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Houses Anguilla

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124 houses

Villa Dulcinea - Ocean views, near beach, outdoor space, great for groups!

East End Village house

4 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$610

Villa Fay Perfect getaway for couples or families

Anguilla house

3 bedrooms / 4 bathrooms / sleeps 8

“Heaven in anguilla” 8 of us just stayed 2 weeks at Villa Fay, in anguilla! The villa is simple beautiful Sonja and Leroy ( housekeeping staff) were very kind and helpful! The villa is very very big, with the best view to the ocean and St. Marteen. Located near the ferry, blowing point! The owner is the most helpful and kindly person i have ever talked to. From the first moment when we get in touch, he was very enthusiastic and helpful ! I just would like to go back again and again! Thanks a lot everything!! Gabriella :)

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$469

Enchanting, Family Friendly 3bdr, adjustable fee for more or less bedrooms

East End Village house

3 bedrooms / 5 bathrooms / sleeps 11

Responds fast! avg. 3 hours 50 minutes

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Price per night from

$854

Great rentals within 20 miles that match your search

PARADISE VILLA

Saint Martins house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$380

St Martin / St Maarten house

3 bedrooms / 2 bathrooms / sleeps 2

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Price per night from

$261

Grand Case Getaway Feet From The Beach!

Grand Case house

1 bedroom / 1 bathroom / sleeps 4

“Fabulous Stay in Grand Case” Grand Case is fabulous. A multitude of great restaurants and shops within walking distance. The beach was very nice and very quiet, which I prefer over a beach packed with chairs and people. We did rent a car, so we were able to get all around the island to visit different beaches and shop. Driving on the island is a little difficult at times and there is a lot of congestion on the narrow roads, but once you get used to it, it's not so bad and I am glad that we had the car so that we could easily visit other parts of the island. We also took the ferry over to angulla one day and went to Shoal Bay which was beautiful and had the most powder-like sand that I have ever stepped on.

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Price per night from

$194

MAISON MODERNE AVEC PISCINE ET JACUZZI PRIVÉ

Oyster Pond house

2 bedrooms / 2 bathrooms / sleeps 4

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$266

2 BEDR townhouse overlooking OCEAN ST- MAARTEN

Simpson Bay house

2 bedrooms / 1 bathroom / sleeps 4

“Fabulous resort living with a tropical breeze!” A most wonderful place to enjoy all St Maarten has to offer! Beautiful, airy, spotless accommodations with a contemporary Carribean decor and all the amenities you need for a wondrous vacation! Centrally located; walk to local French bakery , intimate Piano Bar, beautiful white sand beaches, beachside coctail bars, restaurants, shopping, etc! Parking for a rental car so you can hop all around the island. We enjoyed an absolutely fabulous time here..and at the end of the day a relaxing time gazing out at the turquoise ocean from our veranda!

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Price per night from

$261

creolina

Orient Bay house

2 bedrooms / 1 bathroom / sleeps 4

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$172

Porto Cupecoy Penthouse pool hotub outside fireplace ocean & lagoon Views 4 bdrm

Cupecoy Bay house

4 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 1 hour 12 minutes

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Price per night from

$1,220

The Blue Frenchie: Gorgeous 2-story townhouse in Pelican Key, St. Maarten

Simpson Bay house

2 bedrooms / 3 bathrooms / sleeps 5

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$366

Villa colibri near the beach

Orient Bay house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 1 hour 55 minutes

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Price per night from

$320

Villa Leones- romantic,peaceful and quite getaway with breathtaking oceanviews

Oyster Pond house

1 bedroom / 1 bathroom / sleeps 2

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$324

Mi casa es tu casa apartment near Orient Bay

Orient Bay house

1 bedroom / 1 bathroom / sleeps 5

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$107

East bay villa beach house 2 m walk to the beach

Orient Bay house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 13 minutes

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Price per night from

$285

Villa Bahari

Cupecoy Bay house

3 bedrooms / 4 bathrooms / sleeps 6

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$963

Villa Flagrantia

Philipsburg house

2 bedrooms / 1 bathroom / sleeps 6

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$222

Spacious Private Villa, Ocean Views, Concierge

Oyster Pond house

6 bedrooms / 7 bathrooms / sleeps 12

“Wonderful villa with loads of ammenities” We had a wonderful time at this great property. It is spacious and great for multi-generational families. Being on multiple levels everyone can have some privacy yet still congregate in the common area where there is dining and seating for all. Many rentals have only small dining room tables etc. This is not an issue and the kitchen is very well equipped. The deck is large with a beautiful view and the house pool is great for escaping the heat. There are safety measures for those with small children too which is peace of mind. St. Martin is known as the "friendly island" and it lived up to its reputation. It's wonderful that the beaches are public and not hidden behind massive hotels. The local beach Dawn Beach is very nice and great for kids. It's only a short drive to many other wonderful spots as well. I highly recommend a visit!

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$500

Soleil Blanc, gorgeous 2 bedrooms villa with private pool

Orient Bay house

2 bedrooms / 4 bathrooms / sleeps 6

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$297

Côté Chic, 2BR- gorgeous beach house 1line ocean front-

Orient Bay house

2 bedrooms / 4 bathrooms / sleeps 5

“Amazing second honeymoon” My wife Italia and I found "Cote Chic" on Flipkey. We contacted Moune and she said the unit was in the process of being renovated but would be available for rent. We would be the first guests. When we arrived Moune and her husband greeted us and walked us through the unit. As an architect I appreciated the work that they had done. The place looked beautiful. It had a full kitchen, dining and living area, half bath, and laundry on the first floor. Upstairs were two bedrooms and bahts along with a nice balcony at the Master Suite. The back yard is a courtyard with a pool. We rarely saw people at the pool, it was very private. It was an amazing vacation, appropriate for our 20 year anniversary. The island is easy to navigate by car. The beaches were fantastic and the weather made it all come together. Moune was sweet and helpful. I would recommend this unit to anyone. It is so convenient to Orient Village, which has some great restaurants and shops. It is steps to the beach. We really like having the kitchen. It allowed us to pack lunches for the beach and stay home and cook some great meals at home. The flexibility is really helpful and economic as well. It really was a second honeymoon for us. Sorry to leave the kids at home, but not that sorry!

Travelers’ Choice award

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Price per night from

$297

Côté Chic, 1 BR- Gorgeous beach house 1st line ocean front

Orient Bay house

1 bedroom / 3 bathrooms / sleeps 2

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$243

BLUE DREAM feet in the water exceptional 180 ° view

Baie Nettle house

1 bedroom / 1 bathroom / sleeps 3

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$135

Nice house with sea view & terrace

Baie Nettle house

1 bedroom / 2 bathrooms / sleeps 2

Responds fast! avg. 59 minutes

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$189

Amazing house with sea view & Wifi

La Savane house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 59 minutes

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$147

Spacious house with balcony & Wifi

Orient Bay house

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 1 hour 13 minutes

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Price per night from

$168

Villa Belle Vue - Orient Bay

Orient Bay house

4 bedrooms / 4 bathrooms / sleeps 8

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$836

Villa Casa Sunshine - 10 Suites

Philipsburg house

10 bedrooms / 10 bathrooms / sleeps 20

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$2,550

Dream Island Views of Orient Bay - 4 Suites / Sleeps 8

Orient Bay house

4 bedrooms / 4 bathrooms / sleeps 8

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$836

Villa Rosa *Dawn Beach*

Philipsburg house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$407

Villa Blanco - Dawn Beach

Philipsburg house

2 bedrooms / 3 bathrooms / sleeps 4

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Price per night from

$393

HORIZON SB... charming, renovated, ocean views and private pool!

Orient Bay house

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$414

TURTLE NEST... Step down to the soft white sand of Baie Longue beach from this c

Sandy Ground house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$2,214

ENCORE... a fabulous contemporary villa with 6 huge master suites...

Terres Basses house

6 bedrooms / 6 bathrooms / sleeps 12

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Price per night from

$1,264

OCEANE... Spacious 3BR with lovely views, walk to Plum Bay Beach

Terres Basses house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$1,100

NID D'AMOUR... The Love Nest. fabulous, romantic views, 2 equal master suites

Terres Basses house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$686

PETIT OISEAU... Sweet & affordable! Just a stone's throw from Orient Beach & Vil

Orient Bay house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$200

SUNSHINE VILLA... Huge, affordable beachfront villa, full AC, walk to restaurant

Simpson Bay house

5 bedrooms / 6 bathrooms / sleeps 10

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Price per night from

$850

PRANA...3+1 BR.Gorgeous views over Dawn Beach & St Barts

Oyster Pond house

3 bedrooms / 4 bathrooms / sleeps 7

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Price per night from

$1,214

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