Vacation Rentals & Condos in Cayman Islands

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439 condos

29

The Reef Resort: 2-BR Lockoff, Sleeps 6, Kitchen

Grand Cayman / East End

East End villa

2 6 7 nights min

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

Price per night from

$373

Price per night from

$373

(26) Excellent 

48

Beachfront Cayman Island Condo on 7 mile beach

Grand Cayman / Seven Mile Beach

Seven Mile Beach apartment

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“A DREAM COME TRUE” We are the type of people who always look for affordable alternatives to the fancy hotels and the condo we rented from Anandi was just what we needed. Comfortably spacious and well stocked, No 329 Sunset Cove became our home from
…see more

Price per night from

$550

Price per night from

$550

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

$207

Price per night from

$207

(15) Excellent 

20

Laguna del Mar: Prime Seven Mile Beach location ground floor beachfront

Grand Cayman / Seven Mile Beach

Seven Mile Beach condo

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly

Price per night from

$677

Responds fast!
avg. 1 hour 10 minutes

Price per night from

$677

(13) Excellent 

32

Three Little Birds -2BR+ Villa, Private Beach

Grand Cayman / Rum Point

Rum Point house

2 6 4 nights min

  • 2 bedrooms
  • sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Gorgeous, peaceful- perfect island setting!” We rarely saw any other guests while staying at Three Little Birds. The place is well appointed, clean, comfortable, with a fully stocked kitchen; lovely sitting room overlooking the little beach. Swimming
…see more

Price per night from

$573

Price per night from

$573

(37) Excellent 

41

3 Bed Condo with Huge Patio on Seven Mile Beach

Grand Cayman / Seven Mile Beach

Seven Mile Beach apartment

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“Excellent Condo With Very Attentive Owner” This is an excellent condo with wonderful view and large terrace. Its spacious and well worth the climb of three stairs. The apartment was probably the best equipped rental we have EVER stayed in (and we have
…see more

Price per night from

$369

Responds fast!
avg. 2 hours 10 minutes

Price per night from

$369

(36) Excellent 

Certificate of Excellence

27

2 BR MoonLight Kai condo at Kaibo Yacht Club, ph.2

Grand Cayman / Rum Point

Rum Point apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“Perfect in every way!” Hubby and I just returned from our 2 week stay in the Moonlight Kai condo. We had no concerns at all after reading all the wonderful reviews. The condo is and has almost everything listed (I'll explain further in my review) and
…see more

Certificate of Excellence

Price per night from

$207

Price per night from

$207

(8) Excellent 

Certificate of Excellence

39

Ocean Views Long Sunsets 25 steps to water Ground Floor, pool outside front door

Grand Cayman / Seven Mile Beach

Seven Mile Beach apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Certificate of Excellence

Price per night from

$327

Responds fast!
avg. 42 minutes

Price per night from

$327

9

Seven Mile Beach Resort & Club - Steps to the beach

Grand Cayman / George Town

George Town condo

2 8 3 nights min

  • 2 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$287

Responds fast!
avg. 3 hours 46 minutes

Price per night from

$287

(15) Excellent 

59

SMB-Grand 32, renovated 2Bd/2Bath,

Grand Cayman / Seven Mile Beach

Seven Mile Beach apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool

Price per night from

$175

Responds fast!
avg. 1 hour 21 minutes

Price per night from

$175

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

$1,149

Price per night from

$1,149

(7) Excellent 

28

Designer Villa, in Tranquil and Beautiful East End

Grand Cayman / East End

East End apartment

3 8 5 nights min

  • 3 bedrooms
  • sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Beautiful, well maintained home-great owner!” We spent a perfect week at this vacation rental which was a 1st class experience all the way while having all the comforts of home and more. The house is immaculate, beautifully furnished and the grounds a
…see more

Price per night from

$425

Responds fast!
avg. 1 hour 35 minutes

Price per night from

$425

(4) Excellent 

Certificate of Excellence

19

2 BR condo on Seven Mile Beach with ocean views

Grand Cayman / Seven Mile Beach

Seven Mile Beach condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Certificate of Excellence

Price per night from

$315

Responds fast!
avg. 1 hour 56 minutes

Price per night from

$315

(27) Excellent 

21

"A Mid-Winter Night's Dream" Grand Cayman Oceanfront, Quiet, Secluded, Rum Point

Grand Cayman / North Side

North Side apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Loved it” We loved the Rum Point area. The condo was clean. Pool area was clean. We enjoyed the area enough for us to do. When we wanted to do more drove 45 minutes to Seven Mile Beach. Just a great location
…see more

Price per night from

$258

Responds fast!
avg. 2 hours 41 minutes

Price per night from

$258

(3) Very Good 

30

Morritt's Tortuga Club: 1-BR, Sleeps 4, Full Kitchen

Grand Cayman / Gun Bay

Gun Bay villa

1 4 7 nights min

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

Price per night from

$160

Responds fast!
avg. 3 hours 38 minutes

Price per night from

$160

(15) Excellent 

24

Sea Beauty by Grand Cayman Villas and Condos

Grand Cayman / East End

East End house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning
“Beautiful, peaceful, relaxation!” My wife and I stayed at Sea Beauty last month with our son, his wife and our 14 year old grandson. Owners Cathy and Jerry Frazier met us at the door with the keys and gave us a complete walk-thru and instructions for
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Price per night from

$315

Responds fast!
avg. 2 hours 17 minutes

Price per night from

$315

(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

$400

Responds fast!
avg. 34 minutes

Price per night from

$400

(1) Excellent 

41

Coconut Beach by Grand Cayman Villas and Condos

Grand Cayman / Rum Point

Rum Point house

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,140

Responds fast!
avg. 2 hours 17 minutes

Price per night from

$1,140

(1) Excellent 

36

Spectacular Ground Floor Condo on Seven Mile Beach - Laguna del Mar

Grand Cayman / Seven Mile Beach

Seven Mile Beach condo

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly

Price per night from

$677

Responds fast!
avg. 1 hour 10 minutes

Price per night from

$677

(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

(13) Excellent 

42

'Sun Cloud' Oceanfront Villa in Rum Point!

Grand Cayman / Rum Point

Rum Point house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Perfect Sunrises & Sunsets” Our second trip to the island, however this property made it a remarkable stay. A perfect location, tranquil, close to a small store, 4 minutes drive to Rum point and Cayman Kai. The house is beautiful, a view from every
…see more

Price per night from

$831

Responds fast!
avg. 11 minutes

Price per night from

$831

26

Fishbones by Grand Cayman Villas and Condos

Grand Cayman / Gun Bay

Gun Bay house

3 6 min stay varies

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

Price per night from

$687

Responds fast!
avg. 2 hours 17 minutes

Price per night from

$687

(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

$195

Price per night from

$195

(4) Excellent 

Certificate of Excellence

15

Suncoast # 4

Grand Cayman / Bodden Town

Bodden Town apartment

2 4 3 nights min

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

Certificate of Excellence

Price per night from

$115

Responds fast!
avg. 1 hour 36 minutes

Price per night from

$115

(4) Very Good 

29

Cayman Islands Divers Paradise 1st Floor Oceanfront Condo

Grand Cayman / Seven Mile Beach

Seven Mile Beach condo

2 8 3 nights min

  • 2 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

Price per night from

$184

Responds fast!
avg. 57 minutes

Price per night from

$184

27

Sea-Esta Beach Front Kaibo Condo

Grand Cayman / Rum Point

Rum Point apartment

2 4 min stay varies

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

Price per night from

$207

Price per night from

$207

(30) Excellent 

48

Kai Kotch, #17 Island Houses of Cayman Kai, Rum Pt

Grand Cayman / North Side

North Side apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.15 mi
  • Swimming pool
“Tranquility” Traveled to Grand Cayman with a couple girlfriends and chose Kai Kotch based on reviews here and was not disappointed! We wanted a peaceful vacation and that's exactly what we got. Kai Kotch #17 was spacious and clean and we really enjoye
…see more

Price per night from

$275

Price per night from

$275

(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

$172

Price per night from

$172

(5) Excellent 

24

OCEANFRONT 3 BR 2 BATH VILLA ON PRIVATE, SANDY BEACH & AMAZING SNORKELING!!

Grand Cayman / Rum Point

Rum Point villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$229

Responds fast!
avg. 3 hours 25 minutes

Price per night from

$229

(5) Very Good 

27

Two Rainbows by Grand Cayman Villas and Condos

Grand Cayman / Rum Point

Rum Point house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Two Rainbows is a peaceful, secluded and affordable villa perfec” Our stay at Two Rainbows was our fourth visit to Grand Cayman. Check-in was absolutely painless. We had great instructions and were able to walk right in a get settled in a matter of
…see more

Price per night from

$1,260

Responds fast!
avg. 2 hours 17 minutes

Price per night from

$1,260

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

(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

$172

Price per night from

$172

(1) Excellent 

15

Grand Cayman Sea Lodge Oceanfront on North Side

Grand Cayman / North Side

North Side condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$224

Price per night from

$224

(11) Excellent 

13

Cayman Stead, 2 BR, 2 bath,BEACH condo,sleeps 6

Grand Cayman / North Side

North Side apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Perfect paradise” This was perfect for my family of 2 teenage girls, my wife and I. We wanted the hot Caribbean vacation without the resort. We dove and explored everyday. This condo had everything we needed, pool, right on the sea, internet, full kit
…see more

Price per night from

$287

Price per night from

$287

(20) Excellent 

Certificate of Excellence

18

Gorgeous Beachfront Villa, Azure Breeze #5

Grand Cayman / North Side

North Side villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“What We Were Hoping It Would Be” No, really, we were hoping there would be oregano -- there was. We were hoping the knives would be sharp and that the dishwasher really washed dishes -- yup. We were hoping you really could snorkel out the back door
…see more

Certificate of Excellence

Price per night from

$316

Responds fast!
avg. 2 hours 9 minutes

Price per night from

$316

(2) Excellent 

31

Your Choice-HoneyMoon & Turtle Fish Haven at Heart 7MB

Grand Cayman / Seven Mile Beach

Seven Mile Beach apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Car not necessary

Price per night from

$440

Price per night from

$440

(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

$271

Responds fast!
avg. 2 hours 59 minutes

Price per night from

$271

(8) Excellent 

21

Luxury Condo centrally located - Park Place (17)

Grand Cayman / Seven Mile Beach

Seven Mile Beach apartment

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.11 mi
  • Child Friendly

Price per night from

$203

Responds fast!
avg. 1 hour 17 minutes

Price per night from

$203

About Cayman Islands

The Cayman Islands are a British protectorate and are considered one of the most exclusive destinations in the Caribbean. Famous for their stunning natural beauty, the Cayman Islands have a tropical marine climate, making for warm and rainy summers and dry, mild winters. Most visitors elect to come here between October and April to escape the cold weather of the northern climates and take advantage of the Caymans' celebrated beauty.

Some of the major attractions and activities in the Cayman Islands include:

  • The Sister Islands: While Grand Cayman dominates most visitors' itineraries, the so-called "Sister Islands" of Little Cayman and Cayman Brac are perfect for those seeking a quieter, more private holiday.
  • George Town: The islands' capital city, George Town has an engaging and fascinating history, and it is well worth taking a tour of the city's many sights and points of interest.
  • Seven Mile Beach: Located on Grand Cayman, Seven Mile Beach is one of the most-developed corners of the Cayman Islands. Stroll the boardwalks, relax at a beachfront bar and take advantage of the excellent restaurants and lively nightlife. This area is the perfect setting for Cayman Islands weddings and Cayman Islands honeymoons.
  • Deep-sea diving: With crystal clear waters and mysterious coral reefs, the Cayman Islands offer some of the best scuba diving in the world. Diving enthusiasts from all over the globe come here in search of the ultimate experience.
  • Golf: Cayman Islands golf courses rank among the best in the Caribbean, and the weather is always perfect for teeing off. Club and equipment rentals are widely available and affordable, so you don't have to worry about lugging along your own gear.

Instead of cramping into a hotel room, relax in style in your very own vacation rental. A beachfront villa, a condo in George Town or an apartment on the coast makes the ideal alternative to traditional accommodations at affordable prices.

The islands lie less than 100 miles to the south of Cuba, and are also perfectly situated to continue your journey in Puerto Rico. As a popular port of call, it's also easy to get from the Cayman Islands to the U.S. and British Virgin Islands and many other Caribbean nations.