Vacation rentals in South Hill

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

Modern 2BR Condo - stroll to scenic Rendezvous Bay

Unwind in Style at Merrivale Residence – Your Luxe Island Retreat! Step into comfort and elegance at Merrivale Residence, a spacious and modern studio just a 3-mins from Rendezvous Bay Beach. Our oversized studio sleeps up to 4 with high-end finishes, private patio, walk-in closet, workstation, full kitchen, washer/dryer, WiFi, Netflix, and central A/C. Perfect for couples, families, friends or remote work. Merrivale is your peaceful home base—close to everything, yet blissfully tranquil.

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.

Luxury Beachfront Enclave Unit 1

Luxury brand new beachfront residence directly on beautiful Sandy Ground Beach. This spacious ground floor unit is 1,684 square feet & has two terraces with an additional large wood deck. Just a few steps from the deck your feet will be in the sand. Enjoy a gourmet kitchen, walk-in shower with handheld & rain shower, Sonos in-ceiling sound system & more. Location is ideal as you can walk to ten restaurants. Being on the Caribbean side of the island, the beach is typically always calm.

Sea View Escape

🌊 Sea View Escape A bright coastal apartment offering sea views, modern comfort, and a relaxing atmosphere for couples, families, or remote workers. Enjoy a spacious living area, balcony with ocean views, fully equipped kitchen, air-conditioned bedroom, and high-speed WiFi. Conveniently located at the Blowing Point Ferry terminal, this unit is perfect for a quick getaway. Walking access to beaches, shops, and restaurants. Full guest access to the apartment and building amenities.

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

Boutique 2-BR Suite Apartment CARTeas|Anguilla

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.

Modern “Bird’s Nest” Studio in Anguilla

The Birds Nest is a quaint & charming studio retreat with simple chic decor & soft up-lighting/double chandeliers. The Nest boasts a private entrance via spiral staircase, a kitchen nook, cozy sofa bed, full bathroom with rain shower and breezy adjoined balcony. This space is perfect for a husband and wife looking to reconnect or even a solo traveler seeking a creative space in paradise. We like to say, "Retreat and then Spread your Wings." Birds Nest - Anguilla.

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

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.

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!

Deany's Uptop Luxury Suite 6

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.