Title: Middlesex County Vacation Rentals from $28: Search Short-Term Rentals | Expedia.com

[Middlesex County Travel Guide](https://expedia.com/Middlesex-County.dx553248635975177226)[Hotels in Middlesex County](https://expedia.com/Middlesex-County-Hotels.d553248635975177226.Travel-Guide-Hotels)[Flights to Middlesex County](https://expedia.com/Cheap-Flights-To-Middlesex-County.d553248635975177226.Travel-Guide-Flights)[Car Rentals in Middlesex County](https://expedia.com/Car-Rentals-In-Middlesex-County.d553248635975177226.Car-Rental-Guide)[Middlesex County Vacation Packages](https://expedia.com/Middlesex-County.d553248635975177226.Destination-Travel-Guides)

![](https://images.trvl-media.com/place/553248635209673480/780a0162-974c-427e-b049-593f2e948510.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Mike Gauthier

![](https://images.trvl-media.com/place/553248635209673480/780a0162-974c-427e-b049-593f2e948510.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=553248635975177226&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=553248635975177226&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=553248635975177226&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 31 - Aug 2](https://www.expedia.com/Hotel-Search?regionId=553248635975177226&startDate=2026-07-31&endDate=2026-08-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Middlesex County vacation rentals

![Beach](https://images.trvl-media.com/lodging/122000000/121300000/121290700/121290640/15397253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121300000/121290700/121290640/e1679965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining room](https://images.trvl-media.com/lodging/122000000/121300000/121290700/121290640/40d1a0aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/122000000/121300000/121290700/121290640/f986eeaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coolshade Villas - Richmond Estate

[](https://www.expedia.com/St-Anns-Bay-Hotels-Coolshade-Villas-Richmond-Estate.h121290640.Hotel-Information)

St. Ann's Bay

$211 nightly

$244 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/St-Anns-Bay-Hotels-Coolshade-Villas-Richmond-Estate.h121290640.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/50000000/49030000/49028600/49028580/16b8fd6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Apartment | Individually furnished, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/50000000/49030000/49028600/49028580/babb097e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Apartment | Private kitchen | Cookware/dishes/utensils](https://images.trvl-media.com/lodging/50000000/49030000/49028600/49028580/adfe51ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Apartment, 2 Queen Beds, Pool View | Individually furnished, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/50000000/49030000/49028600/49028580/72c55ac0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Caldo Tours

[](https://www.expedia.com/Ewarton-Hotels-Caldo-Tours.h49028580.Hotel-Information)

Ewarton

10/10

Exceptional

(3 reviews)

"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

$90 nightly

$100 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Ewarton-Hotels-Caldo-Tours.h49028580.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)

![Family House, 2 Bedrooms, Accessible, Garden View | 2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/14000000/13090000/13081000/13080939/3f8bed9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![50-inch flat-screen TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/14000000/13090000/13081000/13080939/0fb66e83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Signature Villa, 2 Bedrooms, Accessible, Garden View | 2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/14000000/13090000/13081000/13080939/5d2e02f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Victoria Golf Retreat

[](https://www.expedia.com/Kingston-Hotels-Casa-Victoria-Golf-Retreat.h13080939.Hotel-Information)

Kingston

9.8/10

Exceptional

(72 reviews)

"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

$205 nightly

$224 total

Apr 10 - Apr 11

Total with taxes and fees

[](https://www.expedia.com/Kingston-Hotels-Casa-Victoria-Golf-Retreat.h13080939.Hotel-Information)

![Family House, Garden View | Private kitchen | Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109990000/109981200/109981158/138c4d2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family House, Garden View | 2 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/110000000/109990000/109981200/109981158/e0c57e06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family House, Garden View | Private kitchen | Full-size 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)

![Family House, Garden View | Living area](https://images.trvl-media.com/lodging/110000000/109990000/109981200/109981158/caef3e00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Phoenix Park Villas Portmore

[](https://www.expedia.com/Portmore-Hotels-Phoenix-Park-Villas-Portmore.h109981158.Hotel-Information)

Portmore

9.8/10

Exceptional

(6 reviews)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kimoya

$259 nightly

$299 total

Apr 15 - Apr 16

Total with taxes and fees

[](https://www.expedia.com/Portmore-Hotels-Phoenix-Park-Villas-Portmore.h109981158.Hotel-Information)

![Deluxe Room, Courtyard View | Hypo-allergenic bedding, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114540000/114534600/114534523/9c2f3b75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114540000/114534600/114534523/2847795d.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/af1809c4.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

[](https://www.expedia.com/May-Pen-Hotels-Thebreeze2022.h114534523.Hotel-Information)

May Pen

8.0/10

Very Good

(1 review)

"Room was clean and facilitated very well. The host was very pleasant, helpful and entertaining. Efforts to make our stay a good experience was good and greatly appreciated. The biggest issue we had was finding the location of the building and its direction. For a quiet and enjoyable stay, we would strongly recommend the Breeze2022\. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Richard

$51 nightly

$60 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/May-Pen-Hotels-Thebreeze2022.h114534523.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106080000/106074600/106074531/a95c9d31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106080000/106074600/106074531/14c9fd01.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 | 2 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/107000000/106080000/106074600/106074531/efdcc75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serenity Oasis Apartment 

[](https://www.expedia.com/Spanish-Town-Hotels-Serenity-Oasis-Apartment.h106074531.Hotel-Information)

Spanish Town

$112 nightly

$130 total

Apr 15 - Apr 16

Total with taxes and fees

[](https://www.expedia.com/Spanish-Town-Hotels-Serenity-Oasis-Apartment.h106074531.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/17000000/16780000/16777900/16777889/1cc0d3ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Villa, 3 Bedrooms, 2 Bathrooms, Mountain View | Terrace/patio](https://images.trvl-media.com/lodging/17000000/16780000/16777900/16777889/0879e2ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/17000000/16780000/16777900/16777889/cd1e722d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/17000000/16780000/16777900/16777889/7fa3b774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocho Rios Getaway Villa at The Palms

[](https://www.expedia.com/Ocho-Rios-Hotels-Ocho-Rios-Getaway-Villa-At-The-Palms.h16777889.Hotel-Information)

Ocho Rios

9.4/10

Exceptional

(8 reviews)

"This is an ideal family oriented gateway. The pool was awesome, the rooms were clean and spacious and the many planted trees and flowers brought ambience to the outdoors. Kevin and Lorraine were very accomodating as well. We experienced few minor issues with the bathroom plumbing and AC units but our overall stay was terrific. We will definitively be back again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Afiya

$338 nightly

$370 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Ocho-Rios-Hotels-Ocho-Rios-Getaway-Villa-At-The-Palms.h16777889.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 | Private kitchen | Full-size 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 | In-room dining](https://images.trvl-media.com/lodging/20000000/19110000/19105500/19105425/15ff1fcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 2 Bedrooms, Pool Access, Garden View | Living room | 50-inch flat-screen TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/20000000/19110000/19105500/19105425/aa5a177a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Country Club Villa I

[](https://www.expedia.com/Kingston-Hotels-The-Country-Club-Villa-I.h19105425.Hotel-Information)

Kingston

9.0/10

Wonderful

(10 reviews)

"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 traveler

$232 nightly

$246 total

Apr 10 - Apr 11

Total with taxes and fees

[](https://www.expedia.com/Kingston-Hotels-The-Country-Club-Villa-I.h19105425.Hotel-Information)

![Children's activities](https://images.trvl-media.com/lodging/38000000/37880000/37872300/37872247/99615584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Villa | Living room | TV](https://images.trvl-media.com/lodging/38000000/37880000/37872300/37872247/780251dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poolside bar](https://images.trvl-media.com/lodging/38000000/37880000/37872300/37872247/c3c2df55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Villa | In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/38000000/37880000/37872300/37872247/bcd8ddfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa at The Palms

[](https://www.expedia.com/Ocho-Rios-Hotels-Villa-At-The-Palms.h37872247.Hotel-Information)

St. Ann's Bay

$245 nightly

$283 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Ocho-Rios-Hotels-Villa-At-The-Palms.h37872247.Hotel-Information)

![Family Studio, Mountain View | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/127000000/126720000/126718500/126718426/a632d3a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Studio, Mountain View | Property grounds](https://images.trvl-media.com/lodging/127000000/126720000/126718500/126718426/74111966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Studio, Mountain View | Interior](https://images.trvl-media.com/lodging/127000000/126720000/126718500/126718426/f74ace48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/127000000/126720000/126718500/126718426/35ee7175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Thebreeze22

[](https://www.expedia.com/Tollgate-Clarendon-Park-Hotels-Thebreeze22.h126718426.Hotel-Information)

Tollgate Clarendon Park

$128 nightly

$148 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Tollgate-Clarendon-Park-Hotels-Thebreeze22.h126718426.Hotel-Information)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/15000000/14730000/14727900/14727867/3c04274d.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)

![Garden](https://images.trvl-media.com/lodging/15000000/14730000/14727900/14727867/db541f37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/15000000/14730000/14727900/14727867/4c6e3eb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocho Rios Villa at Coolshade IV

[](https://www.expedia.com/Montego-Bay-Hotels-Ocho-Rios-Villa-At-Coolshade-IV.h14727867.Hotel-Information)

St. Ann's Bay

9.4/10

Exceptional

(10 reviews)

"I loved everything about it. Beautiful place"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveler

$346 nightly

$368 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Montego-Bay-Hotels-Ocho-Rios-Villa-At-Coolshade-IV.h14727867.Hotel-Information)

![Full-size fridge, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/103000000/102600000/102599600/102599570/bdfcad32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/103000000/102600000/102599600/102599570/d21a20e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/103000000/102600000/102599600/102599570/w1079h810x0y3-f6c4fe0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102600000/102599600/102599570/563d84ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Royal Palm Luxury Villas

[](https://www.expedia.com/Ocho-Rios-Hotels-Royal-Palm-Luxury-Villas.h102599570.Hotel-Information)

Ocho Rios

$265 nightly

$306 total

May 2 - May 3

Total with taxes and fees

[](https://www.expedia.com/Ocho-Rios-Hotels-Royal-Palm-Luxury-Villas.h102599570.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/101000000/100970000/100965600/100965598/2afaecf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/101000000/100970000/100965600/100965598/539b1efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/101000000/100970000/100965600/100965598/2c0a19bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![50-inch Smart TV with cable channels](https://images.trvl-media.com/lodging/101000000/100970000/100965600/100965598/0e16c6bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Soleil Sea Renity

[](https://www.expedia.com/St-Anns-Bay-Hotels-Sea-Renity.h100965598.Hotel-Information)

St. Ann's Bay

10/10

Exceptional

(1 review)

"House was clean and comfy. Lots of tvs but was not able to watch them. I didn’t like the idea that a 3 bedroom was booked, but had to pay for each per beside the rental…. Hidden costs"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jo-Ann

$303 nightly

$349 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/St-Anns-Bay-Hotels-Sea-Renity.h100965598.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/28000000/27480000/27477600/27477574/579cd6d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/28000000/27480000/27477600/27477574/a30ad0f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/28000000/27480000/27477600/27477574/799072b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/28000000/27480000/27477600/27477574/4970eaf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Ocho-Rios-Hotels-The-Cottage-Very-Comfortable.h27477574.Hotel-Information)

Ocho Rios

9.6/10

Exceptional

(65 reviews)

"Great little cottage and very relaxing. Cozy space and super comfortable. Especially appreciated the access to a private beach which was wonderful."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Natalee K.

$86 nightly

$92 total

Apr 25 - Apr 26

Total with taxes and fees

[](https://www.expedia.com/Ocho-Rios-Hotels-The-Cottage-Very-Comfortable.h27477574.Hotel-Information)

![10 outdoor pools](https://images.trvl-media.com/lodging/122000000/121290000/121286200/121286187/05bf179f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining room](https://images.trvl-media.com/lodging/122000000/121290000/121286200/121286187/aaae377b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121290000/121286200/121286187/9fc0b322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/122000000/121290000/121286200/121286187/ac3c5921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/St-Anns-Bay-Hotels-Relaxing-Apartment-With-Ocean-View.h121286187.Hotel-Information)

St. Ann's Bay

8.0/10

Very Good

(1 review)

"La habitación no es mala esta todo muy descuidado y no funcionan varias cosas "

![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg)

Eucario

$222 nightly

$256 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/St-Anns-Bay-Hotels-Relaxing-Apartment-With-Ocean-View.h121286187.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/17000000/16790000/16781100/16781092/4ec0c03b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach nearby, white sand, free beach cabanas](https://images.trvl-media.com/lodging/17000000/16790000/16781100/16781092/3f188f25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16790000/16781100/16781092/e94e0539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/17000000/16790000/16781100/16781092/4149a795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanic View Apartment at Fern Court

[](https://www.expedia.com/Montego-Bay-Hotels-Oceanic-View-Apartment-At-Fern-Court.h16781092.Hotel-Information)

St. Ann's Bay

9.8/10

Exceptional

(11 reviews)

"Staying at fern court really gave me the island feel. With the garden view and lush colors of the island, it was a lot different from back home. The community is gated which is really nice. The apartment was super comfortable and I really liked the fact that I had a full kitchen. I would definitely stay here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kathy

$281 nightly

$298 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Montego-Bay-Hotels-Oceanic-View-Apartment-At-Fern-Court.h16781092.Hotel-Information)

![House, 2 Bedrooms | Private kitchen | Cookware/dishes/utensils](https://images.trvl-media.com/lodging/101000000/100320000/100313700/100313694/fb27508f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 2 Bedrooms | 2 bedrooms, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/101000000/100320000/100313700/100313694/c92fa213.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/101000000/100320000/100313700/100313694/e93ab8ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/101000000/100320000/100313700/100313694/79ecd9ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Soleil Palm View Villa

[](https://www.expedia.com/St-Anns-Bay-Hotels-Palm-View-Villa.h100313694.Hotel-Information)

St. Ann's Bay

$196 nightly

$226 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/St-Anns-Bay-Hotels-Palm-View-Villa.h100313694.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/28000000/27050000/27040700/27040675/8e10e97b.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)

![BBQ/picnic area](https://images.trvl-media.com/lodging/28000000/27050000/27040700/27040675/1104b528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/28000000/27050000/27040700/27040675/4eab540c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Top Villa

[](https://www.expedia.com/Mandeville-Hotels-Mountain-Top-Villa.h27040675.Hotel-Information)

Mandeville

8.4/10

Very Good

(25 reviews)

"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

$84 nightly

$93 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Mandeville-Hotels-Mountain-Top-Villa.h27040675.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/22000000/21660000/21651200/21651134/3e6cc2be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/22000000/21660000/21651200/21651134/185b9502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/22000000/21660000/21651200/21651134/b99f6ff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/22000000/21660000/21651200/21651134/c4e428ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ac'ed 2 bedroom Beach House

[](https://www.expedia.com/Hellshire-Hotels-Aced-2-Bedroom-Beach-House.h21651134.Hotel-Information)

Hellshire

9.2/10

Wonderful

(15 reviews)

"Felt like home."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ashlie G.

$133 nightly

$133 total

Apr 20 - Apr 21

Total with taxes and fees

[](https://www.expedia.com/Hellshire-Hotels-Aced-2-Bedroom-Beach-House.h21651134.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, 2 Bedrooms, 2 Bathrooms, Courtyard View | Living area | 50-inch flat-screen TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/24000000/23590000/23588000/23587948/cd9aff03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Villa, 2 Bedrooms, 2 Bathrooms, Courtyard View | Living area | 50-inch flat-screen TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/24000000/23590000/23588000/23587948/6fe90b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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/f86023a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Princess Ocho Rios Vacation Villa

[](https://www.expedia.com/Montego-Bay-Hotels-Casa-Princess-Ocho-Rios-Vacation-Villa.h23587948.Hotel-Information)

Ocho Rios

9.6/10

Exceptional

(68 reviews)

"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

$282 nightly

$299 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Montego-Bay-Hotels-Casa-Princess-Ocho-Rios-Vacation-Villa.h23587948.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.com/Hotel-Search?startDate=2026-04-22&endDate=2026-04-23&regionId=553248635975177226&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Villas

[](https://www.expedia.com/Hotel-Search?destination=Middlesex+County%2C+Jamaica&regionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=VILLA)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Middlesex+County%2C+Jamaica&regionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=CABIN)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Middlesex+County%2C+Jamaica&regionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=CONDO)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Middlesex+County%2C+Jamaica&regionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=VACATION_HOME)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Middlesex+County%2C+Jamaica&regionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Middlesex+County%2C+Jamaica&regionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Middlesex+County%2C+Jamaica&regionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=COTTAGE)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Middlesex+County%2C+Jamaica&regionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=CHALET)

Residences

[](https://www.expedia.com/Hotel-Search?destination=Middlesex+County%2C+Jamaica&regionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=RESIDENCE)

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## Top Middlesex County Hotel Reviews

![Villa Sonate](https://images.trvl-media.com/lodging/5000000/4050000/4046100/4046044/0c71a462_y.jpg)

### Villa Sonate

10/10 Excellent

"Just to sum up my stay 💯 satisfied. I will stay again. Thank to the chef's and waiters very helpful selection of foods excellent. Front desk staffs their HOSPITALITY 💯. Thank you again."

[](https://expedia.com/Montego-Bay-Hotels-Villa-Sonate.h4046044.Hotel-Information)

![Sea Shell Palms](https://images.trvl-media.com/lodging/58000000/57970000/57966500/57966414/65831c01_y.jpg)

### Sea Shell Palms

10/10 Excellent

"Staff are always excellent and easy to deal with "

[](https://expedia.com/Montego-Bay-Hotels-SEA-SHELL-PALMS.h57966414.Hotel-Information)

![Bahia Principe Escape Runaway Bay - All Inclusive](https://images.trvl-media.com/lodging/8000000/7230000/7229500/7229415/62c06ef9_y.jpg)

### Bahia Principe Escape Runaway Bay - All Inclusive

10/10 Excellent

"Everything was perfect "

[](https://expedia.com/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

"Friendly and helpful staff. Rooms could use a little updating some things were falling apart. Lots of things to do on resort. "

[](https://expedia.com/Montego-Bay-Hotels-Couples-Tower-Isle-All-Inclusive.h522057.Hotel-Information)

![The Cardiff Hotel & Spa](https://images.trvl-media.com/lodging/1000000/30000/26700/26635/1b9db82f_y.jpg)

### The Cardiff Hotel & Spa

6/10 Okay

"The food was good and fresh."

[](https://expedia.com/Montego-Bay-Hotels-The-Cardiff-Hotel-Spa.h26635.Hotel-Information)

![GoldenEye](https://images.trvl-media.com/lodging/55000000/54010000/54004700/54004628/b6156cb9_y.jpg)

### GoldenEye

8/10 Good

"The lagoon was amazing. So peaceful and picturesque. "

[](https://expedia.com/Montego-Bay-Hotels-GoldenEye.h54004628.Hotel-Information)

![Golf View Hotel](https://images.trvl-media.com/lodging/5000000/4670000/4663600/4663541/7d679efd_y.jpg)

### Golf View Hotel

10/10 Excellent

"The room was clean and everything inside was in excellent condition. The room came equipped with an ironing board, a fully functional iron, TV and Ac which was very convenient. The front desk staff were outstanding especially Shelby and Roxanne, who were professional, welcoming and very helpful throughout my stay. I had an amazing overall experience. Breakfast is complimentary and the dining experience was top-notch. You truly get great value for your money when dining here. I highly recommend this hotel."

[](https://expedia.com/Mandeville-Hotels-Golf-View-Hotel.h4663541.Hotel-Information)

![Franklyn D. Resort & Spa](https://images.trvl-media.com/lodging/1000000/700000/690700/690644/8762ebfb_y.jpg)

### Franklyn D. Resort & Spa

8/10 Good

"N/A"

[](https://expedia.com/Runaway-Bay-Hotels-Franklyn-D-Resort-Spa-All-Inclusive.h690644.Hotel-Information)

![Whispering Seas](https://images.trvl-media.com/lodging/10000000/9370000/9362800/9362711/38317c41_y.jpg)

### Whispering Seas

10/10 Excellent

"We thoroughly enjoyed our stay at whispering seas. The place is absolutely beautiful. The view is amazing. Nice air conditioning and fans. Very very cold refrigerator. We had a bit of a hiccup but Melanie was so wonderful and patient and handling the issue. We will be back soon!"

[](https://expedia.com/Montego-Bay-Hotels-Whispering-Seas.h9362711.Hotel-Information)

## Find out more about Middlesex County

**Everything you need to know about Middlesex County vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middlesex County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Middlesex County vacation 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 low season months. For more hustle and bustle, you may prefer to visit Middlesex County in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $28 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Middlesex County rentals**

At Expedia, we put the best Middlesex County vacation 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 vacation.

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

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- [Vacation Homes in Middlesex County ](https://expedia.com/Middlesex-County-Private-Vacation-Homes.d553248635975177226-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Middlesex County ](https://expedia.com/Middlesex-County-Apartments.d553248635975177226-aaApartments.Travel-Guide-Accommodation)
- [Villas in Middlesex County ](https://expedia.com/Middlesex-County-Villas.d553248635975177226-aaVillas.Travel-Guide-Accommodation)
- [Condo Rentals in Middlesex County ](https://expedia.com/Middlesex-County-Condos.d553248635975177226-aaCondos.Travel-Guide-Accommodation)
- [Aparthotels in Middlesex County ](https://expedia.com/Middlesex-County-Apart-Hotels.d553248635975177226-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Middlesex County ](https://expedia.com/Middlesex-County-Bed-And-Breakfast.d553248635975177226-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cottages in Middlesex County ](https://expedia.com/Middlesex-County-Cottages.d553248635975177226-aaCottages.Travel-Guide-Accommodation)
- [Guest Houses in Middlesex County ](https://expedia.com/Middlesex-County-Guest-Houses.d553248635975177226-aaGuestHouses.Travel-Guide-Accommodation)
- [Resorts in Middlesex County ](https://expedia.com/Middlesex-County-Resorts.d553248635975177226-aaResorts.Travel-Guide-Accommodation)
- [Residences in Middlesex County ](https://expedia.com/Middlesex-County-Residences.d553248635975177226-aaResidences.Travel-Guide-Accommodation)
- [Cabin Rentals in Middlesex County ](https://expedia.com/Middlesex-County-Cabins.d553248635975177226-aaCabins.Travel-Guide-Accommodation)
- [Inns in Middlesex County ](https://expedia.com/Middlesex-County-Inns.d553248635975177226-aaInns.Travel-Guide-Accommodation)
- [Lodges in Middlesex County ](https://expedia.com/Middlesex-County-Lodges.d553248635975177226-aaLodges.Travel-Guide-Accommodation)
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- [Family Hotels in North Coast](https://expedia.com/North-Coast-Hotels-Family-Hotel.0-0-d6235803-tFamilyHotel.Travel-Guide-Filter-Hotels)
- [Hotels in Ocho Rios](https://expedia.com/Ocho-Rios-Hotels.d553248635209673480.Travel-Guide-Hotels)
- [All-inclusive Resorts in Negril](https://expedia.com/Negril-Hotels-All-Inclusive-Hotel.0-0-d2543-tAllinclusiveHotel.Travel-Guide-Filter-Hotels)
- [All-inclusive Resorts in Ocho Rios](https://expedia.com/Ocho-Rios-Hotels-All-Inclusive-Hotel.0-0-d553248635209673480-tAllinclusiveHotel.Travel-Guide-Filter-Hotels)
- [All-inclusive Resorts in Montego Bay](https://expedia.com/Montego-Bay-Hotels-All-Inclusive-Hotel.0-0-d180106-tAllinclusiveHotel.Travel-Guide-Filter-Hotels)
- [Adults Only Resorts & Hotels in Montego Bay](https://expedia.com/Montego-Bay-Hotels-Adults-Only-Resorts.0-0-d180106-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
- [All-inclusive Resorts in Kingston](https://expedia.com/Kingston-Hotels-All-Inclusive-Hotel.0-0-d180034-tAllinclusiveHotel.Travel-Guide-Filter-Hotels)
- [Palladium Hotels in Cornwall County](https://expedia.com/Cornwall-County-Hotels-Palladium.0-0-d553248635975177276--bPalladium.Travel-Guide-Filter-Hotels)
- [Hotels in Kingston](https://expedia.com/Kingston-Hotels.d180034.Travel-Guide-Hotels)
- [Hotels in North Coast](https://expedia.com/North-Coast-Hotels.d6235803.Travel-Guide-Hotels)
- [Hotels in Negril](https://expedia.com/Negril-Hotels.d2543.Travel-Guide-Hotels)
- [Adults Only Resorts & Hotels in Negril](https://expedia.com/Negril-Hotels-Adults-Only-Resorts.0-0-d2543-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)

Flights

- [Flights to Kingston](https://expedia.com/Cheap-Flights-To-Kingston.d180034.Travel-Guide-Flights)
- [Flights to Surrey County](https://expedia.com/Cheap-Flights-To-Surrey-County.d553248635975177212.Travel-Guide-Flights)
- [Flights to Montego Bay](https://expedia.com/Cheap-Flights-To-Montego-Bay.d180106.Travel-Guide-Flights)
- [Flights to Ocho Rios](https://expedia.com/Cheap-Flights-To-Ocho-Rios.d553248635209673480.Travel-Guide-Flights)

Cars

- [Car rentals in Montego Bay](https://expedia.com/Car-Rentals-In-Montego-Bay.d180106.Car-Rental-Guide)
- [Car rentals in Kingston](https://expedia.com/Car-Rentals-In-Kingston.d180034.Car-Rental-Guide)

Activities

- [Things to do in Ocho Rios](https://expedia.com/Things-To-Do-In-Ocho-Rios.d553248635209673480.Travel-Guide-Activities)
- [Things to do in Kingston](https://expedia.com/Things-To-Do-In-Kingston.d180034.Travel-Guide-Activities)
- [Things to do in Montego Bay](https://expedia.com/Things-To-Do-In-Montego-Bay.d180106.Travel-Guide-Activities)
- [Things to do in Mandeville](https://expedia.com/Things-To-Do-In-Mandeville.d8845.Travel-Guide-Activities)

Packages

- [Montego Bay All Inclusive Vacation Packages](https://expedia.com/lp/theme-vacations/all-inclusive-vacations/180106/Montego-Bay)
- [Montego Bay Vacation](https://expedia.com/Montego-Bay.d180106.Destination-Travel-Guides)
- [Ocho Rios Vacation](https://expedia.com/Ocho-Rios.d553248635209673480.Destination-Travel-Guides)

General

- [Visit Surrey County](https://expedia.com/Surrey-County.dx553248635975177212)
- [Visit Montego Bay](https://expedia.com/Montego-Bay.dx180106)
- [Visit North Coast](https://expedia.com/North-Coast.dx6235803)

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