5 Best Little Cayman Villas on Holiday Lettings - Condos

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South Town
5 properties

Little Cayman

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29 Vacation rentals

(12) Excellent 

14

South Town Vacation villa rental

Little Cayman / South Town

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Sir Turtle Beach Villa defines Caribbean paradise. It sits on an exceptional stretch of private beachfront on the small and quiet island paradise of Little Cayman, with soft white sand to sink your feet into, an endless stretch of azure water to swim, kayak and snorkel, …see more

from $360 / night

$2,520 - $7,140 / week

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from $360 / night

(2) Excellent 

27

South Town Vacation apartment rental

Little Cayman / South Town

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Carib Sands Beach Resort is a striking vacation rental resort located on a sheltered white-sand beach on the south shore of Cayman Brac, Cayman Islands Experience some of the world's best diving while staying in exceptional comfort at the Carib Sands Beach Resort. T …see more

from $200 / night

$1,050 / week

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from $200 / night

24

Home rental in Little Cayman

Cayman Islands / Little Cayman

4 9 4 nights min

  • 4 bedrooms
  • Sleeps 9
  • 4 nights min
  • Nearest beach 0.001 mi
  • Child friendly
  • Air conditioning
BEACHCOMBERS' PARADISE: Enjoy spectacular sea views from our recently renovated fully furnished secluded beachfront house. This 4 bedroom single story 2000 square ft. ranch style house is situated just 40 feet from the water’s edge on a secluded reef protected sand bea …see more

from $320 / night

$2,200 - $2,875 / week

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from $320 / night

(1) Excellent 

8

Vacation home in Little Cayman

Cayman Islands / Little Cayman

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This brand new beach house provides unparallelled luxury in Little Cayman. With 3 bedrooms, 3 full baths and extra room for additional guests, it is the perfect place to bring families and friends for the ultimate Little Cayman experience. Situated on Charles' Bight, t …see more

from $700 / night

$4,900 / week

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from $700 / night

(5) Very Good 

13

Vacation villa in South Town

Little Cayman / South Town

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Walk directly from your classic beach cottage to the palm-shaded beach in one-of-a-kind Little Cayman, the smallest and most remote of the Cayman Islands. Blossom Village Cottage is a collection of three charming cottages in a unique configuration, with a “main” cottag …see more

from $225 / night

$1,575 - $4,340 / week

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from $225 / night

(7) Excellent 

16

Vacation villa in South Town

Little Cayman / South Town

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Air conditioning
Little Cayman Escape is a unique, 3-bedroom, 2-bath (sleeps 9) villa on the beach in charismatic Little Cayman—the smallest and least populated of the Cayman Islands. With its circular architecture (including wraparound terrace), secluded location, and big windows overl …see more

from $270 / night

$1,890 - $4,340 / week

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from $270 / night

9

Vacation condo in Little Cayman

Cayman Islands / Little Cayman

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
Luxury all the time and convenient only when you want it to be - The Club at Little Cayman provides you with the best of both. These 3-bedroom, 1-floor villas are impeccably decorated in soothing island colors that bring the essence of spectacular Caribbean beaches and …see more

from $400 / night

$2,800 - $3,500 / week

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from $400 / night

29

Home rental in South Town

Little Cayman / South Town

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
Salt Rocks Villa is positioned high on the rock shoreline with panoramic views of the Caribbean Sea. No neighbors as far as the eye can see and the only noises you will hear are the waves on the shoreline and the breeze gently blowing in the trees. You will love the vi …see more

from $295 / night

$1,950 / week

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from $295 / night