Grand Cayman Holiday Rentals

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Holiday Rentals in Grand Cayman

Private beach, white sand, free beach cabanas, sun-loungers
Galleon Villas by Hello Cayman Vacation
3.5 star property
10.0 out of 10, Exceptional, (128)
"Spacious villas, excellent location on a beautiful beach!"
The price is NZ$954
includes taxes & fees
20 May - 21 May
Galleon Villas by Hello Cayman Vacation
Exercise/lap pool
ONE Canal Point
3.5 star property
10.0 out of 10, Exceptional, (68)
"The only drawback was crossing a busy highway like road to get to the beach and shopping"
ONE Canal Point
Beach
2 Bedroom Condo Seven Mile Beach -Sunset Cove - Newly Renovated
10.0 out of 10, Exceptional, (54)
"The condo was clean, nicely decorated and a great location! Our hosts were friendly and easy to communicate with. Having a local phone available was a pleasant surprise and came in handy. We would stay here again if we come back."
The price is NZ$978
includes taxes & fees
1 Jun - 2 Jun
2 Bedroom Condo Seven Mile Beach -Sunset Cove - Newly Renovated
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On the beach, sun-loungers, beach towels
Stunning Ocean View Condo steps to 7 Mile Beach-Ground Floor!
10.0 out of 10, Exceptional, (19)
"This condo was great for our family. Everyone had their own space. The screened in porch was nice for breakfast and evenings. The beach is small and rocky but seven mile beach is a short walk or drive. There was an umbrella and a couple beach chairs as well as coolers for the beach. We had an amazing week exploring Grand Cayman."
Stunning Ocean View Condo steps to 7 Mile Beach-Ground Floor!
Property grounds
Stunning ,Coastal Chic, apartment in the Heart of 7 mile Beach.
10.0 out of 10, Exceptional, (97)
"I would stay here 100x over. Shevaun and family are the nicest kindest people ever. The place was so wonderful and I wish I lived there. Super easy to get to the beach and to restaurants and grocery store. The property had all the things and more. And I love that it’s called mango trees. I love mangoes and I love trees."
Stunning ,Coastal Chic, apartment in the Heart of 7 mile Beach.
A heated pool, pool loungers
Private 7 Mile Beach Beach Club. Ocean views from Roof Terrace and Pool Pavilion
10.0 out of 10, Exceptional, (83)
"We had an amazing stay at this condo! The location is unbeatable - just a short walk away from the beach, which was perfect for our family. The place was exactly as described and shown in the pictures, and it exceeded our expectations. The host was incredibly helpful and responsive, making sure we had everything we needed for a comfortable stay. The kids loved the nearby attractions, and we enjoyed the convenience of shops and restaurants within walking distance. The space was clean,...
The price is NZ$3,143
includes taxes & fees
21 May - 22 May
Private 7 Mile Beach Beach Club. Ocean views from Roof Terrace and Pool Pavilion
Property grounds
The peace and tranquility of this cottage Works Wonders on the soul....
10.0 out of 10, Exceptional, (48)
"We thoroughly enjoyed our stay. The property is well located and affords privacy will still be close to various attractions. The pool and beach were wonderful, and we enjoyed kayaking and paddle boarding. Would definitely stay again!"
The peace and tranquility of this cottage Works Wonders on the soul....
Outdoor pool
Private Luxury Waterfront Villa with Pool
10.0 out of 10, Exceptional, (17)
"Very relaxing stay in cayman, pool was great. Location was very good. Can’t wait to comeback next year."
Private Luxury Waterfront Villa with Pool
On the beach
Sundowner 8 is a 2 bedroom condo located right on Seven Mile Beach
10.0 out of 10, Exceptional, (38)
"Sundowner is the perfect location to experience all that Seven Mile has to offer. The beachfront is truly exquisite. The property is clean, spacious and well-stocked. A home away from home! The rooftop patio is the perfect place to enjoy Cayman sunsets and you can easily walk along the beach to several hotels and restaurants for a meal or drink. We appreciated the beach towels and beach furniture available to us as well. Sundowner has thought of everything! Our family had a wonderful vacation...
Sundowner 8 is a 2 bedroom condo located right on Seven Mile Beach
Beach
Cayman Imperial Suite-Close to Beaches, Restaurants, Bus-stops & Stores
10.0 out of 10, Exceptional, (45)
"Wonderful. Host was very helpful and accommodating. Will most definitely be staying here again!"
Cayman Imperial Suite-Close to Beaches, Restaurants, Bus-stops & Stores
On the beach, sun-loungers, beach towels
Apartment on 7 Mile Beach! Walk to Camana Bay
10.0 out of 10, Exceptional, (45)
"Traveled to Grand Cayman with multiple young children and this was a perfect setup and location! Would stay here again if we return. Convenient walk to grocery store and nearby restaurants."
Apartment on 7 Mile Beach! Walk to Camana Bay
Pool
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH
10.0 out of 10, Exceptional, (46)
"This was our third visit to Grand Cayman and this was our favorite property that we have rented. The location was close to many great restaurants, Run point and Starfish beach. The Villa had everything we needed, the owners were very responsive with our questions and made everything so easy. The sandy beach and easy access to the water made it easy to snorkel and kayak. There was ample shade as well as plenty of sunshine- the perfect mix. The beds were very comfortable. We love the quiet and...
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH
Outdoor pool
CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!
10.0 out of 10, Exceptional, (93)
"We came to Grand Cayman for my wife’s birthday and had an outstanding time.. Craig is absolutely terrific and very responsive. We had one of our suitcases break and needed a screwdriver. I emailed Craig and in less than 2 minutes, Roy was at the front door with the screwdriver.. The location and condition of the house was very nice, the pool with it beautiful view of the water is exactly what were hoping for!! Not one issue at all.."
CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!
On the beach, white sand, sun-loungers, beach umbrellas
Villas of the Galleon
2.5 star property
9.8 out of 10, Exceptional, (68)
"Excellent place to stay!"
Villas of the Galleon
Outdoor pool, free pool cabanas, pool umbrellas
Caribbean Club Luxury Condo Hotel
5.0 star property
9.8 out of 10, Exceptional, (45)
"Excellent Property. Their front desk team needs some working on because they give couldn't care less attitude."
Caribbean Club Luxury Condo Hotel
Beach
Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove
9.8 out of 10, Exceptional, (58)
"Perfect property for our stay in paradise. I definitely recommend a car, it’s convenient parking and the neighborhood feels safe. We had everything we needed and it was nice to have access to the cooler and beach chairs which we used every day. It also felt very clean and the bed was very comfortable. "
Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove
Pool
Ocean Front Paradise Seven Mile Beach Sunsets!
9.8 out of 10, Exceptional, (142)
"Wonderful trip!"
Ocean Front Paradise Seven Mile Beach Sunsets!
View from property
Aqua Bay Club Condos
3.0 star property
9.8 out of 10, Exceptional, (75)
"We absolutely loved it here! The condo was great the staff was friendly and an amazing view!! Snorkeling was awesome just off the beach!"
Aqua Bay Club Condos
Pool
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
9.8 out of 10, Exceptional, (150)
"Everything was clean, linens were soft and comfortable, there were kayaks and snorkel equipment aplenty ~ The pool was fantastic and the beach was perfect. Loved all aspects and will definitely return!"
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Beach nearby, beach towels
Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar,
9.8 out of 10, Exceptional, (34)
"The house and grounds are very clean and well maintained. The kitchen is well stocked and having the extra kitchen downstairs was wonderful. We really enjoyed every minute"
Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar,
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See all available properties in Grand Cayman
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.

Other types of properties in Grand Cayman you may be interested in

Outdoor wedding area
The Ritz-Carlton, Grand Cayman
5.0 star property
9.6 out of 10, Exceptional, (853)
"The staff was excellent!!!!"
The price is NZ$1,725
includes taxes & fees
8 Jun - 9 Jun
The Ritz-Carlton, Grand Cayman
Private beach nearby, white sand, beach cabanas, sun-loungers
Sunshine Suites Resort
4.0 star property
9.0 out of 10, Wonderful, (1002)
"I had an outstanding experience from start to finish! The staff was incredibly welcoming, making me feel right at home the moment I arrived and maintaining that warm hospitality until I departed. The restaurant on-site was perfect for grabbing quick, delicious bites—each meal was a treat. Additionally, the location couldn't be better; just a 5-minute walk from the beach allowed for spontaneous seaside strolls. Highly recommend for anyone looking for a friendly, convenient, and enjoyable stay!"
The price is NZ$548
includes taxes & fees
17 May - 18 May
Sunshine Suites Resort
Outdoor pool
Grand Cayman Marriott Resort
4.5 star property
8.8 out of 10, Excellent, (1001)
"Functional Cayman hotel. Shame about the waterfront (no beach). Hefty resort fee and mandatory service charge on room rates. Loud events mar an otherwise relaxing place to stay. Good central Seven Mile Beach location. "
The price is NZ$908
includes taxes & fees
4 Jun - 5 Jun
Grand Cayman Marriott Resort
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Grand Cayman holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Grand Cayman. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Grand Cayman. Seeing all the best attractions is bound to make you fall in love with Grand Cayman. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Grand Cayman short-term rentals, that won’t be hard to do.

Recent reviews of Grand Cayman properties
Expedia verified reviews

The Grand Caymanian Resort

The Grand Caymanian Resort

5/5 Excellent
"The stay was very comfortable and relaxing. Very peaceful and the food was great "
A verified traveller stayed at The Grand Caymanian Resort
Posted 13 hours ago
The Grand Caymanian Resort