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Vacation rentals in South Hill

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Top-rated vacation rentals in South Hill

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

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Superhost
A modern studio is presented with a spacious bed adorned with a textured blue throw. A comfortable gray couch is arranged nearby, and large windows allow natural light to brighten the room. A flat-screen TV is mounted on the wall opposite the bed.
Condo in Lower South Hill
5 out of 5 average rating, 4 reviews

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.

Top guest favorite
A spacious living area features large windows offering stunning ocean views. Neutral-toned furniture, including a white sectional sofa and wood coffee tables, creates a relaxed environment. A ceiling fan and stylish light fixtures are present, and a dining space with modern appliances is visible in the background.
Apartment in Sandy Ground
5 out of 5 average rating, 24 reviews

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

Top guest favorite
A modern living area is highlighted by a gray futon adorned with two decorative pillows, one yellow and one patterned. A white coffee table with an organic shape sits in front, showcasing a magazine lying flat on its surface. Light-colored flooring enhances the space.
Apartment in George Hill
5 out of 5 average rating, 16 reviews

CARTeas Cozy Caribbean Apartment

CARTeas is nestled in the quiet and peaceful village of George Hill on the upper level of our property with a private entrance and keyless entry. A spacious two bedroom apartment with all the amenities to make you feel right at home. Our master suite is a relaxation haven with a king size bed, tv, free standing tub and walk in shower. The guest suite offers a queen bed and walk in shower. Full kitchen, living room area , desk nook, tv, and washer/dryer . Visit our cozy Caribbean apartment.

Top guest favorite
A bright bedroom features a spacious bed with a light coverlet, complemented by a cozy rattan chair and a small white table. A mirror reflects colorful Caribbean artwork on the wall, while sheer drapes allow natural light to fill the room.
Guest suite in West End
4.95 out of 5 average rating, 73 reviews

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.

Top guest favorite
An outdoor terrace features comfortable white lounge furniture arranged around a coffee table. Sun loungers are positioned beside a private infinity pool, overlooking the ocean and distant boats. The scene is framed by tropical plants and a clear blue sky, enhancing the serene coastal environment.
Loft in Marigot
4.99 out of 5 average rating, 171 reviews

Sea Loft Vue imprenable - piscine privée

* Loft de 200m² * Vue mer exceptionnelle * Piscine privée * A 250 mètres de la petite plage de Galisbay * Terrasse avec chaises longues, salon de jardin, table d'extérieur et BBQ * Espace bureau * Wifi 100 Mbps * TV avec milliers de chaines du monde entier * A 250 m à pied de la marina Fort Louis de Marigot * A 5 min à pied du centre ville de Marigot avec ses restaurants, boutiques et autres commerces * A 5 min de l'embarcadère pour Saint-Barth et Anguilla, et de la station de taxis

Guest favorite
A balcony features turquoise railings overlooking a serene beach and sparkling turquoise sea. Gentle waves lap at the shore, while nearby palm trees sway in a light breeze. The view extends to distant islands under a clear blue sky with scattered clouds.
Apartment in Anguilla
5 out of 5 average rating, 46 reviews

2 Bedroom Beachfront Apartment, Spectacular Views.

Coralito Bay Suites & Villas is located by a secluded beach area with a fantastic view of the turquoise sea and the neighboring islands of St. Barths & St. Martin. It's a quiet, off the beaten path location that offers peace, relaxation with a year-round cooling breeze. Coralito Bay is just ten short minutes from both the airport (AXA) and Blowing Point Ferry Terminal. Our beach front apartments are fully furnished with everything you need for genuine Island experience.

Guest favorite
An aerial view captures a pool area surrounded by palm trees and colorful buildings. Sun loungers are arranged near the pool, with guests enjoying the water. The ocean extends in the background, meeting a rocky shore under a clear sky.
Cottage in Island Harbour
4.93 out of 5 average rating, 30 reviews

Cozy Garden Studio with Pool – Suite #1

Property Summary: Relax in your inviting garden-view studio at Arawak Beach Club, featuring a unique bar area perfect for morning coffee or evening cocktails. Enjoy lush tropical surroundings from your private deck, a fully equipped kitchen, and cozy living space. Stay connected with high-speed fiber internet, cool off with air conditioning, or lounge by the pool with sunbeds. Complimentary kayaks and stand-up paddleboards (SUPs) are ready for your island adventures!

Top guest favorite
A private pool is surrounded by landscaped gardens, with a sun lounger positioned nearby. The pool's clear blue water reflects the bright sky and surrounding greenery, creating a serene outdoor space for relaxation.
Villa in Blowing Point
5 out of 5 average rating, 19 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.

Superhost
Apartment in South Hill Village

Chic Apartment with Pool Access with Breakfast

Enjoy a relaxing stay at this modern one-bedroom apartment with shared pool and balcony views. The cozy bedroom, full kitchen, and bright living area are perfect for couples or solo travelers. Just minutes from Anguilla’s best beaches, your stay includes breakfast for two at Tasty’s POV, where fresh island flavors and local ingredients create a truly delicious start to the day. Comfortable, convenient, and full of Caribbean charm—your ideal getaway.

Guest favorite
An open-plan living area features a light-colored sofa with decorative pillows and a round coffee table. Large windows provide expansive views of the ocean and natural light. A few plants are positioned throughout, and access to the balcony is visible in the background.
Apartment in The Valley
4.97 out of 5 average rating, 29 reviews

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.

Guest favorite
A sandy beach stretches along the coastline, complemented by gentle waves lapping at the shore. Palm trees provide shade, while a pier extends into the water in the background, underneath a clear blue sky adorned with scattered clouds.
Guesthouse in Crocus Bay Beach
4.94 out of 5 average rating, 17 reviews

1 bd Apt at Da'Vida's Crocus Bay #3

Your family will be close to everything when you stay at this centrally-located place. We are located in Crocus Bay. The Cottages are part of the property of Da'Vida Beach Club restaurant. This cottage has a garden view and is a 20 second walk to the beach. We are close to the capital, The Valley. And we are 5 minutes from Airport. We are midway between the resorts in the West and popular Shoal Bay East.

Top guest favorite
Loft in Grand Case
4.94 out of 5 average rating, 112 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.

Popular amenities for South Hill vacation rentals

  1. Airbnb
  2. Anguilla
  3. South Hill