You can save up to 15% on over 100,000 hotels
Become a member for free
Last-minute hotel deals in Middlesex County
Exclusive member pricesBecome a member for free and save up to 15% on thousands of properties with our member prices.
The biggest rangeSearch hotels across the globe with our easy-to-use filters to find your perfect stay.
The best priceWe compare thousands of deals in seconds to provide you the best price every time.
Free cancellation & pay laterAccess a range of fully refundable and pay on arrival properties for complete flexibility.
Middlesex County, located in the heart of Jamaica, offers a unique blend of cultural heritage and natural beauty, making it an ideal travel destination. As the largest of Jamaica's three historic counties, Middlesex is home to vibrant towns and lush landscapes. Visitors can explore Spanish Town, the island's original capital, known for its rich history and colonial architecture.
For those seeking the best neighborhoods to stay, Spanish Town provides a charming mix of historical sites and modern amenities. Additionally, the town of May Pen offers a more laid-back atmosphere with easy access to the surrounding countryside.
Top attractions in Middlesex County include the historic Spanish Town Square, featuring the Old King's House and the Cathedral of St. Jago de la Vega. Nature enthusiasts will enjoy the scenic beauty of the Rio Minho, Jamaica's longest river, and the verdant hills that characterize the region.
Clear filters
Middlesex County
Most popular
See the latest prices and deals by choosing your dates
Plantation Villa 354 - Ocho Rios
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.
Villa property in St. Ann's Bay · 32.85 km from centre
2.0
1 review
With a stay at this villa in St. Ann's Bay, you'll be near the beach, within a 5-minute drive of Jamaica Beaches and Cranbrook Flower Forest. This villa is 7.4 mi (12 km) from Dunn's River Falls and 1.1 mi (1.8 km) from Priory Beach.
Compare price on Booking.com
Compare price on Booking.com
I Heart JA Coastal DreamVIlla-Richmond Estates
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.
Vacation home in St. Ann's Bay · 32.94 km from centre
10.0
1 review
With a stay at this vacation home in St. Ann's Bay, you'll be near the beach, within a 10-minute drive of Jamaica Beaches and Cranbrook Flower Forest. This spa vacation home is 8.9 mi (14.2 km) from Dunn's River Falls and 2.5 mi (4 km) from Priory Beach.
Compare price on Booking.com
Compare price on Booking.com
Jamaica Shades at Cool Shades
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.
Villa property in St. Ann's Bay · 32.96 km from centre
With a stay at this villa in St. Ann's Bay, you'll be within a 10-minute drive of Jamaica Beaches and Cranbrook Flower Forest. This villa is 8.9 mi (14.4 km) from Dunn's River Falls and 2.5 mi (4 km) from Priory Beach.
Compare price on Booking.com
Compare price on Booking.com
Idilo Escape
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.
Guesthouse in Ocho Rios · 32.98 km from centre
Located in Ocho Rios, Idilo Escape is within a 15-minute drive of Dunn's River Falls and Jamaica Beaches. This guesthouse is 0.4 mi (0.7 km) from Prospect Plantation and 0.7 mi (1.1 km) from White River Reggae Park.
Compare price on Booking.com
Compare price on Booking.com
Villas Richmond Estate
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.
Villa property in St. Ann's Bay · 33.01 km from centre
7.8
30 reviews
With a stay at Villas Richmond Estate in St. Ann's Bay, you'll be within a 10-minute drive of Jamaica Beaches and Cranbrook Flower Forest. This villa is 8.5 mi (13.7 km) from Dunn's River Falls and 2.1 mi (3.3 km) from Priory Beach.
Compare price on Booking.com
Compare price on Booking.com
Fern Court Apartment With Oceanic View III
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.
Apartment in St. Ann's Bay · 33.04 km from centre
7.0
19 reviews
With a stay at this apartment in St. Ann's Bay, you'll be by the ocean, within a 5-minute drive of Jamaica Beaches and Priory Beach. This apartment is 8.5 mi (13.7 km) from Dunn's River Falls and 1.8 mi (2.8 km) from Cranbrook Flower Forest.
Compare price on Booking.com
Compare price on Booking.com
Seacrest Beach Hotel
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.
Hotel in St. Ann's Bay · 33.09 km from centre
6.8
56 reviews
With a stay at Seacrest Beach Hotel in St. Ann's Bay, you'll be on the beach, within a 5-minute drive of Jamaica Beaches and Priory Beach. This beach hotel is 8.1 mi (13 km) from Dunn's River Falls and 1.7 mi (2.7 km) from Cranbrook Flower Forest.
Compare price on Booking.com
Compare price on Booking.com
Avant Dream Escape
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.
Villa property in St. Ann's Bay · 33.12 km from centre
2.0
1 review
With a stay at this villa in St. Ann's Bay, you'll be in the entertainment district, within a 10-minute drive of Jamaica Beaches and Priory Beach. This beach villa is 8.3 mi (13.3 km) from Dunn's River Falls and 1.6 mi (2.5 km) from Cranbrook Flower Forest.
Compare price on Booking.com
Compare price on Booking.com
Imperial Topaz At Richmond
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.
Vacation home in St. Ann's Bay · 33.12 km from centre
9.0
4 reviews
With a stay at this vacation home in St. Ann's Bay, you'll be near the beach, within a 10-minute drive of Jamaica Beaches and Priory Beach. This vacation home is 8.4 mi (13.6 km) from Dunn's River Falls and 1.7 mi (2.8 km) from Cranbrook Flower Forest.
Compare price on Booking.com
Compare price on Booking.com
Fern Court Apartment With Oceanic View
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.
Apartment in St. Ann's Bay · 33.15 km from centre
8.0
8 reviews
With a stay at this apartment in St. Ann's Bay, you'll be by the ocean, within a 5-minute drive of Jamaica Beaches and Priory Beach. This apartment is 8.2 mi (13.2 km) from Dunn's River Falls and 2.2 mi (3.5 km) from Cranbrook Flower Forest.
Compare price on Booking.com
Compare price on Booking.com
Ocho Rios Villa at the Palms IV
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.
Villa property in St. Ann's Bay · 33.15 km from centre
6.0
2 reviews
With a stay at this villa in St. Ann's Bay, you'll be by the ocean, within a 5-minute drive of Jamaica Beaches and Priory Beach. This golf villa is 8.1 mi (13 km) from Dunn's River Falls and 2.2 mi (3.5 km) from Cranbrook Flower Forest.
Compare price on Booking.com
Compare price on Booking.com
Ocho Rios Villa at Coolshade VI
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.
Villa property in St. Ann's Bay · 33.17 km from centre
8.2
10 reviews
With a stay at this villa in St. Ann's Bay, you'll be next to a golf course, within a 5-minute drive of Jamaica Beaches and Priory Beach. This beach villa is 8.1 mi (13 km) from Dunn's River Falls and 2.2 mi (3.5 km) from Cranbrook Flower Forest.
Compare price on Booking.com
Compare price on Booking.com
Ocho Rios Villa at the Palms VII
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.
Villa property in St. Ann's Bay · 33.17 km from centre
With a stay at this villa in St. Ann's Bay, you'll be by the ocean, within a 5-minute drive of Jamaica Beaches and Priory Beach. This villa is 8.1 mi (13 km) from Dunn's River Falls and 2.2 mi (3.5 km) from Cranbrook Flower Forest.
Compare price on Booking.com
Compare price on Booking.com
The Palms Richmond Oasis
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.
Bed & breakfast in St. Ann's Bay · 33.17 km from centre
With a stay at The Palms Richmond Oasis in St. Ann's Bay, you'll be near the beach, within a 5-minute drive of Jamaica Beaches and Priory Beach. This bed & breakfast is 8.2 mi (13.2 km) from Dunn's River Falls and 1.5 mi (2.4 km) from Cranbrook Flower Forest.
Compare price on Booking.com
Compare price on Booking.com
The Crest Rental Management
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.
Villa property in St. Ann's Bay · 33.20 km from centre
7.6
13 reviews
With a stay at this villa in St. Ann's Bay, you'll be near the beach, within a 5-minute drive of Jamaica Beaches and Priory Beach. This villa is 8.2 mi (13.2 km) from Dunn's River Falls and 2.2 mi (3.5 km) from Cranbrook Flower Forest.
Compare price on Booking.com
Compare price on Booking.com
Oceanic View Apartment at Fern Court
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.
Apartment in St. Ann's Bay · 33.22 km from centre
8.2
14 reviews
With a stay at this apartment in St. Ann's Bay, you'll be next to a golf course, within a 5-minute drive of Jamaica Beaches and Priory Beach. This beach apartment is 8.4 mi (13.5 km) from Dunn's River Falls and 1.9 mi (3 km) from Cranbrook Flower Forest.
Compare price on Booking.com
Compare price on Booking.com
Ocho Rios Villa at Coolshade XI
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.
Villa property in St. Ann's Bay · 33.28 km from centre
8.4
9 reviews
With a stay at this villa in St. Ann's Bay, you'll be by the ocean, within a 5-minute drive of Jamaica Beaches and Priory Beach. This villa is 8 mi (12.9 km) from Dunn's River Falls and 2.2 mi (3.5 km) from Cranbrook Flower Forest.
Compare price on Booking.com
Compare price on Booking.com
Ocho Rios Villa at Coolshade III
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.
Vacation home in St. Ann's Bay · 33.28 km from centre
8.4
10 reviews
With a stay at this vacation home in St. Ann's Bay, you'll be by the ocean, within a 5-minute drive of Jamaica Beaches and Priory Beach. This vacation home is 8 mi (12.9 km) from Dunn's River Falls and 2.2 mi (3.5 km) from Cranbrook Flower Forest.
Compare price on Booking.com
Compare price on Booking.com
Ocho Rios Villa at the Palms V
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.
Villa property in St. Ann's Bay · 33.28 km from centre
With a stay at this villa in St. Ann's Bay, you'll be by the ocean, within a 5-minute drive of Jamaica Beaches and Priory Beach. This beach villa is 8.2 mi (13.2 km) from Dunn's River Falls and 1.7 mi (2.7 km) from Cranbrook Flower Forest.
Compare price on Booking.com
Compare price on Booking.com
The Mandeville Hotel
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.
Hotel in Middlesex County, Mandeville · 33.36 km from centre
6.6
137 reviews
Breakfast available
With a stay at The Mandeville Hotel in Mandeville, you'll be just steps from Cecil Charlton Park and Reliance Centre. This hotel is 0.1 mi (0.2 km) from Mandeville Market and 0.2 mi (0.3 km) from Manchester Parish Court.
Compare price on Booking.com
Compare price on Booking.com
