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Cayman Islands 2-bedroom Vacation Rentals, Condos & More - 50 Rentals Available.

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50 Vacation rentals

Filters applied: 2+ Bedrooms

(24)

1 / 34

North Side Villa

  • 3
  • 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool

$500

Excellent (24 reviews)

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from $500 / night

(41)

1 / 41

Rum Point House

  • 2
  • 6
  • 6 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$300

Excellent (41 reviews)

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from $300 / night

(14)

1 / 24

North Side Villa

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

$625

Excellent (14 reviews)

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from $625 / night

(36)

1 / 16

North Side Villa

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$259

Excellent (36 reviews)

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from $259 / night

(3)

1 / 7

North Side Villa

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$259

Very Good (3 reviews)

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from $259 / night

(12)

1 / 100

Little Cayman House

  • 8
  • 20
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

$400

Excellent (12 reviews)

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from $400 / night

(3)

1 / 8

North Side House

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$199

Very Good (3 reviews)

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from $199 / night

(4)

1 / 29

Seven Mile Beach Apartment

  • 3
  • 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$515

Excellent (4 reviews)

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from $515 / night

(1)

1 / 24

Rum Point Condo

  • 2
  • 7
  • 3 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$186

Excellent (1 reviews)

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from $186 / night

1 / 20

West Bay Villa

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $399 / night

1 / 22

George Town Condo

  • 3
  • 6
  • Min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Ask about children

from $850 / night

1 / 7

Bodden Town Cottage

  • 2
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning

from $121 / night

(1)

1 / 19

Rum Point Condo

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning
“The title says it all. A wonderful 3 week stay in this condo. The condo is very clean and has everything you need for a self-catering holiday. The location is a bit remote but well worth it. Beautiful views and a very quiet part of the island....”
- Review left on 02/04/2016

$200

Excellent (1 reviews)

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from $200 / night

(38)

1 / 39

Seven Mile Beach Condo

  • 2
  • 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

$270

Excellent (38 reviews)

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from $270 / night

(1)

1 / 9

Cayman Brac Townhouse

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$200

Excellent (1 reviews)

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from $200 / night

(6)

1 / 24

Seven Mile Beach Condo

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This was our fourth time to the island. We travelled with 4 other couples. This was one of the few places we could find where we could all stay together. This condo was beyond perfect for our group. Every detail of the condo was perfect. We enjoyed...”
- Review left on 10/22/2016

$857

Excellent (6 reviews)

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from $857 / night

(1)

1 / 37

George Town Villa

  • 6
  • 17
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“Seascape is everything a big group could want. An absolutely beautiful house, right on Seven Mile Beach. Yuri, the on site manager, is wonderful. You can walk to a beach bar, and some of the most wonderful restaurants are also within walking...”
- Review left on 07/14/2016

$1920

Excellent (1 reviews)

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from $1920 / night

1 / 43

Cayman Brac Apartment

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$170

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from $170 / night

(2)

1 / 6

Little Cayman Condo

  • 3
  • 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We stayed at this idyllic beach cottage in Little Cayman. With two separate cottages there was enough room and privacy for all of us (4 adults). You stepped out every morning on to your own private beach. Walking distance from all amenities....”
- Review left on 12/13/2016

$400

Excellent (2 reviews)

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from $400 / night

(2)

1 / 15

George Town Condo

  • 3
  • 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“We recently spent the week of New Years at Coconut Bay in this condo and had a great time. It was all we could ask for. Clean, lots of dishes and pots and pans and plenty of beach towels for our many visits to the beach. We were out and about each...”
- Review left on 01/06/2016

$250

Excellent (2 reviews)

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from $250 / night

(1)

1 / 11

Little Cayman Condo

  • 2
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning

$295

Excellent (1 reviews)

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from $295 / night

1 / 17

West End House

  • 3
  • 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$175

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from $175 / night

(1)

1 / 100

Rum Point Villa

  • 3
  • 6
  • Min stay varies
  • Child friendly
  • Air conditioning

$1000

Excellent (1 reviews)

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from $1000 / night

1 / 30

Rum Point Villa

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly

from $219 / night

(1)

1 / 24

Seven Mile Beach Condo

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“Harbor Heights #6 was great for our January getaway. Updated, clean, well-equipped and the great property location added to the enjoyment of Cayman! The kitchen was so great that we cooked in all but one night! The owners considered all needs when...”
- Review left on 01/10/2017

$315

Very Good (1 reviews)

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from $315 / night

1 / 24

Seven Mile Beach Condo

  • 4
  • 8
  • Min stay varies
  • Child friendly
  • Air conditioning

$1200

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from $1200 / night

1 / 25

Seven Mile Beach Condo

  • 4
  • 8
  • 14 nights min
  • Child friendly
  • Air conditioning

$1200

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from $1200 / night

1 / 30

Rum Point Villa

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

from $219 / night

1 / 20

Seven Mile Beach Condo

  • 4
  • 8
  • Min stay varies
  • Child friendly
  • Air conditioning

$1200

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from $1200 / night

1 / 34

Cayman Islands House

  • 3
  • 6
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

$549

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from $549 / night

1 / 34

Cayman Islands House

  • 3
  • 6
  • 7 nights min
  • Suitable for children age 5+
  • Air conditioning

$549

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from $549 / night

1 / 33

Cayman Islands House

  • 2
  • 6
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

$280

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from $280 / night

1 / 31

Cayman Islands House

  • 2
  • 6
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

$309

Book

from $309 / night

1 / 34

Cayman Islands House

  • 2
  • 1
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

$309

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from $309 / night

1 / 33

Cayman Islands House

  • 2
  • 6
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

$299

Book

from $299 / night

(1)

1 / 34

Cayman Islands House

  • 2
  • 6
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

$260

Excellent (1 reviews)

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from $260 / night

1 / 34

Cayman Islands House

  • 2
  • 6
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

$280

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from $280 / night

1 / 34

Cayman Islands House

  • 2
  • 6
  • 5 nights min
  • Suitable for children age 5+
  • Air conditioning

$329

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from $329 / night

1 / 33

Cayman Islands House

  • 2
  • 1
  • 5 nights min
  • Suitable for children age 5+
  • Air conditioning

$309

Book

from $309 / night

1 / 33

Cayman Islands House

  • 2
  • 6
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

$309

Book

from $309 / night