Waterfront holiday rentals in Anguilla

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Top-rated waterfront rentals in Anguilla

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

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A dining area features a round wooden table surrounded by four chairs, offering views through large sliding glass doors. Natural light fills the space, enhancing the connection to the outdoor landscape, which showcases distant ocean views and greenery.
Villa in Island Harbour
4.84 out of 5 average rating, 25 reviews

Ocean View 1 (view from every Rm)

STAY AWHILE! Located in a quiet area,this villa comprise 2 units. Ocean View Unit is furnished, very spacious,private,air conditioned on a Ridge overlooking an ocean view. WiFi. Hurricane Shutters. Enjoy ocean view while in bed in master bedroom,living/dining area,kitchen&laundry area. 2TVs. Second bedroom&2nd bathroom w closet. Kitchen w appliances & dishwasher. Two Supermarkets only 2-5mins drive away. 10mins from world renowned Shoal Bay East. Standby generator for continuous comfort & WiFi.

Top guest favourite
A serene swimming pool is nestled at the edge of a rocky coastline, reflecting the vibrant hues of the ocean. Gentle waves are observed in the distance, complementing the peaceful atmosphere surrounding the space. Comfortable loungers are positioned nearby for relaxation.
Villa in Island Harbour
5 out of 5 average rating, 29 reviews

Very Private Ocean Front Villa, Shoal Bay closeby

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. Serene, private hideaway. Choice of 5 beaches within 12 minute drive, including world famous Shoal Bay. Try a coastal hike, starting from the property, snorkel & swim from our gazebo (subject to weather conditions). We can arrange a French chef and/or massages at the villa. Subject to availability & fees

Superhost
A bright and airy bedroom features a spacious bed positioned next to large glass doors that open to a private terrace. An inviting seating area includes a green chair and a small table. The ocean view showcases turquoise waters and a clear sky beyond.
Apartment in Meads Bay Beach
5 out of 5 average rating, 3 reviews

Beachfront 1 Bedroom Resort Condo with Terrace, Hot Tub & Stunning Views!

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.

Top guest favourite
Villa in Blowing Point
5 out of 5 average rating, 9 reviews

Bayview Resort, Beachfront villa w/ Stunning Views

Bayview Resort sits directly on the beach in beautiful Blowing Point. Set in a peaceful seaside location, the property offers stunning views of St. Maarten. Recently refreshed with a polished, modern look, this thoughtfully appointed yet comfortably relaxed space is perfect for remote work, or a leisurely island getaway. Enjoy plenty of ocean breezes, and the calming rhythm of the waves right at your door. Come unwind, recharge, and take in the beauty of where the ocean is just steps away.

The exterior of the cottage is showcased, featuring a light-colored façade and a distinctive roof. Lush greenery surrounds the entrance, with a decorative fence and a balcony railing adding to the charm. Sunny skies create a bright and welcoming atmosphere.
Home in AI
4.73 out of 5 average rating, 56 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.

Guest favourite
Flat in Blowing Point
5 out of 5 average rating, 15 reviews

Sea View Escape

🌊 Sea View Escape A bright coastal apartment offering sea views, modern comfort, and a relaxing atmosphere for couples, families, or remote workers. Enjoy a spacious living area, balcony with ocean views, fully equipped kitchen, air-conditioned bedroom, and high-speed WiFi. Conveniently located at the Blowing Point Ferry terminal, this unit is perfect for a quick getaway. Walking access to beaches, shops, and restaurants. Full guest access to the apartment and building amenities.

Superhost
A bright and airy living space features large windows that offer expansive ocean views. Light-colored furniture complements the open layout, while a ceiling fan provides airflow. The fully equipped kitchen is visible in the background, with neutral cabinetry and countertops.
Apartment in West End
4.7 out of 5 average rating, 64 reviews

Turtles Nest Beach Resort - Beachfront 1 bedroom condo

Turtle's Nest stands in the middle of Meads Bay, the most iconic beach of Anguilla. A supermarket is nearby, as well as many dining options. You can enjoy the view from your oceanfront balcony overlooking the beach. Free WIFI, beach towels along with beach chairs and umbrellas are offered. From car rental to babysitting, our friendly staff will insure all your needs are catered. Every afternoon a complimentary rum punch is brought to you by our lovely staff on the beach or in the pool.

Guest favourite
Vibrant red hibiscus flowers are prominently displayed in the foreground, surrounded by lush green foliage. The background reveals a sunlit terrace with white railings, providing glimpses of the ocean and a clear blue sky. Natural light enhances the serene outdoor setting.
Flat in Island Harbour
4.89 out of 5 average rating, 18 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.

Superhost
Home in Island Harbour
New place to stay

Caribbean Rhapsody Oceanfront Terrace

Enjoy some of the best views on the island with amazing snorkeling included. This one bedroom one and a half bath is perfect for couples. Only a few miles to the world famous Shoal Bay East Beach and multiple sought after restaurants. You will be renting one level of the villa that includes the private pool. No other guests will be on property. On occasion the owners will be in the separate downstairs apartment but you will never see them.

Top guest favourite
An open-plan living area features a light-colored sofa with decorative pillows and a round coffee table. Large windows provide expansive views of the ocean and natural light. A few plants are positioned throughout, and access to the balcony is visible in the background.
Flat in The Valley
4.98 out of 5 average rating, 50 reviews

Oceanfront Escape: Stunning Seaside Apartment

Escape to this freshly renovated, oceanfront 1-bedroom apartment which blends modern comfort with stunning sea views. The open-plan living space features large windows and a private balcony, perfect for enjoying ocean breezes. A sleek kitchen, cozy bedroom with a king-sized bed, and stylish bathroom provide everything you need for a relaxing stay. Located just steps from the ocean, this chic coastal retreat is ideal for a peaceful getaway.

Superhost
An outdoor area is surrounded by lush greenery, featuring a pool with sun loungers nearby. A hut with a thatched roof offers shade, while a dining area with tables and chairs overlooks the ocean. The sky displays warm hues as the sun sets in the background.
Cottage in Island Harbour
4.89 out of 5 average rating, 61 reviews

Peaceful Garden-View Studio – Suite #2

Relax in your charming garden-view studio at Arawak Beach Club. Enjoy peaceful views of the lush tropical gardens from your private balcony. The studio features a fully equipped kitchen, comfortable living space, and air conditioning for a relaxing stay. Stay connected with high-speed fiber internet, unwind by the pool with sun loungers, and take advantage of complimentary kayaks and stand-up paddleboards (SUPs) for island adventures.

Guest favourite
A sandy beach stretches along the coastline, complemented by gentle waves lapping at the shore. Palm trees provide shade, while a pier extends into the water in the background, underneath a clear blue sky adorned with scattered clouds.
Guest house in Crocus Bay Beach
4.97 out of 5 average rating, 29 reviews

1 bd Apt at Da'Vida's Crocus Bay #3

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.

Popular amenities for waterfront rentals in Anguilla