Book Villas in Middlesex County
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Top Villas in Middlesex County
Drax Hall Country Club 2 Bed Villa
123 Drax Hall, St Ann's Ocho Rios
This villa features an outdoor pool and a 24-hour gym. Free self parking, a 24-hour business center, and a terrace are also offered.
Pool
Kitchen
The Crest Rental Management
Richmond Development St. Ann's Bay Saint Ann
This villa features an outdoor pool and a 24-hour gym. Free self parking, a terrace, and a garden are also offered.
Pool
Kitchen
Casa Princess Ocho Rios Vacation Villa
Drax Hall Manor Ocho Rios Saint Ann
$282 nightly
The price is $299 total per night
$299 total
Dec 14 - Dec 15
Total with taxes and fees
This villa features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, airport shuttle, and free internet in public areas. Enjoy the outdoor tennis court and perks like free self parking.
Pool
Kitchen
123 Drax Hall Country Club Villa
Drax Hall Country Club St. Ann's Bay St. Ann Parish
$133 nightly
The price is $154 total per night
$154 total
Dec 14 - Dec 15
Total with taxes and fees
This luxury villa features a casino, a water park, and a marina. Bring the family and enjoy the lazy river, children's pool, and waterslide. Relax with a drink at one of the 3 beach bars and enjoy free perks like free self parking and WiFi in public areas.
Pool
Kitchen
Sun Kissed Villa - 6 Bedroom, sleeps 14, on the beach.
Discovery Bay St Ann Parish
A water park and an outdoor pool are featured at this smoke-free villa. Families will appreciate the arcade/game room and barbecue grills. Enjoy the hot tub and conveniences like limo/town car service and laundry facilities.
Pool
Hot Tub
Luxury 4-Bedroom villa
Drax hall Estate, The Marina Villas St. Ann's Bay St. Ann
This villa features an outdoor pool and a rooftop terrace. Free self parking, a garden, and a grocery/convenience store are also offered.
Pool
Kitchen
2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi
Ocho Rios St Ann
$200 nightly
The price is $200 total per night
$200 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
A water park and an outdoor pool are featured at this villa. Families will appreciate the playground and onsite laundry facilities. A gym and a garden are also provided.
Pool
Kitchen
Island Treasure Villa
St. Ann, Ocho Rios Saint Ann
$343 nightly
The price is $343 total per night
$343 total
Dec 15 - Dec 16
Total with taxes and fees
A water park and a gym are featured at this smoke-free villa. WiFi in public areas is free. A garden and laundry facilities are also provided.
Pool
Kitchen
Mountain Top Villa
Avondale Heights Mandeville Manchester Parish
An outdoor pool is featured at this villa, along with free self parking. WiFi in public areas is free. A garden is also provided.
Pool
Kitchen
SeaEsta at Bengal ; Cool Chic and all Caribbean.............
Rio Bueno
A water park and an outdoor pool are featured at this smoke-free villa. Families will appreciate the playground and barbecue grills. A garden and concierge services are also provided.
Pool
Kitchen
Tapioca Village Retreat
Devon Pen Castleton St. Mary Parish
$80 nightly
The price is $93 total per night
$93 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
An outdoor pool is featured at this villa, along with free self parking. WiFi in public areas is free. A terrace is also provided.
Pool
Kitchen
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See all available properties in Middlesex County
View all propertiesLowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top hotels in Middlesex County
Couples Tower Isle All Inclusive
Tower Isle Tower Isle Saint Mary
9.2/10 Wonderful! (1,000 reviews)
Middlesex County Villas essential information
Accommodation | 431 Villas |
|---|---|
Lowest Price | $93 |
Highest Price | $343 |
Popular accommodation | Drax Hall Country Club 2 Bed Villa, The Crest Rental Management, Casa Princess Ocho Rios Vacation Villa, 123 Drax Hall Country Club Villa, Sun Kissed Villa - 6 Bedroom, sleeps 14, on the beach., Luxury 4-Bedroom villa, 2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi, Island Treasure Villa, Mountain Top Villa, SeaEsta at Bengal ; Cool Chic and all Caribbean............., Tapioca Village Retreat, Villa FANTASY - ON PRIVATE BEACH IN A GATED COMMUNITY |