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Villas Cayman Islands

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63 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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$1,719

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

Cayman Brac villa

3 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 22 minutes

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$398

Beautiful Sea Dreams Villa

Cayman Brac villa

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 8 minutes

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$204

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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$451

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

Rum Point villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 52 minutes

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$224

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

West End villa

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 9 minutes

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$166

Queen Room + Bath (Hibiscus Room)

George Town villa

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 48 minutes

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$155

Palm Heights Residents #5

Camana Bay villa

3 bedrooms / 3 bathrooms / sleeps 6

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$260

Morning Glory

Savannah villa

7 bedrooms / 6 bathrooms / sleeps 14

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$1,450

Lime Tree Villa

Camana Bay villa

4 bedrooms / 3 bathrooms / sleeps 10

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$595

6 Bedroom Dramatic Oceanfront Estate with Private Beach

Breakers villa

6 bedrooms / 6 bathrooms / sleeps 16

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$3,149

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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$497

Addison & Lee Cayman Villa

George Town villa

6 bedrooms / 6 bathrooms / sleeps 14

Responds fast! avg. 2 hours 48 minutes

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$1,203

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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$495

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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$335

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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$3,869

Ultra-Cool 6-Bedroom Beachfront Mansion in Rum Point

Rum Point villa

5 bedrooms / 5 bathrooms / sleeps 18

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$3,289

Present Moment

Bodden Town villa

4 bedrooms / 4 bathrooms / sleeps 12

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$795

Serenity Sands

Bodden Town villa

2 bedrooms / 2 bathrooms / sleeps 4

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$285

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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$395

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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$2,860

3-Bedroom Luxury Villa on a Spectacular Cove Beach

George Town villa

3 bedrooms / 4 bathrooms / sleeps 6

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$1,549

Villa Bellagio

North Side villa

5 bedrooms / 5 bathrooms / sleeps 12

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$675

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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$285

Elegant, Coastal 7-Bedroom Estate w/ Private Beach

Rum Point villa

7 bedrooms / 9 bathrooms / sleeps 18

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$3,869

Queen Room + Bath (Bluebell Room)

George Town villa

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 48 minutes

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$155

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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Price per night from

$480

Northside Vista

North Side villa

4 bedrooms / 5 bathrooms / sleeps 10

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Price per night from

$475

Queen Suite (Daffodil Room )

George Town villa

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 48 minutes

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$212

Henry's Hideout

North Side villa

3 bedrooms / 2 bathrooms / sleeps 6

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$425

Morris Tortuga One bedroom

East End villa

1 bedroom / 1 bathroom / sleeps 4

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$194

Sprat Bay Luxury Villa

George Town villa

6 bedrooms / 6 bathrooms / sleeps 22

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$1,603

Luxury 4 Bed 4 Bath, Golf View, 5100+sf Villa, Seven Mile Beach Corridor, Cayman

Seven Mile Beach villa

4 bedrooms / 4 bathrooms / sleeps 8

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$1,935

Turtle House

Breakers villa

3 bedrooms / 3 bathrooms / sleeps 6

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$395

Castaway by the Sea - Cottage

Bodden Town villa

1 bedroom / 1 bathroom / sleeps 2

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$228

Oceanfront Villa with Amazing Views!

West Bay villa

3 bedrooms / 3 bathrooms / sleeps 9

“Incredible rental on the beach” We love this unit, the entire first floor is glass and around 10 feet from the beach, every single unit has a balcony overlooking the ocean as well. Pappagallo is located right next to Barkers National Park, so is the last large structure on the beach for over a mile if you turn right. Civilization is right down the road if you want it, but the West Bay lets you get out of the Seven Mile Beach bustle. Pappagallo is also one of the few complexes in West Bay with a a real sandy beach, iron shore (razor sharp coral) starts about .5 mile to the left and goes all the way around to Seven Mile Beach. We've stayed at a number of places in Cayman, but this one is our favorite.

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$494

Kirk Kove

North Side villa

2 bedrooms / 2 bathrooms / sleeps 6

“Wonderful stay on the cove” My wife and I and two children (ages 20 and 15) enjoyed a stay-cation at Kirk Kove. The villa was clean and well appointed with a large sandy beach with volleyball net, an enormous cabana with BBQ, and a boat dock. Despite initial problem with the WiFi not working (resolved after the technician finally turned up), and a few rusty door hinges, we had a glorious time enjoying early morning beach strolls, swims, (rented) paddle boarding and kayaking. We used our car to drive to restaurants at North Side and East End and our boat for trips to Hurley's for shopping and the sandbar for swims with the stingrays and the reef for snorkeling. All in all a wonderful relaxing get-away.

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$225

Queen Suite Deluxe + Kitchen (Marigold Room)

George Town villa

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 48 minutes

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Price per night from

$212

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