Villas in Island Harbour

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Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Villas in Island Harbour

Private; one of the best views on Anguilla; heated pool.
Relax by the pool with a clear view of the sea, surrounded by lounge chairs and a stone-tiled patio.

Private; one of the best views on Anguilla; heated pool.

10.0 out of 10, Exceptional, (66)
"We had an excellent stay. No complaints!"
Private; one of the best views on Anguilla; heated pool.
Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!
Relax by the pool surrounded by lounge chairs and a dining table, with a stunning coastline view.

Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!

10.0 out of 10, Exceptional, (27)
"Villa Tasha was a perfect house for our family of 7 adults. The views are amazing, and Jeet was an outstanding host!"
Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!
Sheriva Luxury Villas and Suites
Relax by the pool with a scenic view of the surrounding landscape.

Sheriva Luxury Villas and Suites

4.0 star property
$5,342 nightly
The price is $5,979
Aug 8 - Aug 9
Total includes taxes and fees
Sheriva Luxury Villas and Suites
ON THE BEACH Luxury BeachHouse, sleeps 8, pool, hot-tub, fire-pit, …
Relax by the ocean-view pool surrounded by lush vegetation and a comfortable lounging area.

ON THE BEACH Luxury BeachHouse, sleeps 8, pool, hot-tub, fire-pit, …

10.0 out of 10, Exceptional, (13)
"The villa is exactly as pictured and very beautiful. We especially appreciated the amenities and although we weren’t used to the concierge service, it was a nice touch. I would highly recommend this place for families or friends getaways. Ingrid, the owner was very helpful and available if needed."
ON THE BEACH Luxury BeachHouse, sleeps 8, pool, hot-tub, fire-pit, …
Panoramic Beachfront Villa - Secluded and Pristine Beach
Relax on the ocean-view terrace with comfortable lounge chairs and a shaded area.

Panoramic Beachfront Villa - Secluded and Pristine Beach

9.2 out of 10, Wonderful, (5)
"The house was perfect for our needs with our group. We will definitely return."
Panoramic Beachfront Villa - Secluded and Pristine Beach
Sand Villa at Long Bay Villas: Ultra-luxury on the beach with 5-star service
Enjoy a serene beach view from this room, featuring a sandy beach with striped umbrellas and lounge chairs.

Sand Villa at Long Bay Villas: Ultra-luxury on the beach with 5-star service

Sand Villa at Long Bay Villas: Ultra-luxury on the beach with 5-star service
Ultimate Luxury Villa 2 pools,theater,panoramic Ocean views, entertainment mecca
Relax on the patio with a glass of wine and enjoy the serene sea views.

Ultimate Luxury Villa 2 pools,theater,panoramic Ocean views, entertainment mecca

10.0 out of 10, Exceptional, (13)
"Florivia vernonOur stay was wonderful!!! Our original home for 15 people canceled on the day we arrived.Rose,Florivia, and Vernon worked so hard to open the home for us to stay there. It is a beautiful home.The 2 pools were wonderful for everyone. The kitchen had everything for cooking. Wonderful pastries and bread were delivered daily. Whenever there was a glitch it was handled within the hour. Super care by both Vernon and Florivia!!!!The island is beautiful, people are so kind and the...
Ultimate Luxury Villa 2 pools,theater,panoramic Ocean views, entertainment mecca
Villa Bramasole located right on the water has 3BDR close to restaurants & shops
Relax by the oceanfront pool surrounded by lounge chairs and umbrellas, with a pergola offering shade.

Villa Bramasole located right on the water has 3BDR close to restaurants & shops

10.0 out of 10, Exceptional, (21)
"The house is beautiful and the setting/location is spectacular. Amazing sunrises and sunsets, semi-private beach, secluded but easy access to the whole island. The pool and views were awesome and the caretakers very friendly and helpful! I highly recommend you stay here!"
Villa Bramasole located right on the water has 3BDR close to restaurants & shops
Caribbean Beach Front Villa With Swimming Pool
Guests can enjoy a refreshing swim in the pool overlooking the ocean and rocky shoreline.

Caribbean Beach Front Villa With Swimming Pool

10.0 out of 10, Exceptional, (1)
"We had a great time visiting Anguilla from this spacious villa. Lots of places to relax and enjoy the view of Saint Martin across the water. "
Caribbean Beach Front Villa With Swimming Pool
Stunning 6 bedroom waterfront villa with wooden dock
Relax by the ocean-view pool, surrounded by a pergola, cushioned chairs, and lush greenery.

Stunning 6 bedroom waterfront villa with wooden dock

10.0 out of 10, Exceptional, (2)
"Was an absolute wonderful experience from beginning to end. Not a single complaint. Beautiful home with beautiful views. Would recommend "
Stunning 6 bedroom waterfront villa with wooden dock
Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!
Guests can enjoy ocean views from this outdoor seating area, featuring comfortable tables and chairs.

Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!

10.0 out of 10, Exceptional, (5)
"I’ve lived in Anguilla and my friends would come visit staying in different areas they always had a great time enjoyed the houses they stayed in but rhapsody villa was definitely a couple classes above the hosts were great and the villa was stunning. We are looking forward to our next vacation there. The one thing I heard from everyone was best vacation ever thank you see you soon"
Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!
Easy Corner Villas - 2 Bedroom Villas
Stunning building with a clean design, arched doorways, and lush greenery surrounding the entrance.

Easy Corner Villas - 2 Bedroom Villas

10.0 out of 10, Exceptional, (1)
"Very comfortable villa, clean and complete with all necessities. Staff are great a friendly, friendly and helpful. This is very highly recommended."
Easy Corner Villas - 2 Bedroom Villas
Water views, central location and infinity pool
Relax by the sea with a view of the ocean from our sun loungers, enjoy meals at the outdoor dining table, and take a refreshing dip in the pool.

Water views, central location and infinity pool

10.0 out of 10, Exceptional, (23)
"My family of 5 adults had a wonderful stay at Topaz Villas! The villa was just as advertised, and the location was ideal for getting to great beaches and restaurants. Definitely hope to return in the future!"
Water views, central location and infinity pool
Lovely 6-bedroom Villa with Pool
Relax by the ocean-view pool surrounded by lounge chairs and umbrellas.

Lovely 6-bedroom Villa with Pool

$3,697 nightly
The price is $3,997
Aug 8 - Aug 9
Total includes taxes and fees
Lovely 6-bedroom Villa with Pool
Charming waterfront Caribbean estate - 2 min from pink sand beach
Relax by the ocean with a clear view of the distant mountains, surrounded by lounge chairs and umbrellas.

Charming waterfront Caribbean estate - 2 min from pink sand beach

10.0 out of 10, Exceptional, (2)
"TNM is absolutely stunning! The house is so cute and has everything you need! Spectacular views from all around, the pool area is beautiful and so relaxing. Highly recommend and will be staying there again. The staff was so welcoming and kind. If you needed anything they took care of it for you. Can't wait to go back!!!"
Charming waterfront Caribbean estate - 2 min from pink sand beach
Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families
Enjoy a meal with a view of the ocean from this outdoor dining area.

Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families

10.0 out of 10, Exceptional, (29)
"Gorgeous, clean with beautiful views. Amazing staff. We had the best time!"
Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families
Oceanview villa with private pool, 5 mins to beach
Relax by the oceanfront pool with a breathtaking view of the distant mountains.

Oceanview villa with private pool, 5 mins to beach

9.6 out of 10, Exceptional, (10)
"We had such an amazing stay. Alison was incredibly responsive, and Joyce (property manager) was fabulous to work with. Highly recommend this property!"
Oceanview villa with private pool, 5 mins to beach
Luxury 4 Bedroom, 7 Bathroom Villa on Shoal Bay, Anguilla
Relax by the pool, surrounded by a light-colored deck and a stunning ocean view.

Luxury 4 Bedroom, 7 Bathroom Villa on Shoal Bay, Anguilla

10.0 out of 10, Exceptional, (4)
"Just like the pictures. A bit remote from the center of the island (20 min car ride to most restaurant). But 4 min to very nice schoal bay beach/restaurants. Good service from host/property manager ie getting croissants, specific meats etc. Very nice welcome dinner complimentary. Very comfortable beds. A little windy given location. Overall would recommend."
Luxury 4 Bedroom, 7 Bathroom Villa on Shoal Bay, Anguilla
Great Value! Mainstay Villa @ Elsie Bay. Ocean Front! Rent as a 1, 2, or 3 BR
Relax by the ocean-view pool surrounded by lounge chairs and lush greenery.

Great Value! Mainstay Villa @ Elsie Bay. Ocean Front! Rent as a 1, 2, or 3 BR

9.4 out of 10, Exceptional, (3)
"We had a great overall stay"
Great Value! Mainstay Villa @ Elsie Bay. Ocean Front! Rent as a 1, 2, or 3 BR
6 BR Villa On Crocus Bay with Pool & Concierge
Relax by the ocean with a clear view from this pool surrounded by lounge chairs and umbrellas.

6 BR Villa On Crocus Bay with Pool & Concierge

6 BR Villa On Crocus Bay with Pool & Concierge
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Island Harbour Hotel Reviews

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

10/10 Excellent
"Incredible resort"
Ryan 3-night trip
Posted 4 days ago
Four Seasons Resort and Residences Anguilla