Vacation rentals with a pool in Saint Mary

Luxe Sea View & Infinity Pool. 10min walk to beach

Amazed Sea View Villa This luxury holiday villa is located high up on the beautiful Sleeping Indian hills. Sitting on half an acre of tropical land, the location allows for spectacular vistas across the turquoise waters of the Caribbean. A stunning infinity pool, open terraces, tropical gardens, luxurious, peaceful, and private. Amazed is a must to experience! Just a 10 min walk to stunning Hermitage Bay beach and a 10 min drive to Jolly Harbour, for the grocery store, restaurants, and shops.

Villa Lazy Daze - Private villa with large pool

This recently renovated 4-bed, 3-bath vacation home comes equipped with all the modern amenities, perfectly suited for a relaxing holiday.​​ Secluded in the residential community of Harbour View, you are within walking distance of Jolly Harbour Marina featuring restaurants, bars, banks (ATMs), shopping, supermarket, water-sports and a host of vacation activities. The property is also < 8 min walk from Jolly Beach, a mile long stretch of powdery white sands, turquoise waters and cool winds.

Villa Sophie w/pool & near beach

Look no further for a peaceful, relaxing get away in the sunshine with your own pool and the beach a short walk away! A recently refurbished villa with private pool and spacious living space. The house is also equipped with a fully centralised AC. Short walk to Jolly Harbour for shops, restaurants and buggy rentals. From gorgeous beaches, dipping in the pool and sunshine every day you won't get disappointed. Villa Sophie is the perfect holiday destination for a relaxing sunny get away.

Hall's Waterfront Cottage

Unwind with the whole family at this peaceful retreat, nestled in the heart of Jolly Harbour, on the island’s breathtaking west coast. The cottage boasts a spacious living area with comfortable seating and a fully equipped kitchen. With three cozy bedrooms and one bathroom, it’s designed to ensure a comfortable stay. Outside private patio with outdoor seating, ideal for enjoying morning coffee or a sunset BBQ. The fenced yard offers privacy and a safe space for children.

Sheer View Hill, Pineapple Room, Valley Church

This stylish unique place sets the stage for a memorable trip. 3 separate cottage studio apartments set in a hill top amongst beautiful surroundings and a stunning picture postcard landscape. Each cottage overlooks 3 caribbean beaches and natural authentic gardens. Two of the cottages share a brand new pool with individual access. All have has been recently renovated with a modern finish and are in a peaceful location. Ideal for individual or group bookings.

Modern Waterfront Villa in Jolly Harbour

Located in the serene North Finger area of Jolly Harbour, you will be just a 3 minute walk from one of the two beautiful beaches in Jolly Harbour. You will enjoy relaxing in our comfortable, modern, equipped and recently updated 3 bedroom and 3 bath house on 2 floors. With amenities such as swimming pool, tennis courts, supermarket, restaurants, golf course, tour offices present in Jolly Harbour, this is the perfect base for your island adventures.

Oceanview & Pool 3Bdr Escape

Valley Villa - A Modern Caribbean Escape in Ffreye's Estate Welcome to Valley Villa, a stunning brand-new construction, 3 Bedroom 2 bath house, sleeping 6, nestled in the serene Ffreye's Estate, offering breathtaking views of the Caribbean Sea and rolling hills beyond. Designed with a modern Caribbean aesthetic and earthy tones, this villa is a true oasis of tranquility and luxury.

Glorious Waterfront Villa

Welcome to La Vie Est Belle, an exquisitely stylish and spacious waterfront villa nestled in the exclusive gated community of Jolly Harbour. This stunning detached, single-story property features three beautifully curated bedrooms and an extensive patio that transforms outdoor living into a true paradise.

Valley Beach new apartment with pool – unit 38

New modern apartment with pool inside a safe and reserved residential resort close to Valley Church Beach and Jolly Harbour. All comforts (AC, Wifi, big screen TV, washer, dishwasher) with a modern Italian style furnishing. Terraces with view on the garden with pool and BBQ area.