Seaside Villa – Luxury Oceanview Rental in Montego Bay, Jamaica

Welcome to Seaside Villa, a sleek, contemporary luxury villa in Montego Bay, Jamaica, where modern design meets tropical elegance and every detail is thoughtfully curated for the perfect Caribbean escape. With sweeping views of the Caribbean Sea and a unique Hollywood-inspired flair, this five-bedroom villa offers exceptional indoor-outdoor living in a lush, private setting.

Step across a dramatic entry bridge suspended over sparkling reflection pools, and enter a world of style and serenity. The villa centers around a stunning outdoor pool terrace, complete with a dining pavilion and panoramic sea views. A separate open-air sitting room pavilion provides a breezy, relaxing space to unwind.

The main house features two beautifully appointed bedrooms with private gardens, as well as an elegant indoor living and dining area with custom-carved wood paneled sliding doors and a gourmet kitchen.

Just steps away, the guest cottage offers two additional bedrooms with private terraces and luxurious indoor-outdoor bathrooms—ideal for guests seeking privacy and sea views. A fifth bedroom is located in the villa’s unique two-story music pavilion, with a cozy loft sleeping area and an open-concept design.

From the architecture to the landscaping, Seaside Villa has been designed as a private oasis, perfect for couples, families, or groups looking for an unforgettable villa rental in Montego Bay.

Accommodations:
All bedrooms have quiet remote control air conditioning, ceiling fans, flat screen HD televisions and en-suite bathrooms, robes & personal safes.

Main Villa
Master Bedroom
King-size bed, TV, Sliding glass doors on two sides, private garden, en-suite bathroom with soaking tub + walk-in rain shower + open-air shower.

Bedroom 2
King-size bed, Sliding glass doors on two sides, private garden, open-plan en-suite bathroom with privacy screen, vanity area, walk-in shower

Cottage
Bedroom 3 – Upper Level
King-size bed, opens to private ocean facing balcony and a pool facing veranda, en-suite bathroom with walk in shower, open-air shower and soaking tub,

Bedroom 4 – Lower Level
King-size bed, opens to ocean facing private terrace, en-suite bathroom with walk-in shower, open-air shower + deep tub in small ocean facing patio

Bedroom 5 – Music Room 

Queen-size bed in loft-style pavilion with TV, Sonos, and Grand Piano. Bathroom on lower level with rain shower. Small private garden with sitting area.

* 5  Bedroom contemporary beachfront villa
* 5 Bathrooms
* Magnificent views of the Caribbean Sea
* Full staff: chef, butler, housekeeper, personal laundress, gardener
* Infinity edge pool
* Bar & deck at the ocean edge with ocean access
* Feature entrance over a bridge with pools below
* Dining pavilion & covered outdoor comfy seating areas
* Two sitting rooms and an internal dining room
* Owner welcomes children 12 years old and up
* 6-Seater golf cart
* Round Hill Membership - see details below
 

Round Hill Membership

A special amenity available to guests in this villa is membership at Round Hill just minutes from the villa and one of the finest private resorts on Jamaica's North Coast. Round Hill offers a beach, pool, chaise lounges, towels, jogging trail, gift shop, logo shop, library with computer, bar, afternoon tea, Wednesday Manager's Cocktail Party, basketball court, tennis courts, and unforgettable long sunsets from the waterfront terrace. Guests must check in at the front desk on your first visit before enjoying the amenities at Round Hill.

Additional Amenities (fee required):

• Kids’ Club: The cost for Pineapple Kid’s Club is US$27.50 daily per child. Children three years to twelve years old.  Children zero to three years old same cost but must be accompanied by a nanny. The hours of the Club are 9 am-5 pm. Lunch is not included (parents collect children for lunch).
• Gym: $50 per person per day for any guests in Round Hill Villas or villas with Round Hill membership (this fee should be paid at the front desk before using the gym)
• Spa
• Salon
• Range of water sports
• Beach Parties
• There is a 6 seater golf cart for Seaside Villa

Please note: 

Round Hill membership is guaranteed for guests traveling through November 2025.  Round Hill is typically closed from early Oct to early Nov each year - dates will change year to year. 

There may be occasions when some or all the facilities of the hotel may be closed for membership guest services due to a private hotel event. Round Hill reserves the right to change or alter its membership packages with no advance notice.  Prices are liable to change without notice.

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REVIEWS:

Everyone made us feel welcome and catered to everything we needed.

Last time we stayed at Seaside it was before the renovation and updates were spot-on. We love Seaside!

The Staff, service, and accommodations were excellent. Thank you, I'll be back!

The staff and accommodations were excellent. Very comfortable place. I will return and recommend to others.


Staff was extremely friendly and accommodating!! Loved it. I would return to this villa and recommend it to others.


Everything was over the top. Service, food, cleanliness, laundry. Best vacation we have ever had. Rented 4 other villas, this is by far the best! The accommodations were perfect in every way! Property manager handled every issue quickly & without disruption. Radcliffe was outstanding and met our every wish!

Round Hill Resort:
The beach and bar were fantastic! Food was excellent and the service was outstanding! Steward and Lloyd did a fantastic job and met our every expectations!
The New Year's party was perfect. The fireworks were top notch.