Grand Cayman Vacation Rentals

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Next weekend
Aug 22 - Aug 24
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Aug 29 - Aug 31
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Sep 12 - Sep 14
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Oct 10 - Oct 12

Browse Select Grand Cayman Vacation Homes

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

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!
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre
On the beach, sun loungers, beach towels

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

10.0 out of 10, Exceptional, (73)
"This was the perfect property for a large group or family. Beautiful views, every amenity you could ask for and a beautiful home! The northside is very laid-back and quiet with lots of great options around for eating out. Nothing is more than 45 minutes away if you want to go into town to shop or visit seven Mile Beach or any of the other touristy areas. Definitely going to book this one again!"
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre
Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!
On the beach, beach towels

Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!

10.0 out of 10, Exceptional, (38)
"Kai Baby had all that we needed on the quiet side of the island. Low traffic, calm waters and everything in the unit was just as expected. Clean, safe, relaxing pool, kayaks, etc. "
Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!
Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach)
Beach nearby, sun loungers, beach towels

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)
LEMONGRASS HAVEN 3 bedroom home
Property grounds

LEMONGRASS HAVEN 3 bedroom home

10.0 out of 10, Exceptional, (2)
"Really nice house, perfect for the six of us. Great location. Close to a lot of really nice beaches. Grocery stores were nearby as were a lot of good restaurants. The front porch was a great place to enjoy a morning coffee! "
LEMONGRASS HAVEN 3 bedroom home
The peace and tranquility of this cottage Works Wonders on the soul....
Outdoor dining

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

10.0 out of 10, Exceptional, (66)
"We had a great time! The property and location were wonderful! The property manager was very helpful with setting up excursions. We loved everything about this trip and can’t wait to be back!"
The peace and tranquility of this cottage Works Wonders on the soul....
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
Property grounds

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!!
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
Indoor pool, outdoor pool

CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

10.0 out of 10, Exceptional, (45)
"The house was perfect for my family. We had 15 people and we had plenty of room. The movie room and arcade was great for our teens and young adults. Communication was quick and helpful. We all loved our time there and want to come back. We made awesome family memories. "
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
Ocean Paradise
Outdoor pool, sun loungers

Ocean Paradise

4.0 star property
9.6 out of 10, Exceptional, (38)
"Wonderful property! We enjoyed our stay very much! "
Ocean Paradise
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, (17)
"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
Neptune's Nest by the Sea, East End
Outdoor pool

Neptune's Nest by the Sea, East End

10.0 out of 10, Exceptional, (19)
"This home was perfect for the 5 of us. It's a very nice quiet area. Plenty of space and had everything we needed. The pools outside were great to relax amd cool off. The owner Trish was very helpful with information on where to shop, places to eat, and things to do. Very responsive with any questions we had. She keeps the home stocked with so many supplies that were very helpful. We would definitely stay here again!"
Neptune's Nest by the Sea, East End
Carolina Kai - NEWLY BUILT luxury villa, private beach in Rum Point / Cayman Kai
Outdoor pool, a heated pool, sun loungers

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

10.0 out of 10, Exceptional, (36)
"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
Bella Rocca: Ultra-Luxe Estate w/Pool and Spa, Sunken Fire Pit and Designer Interiors
Outdoor pool, a heated pool

Bella Rocca: Ultra-Luxe Estate w/Pool and Spa, Sunken Fire Pit and Designer Interiors

10.0 out of 10, Exceptional, (3)
"What a beautiful villa. Everything thing you need to have a fantastic vacation. Pool was by far the most fun! Kayaks on site right on the water. Not too far to travel to take a beautiful catamaran see the island and swim with the stingrays….People are wonderful and made our stay so enjoyable, extremely helpful. Wish we stayed longer!"
Bella Rocca: Ultra-Luxe Estate w/Pool and Spa, Sunken Fire Pit and Designer Interiors
Far Tortuga: Single Level Spacious Beach Villa w/ Heated Pool and Private Dock
Dining

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

2.0 star property
10.0 out of 10, Exceptional, (15)
"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
Pieces of Eight LUXE 6BR Rum Point Villa
Pool

Pieces of Eight LUXE 6BR Rum Point Villa

2.0 star property
10.0 out of 10, Exceptional, (1)
"Pieces of Eight was the perfect accommodation for our family trip to Grand Cayman!The home has been recently updated, with new furniture and fresh paint. The beds and linens are all very plush and comfy. Each bedroom has its own en suite bath, which was the perfect set up for the 8 adults in our group. Our kids loved the bunk room, and they were even kind enough to have a pack n play and high chair available for us upon arrival. The primary suite has a large walk in closet, which was perfect...
Pieces of Eight LUXE 6BR Rum Point Villa
FREE Night in 2025! Private, quiet oceanfront home, wrap-around screened porch.
On the beach, sun loungers, beach towels

FREE Night in 2025! Private, quiet oceanfront home, wrap-around screened porch.

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."
FREE Night in 2025! Private, quiet oceanfront home, wrap-around screened porch.
Kai Vista: Beach House with Pool, Hot Tub, Tanning Deck, and Free Bikes
Pool

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 Enjoy and Play
Pool

Relax Enjoy and Play

9.6 out of 10, Exceptional, (18)
"We stayed nine days and discovered the island from this extremely clean and well-appointed apartment with pleasant interior and covered terrace with BBQ. Good AC and ceiling fans securing nice indoor ambiance. "
Relax Enjoy and Play
Relax at Coconut Bay!
On the beach, beach towels

Relax at Coconut Bay!

10.0 out of 10, Exceptional, (29)
"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
Highchair, cookware/dishes/utensils, spices

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
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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Top Grand Cayman Hotel Reviews

Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

10/10 Excellent
"Staff was great"
Jon 4-night trip
Posted 9 hours ago
Hotel Indigo Grand Cayman by IHG