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Seaside Cottage on Round Hill • Montego Bay, Jamaica Villa
High Season Rates Effective November 15
High Season Nov 15 - Apr 15
Low Season Apr 16 - Nov 14
About Seaside Cottage on Round Hill
Seaside Cottage is a four-bedroom private home at famous Round Hill. Its exquisite location provides one of the most spectacular views in the Caribbean. Hidden from the awareness of others ... this cottage is only minutes from all amenities of posh Round Hill Hotel and beach club.
- 4-bedroom 4-bath staffed villa on 3 remarkable waterfront acres
- breathtaking view: perhaps the most magnificent view in Jamaica day and night
- staff of 5: cook, butler, housekeeper, gardener, laundress
- 12' x 35' private pool
- multi-station television in every room
- complimentary Wi-Fi… bring your laptop
- room-to-room intercom
- can be combined with sister property Hillside Villa to provide 8-bedroom compound
- Round Hill membership: complimentary beach, tennis, two connecting heated pools for parents & children, jogging trail, Manager's Cocktail Party. For various fees: Pineapple Kids Club, fitness room, tennis lessons, hair salon & spa, bars & restaurants, gift shops, water sports, Internet room, beach parties Mon-Wed-Fri
- The Tryall Club membership: complimentary beach, tennis, gym, pool, Hummingbird Kids Club, non-motorized water sports, Internet room, new Usain Bolt Games Room for kids, teens & adults, jogging trail, afternoon tea & Manager's Cocktail Party. For various fees: golf, tennis lessons, Happy Hour, hair salon & spa, bars & restaurants, boutique, motorized water sports, beach parties Mon-Wed-Fri
Seaside Cottage is a four-bedroom private home at famous Round Hill. Its exquisite location provides one of the most spectacular views in the Caribbean. Hidden from the awareness of others ... this cottage is only minutes from all amenities of posh Round Hill Hotel and beach club.
Interiors are designed around a unique blend of specially commissioned Balinese and Jamaican furnishings and original art. Floors are cool Italian tile. While meals typically are served al fresco in the poolside gazebo, guests also have the option of an indoor dining room. Telephones with intercoms enable easy communication among all bedrooms, kitchen and staff quarters. In the living room are a stereo with CD player, DVD/VCR and 32” television. All rooms share the breathtaking view over the 10-mile stretch of azure sea that separates Round Hill from the town of Montego Bay, a panorama beyond description day and night.
From the pool terrace, an expansive lawn sweeps down to the sea. Rise early to catch the visual magic of a Jamaican sunrise kissing the landscape with color and light. After a morning swim and breakfast, relax on the furnished poolside verandah. Here, both under roof and open to the brilliant sunshine, are sofas and chaises for sunning, reading and napping ... or merely reveling in pampered relaxation. After dark, the lights of passing cruise ships and the town of Montego Bay twinkle across the water, adding nighttime magic to this unique hideaway.
Activities are a seven-minute walk past other cottages to Round Hill Hotel and beach club. Shuttle service is available if you prefer a two-minute ride to the beach. Alternatively, guests may rent Seaside’s 4-seater golf cart for $350 per week ($450 per week for reservations in 2014 and beyond).
Totally private and self-contained, Seaside Cottage shares 10 acres with its sister property, Hillside Villa ~ an older but much-loved 4-bedroom villa 100 meters uphill. The two villas can be rented together for an eight-bedroom compound with two swimming pools and a combined staff of ten. Dinners can be served to all guests at either property.
Accommodations
All bedrooms have televisions and state-of-the-art remote control air conditioning.
Master Bedroom
Free-standing room overlooking the sea. Kingsize bed; doors to private terrace and incredible ocean view. En-suite tiled bath with indoor shower and the piece de resistance ~ a fanciful open-air outdoor shower with gorgeous Caribbean view day and night!
Bedroom 2 in Main House
Kingsize bed; French doors to pool terrace; superb ocean view. En-suite bathroom with double sinks and bathtub.
Bedroom 3 in Main House
Kingsize bed; French doors to pool terrace; superb ocean view; fanciful hand-painted four-poster bed. En-suite tiled bath; double sinks; bathtub and separate glass block shower.
Bedroom 4
On lower level below Master Bedroom. Accessible only via outside stone stairway so not suitable for toddlers. Kingsize or twin beds at guests’ option; en-suite bathroom with walk-in shower. Most suitable for teenagers.
Round Hill Hotel and Beach Club Membership

A special amenity available to guests in this villa is membership at Round Hill ... just five minutes from the villa and one of the finest private resorts on Jamaica's North Coast. Membership entitles guests to access Round Hill's private beach and tennis on hard-surface courts lit for night play and with pro on call. (Charges apply to lessons and ball boys.) Round Hill also offers a jogging trail, gift shop, logo shop, beach bar, piano bar, Wednesday Manager's Cocktail Party, Continental cuisine in the hotel restaurant ... and unforgettable long sunsets from the waterfront terrace. For additional charges, members may enjoy the spa, Pineapple Kids Club, fitness center, a range of water sports and parties (Monday beach party and Friday Jamaica Night).
Note: Round Hill will be closed September 3 till October 8, 2013.
Round Hill was chosen by Condé Nast Traveler for its Gold List of "the best places to stay in the whole world."
The Tryall Club Membership
A significant amenity for guests in this villa is membership at the excellent Tryall Club. On 2,200 acres, Tryall’s golf course is among the most beautiful in the world. Its 18 hillside and seaside fairways have been home to the Johnnie Walker, Mazda and other PGA championship events. The resident pro offers workshops and private lessons. The Tryall tennis club features nine Nova Cushion courts, some lit for night play, with world-class pro’s on call. All whites required.
The beach is well planned for parents and children. Have lunch at the beach bar. Work out in the well-equipped gym and compete in the new Usain Bolt Games Room at the Great House (teens love it). Jog the marked trails. Snorkeling, kayaking, hobie cat and sunfish are complimentary. Glass bottom boats, charter fishing, a boat to the reef and any captained craft attract various fees. Enjoy the week’s events, including the Monday Night Manager’s Cocktail Party and the Wednesday and Friday night beach parties and buffets.

On the hill, enjoy the historic Great House for daily 4:00 tea and sweets. Shop at the convenient commissary and chic boutique, and meet for happy hour and snacks at the casual bar. Also at the Great House is the new Usain Bolt Games Room open all day and night for ping pong, pool, air hockey, foosball, shuffleboard, chess and checkers, board games, comfy reclining chairs and HDTV. And don’t miss the massive Tryall pool (ping pong table there too). The Tryall Club is thoughtfully designed to please toddlers, preteens, tweens, moms, dads and everyone from teens to octogenarians.
For a great write-up of the Tryall Club, see Dana Vachon's article Club Jamaica in Departures Magazine.
The Tryall Club was chosen by Condé Nast Traveler for its Gold List of "the best places to stay in the whole world.”
IMPORTANT NOTICE TO ALL GOLFERS PLAYING THE TRYALL CLUB COURSE FROM MAY 1 TILL NOV 1.
Rental Rates
| Season | Bedrooms | Weekly Rate |
|---|---|---|
| High Season December 15 - April 15 |
1–4 | $11,450 |
| Low Season April 16 - December 14 |
1–4 | $5,350 |
| Christmas December 21 - December 28 |
1–4 | $18,500 |
| New Year December 28 - January 4 |
1–4 | $19,500 |
| Easter April 19 - April 26 |
1–4 | $11,450 |
| Thanksgiving November 23 - November 30 |
1–4 | $11,450 |
High Season Rates Effective November 15
High Season Nov 15 - Apr 15
Low Season Apr 16 - Nov 14
Booking Calendar
Guest Reviews
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Absolutely exceptional staff. We will be coming back yearly.
Thank you,
Kaye W. – October 2012
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Truly, it was the best vacation for all of us! Amazing: The staff was just perfect, they were like family! The food was excellent. We will be back.
Carlson J. – October 2012
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Dear Linda,
To you and all the folks at Linda Smith villas. Thank you soooo much for a wonderful week. Our only hope is to return some day soon. Everything was wonderful. We were totally spoiled, especially Leon down at Seaside who was constantly making the children pina coladas and strawberry daiquiris and even a new one called a Miami Vice (all virgin, of course). I could go on and on but I'm sure you know how well they treat you there. Stanley, of course was at hand at every turn to take us wherever we wanted to go. Again, we had a great time and would recommend your services to anyone who will listen to us. Or even some who would rather we did not go on expounding on the virtues.”
Connie H. - June 2012
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Everything was perfect – the staff, the food, the villa, the amazing views! Jamaica is our favorite place to vacation and Seaside Cottage has created even more wonderful memories for us. Thank you to the entire staff for their kindness and professionalism. We will surely see you all again!
Love and Respect,
Laura G. - September 2011



























