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Holiday Rentals with Pools in Little Harbour

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    AU$2,439 Average
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    Don't let other travellers get your favourite Little Harbour area holiday rental. You're so close to securing your perfect getaway. Book today.
    66 Matching Rentals in the Little Harbour AreaView all 96 rentals
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    Little Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Three Dolphins  Lockrum Bay, Anguilla  BWI1 / 29
    (13)Excellent
    Little Harbour
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Little Harbour
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    The following rentals are within 10 kilometres of Little Harbour.
    Mangrove Villa at Indigo Reef1 / 6
    (1)Excellent
    The Valley
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Ocean Views
    • Housekeeping Included
    • Patio
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 February 2019
    We had a great stay at Mangrove Villa. We are regulars to Anguilla (I think this was our 15th year.) but renting a free-standing villa was a first for us here. We had the...
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    About this property
    Set into beautifully landscaped gardens, Mangrove Villa is on dramatic West End Bay and just a 5 minute walk from the powder white sands of Shoal Bay West. The magnificent roof top lounge is perfect for sun-bathing or having cocktails while watching the sun go down. The 50 x 20 foot freeform pool...
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    The Valley, Anguilla A1
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    Tequila Sunrise Villa in Anguilla1 / 17
    (6)Excellent
    Sandy Hill Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Housekeeping Included
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 June 2019
    Tequila sunrise is a winner. The villa is beautiful with 3 bedrooms, an infinity pool and large indoor / outdoor living space. It’s isolated and private with a view of Saint...
    Reviewed 26 January 2019
    The locations is great. You are a so close to Dropsey Bay and in a central location. You are not far from either end of Anguilla. Robin and Joel have created an unbelievable...
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    About this property
    SECLUDED SERENITY Tequila is a contemporary three master bedroom beach house at secluded Lover’s Cove at Dropsey Bay which is just a leisurely two minute walk along the scenic path. It is a small, white sand, sun bathing adventure beach with a great snorkeling and exploring bay. It is wonderful for...
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    Sandy Hill Bay, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Villa Del Mar, Anse Marcel - NEW HOLIDAY RATES1 / 22
    (2)Excellent
    Anse Marcel, St Martin / St Maarten
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Housekeeping Included
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 January 2019
    Good morning ,I must say I had a blast from when we landed until we got to the villa !! BEAUTIFUL DECOR in the house no complaints at all ! I will definitely visit again !
    Reviewed 27 January 2019
    Stayed at the property over MLK weekend. Let me just say, Villa Del Mar is absolutely stunning. I haven’t enough words to praise the property or Susan and Don. I spoke with Don...
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    About this property
    A luxurious 5 bedroom home in the beautiful cove of Anse Marcel, with stunning views over the bay and marina. There are 4 master suites that are designed to give you the feeling of being in Africa, Morocco, Asia and Italy. Each bedroom includes its own custom designed bathroom, walk-in closet,...
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    Anse Marcel, Saint-Martin 97150
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
    Oceana Villa Anguilla - Brand New 2 bedroom1 / 92
    (17)Excellent
    The Valley
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Patio
    • Wi-Fi
    • Housekeeping Included
    • Ocean Views
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2019
    Our family of four (2 kids: 10 and 15) stayed at Oceana for our first trip in Anguilla. From the second we walked in we knew we were home. The house cannot be more perfect for a...
    Reviewed 27 May 2019
    We have traveled the caribbean and rented villas. However Oceana beyond surpassed any villa we have rented. First...the personal touches that are evident in every aspect of...
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    About this property
    Oceana, Anguilla offers tranquility, romance, and casually elegant tropical living. The villa's open design maximizes sea views and ocean breezes, inviting you to experience a private vacation retreat. Set on a breezy hillside overlooking picturesque Crocus Bay, this bright and airy villa provides...
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    The Valley, Anguilla NONE
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
    Coconut Palm Villa -Twin Palms Villas at Meads Bay1 / 45
    (6)Excellent
    Long Bay Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Ocean Views
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Patio
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 January 2019
    We enjoyed a full week stay at this fabulous villa just off of Meads Bay Beach. The location allows for ocean and spectacular sunset views and is at most a leisurely two minute...
    Reviewed 25 June 2017
    This villa was the stay of a lifetime for my husband and I! We were lucky enough to be part of the wedding party for my cousin's wedding. It was truly paradise everywhere we...
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    About this property
    Coconut Palm Villa is the BEST VALUE VILLA rental at Meads Bay in Anguilla. * 3 en-suite bedrooms * private swimming pool * steps from Meads Bay Beach - one of the world's best beaches * beach chairs and umbrellas set up on Meads Bay Beach * fully equipped granite counter kitchen * exquisitely...
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    Long Bay Village, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Pinnacle Villa - 3 bd luxury, best view and excellent support from owners1 / 18
    (4)Excellent
    South Hill
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Waterfront
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    • Ocean Views
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 December 2017
    Our hosts arranged for our rental car to be delivered to the lot. Once we made it to the top of the stairs are jaws dropped, the view was absolutely incredible. The Villa is...
    Reviewed 12 December 2017
    Truly the best getaway I’ve had with my family. Beautiful villa, very spacious, modern and private, surrounded by amazing beaches. Great food and friendly people in this island...
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    About this property
    Exclusively situated for viewing this most iconic scenic spot in Anguilla, this modern penthouse atop a luxurious gated resort home offers the best in luxury, location and lifestyle. Awaken to a beautiful view of St. Martin or the Bay; enjoy a light breakfast made from your fridge stocked with our...
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    South Hill, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Beach Palm Villa - Twin Palms Villas at Meads Bay1 / 32
    (3)Excellent
    Long Bay Village
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Ocean Views
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 April 2017
    The accommodations were absolutely wonderful! The villa was extremely comfortable and spacious. The private pool was a great feature that was used frequently, and housekeeping...
    Reviewed 5 April 2017
    This was a family vacation of nine people. We stayed at these two adjoining villas and had a great time. The Twin Palm Villa was perfectly equipped with everything, from the...
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    About this property
    Beach Palm Villa is the BEST VALUE VILLA rental at Meads Bay in Anguilla * 2 en-suite bedrooms * private swimming pool * steps from Meads Bay Beach - one of the world's best beaches * beach chairs and umbrellas set up on Meads Bay Beach * fully equipped granite counter kitchen * exquisitely...
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    Location Information
    Long Bay Village, Anguilla AI 2640
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Sandy Hill Bay
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Terrace
    • Parking
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Separated from the ocean’s shore by Anguilla’s fascinating; limestone rocks, towers Crystal Sunrise Villa. Coastally aligned, this beauty over the horizon offers you the most picturesque views; from its roof top, open deck panoramic patio to the poolside. Why sleep indoors? When you can sleep under...
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    Sandy Hill Bay, Anguilla AI 2640
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    The Valley
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 mins to Beach by Ferry Boat Guests can jump on a local Ferry Boat that takes 2 minutes to transfer guests to a nearby sandy beach. watersports are available on the beach Snorkel and sailing tours are available from St Lucia Immaculate Interior This beautiful apartment is tastefully decorated...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Spyglass Hill Villa1 / 10
    (1)Excellent
    Sandy Ground
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 January 2019
    What a wonderful first visit to Anguilla. The villa has amazing views and is tucked away. Great amenities from beach towels, basic foods and drinks to get you started, plenty of...
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    About this property
    Perfect Villa LayoutThis 4 bedroom villa offers the perfect layout for a relaxed, entertained, worked out and pampered experience in Anguilla. At the heart of the villa is a cool and impressive atrium area. The top floor houses the 2 master suites each with King Size beds, en suite bathrooms and...
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    Sandy Ground, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    The Valley
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ani South Little Bay Anguilla Sleek Crisp Lines & Comfort for 10 GuestsThis is a showcase villa perched upon a headland overlooking Little Bay on Anguilla. There are 5 bedrooms, each quite distinctive all with luxurious bed linens, en suite spa quality bathrooms, AC, WiFi and an all inclusive staff...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    BEST VIEW IN TRUE PARADISE. U WILL NOT WANT TO LEAVE-100% OF PRIOR GUESTS AGREE!1 / 121
    (96)Excellent
    Sandy Ground
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Children's Pool
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 March 2019
    The view from the patio is reminiscent of being in Santorini. You can see for miles. Ships and boats coming and going. And the sunsets!! Oh, and the Castle is not too...
    Reviewed 21 February 2019
    We returned to Grand Outlook Castle in January 2019, our third visit! The eight of us,four couples, enjoyed a wonderful reunion vacation for 10 days at GOC. Paul and Elise, the...
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    About this property
    Dear Paradise Researcher, Thanks for arriving at this special moment; the moment of paradise Anguilla is still True Paradise. PLUS... It' is always summer on Anguilla NOW before you do read on, know the safe and serene island of Anguilla and the stunning Grand Outlook Castle WILL exceed you...
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    Sandy Ground, Anguilla N A
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    The Valley
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ani North Little Bay Anguilla Sleek Crisp Lines & Comfort for 10 GuestsThis is a showcase villa perched upon a headland overlooking Little Bay on Anguilla. There are 5 bedrooms, each quite distinctive all with luxurious bed linens, en suite spa quality bathrooms, AC, WiFi and an all inclusive staff...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    Rendezvous Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tropical ParadiseOverlooking the stunning powder white sand beach Rendezvous Bay, Bow Green Villa is situated in beautiful tranquil private gardens with views out toward St Martin and just a moment's walk away from the sea. Breathtaking BeachRendezvous Bay is arguably one of the best beaches on the...
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    Rendezvous Bay, Anguilla 00000
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Twin Palms Villas at Meads Bay1 / 49
    (1)Excellent
    Long Bay Village
    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • Ocean Views
    • Wi-Fi
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Washer
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Twin Palms VIllas at Meads Bay Feature Two Villas on One Estate: *Coconut Palm (3 bedrooms / 4 bathrooms) *Beach Palm (2 bedrooms / 3 bathrooms) *Connected to each other by a lit garden path *These are the BEST VALUE VILLA RENTALS at Meads Bay. Each villa features: * private swimming pool at each...
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    Long Bay Village, Anguilla AI 2640
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 10
    Shoal Bay Village
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Black Pearl Villa Shoal Bay East Anguilla Mediterranean Pergolas, Domes & VerandasBlack Pearl Villa has been designed in a cool Mediterranean style and features an exotic dome roof, a curved barrel roof, romantic pergolas and breezy verandas. 4 Bedroom Suites with Outdoor ShowersEach air...
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    Shoal Bay Village, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Sandy Hill Bay
    2 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Wi-Fi
    • Patio
    • Balcony
    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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....
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    Sandy Hill Bay, Anguilla 2640
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 11
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    Blowing Point
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Modena Cove Bay Anguilla Comfortably Sleeps 10 GuestsVilla Modena is private and palatial and set upon one acre of land near the Cap Juluca Hotel on Cove Bay. A combination of a two storey main house and a one storey clubhouse provides 5 stunning bedrooms with private bathrooms sleeping 10...
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    Blowing Point, Anguilla AI 2640
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    South Hill
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocassa Villa Anguilla 5 Bedrooms overlooking Sandy BayThis is a stunning villa overlooking lovely Sandy Bay on the west coast of Anguilla. The villa has 5 double bedrooms with sumptuous furnishings and cool, cotton bed linens. Living Room opens onto Infinity Pool & BalconyThe living room has vast...
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    South Hill, Anguilla AI 2640
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Blowing Point
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sleek Crisp Lines & Comfort for 10 GuestsLocated close to the sandy beach of Pelican Bay, Beaches Edge Villa has been designed with striking attention to detail and clean contemporary lines throughout both the interior and exterior. Supreme service and exceptional staff. There are 5 bedrooms, 3...
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    Blowing Point, Anguilla AI 2640
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    CASA BRANCA... Gorgeous tropical hideaway! Very private and quiet!1 / 29
    (1)Excellent
    Anse Marcel, St Martin / St Maarten
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 April 2014
    Been in this villa with our friends for a week and it was perfect.Villa has a superb location in a calm area , five minutes to the beach which belong to the Radison Blue resort...
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    About this property
    Casa Branca is a beautiful 3 bedroom St. Martin villa rental nestled in the hills of Anse Marcel with spectacular ocean view. Perfect Caribbean getaway! Please inquire about lower rates offered for less than full occupancy. Surrounded by lush tropical vegetation the villa has a large infinity...
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    Anse Marcel, Saint-Martin 97150
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    DEL MAR...  Spacious 5BR villa Great for Families1 / 21
    (3)Very good
    Anse Marcel, St Martin / St Maarten
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Parking
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 July 2017
    This is the second time we have booked this villa. We typically go to a different island every year, but we enjoyed our trip so much in 2015 this is our first time we repeated...
    Reviewed 19 July 2012
    We stayed in this lovely home during the Thanksgiving week in 2010. The home is set up on the hillside above Anse Marcel on the French side of the island. It is a beautiful...
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    About this property
    10% Discount on 7 nights or more! Apr 14 - Dec 16, 2019New bookings only - Promotions cannot be combined...Del Mar is a deluxe, 5 bedroom St Martin rental vacation home in the locale of Anse Marcel. This French vacation property has commanding views over the bay and Anse Marcel marina. Del Mar has...
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    Location Information
    Anse Marcel, Saint-Martin 97150
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Seaview villa1 / 32
    (1)Excellent
    Anse Marcel, St Martin / St Maarten
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Children's Pool
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2019
    We stayed at Seaview Villa for 7 days and enjoyed every minute. Francios, the property manager was very accommodating. He welcomed us with with wine, beer, water and snacks...
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    About this property
    ' Villa du Rocher ' is located in anse Marcel, one of the best area in Saint Martin. This area is very quiet and it is protected from the wind and from the sargassum, the beach is withe sand and the water is blue turquoise with no waves ! The villa is in height and you have a Wonderfull sea view,...
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    Location Information
    Anse Marcel, Saint-Martin 97150
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Crystal Sunrise Villa1 / 10
    (1)Excellent
    Sandy Hill Bay
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 March 2019
    What an incredible property. Our group of 10 had a fantastic weeks stay. There are really not enough words to describe this property. It was fantastic! Clean well kept and you...
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    About this property
    Crystal Sunrise Villa Summary7 bedrooms, 5 full plus 2 half bathrooms, Indoor and outdoor dining areas, Large heated pool with large deck, Roof deck, Double garage, Games room with pool table, Gym, Family room, Media room, Laundry, WIFI, Satellite Television in rooms, Large kitchen with modern...
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    Sandy Hill Bay, Anguilla 00000
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    The Valley
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oceana Villa Anguilla Close to Sandy BeachesAnguilla famously has 33 beaches and Oceana is close to several: one of the nearest is Crocus Bay. Viewed from Oceana and just a five minute drive this is a long, relatively untouched, quiet beach,except for the Da Vida restaurant at It's eastern end....
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    The Valley
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    • Internet Access
    • Balcony
    • Housekeeping Included
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fantastic, well-appointed 2BR 2BA condo available for December 2018. This property is centrally located on the Island of Anguilla and is convenient to some of the most sought-after beaches and restaurants in the Caribbean. Ocean Terrace Condos overlooks the Island of St. Maarten, The view is...
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    Location Information
    The Valley, Anguilla AI 2640
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Champagne Shores Villa1 / 13
    (2)Excellent
    Blowing Point
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Children's Pool
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 February 2019
    I have stayed and visited Champagne Shores multiple times and even got married there! I have loved each and every one of my experiences there. The service/management is great...
    Reviewed 26 January 2019
    We thoroughly enjoyed our week on Anguilla and our stay at Champagne Shores. The island is filled with friendly and welcoming people. From the moment you disembark at...
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    About this property
    This spectacular Ocean Front Villa has 5 Bedrooms, 4 of which have great ocean views and views of St. Martin. The villa was completely remodeled in 2018 and has all the amenities that you will need while in Anguilla. Daily butler service is included with your stay. Daily continental breakfast...
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    Location Information
    Blowing Point, Anguilla 00000
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Sandy Hill Bay
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Balcony
    • Ocean Views
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Violet's place is a cozy, intimate apartment with stylish colonial furnishings and a stunning views of the Caribbean sea embedded in a tropical landscape. This property located directly on the sea facing south in Sandy Hill Bay, a quiet peaceful area of the island. Violet’s place is perfect for...
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    Location Information
    Sandy Hill Bay, Anguilla AI 2640
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
    Nevaeh Villa Anguilla, 9 bedroom beachfront villa (5, 6, 8 bed rates on request)1 / 37
    (4)Excellent
    Long Bay Village
    9 Bedrooms, 12 Bathrooms, Sleeps 22 Quick View
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    • Private Outdoor Pool (Heated)
    • Housekeeping Included
    • Hot Tub
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2019
    This house is absolutely beautiful. The beach which is steps from the house is wonderful. The staff could not be better and we will definitely return.
    Reviewed 12 June 2019
    It’s impossible to believe, but the house is even more incredible in person than the photos. The staff is equally as impressive - they catered to our every whim! Once at NEVAEH...
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    About this property
    An exclusive 9-bedroom estate located on beautiful Long Bay with a half mile of powder fine, white sand beach. Nevaeh is heaven spelled backwards and this modern, high-end villa definitely lives up to its name. With 5 bedrooms in the Main House, 3 in the nearby Guest House, plus a free-standing...
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    Location Information
    Long Bay Village, Anguilla AI2640
    Holiday Rental House - 9 Bedrooms, 12 Bathrooms, Sleeps 22
    Anse Marcel, St Martin / St Maarten
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Miramar invites guests to admire the view from every room. The comfortable living room opens to the terrace and the pool area. The swimming pool overlooks the beautiful ocean view and the small & picturesque marina of Anse Marcel. The spacious bedroom is located upstairs, with an en-suite...
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    Location Information
    Anse Marcel, Saint-Martin 97150
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Anguilla Bow Green Villa on Rendezvous Bay Beach1 / 22
    (3)Excellent
    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Air Conditioning
    • Housekeeping Included
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 May 2017
    The villa is just a few minutes walk from Rendevous Beach, the best beach on the Island with fine golden sands and clear turquoise sea, the ideal setting where we chose to hold...
    Reviewed 13 June 2015
    Overlooking a stunning 2 mile long powder white sandy beach, named Rendevous Bay, stands Bow Green Villa which is set within half an acre of private land. The exclusivity of the...
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    About this property
    Bow Green is walking distance to Rendezvous Bay Beach which is one of the best beaches in Anguilla. Great views of St Martin and close to Anguilla Great House, Sun Shine Shack and Cuisinart Golf Resort. It is three bedroom villa and sleeps six and has a very private large walled swimming pool....
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    Location Information
    West End Village, Anguilla A12640
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Long Bay Village
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
    • Secure Parking
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly-Transformed Inside & Out! Sky Villa is one of a trio of 5- and 6-bedroom, truly-beachfront homes at Long Bay Villas that can be rented individually or in combination for vacations, beach weddings and corporate events. Long Bay Beach’s velvet sands are just down a private staircase. Warm...
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    Location Information
    Long Bay Village, Anguilla A1 2640
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Private Indoor Pool
    • Air Conditioning
    • Secure Parking
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Octagon' is new to the rental market and its unique design is welcoming, homely, elegant and attention to detail can be seen throughout. As soon as you enter one of the entrance gates you are greeted with a sense of tranquility. With three (3) bedrooms all with ensuites, living room, half bath,...
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    Location Information
    West End Village, Anguilla AI2640
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    WEDDINGS, FAMILIES Enjoy 2 Full Oceanfront Villas!1 / 45
    (5)Excellent
    Blowing Point
    10 Bedrooms, 12 Bathrooms, Sleeps 20 Quick View
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    • Housekeeping Included
    • Children's Pool
    • Mountain Views
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 July 2017
    We had a fantastic experience at Beaches Edge for our four night vacation with our closest family and friends that culminated in our wedding! Michelle was very responsiveness...
    Reviewed 11 February 2017
    Not easy to find a place that can take care of such a large group. But these villas did that and some. Managers were very helpful lining up rental cars. Fishing trips. Our...
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    About this property
    A PRIVATE RESORT, ALL TO YOURSELVES! ***One of the most affordable 10-bedroom options on Anguilla and near the island's desirable West End!!*** This professionally-managed, two-villa oceanfront estate with a small beach nearby is ideal for family reunions, destination weddings, corporate...
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    Location Information
    Blowing Point, Anguilla BWI
    Holiday Rental House - 10 Bedrooms, 12 Bathrooms, Sleeps 20
    NEW EXPANDED POOL & DECK! Oceanfront Beaches Edge East Villa1 / 32
    (4)Excellent
    Blowing Point
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Wi-Fi
    • Housekeeping Included
    • Children's Pool
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 March 2016
    My husband and I stayed here with our 3 small children and extended family (10 people total) and had an amazing time. The pictures do not lie--the house is really that beautiful...
    Reviewed 11 August 2014
    Words truly cannot describe our stay at Beaches Edge Anguilla. But I will try..From the serene private setting with amazing views of the ocean to the full service staff(which...
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    About this property
    The Beaches Edge Anguilla East Villa is a 5 bedroom/5.5 bath oceanfront villa overlooking Pelican Bay. This contemporary luxury home is away from the crowd. The villa has the most stunning views of the Caribbean Sea and mountains of St. Martin on Anguilla. A small, quiet beach is just a...
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    Location Information
    Blowing Point, Anguilla BWI
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
    Blowing Point
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    • Ocean Views
    • Patio
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in the quiet historic-tourism neighborhood of Cul De Sac - 5 minutes walk to one of the worlds best beaches (Rendezvous Bay), White Sands Anguilla is a Villa-Home with all modern amenities focused on providing you with the comfort and cleanliness of home with access to all Anguilla has to...
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    Location Information
    Blowing Point, Anguilla AI2640
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Blowing Point
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beach Escape Villa, located directly on a great beach, has five ocean view bedrooms, a very large screen porch area, an expansive pool deck, and shaded verandas overlooking the pool and sea. The property consists of a main house and a guest house. Both buildings have air conditioning throughout....
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    Location Information
    Blowing Point, Anguilla
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    The Valley
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sand Castle Villa Limestone Bay Anguilla Beachfront 4 Bedroom VillaSand Castle Villa boasts 4 bedrooms, 2 King Size, 1 Queensized and a twin room, perfect for a group of friends or large family to enjoy. Close to the stunning Anguillan coast and blessed with It's own beautiful pool this villa...
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    Location Information
    The Valley, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    West End Village
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in the golf course of the St Regis Resort, Westgreen villa with It's beautiful attention to detail & fabulous open airy feel, is the perfect getaway. Built on two levels, the villa offers tiled floors and tasteful interiors that feature a mix of wood, rattan and upscale fabrics. With three...
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    Location Information
    West End Village, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Nirvana Villa - Anguilla1 / 9
    (2)Excellent
    Blowing Point
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 July 2017
    After a long search, I chose Villa Nirvana for a friends getaway. This was our 5th trip to Anguilla, but the first for our group of friends. We had such a great time and the...
    Reviewed 21 March 2017
    Getting to our Nirvana Villa was simplified by Paul and Elise who organized all the transfers etc. Our plane was delayed so it was late when we got to the villa. Much to our...
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    About this property
    Nirvana Villa Shannon Hill aka Seafarer's RidgeNr Sandy Ground Anguilla 4 Bedrooms 4 Bathrooms Private, Elevated Location above Sandy GroundThis beautiful villa has been designed to fit perfectly upon It's elevated position and present the best possible panoramic views from every room and terrace....
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    Location Information
    Blowing Point, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Anse Marcel, St Martin / St Maarten
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Parking
    • Air Conditioning
    • Balcony
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    What a great find!! The perfect romantic, quiet, totally private - and affordable - hideaway for the discerning traveler looking for quality at a good price! Located on a gated lot in the lush picturesque hills of Anse Marcel and overlooking the beautiful soft white sandy beach, Villa Thi Majaste...
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    Location Information
    Anse Marcel, Saint-Martin 91750
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Rendezvous Bay
    1 Bedroom, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated on the western end of 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 seclusion with the five-star amenities of Cusinart Resort at your service. And for golf...
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    Location Information
    Rendezvous Bay, Anguilla 000
    Holiday Rental House - 1 Bedroom, 3 Bathrooms, Sleeps 6
    Rendezvous Bay
    1 Bedroom, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated on the western end of 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 seclusion with the five-star amenities of Cusinart Resort at your service. And for golf...
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    Location Information
    Rendezvous Bay, Anguilla 000
    Holiday Rental House - 1 Bedroom, 4 Bathrooms, Sleeps 8
    Rendezvous Bay
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    • Washer
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated on the western end of 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 seclusion with the five-star amenities of Cusinart Resort at your service. And for golf...
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    Location Information
    Rendezvous Bay, Anguilla 000
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Sandy Hill Bay
    1 Bedroom, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Washer
    • Hot Tub
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Zenaida Estate is nestled in three acres of lush tropical gardens, where a 17th century Dutch fort once stood, Zenaida Tennis and Beach Estate offers gracious island living. Enjoy ultimate privacy in two separate villas and an adjoining garden cottage, all handsomely appointed featuring a total of...
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    Location Information
    Sandy Hill Bay, Anguilla 000
    Holiday Rental House - 1 Bedroom, 4 Bathrooms, Sleeps 8
    West End Village
    1 Bedroom, 8 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • DVD Player
    • Hot Tub
    • Internet Access
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Heated)
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Nevaeh is located in the island’s fashionable West End on Long Bay, with wide open ocean views that stretch across the horizon. Set in 1.35 acres of landscaped gardens, the villa is steps away from half a mile of white sand and turquoise waters.Guests are greeted by antique Balinese...
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    Location Information
    West End Village, Anguilla 000
    Holiday Rental House - 1 Bedroom, 8 Bathrooms, Sleeps 16
    Sandy Hill Bay
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Grill
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beachfront home has some of the best amenities on the island, with never-ending tequila and a private beach.Tequila Sunrise is a peaceful retreat with miles of natural landscape and a small beach at guests’ disposal. The ground level holds the infinity pool, several loungers, and...
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    Location Information
    Sandy Hill Bay, Anguilla 000
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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