Little Harbour Rentals

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47 Houses

Cloudbreak Villa, Luxury Vacational Rental

Windwardside villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$487

Beautiful beachfront at The Villas On Great Bay

Philipsburg villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

“Super holiday at the Great Bay” Unfortunatly we have left Villa nr 2 past sunday after 12 wonderfull days! After the confirmation of our reservation we have never had a single doubt on this piece of heaven on earth, but it even exceeded all expectations!! Verry happy to stay here once more and already looking forward to that. This place is relaxing but has all comforts of a fully equiped villa on the other hand as well. Both Jim and Gina (on-site managers) do their very best to make the stay as comfortable as possible.

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$258

Orient Bay cute private villa, naturist are welcome

Orient Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 59 minutes

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$321

Flamboyant Cottage, Saba - Great View & Pool!

Windwardside cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Beautiful cottage in a lovely place” I have stayed at Flamboyant several times now. It is a wonderful cottage, with all the amenities, including wireless, swimming pool, and the most gorgeous view from the porch and eating area. It is in a very quiet area and really allows me to unwind. I thoroughly recommend it. My only criticism is with the fees. Though it is advertised that the cottage houses 4 people, beware that there is a substantial added fee per person, per day if you have more than 2 people. The flat rate for two people is reasonable,a bit on the high side, but in my opinion worth it. However, I don't believe the owners incur any extra expenses in having 4 people and I question the surcharge.

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$275

Spacious 1 BR Condo, Ocean Views, Maho, St Maarten

Maho apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$161

Between lagoon and Caribbean Ocean, large studio

Marigot apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$144

Tranquil Settings, Porto Cupecoy (1 Bedroom)

Cupecoy Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

“Our 3rd anniversary” My husband and I had the pleasure of celebrating our 3rd wedding anniversary at Tranquil Settings! Absolutely loved this place and glad we spent it nestled in Port Cupecoy! Beautiful decor in every room, loved all aspects of Tranquil Settings! The cleanliness and comfort of each room was remarkable! The location is perfect, relaxed on the patio lounge chairs at night enjoying the wonderful view, the pool is just a short walk away, and enjoyed going to the plaza as well. Looking forward to visiting Tranquil Settings again - definitely my #1 choice for our 4th anniversary!!

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$286

Oasis at The Cliff in Cupecoy -Oceanfront Luxury

Cupecoy Bay condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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$303

Gorgeous Beachfront Villa#9 at 'Villas on Great Bay'

Philipsburg apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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$385

Sea Side Paradise, Charming 2 bedrooms duplex, beach front, ocean view, pool

Orient Bay condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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$311

Charming Studio right on the beach in Marigot

Marigot apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$111

Luxury studio Sea View in Orient Bay

Orient Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Great Time” We stayed two weeks in one of amaury's studios and had an excellent time. We enjoyed our mornings and evenings on the balcony. The view of Orient Beach is fantastic. We set up chairs at the pool each day and swam in it and the ocean each day. The walks up and down from the parking lots and pool to the studio kept us in shape but are not for the sedentary. Its just a short drive to the market, Orient Village and Grand Case restaurants. We will be back!

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Price per night from

$161

Steps to Caribbean, pool and 2 mile-long beach

Simpson Bay apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$258

La Terrasse Maho

Maho apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$161

Studio in Pelican Key Paradise

Simpson Bay apartment

  • 1 bathroom
  • sleeps 2

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$172

Villa Angelina Amazing Panoramic Views

Oyster Pond villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$319

Dream for 2 or 4 at the Westin St. Martin

Oyster Pond apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$352

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$311

Soleil Blanc, gorgeous 1 bedroom villa with private pool

Orient Bay villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$259

Sea Side Paradise, Charming 1 bedroom duplex, beach front, ocean view, pool

Orient Bay apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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$247

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$137

Duplex luxe & cosy place du village❤️ On the beach

Orient Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$228

Nevaeh Villa Anguilla, 9 bedroom beachfront villa (5, 6, 8 bed rates on request)

Long Bay Village villa

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 20

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Price per night from

$6,928

Iris House

Windwardside house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$298

Blue Wave

Orient Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$214

beyondseas studio

Grand Case apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$121

Sapphire Suite - Indulgent retreat!

Simpson Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$219

Caribbean Charm Mixed with Contemporary Simplicity

Dieppe Bay Town villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$212

Mirador - Wonderful Views - 4 Bedrooms

Anse des Cayes villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,358

Byzance

Colombier villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$1,000

RESIDENCE**** ADAM & EVE / RENT DE 4 à 7 CHAMBRES

Orient Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

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Price per night from

$629

SEA TRUE VILLA ,NEW EDIFICE 2021, LAVISH !

Maho villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$573

VILLA PELICAN KEY

Pelican Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$136

Diamond Suite - CocoVaa Beach Resort, Beachfront Hotel with Private Balcony

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$287

COSTA TURQUOISE... charming, very affordable, directly ON BEACH!

Orient Bay condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$144

Sand Villa at Long Bay Villas Anguilla: 5-Star Service on a Secluded Beach

Long Bay Village villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$5,153

Cote Chic 2 br, 1st line on the beach, ocean view

Orient Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$327

Villa sur la plage ! Terrasse privative, piscine.

Baie Nettle studio

  • Studio
  • 2 bathrooms
  • sleeps 4

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Price per night from

$222

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