Middlesex County Vacation Rentals from ￥15,151: Search Short-Term Rentals

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Our top choices for Middlesex County vacation rentals

Garden Oasis | Private Pool | Ocho Rios Escape

Ocho Rios

￥20,331 total

includes taxes & fees

Jul 21 - Jul 22

Serenity Oasis Apartment

Spanish Town

￥21,180 total

includes taxes & fees

Jul 20 - Jul 21

Mckay's Private Appartment

Hatfield

Hopeton

￥11,690 total

includes taxes & fees

Jul 31 - Aug 1

Family House, Garden View | Private kitchen | Full-size fridge, microwave, oven, stovetop

Phoenix Park Villas Portmore

Portmore

Kimoya

￥52,531 total

includes taxes & fees

Aug 14 - Aug 15

Mountain Top Villa

Mandeville

Anonymous traveler

￥15,151 total

includes taxes & fees

Jul 25 - Jul 26

Bayfront apartment and villas

Portmore

Kimone

￥16,430 total

includes taxes & fees

Aug 1 - Aug 2

Ac'ed 2 bedroom Beach House

Hellshire

Ashlie G.

￥22,730 total

includes taxes & fees

Aug 3 - Aug 4

Spring Palm Estate

Tower Isle

Shagufta

￥16,293 total

includes taxes & fees

Jul 21 - Jul 22

Sky Castles

Ocho Rios

Ian

￥25,698 total

includes taxes & fees

Aug 12 - Aug 13

The Cottage very comfortable, relaxing also secure, 5 minutes walk from beach

Ocho Rios

Tina B.

￥15,194 total

includes taxes & fees

Jul 22 - Jul 23

Charming 2-bedroom house in Portmore with WiFi, AC

Portmore

Sophia

￥13,643 total

includes taxes & fees

Aug 15 - Aug 16

The Crest - Serenity Oasis Villa

St. Ann's Bay

Laura

￥82,561 total

includes taxes & fees

Jul 20 - Jul 21

Fisherman's Point Resort

Ocho Rios

Celena

￥19,694 total

includes taxes & fees

Jul 21 - Jul 22

Apartment | 2 bedrooms, iron/ironing board, WiFi (free), bed sheets

Immaculate 2-bed Apartment in Spanish Town

Spanish Town

￥12,816 total

includes taxes & fees

Jul 18 - Jul 19

Light escape mixes luxury with homey - 2 mins from the beach!

Ocho Rios

"Travel from Nashville Tennessee for a 5 day stay, from start to finish the communication was on point. Anything missed was address within a reasonable timeframe.. If you’re thinking about getting the place, just go ahead and get it. we definitely will be staying here again in the future. There’s not much to say other than come.. come and enjoy a secluded stay. Thank you Everton ✊ respect"

Denise

￥20,500 total

includes taxes & fees

Jul 20 - Jul 21

Opulenz DraxHall

St. Ann's Bay

￥907,742 total

includes taxes & fees

Jul 18 - Jul 19

Deluxe Double Room, Garden View | Living area

Tuscany Sun Villa at Legacy Townhouse

Thompson Town

￥139,990 total

includes taxes & fees

Aug 14 - Aug 15

Tapioca Village Retreat

Castleton

Günter

￥15,077 total

includes taxes & fees

Jul 25 - Jul 26

Relaxing Stay - Richmond Estate - 15mins Ocho Rios

St. Ann's Bay

Sildarius

￥39,558 total

includes taxes & fees

Jul 23 - Jul 24

2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi

Ocho Rios

Devon

￥32,309 total

includes taxes & fees

Jul 30 - Jul 31

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Top Middlesex County Hotel Reviews

Couples Tower Isle All Inclusive

8/10 Good

"I had a pleasant stay overall. The personnel were genuinely helpful and accommodating throughout my visit, which made the experience comfortable. My only complaints are that the entertainment wasn’t Jamaican—it was mostly American music, which took away from the local vibe I was hoping for. Also, the private nudist island was only open one day during my week‑long stay, which was disappointing since it was one of the main reasons I chose this hotel."

Bahia Principe Escape Runaway Bay - All Inclusive

10/10 Excellent

"This was a resort booking I needed but didn't know I needed. The staff *chef kiss*, warm, welcoming, helpful, etc. The highlight of my stay was the full body massage from Rushana Davidson—10000/10000! Thank you! The food was good, security was awesome. Listen, highly recommended!"

The Garden Hotel Mandeville

10/10 Excellent

"We stayed one night while visiting Mandeville and had a very pleasant experience. The hotel was beautiful, clean, and felt very secure, which was important to us. Although our stay was short, everything went smoothly from check-in to check-out. We had dinner at the hotel and really enjoyed it. I had the Caesar salad, my husband had the jerk chicken, and we both enjoyed cocktails. The food and service were excellent, and we had no complaints. Breakfast was geared toward local cuisine, and the staff kindly made an exception for us, which we appreciated. We also noticed the hotel has a fitness center and other amenities that we didn’t have time to use during our overnight stay. Overall, the staff was welcoming, the property was well maintained, and we would definitely stay here again when visiting Mandeville."

Find out more about Middlesex County

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Check prices for these dates

Our top choices for Middlesex County vacation rentals

Garden Oasis | Private Pool | Ocho Rios Escape

Serenity Oasis Apartment

Mckay's Private Appartment

Phoenix Park Villas Portmore

Mountain Top Villa

Bayfront apartment and villas

Ac'ed 2 bedroom Beach House

Spring Palm Estate

Sky Castles

The Cottage very comfortable, relaxing also secure, 5 minutes walk from beach

Charming 2-bedroom house in Portmore with WiFi, AC

The Crest - Serenity Oasis Villa

Fisherman's Point Resort

Immaculate 2-bed Apartment in Spanish Town

Light escape mixes luxury with homey - 2 mins from the beach!

Opulenz DraxHall

Tuscany Sun Villa at Legacy Townhouse

Tapioca Village Retreat

Relaxing Stay - Richmond Estate - 15mins Ocho Rios

2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi

Find vacation rentals that suit your style

Top Middlesex County Hotel Reviews

Couples Tower Isle All Inclusive

Bahia Principe Escape Runaway Bay - All Inclusive

Villa Sonate

The Garden Hotel Mandeville

Tiamo Beach Resort and Spa

Whispering Seas

Sea Shell Palms

Golf View Hotel

Franklyn D. Resort & Spa

Find out more about Middlesex County

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