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Vacation Rentals & Condos in Grand Cayman

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235 condos

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

North Side apartment

2 bedrooms / 2 bathrooms / sleeps 6

“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

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$252

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

Seven Mile Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 5 minutes

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Price per night from

$346

Cayman Beachfront at 22 Villas Pappagallo

West Bay apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$238

Kai Time Island House, Cayman Kai/Rum Point

Rum Point house

2 bedrooms / 2 bathrooms / sleeps 6

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$406

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

North Side apartment

2 bedrooms / 2 bathrooms / sleeps 6

“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 kitchen, restaurants and great diving nearby, plenty to do. 80s during the day, 70s at night with that beautiful breeze, we hardly needed the aC at all. I would highly recommend this rental, we'll be back!

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$217

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

West Bay villa

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$458

Seven Mile Beach Condo

Seven Mile Beach apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Super Location. Great Owners and Condo” We have stayed in Caymans and SMB at least 12 times over the past 10 years. This condo was so very convenient to everything. The condo had all of the kitchen equipment, bath towels, beach towels we needed! (would suggest adding a good igloo cooler for beach goers) Will use again!

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$397

On the Beach -- As Good As It Gets

George Town house

5 bedrooms / 5 bathrooms / sleeps 10

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$4,235

Beachfront Rum Point Retreat #31 Condo Ground Flr

Rum Point apartment

2 bedrooms / 3 bathrooms / sleeps 6

“Rum Point + The Retreat #31 = Wonderful Family Vacation” This was our first visit to the Cayman Islands and against some advice to stay on Seven Mile Beach (because we have 3 active sons ages 11-16) we decided to stay on the quieter side at Rum Point. We were all thrilled with that decision! The pictures online of the Retreat sold me--I wanted to be right on the point and walk right onto the beach--which is exactly how it was. Karen was great to work with and provided excellent information and suggestions prior to arriving. The condo itself was wonderfully clean and stocked with everything we needed and more. The third bed, made and ready for one of our boys in the second bedroom was a very nice extra touch. Having the restaurant, the wreck beach bar and red sail sports right next door was awesome and we used all of it daily. I just can't say enough about the wonderful location of the Retreat. None of use wanted to leave the point because it had everything we needed included awesome snorkeling, our own stingray and sea turtle encounters, bioluminescence in the bay, starfish beach and fun beach bbq's. Wonderful, wonderful place to stay.

Responds fast! avg. 1 hour 39 minutes

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Price per night from

$357

Rum and Kai - TripAdvisor Rum Point Award Winner

Rum Point apartment

1 bedroom / 1 bathroom / sleeps 4

“Perfection on Rum Point” This was our second trip to The Retreat. This time, we were without kids, so we only needed a one-bedroom and Rum & Kai is the perfect choice. The unit is very spacious, and immaculately clean. It's perfect for two or a small family. We had everything we needed and then some. We especially enjoyed the massive movie hard drive! The reservation process was seamless as was communication. The Retreat complex is the island's best kept secret--perfect location, great beach, quiet, wonderful snorkeling, great amenities--the list goes on and on. We will definitely return! Thank you for a great stay.

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$230

Toto Kai Island House, Cayman Kai/Rum Point

Grand Cayman house

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$416

Grand Cayman/Rum Point area, Beachfront Condo- sleeps 6 comfortably

Rum Point condo

2 bedrooms / 2 bathrooms / sleeps 7

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Price per night from

$339

Sea Breeze 5 luxury 4 bedroom on SMB

Seven Mile Beach condo

4 bedrooms / 5 bathrooms / sleeps 10

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Price per night from

$1,608

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Majestic Luxury Private Home On Seven Mile Beach

George Town villa

6 bedrooms / 5 bathrooms / sleeps 17

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$3,208

Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 1 Cream

North Side house

3 bedrooms / 3 bathrooms / sleeps 8

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$308

Seaing Spotts Coral Bay Village Beachfront Rental Grand Cayman

Savannah condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$474

Sea Jewel, 2BR, 2BA, oceanview villa

West Bay villa

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$470

Morritt's Tortuga Club: 2-Bedrooms, 2 Baths, Sleeps 6, Full Kitchen

East End villa

2 bedrooms / 2 bathrooms / sleeps 6

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$268

4BR Seven Mile Beach - Boggy Sands - Parrot Penthouse (P3)

Seven Mile Beach condo

4 bedrooms / 4 bathrooms / sleeps 10

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$1,068

Cayman Islands Kaibo Yacht Club Condo - Rum Point

Rum Point condo

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$470

Direct Beachfront Condo,quiet,with pool and tennis

George Town apartment

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 7 minutes

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Price per night from

$351

Lime Tree Villa. Canal Front

Seven Mile Beach villa

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$1,188

Westpoint townhome

West Bay townhouse

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$225

Luxury Beachfront Oceanfront 3 Bed/3 Bath - Seven Mile Beach - Sunset View

Seven Mile Beach apartment

3 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$773

Gorgeous Ocean Views!! In the Center of 7 Mile Beach!! Walk to Most Everything!

Seven Mile Beach condo

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$376

Magnificent Ocean Views in the Heart of 7 Mile Beach !! Fully Stocked!

Seven Mile Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

“A Peaceful Place In Paradise” Where do I begin ~ My first trip to Grand Cayman Islands and staying at "Regal Beach" in the beautiful, bright, clean, two-bedroom Condo in paradise was truly amazing! The condo not only has a beautiful view of the Caribbean Sea, but it is just steps away from the beach. The beach was so convenient, quiet and very private; having ample supply of chairs and umbrellas each day. I took this trip with my dearest and best friend from NY. We enjoyed every minute that we shared on Seven Mile Beach, from our long walks on the beach to walking up the street for frozen yogurt! Since we both like to eat in, we took a bus to the grocery store and then a cab back to the condo. Eating our breakfast and dinner out on the veranda overlooking the sunrise and sunset was very peaceful and spiritual for me. The condo felt like home away from home; everything you need is within a hands reach; needless to say I overpacked! My trip to Cayman Islands was more than I imagined, I most definitely plan to come back with my husband to stay at Regal Beach in the beautiful, bright condo in paradise ! Thank you Donna and Gary for sharing your lovely home with us! Teri Burroughs Hilty

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Price per night from

$601

OCEANFRONT LUXURY RENTAL REGAL BEACH CLUB UNIT 121 CAYMAN ISLANDS

Seven Mile Beach condo

3 bedrooms / 3 bathrooms / sleeps 9

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$592

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

East End condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 33 minutes

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Price per night from

$208

4BR Seven Mile Beach - Boggy Sands Club - Parrot 1

West Bay apartment

4 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$1,185

YOU'VE Arrived! Beachfront 3BR condo w/ Pool-Relax... North Side near Rum Point

Old Man Bay condo

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$339

Sandbar Beach Island House 11, steps from Rum Point, FREE kayaks, bicycles, WIFI

Rum Point house

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$446

Wyndham Reef Resort: Studio, Sleeps 2, with Kitchenette

East End condo

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$166

Coral Sands Resort: 2-BR, Sleeps 6, Full Kitchen

George Town condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$183

Rocky Shore Villas

West Bay apartment

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$131

4BR Seven Mile Beach - Boggy Sands Club - Parrot 2

West Bay apartment

4 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$1,187

*BEST RATE GUARANTEED-PLEASE ENQUIRE*Luxury 3 Bedroom Villas on Seven Mile Beach

Seven Mile Beach villa

3 bedrooms / 3 bathrooms / sleeps 7

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Price per night from

$1,552

The Reef Resort - Grand Cayman: 1-BR, Sleeps 4,

East End condo

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$208

Kaibo Yacht Club 12C

Rum Point condo

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$225

Viewing 38 of 235
rentals in Grand Cayman

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