Holiday Rentals Middlesex County from ₹8,872: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Middlesex County holiday rentals

A beach with clear water, a sandy shore, and buildings in the background.

1. Fisherman's Point Resort

Ocho Rios

Shawnette

₹12,308 total

includes taxes & fees

26 Oct - 27 Oct

A modern bathroom with a toilet, sink, and mirror.

2. Wave Crest Resort Race Course

Oracabessa

₹11,641 total

includes taxes & fees

26 Oct - 27 Oct

A balcony with a view of a pool and a building in the background.

3. Caldo Tours

Ewarton

Stephen

₹12,314 total

includes taxes & fees

26 Oct - 27 Oct

A pool area with a gazebo, lounge chairs, and a view of the surrounding landscape.

4. Mountain Top Villa

Mandeville

Robert

₹8,872 total

includes taxes & fees

26 Oct - 27 Oct

A corridor with patterned tiles, potted plants, and windows with artwork.

5. Spring Palm Estate

Tower Isle

Shagufta

₹9,542 total

includes taxes & fees

26 Oct - 27 Oct

A modern kitchen with a built-in oven, a refrigerator, and a dining area with a table set for four.

6. Phoenix Park Villas Portmore

Portmore

Kimoya

₹42,399 total

includes taxes & fees

26 Oct - 27 Oct

A gated entrance with a central building and two smaller structures on either side.

7. DeJee Lodging

Ocho Rios

Winston

₹12,212 total

includes taxes & fees

26 Oct - 27 Oct

A large swimming pool with a clear view of the ocean in the background, surrounded by resort-style buildings.

8. The Crest - Serenity Oasis Villa

St. Ann's Bay

Laura

₹44,458 total

includes taxes & fees

26 Oct - 27 Oct

A resort with a large swimming pool, covered areas, and palm trees.

9. Villa at Richmond Estate

St. Ann's Bay

"This was an absolutely terrible experience, never in my entire life I have been treated like this after spending my money I highly recommend that this person be barred from using this platform for their shady business I was insulted by security guards telling me they are doing me a favor to sort out this woman’s incompetence we weren’t even given a code to enter the house we had to go back to security. The house was musty the sofa was grimy and smelly , not even a bottle of water was in the...

Devon

₹27,849 total

includes taxes & fees

26 Oct - 27 Oct

A balcony with a white umbrella, a wicker chair, and a view of the ocean.

10. Adorable 1Bed Cottage Walk to the Beach

St. Ann's Bay

Peppa

₹10,330 total

includes taxes & fees

26 Oct - 27 Oct

A bedroom with a bed, a dresser, a mirror, a television, and a fan.

11. Xpress Vacations Lifestyle

Ocho Rios

₹14,669 total

includes taxes & fees

26 Oct - 27 Oct

A bathroom with a toilet, a shower curtain with a geometric pattern, and a towel rack.

12. Cozy 1bed Apartment in Priory Walk to the Beach

St. Ann's Bay

₹9,852 total

includes taxes & fees

26 Oct - 27 Oct

A swimming pool with clear blue water, surrounded by a white fence and palm trees.

13. 1 Bed Villa - Sleeps 2 - Garden - Parking - Wifi

Ocho Rios

Kristin

₹10,497 total

includes taxes & fees

26 Oct - 27 Oct

A spacious living area with a high ceiling, a ceiling fan, a sofa set, a dining table with chairs, and a TV mounted on the wall.

14. DraxHall Villa

Saint Ann's Bay

Brian

₹31,902 total

includes taxes & fees

26 Oct - 27 Oct

A swimming pool with lounge chairs and palm trees, a covered area with columns, and a building with a sloped roof.

15. Relaxing Stay - Richmond Estate - 15mins Ocho Rios

St. Ann's Bay

Sildarius

₹19,728 total

includes taxes & fees

26 Oct - 27 Oct

A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

16. Sol Harbour Premium Apartments with pool

Ocho Rios

₹27,534 total

includes taxes & fees

26 Oct - 27 Oct

A bedroom with a bed, bedside lamp, wardrobe, and a mirror.

17. Braeton Pointe

Portmore

₹7,235 total

includes taxes & fees

26 Oct - 27 Oct

A bedroom with a bed, dresser, mirror, and curtains.

18. 3 Bedroom Cozy House in Drax Hall

Ocho Rios

"Last minute while at airport I received an email to say that the place reserved was no longer available. After being on the phone for over an hour I was offered another place which was smaller. I had no choice but to take it or me and my kids would have been on the street. Upon entering the place, it was immediately noticed that it was not clean, no light bulbs, 1 tv in one of the bedrooms. Front door did not close properly. Cushions ripped up. I got the impression that the place was on the...

Samantha

₹35,068 total

includes taxes & fees

26 Oct - 27 Oct

A bedroom with a sloped ceiling, a bed with striped bedding, two bedside tables with lamps, a hanging chair, and a wall-mounted shelf.

19. Leisure Duplex At Csompo Silver Manor

Tower Isle

Cedric

₹14,152 total

includes taxes & fees

28 Oct - 29 Oct

A bedroom with a bed, curtains, and a window.

20. Coke's Guest House

Mandeville

₹9,223 total

includes taxes & fees

20 Nov - 21 Nov

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Top Middlesex County Hotel Reviews

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive

8/10 Good

"Estuvo bien sólo que le agreguen un poco más de calidad a los alimentos sería sólo para el desayuno lo demás bueno."

GoldenEye

8/10 Good

"The concept is amazing – you feel so close to nature. My bungalow was nestled in the natural landscape, emerging just enough to catch a view of the ocean. The staff were very accommodating, and Romane (Night Shift Supervisor) and Richard (Maintenance Supervisor) went above and beyond to make sure I was comfortable and safe. Thank you, Team GoldenEye, for your guest-centred approach. It made my stay on your property truly amazing!"

Find out more about Middlesex County

Holiday Rentals in Middlesex County

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Check prices for these dates

Our top choices for Middlesex County holiday rentals

1. Fisherman's Point Resort

2. Wave Crest Resort Race Course

3. Caldo Tours

4. Mountain Top Villa

5. Spring Palm Estate

6. Phoenix Park Villas Portmore

7. DeJee Lodging

8. The Crest - Serenity Oasis Villa

9. Villa at Richmond Estate

10. Adorable 1Bed Cottage Walk to the Beach

11. Xpress Vacations Lifestyle

12. Cozy 1bed Apartment in Priory Walk to the Beach

13. 1 Bed Villa - Sleeps 2 - Garden - Parking - Wifi

14. DraxHall Villa

15. Relaxing Stay - Richmond Estate - 15mins Ocho Rios

16. Sol Harbour Premium Apartments with pool

17. Braeton Pointe

18. 3 Bedroom Cozy House in Drax Hall

19. Leisure Duplex At Csompo Silver Manor

20. Coke's Guest House

Find holiday rentals that suit your style

Top Middlesex County Hotel Reviews

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive

Find out more about Middlesex County

Holiday Rentals in Middlesex County

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