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Villas Cayman Islands

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75 villas

3 Bedroom Plus Den Beach Front Home in West Bay - Sleeps 10!

West Bay villa

3 bedrooms / 3 bathrooms / sleeps 10

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$1,145

“Everything about this place is first class!” 3 King Bed Beachfront Villa

Cayman Brac villa

3 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 26 minutes

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$403

Beautiful Sea Dreams Villa

Cayman Brac villa

2 bedrooms / 2 bathrooms / sleeps 4

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$212

Gorgeous Beachfront Villa, Azure Breeze #5

North Side villa

3 bedrooms / 2 bathrooms / sleeps 6

“What We Were Hoping It Would Be” No, really, we were hoping there would be oregano -- there was. We were hoping the knives would be sharp and that the dishwasher really washed dishes -- yup. We were hoping you really could snorkel out the back door and see fish you've only seen on TV and in aquariums -- absolutely. What we couldn't have hoped: that the cable would be wonky, I'd send an email, and ten minutes later the owner would call me personally to walk me through fixing it. That on a day too windy to go in the water, there would be so many things to do on the island (turtles, hikes, eating and eating and eating) that we wouldn't even care. Hopes exceeded. Such a great place to stay. Such a great owner. Clearly this is not a money-making investment. This is their second home that they let a few other lucky people use. I hope they rent this property as much as they can but always save some time for us.

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$383

SUMMER/FALL RATES DISCOUNTED!/OCEANFRONT VILLA ON PRIVATE SANDY BEACH!!

Rum Point villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 2 minutes

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$226

Turtle Crossing, a place to spread out and relax

West End villa

3 bedrooms / 3 bathrooms / sleeps 6

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$278

Lovely Stake Bay 'Sea Dreams Villa' w/Ocean Views!

Cayman Brac villa

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 20 minutes

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$167

Queen Room + Bath (Hibiscus Room)

George Town villa

1 bedroom / 1 bathroom / sleeps 2

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$157

Palm Heights Residents #5

Camana Bay villa

3 bedrooms / 3 bathrooms / sleeps 6

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$262

Morning Glory

Savannah villa

7 bedrooms / 6 bathrooms / sleeps 14

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$1,106

Lime Tree Villa

Camana Bay villa

4 bedrooms / 3 bathrooms / sleeps 10

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$598

6 Bedroom Dramatic Oceanfront Estate with Private Beach

Breakers villa

6 bedrooms / 6 bathrooms / sleeps 16

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$2,150

Grand Cayman Islands Ocean front Villa with 2 bedrooms and 2 baths

West Bay villa

2 bedrooms / 2 bathrooms / sleeps 6

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$453

Addison & Lee Cayman Villa

George Town villa

6 bedrooms / 6 bathrooms / sleeps 14

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$1,209

4-Bedroom Secluded Balinese Custom Home with Private Theatre

East End villa

4 bedrooms / 4 bathrooms / sleeps 10

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$1,778

Modern 11,000 sqft, 4 Story Beachfront Mega-Mansion

East End villa

6 bedrooms / 7 bathrooms / sleeps 23

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$2,150

Ocean Oasis

North Side villa

4 bedrooms / 3 bathrooms / sleeps 8

“GREAT PLACE” Really a great place for a family vacation. The pool was perfect for adults and our grandson age 21 mo. was perfect with the ledge area, so he could get in and play. The attractions were visited and very nice. Games , books and info of things to do and see were available. We had our Thanksgiving dinner by the pool on the beach and it was awesome.

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$498

Flip Flop Kai

North Side villa

3 bedrooms / 3 bathrooms / sleeps 8

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$453

Sea Magic

North Side villa

2 bedrooms / 2 bathrooms / sleeps 7

“Rum Point ... Sea Magic” Wonderful newly remodeled home with lots of amenities not the least of which is the huge hot tub. The house is located in a very quiet area of Rum Point yet very close to the Rum Point beach club. Would highly recommend and was very comfortable for our family of 6.

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$337

6-Bedroom Beachfront w/ 150' Pool, 2 Hot Tubs and 2 Fire Pit

George Town villa

6 bedrooms / 6 bathrooms / sleeps 16

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$2,873

Ultra-Cool 6-Bedroom Beachfront Mansion in Rum Point

Rum Point villa

5 bedrooms / 5 bathrooms / sleeps 18

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$2,512

Present Moment

Bodden Town villa

4 bedrooms / 4 bathrooms / sleeps 12

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$654

4-Bedroom Private, Modern Family Bungalow on Seven Mile

West Bay villa

5 bedrooms / 3 bathrooms / sleeps 12

“Private & Well Maintained” This is the second time we've rented Serenity Now, so that speaks for itself. We travel with another family, so there are four children under age eight between us. The house is extremely kid-friendly, especially the pool, sandy area to play, spacious kitchen and safety measures that have been taken throughout the house. The house is located at the end of Seven Mile Beach, which provides privacy and quiet. Yet, you are still conveniently close to a grocery store and several tourist attractions. The on-island contact, Sonya, is easily accessible, as she lives down the street. She was nice and attentive to us throughout our stay. The house is bright and comfortable. There is plenty of seating both inside and on the patio if you like to enjoy a few meals while you're there. We were pleasantly surprised at the addition of a new grill, fridge and cabinet area on the patio. It was fabulous! We only had a couple small frustrations...the ocean has encroached upon the small walk path along the sea wall that existed the last time we stayed, so it's impossible to get down to the beach from the back patio stairs. You have to walk a few hundred feet down the street to get beach access. Also, there is a new structure that is being built next to the house on the pool side. It obstructs the views we enjoyed last time we visited. By no means did these minor things ruin our week. It's heavenly to wake up to the sound of waves in the morning in a home that only enhances the paradise of Grand Cayman.

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$1,145

Serenity Sands

Bodden Town villa

2 bedrooms / 2 bathrooms / sleeps 4

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$252

Caribbean Paradise 9

George Town villa

3 bedrooms / 3 bathrooms / sleeps 6

“Beautiful location and comfortable accomodations” We usually stay at a timeshare on Seven Mile Beach, but this villa on the South Sound was so much more private and intimate. The villa is a comfortable three bedroom, three bath - two of the bedrooms have king beds, which is hard to find! The kitchen is well furnished. The back deck that looks onto the ocean was our favorite spot! The property manager, Bernie, was quite helpful and accessible. We won't be staying at a timeshare ever again when we come to the island! We plan on staying at this villa!!!

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$357

Coral Reef

Seven Mile Beach villa

7 bedrooms / 7 bathrooms / sleeps 25

“This beautiful home has everything you need!” We had a blast staying at Coral Reef. There were 6 adults and 2 kids (ages 9 & 13). There was plenty of room for hanging out, eating breakfast, playing games, swimming and playing on the beach. We never felt crowded or on top of each other. Truly appreciated the kayaks, paddle boards, wake boards and snorkeling gear that was right on site available to use. Didn't have to walk or drive anywhere to do activities - just dragged something out to the water and got going. Also was thankful a washer/dryer was there. The kitchen is stocked - don't worry about bringing spices or basics. The water is a little rough to enter due to the shells but once you get in it is wonderful. The house is just a short walk (5 min) up the beach to the Tiki Bar, a place known on the island for their jerk chicken and rum punch. Would love to return again soon.

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$2,874

3-Bedroom Luxury Villa on a Spectacular Cove Beach

George Town villa

3 bedrooms / 4 bathrooms / sleeps 6

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$774

4-Bedroom, Breezy, Ocean Estate with Rolling Surf Views

Bodden Town villa

4 bedrooms / 4 bathrooms / sleeps 10

“Beyond words...” That is what I say when people ask me how my vacation was!! As we pulled up to the gated driveway and opened the front door, we gazed straight through the home to the aqua marine ocean. We simply looked at each other and said, "wow"! Everything after that was the same...Wow!!! This home is beautiful from top to bottom, inside and out. It was perfect for our family, with the bedrooms on both sides to allow for the little ones to have their own quiet space. They were able to nap and sleep at night without the disruption from the rest of us being able to party into the evening! The master suite upstairs made me feel like a queen, listening to the waves off the private patio. The smooth transition on the main floor to the outdoors let us flow to the amazing patio and pool areas. We simply could not have asked for anything more. The outdoor kitchen let us hop out of the pool to grab drinks and also throw dinner on the grill without isolating the cook(thanks Papa). The attention to our needs was overwhelming from Sonya and Ray, the on-island managers. They were warm, welcoming, and filled with answers to any questions we had. A broken paddle to the kayak was delivered within hours of the phone call and the boys were back in the ocean. Every amenity imaginable was at our fingertips and I would go back there in a heartbeat!! It was summed up by my 4 year old grandson when he said, "Papa, can we please stay one more day?" When you book this...stay "one more day"!!! Carol, Dave, and family

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$774

Villa Bellagio

North Side villa

5 bedrooms / 5 bathrooms / sleeps 12

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$679

Little Cayman Escape

South Town villa

3 bedrooms / 2 bathrooms / sleeps 8

“Secluded” Great place to stay for seclusion. Went with 2 families of four with kids 8 to 11. Snorkeling and fishing good from shore. Can only enter water with water shows. Could use some outdoor lounge chairs, but house was great and clean.

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$272

Elegant, Coastal 7-Bedroom Estate w/ Private Beach

Rum Point villa

7 bedrooms / 9 bathrooms / sleeps 18

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$2,873

Queen Room + Bath (Bluebell Room)

George Town villa

1 bedroom / 1 bathroom / sleeps 2

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$157

Morritt's Tortuga Club: 2-Bedrooms, 2 Baths, Sleeps 6, Full Kitchen

East End villa

2 bedrooms / 2 bathrooms / sleeps 6

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$265

Northside Vista

North Side villa

4 bedrooms / 5 bathrooms / sleeps 10

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$402

Kai Zen: Luxury Seaside Villa in Cayman Kai with Tropical Trees,White Sandy

Rum Point villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 20 minutes

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$729

Shellen

East End villa

3 bedrooms / 2 bathrooms / sleeps 8

“Shellen is a fabulous vacation retreat!” Shellen was perfect for our family's needs and desires. The house is spacious, lovely and clean. The location took us away from the crowds of Seven Mile Beach and gave us the privacy and quiet space we were seeking. We enjoyed cooking dinners in the well-stocked kitchen. The snorkeling on the reef in front of the house was top notch. Renting paddle boards for the week gave us plenty of fun and adventure!

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$272

Queen Suite (Daffodil Room )

George Town villa

1 bedroom / 1 bathroom / sleeps 4

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$215

Henry's Hideout

North Side villa

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$427

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