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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, 15 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.

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
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, 17 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.

Guest favorite
This bedroom features a spacious bed with a light comforter and decorative pillows. Two bedside lamps are positioned on either side, and large windows with light blue curtains allow natural light to fill the room. Coastal artwork adds a serene touch.
Home in AI
4.97 out of 5 average rating, 30 reviews

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.

Top guest favorite
A bright dining area features a round wooden table set for eight, surrounded by stylish chairs on wheels. Large arched windows provide abundant natural light and showcase ocean views. The kitchen area, equipped with modern appliances and white cabinetry, complements the open-concept design.
Apartment in Sandy Ground
5 out of 5 average rating, 11 reviews

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!

Guest favorite
Apartment in West End
4.9 out of 5 average rating, 106 reviews

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 $40 per day including insurance. only take cash. we will pick you up take you back to the ferry or airport for free.if you are coming to work we will give you a discount

Top guest favorite
An inviting outdoor seating area features a round wooden table surrounded by four silver chairs. Lush tropical plants, including palm and banana trees, provide a serene backdrop. The area offers glimpses of the nearby sandy beach, enhancing the tranquil atmosphere of the space.
Home in Sandy Ground
5 out of 5 average rating, 18 reviews

Rehenita's Abode

Forget your worries in this spacious and quiet house. It is surrounded with indigenous plants, palms and coconut trees. Located in Sandy Ground Village, literary next door the Barrel Stay Restaurant. A few more steps you are on Sandy Ground 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.

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.

Guest favorite
Loft
4.94 out of 5 average rating, 110 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.

Superhost
A stylish living area is showcased with a green accent wall. Two woven planters with decorative plants are positioned beside a coffee table made of natural materials. Soft curtains frame the windows, while a mounted television adds modern convenience to the space.
Apartment in North Side
4.89 out of 5 average rating, 75 reviews

KC Corner House - (Car Rental available)

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.

Popular amenities for South Hill vacation rentals

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  2. Anguilla
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