Middlesex Vacation Rentals from AED 340: Search Short-Term Rentals

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Our top choices for Middlesex vacation rentals

2 outdoor pools, free cabanas, pool umbrellas

1. Sunshine Seashore Escape Jamaica

Lucea

2. Cozy yet elegant Jamaican vacation home with access to pool, beach, gym etc

Lucea

Noel B.

AED 825 total

includes taxes & fees

23 Aug - 24 Aug

House, 3 Bedrooms, Smoking, Patio | Exterior

3. Sunny-shore Hideaway

Lucea

AED 994 total

includes taxes & fees

18 Aug - 19 Aug

4. Charming 2-bedroom house with WiFi, fitness room in Lucea

Lucea

AED 441 total

includes taxes & fees

19 Aug - 20 Aug

5. VIVIENNE'S ROOMS #6

Green Island

Ixchel L.

AED 257 total

includes taxes & fees

24 Aug - 25 Aug

6. Sky Beach Rooms

Montego Bay

Ainsley

AED 385 total

includes taxes & fees

17 Sep - 18 Sep

7. Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Hopewell

Roberta M.

AED 569 total

includes taxes & fees

18 Aug - 19 Aug

8. Beach House Condos Negril

Negril

Elizabeth

AED 555 total

includes taxes & fees

18 Aug - 19 Aug

Family Townhome, 2 Bedrooms, Kitchen, Ocean View | In-room dining

9. Stunning Ocean View

Negril

Willie

AED 2,700 total

includes taxes & fees

18 Aug - 19 Aug

10. Claudeville Condo

Montego Bay

Devine

AED 408 total

includes taxes & fees

18 Aug - 19 Aug

11. FREE AIRPORT PICKUP AND DROP OFF FOR UP TO 6 PEOPLE!

Sandy Bay

AED 1,948 total

includes taxes & fees

15 Sep - 16 Sep

12. Negril Bungalow Paradise overlooking cliffs with Private Snorkeling Entrance.

Hanover Parish

Andrew J.

AED 900 total

includes taxes & fees

9 Sep - 10 Sep

On the beach, sun loungers, beach towels

13. Swim, Sleep and Exhale. Good for 1, perfect for 2 - 24hr security, Free Wifi

Negril

mark K.

AED 654 total

includes taxes & fees

15 Sep - 16 Sep

Outdoor pool, pool umbrellas, sun loungers

14. Idle Awhile Cliffs

West End

Mazie Kaylia Horace

AED 877 total

includes taxes & fees

18 Aug - 19 Aug

15. Unity Villa

Montego Bay

Susan

AED 476 total

includes taxes & fees

18 Aug - 19 Aug

16. Unity Villa

Montego Bay

Fashira

AED 340 total

includes taxes & fees

18 Aug - 19 Aug

House, 2 Bedrooms, Smoking, Balcony | Balcony

17. Modern Home 10minstobeach, Private Cliff, AC Wifi

Negril

Shantel

AED 453 total

includes taxes & fees

20 Aug - 21 Aug

18. Brand New Luxurious Townhouse in Little Bay Country Club Negril

Negril

andrea m.

AED 1,135 total

includes taxes & fees

19 Aug - 20 Aug

19. Beautiful 2-bedroom house with AC in peaceful Savanna la mar

Savanna la mar

"From the moment I arrived, the property felt very secure, which immediately gave me peace of mind. The space itself was warm, cozy, and inviting it really felt like a home away from home rather than just a place to sleep.The amenities were exactly as advertised and on point. Everything I needed for a comfortable stay was readily available, and the overall setup made it easy to settle in and relax.One of the standout parts of the stay was the communication with the host, Latoya She was excellent,...

Chris R.

AED 834 total

includes taxes & fees

18 Aug - 19 Aug

20. RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL

Negril

AED 423 total

includes taxes & fees

18 Aug - 19 Aug

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Top Middlesex Hotel Reviews

Hotel Riu Negril - All Inclusive

10/10 Excellent

"Thank you will be back"

Princess Grand Jamaica Resort - All Inclusive

10/10 Excellent

"The rooms were excellent I booked 4 rooms for my husband and I a friend and my friend and her family from England the staffs were all very friendly and polite the food variety excellent I had no complaints big up to Max a kitchen supervisor at the buffet and the reef restaurant I’ll definitely be going back"

CocoLaPalm Seaside Resort

10/10 Excellent

"The room was really clean however the storage space for clothes kinda smelled a little funny from previous users l'm not sure what that's about but otherwise I had a blast. The views from the beach during sunset was unforgettable the sand it so soft and the waves are gentle and relaxing 😌"

Hotel Grand A View

10/10 Excellent

"I was fortunate to get a room facing the pool. I liked the idea of getting wet during the night when all was quiet. Best stay at a hotel so far. The staff members were top notch, helpful, professional and ready to assist day and night. My stay included breakfast. Continental style with local Jamaican optional. Met the staff each morning with a smile. Ate dinner once. It was a miss. Better hitting the strip for local food hit the spot for me. Thank you Jannet for serving those great breakfast meals. The hotel is in a great location that is not far from shopping and excursions. Parking was great and secure 24/7. Ten out of ten."

Couples Negril All Inclusive

10/10 Excellent

"The resort is intimate, easy to find restrooms, restaurants, lobby. We stayed the week of 8/8 through 8/16, low occupancy. There was plenty of space on this beautiful beach to set up your personal heaven. We have been to many resorts; this is where Couples seperates themselves, the key bracelet, no door key card they you have to keep track of!! No dumb towel card, that you have to turn in to get fresh towels and at checkout time. No towel drama at all, grab and leave your towels, go get fresh ones, excellent. We upgraded to a suite, my god, the best room we have had in 20 years of travel. We would always get a standard room and save money. This room was worth the budget buster, pure pleasure. Staff, very attentive to everything you need and the people of Jamaica aways show respect and love even through the hardest of times. Front desk excellent efficiency, check in was a breeze. The food was very good. There are always some food items that miss the mark, for the most part very good. food temperature, excellent, texture and taste were on point. Now that I am home, have to catch up with all those others who have mastered the year after year repeat stays at Couples Negril!!"

Frequently asked questions

Can I find vacation rentals in Middlesex?

Yes, we have vacation rentals near popular local attractions in Middlesex, or you can choose a more remote option if you want a relaxing place to stay.

What are some of the best vacation rentals that Middlesex has to offer?

5 bed villa, gated community, private pool, fully staffed, private chauffeur: Visitors like this Middlesex vacation home rental. It is located next to a golf course and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Middlesex?

Explore the area and family-friendly sights such as Hope Botanical Garden and Zoo, or get out into nature at a spot like Seven Mile Beach. Half Moon Beach and Bloody Bay Beach are a couple of places you'll find in the larger area.

What are vacation rentals like in Middlesex?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Middlesex. Vacation rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family trips or small group gatherings.

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Check prices for these dates

Our top choices for Middlesex vacation rentals

1. Sunshine Seashore Escape Jamaica

2. Cozy yet elegant Jamaican vacation home with access to pool, beach, gym etc

3. Sunny-shore Hideaway

4. Charming 2-bedroom house with WiFi, fitness room in Lucea

5. VIVIENNE'S ROOMS #6

6. Sky Beach Rooms

7. Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

8. Beach House Condos Negril

9. Stunning Ocean View

10. Claudeville Condo

11. FREE AIRPORT PICKUP AND DROP OFF FOR UP TO 6 PEOPLE!

12. Negril Bungalow Paradise overlooking cliffs with Private Snorkeling Entrance.

13. Swim, Sleep and Exhale. Good for 1, perfect for 2 - 24hr security, Free Wifi

14. Idle Awhile Cliffs

15. Unity Villa

16. Unity Villa

17. Modern Home 10minstobeach, Private Cliff, AC Wifi

18. Brand New Luxurious Townhouse in Little Bay Country Club Negril

19. Beautiful 2-bedroom house with AC in peaceful Savanna la mar

20. RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL

Find vacation rentals that suit your style

Top Middlesex Hotel Reviews

Hotel Riu Negril - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

Toby's Resort

CocoLaPalm Seaside Resort

Grand Palladium Jamaica Resort & Spa All Inclusive

Hotel Grand A View

Couples Negril All Inclusive

Frequently asked questions

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