Island Harbour Rentals
- From $284 per night (USD)
VRBO
Oceanfront Honeymoon Villa With Amazing Views - Arawak Beach Club
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Start your journey at Arawak Beach Club's Villa #10 with panoramic Caribbean views. Private terrace, short walk to beach ...
From $284 per night (USD)VRBO
- From $3000 per night (USD)
Expedia
Lovely 6-bedroom Villa with Pool
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 13
Villa Romeo 2 is a magnificent villa situated in Shoal Bay East with breathtaking views, privacy, and enough space to en ...
From $3000 per night (USD)Expedia
- From $125 per night (USD)
VRBO
Anguilla -James Place Apartments Short Term\/ Long Term Lease
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
James Place Apartments Mount Fortune Anguilla Perfect for 2 The is located in a quiet secure and well maintained. It ...
From $125 per night (USD)VRBO
- From $125 per night (USD)
Expedia
Fortune Estate (Rental car available)<br>Mount Fortune, Anguilla
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Newly built modern cozy apartment with remote gate access, located in Mount Fortune on the eastern end of the island. Fi ...
From $125 per night (USD)Expedia
- From $3286 per night (USD)
VRBO
Breathtaking Shoal Bay Villa
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 16
Villa Romeo 1 is a magnificent villa situated in Shoal Bay East with breathtaking views, privacy, and enough space to en ...
From $3286 per night (USD)VRBO
- From $160 per night (USD)
Expedia
Fortune Rise. Car Rental available
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly built modern cozy apartment with remote gate access, back up generator and perimeter security camera system locate ...
From $160 per night (USD)Expedia
- From $850 per night (USD)
VRBO
Looking North Villa - Ocean View
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Looking North Villa is the epitome of island living. Nestled into the cliffs of Island Harbour, the villa is the ultima ...
From $850 per night (USD)VRBO
- From $252 per night (USD)
Expedia
Sweet Sea Side Suite, Anguilla, BWI
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Sweet Sea Side Suite is directly on the water on the first floor of a traditionally designed West Indian home in "hi ...
From $252 per night (USD)Expedia
- From $110 per night (USD)
VRBO
Anguilla Vacation Rental Short Term \/ Long Term
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
James Place Apartments Mount Fortune Anguilla Perfect for 2 Anguilla Vacation Rental near Shoal Bay Beach James Place ...
From $110 per night (USD)VRBO
- From $575 per night (USD)
Expedia
Ocean Front Villa In Island Harbour, Anguilla BWI
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
From the moment you walk in our front door you will enjoy endless views of the ocean. Relax on our veranda and let the ...
From $575 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Clearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Clearview Villas offers two separate units. The downstairs unit is the smaller of the two featuring 2 bedrooms and 2 ful ...
From $225 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Clearview Villas offers two separate units. The upstairs, which features 4 bedrooms and 4 baths sleeps up to 8. There ...
From $500 per night (USD)VRBO
- From $246 per night (USD)
VRBO
Protected Surroundings, Stylish Independent Living
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This lovely one bedroom luxury apartment is located on the mezzanine level of Papillion Villa in Anguilla. Perfect for ...
From $246 per night (USD)VRBO
- From $1800 per night (USD)
VRBO
Spectacular Oceanview Luxury 5 Bdr Samaji Villa
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Samaji, known as the "House of Peace," is a splendidly appointed luxury villa that offers a truly breathtaking view of t ...
From $1800 per night (USD)VRBO
- From $203 per night (USD)
VRBO
Air Garden Oceanfront Studio - Arawak Beach Club
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
About this space Discover your oceanfront studio in the 'air garden' of Island Harbor. Clean air, gentle breezes. Afford ...
From $203 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With 2800sq of space, Zen comes fully equipped with 2 bedrooms each with a balcony, 2 queen beds, 2 bathrooms, walk in c ...
From $299 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Sienna is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With 2800sq of space, Sienna comes fully equipped with 2 bedrooms each with a balcony, 1 king bed, 1 queen bed, 2 bathro ...
From $299 per night (USD)VRBO
- From $499 per night (USD)
Expedia
Harmony is perfect for family or groups! Lots of space with a breathtaking view!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Harmony, our largest property and 3 bedroom home, is situated directly behind Zen and Sienna and commands 4260 sq ft of ...
From $499 per night (USD)Expedia
- From $195 per night (USD)
VRBO
One Bedroom Economy Car Rental included rentals 7 days or more April-October
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Newly built, NO SMOKING INSIDE quiet neighborhood, owner lives next door, Air-condition bedroom, spacious living areas, ...
From $195 per night (USD)VRBO
- From $1013 per night (USD)
Expedia
Caribbean Rhapsody Villa, Oceanfront in Island Harbour Anguilla
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful 4 bedroom 4 bathroom home features breathtaking ocean views overlooking Scilly Cay and Island Harbour. Only a ...
From $1013 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Panoramic Views With Lux Suite - Arawak Beach Club
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Awake to stunning Caribbean vistas in our favorite suite, 'The Bow Of The Ship,' at Arawak Beach Club. Luxuriate in a Ca ...
From $299 per night (USD)VRBO
- From $189 per night (USD)
Expedia
Tranquil Air Garden Studio - Arawak Beach Club
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience serenity in our oceanfront 'air garden' studio. Clean air, gentle breezes. Ideal for an affordable vacation o ...
From $189 per night (USD)Expedia
- From $284 per night (USD)
VRBO
Oceanfront Lux Suite With Panoramic Views Arawak Beach Club
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Begin your journey at Arawak Beach Club's Suite #8 with Caribbean panoramas. Private terrace, beach bars steps away. Din ...
From $284 per night (USD)VRBO
- From $1396 per night (USD)
Expedia
Seaview Villa Oasis: Pool, Hot Tub, Steps to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover a Unique Seaside Haven: Newly Renovated Villa with Pool, Hot Tub, and Breathtaking Views. Immerse yourself in t ...
From $1396 per night (USD)Expedia
- From $474 per night (USD)
VRBO
Panoramic Views 2BR Villa - Arawak Beach Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Start your getaway at Arawak Beach Club's 2BR villa with Caribbean vistas. Private entrance, 2 terraces, beach steps awa ...
From $474 per night (USD)VRBO
- From $284 per night (USD)
Expedia
Amazing Oceanfront Studio With Panoramic Views - Arawak Beach Club
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay in one of our most popular suites with panoramic island harbor views. Luxurious California king bed, fiber-optic In ...
From $284 per night (USD)Expedia
- From $2706 per night (USD)
VRBO
Five spacious bedrooms Caribbean villa at Sea of Rocks Harbor
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 10
The Space: Situated on the north shore of Anguilla at Sea of Rocks Harbor overlooking Shoal Bay East, Amarilla is a dram ...
From $2706 per night (USD)VRBO
- From $189 per night (USD)
Expedia
Seabreeze Oceanfront 1 BDRM - Arawak Beach Club
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your very own oceanfront paradise! This stunning 1 bedroom suite boasts breathtaking views of the crystal cle ...
From $189 per night (USD)Expedia
- Click For Pricing
Expedia
Exquisite 3 Bedroom villa. Unwind with beach views, and gentle island breezes.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Discover your dream island escape with our exquisite three-bedroom villa located just a stone’s throw away from Island H ...
Click For PricingExpedia
- From $100 per night (USD)
Expedia
Upstairs 2 bedroom apartment- 5 mins from the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy the beautiful paradise ocean views with this 2 bedrooms apartment an awesome outdoor area with a great pergola to ...
From $100 per night (USD)Expedia
- From $1170 per night (USD)
VRBO
Ocean Front Secluded Villa w\/Pool Jacuzzi, Stunning Views
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our stunning vacation rental villa in Anguilla! Perched on top of a cliff 100 feet from the waterline with sp ...
From $1170 per night (USD)VRBO
- From $2427 per night (USD)
VRBO
Amarilla in Island Harbor by Personal Villas - Grand Style Villa, Panoramic View
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $2427 per night (USD)VRBO
- From $645 per night (USD)
VRBO
Very Private Villa Hibernia, Ocean Front Pool & Sea Gazebo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Overview of the Villa: ON THE SPACIOUS BALCONY: Breakfast on fresh French croissants from the village bakery while watch ...
From $645 per night (USD)VRBO
- From $1506 per night (USD)
VRBO
20% OFF 4 Bedroom Villa- Gated, Private, Near hiking and ocean views!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Magnificent views, luxury amenities and loads of indoor and outdoor space mean your group can spread out and relax in th ...
From $1506 per night (USD)VRBO
- Click For Pricing
VRBO
Private\/Secluded Villa with Panoramic Ocean Views and own secluded Beach
- Bedrooms:
- 8
- Bathrooms:
- 5
- Sleeps:
- 10
Gorgeous Private Villa with 5 Guest Bedrooms and 8 Bathrooms. The overall structure is a sprawling custom built contempo ...
Click For PricingVRBO
- From $2420 per night (USD)
VRBO
Elegant Oceanfront Villa
- Bedrooms:
- 8
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to Villa Amarilla! Designed by Anguilla’s own acclaimed architect Carl Richards, with interiors by award-winning ...
From $2420 per night (USD)VRBO