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Holiday houses in East End

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Top-rated holiday rentals in East End

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

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Superhost
A modern bedroom is highlighted by a spacious bed with a tufted headboard. Complementary furnishings include a sleek dresser and a stylish chair, while a decorative lamp and wall art add soft touches to the room's neutral tones.
Apartment in AI
4.9 out of 5 average rating, 31 reviews

Anguilla Sunrise Penthouse - 2 bed/2-bath

The Sunrise Penthouse at “Andy's Castle” mixes modern style & affordability. Just minutes drive away (not walkable) from the "World’s Best Beach" Shoal Bay, this blissful 2200 sq. ft. unit (37 steps up) is an open concept, with a spacious kitchen with island/bar, large eating area with picture window, living room area and reading nook. The two large bedrooms each have queen beds, large closets and en suite bathrooms. A large breezy balcony is perfect for relaxing and unwinding in paradise!

Guest favourite
A two-story apartment complex showcases a light-colored exterior with green accents and balconies. The image also features a cozy seating area with neutral furnishings and a spacious bedroom, inviting natural light through a nearby window.
Apartment in East End Village
4.94 out of 5 average rating, 36 reviews

C&J Apartments Overlooking Mimi Bay Anguilla(Apt1)

Reconnect with yourself, or loved ones or friends in this family-friendly place. Enjoy Anguilla while staying in a spacious 2 bedroom unit, which is a part of a 2 bedroom - 4 unit apartment complex. Designed and maintained by the hosts, each room is decorated to ensure a calming experience. Ceiling fans are in each room, but the area is pretty cool. A very quiet area which we dub "Your Home away from Home". Life is stressful and a calming experience will revitalizes and reenergize.

Top Guest favourite
A serene beach scene features soft white sand gently sloping towards calm turquoise waters. The sky is bright blue with a few scattered clouds, creating a sense of openness and tranquility. The horizon line blends seamlessly with the ocean, inviting relaxation.
Home in Shoal Bay Village
5 out of 5 average rating, 82 reviews

Seaside House in Shoal Bay

Shoal Bay Cottage is located next to one of the best beaches in Anguilla if not the world, Shoal Bay East. This 2 bedroom, 2 bathroom property comes with all the modern luxuries. Suitable for individuals, couples, families or friends. Enjoy its almost 0.5 acres of fenced gardens or within 3 mins walk you are on the beach. There, you will enjoy, miles of pristine white sand, cool turquoise water, and gentle sea breeze. As well as, many of the popular hotels, and restaurants.

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
Apartment in AI
5 out of 5 average rating, 18 reviews

Peaceful hideout | Shoal Bay beach 5 min drive

Welcome to The Hidden Cottage, a secret escape nestled on the peak of Jonah Hill, Welches, Anguilla. Just a 5 minutes drive from Shoal Bay Beach. Our little getaway is a true reflection of our culture and laid back life style. Set your mind to "island time" and prepare to slow down and unwind! Come stay at The Hidden Cottage, experience peace, quiet and calm; experience Anguilla. Our calendar has been filling up fast. Email us now to guarantee your reservation.

Top Guest favourite
A white pergola frames the view, with shadow and light playing across the walkway. Lush greenery and a palm tree are visible in the background, complemented by a serene blue sky filled with fluffy white clouds.
Home in Margaret Fleming Drive
4.87 out of 5 average rating, 53 reviews

Sea Breeze Villa

Our place is just a short drive from restaurants, beaches, family-friendly activities, attractions, and grocery stores. You'll enjoy the comfort of our home in a quiet, friendly neighborhood with a relaxed island vibe—perfect for couples, solo adventurers, business travelers, and small families. There are two inviting outdoor patios ideal for sipping your morning coffee or unwinding before your daily adventures. The beaches here are simply the best!

Top Guest favourite
An outdoor terrace features comfortable white lounge furniture arranged around a coffee table. Sun loungers are positioned beside a private infinity pool, overlooking the ocean and distant boats. The scene is framed by tropical plants and a clear blue sky, enhancing the serene coastal environment.
Loft in Marigot
4.99 out of 5 average rating, 193 reviews

Sea Loft, Breathtaking View – Private Pool

* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

Guest favourite
This bedroom features a spacious bed with a light comforter and decorative pillows. Two bedside lamps are positioned on either side, and large windows with light blue curtains allow natural light to fill the room. Coastal artwork adds a serene touch.
Home in AI
4.93 out of 5 average rating, 44 reviews

Villa Cool Serenity

This modern three-bedroom, two-bathroom home with a private office in a quiet neighborhood 5 minutes from Crocus Bay has the perfect, spacious environment for a group of family or friends. You'll have the entire home to yourself. The villa can accommodate groups of up to 11 guests and is within driving distance from most beaches and restaurants in Anguilla. The home has a full kitchen, air conditioning, and essentials to make your stay comfortable.

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.
Apartment 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.

Top Guest favourite
Apartment in Mount Fortune
4.98 out of 5 average rating, 64 reviews

Fortune Estate (Car rental available)

Newly built modern cozy apartment with remote gate access, back up generator and perimeter security camera system located in Mount Fortune on the eastern end of the island. Five minutes driving access to grocery stores, Island Harbour beach and the restaurants thereon like Falcon Nest. 10 minutes drive from the famous Shoal Bay beach.

Top Guest favourite
An infinity pool extends toward the horizon, offering uninterrupted views of the Caribbean sea. The clear blue water reflects the sky, creating a serene atmosphere. Gentle slopes of greenery frame the scene, with a distant island visible on the water's surface.
Villa in Philipsburg
4.99 out of 5 average rating, 327 reviews

Villa Dream View Belair Sint Maarten SXM

Embrace the tranquility in a friendly tropical caribbean modern designed private villa with spacious rooms that are sure to keep you comfortable and feeling at home. Enjoy the sunny day with infinity pool overlooking caribbean sea or enjoy the sea view while watching the sailing huge cruise ships.

Superhost
A bright sleeping area features a spacious bed with crisp white linens. A modern chair is positioned nearby, with light wood flooring extending across the room. A stylish bathroom is visible through an arched opening, showcasing a freestanding tub and a sleek shower.
Apartment in Bad Cox Pond
4.72 out of 5 average rating, 64 reviews

The Studio at AXA Farmhouse

Welcome to your tranquil retreat at AXA Farmhouse. This private studio offers a serene getaway, complete with a fully equipped kitchen, a spa-inspired bathroom, and a separate entrance for your convenience. Rest easy on a plush bed, and enjoy the comfort of air conditioning throughout your stay.

Popular amenities for East End holiday rentals

  1. Airbnb
  2. Anguilla
  3. East End