20 Best Vacation Rentals in Rum Point - Holiday Lettings - Cabins

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246 Vacation rentals

(1) Excellent 

37

Rum Point Vacation home rental

Grand Cayman / Rum Point

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Sting …see more

from $239 / night

$1,673 / week

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from $239 / night

31

Rum Point Vacation home rental

Grand Cayman / Rum Point

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Sting …see more

from $199 / night

$1,393 / week

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from $199 / night

(1) Excellent 

13

Vacation villa with shared pool in Rum Point

Grand Cayman / Rum Point

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Sting …see more

from $239 / night

$3,423 / week

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from $239 / night

30

Home rental in Rum Point with shared pool

Grand Cayman / Rum Point

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Sting …see more

from $219 / night

$1,533 / week

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from $219 / night

7

Vacation condo in Rum Point

Grand Cayman / Rum Point

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This beautiful 2 Bed/2 Bath condo is literally located steps away from world famous Rum Point Beach at the quaint condo development of The Island Houses. There are 17 units in The Island Houses that wrap around the northern end of the Rum Point Lagoon. The neighborhood …see more

from $250 / night

$1,925 / week

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from $250 / night

30

Vacation home with shared pool in Rum Point

Grand Cayman / Rum Point

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Sting …see more

from $219 / night

$1,533 / week

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from $219 / night

(32) Excellent 

Certificate of Excellence

27

Vacation apartment with shared pool in Rum Point

Grand Cayman / Rum Point

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“Moonlight Kai” is a fully equipped, 2 bedroom 2 bathroom condo located in the heart of the Cayman Kai community. It is part of the Kaibo Yacht Club Phase II Complex near Rum Point on the spectacular Caribbean island of Grand Cayman. The complex sits on a pristine, wh …see more

Certificate of Excellence

from $180 / night

$1,575 / week

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from $180 / night

(25) Excellent 

Certificate of Excellence

37

Vacation home with shared pool in Rum Point

Grand Cayman / Rum Point

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Beach directly out the back door and Rum Point beach steps out the front door. You are literally sandwiched between two beaches. Away from busy Seven Mile Beach, with a peaceful palm-lined cove directly out the back door and Rum Point Beach steps away from the front do …see more

Certificate of Excellence

from $275 / night

$1,925 - $3,850 / week

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from $275 / night

(3) Excellent 

37

Vacation home rental

Grand Cayman / Rum Point

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Cayman Kai Vacations specializes in offering the "Island Houses of Cayman Kai" Tranquil Fruition, Calico Kai, Barefoot Lagoon, Summer Breeze, Toto Kai, Kai Time, Dream Kai, Casa Kai, Kai Kotch, Kai-lypso, Mango Kai, which are located in the exclusive Cayman Kai/Rum Poin …see more

from $315 / night

$2,450 / week

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Responds fast!
avg. 2 hours 57 minutes

from $315 / night

(5) Excellent 

24

Vacation villa in Rum Point

Grand Cayman / Rum Point

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
DIRECTLY ON THE OCEAN, WITH A PRIVATE, SANDY BEACH!! Stay on the quieter side of Cayman. Peaceful and relaxing, this 3 bedroom, 2 bath oceanfront villa is on a secluded, private beach. Enjoy the tandam kayak or snorkel directly off the beach (that has the best snorkel …see more

from $175 / night

$1,175 - $2,500 / week

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Responds fast!
avg. 2 hours 37 minutes

from $175 / night

(2) Excellent 

31

Vacation condo in Rum Point

Grand Cayman / Rum Point

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Kaibo is what you have dreamed about when you think about an island getaway. It's fun, exciting, romantic, peacful and more all wrapped into one. We have a beautiful beach, a view that looks like a postcard and all the amenities you could want or need for a tropical par …see more

from $395 / night

$2,765 / week

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Responds fast!
avg. 55 minutes

from $395 / night

(2) Excellent 

30

Vacation condo in Rum Point

Grand Cayman / Rum Point

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 0.025 mi
  • Swimming pool
  • Child friendly
Located directly on the beach at the popular Retreat Resort right in the heart of Rum Point in the North Shore. This non-smoking two bedroom/two and a half bathroom condo is beautifully updated with a fully equipped new kitchen, vaulted ceilings (with fans) and with hig …see more

from $159 / night

$1,113 / week

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from $159 / night

(11) Excellent 

42

Vacation home rental

Grand Cayman / Rum Point

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
*Featured as one of The London Times' Top 50 villas in the Caribbean* If you're seeking a Caribbean vacation unlike anything you've ever experienced before, come escape to 'Sun Cloud,' a luxury Grand Cayman vacation rental house ideally placed on the island's picture …see more

from $725 / night

$5,075 / week

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Responds fast!
avg. 14 minutes

from $725 / night

17

Vacation condo in Rum Point

Grand Cayman / Rum Point

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
Our unit is on the very tip of Rum Point, providing both stunning sunrises and sunsets. Ocean views are present in the Master Bedroom and the living areas. You can walk right off the balcony to white sand beaches that offer the best snorkeling in Grand Cayman. Within …see more

from $285 / night

$1,710 / week

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from $285 / night

(7) Excellent 

12

Vacation apartment rental

Grand Cayman / Rum Point

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Ground floor unit overlooking pool and beach. High speed Internet. Phone for incoming calls and local calls. …see more

from $150 / night

$975 - $1,500 / week

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Responds fast!
avg. 2 hours 29 minutes

from $150 / night

24

Vacation condo in Rum Point

Grand Cayman / Rum Point

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Enjoy the Complimentary Kayak! Korner Kai - experience privacy from this 2nd floor corner unit, while the large windows give a picturesque view of the beautiful sunset and a tranquility of Kaibo Beach and North Sound. Korner Kai has been recently furnished with with …see more

from $200 / night

$1,400 - $3,000 / week

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Responds fast!
avg. 2 hours 49 minutes

from $200 / night

20

Vacation condo in Rum Point

Grand Cayman / Rum Point

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning
This beautiful 2 Bed/2 Bath condo is literally located steps away from world famous Rum Point Beach at the quaint condo development of The Island Houses. There are 17 units in The Island Houses that wrap around the northern end of the Rum Point Lagoon. The neighbourhood …see more

from $250 / night

$2,380 / week

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from $250 / night

17

Vacation condo in Rum Point

Grand Cayman / Rum Point

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Complimentary Kayak Included! •1,200 sq ft. condo with 2 bedrooms, 2 baths + sleeper sofa (sleeps 4-6). •Experience the tranquility of this 2nd floor beachfront unit. One of its best features is unobstructed views of the picture-perfect beach from your private patio …see more

from $225 / night

$1,575 - $3,000 / week

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Responds fast!
avg. 2 hours 49 minutes

from $225 / night

17

Rum Point Vacation condo rental

Grand Cayman / Rum Point

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Complimentary SUP and 2 -one man Kayaks! At Callie Kai New amenities and updated décor in this fabulous beach condo. This is an immaculate, high end condo with terrific attention to detail throughout. This is NOT your typical rental. Beautiful bedding, new towels, new …see more

from $215 / night

$1,500 - $3,000 / week

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Responds fast!
avg. 2 hours 49 minutes

from $215 / night

17

Rum Point Vacation condo rental

Grand Cayman / Rum Point

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Kaibo “7UP” is a beautifully furnished and outfitted second floor condo at the Kaibo Yacht Club Phase 2 in tranquil Cayman Kai, on the north side of Grand Cayman Island This 2 bedroom, 2 bathroom condo is furnished with warm wood furniture in relaxing colors The master …see more

from $200 / night

$1,400 - $3,000 / week

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Responds fast!
avg. 2 hours 49 minutes

from $200 / night

(1) Excellent 

22

Vacation home rental

Grand Cayman / Rum Point

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly
This four bedroom beach house underwent a massive renovation in 2013, including the addition of a pool. Coral Loft is on the ocean in the Cayman Kai neighbourhood, a mere mile from the famous Rum Point Beach. The home sits atop a high ridge, offering panoramic views of …see more

from $540 / night

$3,780 / week

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from $540 / night

36

Vacation home with shared pool in Rum Point

Grand Cayman / Rum Point

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The 'Newer Look' of 'Barefoot Lagoon'. Our Island House has been newly renovated and furnished including living room, dining room, and both bedrooms. A Caribbean Island Vacation at our Island House at Cayman Kai, Rum Point, Grand Cayman has long been a pleasant alter …see more

from $275 / night

$1,925 / week

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from $275 / night

28

Vacation condo in Rum Point

Grand Cayman / Rum Point

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
SUP and 2 Kids Kayaks included with your Stay! Sleepy Kai at the Kaibo Yacht Club, ground floor unit, is situated on the beach in Cayman Kai, with a beach bar, fine dining restaurant and coffee shop facilities next door. On either side of Kaibo Yacht Club are peaceful …see more

from $225 / night

$1,575 - $3,000 / week

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Responds fast!
avg. 2 hours 49 minutes

from $225 / night