Title: Holiday Rentals Middlesex County from £46: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Middlesex County Travel Guide](https://expedia.co.uk/Middlesex-County.dx553248635975177226)[Hotels in Middlesex County](https://expedia.co.uk/Middlesex-County-Hotels.d553248635975177226.Travel-Guide-Hotels)[Flights to Middlesex County](https://expedia.co.uk/Cheap-Flights-To-Middlesex-County.d553248635975177226.Travel-Guide-Flights)[Middlesex County Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Middlesex-County.d553248635975177226.Car-Hire-Guide)[Middlesex County Holidays](https://expedia.co.uk/Middlesex-County.d553248635975177226.Holidays-City-Breaks) ![Green Grotto Caves showing interior views and caves](https://images.trvl-media.com/place/6086233/92351da3-138b-4965-bd8f-eed8a245cdf1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Middlesex County - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975177226&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [16 Jan - 18 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975177226&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [13 Feb - 15 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975177226&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [13 Mar - 15 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975177226&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in Middlesex County ![Family House, Garden View | Living area](https://images.trvl-media.com/lodging/110000000/109990000/109981200/109981158/8721940c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House, Garden View | Living area](https://images.trvl-media.com/lodging/110000000/109990000/109981200/109981158/54d7ea5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House, Garden View | Living area](https://images.trvl-media.com/lodging/110000000/109990000/109981200/109981158/cfe793d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House, Garden View | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109990000/109981200/109981158/6ed00de2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Phoenix Park Villas Portmore Portmore 10/10 Exceptional (3) "Very clean,quiet neighborhood and great customer service " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SHAWN £151 includes taxes & fees 22 Nov - 23 Nov [](https://www.expedia.co.uk/Portmore-Hotels-Phoenix-Park-Villas-Portmore.h109981158.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/28000000/27050000/27040700/27040675/7cb10586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/28000000/27050000/27040700/27040675/52e2be59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/28000000/27050000/27040700/27040675/4674e8f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/28000000/27050000/27040700/27040675/a5c38b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Top Villa Mandeville 8.4/10 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](https://a.travel-assets.com/egds/marks/flags/uk.svg) Daniel £71 includes taxes & fees 22 Nov - 23 Nov [](https://www.expedia.co.uk/Mandeville-Hotels-Mountain-Top-Villa.h27040675.Hotel-Information) ![Family House, 2 Bedrooms, Accessible, Garden View | 2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/14000000/13090000/13081000/13080939/1c5629b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Villa, 2 Bedrooms, Pool Access, Hill View | View from room](https://images.trvl-media.com/lodging/14000000/13090000/13081000/13080939/0d1e5406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/14000000/13090000/13081000/13080939/d3979ff6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House, 2 Bedrooms, Accessible, Garden View | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/14000000/13090000/13081000/13080939/9071cc98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Victoria Golf Retreat Kingston 9.0/10 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](https://a.travel-assets.com/egds/marks/flags/ca.svg) Desmond [](https://www.expedia.co.uk/Kingston-Hotels-Casa-Victoria-Golf-Retreat.h13080939.Hotel-Information) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/50000000/49030000/49028600/49028580/1b4ad76d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Apartment, 2 Queen Beds, Pool View | 1 bedroom, individually furnished, blackout curtains, soundproofing](https://images.trvl-media.com/lodging/50000000/49030000/49028600/49028580/150fd996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Apartment | Living area | Flat-screen TV, books](https://images.trvl-media.com/lodging/50000000/49030000/49028600/49028580/16006680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/50000000/49030000/49028600/49028580/947391b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Caldo Tours Ewarton 10/10 Exceptional (3) "Very inviting and the owner's are wonderful people that keeps you comfortable and satisfied " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen £76 includes taxes & fees 22 Nov - 23 Nov [](https://www.expedia.co.uk/Ewarton-Hotels-Caldo-Tours.h49028580.Hotel-Information) ![Private beach nearby](https://images.trvl-media.com/lodging/45000000/44260000/44252800/44252747/e38d034f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/45000000/44260000/44252800/44252747/f5de3ae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/45000000/44260000/44252800/44252747/f4d0d8be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome | Private kitchen | Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/45000000/44260000/44252800/44252747/4b83b4f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous Hideout Runaway Bay 10/10 Exceptional (1) "Host was very on top on things great safe area " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin £178 includes taxes & fees 15 Dec - 16 Dec [](https://www.expedia.co.uk/Montego-Bay-Hotels-Gorgeous-Hideout.h44252747.Hotel-Information) ![2 outdoor pools](https://images.trvl-media.com/lodging/20000000/19110000/19105500/19105425/d4bcfe9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Villa, 3 Bedrooms, Accessible, Hill View | 1 bedroom, Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/20000000/19110000/19105500/19105425/44bed1aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Villa, 3 Bedrooms, Accessible, Hill View | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19110000/19105500/19105425/001d9e03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Bedrooms, Pool Access, Garden View | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19110000/19105500/19105425/810af769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Country Club Villa I Kingston 9.0/10 Wonderful (10) "The management team was awesome, the AC didn’t work in the main room on the first night but Ms Vicki made sure that I didn’t go a second night without it." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller £193 includes taxes & fees 27 Nov - 28 Nov [](https://www.expedia.co.uk/Kingston-Hotels-The-Country-Club-Villa-I.h19105425.Hotel-Information) ![Luxury Villa, 3 Bedrooms, Ensuite, Garden View | Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/24000000/23590000/23588000/23587948/9fbf4a74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa, 3 Bedrooms, Ensuite, Garden View (New 3) | Dining](https://images.trvl-media.com/lodging/24000000/23590000/23588000/23587948/a56eed82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa, 3 Bedrooms, Ensuite, Garden View | Living area | 50-inch flat-screen TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/24000000/23590000/23588000/23587948/5e75df41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/24000000/23590000/23588000/23587948/ebbe0fe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Princess Ocho Rios Vacation Villa Ocho Rios 8.4/10 Very good (84) "Beautiful, safe community and spacious property. Softer pillows would make it excellent" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) TRUDY ANN £229 includes taxes & fees 24 Nov - 25 Nov [](https://www.expedia.co.uk/Montego-Bay-Hotels-Casa-Princess-Ocho-Rios-Vacation-Villa.h23587948.Hotel-Information) ![On the beach, white sand](https://images.trvl-media.com/lodging/20000000/19530000/19521000/19520929/d2906bd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19530000/19521000/19520929/ba20d474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, white sand](https://images.trvl-media.com/lodging/20000000/19530000/19521000/19520929/92a42a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Apartment, 1 Bedroom, Balcony (Second floor) | Private kitchen | Full-sized fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/20000000/19530000/19521000/19520929/370a2ea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pipers Cove - Runaway Bay Runaway Bay 8.4/10 Very good (45) "Place was in good condition 💯" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jovan £121 includes taxes & fees 27 Nov - 28 Nov [](https://www.expedia.co.uk/Montego-Bay-Hotels-Pipers-Cove-Runaway-Bay.h19520929.Hotel-Information) ![Apartment, Kitchen, Courtyard View | Terrace/patio](https://images.trvl-media.com/lodging/107000000/106080000/106074600/106074531/e2d0069c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/107000000/106080000/106074600/106074531/0056d214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106080000/106074600/106074531/911349cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Kitchen, Courtyard View | Private kitchen](https://images.trvl-media.com/lodging/107000000/106080000/106074600/106074531/7925ab33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serenity Oasis Apartment Spanish Town £101 includes taxes & fees 24 Nov - 25 Nov [](https://www.expedia.co.uk/Spanish-Town-Hotels-Serenity-Oasis-Apartment.h106074531.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119290000/119285800/119285796/31afcdb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119290000/119285800/119285796/2e671ee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/120000000/119290000/119285800/119285796/8251d49d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/120000000/119290000/119285800/119285796/e365c41d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carib Waves Ocho Rios £127 includes taxes & fees 29 Nov - 30 Nov [](https://www.expedia.co.uk/Ocho-Rios-Hotels-Carib-Waves.h119285796.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/93000000/92160000/92150500/92150486/498ea98c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/93000000/92160000/92150500/92150486/4d51c78f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92160000/92150500/92150486/7cc9a206.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92160000/92150500/92150486/075f876e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tapioca Village Retreat Castleton 6.0/10 (2) "There is so much nature and friendliness! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Günter £65 includes taxes & fees 6 Dec - 7 Dec [](https://www.expedia.co.uk/Tapioca-Village-Retreat.h92150486.Hotel-Information) ![Family Studio Suite, Mountain View | Living area | Printers](https://images.trvl-media.com/lodging/115000000/114540000/114534600/114534523/af1809c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Studio Suite, Mountain View | Living area | Printers](https://images.trvl-media.com/lodging/115000000/114540000/114534600/114534523/1a28f7cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Studio Suite, Mountain View | 1 bedroom, blackout curtains, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114540000/114534600/114534523/9c054e7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/115000000/114540000/114534600/114534523/2696870f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Thebreeze2022 May Pen £46 includes taxes & fees 22 Nov - 23 Nov [](https://www.expedia.co.uk/May-Pen-Hotels-Thebreeze2022.h114534523.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33310000/33307900/33307897/e852b240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed | In-room dining](https://images.trvl-media.com/lodging/34000000/33310000/33307900/33307897/d93f40b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, electric kettle](https://images.trvl-media.com/lodging/34000000/33310000/33307900/33307897/5dccf43f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed | 3 bedrooms, in-room safe, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/34000000/33310000/33307900/33307897/4c7c43be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### North Star Villa Mammee Bay Estates 8.0/10 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](https://a.travel-assets.com/egds/marks/flags/us.svg) Kaye [](https://www.expedia.co.uk/Ocho-Rios-Hotels-North-Star-Villa.h33307897.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/25000000/24930000/24925100/24925079/fb06c775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24930000/24925100/24925079/c85c98d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hartland Breeze St. Ann's Bay 10/10 Exceptional (2) "Good location. Friendly Host. Spotlessly clean. Very Safe. Very Quiet. Very close to many local beaches. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller £111 includes taxes & fees 24 Nov - 25 Nov [](https://www.expedia.co.uk/Montego-Bay-Hotels-Hartland-Breeze.h24925079.Hotel-Information) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/15000000/14730000/14727900/14727867/3c04274d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/15000000/14730000/14727900/14727867/8f601ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach nearby, white sand](https://images.trvl-media.com/lodging/15000000/14730000/14727900/14727867/0f35e437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach nearby, white sand](https://images.trvl-media.com/lodging/15000000/14730000/14727900/14727867/062144e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocho Rios Villa at Coolshade IV St. Ann's Bay 9.4/10 Exceptional (10) "I loved everything about it. Beautiful place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller £282 includes taxes & fees 24 Nov - 25 Nov [](https://www.expedia.co.uk/Montego-Bay-Hotels-Ocho-Rios-Villa-At-Coolshade-IV.h14727867.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119940000/119930200/119930136/b5b2e2bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa, Private Pool, Pool View | In-room safe, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/120000000/119940000/119930200/119930136/d606640d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa, Private Pool, Pool View | In-room safe, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/120000000/119940000/119930200/119930136/b67bd0b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119940000/119930200/119930136/b65e623e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Opulenz DraxHall St. Ann's Bay £4,288 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/St-Anns-Bay-Hotels-Opulenz-DraxHall.h119930136.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/105000000/104530000/104520700/104520638/143f12ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom, Patio, Beachside | 1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104530000/104520700/104520638/5c257cac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom, Patio, Beachside | Private kitchen](https://images.trvl-media.com/lodging/105000000/104530000/104520700/104520638/e155ab70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom, Patio, Beachside | Living area](https://images.trvl-media.com/lodging/105000000/104530000/104520700/104520638/176b6c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable 1Bed Cottage Walk to the Beach St. Ann's Bay 8.0/10 Very good (4) "Property was fine It is walking distance form a public beach Residential community area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tricia £84 includes taxes & fees 8 Dec - 9 Dec [](https://www.expedia.co.uk/St-Anns-Bay-Hotels-Adorable-1Bed-Cottage-Walk-To-The-Beach.h104520638.Hotel-Information) ![Family House, 2 Bedrooms, 2 Bathrooms, Beach View | Living room | Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/17000000/16790000/16781100/16781008/4954be97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House, 2 Bedrooms, 2 Bathrooms, Beach View | Living room | Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/17000000/16790000/16781100/16781008/bcada131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House, 2 Bedrooms, 2 Bathrooms, Beach View | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/17000000/16790000/16781100/16781008/2bab948c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House, 2 Bedrooms, 2 Bathrooms, Beach View | Living room | Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/17000000/16790000/16781100/16781008/72500d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Beach Estate Country Club Villa Hellshire 10/10 Exceptional (1) "We had everything we needed, and the place was clean and comfortable. The property manager went above and beyond to make sure we had an amazing place to stay even after I had problems with Orbitz booking process. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller £223 includes taxes & fees 24 Nov - 25 Nov [](https://www.expedia.co.uk/Hellshire-Hotels-The-Beach-Estate-Country-Club-Villa.h16781008.Hotel-Information) ![Premium Apartment, 2 Bedrooms, Mountain View | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/17000000/16790000/16781000/16780973/a82e5f72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment, 2 Bedrooms, Mountain View | Terrace/patio](https://images.trvl-media.com/lodging/17000000/16790000/16781000/16780973/96c73b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment, 2 Bedrooms, Mountain View | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/17000000/16790000/16781000/16780973/f55a6075.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/17000000/16790000/16781000/16780973/7a9a94e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Caribe Estate Guest Apartment I Greater Portmore 8.8/10 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](https://a.travel-assets.com/egds/marks/flags/us.svg) Robin £171 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Portmore-Hotels-Caribe-Estate-Guest-Apartment-I.h16780973.Hotel-Information) ![On the beach, white sand](https://images.trvl-media.com/lodging/19000000/18330000/18326900/18326812/e4f1339d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/19000000/18330000/18326900/18326812/5dfcee2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18330000/18326900/18326812/8d3fd98b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/19000000/18330000/18326900/18326812/398317ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SandCastles Deluxe Beach Resort Ocho Rios 7.2/10 Good (107) "Great Location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Armica [](https://www.expedia.co.uk/Montego-Bay-Hotels-SandCastles-Deluxe-Beach-Resort.h18326812.Hotel-Information) 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. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2025-12-05&endDate=2025-12-06®ionId=553248635975177226&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_FR-DE-MX-UK_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Save up to 40% on select hotels. [Book now](https://expedia.co.uk/cheap-deals?rfrr=VR_BF_PROMO_553248635975177226) ## Find holiday rentals that suit your style Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Middlesex+County%2C+Jamaica®ionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-22&d2=2026-02-22&lodging=APART_HOTEL) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Middlesex+County%2C+Jamaica®ionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-22&d2=2026-02-22&lodging=APARTMENT) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Middlesex+County%2C+Jamaica®ionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-22&d2=2026-02-22&lodging=VILLA) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Middlesex+County%2C+Jamaica®ionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-22&d2=2026-02-22&lodging=CONDO) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Middlesex+County%2C+Jamaica®ionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-22&d2=2026-02-22&lodging=VACATION_HOME) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Middlesex+County%2C+Jamaica®ionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-22&d2=2026-02-22&lodging=COTTAGE) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Middlesex+County%2C+Jamaica®ionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-22&d2=2026-02-22&lodging=CABIN) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Middlesex+County%2C+Jamaica®ionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-22&d2=2026-02-22&lodging=CHALET) Residences [](https://www.expedia.co.uk/Hotel-Search?destination=Middlesex+County%2C+Jamaica®ionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-22&d2=2026-02-22&lodging=RESIDENCE) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMiddlesex-County-Holiday-Rentals.d553248635975177226.Travel-Guide-HolidayRentals)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddlesex-County-Holiday-Rentals.d553248635975177226.Travel-Guide-HolidayRentals) ## Top Middlesex County Hotel Reviews ![Bahia Principe Grand Jamaica - All Inclusive](https://images.trvl-media.com/lodging/2000000/1580000/1576100/1576054/d591446e_y.jpg) ### Bahia Principe Grand Jamaica - All Inclusive 10/10 Excellent "Staff was awesome. The hotel itself was close to activities in ochi. Highly recommend " [](https://expedia.co.uk/Montego-Bay-Hotels-Bahia-Principe-Grand-Jamaica-All-Inclusive.h1576054.Hotel-Information) ![Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive](https://images.trvl-media.com/lodging/8000000/7230000/7229500/7229415/c688bb82_y.jpg) ### Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive 10/10 Excellent "It was excellent " [](https://expedia.co.uk/Montego-Bay-Hotels-Bahia-Principe-Luxury-Runaway-Bay-Adults-Only-All-Inclusive.h7229415.Hotel-Information) ![Couples Tower Isle All Inclusive](https://images.trvl-media.com/lodging/1000000/530000/522100/522057/17fe4790_y.jpg) ### Couples Tower Isle All Inclusive 10/10 Excellent "The front view from the room was amazing and we also enjoyed all the amenities as well as the food" [](https://expedia.co.uk/Tower-Isle-Hotels-Couples-Tower-Isle-All-Inclusive.h522057.Hotel-Information) ![Grand Muthu Runaway Bay Club Caribbean - All Inclusive](https://images.trvl-media.com/lodging/119000000/118840000/118832200/118832200/bbc682e9_y.jpg) ### Grand Muthu Runaway Bay Club Caribbean - All Inclusive 10/10 Excellent "The property has great potential. Staff was very polite and helpful. Property changed owners very recently so I can understand the transition. It was a pleasant experience overall." [](https://expedia.co.uk/Runaway-Bay-Hotels-Grand-Muthu-Caribbean-Club-Runaway-Bay.h118832200.Hotel-Information) ![Morgans cliff](https://images.trvl-media.com/lodging/28000000/27300000/27291600/27291593/477af351_y.jpg) ### Morgans cliff 10/10 Excellent "The front desk lady was great" [](https://expedia.co.uk/Montego-Bay-Hotels-Morgans-Cliff.h27291593.Hotel-Information) ![Franklyn D. Resort & Spa](https://images.trvl-media.com/lodging/1000000/700000/690700/690644/8762ebfb_y.jpg) ### Franklyn D. Resort & Spa 10/10 Excellent "I booked during their off season, so I had pretty much the entire resort to myself. Yet the staff still gave full service. Everyone was quite friendly and helpful. " [](https://expedia.co.uk/Runaway-Bay-Hotels-Franklyn-D-Resort-Spa-All-Inclusive.h690644.Hotel-Information) ![GoldenEye](https://images.trvl-media.com/lodging/55000000/54010000/54004700/54004628/61744773_y.jpg) ### GoldenEye 10/10 Excellent "Where to start. Just the most idyllic, relaxing and overall best boutique hotel in JAM. " [](https://expedia.co.uk/Montego-Bay-Hotels-GoldenEye.h54004628.Hotel-Information) ![Pipers Cove - Runaway Bay](https://images.trvl-media.com/lodging/20000000/19530000/19521000/19520929/d2906bd1_y.jpg) ### Pipers Cove - Runaway Bay 8/10 Good "Place was in good condition 💯" [](https://expedia.co.uk/Montego-Bay-Hotels-Pipers-Cove-Runaway-Bay.h19520929.Hotel-Information) ![Villa Sonate](https://images.trvl-media.com/lodging/5000000/4050000/4046100/4046044/828d9f07_y.jpg) ### Villa Sonate 10/10 Excellent "The breakfast menu is among the best on the island. The staff are friendly and make the mealso enjoyable." [](https://expedia.co.uk/Montego-Bay-Hotels-Villa-Sonate.h4046044.Hotel-Information) ## Find out more about Middlesex County **Everything you need to know about** **Middlesex County** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middlesex County holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middlesex County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Middlesex County holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Middlesex County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middlesex County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middlesex County holiday rentals we have selected for you start as low as £46 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Middlesex County rentals** At Expedia, we put the best Middlesex County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Middlesex County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middlesex County holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middlesex County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk - All accommodation types in Middlesex County ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)