Family-friendly vacation rentals in Anguilla

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

Sea View Pool Villa, Sleeps 8 – West End, Anguilla

Cambie Villa is a newly furnished 3-bedroom, 2-bathroom retreat in Anguilla’s West End, just 10 mins walk from the Four Seasons and 15 minutes walk to Meads Bay and Barnes Bay. Enjoy shaded porches, a private dipping pool, and sea views across to St. Martin. The open-plan living space boasts full AC and plenty of natural light. Two spacious bedrooms feature king-size beds, while the third offers two full-size beds. Pls note: there is some nearby daytime construction so we’ve adjusted rates.

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

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.

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.

Châlet Genesis

Escape to the serenity of Châlet Genesis Villa, an exquisite 3-bedroom, 3.5-bathroom haven nestled in the residential charm of Long Bay. This spacious villa boasts walk-in closets, king-size beds, and modern amenities, creating an opulent retreat for up to 8 guests. Revel in the tranquility of your surroundings while being just moments away from pristine beaches and delectable restaurants. Discover the perfect blend of luxury and accessibility at Châlet Genesis Villa

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.

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

KC Corner House

Kick back and relax in this newly renovated, calm, stylish space. This very tidy home at 1500 sq. ft. with modern décor/finishes, located in a quiet, peaceful and scenic area of Cedar Village, Northside. This abode is open to all. 8-10 minutes drive to St.James Medical School Campus. Only 5 minutes drive to Crocus Bay. Main supermarkets are all in 5 minute drive radius.

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.

St.Somewhere Else

Oceanside guesthouse is peaceful, beautiful and gated. Full access to the bacce ball court, pool and ocean! We are located on the eastern end of the island, 5 minute drive to shoal bay and 3 minute drive to island harbor. Walking distance to some of the best local beach bars and restaurants!

Oceanfront 2BD Villa - Arawak Beach Club #6&7

Start your getaway at Arawak Beach Club's 2BR villa with Caribbean vistas. Private entrance, 2 terraces, beach steps away. Dining 5 min, Shoal Bay 10 min. Fiber Internet, Smart TV, AC bedrooms. Ocean breezes, 2 oceanfront patios, DIY bar. Paddleboards, kayaks. Optional rental car.