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378 Houses

48

Amazing beach villa, with free electric car to explore the island

Grand Cayman / West Bay

West Bay villa

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,141

Price per night from

$1,141

45

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

Grand Cayman / West Bay

West Bay villa

3 10 3 nights min

  • 3 bedrooms
  • sleeps 10
  • 3 nights min
  • Ask about children

Price per night from

$1,030

Price per night from

$1,030

(5) Very Good 

30

Calypso Cove #2 "Eagles Nest"

Grand Cayman / West Bay

West Bay apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach / lakeside relaxation
  • Air conditioning

Price per night from

$166

Responds fast!
avg. 2 hours 38 minutes

Price per night from

$166

(14) Excellent 

17

Cayman Beachfront at 22 Villas Pappagallo

Grand Cayman / West Bay

West Bay apartment

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Price per night from

$246

Price per night from

$246

4

GREAT SEASONAL DISCOUNTS! CAYMAN COTTAGE NEAR THE OCEAN.

Grand Cayman / West Bay

West Bay cottage

3 5 2 nights min

  • 3 bedrooms
  • sleeps 5
  • 2 nights min
  • Child Friendly

Price per night from

$315

Price per night from

$315

28

Coconut Bay #109

Grand Cayman / West Bay

West Bay apartment

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$215

Price per night from

$215

16

Updated 2 bedroom Ocean-Front Condo on the beach!

Grand Cayman / West Bay

West Bay condo

2 8 3 nights min

  • 2 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Ask about children

Price per night from

$475

Price per night from

$475

(15) Excellent 

24

CoCoCondo - Your Home Away from Home in the Caribbean

Grand Cayman / West Bay

West Bay apartment

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
“Great Place To Stay” The condo has everything we need. We are a family of six with two grown children and smaller children as well. This condo is nicely decorated and clean. The pool is just outside the patio which is so convenient especially with sm
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Price per night from

$401

Responds fast!
avg. 1 hour 16 minutes

Price per night from

$401

(24) Very Good 

102

Tiki House Grand Cayman, Seven Mile Beach Area

Grand Cayman / West Bay

West Bay house

4 6 1 night min

  • 4 bedrooms
  • sleeps 6
  • 1 night min
  • Nearest beach 0.16 mi
  • Child Friendly
  • Air conditioning
“Best girls' beach trip ever” This was my second time staying at Tiki House and the experience was wonderful both times. Everything one could possibly need in a vacation home is provided and just down the street is an enormous grocery store where one c
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Price per night from

$375

Responds fast!
avg. 2 hours 40 minutes

Price per night from

$375

(39) Excellent 

29

Cayman Sunset, Coconut Bay Oceanfront 3BR near SMB

Grand Cayman / West Bay

West Bay apartment

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“A wonderful place to stay” We had three generations staying in Cayman Sunset including grandparents and two teenagers for 8 days, It was a great location, with wonderful snorkeling just steps from the patio. Duncan next door was most helpful, and we h
…see more

Price per night from

$361

Price per night from

$361

(3) Excellent 

29

Calypso Cove #3 "Garden View"

Grand Cayman / West Bay

West Bay apartment

1 3 4 nights min

  • 1 bedroom
  • sleeps 3
  • 4 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$189

Responds fast!
avg. 2 hours 38 minutes

Price per night from

$189

(9) Very Good 

Certificate of Excellence

26

calypso cove #5 "Beach comber"

Grand Cayman / West Bay

West Bay apartment

2 6 4 nights min

  • 2 bedrooms
  • sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Certificate of Excellence

Price per night from

$258

Responds fast!
avg. 2 hours 38 minutes

Price per night from

$258

(6) Excellent 

25

calypso cove #7 "Beach comber"

Grand Cayman / West Bay

West Bay condo

2 6 4 nights min

  • 2 bedrooms
  • sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Air conditioning

Price per night from

$258

Responds fast!
avg. 2 hours 38 minutes

Price per night from

$258

21

Water's Edge #30

Grand Cayman / West Bay

West Bay apartment

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Ask about children
  • Ask about pets

Price per night from

$1,250

Price per night from

$1,250

(2) Very Good 

5

Divers true Paradise Huge 3 Bed 3.5 Bath Townhouse

Grand Cayman / West Bay

West Bay condo

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

Price per night from

$287

Price per night from

$287

(2) Very Good 

21

First Floor Oceanfront Condo in Top Location!

Grand Cayman / West Bay

West Bay apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

Price per night from

$258

Responds fast!
avg. 3 hours 29 minutes

Price per night from

$258

(1) Very Good 

38

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

Grand Cayman / West Bay

West Bay villa

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$441

Responds fast!
avg. 2 hours 24 minutes

Price per night from

$441

(4) Excellent 

18

Beach Is 37 Steps From Front Door!!!

Grand Cayman / West Bay

West Bay condo

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool

Price per night from

$314

Responds fast!
avg. 3 hours 26 minutes

Price per night from

$314

(29) Excellent 

38

WINTER SPECIAL - 4BR Seven Mile Beach - Serenity Now by Luxury Cayman Villas

Grand Cayman / West Bay

West Bay villa

5 12 3 nights min

  • 5 bedrooms
  • sleeps 12
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“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,
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Price per night from

$1,030

Price per night from

$1,030

(1) Very Good 

12

Cayman Island Splendor at the Iron Shore House

Grand Cayman / West Bay

West Bay guest house

3 2 min stay varies

  • 3 bedrooms
  • sleeps 2
  • min stay varies
  • Nearest beach 2 mi
  • Child Friendly
  • Air conditioning

Price per night from

$109

Responds fast!
avg. 5 minutes

Price per night from

$109

18

Westpoint townhome

Grand Cayman / West Bay

West Bay townhouse

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$217

Price per night from

$217

26

Sea Orchard Retreat by Grand Cayman Villas and Condos

Grand Cayman / West Bay

West Bay house

8 22 min stay varies

  • 8 bedrooms
  • sleeps 22
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,661

Responds fast!
avg. 2 hours 17 minutes

Price per night from

$1,661

25

Calypso Cove #1 (Divers Cave)

Grand Cayman / West Bay

West Bay apartment

1 3 4 nights min

  • 1 bedroom
  • sleeps 3
  • 4 nights min
  • Nearest beach 0 mi
  • Child Friendly
  • Car not necessary

Price per night from

$138

Responds fast!
avg. 2 hours 38 minutes

Price per night from

$138

(2) Excellent 

22

Beautiful 3 Story Divers Vacation Paradise!

Grand Cayman / West Bay

West Bay condo

3 7 5 nights min

  • 3 bedrooms
  • sleeps 7
  • 5 nights min
  • Child Friendly

Price per night from

$315

Responds fast!
avg. 2 hours 16 minutes

Price per night from

$315

15

Rocky Shore Villas

Grand Cayman / West Bay

West Bay apartment

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$126

Price per night from

$126

8

Amazing fully refurbished 2 bed 2 bath condo

Grand Cayman / West Bay

West Bay apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly

Price per night from

$229

Price per night from

$229

(15) Very Good 

20

Discovery Point #15

Grand Cayman / West Bay

West Bay apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Great spot, clean, on the beach” Stayed at Discovery Point #15 for the week. Rental staff were very friendly, punctual and helpful. Unit was clean with a lovely unobstructed view of the beach front. Pool was clean and there were plenty of recliners an
…see more

Price per night from

$180

Price per night from

$180

25

Pomegranate Cottage by Grand Cayman Villas and Condos

Grand Cayman / West Bay

West Bay house

2 7 min stay varies

  • 2 bedrooms
  • sleeps 7
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$413

Responds fast!
avg. 2 hours 17 minutes

Price per night from

$413

(9) Very Good 

33

Your Paradise Pointe of View

Grand Cayman / West Bay

West Bay apartment

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Air conditioning

Price per night from

$130

Price per night from

$130

(6) Excellent 

47

4BR on the Pool at Boggy Sands Club, Seven Mile Beach.

Grand Cayman / West Bay

West Bay condo

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool

Price per night from

$915

Responds fast!
avg. 2 hours 18 minutes

Price per night from

$915

13

Villas Pappagallo #5

Grand Cayman / West Bay

West Bay apartment

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$155

Price per night from

$155

(1) Excellent 

7

Calypso Cove #2 Oceanside

Grand Cayman / West Bay

West Bay condo

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$258

Responds fast!
avg. 2 hours 38 minutes

Price per night from

$258

25

Avocado Cottage by Grand Cayman Villas and Condos

Grand Cayman / West Bay

West Bay house

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$413

Responds fast!
avg. 2 hours 17 minutes

Price per night from

$413

24

Mango Cottage by Grand Cayman Villas and Condos

Grand Cayman / West Bay

West Bay house

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$413

Responds fast!
avg. 2 hours 17 minutes

Price per night from

$413

26

Papaya Cottage by Grand Cayman Villas and Condos

Grand Cayman / West Bay

West Bay house

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$413

Responds fast!
avg. 2 hours 17 minutes

Price per night from

$413

16

Calypso Cove "Oceanside" #1

Grand Cayman / West Bay

West Bay condo

2 6 4 nights min

  • 2 bedrooms
  • sleeps 6
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$373

Responds fast!
avg. 2 hours 38 minutes

Price per night from

$373

(16) Excellent 

27

Oceanfront Villa with Amazing Views!

Grand Cayman / West Bay

West Bay villa

3 9 3 nights min

  • 3 bedrooms
  • sleeps 9
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“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 l
…see more

Price per night from

$475

Price per night from

$475

(18) Very Good 

11

White Sands #9

Grand Cayman / West Bay

West Bay apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Ask about children
  • Air conditioning
“A few things I wish I had been able to read in a review before c” Finding our way for the airport to the condo was pretty straight forward and by that I mean there aren't too many turns for those who may be concerned with driving on the left side of t
…see more

Price per night from

$175

Price per night from

$175