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40 Houses

(2) Excellent 

27

# 115, Carib Sands Beach Resort - Cayman Brac

Little Cayman / South Town

South Town apartment

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool

Price per night from

$201

Price per night from

$201

(1) Excellent 

29

3 Bedroom Ocean Front - Salt Rocks Private Villa - Little Cayman

Little Cayman / South Town

South Town house

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Nearest beach 2 mi
  • Child Friendly
  • Air conditioning

Price per night from

$295

Price per night from

$295

(7) Excellent 

16

Little Cayman Escape

Little Cayman / South Town

South Town villa

3 9 min stay varies

  • 3 bedrooms
  • sleeps 9
  • min stay varies
  • Child Friendly
  • Air conditioning
“Secluded” Great place to stay for seclusion. Went with 2 families of four with kids 8 to 11. Snorkeling and fishing good from shore. Can only enter water with water shows. Could use some outdoor lounge chairs, but house was great and clean.
…see more

Price per night from

$271

Price per night from

$271

(5) Very Good 

13

Blossom Village Cottage

Little Cayman / South Town

South Town villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning
“Simple , well looked after & well located cottage” We had a very enjoyable stay at Blossom Village Cottage with two young children for a week in april 2010 during a break from Grand Cayman. The cottage is extremely well located and is within walking d
…see more

Price per night from

$226

Price per night from

$226

(12) Excellent 

14

Sir Turtle Beach - Villa1 red

Little Cayman / South Town

South Town villa

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$361

Price per night from

$361

Great rentals within 20 miles that match your search

Distance approx 6.23 km from South Town Show on Map

23

Kayden's Kottage

Cayman Brac / West End

West End house

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$181

Price per night from

$181

Distance approx 9.39 km from South Town Show on Map

(1) Excellent 

8

Rest Azured

Cayman Islands / Little Cayman

Little Cayman house

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$701

Price per night from

$701

Distance approx 4.41 km from South Town Show on Map

(4) Excellent 

16

Coral Beach Villa - A brand new and tranquil getaway...Let the sea set you free

Cayman Islands / Cayman Brac

Cayman Brac villa

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly

Price per night from

$350

Responds fast!
avg. 36 minutes

Price per night from

$350

Distance approx 0.1 km from South Town Show on Map

(4) Excellent 

37

Sunset Cottage 2 bd / 2 bath w/waterfront lania, free wifi, snorkeling out front

Cayman Brac / West End

West End house

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Nearest beach 0.1 mi
  • Child Friendly
  • Air conditioning

Price per night from

$171

Price per night from

$171

Distance approx 3.05 km from South Town Show on Map

(3) Excellent 

17

Cayman Brac Getaway--A Perfect Island Beach House!

Cayman Islands / Cayman Brac

Cayman Brac house

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“Perfect island getaway” Very clean house, nice construction with a sunroom with the nicest view on the ocean! Perfect for kids (includes Netflix) Very comfortable beds. 2 minutes away from the public sandy beach. Fully equipped kitchen with all the s
…see more

Price per night from

$151

Price per night from

$151

Distance approx 0.1 km from South Town Show on Map

(24) Excellent 

37

CAYMAN COTTAGE - on the "Golden Mile" fabulous, sandy beach with great swimming!

Cayman Islands / Cayman Brac

Cayman Brac cottage

1 3 5 nights min

  • 1 bedroom
  • sleeps 3
  • 5 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“A private beach to watch sunrise and sunset.” We were at Cayman cottage this past February and our only mistake was staying such a short time (5 nights). It was so beautiful and restful. The property is very private and well stocked. It was clean a
…see more

Price per night from

$151

Price per night from

$151

Distance approx 1.56 km from South Town Show on Map

(4) Excellent 

Certificate of Excellence

30

Ocean Retreat

Cayman Brac / West End

West End cottage

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Air conditioning

Certificate of Excellence

Price per night from

$125

Responds fast!
avg. 1 hour 30 minutes

Price per night from

$125

Distance approx 3.51 km from South Town Show on Map

(7) Excellent 

7

Ocean Wave: Indigo

Cayman Islands / Cayman Brac

Cayman Brac apartment

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“Wow, Perfect piece of Paradise, can't ask for more” What a wonderful experience, just steps away from the ocean. For our needs it was a great place to stay, perfect distance to town (not too close, not too far). Very modern apartment, very well taken
…see more

Price per night from

$130

Price per night from

$130

Distance approx 5.65 km from South Town Show on Map

10

Beautiful Sea Dreams Villa

Cayman Islands / Cayman Brac

Cayman Brac villa

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min

Price per night from

$181

Price per night from

$181

Distance approx 9.94 km from South Town

(1) Excellent 

23

Krusty Krab

Cayman Brac / Spot Bay

Spot Bay guest house

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$121

Responds fast!
avg. 2 hours 37 minutes

Price per night from

$121

Distance approx 3.51 km from South Town Show on Map

(5) Excellent 

5

Ocean Wave: Azure

Cayman Islands / Cayman Brac

Cayman Brac apartment

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“The best vacation my spouse and I ever shared!!” Our first trip to the Brac was the best experience we have ever shared together. The warm hospitality of the Ryan family was boundless. Our anniversary gift from the Ryan family was spent purchasing sno
…see more

Price per night from

$151

Price per night from

$151

Distance approx 1.03 km from South Town Show on Map

(9) Excellent 

14

Climbers dream island or relax and enjoy the view

Cayman Islands / Cayman Brac

Cayman Brac cottage

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“A Week in Paradise” This was our first trip to Cayman Brac, and we were shooting blind trying to find a place to stay. It was a somewhat last minute trip, and many places were already booked. Thank goodness we found Winta Cottage. It is as laid back a
…see more

Price per night from

$179

Price per night from

$179

Distance approx 3.06 km from South Town Show on Map

(2) Excellent 

22

Turtle Crossing, a place to spread out and relax

Cayman Brac / West End

West End villa

3 6 4 nights min

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

Price per night from

$237

Responds fast!
avg. 2 hours 59 minutes

Price per night from

$237

Distance approx 3.57 km from South Town Show on Map

(2) Very Good 

27

Turtle Run-Oceanfront Private Home on Cayman Brac

Cayman Islands / Cayman Brac

Cayman Brac house

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$151

Price per night from

$151

Distance approx 4.75 km from South Town Show on Map

(13) Excellent 

12

Cayman Brac Beach Villas. Beach Front 2-12 people!

Cayman Islands / Cayman Brac

Cayman Brac villa

5 12 4 nights min

  • 5 bedrooms
  • sleeps 12
  • 4 nights min
  • Beach / lakeside relaxation
  • Ask about children
  • Air conditioning
“Best beach on the island” We just returned from our 2 week stay at Brac Beach Villa. It was amazing. Anytime you can leave the cold winter behind for a tropical destination it is worth it. Our Villa by far had the best beach on the island, the pool wa
…see more

Price per night from

$151

Price per night from

$151

Distance approx 7.63 km from South Town Show on Map

(5) Excellent 

18

29 Palms

Cayman Islands / Cayman Brac

Cayman Brac cottage

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Ask about children
  • Air conditioning

Price per night from

$136

Price per night from

$136

Distance approx 3.17 km from South Town Show on Map

24

Lovely Stake Bay 'Sea Dreams Villa’ w/Ocean Views!

Cayman Islands / Cayman Brac

Cayman Brac villa

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Suitable for children age 5+
  • Air conditioning

Price per night from

$141

Responds fast!
avg. 17 minutes

Price per night from

$141

Distance approx 8.37 km from South Town Show on Map

24

Beachcomber's Paradise--Beachfront Getaway-Breathtaking Views!

Cayman Islands / Little Cayman

Little Cayman house

4 9 4 nights min

  • 4 bedrooms
  • sleeps 9
  • 4 nights min
  • Nearest beach 0.001 mi
  • Child Friendly
  • Air conditioning

Price per night from

$350

Price per night from

$350

Distance approx 12.87 km from South Town Show on Map

(2) Excellent 

19

The Club at Little Cayman - Luxurious Living!

Cayman Islands / Little Cayman

Little Cayman villa

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$500

Price per night from

$500

Distance approx 1.56 km from South Town Show on Map

(7) Excellent 

Certificate of Excellence

47

Escape from Reality - Ocean Front!

Cayman Brac / West End

West End house

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Air conditioning

Certificate of Excellence

Price per night from

$153

Responds fast!
avg. 1 hour 30 minutes

Price per night from

$153

Distance approx 0.1 km from South Town Show on Map

(2) Excellent 

27

Contemporary open house, spectacular ocean views, butterflies, sweet sunsets

Cayman Brac / West End

West End house

4 8 5 nights min

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

Price per night from

$251

Price per night from

$251

Distance approx 12.97 km from South Town Show on Map

9

The Club at Little Cayman - Luxurious Living

Cayman Islands / Little Cayman

Little Cayman condo

3 6 3 nights min

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

Price per night from

$501

Price per night from

$501

Distance approx 6.9 km from South Town Show on Map

(1) Excellent 

15

Southern Reach Villa: Come and Spend Some Time in Paradise! New Inground Pool!

Cayman Islands / Cayman Brac

Cayman Brac house

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child Friendly

Price per night from

$251

Price per night from

$251

Distance approx 3.55 km from South Town Show on Map

7

Ocean Wave: Cobalt

Cayman Islands / Cayman Brac

Cayman Brac apartment

2 4 2 nights min

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

Price per night from

$144

Price per night from

$144

Distance approx 3.05 km from South Town Show on Map

18

RELAX .... Poolside at Villa Villekulla

Cayman Brac / West End

West End house

2 7 min stay varies

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

Price per night from

$201

Price per night from

$201

Distance approx 5.59 km from South Town Show on Map

(23) Excellent 

12

2 bedroom condo on the quiet island of Cayman Brac

Cayman Brac / West End

West End apartment

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Cried when we left” We've been to Cayman before but never the Brac so we thought we'd check it out. Right from the moment we landed and were driven to this condo we were relaxed. Cindy was very helpful and informative, the pictures of the condo and t
…see more

Price per night from

$175

Responds fast!
avg. 2 hours 15 minutes

Price per night from

$175

Distance approx 0.1 km from South Town Show on Map

74

Secluded Sunsets waterfront w/pool- 2 Bedroom Unit

Cayman Brac / West End

West End apartment

2 7 7 nights min

  • 2 bedrooms
  • sleeps 7
  • 7 nights min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child Friendly

Price per night from

$201

Price per night from

$201

Distance approx 0.1 km from South Town Show on Map

49

Secluded Sunsets waterfront w/pool- 1 Bdrm 1rst Fl

Cayman Brac / West End

West End guest house

1 4 6 nights min

  • 1 bedroom
  • sleeps 4
  • 6 nights min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child Friendly

Price per night from

$151

Price per night from

$151

Distance approx 0.1 km from South Town Show on Map

(20) Excellent 

47

Secluded Sunsets - Whole House

Cayman Islands / Cayman Brac

Cayman Brac house

4 14 6 nights min

  • 4 bedrooms
  • sleeps 14
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
“Heaven on Earth!” We just returned from 9 days on the Brac and this was one of the best vacations we have ever had. Everything previous guests have said about Henry is true. He is a top notch, genuine, vacation specialist. From the first response t
…see more

Price per night from

$151

Price per night from

$151

Distance approx 0.1 km from South Town Show on Map

46

Blackbeards' Landing

Cayman Islands / Cayman Brac

Cayman Brac house

3 6 6 nights min

  • 3 bedrooms
  • sleeps 6
  • 6 nights min
  • Nearest beach 0.01 mi
  • Swimming pool
  • Child Friendly

Price per night from

$276

Price per night from

$276

Distance approx 9.48 km from South Town

(1) Excellent 

9

View of the Ocean from every room / Pool

Cayman Islands / Cayman Brac

Cayman Brac townhouse

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask about children

Price per night from

$200

Price per night from

$200

Distance approx 9.84 km from South Town

43

LUCKY 13 Pay for 13 nights, get the 14th night FREE

Cayman Islands / Cayman Brac

Cayman Brac apartment

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.01 mi
  • Swimming pool

Price per night from

$201

Price per night from

$201

Distance approx 8.18 km from South Town

(2) Excellent 

20

THE BREEZE, CAYMAN BRAC, CAYMAN ISLANDS. Luxury boutique beach house

Cayman Islands / Cayman Brac

Cayman Brac house

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Air conditioning
  • Pet Friendly
  • Private garden

Price per night from

$150

Price per night from

$150