Vacation Rentals & Houses in Jamaica

Updating...

age 0-16
1148 Results

Relevance

Price: low to high

Price: high to low

Reviews

1,148 houses

Sol Mar Villa

Silver Sands villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Staffed property Swimming pool

All filters match

Price per night from

$502

77 West Boutique Hotel (Cottage 1 of 5)

Treasure Beach cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Staffed property Swimming pool

All filters match

Price per night from

$149

Match: Staffed property Swimming pool

All filters match

Price per night from

$343

Grande Haven Villa - Oracabessa, St Mary Jamaica

Oracabessa villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 6

Match: Staffed property Swimming pool

All filters match

Price per night from

$400

Responds fast! avg. 54 minutes

Match: Staffed property Swimming pool

All filters match

Price per night from

$685

Beautiful Staffed Villa with Spectacular North Shore Ocean Views

Ocho Rios villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 12

“Perfect Vacation Spot” Spectacular views. House is wonderful. Staff is awesome. Could not have been more accommodating. Sharon's meals were awesome. Cutty, our driver is an invaluable resource of information. Will definitely go back

Match: Staffed property Swimming pool

All filters match

Price per night from

$539

Oceanfront 2 Bedroom 2 Bathrooms, Chef, Housekeeping, Pool

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Staffed property Swimming pool

All filters match

Price per night from

$257

2-br watervu apt-Seawind onthe Bay,Montego Bay,Jam

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Staffed property Swimming pool

All filters match

Price per night from

$211

Stunning Beachfront Escape w/ Panoramic Views, Private Beaches, Pool, and A/C

Treasure Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 16

Match: Staffed property Swimming pool

All filters match

Price per night from

$286

Penthouse In Paradise, 3 bdrm incl. housekeeper

Montego Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 0 minutes

Match: Staffed property Swimming pool

All filters match

Price per night from

$371

Pimento Oasis, Ocho Rios, St. Ann, Jamaica

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Staffed property Swimming pool

All filters match

Price per night from

$223

Coral Cottage Jamaica - Caribbean Seaside Villa

Little Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Staffed property Swimming pool

All filters match

Price per night from

$400

Villa Serene, Jewel of Black River

Black River villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Staffed property Swimming pool

All filters match

Price per night from

$611

3BD Villa Including Housekeeper/ Airport Transfers

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Staffed property Swimming pool

All filters match

Price per night from

$206

JAMAICA HILLTOP PARADISE (YOUR CASTLE AWAITS YOU)

Runaway Bay house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Staffed property Swimming pool

All filters match

Price per night from

$1,238

Match: Staffed property Swimming pool

All filters match

Price per night from

$1,712

Zyani Boutique Resort Voted #1 Seaside Villa in Ocho Rios Jamaica

Rio Nuevo villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Staffed property Swimming pool

All filters match

Price per night from

$685

Negril Beach Villa

Negril house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Staffed property Swimming pool

All filters match

Price per night from

$1,027

3 BD VILLA INCLUDES HOUSEKEEPER/AIRPORT TRANSFERS

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Staffed property Swimming pool

All filters match

Price per night from

$274

Windfall Villas... FREE TRANSPORTATION !

St James, Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 5

Match: Staffed property Swimming pool

All filters match

Price per night from

$343

Chrisanns Apt9 Paradise Suite, Oceanfront and High Speed Wifi

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Our new Lil paradise Oasis-” From a google search to emails then to final completion our quick Jamaican get away turned into a get away we'll always come back to! Paradise apt #9 is alot more than the pictures show!! It's Home! The decoris beautifully Caribbean! Kitchen with everything you need to living room with cable tv and a bathroom with swesome shower pressure... But The Loft ... The most comfortable place "I ever slept" in my life. 10 steps down was paradise that opened onto a deck where the pool, Groton and Caribbean were in our view! The groto: Heaven... Glistening water leading to The Carribean I floated on a raft for hrs in our secluded lik grotto Location location location: anything and everything at a stones throw (or mango throw) away. A few great resturaunts to a grocery store and then a variety store right across the street then... A few mikes down the road you have Ocho Rios! The hub of Jamaica margarettiville, scuba, jet skis,jerk chicken and beef pattie galore!! Then for a great Italian Jamaican dinner you have to hit Evitas! So from Charmaine who greeted us, to our own house "keeper" to Chase to Trevor who climbed a coconut tree and opened up our own coconut... The staff could not be any friendlier or accommodating It's everything the big hotels have to offer but it's your own Paradise apt! apt 9! Kathy & tony

Match: Staffed property Swimming pool

All filters match

Price per night from

$137

Paradise Found: Luxury Family Villa with Private Pool & Beach

Runaway Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

“the time of our lives!” i've stayed in many places in jamaica and other parts of the caribbean and the world - hotels, villas, apartments, resorts etc etc etc. - but no place - not one, made me feel the way sevilla did. we were at home. we were so well taken care of. orchestrated by the owner, Clare, and the joy she exudes in making everything and i mean everything, just right, just so, for us - and Monica the chef cooked us three meals a day which we had requested. (she'll cook anything for you - but we requested authentic jamaican) and wow - for the cost which was minimal, we had top notch fine dining meals daily - we didn't have to ever leave the premises except to walk down to the private beach at our leisure. We were able to have a real restful and productive vacation - like we were in a cocoon of sorts - safe peaceful secure and happy. that's the atmosphere Clare and her impeccable staff provide - and we're going back at our first opportunity and i suspect every year thereafter. simply beautiful.

Match: Staffed property Swimming pool

All filters match

Price per night from

$569

Celebrity Villa Jamaica

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 18

Match: Staffed property Swimming pool

All filters match

Price per night from

$1,312

Tranquility Villa - Port Antonio & Blue Mountains

Port Antonio villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Fabulous, relaxing, beautiful, private...” This was my second time staying at Tranquility, (15th trip to Jamaica), My stays at Tranquility, were by far the best! Each stay gets better and better! I love the home, it's beautiful, spacious, clean, private, and the view is priceless! It's far enough away from everything, that you have the privacy you desire, but it's close enough to experience everything Jamaica has to offer. The food the cook made was fabulous, it was wonderful to have exactly what we wanted for our meals. (Helpful if your'e vegetarian, or have special dietary needs- one of us is vegetarian and the other, not). Can't pinpoint what I like most. Meals outside with a beautiful view and flower decorations on the table, lots of sun on both sides of the house, the food, swimming pool...? I loved, loved, loved everything! All of my vacation needs were met, and then some! Can't wait to get back!

Match: Staffed property Swimming pool

All filters match

Price per night from

$343

Concierge, Chef, Butler, Beach, Pool, Spa, Rooftop Movies, Tennis, Family Fun!

Discovery Bay villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 16

“Wow!!” Dave, the Villa bus driver, picked us up at a local hotel where we had spent the previous night. The trip from Montego Bay to Mais Oui took a little over an hour but we did have one stop at a grocery for snacks and drinks. Dave was available the entire week and his advice on day trips and what to see was really appreciated. Upon arrival at the Villa we were greeted by Miss Ruby and the entire staff that presented us with cool towels and rum punch. We got a quick tour of the property while our luggage was unloaded and placed in the appropriate rooms. We were a group of 11 adults--all family and close friends. The Villa was spotless and all the items that we had requested in advance were on site for our arrival. This included the first two days' food and drinks. Arrangements for the food and drinks had been made with a local grocery where the Villa can charge and get delivery. The items were a bit pricy but for the convenience of having everything on site at arrival it is worth a little extra. On Tuesday Chef Arthur and I shopped at a large grocery store in Ocho Rios and purchased food for the remainder of our stay. Prices at this store were excellent as was the selection of food available. Our week at Mais Oui was exceptional. The staff was superb. Miss Ruby, the manager, was always available if we had questions or needs. Audrey and Janice kept the Villa in immaculate condition with fresh linens and towels daily in each room as well as fresh towels for the pool and beach as needed. Max kept the pool and grounds spotless and made sure the hot tub was ready as requested. Paul was always on hand also to serve our meals and get anything our group needed. A security guard was on site from dusk to dawn. Everyone in the group enjoyed "spa" day on Wednesday when massages were provided for our entire group. These were done by therapists whom the Villa arranged to have on site that day at an additional charge. The pool area is wonderful as it provides areas of shade, partial sun and full sun depending on how you locate your loungers. The pool is not heated but very refreshing when cooling off from the warm sun. We were a little saddened that the tennis court was in need of some repair but we were still able to use the court just not play competitively. The food at the Villa has to be considered a high point. Chef Arthur is a wonderful cook and prepared some of the finest meals we have enjoyed. He took the menu we had arranged and prepared almost everything we had requested. He asked permission to vary some dishes to give us a little more flavor of Jamaica and everyone agreed his selections were first rate. He is preparing a cook book with all his recipes and we look forward to getting a copy!! Overall, we felt like we were treated like members of the Mais Oui family. There were plenty of tears when on our last morning we were serenaded by the entire staff. Totally unexpected was a call from the Villa owner to see how our vacation was progressing and if all our needs were being met.

Match: Staffed property Swimming pool

All filters match

Price per night from

$2,461

barri vacation home

Kingston apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Match: Staffed property Swimming pool

All filters match

Price per night from

$149

Northcoast Jamaica Paradise, Private beach,pool

Oracabessa villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Staffed property Swimming pool

All filters match

Price per night from

$286

Exclusive hideaway with private pool

Port Maria b&b

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Staffed property Swimming pool

All filters match

Price per night from

$742

Hidden Treasure

Ocho Rios house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Staffed property Swimming pool

All filters match

Price per night from

$109

Pattoo Castle

Negril villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 19

Match: Staffed property Swimming pool

All filters match

Price per night from

$3,423

Doubloon Villa, large pool and sandy beach at heart of Treasure Beach

Treasure Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Most amazing vacation and service I've ever had” There are so many wonderful things to say about this vacation its hard to consolidate it down :) The house is absolutely amazing. Each bedroom is special and unique and the outdoor living space is more than we could dream of. Hio and Nadine were our chefs and housekeepers and I couldn't say anything better about those two - they made the most delicious food, helped us with any favors or questions we had, and probably made too many trips to the grocery store (and liquor store!) than usual for us! Robert was awesome as the groundskeeper - as soon as it started raining (which probably lasted 5 minutes the entire trip) he would appear out of thin air to get the outdoor seat cushions out of the rain. We had such a great time and it was my husband and mine's first time bringing our friends - its a different kind of vacation, much more authentic and cultural than most are used to so we were a little nervous about how they would like it but everyone agreed - this vacation was amazing. I would highly recommend it to anyone looking for a more relaxing, private, and less touristy vacation spot.

Match: Staffed property Swimming pool

All filters match

Price per night from

$725

Luxury Beachfront Villa on Private 1.7 Acre Property with Stunning Rooftop Views

Treasure Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Staffed property Swimming pool

All filters match

Price per night from

$400

Luxury Villas with Beautiful Ocean Views

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Staffed property Swimming pool

All filters match

Price per night from

$890

Cool and Relaxing Getaway - 1/2/3 Bedrooms

Tower Isle apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Staffed property Swimming pool

All filters match

Price per night from

$251

VILLA MARA

Mammee Bay villa

  • 7 bedrooms
  • 10 bathrooms
  • sleeps 19

Match: Staffed property Swimming pool

All filters match

Price per night from

$3,423

SWEET ESCAPE ~the villa

Black River villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 50 minutes

Match: Staffed property Swimming pool

All filters match

Price per night from

$565

Elegant, private, large estate w/full staff 6 bd/bth, pool, close to beaches

Port Antonio villa

  • 4 bedrooms
  • 7 bathrooms
  • sleeps 14

“My favorite spot in the world!” I have travelled extensively, but have now found my favorite place. Nothing compares to the experience my friends and I had at Norse Hill. From the moment we entered the villa, we were greeted as if we were dear old friends that had been gone too long. The welcoming smiles of the staff made you feel at home immediately. The accommodations were top notch. All sleeping rooms were ensuite with wonderful linens and tastefully decorated. Perfect for a large group or family with lots of great entertaining space. The surrounding Botanical gardens had generous paths that wound around the 8 acres the home is situated on. Hours can be spent wandering these beautiful gardens. The staff has many wonderful recommendations for excursions that are all conveniently located close by. The meals prepared by the chef were amazing. He made sure we experienced all the local favorites served in a beautifully set dining room, open to the view of the ocean. I would highly recommend Norse Hill to the most astute traveller. My week at the Villa will standout in my fondest of memories.

Match: Staffed property Swimming pool

All filters match

Price per night from

$1,712

2b/2b Columbus Heights - Luxury Meets Beauty

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Staffed property Swimming pool

All filters match

Price per night from

$206

Viewing 38 of 1,148
rentals in Jamaica

×

Also consider