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869 Houses

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Ocassa Villa

Little Harbour villa

5 bedrooms
5 bathrooms

sleeps 10

Price per night from

$1,149

Three Dolphins Lockrum Bay, Anguilla BWI

Little Harbour villa

5 bedrooms
5 bathrooms

sleeps 10

“Wife's Birthday getaway” After extensive research into renting a property in the islands we found Three Dolphins. Since the trip was for my wife and myself as well as two other couples, the villa was the perfect size. The quality of the villa, the location and the service, not just the staff, but the owner herself was beyond our expectations. The house is spectacular as are the surrounding gardens and grounds. The owner assisted us in procuring a rental car which was waiting for us when we arrived at the villa. Since we arrived late in the day they also, by prior arrangement, helped to have some light provisions in the fridge for our arrival. We will be returning.

Price per night from

$2,297

Villa Le Bleu | Beach Front - Located in Beautiful Little Harbour with Private

Little Harbour villa

1 bedroom
8 bathrooms

sleeps 16

Price per night from

$7,671

Villa Indigo | Beach Front - Located in Exquisite Little Harbour with Private

Little Harbour villa

1 bedroom
8 bathrooms

sleeps 16

Price per night from

$7,179

Indigo

Little Harbour villa

10 bedrooms
11 bathrooms

sleeps 22

Price per night from

$9,389

Le Bleu

Little Harbour villa

11 bedrooms
11 bathrooms

sleeps 22

Price per night from

$10,534

Great rentals within 20 miles that match your search

Mount Vernon Villas

Cul de Sac apartment

2 bedrooms
3 bathrooms

sleeps 5

Price per night from

$298

SURFSONG... 6BR fall in love again! Breathtaking sunsets, directly on ocean!

Simpson Bay villa

5 bedrooms
6 bathrooms

sleeps 12

Price per night from

$1,678

CARIBBEAN PARADISE... Affordable 2BR condo at Rainbow Beach Club on the shores o

Cupecoy Bay apartment

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$180

The Source

Marigot, Saint Martin villa

5 bedrooms
6 bathrooms

sleeps 10

Price per night from

$727

Loue appartement de luxe 6/8 personnes(DBC) refait à neuf .Balcon vue mer.

Oyster Pond apartment

3 bedrooms
2 bathrooms

sleeps 8

Price per night from

$458

NEW CONSTRUCTION -OCEANFRONT PROPERTY - 3 KING BEDROOMS - SLEEPS 8

Dawn Beach condo

3 bedrooms
2 bathrooms

sleeps 8

Price per night from

$492

Studio Caribbean

Baie Nettle studio

Studio
2 bathrooms

sleeps 2

Price per night from

$126

Suite 5* 3 BD 2 BA Westin Dawn Beach Sint Maarten res. saturday to saturday

Oyster Pond apartment

3 bedrooms
2 bathrooms

sleeps 8

Price per night from

$404

SKI BEACH CONDO... romantic beach front condo on Nettle Bay beach

Baie Nettle apartment

1 bedroom
1 bathroom

sleeps 2

Price per night from

$170

Royal Palm Beach Resort - Saint Marteen

Marigot, Saint Martin hotel apartment

2 bedrooms
2 bathrooms

sleeps 8

Price per night from

$458

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 16 minutes

Price per night from

$261

KARUKERA...4 BR Luxe Villa Over looking Orient Bay

Orient Bay villa

4 bedrooms
4 bathrooms

sleeps 8

Price per night from

$885

Cupecoy Beach Club

Cupecoy Bay condo

2 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 2 hours 54 minutes

Price per night from

$344

Cupecoy Beach Club Unit 208 Deluxe Hotel Room

Cupecoy Bay private room

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 2 hours 54 minutes

Price per night from

$172

AMANDARA... WOW! Gorgeous Villa with Breathtaking Views and Heated Pool!

Terres Basses house

5 bedrooms
7 bathrooms

sleeps 10

Price per night from

$2,368

La Terrasse Maho

Maho apartment

1 bedroom
1 bathroom

sleeps 4

Price per night from

$161

MADRAS... Affordable 5 BR, Short walk to Plum Bay beach, Pool, Views, Full AC!

Terres Basses villa

5 bedrooms
5 bathrooms

sleeps 10

Price per night from

$572

Beachfront Retreat. Newly renovated modern apartment on the beach side

Simpson Bay apartment

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$298

1Bedroom in Pelican Key

Simpson Bay apartment

1 bedroom
1 bathroom

sleeps 5

Price per night from

$315

AGUA AZUL... Gorgeous 2BR at Porto Cupecoy, great location on the Gold Coast!

Cupecoy Bay apartment

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$333

Panoramic Ocean View Condo on Orient Bay

Orient Bay studio

Studio
1 bathroom

sleeps 3

Responds fast! avg. 2 hours 44 minutes

Price per night from

$138

Your Paradise Villa

Orient Bay villa

4 bedrooms
5 bathrooms

sleeps 8

Price per night from

$638

15 steps away from the beach

Simpson Bay apartment

1 bedroom
1 bathroom

sleeps 4

Price per night from

$148

BAHIA BLUE ... Fun, modern 4 BR villa w/ full AC, walk to Baie Rouge beach

Sandy Ground house

4 bedrooms
4 bathrooms

sleeps 8

Price per night from

$743

OCEAN'S ON GREAT BAY BEach

Philipsburg apartment

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$344

Ocean Club at Copecoy in St Maartens

Cupecoy Bay studio

Studio
1 bathroom

sleeps 2

Price per night from

$139

The Waves at Guana Bay; Direct Oceanfront Condo

Philipsburg condo

2 bedrooms
1 bathroom

sleeps 4

Responds fast! avg. 2 hours 7 minutes

Price per night from

$166

Villa Leone Sint Maarten

Philipsburg villa

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 7 minutes

Price per night from

$327

Suite at the Westin Dawn Beach

Philipsburg apartment

3 bedrooms
2 bathrooms

sleeps 8

Price per night from

$519

3 bedroom condo at the Westin spa and beach club

Oyster Pond villa

3 bedrooms
2 bathrooms

sleeps 8

Price per night from

$1,374

Premier Ocean Front Condo

Orient Bay condo

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 2 hours 44 minutes

Price per night from

$201

COME SPEND HOLIDAY SUPER FACING THE SEA

Oyster Pond apartment

3 bedrooms
2 bathrooms

sleeps 8

Price per night from

$520

Viewing 38 of 869
rentals in Little Harbour

Top Destination reviews

Three Dolphins Lockrum Bay, Anguilla BWI

Spectacular Vacation

Just returned yesterday from a week's stay at the Three Dolphins. We had a truly wonderful time. Before I talk about the villa I want to say that the very best part of it are the two wonderful housekeepers, Kathleen and Joycelyn. The house is impeccable, they are extremely helpful as well as very discreet. The villa's location is beautiful and though everything is a drive away you can find much of what you want just a few minutes away. The views from the villa are beyond spectacular and the breezes lull you to sleep or at least to deep relaxation. The villa is lovely and everything works perfectly. Inside, the house is very comfortable and filled with games and books that you can choose from. Anguilla has some of the most beautiful beaches you will find anywhere and we had fun exploring different ones. In the end, we settled on The Cove as our favorite with Smokey’s right there to give you a great lunch. The sea was rough on the North side of the island and we were not able to explore those beaches. Nothing was more pleasant than returning to that beautiful and peaceful house to relax before going out to dinner. We had breakfast and at least half of our lunches at the house but went to different, wonderful restaurants every night. In summary, our entire family loved our time in Anguilla and at the Three Dolphins and hope to quickly find our way back again soon. … see more

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Little Harbour Rentals

Per night

869 Houses

Viewing 38 of 869rentals in Little Harbour

Top Destination reviews

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Viewing 38 of 869
rentals in Little Harbour