Pet-friendly holiday rentals in Anguilla

Pope’s Inn

LUXURIOUS and spacious recently built modern 2 bedroom apartment located in West End Anguilla. This ravishing apartment resides in a beautiful and safe location in close proximity to the Four Seasons Hotel. It is walking distance to the exquisite Meads Bay beach and many restaurants in the area such as Pope’s BBQ & Grill, Picante, Blanchards and Sharky’s. This beautiful apartment is located near many other tourist attractions such as the Malliouhana Hotel and the Aurora Waterpark in West End

Beachfront 1 Bedroom Resort Condo with Terrace, Hot Tub, Breathtaking Views + Extra Sofabed

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.

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!

West End Bay Condos 1 Bedroom- Steps to beach!

Only 5min walk from a pristine beach with a restaurant- our ground floor units can be booked and joined together to make a spacious 2 bedroom suite. *Sofa bed possible. Please note when booking. All units are fully equipped with WiFi, AC, TV, washer, dryer, dishwasher, iron, kitchen appliances, dishes & patio furniture. This property features 9 units making it ideal for larger group bookings. *Each building has a central elevator, photos descriptive of quality. Individual decor may vary.

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.

Hummingbird, Charming Garden Studio, West End

Stylish, cool yet affordable accommodations in a fabulous location. EXCELLENT WIFI. Unbeatable value for lovers of Anguilla's West End! Safe for singles - romantic for couples - all welcome. Walk to beaches like Mead's, Barnes and Maunday's Bays & places like Four Season's & Cap Juluca. Beautiful indoor/outdoor kitchen/lounge area &tropical garden. Discounts for long stay. Min stay 6 nights - message me if you need 3 to 5 & If I can make it work between longer bookings I will.

Modern Bungalow With Pool - 3 Min Walk To Beach

Immerse yourself in nature during your stay at The Bungalow, a tropical open-air villa perched amongst the trees on the island of Anguilla. Enjoy breath-taking ocean views from your private pool, take a quick walk down to the beach for a dip in Rendezvous Bay, and wind down while watching the sunset from your expansive roof deck. Nature lovers will delight in the property’s indoor-outdoor feel, surrounded by lush gardens and with visits from native birds.

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!

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.

Villa Pastiche1, 3 BDR, walk to beach, ocean view

New stunning 2nd floor ocean view family-size spacious 3 bedrooms, fully equipped kitchen, living room, office, laundry, balconies on seaside and pond side. Located in the iconic Sandy Ground village. Steps from pristine white sand Road Bay beach lined with lively bars and restaurants. Walking distance from convenient market, restaurants, boutiques, night entertainment, sailings and water activities. Perfect spot for holidays!

Island Suite with Private Fire Pit

Book your stay and the concierge handles Anguilla for you. Ferry coordination, rental car, restaurant reservations, and a welcome spread waiting when you arrive. All sorted before you land. ⭐ What guests say • “Better in person than the photos” • “No other host does all this” • “Would not stay anywhere else in Anguilla” Every single guest. Every single time. Five stars. Check availability before your dates go.

Relaxing Fully Furnished, all-inclusive utilites

Relax with the whole family at this peaceful place to stay while viewing the neighboring islands and most beautiful beaches with tranquility wrapped in blue. A friendly fun visit lies awaiting you, the inviting, intriguing and truly incomparable Island of Anguilla. Enjoy your all inclusive stay today. Free Wifi, Free Parking and utilities included. Fully furnished 2 Bedroom 2 Bath Apartment.