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Holiday rentals in South Hill

Find and book unique accommodation on Airbnb

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.

Top guest favourite
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.
Flat in Sandy Ground
5 out of 5 average rating, 41 reviews

Enclave 3 Luxury Beachfront Penthouse

Luxury brand new beachfront penthouse directly on beautiful Sandy Ground Beach. This spacious third 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. Amenities include Viking appliances, SONOS in ceiling speakers, Tempur-pedic mattresses, and much more

Guest favourite
Flat in Blowing Point
5 out of 5 average rating, 16 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.

Top guest favourite
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, 196 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 favourite
An aerial view captures the villa, surrounded by lush greenery, with the coastline of Anguilla visible in the background. The vibrant turquoise waters contrast with the white sands along the shore, showcasing the natural beauty of the secluded landscape.
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
Flat in George Hill
4.96 out of 5 average rating, 28 reviews

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.

Guest favourite
Flat in Long Bay Village
5 out of 5 average rating, 11 reviews

Modern Studio Near Meads Bay Beach | Full Kitchen

Enjoy a relaxing retreat in a convenient and friendly location. The Studio is only five minutes from the island's best beaches, Meads Bay and Rendezvous Bay. After a day of soaking up some sun and enjoying the beach scenery,  guests can dine at some of the popular local restaurants, including Sharky's, Blanchard's, and Picante. We are pleased to offer further advice or insider information to help you make the most of your vacation.

Guest favourite
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.
Flat in Sandy Ground
5 out of 5 average rating, 20 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!

Top guest favourite
A spacious bedroom is furnished with a large bed dressed in white linens and accent pillows in shades of blue. Natural light floods the room through multiple windows, framing views of the surrounding landscape. A ceiling fan provides air circulation, adding to the comfort.
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
Loft
4.94 out of 5 average rating, 138 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
The spacious bedroom features a comfortable queen-size bed with crisp white bedding and decorative orange accent pillows. A wooden dresser offers storage, while a large flat-screen TV is mounted on the wall. Natural light enters from glass doors leading to an adjacent area.
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.

Top guest favourite
A view of the house from the side shows vibrant green shutters and a landscaped area featuring indigenous plants. In the background, a sandy pathway leads to the beach, where boats can be seen on calm turquoise waters under a sunny sky.
Home in Sandy Ground
5 out of 5 average rating, 25 reviews

Rehenita’s Abode

Forget your worries in this house. It is surrounded with indigenous plants, palms and coconut trees. Located in Sandy Ground Village. A few more steps you are on the 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.

Popular amenities for South Hill holiday rentals

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