first trip to Anguilla and I stayed at East Quague by recommendation of a friend as I was looking for a quiet breezy spot to relax for a week. The house is spacious...
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    1 / 26
    8 Bedrooms / 10 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Hot Tub
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    An exhibition of modern architecture and Caribbeanesque vernaculars, the private enclave that is Sheriva Boutique Villa Hotel offers the serenity of understated elegance with contemporary luxuries. The exquisitely appointed interiors by Norma Chase Jobert offer a magnificent haven with a collection... View all property information
    Make Enquiry
    Location Information
    Anguilla, Caribbean