Waterfront vacation rentals in Anguilla

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Top-rated waterfront accommodations in Anguilla

Guests agree: these waterfront accommodations are highly rated for location, cleanliness, and more.

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Villa in Island Harbour

5.0 out of 5 average rating, 18 reviews

Very Private Ocean Front Villa, Shoal Bay closeby

A vast expanse of ocean front, our villa is open-air living in contemporary design. Verdant gardens, natural stone swimming pool, outdoor jacuzzi (unheated) & seaside gazebo in secluded grounds. A serene, private hideaway. 5 beaches to choose from within a 2-12 minute drive, including world famous Shoal Bay. Try a coastal hike, start right from the property, snorkel & swim from our gazebo (subject to weather conditions). With notice, we can arrange a chef or massages at the villa (fees apply).

Nov. 1 – 8

$1,128 CAD per night

Guest favourite

Condo in Meads Bay

5.0 out of 5 average rating, 7 reviews

Beach Resort 1 Bedroom Condo with Terrace, Hot Tub & Ocean View

Tranquility Beach Anguilla is Anguilla’s newest beach resort on top-rated Meads Bay Beach on the West End and was voted Best Boutique Hotel in Anguilla 2023. Everything you need for an ultimate beach vacation is at your doorstep and our award-winning staff is at your service. Swim and snorkel in turquoise waters. Walk to resorts, spas and top restaurants. This unit is professionally managed by our friendly resort staff including property manager, concierge team, housekeepers and beach butlers.

Oct. 17 – 24

$760 CAD per night

Guest favourite

Hotel room in Sandy Ground

4.89 out of 5 average rating, 19 reviews

Studio Apt 30 Sec Away From Sandy Ground Beach

Edwards Inn is a small family owned guesthouse located in the village of Sandy Ground. We are located in walking distance from restaurants such as Johnno's, Elvis, Dad's, Lit Lounge, Sand Bar, Dolce Vita, Roy's, Criss Conch Shack and the beach. Our Studio apt is perfect for the relaxed traveler looking for affordable accommodations and not worried about all the amenities offered by resorts. We offer daily cleaning except on Sundays. It is equipped with kitchen and essentials for small meals.

Jan. 12 – 19

$181 CAD per night

Superhost

Home in Shoal Bay Village

4.92 out of 5 average rating, 13 reviews

Shoal Bay Coastal Sanctuary, Anguilla

Shoal Bay Coastal Sanctuary is located directly on the coast with beautiful unobstructed views of the sea. It's a gracious two story home of 3 bedrooms and 3 full bathrooms--the lower level is comprised of 2 bedrooms on either side of an open plan "kitchen / dining room / living room" with the penthouse bedroom on the upper level. All rooms face onto the Caribbean and overlook the freshwater pool--every room is fully screened and air conditioned and graciously decorated in a Caribbean motif.

Nov. 7 – 14

$960 CAD per night

Home in AI

4.79 out of 5 average rating, 38 reviews

Cottage by the Sea

Located in the quiet residential village of Sea Feather Bay on Anguilla’s eastern end, the Cottage at Sea Feather Bay offers stunning views of the Caribbean Sea, St Martin and St Barts. Just steps from the sea and a short 10-15 minute drive to Anguilla’s famous Shoal Bay as well as other beautiful beaches, this two bedroom (queen sized beds), two bathroom house is a comfortable home away from home. The house features a full kitchen, living area, laundry facilities, and a wraparound porch.

Apr. 12 – 19

$189 CAD per night

Guest favourite

Home in North Hill Village

4.88 out of 5 average rating, 8 reviews

Cloud Cottage- Cliffside villa

Villa Cloud Cottage, is a newly-renovated 4-bedroom villa located in peaceful North Hill with some of the best views in Anguilla. A short walk down the hill is Katouche Bay; a secluded beach where you're likely to have the white sand and turquoise water all to yourself. Hammocks, loungers, and chairs dotted around the property, providing endless spots to enjoy the expansive views of the island's Northern coast. Chef-designed and professional grade kitchen, with an expansive island.

Jul. 19 – 26

$1,571 CAD per night

Home in Blowing Point

5.0 out of 5 average rating, 5 reviews

Newly Renovated 2 Bedroom Villa

Peace & Happiness Villa is a perfectly situated 2 bedroom villa in the peaceful neighbourhood of Cul De Sac, Anguilla which is within 5-10 mins to many beaches, restaurants, premier golf, the port/airport and activities. With comfort and luxury in mind, the villa is fully equipped with the amenities and features to suit, like a marble accented gourmet kitchen, a 40ft lap pool, an outdoor dining patio perfect for entertaining, and a large sundeck lined with chaises and umbrellas.

Feb. 3 – 10

$1,532 CAD per night

Apartment in Island Harbour

5.0 out of 5 average rating, 4 reviews

Ocean Cave is the Best.

Take it easy at this unique and tranquil getaway. Nestled in the heart of Island Harbour is Ocean Cave. It got its name because of its location on the Rocky Harbour Ridge area. It’s a downstairs apartment overlooking the wide ocean very close by. You can hear the rippling waves from Ocean Cave. and breathe in the ocean’s air its marvelous. It is designed for only two persons, and has one very comfortable Queen Sized bed. Ocean Cave has every thing of its own.

Jun. 12 – 19

$193 CAD per night

Bungalow in Shoal Bay Village

4.5 out of 5 average rating, 8 reviews

Villa Catalina, two bedroom cottage with seaview

A PERFECT PLACE FOR A SMALL FAMILY, ONE OR TWO COUPLES. If you are looking for white sand beaches and turquoise blue water, this is the right place. Holiday home Catalina is located only just minutes from Anguilla’s world famous beach: Shoal Bay Beach. Catalina can accommodate 6 people, it has two bedrooms with each their own bathroom. Both bedrooms have balcony doors with direct access to the large porch. STUNNING OCEAN VIEWS FROM ALL ROOMS!!

Jul. 20 – 27

$472 CAD per night

Superhost

Apartment in AI

4.84 out of 5 average rating, 38 reviews

Bow of The Ship Penthouse - Arawak Beach Club

Awake to stunning Caribbean vistas in our favorite suite, 'The Bow Of The Ship,' at Arawak Beach Club. Luxuriate in a California king bed, private balcony, and easy beach bar access. Explore nearby restaurants and grocery stores. Shoal Bay is just a 10-minute drive away. Enjoy Fiber Internet, Smart TV, ocean breezes, and on-site amenities including an oceanfront pool, paddle boards, glass bottom kayaks, and optional rental car.

Oct. 4 – 11

$293 CAD per night

Superhost

Home in Sandy Ground

4.86 out of 5 average rating, 14 reviews

Helena’s Cottage

Your search for the perfect vacation beach home is over. Get ready to sink your toes into soft white sand just a few steps from the front door. You have found a special Gem on the island. What makes this Gem so special? First, it is hidden between the historic Road Bay Salt Pond and a beautiful white sandy beach. It is also located near the party spot and some of the best bars and restaurants on the island.

Apr. 26 – May 3

$185 CAD per night

Superhost

Guesthouse in Crocus Bay Beach

4.67 out of 5 average rating, 3 reviews

1 bd Apt at Da'Vida's Crocus Bay #4

Your family will be close to everything when you stay at this centrally-located place. We are located in Crocus Bay. The Cottages are part of the property of Da'Vida Beach Club restaurant. This cottage has a garden view and is a 20 second walk to the beach. We are close to the capital, The Valley. And we are 5 minutes from Airport. We are midway between the resorts in the West and popular Shoal Bay East.

May 6 – 13

$266 CAD per night