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Villas North Side

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52 villas

Villa Emmanuel

North Side villa

5 bedrooms / 4 bathrooms / sleeps 10

“A fabulous week at Villa Emmanuel” Two families (4 adults 4 children ages 2-8) just returned from a wonderful week at Villa Emmanuel. The house was spacious with a nice pool and sandy beach area. There were some jelly fish and/or sea anemones that were stinging so beware. We tried to stay only on the sandy patch except when snorkeling. Snorkeling from the house we saw lobsters and a lion fish. The majority of homes on the inlet had their hurricane shutters up so we enjoyed privacy & tranquility. The kitchen has everything you need to prepare meals and the pool had rafts and toys. Additionally, there were some beach toys at the beach area. The views from the home are spectacular and the sunsets beautiful. Since it's a rental some of the furnishings are a bit worn, as are the pool and beach chairs but this didn't prevent us from having a wonderful time. The huge screened in porch is terrific and the upstairs master suite is amazing. Highly recommend this home and hope to get back soon!

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$995

Villa La Playa

North Side villa

4 bedrooms / 4 bathrooms / sleeps 9

“Perfect Paradise= La Playa” The perfect place for a family. An open floor plan made life easy to multitask and relax. Management was very responsive. We needed a coffee pot and before we could blink- we had a new machine. We wish we could have remained forever.

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$675

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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$285

Sea Magic

North Side villa

2 bedrooms / 2 bathrooms / sleeps 7

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$450

Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 2 Peach

North Side villa

3 bedrooms / 3 bathrooms / sleeps 8

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$526

Villa Bellagio

North Side villa

5 bedrooms / 5 bathrooms / sleeps 12

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$850

Beach Plum Villa

North Side villa

4 bedrooms / 4 bathrooms / sleeps 8

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$595

Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 4 Green

North Side villa

3 bedrooms / 3 bathrooms / sleeps 8

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$686

Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 3 Blue

North Side villa

3 bedrooms / 3 bathrooms / sleeps 8

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$526

Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 5 Yellow

North Side villa

3 bedrooms / 3 bathrooms / sleeps 8

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$686

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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$453

Great rentals within 20 miles that match your search

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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$441

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

Rum Point villa

3 bedrooms / 2 bathrooms / sleeps 6

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$229

Ocean Paradise # 5 Yellow - Affordable Luxury Home w/ pool

Rum Point villa

3 bedrooms / 3 bathrooms / sleeps 8

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$686

Mediterranean Villa

West Bay villa

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$286

Majestic Luxury Private Home On Seven Mile Beach

George Town villa

6 bedrooms / 5 bathrooms / sleeps 17

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$4,582

Castaway by the Sea - Cottage

Bodden Town villa

1 bedroom / 1 bathroom / sleeps 2

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$228

Lime Tree Villa. Canal Front

Seven Mile Beach villa

4 bedrooms / 3 bathrooms / sleeps 10

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$1,146

Sea Jewel, 2BR, 2BA, oceanview villa

West Bay villa

2 bedrooms / 2 bathrooms / sleeps 6

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$453

Morris Tortuga One bedroom

East End villa

1 bedroom / 1 bathroom / sleeps 4

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$287

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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$1,718

West Bay Grand Caymanian Resort 12/26/21-1/8/22 (can rent for 1 or 2 wks)

Seven Mile Beach villa

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 41 minutes

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$377

West Bay One Bedroom Villa at Grand Caymanian Resort weeks 12/26/21-1/2 &1/2-1/8

Seven Mile Beach villa

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 41 minutes

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$393

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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$3,459

3-Bedroom Luxury Villa on a Spectacular Cove Beach

George Town villa

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$1,379

Sprat Bay Luxury Villa

George Town villa

6 bedrooms / 6 bathrooms / sleeps 22

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Price per night from

$1,764

Caribbean Club - 2 Bedroom Villa at Seven Mile Beach - Book Now

Seven Mile Beach villa

2 bedrooms / 2 bathrooms / sleeps 4

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$2,500

King Suite Deluxe (Orchid Room)

George Town villa

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$212

DREAMY 2 BR OCEANFRONT VILLA WITH PRIVATE BEACH

Rum Point villa

2 bedrooms / 2 bathrooms / sleeps 4

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$453

Queen Suite Deluxe ( Iris Room)

George Town villa

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$212

Queen Suite Deluxe + Kitchen (Marigold Room)

George Town villa

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$212

Queen Room + Bath (Bluebell Room)

George Town villa

1 bedroom / 1 bathroom / sleeps 2

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$155

Queen Suite (Daffodil Room )

George Town villa

1 bedroom / 1 bathroom / sleeps 4

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$212

Queen Room + Bath (Hibiscus Room)

George Town villa

1 bedroom / 1 bathroom / sleeps 2

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$155

Addison & Lee Cayman Villa

George Town villa

6 bedrooms / 6 bathrooms / sleeps 14

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Price per night from

$1,203

Bit of Heaven: Perfect Beachfront Home w/Free Kayaks!

Rum Point villa

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 5 minutes

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$602

Pease Bay House: Luxury Beachfront Estate w/ Infinity Pool & Private Tennis

Bodden Town villa

6 bedrooms / 6 bathrooms / sleeps 12

Responds fast! avg. 3 hours 5 minutes

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Price per night from

$1,712

Maridadi

George Town villa

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$565

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