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Vacation Rentals in Cayman Islands, Caribbean

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tiki house
Cayman Islands House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $178 - $450 /nt
    $986 - $4,000 /wk
    $2,000 - $6,000 /mth
 
 
 
 
 

7 reviews write a review

Original Island Beachfront Living
Cayman Islands Condo Rental Picture
  • bedrooms 1
  • community Cayman Kai
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $145 - $225 /nt
    $980 - $1,575 /wk
 
 
 
 
 

42 reviews write a review

Caymanease
Cayman Islands Villa Rental Picture
  • bedrooms 3
  • community
  • rental type Villa
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $3,500 - $5,500 /wk
 
 
 
 
 

21 reviews write a review

Rum Point New Beachfront Condo/The Laurelei
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • community North Pte Rum Point
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $220 - $320 /nt
    $1,540 - $2,240 /wk
 
 
 
 
 

18 reviews write a review

Cayman Reef Resort- # 21-Beachfront Condo-7 Mile Beach
Cayman Islands Condo Rental Picture
  • bedrooms 1
  • community Cayman Reef Resort
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $150 - $315 /nt
    $1,050 - $2,205 /wk
 
 
 
 
 

42 reviews write a review

Tortuga Kai
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • community Kaibo Yacht Club
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $160 - $310 /nt
    $1,190 - $1,960 /wk
 
 
 
 
 

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Harbour Heights #33 is 3B 3B ON 7 Mile Beach
Cayman Islands Condo Rental Picture
  • bedrooms 3
  • community Harbour Heights
  • rental type Condo
  • sleeps 6
  • baths 3
  • rates (USD) $450 - $645 /nt
    $2,992 - $3,950 /wk
    $3,500 - $14,995 /mth
 
 
 
 
 

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Hidden Cove
Cayman Islands Villa Rental Picture
  • bedrooms 6
  • community Cayman Kai/Rum Point
  • rental type Villa
  • sleeps 13
  • baths 5
  • rates (USD) $710 - $1,085 /nt
    $4,970 - $7,595 /wk
 
 
 
 
 

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Plantation Village
Cayman Islands Condo Rental Picture
  • bedrooms 3
  • community 7 mile beach
  • rental type Condo
  • sleeps 8
  • baths 2
  • rates (USD) $2,100 /wk
 
 
 
 
 

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Paradise Pointe
Cayman Islands Apartment Rental Picture
  • bedrooms 1
  • community
  • rental type Apartment
  • sleeps 2
  • baths 1
  • rates (USD) $120 - $140 /nt
    $780 - $945 /wk
    $2,990 - $3,600 /mth
 
 
 
 
 

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Emerald Beach Club Unit #2
Cayman Islands Condo Rental Picture
  • bedrooms 3
  • community South Sound
  • rental type Condo
  • sleeps 6
  • baths
  • rates (USD) $450 /nt
    $2,700 /wk
    $10,000 /mth
 
 
 
 
 

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Turtle Run
Cayman Islands House Rental Picture
  • bedrooms 3
  • community South Side
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $150 - $200 /nt
    $1,000 - $1,400 /wk
    $3,000 - $4,000 /mth
 
 
 
 
 

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Ocean Paradise - 3bdr Beach Front Vacation Homes
Cayman Islands House Rental Picture
  • bedrooms 3
  • community Rum Point Community
  • rental type House
  • sleeps 8
  • baths 3
  • rates (USD) $254 - $850 /nt
 
 
 
 
 

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Rainbow's End - A Beautiful, Upscale Beach Front Home
Cayman Islands House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • sleeps 14
  • baths 4
  • rates (USD) $650 - $1,360 /nt
    $4,500 - $9,500 /wk
 
 
 
 
 

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Treasure Island Time
Cayman Islands Condo Rental Picture
  • bedrooms 3
  • community Treasure Island
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $390 - $590 /nt
    $2,700 - $4,200 /wk
    $10,800 - $16,800 /mth
 
 
 
 
 

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Seven Mile Beach Condo
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • community Discovery Point Club
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $300 - $565 /nt
    $1,500 - $4,000 /wk
    $5,000 - $7,000 /mth
 
 
 
 
 

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White Sands Condominiums #16 - The Beach is Unbelievable!
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • community Seven Mile Beach
  • rental type Condo
  • sleeps 5
  • baths 2
  • rates (USD) $235 - $390 /nt
    $1,645 - $2,730 /wk
 
 
 
 
 

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Cloud Nine - Luxurious Rum Point Beach Front and Bioluminescent Bay
Cayman Islands Townhome Rental Picture
  • bedrooms 2
  • rental type Townhome
  • owner badgeowner badge
  • sleeps 7
  • baths
  • rates (USD) $275 - $425 /nt
    $1,925 - $2,975 /wk
 
 
 
 
 

15 reviews write a review

5BR-Coral Kai: 5 BR / 5.0 BA villa in Grand Cayman, Sleeps 10
Cayman Islands Villa Rental Picture
  • bedrooms 5
  • rental type Villa
  • owner badgeowner badge
  • sleeps 10
  • baths 5
  • rates (USD) $1,415 - $1,975 /nt
    $9,905 - $13,825 /wk
 
 
 
 
 

4 reviews write a review

thinking about relaxing, swimming, peace & quiet Winta Cottage offers that
Cayman Islands House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $200 - $300 /nt
    $800 - $1,500 /wk
    $2,500 - $3,000 /mth
 
 
 
 
 

17 reviews write a review

Oceanfront Luxury! Wifi, Cable, Diving, Free Calling to US and Canada!
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $200 - $325 /nt
    $1,399 - $1,699 /wk
    $4,999 - $6,500 /mth
 
 
 
 
 

23 reviews write a review

Fully Renovated 1 Br Beachfront Condo Next To Kaibo Yacht Club
Cayman Islands Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $200 - $300 /nt
    $1,300 - $2,100 /wk
 
 
 
 
 

4 reviews write a review

Oceanfront Luxury Villa, Seven Mile Beach
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $225 - $625 /nt
    $6,750 /mth
 
 
 
 
 

50 reviews write a review

Luxury Beachfront Villa with Pool and Spa! 4BR 'Present Moment'
Cayman Islands House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths 4
  • rates (USD) $921 - $1,707 /nt
    $11,950 /wk
 
 
 
 
 

6 reviews write a review

Mother's Day - Spring Special - Private Villa on the Water - Wonderful Getaway
Cayman Islands Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • sleeps 8
  • baths 3
  • rates (USD) $375 - $675 /nt
    $3,150 - $4,725 /wk
 
 
 
 
 

9 reviews write a review

Cayman Brac 4 bedroom beach front home rental
Cayman Islands House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $150 - $200 /nt
    $1,400 /wk
    $5,300 /mth
 
 
 
 
 

4 reviews write a review

Kaibo Sunset Condo B17- Beach Front Luxury Condo Best Choice every year!!!
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $225 - $325 /nt
    $2,275 /wk
 
 
 
 
 

25 reviews write a review

Fully Renovated Luxury 2 Bedroom Condo On 7 Mile Beach - Discovery Point #10
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $380 - $740 /nt
    $5,180 /wk
 
 
 
 
 

13 reviews write a review

Rent Directly From The Owner and Save $$$$
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $225 - $400 /nt
    $2,800 /wk
 
 
 
 
 

10 reviews write a review

Northern 7MB Ground Floor/Oceanfront DPC#23...Email for Specials
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $380 /nt
 
 
 
 
 

27 reviews write a review

THE HAVEN AT CAYMAN KAI SEA LODGE--PEACEFUL, BEAUTIFUL, OCEAN FRONT
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $165 - $265 /nt
    $1,155 - $1,855 /wk
    $3,600 - $5,700 /mth
 
 
 
 
 

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Beachfront Cayman Retreat - Gorgeous Sandy Beach and Crystal Clear Blue Water
Cayman Islands Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $210 - $325 /nt
    $1,260 - $1,960 /wk
 
 
 
 
 

5 reviews write a review

Great Scuba Diving And Snorkeling
Cayman Islands House Rental Picture
  • bedrooms 2
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $1,400 - $1,750 /wk
 
 
 
 
 

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No Big Ting - Luxury Three Bedroom Beach House in Grand Cayman
Cayman Islands Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $425 - $600 /nt
    $2,750 - $3,975 /wk
    $8,500 - $12,000 /mth
 
 
 
 
 

13 reviews write a review

Coral Loft - Casual Living With a Luxurious Twist
Cayman Islands House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 10
  • baths
  • rates (USD) $575 - $775 /nt
    $3,750 - $5,300 /wk
 
 
 
 
 

4 reviews write a review

Beachfront (on the Water) with Stunning View!
Cayman Islands Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 7
  • baths 2
  • rates (USD) $365 - $625 /nt
 
 
 
 
 

15 reviews write a review

ESCAPE TO BEACHFRONT PARADISE! FROM $99.00/NT BEST VALUE! GUARANTEED!!
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $100 - $180 /nt
    $700 /wk
    $3,000 /mth
 
 
 
 
 

31 reviews write a review

YOU'VE ARRIVED! BREATHTAKING LUXURY BEACHFRONT VILLA, FROM $99.99/nt
Cayman Islands Villa Rental Picture
  • bedrooms 1
  • rental type Villa
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $99 - $180 /nt
 
 
 
 
 

16 reviews write a review

Beachfront Condo on Gorgeous Seven Mile Beach...Just Perfect!
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $315 - $490 /nt
    $2,205 - $3,430 /wk
 
 
 
 
 

55 reviews write a review

Cayman Blessings 2 Bdrm Condo - Beachfront
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 8
  • baths 2
  • rates (USD) $275 - $393 /nt
    $1,850 - $2,750 /wk
 
 
 
 
 

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1 BR 1BA Cayman Reef Resort#5 7 Mile Beach Grand Cayman is
Cayman Islands Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $205 - $325 /nt
    $2,275 /wk
 
 
 
 
 

4 reviews write a review

7BR-Crystal Blue: 7 BR / 7.0 BA villa in Grand Cayman, Sleeps 18
Cayman Islands Villa Rental Picture
  • bedrooms 7
  • rental type Villa
  • owner badgeowner badge
  • sleeps 18
  • baths 7
  • rates (USD) $990 - $1,990 /nt
    $6,930 - $13,930 /wk
 
 
 
 
 

2 reviews write a review

London House: Condo on 7 Mile Beach! Ground Floor, Ocean Patio
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD)
 
 
 
 
 

2 reviews write a review

Affordable Luxury Condo on Private Section of 7 Mile Beach
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD)
 
 
 
 
 

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London House: Ultimate Penthouse on World-Famous 7 Mile Beach
Cayman Islands Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • sleeps 6
  • baths 0
  • rates (USD)
 
 
 
 
 

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London House: Ultimate Luxury Condo on World-Famous 7 Mile Beach
Cayman Islands Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD)
 
 
 
 
 

2 reviews write a review

Fully Renovated, Breathtaking Ocean Front on 7 Mb- Discovery Point Club #14
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD)
 
 
 
 
 

16 reviews write a review

Beachfront - #16 The Retreat at Rum Point -Gorgeous White Sandy Beach!
Cayman Islands Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 1
  • rates (USD) $225 - $375 /nt
    $1,575 - $2,625 /wk
 
 
 
 
 

34 reviews write a review

Beautiful Ocean Front Sea Lodge in Cayman Kai
Cayman Islands Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $150 - $250 /nt
    $1,050 - $1,750 /wk
 
 
 
 
 

7 reviews write a review

4BR-Christmas Palms: 4 BR / 4.0 BA villa in Grand Cayman, Sleeps 10
Cayman Islands Villa Rental Picture
  • bedrooms 4
  • rental type Villa
  • owner badgeowner badge
  • sleeps 10
  • baths 4
  • rates (USD) $707 - $1,135 /nt
    $4,949 - $7,945 /wk
 
 
 
 
 

22 reviews write a review

BEACHFRONT Condo -- Retreat at Rum Point #33 - 7th night free
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths
  • rates (USD) $320 - $450 /nt
    $1,900 - $3,000 /wk
 
 
 
 
 

60 reviews write a review

Luxury Estate 4,600 Sqft Beach Home with Guest House and Pool!
Cayman Islands Estate Rental Picture
  • bedrooms 5
  • rental type Estate
  • owner badgeowner badge
  • sleeps 15
  • baths
  • rates (USD) $400 - $550 /nt
    $2,800 - $3,000 /wk
    $9,500 - $10,500 /mth
 
 
 
 
 

47 reviews write a review

MAY AVAILABLE-'Sun Cloud' - 5BR Family-Friendly Oceanfront Luxury Villa - Unbeatable Location, 15% Discount for trips booked before end of April!
Cayman Islands House Rental Picture
  • bedrooms 5
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths 5
  • rates (USD) $899 - $1,399 /nt
    $6,293 - $9,793 /wk
    $26,970 - $41,970 /mth
 
 
 
 
 

11 reviews write a review

Affordable Kaibo Yacht Club Cayman Condo 1
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $250 /nt
    $1,100 - $1,600 /wk
 
 
 
 
 

24 reviews write a review

Island Sunset NEWLY REMODELED voted best rental year after year!!
Cayman Islands House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths
  • rates (USD) $275 - $450 /nt
    $3,150 /wk
 
 
 
 
 

9 reviews write a review

MoonLight Kai, Oceanfront Condo at Kaibo Yacht Club Phase II
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $170 - $250 /nt
    $1,190 - $1,750 /wk
    $5,000 - $5,100 /mth
 
 
 
 
 

8 reviews write a review

'Cayman Breeze' Luxury Beachfront Condo at Rum Point/Cayman Kai
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $200 - $285 /nt
    $1,400 - $2,000 /wk
    $3,500 - $6,000 /mth
 
 
 
 
 

7 reviews write a review

Closest 1 Bedroom To Ocean On Seven Mile Beach Cayman Reef Resort #32
Cayman Islands Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $215 - $425 /nt
    $1,505 - $2,975 /wk
 
 
 
 
 

14 reviews write a review

Lowest Priced 3BR Condo on Seven Mile Beach - Cayman Reef Resort #12
Cayman Islands Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $375 - $575 /nt
    $2,625 - $4,025 /wk
 
 
 
 
 

37 reviews write a review

Ocean Front Condo in Seven Mile Beach - Cayman Reef Resort #29
Cayman Islands Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $450 - $675 /nt
    $3,150 - $4,725 /wk
 
 
 
 
 

16 reviews write a review

Best priced 1 bedroom on Seven Mile Beach Cayman Reef Resort #50
Cayman Islands Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $195 - $375 /nt
    $1,365 - $2,625 /wk
 
 
 
 
 

42 reviews write a review

Beachfront Seven Mile Beach Condo - Renovated 2013 (#33)
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $380 - $740 /nt
    $5,180 /wk
 
 
 
 
 

1 reviews write a review

Click on me, you will not be disappointed. Cayman Reef Resort #56
Cayman Islands Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 7
  • baths 2
  • rates (USD) $450 - $675 /nt
    $3,150 - $4,725 /wk
 
 
 
 
 

33 reviews write a review

Beach View Property On Pristine Seven Mile beach
Cayman Islands Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $205 - $300 /nt
 
 
 
 
 

1 reviews write a review

Grand Cayman - Seven Mile Beach Condo
Cayman Islands Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 1
  • rates (USD)
 
 
 
 
 

4 reviews write a review

LOOK NO FURTHER: Ultra-Luxury 4 Bed 4 Bath Seven Mile Beach Condo
Cayman Islands Condo Rental Picture
  • bedrooms 4
  • rental type Condo
  • sleeps 10
  • baths 4
  • rates (USD) $750 /nt
 
 
 
 
 

8 reviews write a review

Coco Kai - Oceanfront - 6 Bedroom 6 and Half Bath - Privacy
Cayman Islands House Rental Picture
  • bedrooms 6
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths
  • rates (USD)
 
 
 
 
 

13 reviews write a review

Ocean View From Every Room / Pool and Hot Tub
Cayman Islands Townhome Rental Picture
  • bedrooms 2
  • rental type Townhome
  • owner badgeowner badge
  • sleeps 6
  • baths
  • rates (USD) $170 /nt
    $1,100 /wk
    $3,260 /mth
 
 
 
 
 

5 reviews write a review

Caymanchillin, a Villa on the Sea - Grand Cayman
Cayman Islands Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • owner badgeowner badge
  • sleeps 6
  • baths
  • rates (USD) $443 /nt
    $9,000 /mth
 
 
 
 
 

2 reviews write a review

Direct Oceanfront, First Floor on the Beach, Quiet and Secluded Rum Point area
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $230 - $290 /nt
    $1,600 - $2,000 /wk
 
 
 
 
 

7 reviews write a review

Luxury Oceanfront Home with Infinity Pool 4BR 'In Harmony'
Cayman Islands House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths 4
  • rates (USD) $921 - $1,707 /nt
    $11,950 /wk
 
 
 
 
 

5 reviews write a review

Oceanfront-Best Price on 7 Mile Beach-1 Bed-Cayman Reef Resort # 21
Cayman Islands Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $150 - $315 /nt
    $1,050 - $1,505 /wk
 
 
 
 
 

42 reviews write a review

Incredible Top Floor Ocean View on 7 mile beach, Best Price
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $275 - $400 /nt
 
 
 
 
 

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Oceanfront, Ground Floor, Discovery Point Club #29..........
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 5
  • baths 2
  • rates (USD)
 
 
 
 
 

1 reviews write a review

Family Friendly Villa In Heart Of Most Sought After Area In Grand Cayman
Cayman Islands Villa Rental Picture
  • bedrooms 6
  • rental type Villa
  • sleeps 14
  • baths 5
  • rates (USD) $568 - $1,085 /nt
    $3,976 - $7,595 /wk
 
 
 
 
 

2 reviews write a review

Oceanfront 3BR on 7MB Patio & Views
Cayman Islands Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $299 - $629 /nt
 
 
 
 
 

20 reviews write a review

Oceanfront at Discovery Point Club- Email for Specials!
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $380 - $740 /nt
    $5,180 /wk
 
 
 
 
 

40 reviews write a review

Ultimate Beachfront Oceanfront Penthouse W Unbeatable Views!!
Cayman Islands Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 7
  • baths 2
  • rates (USD) $406 - $1,299 /nt
    $2,842 - $9,093 /wk
 
 
 
 
 

18 reviews write a review

Luxury Villa with Private Beach and Private Pool Overlooking Caribbean Ocean
Cayman Islands Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • owner badgeowner badge
  • sleeps 10
  • baths 3
  • rates (USD) $1,000 - $1,100 /nt
    $25,500 - $28,500 /mth
 
 
 
 
 

2 reviews write a review

Oceanfront Luxury Cottage on 1200 Feet of Private Beach with Private Pool
Cayman Islands Cottage Rental Picture
  • bedrooms 0
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $800 - $900 /nt
    $21,000 - $24,000 /mth
 
 
 
 
 

8 reviews write a review

Cayman Cottage within the 'GOLDEN MILE'
Cayman Islands Cottage Rental Picture
  • bedrooms 1
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 3
  • baths 1
  • rates (USD) $132 - $150 /nt
    $925 /wk
 
 
 
 
 

10 reviews write a review

Almond Beach Hideaway - Beachfront Villa
Cayman Islands House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 7
  • baths 2
  • rates (USD) $185 /nt
    $1,150 /wk
    $3,450 /mth
 
 
 
 
 

2 reviews write a review

Ocean View Villa offering peace and tranquility.
Cayman Islands Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $300 - $514 /nt
    $2,100 - $3,600 /wk
    $7,650 - $13,550 /mth
 
 
 
 
 

15 reviews write a review

Majestic Private Home On Seven Mile Beach
Cayman Islands Villa Rental Picture
  • bedrooms 6
  • rental type Villa
  • sleeps 14
  • baths 5
  • rates (USD) $2,000 - $4,000 /nt
    $11,900 - $19,900 /wk
 
 
 
 
 

3 reviews write a review

Grand Cayman Beach-Front Villa for Rent
Cayman Islands Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • owner badgeowner badge
  • sleeps 10
  • baths
  • rates (USD) $400 - $700 /nt
    $1,925 - $3,975 /wk
 
 
 
 
 

22 reviews write a review

Tripadvisor Award Winner 3 Years Running 2011-12-13! -Regal Beach Club #523
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $375 - $600 /nt
    $2,500 - $4,200 /wk
    $8,100 - $10,200 /mth
 
 
 
 
 

44 reviews write a review

Oceanfront, Tortuga Kai Condo at Kaibo Yacht Club, Cayman Kai
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $160 - $310 /nt
    $2,170 /wk
 
 
 
 
 

3 reviews write a review

Summer Special Stunning 3BR Penthouse Condo Overlooking the Ocean at Rum Point
Cayman Islands Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • sleeps 6
  • baths
  • rates (USD) $300 - $650 /nt
    $2,000 - $4,500 /wk
 
 
 
 
 

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Luxury Beachfront Home on 7 Mile Beach with Pool! 5BR 'Serenity Now'
Cayman Islands Villa Rental Picture
  • bedrooms 5
  • rental type Villa
  • owner badgeowner badge
  • sleeps 11
  • baths 3
  • rates (USD) $1,064 - $1,993 /nt
    $13,950 /wk
 
 
 
 
 

26 reviews write a review

Ocean Front Condo on Seven Mile Beach!
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $275 - $420 /nt
    $1,820 - $2,800 /wk
    $5,600 - $9,240 /mth
 
 
 
 
 

72 reviews write a review

Private Oceanfront Home W/Large Lanai, Pool and Cabana
Cayman Islands House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $215 - $235 /nt
    $1,645 /wk
    $5,700 /mth
 
 
 
 
 

22 reviews write a review

Luxury 3bed 3bath Vacation Rentals near Rum Point
Cayman Islands House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $299 - $850 /nt
    $5,950 /wk
 
 
 
 
 

36 reviews write a review

Relax in Cayman Casual style. Modern convenience in a quiet beachfront setting.
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $215 - $300 /nt
    $1,400 - $2,100 /wk
    $4,200 - $5,000 /mth
 
 
 
 
 

13 reviews write a review

The best Seven Mile Beach 1st Floor (End Unit) 2 Bedroom Condo/Villa
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $425 - $650 /nt
    $2,800 - $4,200 /wk
    $10,500 /mth
 
 
 
 
 

3 reviews write a review

5BR-Picture Perfect: 5 BR / 5.0 BA villa in Grand Cayman, Sleeps 12
Cayman Islands Villa Rental Picture
  • bedrooms 5
  • rental type Villa
  • sleeps 12
  • baths 5
  • rates (USD) $750 - $1,125 /nt
    $5,250 - $7,875 /wk
 
 
 
 
 

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Private Ultra Luxury Oceanfront Home in Cayman Kai
Cayman Islands House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 8
  • baths
  • rates (USD) $679 /nt
 
 
 
 
 

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Regal Beach Club - Luxury 2-3 bedrooms directy on 7 Mile Beach
Cayman Islands Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • sleeps 6
  • baths 3
  • rates (USD) $375 - $650 /nt
    $4,550 /wk
 
 
 
 
 

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Deluxe Beachfront Private Villa with Pool & Jetted Spa
Cayman Islands House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths
  • rates (USD) $4,599 - $6,902 /wk
    $12,000 /mth
 
 
 
 
 

5 reviews write a review

5BR-Villa Bellagio: 5 BR / 5.0 BA villa in Grand Cayman, Sleeps 12
Cayman Islands Villa Rental Picture
  • bedrooms 5
  • rental type Villa
  • owner badgeowner badge
  • sleeps 12
  • baths 5
  • rates (USD) $850 - $1,495 /nt
    $5,950 - $10,465 /wk
 
 
 
 
 

37 reviews write a review

5BR-Sea Grape: 5 BR / 4.0 BA villa in Grand Cayman, Sleeps 10
Cayman Islands Villa Rental Picture
  • bedrooms 5
  • rental type Villa
  • sleeps 10
  • baths 4
  • rates (USD) $565 - $850 /nt
    $3,955 - $5,950 /wk
 
 
 
 
 

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4BR-Villa Caymanas: 4 BR / 5.0 BA villa in Grand Cayman, Sleeps 8
Cayman Islands Villa Rental Picture
  • bedrooms 4
  • rental type Villa
  • sleeps 8
  • baths 5
  • rates (USD) $745 - $1,095 /nt
    $5,215 - $7,665 /wk
 
 
 
 
 

1 reviews write a review

3BR-Crystal Cove: 3 BR / 3.0 BA villa in Grand Cayman, Sleeps 6
Cayman Islands Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • sleeps 6
  • baths 3
  • rates (USD) $785 - $1,215 /nt
    $5,495 - $8,505 /wk
 
 
 
 
 

1 reviews write a review

Welcome To The Private Side, Private Pool, Private Chef, Private Beach
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $285 - $460 /nt
    $1,715 - $2,254 /wk
    $5,550 - $7,260 /mth
 
 
 
 
 

13 reviews write a review

Brand New To The Market-regal Beach Resort #522-available January 2014
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $375 - $600 /nt
    $2,500 - $4,200 /wk
 
 
 
 
 

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Sundial Cove on Cayman Brac
Cayman Islands House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $235 /nt
    $1,600 /wk
 
 
 
 
 

10 reviews write a review

'Rum & Kai' Beach Front 1 Bedroom - Rum Point, Grand Cayman
Cayman Islands Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $210 - $325 /nt
    $1,260 - $1,950 /wk
 
 
 
 
 

35 reviews write a review

6BR-Villa Mora: 6 BR / 7.0 BA villa in Grand Cayman, Sleeps 16
Cayman Islands Villa Rental Picture
  • bedrooms 6
  • rental type Villa
  • sleeps 16
  • baths 7
  • rates (USD) $1,700 - $2,850 /nt
    $11,900 - $19,950 /wk
 
 
 
 
 

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6BR-Moon Kai: 6 BR / 7.0 BA villa in Grand Cayman, Sleeps 14
Cayman Islands Villa Rental Picture
  • bedrooms 6
  • rental type Villa
  • owner badgeowner badge
  • sleeps 14
  • baths 7
  • rates (USD) $2,125 - $3,450 /nt
    $14,875 - $24,150 /wk
 
 
 
 
 

3 reviews write a review

5BR-Two Rainbows: 5 BR / 4.0 BA villa in Grand Cayman, Sleeps 10
Cayman Islands Villa Rental Picture
  • bedrooms 5
  • rental type Villa
  • sleeps 10
  • baths 4
  • rates (USD) $995 - $1,625 /nt
    $6,965 - $11,375 /wk
 
 
 
 
 

1 reviews write a review

4BR-Mahogany Cove: 4 BR / 4.0 BA villa in Grand Cayman, Sleeps 12
Cayman Islands Villa Rental Picture
  • bedrooms 4
  • rental type Villa
  • owner badgeowner badge
  • sleeps 12
  • baths 4
  • rates (USD) $465 - $710 /nt
    $3,255 - $4,970 /wk
 
 
 
 
 

2 reviews write a review

3BR-Fishbones: 3 BR / 2.0 BA villa in Grand Cayman, Sleeps 6
Cayman Islands Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • sleeps 6
  • baths 2
  • rates (USD) $565 - $990 /nt
    $3,955 - $6,930 /wk
 
 
 
 
 

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2BR-We'll Sea: 2 BR / 2.0 BA house in Grand Cayman, Sleeps 4
Cayman Islands House Rental Picture
  • bedrooms 2
  • rental type House
  • sleeps 4
  • baths 2
  • rates (USD) $425 - $675 /nt
    $2,975 - $4,725 /wk
 
 
 
 
 

1 reviews write a review

2BR-Sea Beauty: 2 BR / 2.0 BA villa in Grand Cayman, Sleeps 6
Cayman Islands Villa Rental Picture
  • bedrooms 2
  • rental type Villa
  • sleeps 6
  • baths 2
  • rates (USD) $275 - $350 /nt
    $1,975 - $2,450 /wk
    $5,250 /mth
 
 
 
 
 

2 reviews write a review

2BR-Conch'ed Out: 2 BR / 2.0 BA villa in Grand Cayman, Sleeps 6
Cayman Islands Villa Rental Picture
  • bedrooms 2
  • rental type Villa
  • sleeps 6
  • baths 2
  • rates (USD) $380 - $500 /nt
    $2,660 - $3,500 /wk
 
 
 
 
 

1 reviews write a review

Your Oceanside Retreat Awaits!
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $215 - $295 /nt
    $1,430 - $1,994 /wk
 
 
 
 
 

21 reviews write a review

3BR-Casuarina Cove: 3 BR / 3.5 BA villa in Cayman Kai, Sleeps 6
Cayman Islands Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • sleeps 6
  • baths
  • rates (USD) $600 - $850 /nt
    $4,200 - $5,950 /wk
 
 
 
 
 

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Oceanfront 3BR w/Amazing Views, Snorkeling and Shore Diving -- 5 mins to SMB!!
Cayman Islands Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 7
  • baths
  • rates (USD) $250 - $600 /nt
    $4,200 /wk
 
 
 
 
 

28 reviews write a review

5BR-Sun Salutations: 5 BR / 6.0 BA villa in Grand Cayman, Sleeps 14
Cayman Islands Villa Rental Picture
  • bedrooms 5
  • rental type Villa
  • owner badgeowner badge
  • sleeps 14
  • baths 6
  • rates (USD) $1,850 - $3,100 /nt
    $12,950 - $21,700 /wk
 
 
 
 
 

13 reviews write a review

5BR-Reef Romance: 5 BR / 6.0 BA villa in Grand Cayman, Sleeps 10
Cayman Islands Villa Rental Picture
  • bedrooms 5
  • rental type Villa
  • owner badgeowner badge
  • sleeps 10
  • baths 6
  • rates (USD) $995 - $1,710 /nt
    $6,965 - $11,970 /wk
 
 
 
 
 

7 reviews write a review

4BR-Villa Zara: 4 BR / 5.0 BA villa in Grand Cayman, Sleeps 8
Cayman Islands Villa Rental Picture
  • bedrooms 4
  • rental type Villa
  • owner badgeowner badge
  • sleeps 8
  • baths 5
  • rates (USD) $995 - $1,995 /nt
    $6,965 - $13,965 /wk
 
 
 
 
 

40 reviews write a review

4BR-Kai Vista: 4 BR / 3.0 BA villa in Grand Cayman, Sleeps 10
Cayman Islands Villa Rental Picture
  • bedrooms 4
  • rental type Villa
  • owner badgeowner badge
  • sleeps 10
  • baths 3
  • rates (USD) $780 - $1,350 /nt
    $5,460 - $9,450 /wk
 
 
 
 
 

13 reviews write a review

7BR-Cayman Castle: 7 BR / 7.0 BA villa in Grand Cayman, Sleeps 18
Cayman Islands Villa Rental Picture
  • bedrooms 7
  • rental type Villa
  • owner badgeowner badge
  • sleeps 18
  • baths 7
  • rates (USD) $1,700 - $2,850 /nt
    $11,900 - $19,950 /wk
 
 
 
 
 

12 reviews write a review

5BR-Cayman Sands: 5 BR / 5.0 BA villa in Grand Cayman, Sleeps 14
Cayman Islands Villa Rental Picture
  • bedrooms 5
  • rental type Villa
  • owner badgeowner badge
  • sleeps 14
  • baths 5
  • rates (USD) $850 - $1,565 /nt
    $5,950 - $10,955 /wk
 
 
 
 
 

14 reviews write a review

3BR-Mahogany Point: 3 BR / 3.0 BA villa in Grand Cayman, Sleeps 8
Cayman Islands Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $335 - $495 /nt
    $2,345 - $3,465 /wk
 
 
 
 
 

2 reviews write a review

Beachfront -Cayman Paradise on the Bay-Summer Special Deals Available!
Cayman Islands Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 3
  • rates (USD) $300 - $400 /nt
    $2,100 - $2,800 /wk
 
 
 
 
 

14 reviews write a review

Get Away To Romance And Relaxation
Cayman Islands Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 2
  • baths 1
  • rates (USD) $125 - $400 /nt
    $900 - $2,500 /wk
    $2,999 - $4,000 /mth
 
 
 
 
 

14 reviews write a review

Novel Retreat, Grand Cayman
Cayman Islands House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 8
  • baths 3
  • rates (USD) $675 - $1,100 /nt
    $7,700 /wk
 
 
 
 
 

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Caribbean Villa Ocean View 5 Cascading Pools 3 waterfalls
Cayman Islands Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • owner badgeowner badge
  • sleeps 8
  • baths 3.75
  • rates (USD)
 
 
 
 
 

4 reviews write a review

Grand Cayman Beach Home Seacliff Resort Homes
Cayman Islands House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths
  • rates (USD) $230 - $360 /nt
    $1,610 - $2,520 /wk
 
 
 
 
 

8 reviews write a review

Best Beach on the Island with Extra-Large Pool, Bikes & Kayaks. 2-16 ppl!!!
Cayman Islands Villa Rental Picture
  • bedrooms 3
  • rental type Villa
  • owner badgeowner badge
  • sleeps 16
  • baths
  • rates (USD) $100 - $150 /nt
    $1,050 /wk
 
 
 
 
 

26 reviews write a review

No Snow is a spacious, single level, beachfront house in quiet Cayman Kai.
Cayman Islands House Rental Picture
  • bedrooms 6
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths 4
  • rates (USD) $710 - $1,165 /nt
    $4,970 - $8,155 /wk
    $15,000 - $17,850 /mth
 
 
 
 
 

6 reviews write a review

Charming Caymanian Style Home with Private Pool
Cayman Islands House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 10
  • baths 3
  • rates (USD)
 
 
 
 
 

2 reviews write a review

Luxury 2 bdrm/2 bath- RATED EXCELLENT 2011 thru 2013 by TRIP ADVISOR
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD)
 
 
 
 
 

29 reviews write a review

Brand New Oceanfront Townhouse
Cayman Islands Townhome Rental Picture
  • bedrooms 2
  • rental type Townhome
  • owner badgeowner badge
  • sleeps 6
  • baths
  • rates (USD) $186 - $200 /nt
    $1,300 - $1,343 /wk
 
 
 
 
 

2 reviews write a review

RITZ CARLTON - Luxury Private Villa - IT's SIMPLY THE BEST!
Cayman Islands Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $23,000 /mth
 
 
 
 
 

5 reviews write a review

Located In Cayman Kai, A World-renowned Vacation
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 5
  • baths 2
  • rates (USD) $285 - $385 /nt
 
 
 
 
 

1 reviews write a review

Discovery Point Club #8 on Seven Mile Beach, Oceanfront-AMAZING!
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $380 - $585 /nt
 
 
 
 
 

10 reviews write a review

The DeckHouses at The Ritz-Carlton, Grand Cayman
Cayman Islands Villa Rental Picture
  • bedrooms 5
  • rental type Villa
  • sleeps 12
  • baths 3
  • rates (USD) $4,900 - $11,000 /nt
    $77,000 /wk
 
 
 
 
 

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'Laid Back on the Brac !' Tranquility and Beauty at it's Best
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 5
  • baths 2
  • rates (USD)
 
 
 
 
 

1 reviews write a review

'The Beachcomber' Unit #2, Seven Mile Beach, 3bed-3BA, Walkout
Cayman Islands Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • sleeps 6
  • baths 3
  • rates (USD) $650 /nt
    $4,310 /wk
    $17,970 /mth
 
 
 
 
 

1 reviews write a review

Oceanfront 2 BR Condo with amazing views of the bluff on the pristine East End
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $130 /nt
    $900 /wk
 
 
 
 
 

1 reviews write a review

Sunset Cove 2 BR Oceanview Condo on Seven Mile Beach
Cayman Islands Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 5
  • baths 2
  • rates (USD) $265 - $490 /nt
 
 
 
 
 

1 reviews write a review

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