Villas Cayman Islands

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332 villas

3 BD VILLA INCLUDES HOUSEKEEPER/AIRPORT TRANSFERS

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$276

"Home Sweet Home" - - Pool/Gym/Clubhouse/Cafe

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 46 minutes

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$138

Villa by the Cove

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$287

The Palms

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 35 minutes

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$172

Sweet Oasis Polo Villa ,Gated, 24/7 security/ swimming pool/ free beach access

St. Ann's Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 3 minutes

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Price per night from

$194

Villa Amana (up to 20 persons)

Hopewell villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 24

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Price per night from

$5,258

Villa Amana (up to 16 persons)

Montego Bay villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

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$4,513

Villa Amana (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$3,346

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

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$213

Unwind at Richmond (near Ocho Rios)

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$137

2Bed 2Bath Gated Comm 24/7 Security House with Hillside view, Beach and Clubs

Montego Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$114

Beautiful two-bedroom villa at the Vistas

Runaway Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$115

Jus' Beachy - Luxury Apartment in Beachfront Gated Community

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$194

Boggy Sands Club - Seven Mile Beach - Starfish

Seven Mile Beach condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“Phenomenal experience!!” We stayed at this property in February 2012 and from the warm greeting at the airport to the beautifully decorated and well equipped condo, we had an extremely comfortable and relaxing holiday! We can't thank the owner, Morne, enough for the exceptional service, accommodations and overall experience at his property in the Cayman Islands! We travelled to the Island with our toddler and Morne made our packing and travel very light and easy by providing all things baby related - we didn't need to bring a stroller or even any toys. Our son was absolutely spoiled with a full sized crib, adorable bedding, a huge selection of toys and even a highchair. Having everything at the condo waiting for us was an absolute treat! Morne was always available to us by phone and email - he was very quick to respond to any questions or requests. The grounds and pool were expertly maintained and always clean. The condo is located just a short walk from the beach - which we usually had all to ourselves. This property truly made our vacation feel like a peaceful getaway with a private beach. We felt extremely spoiled and well cared for during our time at this property and truly thank Morne for his exceptional hospitality (and apologize for how incredibly over-due this review is)! Almost a year later and we still think back on our amazing time there and can't wait to go back some day!

Responds fast! avg. 16 minutes

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Price per night from

$2,289

Pimento Oasis, Ocho Rios, St. Ann, Jamaica

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$224

JSH LETTINGS

Runaway Bay guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$158

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Price per night from

$1,717

Bay Pointe Villa

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$345

LUXURY SEASIDE VILLA , Few Steps from Beach, Chef included in price

Duncans villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 31 minutes

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Price per night from

$207

Royal View Villa

Silver Sands villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$1,125

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$803

Calming Waters Riverside Villa & Yoga Retreat

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$201

Morning Glory Villas near Dunn's River

Mammee Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$187

PALM VILLA, The perfect getaway

Duncans villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Best trip to Jamaica ever!!!” My girlfriends and I decide to take a girls trip to some where nice so we can chill, relax, party, and just have so fun. We decide on Palm Villa in Ducans, Jamaica. Now I've been to Jamaica countless times, but this time its was the perfect get away. First and foremost Jennifer was and is amazing. The villa was clean, relaxing, cozing and about a 2 min walk from the ocean. The landscaping was beatiful and the outside shower is to die for. Jennifer toke care of everting from food to transportation and everting in between. Also the local were very friendly (hey tony). In closing I would like to thank Jennifer and Palm Villa for making this trip to Jamaica the best trip ever. With much love, Kesha Tif andrea Lori trena P.S Jennifer makes a mean Rum Punch, yes baby!!!

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Price per night from

$172

Gorgeous Beachfront Villa, Azure Breeze #5

North Side villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“perfect getaway for island living” My husband & I had decided to take our 3 teenagers for their first trip abroad and their first beach/ocean vacation, and a number of factors led us to choose Grand Cayman. We absolutely did not want the "resort" experience, which tends to be largely the same no matter where the resort is located. After extensive research my husband found Frank's villa and this place is what made our vacation unforgettable. The north side of the island is much quieter than the Georgetown/Seven Mile Beach area where all the cruise ships land, and it has a more unspoiled beauty. Although there were residents in the other villas, we almost always had the beach to ourselves and some of the best snorkeling on the island was right out back. Every evening the kids researched new snorkel sites to try out, and with every new site they made the same comment: "Our" backyard has better snorkeling. The fact that they considered it "our" backyard speaks to the homeyness of this villa--Frank & Del have truly thought of everything and our stay was very comfortable. I want to also point out that our family always tries to rent a house when we travel--with 2 teen boys and a teen girl, having a house is so much more enjoyable than staying at a hotel--and this is the best experience we've ever had. Frank & Del have gone out of their way to set up the villa so that any guest can enjoy it to its fullest, and Frank was a wealth of information prior to our trip. I really kept thinking he would tire of my husband's seemingly endless questions, but Frank provided so much information about the island that we were able to plan an absolutely amazing adventure!

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Price per night from

$454

Serendipity Jamaica - You won't want to leave!

Rose Hall villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

“A vacation like no other” We were greeted at the airport by Norman, the most professional driver ever, he made our transition smooth and for a group of 12 adults, that is tough! He had thought of everything - including bringing a second van for our luggage! The staff at the villa greeted us at the door with warm smiles and cool towels, they made sure all our luggage was safely delivered to our rooms and then the fun began! We all stopped and stared at the huge view of the Caribbean Sea spread out in front of us, the breeze, the way the rooms are laid out and the villa itself takes total advantage of that view. We quickly changed, and began the most perfect seven days of nothing but relaxing, laughing and eating punctuated by an occasional sightseeing trip. Derek, the butler completely made the trip, he was attentive, but quiet, helpful but never intrusive - he made us feel so special. Ruby, the cook gave us gormet meals three times a day. We discussed our likes and dislikes the first day and she made it all happen. We did not need to go out to dinner and the one night we went to a lovely restaurant in town, we all agreed that we could have stayed home and eaten at Restaurant Ruby for an even better meal. It is tough to please 12 distinct people, but the staff and managment at Serendipity did just that, from organizing the most incredible massage at the villa, to driving us to out of the way Mayfield Falls, they never stopped working. All the rooms were large and private, we never felt on top of one another, we ate meals in different places, by the pool, in the dining room, on the deck, where ever we felt inspired to eat that day, Derek made it happen. I do not have one bad thing to say - I loved every minute, and would recommend Serendipity to a group like us, a large family, or just a few people that want to get away - It was truly a vacation to remember.

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Price per night from

$826

Beautiful Exotic Tropical Paradise - Townhouse in

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Just wow!” Very pleasantly surprised with the modern conveniences and comfort of this home in paradise. The location was central and easy to find. This will definitely be the way to spend vacations as opposed to a resort. Very relaxing. Well taken care of grounds and pool. Highly recommend.

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$270

Beautiful Williams Place Trelawny Jamaica

Falmouth villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“My Stay” I usually don't do this but I felt the world should no. This home has the most beautiful view. The home is well maintained, Bathrooms, bedrooms everything. I would love to keep this gem to myself but I felt I should share this with the world. The community is terrific close to local shops, the stadium and night life. I would recommend this home! Thanks Mr Williams we will be back.

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Price per night from

$299

Sol Mar Villa

Silver Sands villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$505

High View Villa

Montego Bay villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$689

"THE REAL JAMAICAN EXPERIENCE" IN FALMOUTH

Falmouth villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 3 hours 41 minutes

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Price per night from

$72

Beautiful Yellowbird Villa

Silver Sands villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$482

Williams Place Falmouth Trelawny Jamaica

Falmouth villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$172

Ocean front Villa Grand Cayman

West Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 44 minutes

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Price per night from

$459

Laidlaw Rental

Discovery Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$138

Bogue Villa

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“R & R at it's Finest!” I have stayed at this Villa three years in a row and am planning on going again for 2 weeks in February 2015! It is relaxing, comfortable and spacious and the staff are amazing as Sophia is the best and will make your stay incredible. I can't wait to return for my 4th visit!

Responds fast! avg. 3 hours 54 minutes

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Price per night from

$172

Lhorizon A Jewel in the Caribbean

Ocho Rios villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 22

“You Promised...You Delivered!” Our group of 18 (13 adults and 5 children) stayed at L’Horizon for a week in January 2015. The entire experience, from booking to the time of the stay, was amazing. The owner, Barrington, was more than helpful and very responsive during the planning phase. And then we arrived! We were greeted by the Manager and staff with smiles, “welcomes”, and rum punch. The house was immaculate and the rooms were very spacious and more than sufficient for our large group. The staff kept the house spotless the entire stay even with 5 young kids doing what they do best (making a mess). The first day, we were provided a cell phone to reach the Manager (Kelly) if there were any issues that needed to be addressed. The cell phone also gave us the opportunity to make local calls which came in handy. We had pre-arranged a formal family dinner (details worked out with Barrington) for the day after our arrival which turned out to be a huge success! The food was amazing and included everything we requested. Each night thereafter we had delicious dinners prepared by the cook (thank you Miss Rose!). We did not purchase the all-inclusive package so we had to purchase our own food which was a bit inconvenient. This was a lesson learned (not the owners fault) and we all agreed that next time, all-inclusive would be the way to go. Regardless, breakfast and dinners were tastily prepared to order. We mostly went out for lunch or brought lunch back to the house. This gave us a chance to go out and see what the area had to offer and try some local foods. We even tried the local KFC which we were told was much different from those in the US. We proved that was true . While we didn’t get an all-inclusive package, inclusive in our package was a personal driver who took us wherever we wanted to go locally. We had the opportunity to go shopping, eat at local seafood and jerk spots (yummy), visit the Dunn’s River Falls (a must-do), and our “party group” even got driven to local dance clubs and picked up at 2:30 and 3:30 in the morning! On the nights we stayed in, we hung out at the Jam Eng Bar on the property by the pool, danced, and sang! The bartender was amazing and tons of fun! As for the younger kids, they lived in the pool and had an amazing time. When they were not in the pool, the private beach was only a quick 5-minute walk away. But let’s not forget the older crowd. My mom, aunt, and mother-in-law spent their days relaxing poolside and around the house (so many places to relax) chatting it up with the staff that were all so very friendly. The entire family agreed that this was one of their best vacations ever! We’ve even talked about the next time we’ll vacation at L’Horizon. A special thank you to Barrington and his wonderful staff at L’Horizon for making this vacation one of the best my family has ever had! For us, you more than delivered on your promises!!

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Price per night from

$1,622

5 Bedroom Luxury and Affordable Villa on 9 acres

Wiltshire villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

“Quiet, Crazy Wonderful” Dutura - Peaceful, beautiful, quiet, lush, green, roomy, comfortable, spacious! Dutura Staff - Amazing, kind, caretakers, fun, Great Cooks, great trainer, attentive, major attention to details that make you feel comfortable. Those are the words that describe this place. We were met with warmth and smiles. Chisholm took us to some great spots for Crazy adventures but really safe. Then home to an amazing staff that felt like family from day one! We stepped out of our comfort zones, we rested, we ate, we laughed, we Yogaed, we walked in beauty, we were challenged and we did not want to leave. Thank you Randel and Dutura for an experience we will never forget. We were the crazy 8's becoming indigenous! haha inside joke!

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Price per night from

$787

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