Holiday rentals in Anguilla

Stunning Oceanfront Villa ~ Pool, Jacuzzi & Kayaks

Your 5 star Airbnb guest favorite oceanfront villa includes a private pool, hot tub and panoramic Caribbean views. Scilly Cay is right out front and only a 5 min drive to famous Shoal Bay. Wake up to the glowing turquoise sea from the master King Bed. Relax on the spacious lower & upper decks. Full kitchen, private office and outdoor shower. Enjoy kayaks, stand up paddleboards, additional club pool, decks & fire pit. Perfect for families or romantic getaway in paradise. Read our 5 star 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.

Enclave 3 Luxury Beachfront Penthouse

Luxury brand new beachfront penthouse directly on beautiful Sandy Ground Beach. This spacious third floor unit is 1,640 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, Tempurpedic mattresses, and much more

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.

Meads Bay Hilltop Villa Apt.(downstairs)

Welcome to this luxurious villa in Anguilla, a stunning Caribbean island known for its white-sand beaches and turquoise waters! This 1500 sq ft villa is located just a short 5-minute walk from the stunning Meads Bay Beach and plenty of dining options. It is located right next to The Malliouhana Hotel. This 2BR/2BA unit is fully equipped with everything you need for an enjoyable stay – from high speed wifi, beach towels to cookware and linens appropriate for every season.

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.

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.

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.

Island Escape w/ Private Firepit | Near Shoal Bay

Escape to your private retreat in North Side, Anguilla, just 10 minutes from stunning beaches. Designed for couples, this bright, modern 1-bedroom suite offers space to unwind and reconnect. Enjoy relaxed breakfasts in a full kitchen, movie nights in the open living area, and intimate evenings by the patio fire pit. After beach days, return to cool AC, plush bedding, fast WiFi, and a peaceful, beautifully maintained space made for two.

Spacious 2nd FL Studio - 3 min to Rendezvous Bay

Immerse yourself at Merrivale Residence – your stylish island escape! This modern, oversized studio is just a 3-mins from Rendezvous Bay Beach. Ideal for couples, solo travelers or digital nomads and features a sleek workstation, private patio, generous walk-in closet, fully equipped kitchen, washer/dryer, Wi-Fi, Netflix and central A/C. Enjoy comfort, tranquility, and convenience all in one perfect location.

James Hughes nice place 2 bedroom upstairs

James Hughes apartment located in West end affordable and comfortable. we are close to maundays Bay Beach, shoal Bay West Beach, Barnes Bay beach, meads Bay Beach. we are also close to best buy supermarket. excellent wifi. we have cars for rent small car $40 per day medium car $50per day .only take cash. we will pick you up take you back to the ferry or airport for free

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.