Cottages Cayman Islands

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39 cottages

Match: Rental types Children's pool

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$101

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Boggy Sands Club - Parrot 1 - Seven Mile Beach

West Bay apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 16 minutes

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Price per night from

$2,289

Vacation home

St. Ann's Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$149

Royal Touch Villa

Falmouth house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$184

Pink Hibiscus Villa - Private Pool

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 18

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Price per night from

$1,145

Solace Villa - Jamaica's Scenic North Coast

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Rental types, Children's pool

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Price per night from

$138

Luxurious 1 BdRm Ocean Front Condo in Montego Bay

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

“WONDERFUL TIME!” Property is beautiful....This is my second stay at the Palmyra and once again we had a wonderful time. This is a condo that is built on the most beautiful beach there is in Montego Bay, between the former Ritz Carlton and Hilton Rosehall hotels. We had views of both beach and mountains. I can still feel the tradewinds. Sharon, the owner is most gracious and the staff there was very attentive and accomodating. Thank you all, So, Sharon Im ready to book my vacation for Feb, 2015. This time NO KIDS. Looking forward til Feb. Denise

Responds fast! avg. 3 hours 48 minutes

1 of 2 match: Rental types, Children's pool

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Price per night from

$224

Drax Hall - Coconut Walk

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Children's pool

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Price per night from

$149

Coolshade Villa - Richmond - Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$206

Relax in Sunny Montego Bay Jamaica Free Wi-Fi

Rose Hall house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$86

Cayman - SKY at Crescent Beach - Luxurious Tranquility

East End apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$395

Cayman Conch Quest Beachfront Condo in Rum Point

North Side apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“A Grand Cayman Pearl for quiet enjoyment” We contacted the owner on line and received instant reponse to our inquiries and when we arrived at our designated time for a month we found everything that we had anticipated and more. The interior is bright and tropical and the kitchen was well equipment to accommodate whatever we decided to cook in house.The beds are comfortable and located so you can see, hear and smell the tropics.The snorkling off the beach is awesome when the water is calm and there are numerous sites within a short drive.Wifi TV and stereo were all there if you wished to use them. A vehicle is a must to get to enjoy the sites and venues of the island and to taste the Cayman cuisine. The management staff were at your instant call when needed. We would recommend this location and look forward to our return with family in the near future. Wayne & Mary Jane Dennis, Canada

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Price per night from

$201

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

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$212

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

Villa Rialto at The Palms - Richmond - Ocho Rios

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$287

Ocho Rios Villa at The Palms - Richmond

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$229

HEARTLANDESTATE

Priory house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$169

Sailing, Montego Bay, Pool, Beach, 876, Jamaica

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$91

Savannah's Place

St. Ann's Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 24 minutes

1 of 2 match: Rental types, Children's pool

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Price per night from

$103

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Price per night from

$172

Crystaljamaica Villa Tours and airport transfer

Ironshore villa

  • 6 bedrooms
  • 9 bathrooms
  • sleeps 16

Responds fast! avg. 31 minutes

1 of 2 match: Rental types, Children's pool

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Price per night from

$956

Sea Breeze Villa at Coolshade - Ocho Rios - St.Ann

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Children's pool

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Price per night from

$184

Villa Sophia

St. Ann's Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Children's pool

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Price per night from

$229

Boggy Sands Club on Seven Mile Beach - CORAL 1

West Bay condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 16 minutes

1 of 2 match: Rental types, Children's pool

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Price per night from

$2,289

Cayman - SAND at Crescent Beach - Luxurious Tranquility

East End apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Rental types, Children's pool

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Price per night from

$395

Beautiful Luxury 1 BDRM Condo

St James, Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Rental types, Children's pool

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Price per night from

$218

Conch Club Cottage

Little Cayman villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Children's pool

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Price per night from

$297

2 BR condo on Seven Mile Beach with ocean views

Seven Mile Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Children's pool

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Price per night from

$344

Beach condo with sunset view

Seven Mile Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Grand Cayman paradise” Four of us stayed at Bill's place it was a beautiful condo with amazing views and the island had the best snorkeling we have ever seen. We've decided to be back there within the next two years it's a vacation you wouldn't forget !

1 of 2 match: Rental types, Children's pool

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Price per night from

$344

Boggy Sands Club- Stingray Penthouse on Seven Mile Beach

Seven Mile Beach condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“Heaven on Earth in Grand Cayman” The reviews and pictures don't begin to do this Boggy Sand Road property justice! We rented the ground floor unit,which was absolutely spotless, elegant, roomy, well-equipped and only a few steps to the most beautiful beach. The area is residential, private and quiet - like we had somehow privately rented Seven Mile Beach! The grounds of the property were garden-like and the pool was lovely and clean. Our rental car was nice to have but not necessary - there is a Foster's Market within a short walk of the condo, as well as a few great little restaurants (Alfresco's, Timbuctuu and Heritage Kitchen). The bus service is great - more like hailing a cab with pick-up right at the foot of the driveway. But back to the beach...the unit is equipped with 2 kayaks and a paddle board, which we enjoyed tremendously on the calm, crystal-clear waters. Cemetery Beach is right next door for some of the best snorkeling we had ever experienced. The Kittiwake Shipwreck is directly off shore for another fantastic snorkeling experience. We even enjoyed swimming with our own resident sea turtle every day! The condo unit itself was spacious and fully equipped with everything you need - beach towels, chairs, umbrella, rafts and cooler;fully-equipped, gorgeous kitchen with granite counter tops, beautiful and spacious bathrooms, and super-comfortable beds. Although our "kids" were 15, the unit would be wonderful for families with smaller children as well. I must say, the absolute best part, however, was our gracious host Morne, who made us feel like pampered family members visiting from out of town. He picked us up from the airport, made sure we had everything we needed, made great recommendations for activities and restaurants, was never intrusive but always available for anything we needed. I would (and will) vacation here again in a heartbeat, and make the highest recommendation to anyone to enjoy the vacation of a lifetime at this property! Just please don't take the week I want! ;)

Responds fast! avg. 16 minutes

1 of 2 match: Rental types, Children's pool

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Price per night from

$2,289

Great Location & Value! 7mile Beach Condo next to a Resort Hotel!

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Rental types, Children's pool

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Price per night from

$686

BayWatch Villa - Luxury Oceanview 4BR Villa w/ Balcony, Pool & BBQ

Montego Bay house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Children's pool

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Price per night from

$573

Coconut Cottage

Bodden Town cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Children's pool, Rental types

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Price per night from

$573

“A private beach to watch sunrise and sunset.” We were at Cayman cottage this past February and our only mistake was staying such a short time (5 nights). It was so beautiful and restful. The property is very private and well stocked. It was clean and organized, with a large and airy living room, eating area, kitchen and very comfortable bed. Just outside there is a pleasant eating area and hammock. We loved sitting on the beach to watch sunrise or sunset. We also enjoyed snorkeling right in front of the property, which felt very safe and private. Sue was very pleasant and so helpful. We found that we could manage without having rented a car; we were able to walk to stores and restaurants and walk to rent bikes at the Scuba Shack. When we return we may rent a car for a few days to explore the Island more; some of the bike rides felt very long given the single speed bikes and the head winds. We are also tempted to return and learn to scuba dive. Sue's property is ideal for a couple, and also for two or three friends, or a family of three. Wherever we ventured each day, we were always so glad to come home to Cayman cottage and settle in for the evening. We did not grill but everything was there if we had wanted to do so. It felt like we had our own private place on Cayman Brac although we were visitors. We hope to return in the future.

1 of 2 match: Children's pool, Rental types

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Price per night from

$201

"PIECE of MINE" Beach VIlla

East End cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Children's pool, Rental types

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Price per night from

$373

MoHills Cottages of Montego Bay - Beautiful & Authentic Jamaican Cottage

Montego Bay cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Children's pool, Rental types

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Price per night from

$148

MoHills Cottages of Montego Bay - Lovely Vacation Cottage in Jamaica!

Montego Bay cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Children's pool, Rental types

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Price per night from

$182

Bahia - Charming beach cottage, with loft, and large garden

Runaway Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Children's pool, Rental types

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Price per night from

$298

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