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1,000 Rentals In Middlesex Area
Jamaica
Middlesex Area
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Sub Areas
Jamaica
(9)
Saint Ann
(4)
Saint Mary
(1)
Saint Catherine
(1)
Guests
Guests
1
2
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8+
Price
Per Night:
Amenities
Pool
Internet
Washer
Fishing
FirePlace
Wheelchair Access
Non Smoking
Yard
TV
Balcony
Patio
Parking
AC
Microwave
No Pets
Jacuzzi
Pet Allowed
Dishwasher
Kitchen
Sauna
Crib
Smoking Allowed
Grill
Over the Moon - near Ocho Rios, Dolphin Cove and Dunns River
3
3.0
7
Mammee Bay Estate St Ann Villa
From $329 per night
(USD)
The Emerald villa
2
1.0
4
Ocho Rios St Ann Private vacation home
From $187 per night
(USD)
Tranquil hideaway for travelers needing to unwind and be In tune with nature
1
1.0
2
Discovery Bay Saint Ann Parish Apartment
From $173 per night
(USD)
Beautiful Beachfront1 Bedroom Condo D18, Ocho Rios, Jamaica
1
1.0
2
Ocho Rios Saint Ann Apartment
From $168 per night
(USD)
Great Escape Manor
1
1.0
3
Mammee Bay Road St. Ann Parish Apartment
From $236 per night
(USD)
Lynchristo at Villa Richmond EST
3
2.0
6
Ocho Rios St. Ann Parish Villa
From $247 per night
(USD)
Real Carribean Vibes - perfection in a home
3
1.0
4
Portmore Saint Catherine Parish Private vacation home
From $114 per night
(USD)
Luxury 5BR Jamaica Villa - Infinity Pool + Private Chef + Beach Access
5
4.0
12
Runaway Bay St. Ann Parish Villa
From $714 per night
(USD)
DSH holiday rooms & rental queen
1
1.0
2
Mandeville Mandeville Guest house
From $102 per night
(USD)
Cozy Cottage, 5 minutes walk to beach, beautiful garden perfect relaxation spot
1
1.0
4
Ocho Rios St Ann's Apartment
From $94 per night
(USD)
2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi
2
2.0
5
Ocho Rios St Ann Villa
From $209 per night
(USD)
Caymanas Adrians holiday apartments
2
1.0
4
St. Catherine Saint Catherine Private vacation home
From $219 per night
(USD)
Green Paradise-A home away from home
1
1.0
2
Spanish Town St. Catherine Parish Apartment
From $120 per night
(USD)
Georgeous 1 bedroom A home away from home
1
1.0
3
Spanish Town Spanish Town Apartment
From $115 per night
(USD)
Nature's Choice Home - \"Your Home Away From Home\"
4
2.0
8
Priory Priory Private vacation home
From $126 per night
(USD)
I Love The Oasis @ Portmore Country Club
2
1.0
4
Portmore Saint Catherine Parish Private vacation home
From $123 per night
(USD)
Jasmine House - Modern 3 Bedroom Home in Ocho Rios
3
3.0
6
St. Ann Parish St. Ann Parish Private vacation home
From $355 per night
(USD)
Immaculate 2-Bed Apartment in Spanish Town
2
2.0
6
Spanish Town Saint Catherine Apartment
From $79 per night
(USD)
The gem design for comfort and style to create magical memories for life
8
9.0
16
RICHMOND, ST. ANN ST. ANN'S BAY Private vacation home
From $1390 per night
(USD)
Jam Villa, A Private 7 or 13 Bedroom Villa Resort in a Gated Beach Community
13
12.0
32
Ocho Rios St. Ann Villa
From $1713 per night
(USD)
Gorgeous, Private and Secure Country Club Home #3 - \"The Maria\"
4
4.0
8
St Ann's Bay St. Ann Parish Private vacation home
From $332 per night
(USD)
Welcome to The Palms. where you will experience paradise on earth.
3
2.0
6
Priory St. Ann Parish Private vacation home
From $204 per night
(USD)
Affordable vacation room rentals in beautiful Jamaica.
5
4.0
15
Mandeville JM004 Private vacation home
From $722 per night
(USD)
My Palm Retreat, Gated Spacious Modern Townhome with Pool
4
2.0
9
Mammee Bay Ocho Rios jamaica Private vacation home
From $403 per night
(USD)
Consider this spectacular 2story panoramic view home, welcome to GrandviewVilla!
4
4.0
8
Tower Isle St. Mary Parish Private vacation home
From $500 per night
(USD)
Brackish Villa - Entire Home for the Whole Fam
3
3.0
11
Ocho Rios St. Ann Parish Private vacation home
From $260 per night
(USD)
Tropical Tranquility and \"Secluded Bliss: Dream Maker Hideaway\"
1
1.0
2
Robins Bay St. Mary Jamaica Cottage
From $286 per night
(USD)
Luxurious apartment with all amenities. Beach view from the roof gazebo .
3
2.0
6
Ocho Rios St. Ann Parish Apartment
From $400 per night
(USD)
Serenity Retreat Villa Drax Hall 3 BDR w/Pool
3
3.0
6
Ocho Rios St. Ann's Bay Villa
From $204 per night
(USD)
DreamVilla Richmond Estates 3 BDR with Pool!
3
2.0
6
Priory St. Ann Villa
From $244 per night
(USD)
The palm is one bed room apartment
1
1.0
2
Tower Isle St. Mary Parish Apartment
From $107 per night
(USD)
Villa Cocomo Tranquility and Peace
3
3.0
6
Drax Hall St Ann Private vacation home
From $172 per night
(USD)
Luxury Oceanfront Villa w/Breathtaking Views! Infinity Edge Pool!
2
3.0
5
Llandovery, Laughlands St. Ann Villa
From $590 per night
(USD)
BEACHFRONT - Fully staffed Private Villa
6
6.0
12
Runaway Bay St. Ann Parish Villa
From $4115 per night
(USD)
Chrisanns Hidden Cove Double Bed room max 3 guests, pool, beach
1
1.0
3
Tower Isle St. Mary Apartment
From $187 per night
(USD)
Chrisanns Hidden Cove King Bedroom max 3 guests
1
1.0
3
Tower Isle Tower Isle Apartment
From $212 per night
(USD)
Beautiful and luxurious apartment with all the amenities you need.
1
3.0
6
Ocho Rios Saint Ann Apartment
From $226 per night
(USD)
Your Secret Paradise , Richmond-St.Ann
3
2.0
4
St.Anns St. Anns Villa
From $176 per night
(USD)
Contemporary Ocean view 2bed Carib Ocho Rios Condo
2
2.0
6
Ocho Rios St. Ann Parish Condo
From $219 per night
(USD)
Artist Cottage at Glory Be - Charming seafront cottage with amazing views
2
1.0
4
Tower Isle St mary Cottage
From $241 per night
(USD)
Beautiful Vacation home in the heart of Ocho Rios
2
2.0
6
Ocho Rios St. Ann Parish Private vacation home
From $182 per night
(USD)
Friendly Home Vacation Home
3
2.0
8
Portmore Saint Catherine Parish Private vacation home
From $104 per night
(USD)
Hidden gem in Runaway Bay! Best location, stunning, private
3
3.0
7
Runaway Bay St Ann Villa
From $372 per night
(USD)
Deluxe Vista Vacation Home
3
2.0
6
Llandovery St. Ann Parish Private vacation home
From $270 per night
(USD)
Deluxe Vista Vacation Home 2
3
2.0
6
Llandovery St. Ann Parish Private vacation home
From $224 per night
(USD)
Cozy two Bedroom Getaway
2
1.0
6
Old Harbour Saint Catherine Parish Private vacation home
From $90 per night
(USD)
Spacious luxury getaway
2
1.0
6
Old Harbour Saint Catherine Parish Private vacation home
From $80 per night
(USD)
3-Bed House Sleeps 6 with Mountain Views
3
2.0
6
Ocho Rios Saint Ann Private vacation home
From $351 per night
(USD)
The Harbour
4
2.0
10
St. Ann Parish St. Ann Parish Private vacation home
From $195 per night
(USD)
2bedrooms apartment in cozy Fern Court
2
2.0
6
Richmond estate St. Ann Parish Apartment
From $342 per night
(USD)
Sea View 5 Bedrooms 5 Bath
5
6.0
10
Ocho Rios St. Ann Parish Private vacation home
From $1312 per night
(USD)
Savannah's Place is a Two (2) Bedroom Two (2) Bathroom house in a gated community
2
2.0
4
Ocho Rios Saint-Ann Private vacation home
From $112 per night
(USD)
Savannah's Escape is a Two (2) Bedroom two (2) Bathroom house.
2
2.0
4
Ocho Rios St. Ann Parish Private vacation home
From $150 per night
(USD)
Penthouse villa on the beach, chef services available- extra cost.
3
4.0
8
Ocho Rios St. Ann Parish Apartment
From $571 per night
(USD)
Villa of the three brothers
13
13.0
30
Old Harbour Saint Catherine Parish Villa
From $90 per night
(USD)
Ac'ed 2 bedroom Beach House
2
1.0
4
Hellshire Saint Catherine Parish Private vacation home
From $145 per night
(USD)
5 Bed Villa Sleeps 14 - Private Pool - Smart TVs
5
5.0
10
St Ann Saint Ann Villa
From $571 per night
(USD)
Near Ocho Rios/AC/Balcony/Hot Water/Quiet/1 Bed/10A
1
1.0
2
Tower Isle St. Mary Parish Apartment
From $113 per night
(USD)
Luxurious 7-bedroom villa with spectacular sea view and private pool
7
7.0
14
Tower Isle St Mary, Villa
From $748 per night
(USD)
Home away from home with spectacular sea view and private pool.
5
5.0
10
Tower isle St Mary Private vacation home
From $602 per night
(USD)
1 BDR POOLSIDE appt [Garden Suite]
1
1.0
2
Tower Isle St Mary Apartment
From $222 per night
(USD)
Cozy Poolside studio apartment (1 Bedroom - Pool Suite)
1
1.0
2
Tower Isle St Mary Apartment
From $199 per night
(USD)
Relax and Enjoy Tower Isle/AC/Cable/Free WIFI/HotWater/5 mins drive to the Beach
3
3.0
8
Tower Isle St. Mary Parish Private vacation home
From $102 per night
(USD)
Just minutes from the beach with sea views this studio apartment Ocho Rios
1
1.0
2
Ocho Rios St Ann Parish Apartment
From $119 per night
(USD)
3 Bedrooms. 3 Bath includes Super Suite. Pool
3
3.0
6
Ocho Rios Ocho Rios Private vacation home
From $220 per night
(USD)
Sleep Easy, Relax In Comfort
2
1.0
4
Caymanas Estates Saint Catherine Parish Private vacation home
From $129 per night
(USD)
Tastefully decorated nautical Oasis in the Richmond Estate subdivision awaits yo
2
2.0
4
St. Ann Parish St. Ann Parish Apartment
From $176 per night
(USD)
Beachfront Bliss 1-BR condo with Panoramic sea-View
1
1.0
2
Ocho Rios Saint Ann Condo
From $97 per night
(USD)
Tranquility At The Manor
2
1.0
4
Ocho Rios St. Ann Parish Private vacation home
From $214 per night
(USD)
Runaway Bay Gem, Spacious and Bright, 5 mins drive to the Beach!
2
2.0
6
Runaway Bay St. Ann Parish Apartment
From $213 per night
(USD)
Villa Cupola Is An Exquisitely Designed 5 B/R Geodesic Dome With A Private Pool.
5
4.0
12
Runaway Bay Saint Ann Villa
From $699 per night
(USD)
Lovely 1-Bed Cottage in St Catherine
2
1.0
3
St catherine Jamaica Saint Catherine Cottage
From $44 per night
(USD)
Beautiful garden villa. Family friendly. Just a short walk to a private beach.
5
5.0
10
,Runaway Bay St Ann, Jamaica Villa
From $1428 per night
(USD)
Luxury Private Oasis w/ Stunning Ocean Views, Private Pool & Chef Option
8
8.0
20
Tower Isle St. Mary Parish Villa
From $1191 per night
(USD)
VILLA DORA MAE IS AN ACCLAMATION OF ELEGANCE AND SOPHISTICATION!
6
6.0
12
Mammee Bay Jamaica Villa
From $2800 per night
(USD)
Mystic Ridge Paradise 2 bedroom Penthouse Condo (Comfy and Relaxing)
2
2.0
6
Ocho Rios Saint Ann Villa
From $232 per night
(USD)
Warm Sunny Cottage with Private Pool
2
1.0
4
Spanish Town Saint Catherine Private vacation home
From $125 per night
(USD)
Zenith's home in Portmore
1
1.0
2
Greater Portmore St.Catherine Private vacation home
From $215 per night
(USD)
Ocho Rios Oceanview With Beach Access
1
1.0
2
Ocho Rios St. Ann Parish Apartment
From $178 per night
(USD)
Secluded location/Weekly Discounts/ 15 mins Ocho Rios/ Netflix Cable TV
4
3.0
8
Colgate St. Ann Private vacation home
From $286 per night
(USD)
Ocho Rios Pool View Apartment
1
1.0
2
Ocho Rios St. Ann Parish Apartment
From $164 per night
(USD)
Villa 1,150 per week, Villa/van/driver 2150.00 per week
4
2.0
8
Port Maria Saint Mary Villa
From $223 per night
(USD)
Sanora Near Ocho Rios Dunn's River & Dolphin Cove
2
2.0
6
Mammee Bay Estate St ANN Villa
From $255 per night
(USD)
• Swimming Pool• Suitable For Children Over 5• Air Conditioning• Free WiFi
3
2.0
6
Runaway Bay St Ann Private vacation home
From $225 per night
(USD)
Drax Hall Paradise
1
1.0
2
St. Ann St. Ann Parish Private vacation home
From $232 per night
(USD)
Luxury condo
3
2.0
6
Ocho rios Saint Ann Condo
From $606 per night
(USD)
Sweet Suites Ochi 1
1
1.0
4
Ocho Rios St. Ann Parish Condo
From $253 per night
(USD)
Superb mansion with views over the blue Carribean.
6
4.0
12
Priory St Ann Private vacation home
From $1000 per night
(USD)
Luxurious beach front self-catering apartment in the heart of Ocho Rios Jamaica
1
1.0
2
Ocho Rios Ocho Rios Apartment
From $183 per night
(USD)
Welcome to The Palms. where you will experience paradise on earth
3
2.0
6
OCHO RIOS St. Ann Parish Villa
From $200 per night
(USD)
Seaside Jamaican Villa - 5 Bedrooms
5
5.0
10
Oracabessa St. Mary Parish Villa
From $2324 per night
(USD)
Beautiful Villa in Ocho Rios
2
2.0
6
Ocho Rios St. Ann Parish Private vacation home
From $130 per night
(USD)
New Luxury Villa! 5 Bedrooms, Fully staffed including Gourmet Chef
5
5.0
10
Oracabessa St. Mary Parish Villa
From $2568 per night
(USD)
Oasis Villa! Cayman Stations
1
1.0
2
St Catherine Saint Catherine Parish Private vacation home
From $132 per night
(USD)
Beautiful 3-Bed House in Saint Catherine Portmore
2
1.0
4
Saint Catherine Portmore Saint Catherine Private vacation home
From $121 per night
(USD)
2-Bed, Sleeps 4, Private Garden, Parking
2
1.0
4
Portmore Saint Catherine Private vacation home
From $133 per night
(USD)
Adventure in Jamaica awaits!
4
4.0
8
Ocho Rios St. Mary Parish Private vacation home
From $352 per night
(USD)
Crimson Heights is a three bedroom house, in a Secured Gated Community
3
2.0
6
St Ann’s Bay St Ann Villa
From $136 per night
(USD)
Luxury Villa · Ocean Views · Infinity Pool · Private Chef & Butler · Sleeps 8–10
4
3.0
8
Discovery Bay Discovery Bay Villa
From $950 per night
(USD)
Peaceful 3 Bedroom Home 1 Min Away From The Beach
3
2.0
8
Tower Isle St. Mary Parish Private vacation home
From $3449 per night
(USD)
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![1 BDR POOLSIDE appt [Garden Suite]](https://media.vrbo.com/lodging/43000000/42660000/42657600/42657569/c3f5232c.jpg?impolicy=ccrop&w=350&h=233&q=medium)
