Holiday Homes in Grand Cayman

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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Holiday Homes in Grand Cayman

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
Relax by the ocean at our beachfront pool, surrounded by palm trees and comfortable seating areas.

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

9.6 out of 10, Exceptional, (39)
"great location, great view, spacious rooms!"
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
Relax on the beach with comfortable lounge chairs and umbrellas, overlooking the calm waters.

Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

2.0 star property
10.0 out of 10, Exceptional, (22)
"We had an amazing stay at the villa. Check in was great and easy. "
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre
Escape to a tranquil beach paradise with a thatched-roof cabana, wooden walkway, and serene waters.

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

10.0 out of 10, Exceptional, (72)
"We had the perfect vacation! The house is well appointed, taken care of, and a lot of little extra touches. The views are incredible and it is a lot of fun to just kayak and snorkel right off the beach."
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre
The peace and tranquility of this cottage Works Wonders on the soul....
Relax in a serene oceanfront setting with comfortable seating and a beautiful view.

The peace and tranquility of this cottage Works Wonders on the soul....

10.0 out of 10, Exceptional, (66)
"The house was perfect for our stay as a family. There were 10 of us and there was plenty of room. Everything was clean when we arrived. The kitchen was perfect for preparing meals and sitting around the island to talk. The back patio is the place to be! "
The peace and tranquility of this cottage Works Wonders on the soul....
Luxurious 2 Bdr Beachfront Villa - Coral Beach House - Excellent Cayman value!
Enjoy the ocean view from this deck with a comfortable seating area.

Luxurious 2 Bdr Beachfront Villa - Coral Beach House - Excellent Cayman value!

9.8 out of 10, Exceptional, (29)
"the home was beautiful and away from the bustle of the tourist. great for a low key, quiet family get away."
Luxurious 2 Bdr Beachfront Villa - Coral Beach House - Excellent Cayman value!
Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach)
Enjoy a serene beach experience with a clear ocean view, lined with palm trees and a sandy shore.

Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach)

10.0 out of 10, Exceptional, (59)
"Host was awesome. House was clean. Grocery store nearby. Would stay here again."
Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach)
Coco Kai Beach Front Villa with Heated Pool and Private Dock
Relax by the pool with a clear view of the ocean, surrounded by palm trees.

Coco Kai Beach Front Villa with Heated Pool and Private Dock

10.0 out of 10, Exceptional, (90)
"Place was exactly what we needed for a relaxing vacation!"
Coco Kai Beach Front Villa with Heated Pool and Private Dock
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
Relax by the serene oceanfront pool surrounded by lush palm trees and a pristine beach.

SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point

10.0 out of 10, Exceptional, (70)
"The house accommodated our family perfectly: snorkeling in the backyard was fabulous, kitchen was well equipped, paper products and soaps in bathrooms were a plus, and hosts were quick to reply to any questions/concerns we had. "
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling
On the beach, sun-loungers, beach towels

So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

10.0 out of 10, Exceptional, (16)
"We had a fantastic time at this gorgeous, peaceful property. Highly, highly recommend!"
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling
Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar
Drive along a scenic coastal road lined with lush greenery and palm trees, leading to a secluded beach with ocean views.

Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar

9.8 out of 10, Exceptional, (50)
"A wonderful home on the north shore. Pool, pickleball and great house made for a great week. Easy access to all of the north shore activities. "
Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar
Carolina Kai - NEWLY BUILT luxury villa, private beach in Rum Point / Cayman Kai
Relax by the ocean with a panoramic view from our pool area, surrounded by lounge chairs and a dock with boats.

Carolina Kai - NEWLY BUILT luxury villa, private beach in Rum Point / Cayman Kai

10.0 out of 10, Exceptional, (35)
"This house made for the perfect family vacation. It was close to Star Fish point and some good snorkeling spots. The kids loved swimming at the house and playing on the beach. The beds were comfortable and the home had everything you needed. It was so relaxing and wonderful. "
Carolina Kai - NEWLY BUILT luxury villa, private beach in Rum Point / Cayman Kai
Far Tortuga: Single Level Spacious Beach Villa w/ Heated Pool and Private Dock
Enjoy ocean views from the spacious room, featuring a long table and comfortable seating area.

Far Tortuga: Single Level Spacious Beach Villa w/ Heated Pool and Private Dock

2.0 star property
10.0 out of 10, Exceptional, (14)
"Spacious and well stocked house. Plenty of room to spread out and the dock was great for getting in and out of the water. Overall, just as described and pictured - would definitely stay again."
Far Tortuga: Single Level Spacious Beach Villa w/ Heated Pool and Private Dock
Private oceanfront home with wrap-around screened porch. Unique Caymanian house.
On the beach, sun-loungers, beach towels

Private oceanfront home with wrap-around screened porch. Unique Caymanian house.

10.0 out of 10, Exceptional, (28)
"My husband and I along with our two adult children stayed at this property for 7 nights. Our trip was centered around scuba diving. We like to stay on the North side for the quiet and access to diving. This place is perfect for that, but it’s also so comfortable and well-maintained. We really felt like we ere alone in our own little paradise."
Private oceanfront home with wrap-around screened porch. Unique Caymanian house.
Kai Vista: Beach House with Pool, Hot Tub, Tanning Deck, and Free Bikes
Relax by the pool overlooking the ocean with a clear view.

Kai Vista: Beach House with Pool, Hot Tub, Tanning Deck, and Free Bikes

4.0 star property
10.0 out of 10, Exceptional, (39)
"This house is great! Great outdoor area! Great location close to Rum Point. But, thankfully we were at the beach and didn't have to spend a great deal of time indoors. The TV in the living room area is super small, like probably a 19 inch flat screen tv on this huge wall entertainment center. The picture was very hard to see and hard to hear as well. The beds were not good at all. The master suite bed was super hard and squeaked if you did as little as sit on the side of the bed. The...
Kai Vista: Beach House with Pool, Hot Tub, Tanning Deck, and Free Bikes
Relax at Coconut Bay!
Enjoy ocean views from your room and relax by the pool in a serene beachfront setting.

Relax at Coconut Bay!

10.0 out of 10, Exceptional, (28)
"We loved our condo unit in coconut bay. Really nice propery and pool. Had a nice snorkel out fromt when the waves calmed down. "
Relax at Coconut Bay!
PROSPECT OASIS: Nestled on the pristine waters of the Cayman Islands
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and a granite countertop.

PROSPECT OASIS: Nestled on the pristine waters of the Cayman Islands

"ExcellentHome away from home. Immaculate condition.Would recommend to all my colleagues."
PROSPECT OASIS: Nestled on the pristine waters of the Cayman Islands
Nautilus One – A Beachfront Condo on Seven Mile Beach - by Cayman Villas
On the beach

Nautilus One – A Beachfront Condo on Seven Mile Beach - by Cayman Villas

10.0 out of 10, Exceptional, (34)
"We enjoyed our time at the cottage. Great value for this property! Would definitely go again"
Nautilus One – A Beachfront Condo on Seven Mile Beach - by Cayman Villas
Quiet, private nature retreat with pool and ocean views.
Enjoy a serene beach experience with a clear ocean view and gentle waves.

Quiet, private nature retreat with pool and ocean views.

10.0 out of 10, Exceptional, (8)
"Very quiet location away from the hustle and bustle of town. We stayed with kids and parents and loved the proximity to wonderful restaurants/attractions but also the distance from the capital city. The house was spacious and clean and I would recommend to anyone looking to stay on the north side. "
Quiet, private nature retreat with pool and ocean views.
Harbour Heights #41 Seven Mile Beach, Second Floor 4 Bedroom, 3.5 Bathroom Townhouse
Relax by the pool or on the beach, surrounded by palm trees and scenic views of the ocean.

Harbour Heights #41 Seven Mile Beach, Second Floor 4 Bedroom, 3.5 Bathroom Townhouse

Harbour Heights #41 Seven Mile Beach, Second Floor 4 Bedroom, 3.5 Bathroom Townhouse
Villa Caymanas: Caribbean Villa w/ Fabulous Snorkeling, Pool, & Panoramic Balcony Views
Relax by the pool surrounded by lush greenery and palm trees, with comfortable seating and a dining area.

Villa Caymanas: Caribbean Villa w/ Fabulous Snorkeling, Pool, & Panoramic Balcony Views

9.8 out of 10, Exceptional, (19)
"Wonderful get away in paradise."
Villa Caymanas: Caribbean Villa w/ Fabulous Snorkeling, Pool, & Panoramic Balcony Views
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.
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