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Vacation rentals in Elsie Bay

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Top-rated vacation rentals in Elsie Bay

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Villa in Rendezvous Bay

5BR Modern Caribbean Luxury with Pool & Bay Views

Songbird Villa is a newly refurbished 5-bedroom luxury retreat with sweeping views of St. Martin and Rendezvous Bay. Perfect for families or groups (sleeps 10), the villa features spacious ensuite bedrooms (Rms 3, 4 & 5 available as king or twin beds), a private infinity pool, a modern kitchen with outdoor BBQ grill, Sonos sound system and smart TVs throughout, daily housekeeping and concierge service. Just a short walk to Rendezvous Bay & minutes from Anguilla’s top beaches, dining & nightlife

LocationValueDecor

4.91 out of 5 average rating, 22 reviews
Top guest favorite
A spacious living area features large windows offering stunning ocean views. Neutral-toned furniture, including a white sectional sofa and wood coffee tables, creates a relaxed environment. A ceiling fan and stylish light fixtures are present, and a dining space with modern appliances is visible in the background.
Apartment in Sandy Ground

Enclave 3 Luxury Beachfront Penthouse

Luxury brand new beachfront penthouse directly on beautiful Sandy Ground Beach. This spacious third floor unit is 1,684 square feet. The unit has two terraces, a walk-in shower with handheld & rain shower, a gourmet kitchen, and more. Location is ideal as you can walk to ten plus restaurants. Being on the Caribbean side of the island, the beach is typically always calm & crystal clear. Amenities include Viking appliances, SONOS in ceiling speakers, Tempur-pedic mattresses, and much more

ValueLocationGrill

5.0 out of 5 average rating, 44 reviews
Guest favorite
A long lap pool stretches into the horizon, flanked by sun loungers with turquoise umbrellas. Lush greenery and coastal views create a serene backdrop, while soft clouds drift across a bright blue sky.
Home in Little Harbour

Charming 4 Bedroom Estate w/ Beach Access

Tigh-na-Mara Villa, exudes old world West Indies charm inside and out. This storybook island villa immerses you in a delightful ambiance of days gone by, combined with modern necessities including high speed internet, a recently renovated chef’s kitchen and air-conditioning throughout. The sparkling lap pool is your own private paradise — and you have direct access (via a 2 min path) to Elsie Bay Cove. This unique Villa is nestled in lush landscaping with magnificent views of St. Martin.

LocationPoolOutdoor spaces

5.0 out of 5 average rating, 5 reviews
Guest favorite
An aerial view captures the villa, surrounded by lush greenery, with the coastline of Anguilla visible in the background. The vibrant turquoise waters contrast with the white sands along the shore, showcasing the natural beauty of the secluded landscape.
Home in North Hill

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.

LocationFamilyNearby

4.9 out of 5 average rating, 30 reviews
Guest favorite
Apartment in George Hill

CARTeas Signature Boutique 2-BR Suite

CARTeas is a spacious two-bedroom boutique apartment located in the quiet village of George Hill, Anguilla. Situated on the upper level with a private entrance and keyless entry, the apartment offers a peaceful retreat with modern comforts. Enjoy a king-bed primary suite with soaking tub and walk-in shower, a queen guest suite with walk-in shower, full kitchen, living area, desk nook, TVs, and in-unit washer and dryer. A cozy Caribbean stay designed to feel like home.

FamilyLocationDecor

4.96 out of 5 average rating, 28 reviews
Top guest favorite
Condo in Upper Prince's Quarter

Serenity Seascape | 2BR Retreat, 270° Oceanviews

Wake up to a jaw-dropping panoramic view of the Caribbean Sea from this chic oceanfront gem in Point Blanche! Bask in 270° views, picture-perfect sunrises, and views of St. Barths from your own private terrace. The space features modern coastal interiors and hotel-quality bathrooms, blending luxury with cliffside serenity. Located just five minutes from Philipsburg, it offers easy access to beaches, restaurants, and shopping while preserving tranquility.

ValueLocationHospitality

5.0 out of 5 average rating, 11 reviews
Top guest favorite
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

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

ValueLocationKitchen

5.0 out of 5 average rating, 202 reviews
Superhost
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

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.

FamilyLocationCondition

4.92 out of 5 average rating, 48 reviews
Top guest favorite
Apartment in Grand-Case

Beachfront Luxury Suite with Sea View Grand Case

A rare beachfront stay in Grand Case. Suite 5 at Residence Mogador features 2 king bedrooms, an elegant shared bathroom, and a spacious terrace with panoramic sea views. Located directly on the beach, this bright and stylish suite is perfect for a getaway with friends or family. Secure residence with sun loungers, direct access to turquoise water, and the best restaurants of Grand Case just a short walk away.

LocationFamilyAir conditioning

5.0 out of 5 average rating, 36 reviews
Top guest favorite
A shaded outdoor seating area features a comfortable sectional sofa and a natural wood coffee table. Tropical palm trees and a view of the pool enhance the space, while loungers are positioned nearby. Soft textiles in muted colors contribute to a laid-back ambiance.
Home in Saint Martin

The best view on the island!

Casa Victoire is fully equipped with everything you might need for a comfortable and relaxing stay! Enjoy relaxing moments while taking in the view from your private terrace or relaxing in the heated pool while enjoying stunning ocean views. Canoes and kayaks are available for an unforgettable experience in the Cul de Sac Bay Nature Reserve Looking forward to hosting you at La Casa Victoire!

FamilyLocationDecor

5.0 out of 5 average rating, 33 reviews
Superhost
Apartment in Swing High

Deany's UpTop Luxury Suite 2

Enjoy the lucious island breeze and admire Anguilla's sensational view at Deany’s UpTop Luxury Suite. This short-term rental property provides high-quality, private accommodation in a desirable location in Anguilla. This recently upgraded apartment offers the ultimate blend of comfort and elegance, making it perfect for couples, friends, or private getaways.

LocationHospitalityKitchen

4.83 out of 5 average rating, 6 reviews
Top guest favorite
A view of the house from the side shows vibrant green shutters and a landscaped area featuring indigenous plants. In the background, a sandy pathway leads to the beach, where boats can be seen on calm turquoise waters under a sunny sky.
Home in Sandy Ground

Rehenita’s Abode

Forget your worries in this house. It is surrounded with indigenous plants, palms and coconut trees. Located in Sandy Ground Village. A few more steps you are on the beach which features a slew of famous and delicious beach restaurants and bars. You can also go snorkeling along the reefs or enjoy the sunset while walking on the beach.

LocationCheck-inBeach

5.0 out of 5 average rating, 25 reviews

Popular amenities for Elsie Bay vacation rentals