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Holiday rentals in South Hill

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Top-rated holiday rentals in South Hill

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Villa in Blowing Point
5 out of 5 average rating, 9 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.

Guest favourite
Flat in Blowing Point
5 out of 5 average rating, 15 reviews

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.

Guest favourite
An infinity pool extends towards the horizon, offering expansive views of the turquoise sea and distant coastline. White lounge chairs and palm trees are positioned nearby, enhancing the serene outdoor ambiance. Shells are placed along the pool's edge, complementing the natural surroundings.
Home in North Hill Village
4.89 out of 5 average rating, 27 reviews

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.

Guest favourite
The villa's exterior is showcased, featuring a light-colored facade with spacious balconies and decorative railings. An external staircase leads to the upper level, flanked by green foliage and a well-maintained lawn that surrounds the building.
Flat in British West Indies
4.82 out of 5 average rating, 55 reviews

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.

Top guest favourite
An outdoor seating area features a wicker sofa set and chairs positioned around a dark table. A pool is visible in the background, surrounded by greenery. The space is brightened by natural light and framed by an open archway.
Home in Long Bay Village
5 out of 5 average rating, 15 reviews

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

Top guest favourite
Villa in Blowing Point
5 out of 5 average rating, 32 reviews

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.

Top guest favourite
An expansive terrace features a private pool and lounging area, offering unobstructed views of the serene blue ocean and nearby sailboats. The space is surrounded by greenery, creating a tranquil outdoor environment for relaxation.
Loft in Marigot
4.99 out of 5 average rating, 191 reviews

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

Top guest favourite
A modern two-story building features a sleek white exterior, surrounded by landscaped grounds and neatly arranged gravel pathways. Balconies can be seen on both levels, offering outdoor seating. Lush greenery and palm plants are visible in the foreground, contributing to the serene environment.
Apartment in Lower South Hill
5 out of 5 average rating, 34 reviews

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.

Top guest favourite
Flat in North Side
5 out of 5 average rating, 24 reviews

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.

Top guest favourite
Loft
4.94 out of 5 average rating, 134 reviews

Beachfront Loft in Grand Case - Sea View

An exceptional beachfront loft on Grand Case Beach, offering majestic ocean views and a prime position above the iconic Rainbow Café. In high season, a stylish and trendy atmosphere sets the tone until about 11 p.m. Sunbeds can be reserved either directly or through us—but guests who book with our help enjoy privileged touches. A luminous, sophisticated retreat steps from Grand Case’s finest venues.

Guest favourite
A beachfront terrace features modern white lounge chairs and a dining table, overlooking the crystal clear waters. A grill is positioned nearby, and a cooler rests beside an ice bucket, enhancing the inviting coastal experience.
Flat in Sandy Ground
4.97 out of 5 average rating, 29 reviews

Luxury Beachfront Enclave Unit 2

Luxury brand new beachfront residence directly on beautiful Sandy Ground Beach. This spacious second 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.

Guest favourite
Apartment in Swing High
5 out of 5 average rating, 14 reviews

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.

Popular amenities for South Hill holiday rentals

  1. Airbnb
  2. Anguilla
  3. South Hill