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Check prices for these dates

Tonight
2 Dec - 3 Dec
Tomorrow
3 Dec - 4 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Holiday Rentals in Middlesex County

Family House, Garden View | Living area
Phoenix Park Villas Portmore

Holiday Home in Portmore

4.0 star property
10.0 out of 10, Exceptional, (4)
"I will definitely recommend that you stay here is so peaceful security are strictly on point with everything and the comfort of the home is great will be staying back for sure ."
United States
Kimoya
The price is Rp1.959.569
Rp3.942.799 total
includes taxes & fees
14 Dec - 15 Dec
Phoenix Park Villas Portmore
Cottage | Exterior detail
Lovely 1-bed Cottage in St Catherine Jamaica

Cottage in Ewarton

3.0 star property
10.0 out of 10, Exceptional, (1)
"I enjoyed my stay at the cottage, hosts were very helpful and my stay was very quiet and peaceful. Will definitely stay here again in the future."
United States
DESMOND
The price is Rp309.344
Rp499.411 total
includes taxes & fees
3 Dec - 4 Dec
Lovely 1-bed Cottage in St Catherine Jamaica
On the beach, white sand
SandCastles Deluxe Beach Resort

Aparthotel in Ocho Rios

3.5 star property
7.2 out of 10, Good, (107)
"Great Location "
United States
Armica
SandCastles Deluxe Beach Resort
On the beach, white sand
Pipers Cove - Runaway Bay

Aparthotel in Runaway Bay

3.0 star property
8.4 out of 10, Very good, (45)
"Place was in good condition 💯"
United States
Jovan
The price is Rp2.249.505
Rp3.053.495 total
includes taxes & fees
1 Jan - 2 Jan 2026
Pipers Cove - Runaway Bay
Outdoor pool
Mountain Top Villa

Villa in Mandeville

3.5 star property
8.4 out of 10, Very good, (23)
"We enjoyed our stay at the villa, we stayed there for our honey moon, they even helped us take some really nice pics after our wedding"
United Kingdom
Daniel
Mountain Top Villa
Outdoor pool, pool umbrellas, pool loungers
Caldo Tours

Aparthotel in Ewarton

2.5 star property
10.0 out of 10, Exceptional, (3)
"Very inviting and the owner's are wonderful people that keeps you comfortable and satisfied "
United States
Stephen
The price is Rp1.499.670
Rp1.666.300 total
includes taxes & fees
4 Dec - 5 Dec
Caldo Tours
Private beach nearby
Gorgeous Hideout

Holiday Home in Runaway Bay

3.0 star property
10.0 out of 10, Exceptional, (1)
"Host was very on top on things great safe area "
United States
Kevin
Gorgeous Hideout
Terrace/patio
Carib Waves

Apartment in Ocho Rios

2.0 star property
The price is Rp1.799.604
Rp2.919.357 total
includes taxes & fees
1 Jan - 2 Jan 2026
Carib Waves
Apartment, Kitchen, Courtyard View | Terrace/patio
Serenity Oasis Apartment

Aparthotel in Spanish Town

2.0 star property
The price is Rp1.274.719
Rp2.232.425 total
includes taxes & fees
3 Dec - 4 Dec
Serenity Oasis Apartment
Family Studio Suite, Mountain View | Living area | Printers
Thebreeze2022

Apartment in May Pen

2.5 star property
The price is Rp854.486
Rp999.428 total
includes taxes & fees
31 Dec - 1 Jan 2026
Thebreeze2022
Apartment | 1 bedroom
Adorable 1BR Cottage Walk to the Beach Priory

Apartment in St. Ann's Bay

2.0 star property
The price is Rp919.764
Rp2.524.129 total
includes taxes & fees
4 Dec - 5 Dec
Adorable 1BR Cottage Walk to the Beach Priory
Exterior
Adorable 1Bed Cottage Walk to the Beach

Cottage in St. Ann's Bay

2.0 star property
8.0 out of 10, Very good, (4)
"Property was fine It is walking distance form a public beach Residential community area"
United States
Tricia
The price is Rp848.224
Rp1.825.882 total
includes taxes & fees
4 Dec - 5 Dec
Adorable 1Bed Cottage Walk to the Beach
Luxury Villa, 3 Bedrooms, Ensuite, Garden View | Egyptian cotton sheets, premium bedding, in-room safe
Casa Princess Ocho Rios Vacation Villa

Villa in Ocho Rios

3.5 star property
8.4 out of 10, Very good, (84)
"Beautiful, safe community and spacious property. Softer pillows would make it excellent"
United States
TRUDY ANN
The price is Rp2.686.269
Rp4.989.801 total
includes taxes & fees
6 Dec - 7 Dec
Casa Princess Ocho Rios Vacation Villa
Family House, 2 Bedrooms, Accessible, Garden View | 2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe
Casa Victoria Golf Retreat

Villa in Kingston

4.0 star property
9.0 out of 10, Wonderful, (81)
"Our stay was very comfortable and relaxing,we didn't stay in but it had all the nesscessary things that we were looking for. I would recommend it to anyone who are travelling with their family to stay there.lovely place,!!"
Canada
Desmond
Casa Victoria Golf Retreat
Ecotours
Spring Palm Estate

Aparthotel in Tower Isle

3.0 star property
6.2 out of 10, (11)
"I would stay here again"
Canada
Shagufta
The price is Rp1.083.875
Rp1.675.838 total
includes taxes & fees
3 Dec - 4 Dec
Spring Palm Estate
Exterior
Apartment E6

Apartment in Tower Isle

3.5 star property
8.6 out of 10, Excellent, (34)
"Property was great, room was really cozy. We loved our stay and will be back again."
United States
Jhannel
The price is Rp1.999.560
Rp2.216.179 total
includes taxes & fees
12 Dec - 13 Dec
Apartment E6
Outdoor pool
North Star Villa

Villa in Mammee Bay Estates

3.5 star property
8.0 out of 10, Very good, (4)
"Northstar Villa provides a safe and tranquil environment for their guests'. The grounds are well maintained and extremely clean, thanks to Mr Henry. He provided our party with coconuts and made us feel welcomed. The pool is extremely clean and well maintained. The beach is a 2 minute walk down the street. The rooms are large and comfortable, with air conditioning. Included with room is mini-fridge and microwave. The bed was very comfortably . The rooms are immaculate and taken care of by Ms...
United States
Kaye
North Star Villa
Outdoor pool
Tapioca Village Retreat

Villa in Castleton

3.0 star property
6.0 out of 10, (2)
"There is so much nature and friendliness! "
United States
Günter
The price is Rp1.333.040
Rp1.549.659 total
includes taxes & fees
4 Dec - 5 Dec
Tapioca Village Retreat
10 outdoor pools
Coolshade Villas - Richmond Estate

Villa in St. Ann's Bay

2.0 star property
The price is Rp1.749.615
Rp3.695.020 total
includes taxes & fees
13 Dec - 14 Dec
Coolshade Villas - Richmond Estate
Premium Apartment, 2 Bedrooms, Mountain View | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Caribe Estate Guest Apartment I

Holiday Home in Greater Portmore

3.0 star property
8.8 out of 10, Excellent, (6)
"Unable to check in. Nor picked up from airport. Forced to find other accommodations due to NO RESPONSE FROM PROPERTY OWNERS/MANAGEMENT. "
United States
Robin
The price is Rp1.915.177
Rp3.732.262 total
includes taxes & fees
3 Dec - 4 Dec
Caribe Estate Guest Apartment I
Lowest 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.
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Top Middlesex County Hotel Reviews

Franklyn D. Resort & Spa

Franklyn D. Resort & Spa

10/10 Excellent
"This is truly a family-friendly resort. The staff members are very welcoming, attentive, patient, and kind. The grounds of this beachfront property are beautiful. The suites are spacious and comfortable. The food was delicious and the chef considered my dietary restrictions. Every meal was a treat. I wasn't expecting a Thanksgiving Day dinner and was pleasantly surprised. The food, music, decor, and family atmosphere at the Thanksgiving Day dinner were wonderful. There are daily activities for all age groups. I enjoyed sitting on my suite's balcony looking at the ocean and listening to the waves. My son worked out in the gym. It was a great vacation experience."
Helen 4-night trip
Posted 3 days ago
Franklyn D. Resort & Spa

Find out more about Middlesex County

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