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Cayman Islands Vacation Rentals

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Top Vacation Rentals in in Cayman Islands

Regal Beach Club

Regal Beach Club

4 out of 5
431 West Bay Road, Seven Mile Beach, Grand Cayman
Nestled on the beach, this Seven Mile Beach aparthotel is within a 10-minute walk of Seven Mile Beach and Camana Bay. Port of Georgetown is 1.6 mi (2.6 km) ...
4.8/5Exceptional! (152 reviews)
"We loved the Regal Beach Club. Beautiful beach, spacious accommodations (even for 5 adults) and every amenity you could ever need. We especially appreciated the abundance of bath and beach towels AND the in unit washer and dryer. The location was also great...we did rent a car but were also able ..."

Reviewed on Mar. 26, 2020

Regal Beach Club
Ocean Paradise

Ocean Paradise

4 out of 5
1234 Rum Point Road, North Side, Grand Cayman
Offering direct access to the beach, this North Side vacation home is 0.1 mi (0.1 km) from North Sound and within 12 mi (20 km) of Starfish Beach and Grand Cayman ...
4.8/5Exceptional! (32 reviews)
"Ocean Paradise is a great place to stay, amenities were nice, owner communication was easy, beach was nice, entire family loved location. Pool was never crowded. We felt like we had the entire place to ourselves"

Reviewed on Aug. 18, 2019

Ocean Paradise
4BR Luxury Seven Mile Beach, Sleep 10 Pool View. Ocean View From Roof Terrace

4BR Luxury Seven Mile Beach, Sleep 10 Pool View. Ocean View From Roof Terrace

West Bay, West Bay
Located in West Bay, this beachfront condo building is in the city center, 0.1 mi (0.1 km) from Seven Mile Beach, and 2 mi (3.2 km) from Cayman Turtle Farm. ...
5/5Exceptional! (24 reviews)
winter getaway
"GREAT LOCATION, RELAXING AND GREAT AMENITIES"

Reviewed on Feb. 22, 2020

4BR Luxury Seven Mile Beach, Sleep 10 Pool View. Ocean View From Roof Terrace
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4br, Ocean View From Roof Terrace, Amazing Pool Pavilion, Seven Mile Beach

4br, Ocean View From Roof Terrace, Amazing Pool Pavilion, Seven Mile Beach

West Bay, West Bay
Nestled on the beach, this West Bay condo building is 0.1 mi (0.1 km) from Seven Mile Beach and 2 mi (3.2 km) from Cayman Turtle Farm. Cemetery Beach and West ...
4.9/5Exceptional! (17 reviews)
Fantastic!
"Wonderful property, super clean, great location. We’ll be back! Ruaneik was amazing and super attentive.... thanks for a great week!"

Reviewed on Mar. 15, 2020

4br, Ocean View From Roof Terrace, Amazing Pool Pavilion, Seven Mile Beach
Best Priced Oceanfront-on 7 Mile Beach-1 Bd-cayman Reef Resort # 21

Best Priced Oceanfront-on 7 Mile Beach-1 Bd-cayman Reef Resort # 21

Seven Mile Beach, Cayman Islands
Nestled on the beach, this Seven Mile Beach condo building is within a 10-minute walk of Governor's Beach and Camana Bay. Port of Georgetown is 1.9 mi (3 km) ...
4.7/5Exceptional! (63 reviews)
"What a dream vacation! Open the door and you are on the beach. This condo and location was perfect! The bed was very comfortable and a king! The condo very clean. The owner was very easy to communicate with and very responsive. Easy walking to several restaurants. Fun walk down the beach to a local ..."

Reviewed on Jul. 1, 2020

Best Priced Oceanfront-on 7 Mile Beach-1 Bd-cayman Reef Resort # 21
Modern Condo Steps From the Beach

Modern Condo Steps From the Beach

West Bay
This family-friendly West Bay vacation home is located by the sea, just steps from Seven Mile Beach and Cemetery Beach. Cayman Turtle Farm is 2.2 mi (3.6 km) ...
5/5Exceptional! (7 reviews)
A Great Week
"We had a wonderful week in the Caymen Islands. Dennis was very responsive to any questions and the property was accurately portrayed. Beach is convenient, beautiful and not crowded with amazing snorkeling and paddle boarding. Grocery and liquor stores are a quick walk away, and cabs/buses were easy ..."

Reviewed on Jan. 8, 2020

Modern Condo Steps From the Beach
Rum Point Club Residences

Rum Point Club Residences

3 out of 5
2166 Rum Point Drive, North Side
The price is CA $484 per night from Aug 3 to Aug 3
Nestled on the beach, this North Side property is within 2 mi (3 km) of North Sound and Starfish Beach. Port of Georgetown and Camana Bay are also within 32 ...
Rum Point Club Residences
Caribbean Club Luxury Condo Hotel

Caribbean Club Luxury Condo Hotel

5 out of 5
871 West Bay Road, Seven Mile Beach, Grand Cayman
Nestled on the beach, this Seven Mile Beach aparthotel is within a 10-minute walk of The Strand Shopping Center, Cayman Crazy Golfing Mini Golf, and Galleria ...
4.9/5Exceptional! (36 reviews)
"The rooms very quite large and the rooms were very clean. The property was beautiful. I really enjoyed my stay at this resort and would highly recommend it to anyone visiting the Cayman Islands."

Reviewed on Feb. 4, 2020

Caribbean Club Luxury Condo Hotel
Laguna Del Mar

Laguna Del Mar

441 West Bay Road, Seven Mile Beach, Seven Mile Beach
Nestled on the beach, this Seven Mile Beach aparthotel is within a 10-minute walk of Seven Mile Beach and Camana Bay. Port of Georgetown is 1.7 mi (2.7 km) ...
Laguna Del Mar
Magnificent Ocean Views- 2 Bedroom Beachfront Condo at The Reef Resort?

Magnificent Ocean Views- 2 Bedroom Beachfront Condo at The Reef Resort?

East End, KY
Nestled on the beach, this East End condo building is 1.3 mi (2 km) from Colliers Public Beach and 2.3 mi (3.7 km) from Barefoot Beach. Grand Cayman Blow Holes ...
4.9/5Exceptional! (12 reviews)
Gorgeous ocean front view
"The pictures are accurate. The view is so beautiful. The patio doors open double wide so you can feel like you are outdoors when you are sitting inside. The furniture is comfortable. The kitchen is well equipped. It's a bonus the unit has a washer and dryer. We went in March and the whole week was ..."

Reviewed on Mar. 28, 2020

Magnificent Ocean Views- 2 Bedroom Beachfront Condo at The Reef Resort?
Grand Cayman Oceanfront Condo, Serenity Kai, Kaibo Yacht Club

Grand Cayman Oceanfront Condo, Serenity Kai, Kaibo Yacht Club

North Side, grand cayman
The price is CA $267 per night from Aug 1 to Aug 1
Situated in North Side, this condo building is steps from North Sound and Star Fish Point. Starfish Beach and Cayman Kai Public Beach are also within 1 mi (2 ...
4.9/5Exceptional! (36 reviews)
Great spot and price
"Our family did a staycation for 2 nights in June 2021. The unit was exactly as pictured/described. It was clean. Everything works. Property is well-maintained. Lots of board games in case you get a rain day. Location is great. You can walk bear foot to Kaibo next door (and crawl home!). 40 min walk ..."

Reviewed on Jul. 25, 2021

Grand Cayman Oceanfront Condo, Serenity Kai, Kaibo Yacht Club
Barefoot Lagoon: Waterfront Villa W/shared Pool & Free Kayaks; Short Walk to Rum Point Beach!

Barefoot Lagoon: Waterfront Villa W/shared Pool & Free Kayaks; Short Walk to Rum Point Beach!

North Side
Situated on the waterfront, this vacation home is steps from North Sound and Rum Point Beach. Cayman Kai Public Beach and Star Fish Point are also within 1 mi ...
4.9/5Exceptional! (24 reviews)
Island house 11
"Awesome location, very quiet..."

Reviewed on Apr. 1, 2020

Barefoot Lagoon: Waterfront Villa W/shared Pool & Free Kayaks; Short Walk to Rum Point Beach!
Amore Suites Cayman Islands

Amore Suites Cayman Islands

George Town, GRAND CAYMAN
The price is CA $118 per night from Aug 1 to Aug 1
Situated in George Town, this apartment building is 1.8 mi (2.9 km) from Cayman Islands National Museum and 1.9 mi (3.1 km) from Port of Georgetown. Georgetown ...
5/5Exceptional! (3 reviews)
Great property for the price
"This property is lovely. The kitchenette has a water kettle, coffee maker, and microwave, as well as a small refrigerator to put food in. Diane was extremely helpful and prompt in responding to questions. She offered to pick us up at the airport, but since we rented a car, she met us at the property. ..."

Reviewed on Feb. 21, 2020

Amore Suites Cayman Islands
The Grandview Condos on Seven Mile Beach

The Grandview Condos on Seven Mile Beach

3.5 out of 5
95 Snooze Lane, Seven Mile Beach, Grand Cayman
Located in Seven Mile Beach, this beachfront condo building is in the city center and within 1 mi (2 km) of Seven Mile Beach and Camana Bay. Port of Georgetown ...
4.8/5Exceptional! (84 reviews)
"We were well received, great locate, easy to park, clean everywhere, great kitchen, easy access to beach, good to have washer and dryer. Had more than enough beach towels delivered every other day. Very happy with Grandview and would book again in a heartbeat!"

Reviewed on Mar. 18, 2020

The Grandview Condos on Seven Mile Beach
Coco Kai Beach Front Villa With Heated Pool and Private Dock

Coco Kai Beach Front Villa With Heated Pool and Private Dock

North Side, North Side
Nestled on the beach, this North Side vacation home is 0.5 mi (0.7 km) from North Sound and 1.9 mi (3.1 km) from Mastic Trail North Trailhead. Cayman Kai Public ...
5/5Exceptional! (39 reviews)
A Beach house with a lot to offer
"The host and house were great. we have stayed in a few places in the area and this was our favorite. Plenty of things to do around the house plus the grocery/liquor store a short walk away. We will be staying here again!"

Reviewed on Mar. 17, 2021

Coco Kai Beach Front Villa With Heated Pool and Private Dock
Grand Cayman Tranquility at its Best!

Grand Cayman Tranquility at its Best!

North Side, Cayman Islands
Nestled on the beach, this North Side condo building is within a 5-minute walk of North Sound, Cayman Kai Public Beach, and Rum Point Beach. Star Fish Point ...
5/5Exceptional! (9 reviews)
Wonderful Week
"Great time. Everything was as described. Rum Point is more "non touristy" area and it fit our family needs perfectly. Everything we needed was in walking distance. (including beach front bar/restaurant.) Best to get groceries on way to Rum Point as nothing within 20 min. But property owners told ..."

Reviewed on Jul. 25, 2019

Grand Cayman Tranquility at its Best!
Beautiful Studio Apartment in Tranquil South Sound - 5 min Walk to Smith Cove

Beautiful Studio Apartment in Tranquil South Sound - 5 min Walk to Smith Cove

George Town, Grand Cayman
Situated near the beach, this apartment building is 0.1 mi (0.2 km) from Pure Art Gallery and 1.3 mi (2 km) from Port of Georgetown. National Trust for the Cayman ...
5/5Exceptional! (9 reviews)
Great spot on Grand Cayman
"This was our third trip to Grand Cayman in the past 4 years. The apartment was perfect for us. It was spotless and made for a great base for 5 days on the beach. We were looking for a simple and economical place to stay because we planned to spend the majority of our time out and about on the island ..."

Reviewed on Mar. 4, 2020

Beautiful Studio Apartment in Tranquil South Sound - 5 min Walk to Smith Cove
Closest Ocean Front Condo on 7-mile Beach-cayman Reef 31

Closest Ocean Front Condo on 7-mile Beach-cayman Reef 31

Seven Mile Beach, Grand Cayman
Situated on the beach, this romantic condo building is within a 10-minute walk of Governor's Beach and Camana Bay. Port of Georgetown is 1.8 mi (2.8 km) ...
4.9/5Exceptional! (47 reviews)
Perfect location. Highly recommend.
"This was our second time renting this unit. It was even better the second time! The new king bed is SO comfortable and the updated bathroom and floors throughout are really nice. Working with Brian and Carrie is effortless and they are very accommodating. We had everything we needed during our stay ..."

Reviewed on Mar. 21, 2020

Closest Ocean Front Condo on 7-mile Beach-cayman Reef 31
Sea Beauty: Ada-friendly Island Cottage w/ 300-feet of Private Beach, Hammocks, Cabanas, & Kayak

Sea Beauty: Ada-friendly Island Cottage w/ 300-feet of Private Beach, Hammocks, Cabanas, & Kayak

East End, Cayman Islands
Nestled on the beach, this East End vacation home is within 3 mi (5 km) of Mastic Trail South Trailhead, Queen Elizabeth II Botanic Park, and North Sound. Grand ...
5/5Exceptional! (32 reviews)
Perfect Winter Holiday
"This was a perfect vacation from booking until the moment we returned home. . Cathy gave us useful planning information before our arrival. When we arrived at the house, she was waiting on us. She gave us a wonderful tour of the property. Others have mentioned the welcome basket, but it has to be ..."

Reviewed on Jan. 19, 2020

Sea Beauty: Ada-friendly Island Cottage w/ 300-feet of Private Beach, Hammocks, Cabanas, & Kayak
Northern Lights #5: 2-story Beachfront Oasis in North Side W/pool, Dock, & Snorkeling

Northern Lights #5: 2-story Beachfront Oasis in North Side W/pool, Dock, & Snorkeling

North Side
Nestled on the beach, this North Side vacation home is 2 mi (3.3 km) from Barefoot Beach and 2.6 mi (4.2 km) from Mastic Trail North Trailhead. Colliers Public ...
4.9/5Exceptional! (9 reviews)
Amazing communication during a difficult time
"We unfortunately did not get to spend what would have been an incredible week at this villa in Grand Cayman due to the pandemic. But the communication we received from Grand Cayman Villas was above and beyond anything we could have anticipated. Consistent, clear, frequent emails letting us know where ..."

Reviewed on Jul. 7, 2020

Northern Lights #5: 2-story Beachfront Oasis in North Side W/pool, Dock, & Snorkeling
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You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . Seeing all the best attractions is bound to make you fall in love with Cayman Islands. Who knows, you may even be tempted to extend your vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Top Cities in Cayman Islands