Family-friendly vacation rentals in Anguilla

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

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: Mead's, Barnes and Maunday's Bays & places like Four Season's & Picante. Beautiful indoor/outdoor kitchen/lounge area &tropical garden. Discounts for long stay. You must be VACCINATED to vacation in Anguilla. Please visit the Anguilla Tourist Board for current entry protocols.

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.

The Big Squeeze

The Big Squeeze Experience high-impact minimalism in this 60 square foot vibrant, central studio. Perfectly curated for short stays, it blends moody slate tones with a plush mustard sofa bed. Enjoy a luxury spa-feel with a glass-walled shower, sleek refreshment area, and boutique lighting. Attached to a main house with private ground-floor access, you’re just steps from the city centre’s best cafes and restaurant. Book your stay to experience big style in a small package.

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.

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

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.

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.

Lush Garden Studio with Pool Access – Suite #3

Welcome to your peaceful island retreat! This charming 1-bedroom suite offers serene views of the lush tropical gardens. Start your morning with coffee on the balcony surrounded by greenery, or unwind in the evening with a glass of wine as you soak in the tranquil atmosphere. The suite is fully equipped with everything you need for a comfortable and unforgettable vacation!

James Hughes cozy in West end

James Hughes apartments located in West end affordable and comfortable. we are close to maundays Bay Beach, meads Bay Beach, shoal Bay West Beach, Barnes Bay beach. we are 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

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!