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Vacation Rentals & Condos in Grand Cayman

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235 condos

Heritage House: Caribbean-Style Rum Point Villa with Large Pool & Sandy Shores

Rum Point house

4 bedrooms / 4 bathrooms / sleeps 10

“Wow! What a great time” We had the pleasure of staying at the Heritage House for a week at the end of april/beginning of May. The house is not centrally located to the the main part of the island, it is beautifully secluded on the North End of the island. We were within walking distance of Rum Point plus we could snorkel right off the beach at Heritage House. We traveled with our three adult children and their spouse or significant other. There were 8 adults in the house. Plenty of room for all of us. We would go back to Heritage House in a heartbeat. The pool out front was a plus. The weather was beautiful and the amenities were spectacular.

Responds fast! avg. 3 hours 20 minutes

Match: Private outdoor pool (heated) Swimming pool

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Price per night from

$592

Coconut Bay #109

West Bay apartment

3 bedrooms / 3 bathrooms / sleeps 6

Match: Private outdoor pool (heated) Swimming pool

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Price per night from

$275

Kai Vista: Sandy Oceanfront Villa with Infinity Pool, Jacuzzi, and Beachfront

Rum Point house

4 bedrooms / 4 bathrooms / sleeps 9

“The best vacation I have ever had!” We had the most fantastic vacation ever. Kai Vista has it all - a beautiful and very spacious villa that accomodates your every need and is so family friendly. It is perfectly designed for comfort, relaxation and enjoyment. The kitchen is well equipped with modern appliances and plenty of counter space for preparing your meals. It was nice having a washer and dryer so we didn't have to lug home dirty laundry. Our family comprised of six adults and four girls ages 8 - 10 and we were never bored nor did we feel crowded - we had plenty of room inside and out. There is a wonderful sea breeze that is almost constant so even though the weather was 85-90 every day you don't really feel it. I think Kai Vista has the best beach and location on Rum Point. The infinity pool is gorgeous as is the entire outside patio and beach area. We all enjoyed it so much we hardly strayed far to explore the island since everything is right there. Snorkeling was the best experience for all of us - we snorkeled every day with the girls. We saw all kinds of tropical fish and sea turtles too. We also kayaked and biked around Rum Point which is so pretty. There is a very nice gourmet restaurant on Rum Point within walking distance and also an outdoor grill right on the beach. We can't wait to come back to Kai Vista. The girls cried when our week was over because they had so much fun.

Responds fast! avg. 3 hours 20 minutes

Match: Private outdoor pool (heated) Swimming pool

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Price per night from

$841

6 Bedroom Dramatic Oceanfront Estate with Private Beach

Breakers villa

6 bedrooms / 6 bathrooms / sleeps 16

Match: Private outdoor pool (heated) Swimming pool

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Price per night from

$2,139

4-Bedroom Secluded Balinese Custom Home with Private Theatre

East End villa

4 bedrooms / 4 bathrooms / sleeps 10

Match: Private outdoor pool (heated) Swimming pool

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Price per night from

$1,769

Coral Loft - Casual Living With A Luxurious Twist

Rum Point house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 49 minutes

Match: Private outdoor pool (heated) Swimming pool

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Price per night from

$663

Fischer's Reef: Spacious, Luxury Beach Villa w/ Heated Infinity Pool & Amazing

Rum Point house

8 bedrooms / 10 bathrooms / sleeps 20

Responds fast! avg. 3 hours 20 minutes

Match: Private outdoor pool (heated) Swimming pool

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Price per night from

$3,327

On the Beach -- As Good As It Gets

George Town house

5 bedrooms / 5 bathrooms / sleeps 10

Match: Private outdoor pool (heated) Swimming pool

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Price per night from

$4,183

6-Bedroom Beachfront w/ 150' Pool, 2 Hot Tubs and 2 Fire Pit

George Town villa

6 bedrooms / 6 bathrooms / sleeps 16

Match: Private outdoor pool (heated) Swimming pool

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Price per night from

$2,859

Elegant, Coastal 7-Bedroom Estate w/ Private Beach

Rum Point villa

7 bedrooms / 9 bathrooms / sleeps 18

Match: Private outdoor pool (heated) Swimming pool

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Price per night from

$2,859

Kaiku: Gated Estate w/Guesthouse, Private Pool, Heated Spa, and Private Dock

Rum Point house

7 bedrooms / 6 bathrooms / sleeps 15

Responds fast! avg. 3 hours 43 minutes

Match: Private outdoor pool (heated) Swimming pool

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Price per night from

$2,167

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Seaing Spotts Coral Bay Village Beachfront Rental Grand Cayman

Savannah condo

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Private outdoor pool (heated), Swimming pool

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Price per night from

$468

Sea Jewel, 2BR, 2BA, oceanview villa

West Bay villa

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Private outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$464

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

East End villa

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Private outdoor pool (heated), Swimming pool

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Price per night from

$264

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

Seven Mile Beach condo

4 bedrooms / 4 bathrooms / sleeps 10

1 of 2 match: Private outdoor pool (heated), Swimming pool

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Price per night from

$1,055

Cayman Islands Kaibo Yacht Club Condo - Rum Point

Rum Point condo

2 bedrooms / 2 bathrooms / sleeps 5

1 of 2 match: Private outdoor pool (heated), Swimming pool

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Price per night from

$464

Direct Beachfront Condo,quiet,with pool and tennis

George Town apartment

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 7 minutes

1 of 2 match: Private outdoor pool (heated), Swimming pool

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Price per night from

$347

Lime Tree Villa. Canal Front

Seven Mile Beach villa

4 bedrooms / 3 bathrooms / sleeps 10

1 of 2 match: Private outdoor pool (heated), Swimming pool

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Price per night from

$1,174

Westpoint townhome

West Bay townhouse

2 bedrooms / 3 bathrooms / sleeps 6

1 of 2 match: Private outdoor pool (heated), Swimming pool

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Price per night from

$222

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

Seven Mile Beach apartment

3 bedrooms / 3 bathrooms / sleeps 10

1 of 2 match: Private outdoor pool (heated), Swimming pool

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Price per night from

$763

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

Seven Mile Beach condo

3 bedrooms / 2 bathrooms / sleeps 8

1 of 2 match: Private outdoor pool (heated), Swimming pool

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Price per night from

$375

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

1 of 2 match: Private outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$600

OCEANFRONT LUXURY RENTAL REGAL BEACH CLUB UNIT 121 CAYMAN ISLANDS

Seven Mile Beach condo

3 bedrooms / 3 bathrooms / sleeps 9

1 of 2 match: Private outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$585

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

1 of 2 match: Private outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$205

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

West Bay apartment

4 bedrooms / 4 bathrooms / sleeps 10

1 of 2 match: Private outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$1,170

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

Old Man Bay condo

3 bedrooms / 3 bathrooms / sleeps 6

1 of 2 match: Private outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$335

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

Rum Point house

2 bedrooms / 3 bathrooms / sleeps 6

1 of 2 match: Private outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$440

Wyndham Reef Resort: Studio, Sleeps 2, with Kitchenette

East End condo

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Private outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$163

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

George Town condo

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Private outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$181

Rocky Shore Villas

West Bay apartment

2 bedrooms / 1 bathroom / sleeps 4

1 of 2 match: Private outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$129

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

West Bay apartment

4 bedrooms / 4 bathrooms / sleeps 10

1 of 2 match: Private outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$1,172

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

Seven Mile Beach villa

3 bedrooms / 3 bathrooms / sleeps 7

1 of 2 match: Private outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$1,548

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

East End condo

1 bedroom / 1 bathroom / sleeps 4

1 of 2 match: Private outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$206

Palm Heights Residents #5

Camana Bay villa

3 bedrooms / 3 bathrooms / sleeps 6

1 of 2 match: Private outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$260

Kaibo Yacht Club 12C

Rum Point condo

2 bedrooms / 2 bathrooms / sleeps 5

1 of 2 match: Private outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$225

Moon Bay #27

Bodden Town apartment

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Private outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$150

Island Gem

West Bay apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Villas Pappagallo - a real treasure!” My boyfriend and I stayed at Villas Pappagallo in April 2015 for 9 days. What a delight! After booking the apartment, we were supplied with more information by the owner that helped us prepare and plan for our vacation. Sandy greeted us upon arrival. She was happy to answer any questions we had and left us to settle in and explore. At first glance, we were pleasantly surprised by the accuracy of the photos. I have ended up in rental units that often times look spacious and clean from the photos and unfortunately were not. This was NOT the case with this unit. It was large, clean, and well-decorated. The beds were big, comfortable and fresh. The towels were clean and plentiful. The kitchen was better equipped than our own. We immediately felt at home in our “temporary home”! The unit was a treat, but the property at Villas Pappagallo was the real treasure. We were looking to relax and decompress – VP was just the place! We found ourselves fall into a routine early on. Waking up early to the sun peaking through the bedroom windows, breakfast on the balcony, trips down to the pool, and long walks down the beach. Some of the best snorkelling on the island is directly off the VP jetty – we saw plenty of fun sea creatures. In the evenings, we found ourselves back on the balcony with a drink in hand. It was a level of relaxation we had never experienced! When we did decide to travel outside of the property, we were pleased to see that this wasn’t a cliché Caribbean Island. The locals are genuine and you won’t be harrassed while walking down the beach. We took trips to the Turtle Farm and Cracked Conch, Seven Mile Beach, Cemetery Beach and the East End. We felt comfortable everywhere we went and the island was easy to navigate by car. A must do is Stingray City. What majestic creatures! While we ate many meals at home, we did venture out to a couple meals during our stay. We ate Chicken Chicken for take-out, and dined out at Ristorante Pappagallo, Calypso Grill and Cimboco. All fantastic meals! The restaurants on the island provide something for everyone. Overall our experience was unforgettable! Lee has put a lot of thought, effort and care into making this place a home. She was responsive and her advice was extremely valuable. We hope that we have a chance to return to Villas Pappagallo in the near future and we will definitely recommend to all friends and family! Thank you Lee!

1 of 2 match: Private outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$499

⭐Plantation Club Vacations - Elegant Ocean View Condo⭐

Seven Mile Beach condo

3 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Private outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$562

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