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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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.

Top guest favourite
A spacious beachfront deck features comfortable lounge seating and umbrellas, offering direct views of the calm Caribbean waters. Boats are visible in the distance, surrounded by soft sandy beach and lush greenery. The blue sky reflects warmth and clarity, enhancing the inviting atmosphere.
Flat in Sandy Ground
5 out of 5 average rating, 19 reviews

Luxury Beachfront Enclave Unit 1

Luxury brand new beachfront residence directly on beautiful Sandy Ground Beach. This spacious ground floor unit is 1,684 square feet & has two terraces with an additional large wood deck. Just a few steps from the deck your feet will be in the sand. Enjoy a gourmet kitchen, walk-in shower with handheld & rain shower, Sonos in-ceiling sound system & more. Location is ideal as you can walk to ten restaurants. Being on the Caribbean side of the island, the beach is typically always calm.

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.

Guest favourite
An aerial view captures a pool area surrounded by palm trees and colorful buildings. Sun loungers are arranged near the pool, with guests enjoying the water. The ocean extends in the background, meeting a rocky shore under a clear sky.
Cottage in Island Harbour
4.91 out of 5 average rating, 45 reviews

Cozy Garden Studio with Pool – Suite #1

Property Summary: Relax in your inviting garden-view studio at Arawak Beach Club, featuring a unique bar area perfect for morning coffee or evening cocktails. Enjoy lush tropical surroundings from your private deck, a fully equipped kitchen, and cozy living space. Stay connected with high-speed fiber internet, cool off with air conditioning, or lounge by the pool with sunbeds. Complimentary kayaks and stand-up paddleboards (SUPs) are ready for your island adventures!

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.

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.

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.

Guest favourite
A covered outdoor patio features turquoise railings and a bench, offering views of the beach and sea. Lush green grass leads to the shoreline, with gentle waves lapping against the shore. The sky is bright with white clouds and ample sunlight.
Cottage in AI
5 out of 5 average rating, 15 reviews

Sea View Cottage, Spectacular Ocean View!

A true Caribbean feeling awaits you in our cozy 1200 square foot 2-bedroom cottage. This lovely beach side cottage offers a spacious covered outdoor patio area and a front patio that is ideal for relaxing while enjoying the stunning views of St Barth's and St. Martin. The traditional style cottage is ideal for a family getaway or a holiday with friends.

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.

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