Cayman Islands Private Vacation Homes
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Featured Holiday Homes in Cayman Islands

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
During your stay at this holiday home, you're just a quick walk from North Sound. Enjoy features like an outdoor pool and laundry facilities. The holiday home includes amenities such as a private pool and a kitchen.
Pool
Kitchen

The peace and tranquility of this cottage Works Wonders on the soul....
During your stay at this holiday home, you're just a quick walk from Grand Cayman Beaches. Enjoy features like an outdoor pool, breakfast (surcharge) and laundry facilities. Enjoy your stay with amenities like free WiFi and a private pool in the holiday home.

Relax at Coconut Bay!
During your stay at this holiday home, you're just a quick walk from Boatswain's Beach. You'll find features such as an outdoor pool and laundry facilities. The holiday home includes amenities such as free WiFi and a kitchen.

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre
During your stay at this holiday home, you're just a quick walk from Grand Cayman Beaches. Features include an outdoor pool and laundry facilities. Enjoy your stay with amenities like a private pool and a kitchen in the holiday home.

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
During your stay at this holiday home, you're just a quick walk from North Sound. An outdoor pool and laundry facilities are available. The holiday home includes amenities such as free WiFi and a private pool.
Pool
Kitchen

Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
During your stay at this holiday home, you're just a quick walk from North Sound. Features include 1 hot tub and laundry facilities. The holiday home includes amenities such as free WiFi and a kitchen.
Pool
Hot tub

Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.
North Side, North Side
During your stay at this villa, you're just a quick walk from North Sound. Enjoy features like an outdoor pool and laundry facilities. Enjoy your stay with amenities like a private pool and 5 bathrooms in the villa.

Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach)
During your stay at this holiday home, you'll be within walking distance of Pedro St. James National Historic Site. You'll find features such as an outdoor pool, a water park and laundry facilities. Free WiFi and a private pool are available in the holiday home.

Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
During your stay at this holiday home, you're just a quick walk from Grand Cayman Beaches. Laundry facilities are available. Enjoy your stay with amenities like a kitchen and 2 bathrooms in the holiday home.

Villa Esprit – Stunning 3 Bedroom Beachfront Villa in North Side with pool!
During your stay at this holiday home, you're just a quick walk from Grand Cayman Beaches. Enjoy features like laundry facilities. The holiday home includes amenities such as free WiFi and a private pool.

FREE Night in 2025! Private, quiet oceanfront home, wrap-around screened porch.
During your stay at this holiday home, you're just a quick walk from Babylon (Dive Site). Laundry facilities are available. The holiday home offers free WiFi and a kitchen.

CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
During your stay at this holiday home, you're just a quick walk from Grand Cayman Beaches. Features include an indoor pool, a swim-up bar and breakfast (surcharge). The holiday home offers a private pool and a kitchen.

SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
Our customers tell us that they enjoy the helpful staff at this holiday home. During your stay, you're just a quick walk from North Sound. An outdoor pool, concierge services and laundry facilities are available. A private pool and a kitchen are available in the holiday home.

Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!
Our customers tell us they can't get enough of this holiday home's great location. During your stay, you're just a quick walk from Cayman Kai Public Beach. An outdoor pool and laundry facilities are available. The holiday home includes amenities such as free WiFi and a private pool.

Hilltime: Beach House w/Pool, Backyard Snorkeling & Oceanfront Terraces in Rum Point!
During your stay at this holiday home, you're just a quick walk from Grand Cayman Beaches. Features include a gym, concierge services and laundry facilities. The holiday home includes amenities such as a private pool and a kitchen.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Cayman Islands Holiday Homes essential information
Accommodation | 280 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | The Pink Beach House - Private House and Pool directly on the Beach, Rum Point, The peace and tranquility of this cottage Works Wonders on the soul...., Relax at Coconut Bay!, BEACHFRONT w/ Private Dock-50 ft Pool-Theatre, Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!, Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point, Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes., Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach), Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!, Villa Esprit – Stunning 3 Bedroom Beachfront Villa in North Side with pool!, FREE Night in 2025! Private, quiet oceanfront home, wrap-around screened porch., CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana, SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point , Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!, Hilltime: Beach House w/Pool, Backyard Snorkeling & Oceanfront Terraces in Rum Point! |
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