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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
An open-plan living area showcases a modern kitchen with a marble countertop and sleek cabinetry. Large glass doors provide expansive ocean views and access to an outdoor terrace. A comfortable seating area includes neutral-toned furnishings, while dining space is set for meals with panoramic vistas.
Home in Upper Prince's Quarter
5 out of 5 average rating, 40 reviews

Sunrise Over St. Barths

BRAND NEW CONDO in a quiet gated community! "Sunrise Over St. Barths" is an oasis of luxury and elegance, built into the hillside overlooking the Atlantic Ocean and St Barth. Enjoy the sunrise every morning in this modern property consisting of 2 master bedrooms with 2 bathrooms, living room with fully equipped kitchen, exterior terrace and laundry area. Each bedroom and the living room have unobstructed panoramic views of the ocean. A breathtaking infinity pool and a sundeck overlook the ocean.

Guest favourite
A private pool is situated beside the ocean, surrounded by lounge chairs facing the water. The tranquil surface of the pool reflects the morning sunlight, while the Caribbean sea extends into the horizon, highlighting the serene atmosphere of the villa.
Villa in Island Harbour
4.97 out of 5 average rating, 71 reviews

Oceanfront Villa Sleeps 6 | Private Pool & Hot Tub

Your 5 star Airbnb guest favorite oceanfront villa includes a private pool, hot tub and panoramic Caribbean views. Scilly Cay is right out front and only a 5 min drive to famous Shoal Bay. Wake up to the glowing turquoise sea from the master King Bed. Relax on the spacious lower & upper decks. Full kitchen, private office and outdoor shower. Enjoy kayaks, stand up paddleboards, additional club pool, decks & fire pit. Perfect for families or romantic getaway in paradise. Read our 5 star reviews!

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.
Apartment in Lower South Hill
5 out of 5 average rating, 6 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 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, 42 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
4.88 out of 5 average rating, 17 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
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.

Top guest favourite
Loft
4.94 out of 5 average rating, 139 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, 15 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

  1. Airbnb
  2. Anguilla
  3. South Hill