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Villas in North Side

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Browse Select North Side Villas

20 Steps to the Beach
North Side, Cayman Islands
Situated near the beach, this villa is 0.5 mi (0.9 km) from North Sound and 1.9 mi (3 km) from Mastic Trail North Trailhead. Cayman Kai Public Beach and Rum ...
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20 Steps to the Beach
CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!
Nestled on the beach, this North Side villa is 0.5 mi (0.8 km) from North Sound and 1.9 mi (3 km) from Mastic Trail North Trailhead. Cayman Kai Public Beach ...
5/5Exceptional! (20 reviews)
Beautiful house. Very comfortable beds!!!
"Clean, beautiful accommodations!!"

Reviewed on Mar 6, 2019

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CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!
BEACHFRONT 3 BEDROOM VILLA IN THE CAYMAN ISLANDS
Nestled on the beach, this North Side villa is 1.1 mi (1.7 km) from North Sound and 1.4 mi (2.3 km) from Mastic Trail North Trailhead. Cayman Kai Public Beach ...
5/5Exceptional! (2 reviews)
Great family experience!
"Everything we could imagine about a beach home experience."

Reviewed on Mar 31, 2020

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BEACHFRONT 3 BEDROOM VILLA IN THE CAYMAN ISLANDS
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"Sandy Bottom" -  2 Bedroom Villa On The Beach At Gardens Of The Kai
Nestled on the beach, this North Side villa is just steps from North Sound and Star Fish Point. Starfish Beach and Cayman Kai Public Beach are also within 1 ...
4.9/5Exceptional! (8 reviews)
Great slice of paradise.
"House was beautiful and location was a 10."

Reviewed on Mar 29, 2020

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"Sandy Bottom" - 2 Bedroom Villa On The Beach At Gardens Of The Kai
Christmas Palms: Serene Villa with an Oceanfront Pool and Private Beach
Nestled on the beach, this North Side villa is 2.2 mi (3.5 km) from Mastic Trail North Trailhead and 2.5 mi (4 km) from Barefoot Beach. Colliers Public Beach ...
4.5/5Wonderful! (4 reviews)
Wonderful stay!
"We loved Christmas palms!"

Reviewed on May 30, 2019

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Christmas Palms: Serene Villa with an Oceanfront Pool and Private Beach
Bit of Heaven: Perfect Beachfront Home w/Free Kayaks!
Nestled on the beach, this North Side villa is just steps from North Sound and Star Fish Point. Starfish Beach and Cayman Kai Public Beach are also within 2 ...
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Bit of Heaven: Perfect Beachfront Home w/Free Kayaks!
Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6
This family-friendly North Side villa is within 2 mi (3 km) of North Sound and Mastic Trail North Trailhead. Queen Elizabeth II Botanic Park and Cayman Kai Public ...
4.8/5Exceptional! (6 reviews)
Quiet stay moments from Rum Point
"We enjoyed our stay in Mahogany Point #5 with the ocean just steps away. Having access to a pool for days when the winds were high on the beach was great."

Reviewed on Mar 15, 2020

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Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6
Mahogany Point 2 by Cayman Villas
3.5 out of 5
1126 North Side Road, North Side, Grand Cayman Island
Nestled on the beach, this North Side villa is 0.5 mi (0.9 km) from North Sound and 1.8 mi (3 km) from Mastic Trail North Trailhead. Cayman Kai Public Beach ...
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Mahogany Point 2 by Cayman Villas
Villa Esprit by Cayman Villas
4 out of 5
722 North Side Rd, North Side
Nestled on the beach, this North Side villa is 0.8 mi (1.4 km) from North Sound and 1.6 mi (2.6 km) from Mastic Trail North Trailhead. Cayman Kai Public Beach ...
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Villa Esprit by Cayman Villas
Pools of the Kai 3 - Beautiful Island House with Indoor Pool
Situated on the beach, this romantic villa is steps from North Sound and Star Fish Point. Starfish Beach and Cayman Kai Public Beach are also within 2 mi (3 ...
5/5Exceptional! (2 reviews)
Beautiful spot
"Property was lovely and very comfortable. Beautiful area for walking. Boats were very fast and loud on the weekends, but nice and quiet through the week. A rental car was needed as you are a long way out. A few restaurants did deliver but nothing was open within walking distance."

Reviewed on Mar 14, 2021

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Pools of the Kai 3 - Beautiful Island House with Indoor Pool
S'kai Fall: Newly Renovated Beach House w/Private Pool, Beachfront, Dock & Free Kayaks
Situated in North Side, this villa is within a 10-minute walk of North Sound and Star Fish Point. Cayman Kai Public Beach and Starfish Beach are also within ...
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S'kai Fall: Newly Renovated Beach House w/Private Pool, Beachfront, Dock & Free Kayaks
Kempa Kai: Bali Inspired Beach Retreat with Designer Interiors, Infinity Pool & Heated Spa
Nestled on the beach, this North Side villa is steps from North Sound, Star Fish Point, and Starfish Beach. Cayman Kai Public Beach and Rum Point Beach are also ...
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Kempa Kai: Bali Inspired Beach Retreat with Designer Interiors, Infinity Pool & Heated Spa
The Kai Life: Waterfront Oasis Within Walking Distance to Rum Point Beach & The Kaibo
Situated in North Side, this romantic villa is steps from North Sound and Rum Point Beach. Cayman Kai Public Beach and Star Fish Point are also within 1 mi (2 ...
4.5/5Wonderful! (2 reviews)
Beautiful spot, professionally maintained
"Great property, well maintained. Love dealing with Silver Thatch. Definitely coming back"

Reviewed on Mar 1, 2020

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The Kai Life: Waterfront Oasis Within Walking Distance to Rum Point Beach & The Kaibo
Kaibo Yacht Club by Cayman Villas
3.5 out of 5
Pink Bldg, 555 Water Cay Road, North Side
Situated on the beach, this villa is steps from North Sound and Star Fish Point. Starfish Beach and Cayman Kai Public Beach are also within 1 mi (2 km).
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Kaibo Yacht Club by Cayman Villas
The Pools by Cayman Villas
3 out of 5
Kaibo Crescent, Water Cay Road, Rum Point, North Side, Grand Cayman
Situated on the beach, this villa is steps from North Sound and Star Fish Point. Starfish Beach and Cayman Kai Public Beach are also within 2 mi (3 km).
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The Pools by Cayman Villas
Sea Magic by Cayman Villas
3.5 out of 5
20 Finger Cay Road, North Side
Situated on the beach, this villa is within a 15-minute walk of North Sound and Star Fish Point. Cayman Kai Public Beach and Starfish Beach are also within 1 ...
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Sea Magic by Cayman Villas
Ultra-Cool 6-Bedroom Beachfront Mansion in Rum Point
Nestled on the beach, this North Side villa is just steps from North Sound and Rum Point Beach. Cayman Kai Public Beach and Star Fish Point are also within 2 ...
4.3/5Excellent! (3 reviews)
Amazing!
"Wonderful location for large families! Clean, beautiful! Staff was great! It’s the quiet side of the island which was nice! Will be back!!!"

Reviewed on Mar 24, 2020

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Ultra-Cool 6-Bedroom Beachfront Mansion in Rum Point
Crystal Waters: Luxury Contemporary Villa w/ New Pool, Barefoot Beach & Private Dock in Cayman Kai
Situated in North Side, this villa is steps from North Sound and Star Fish Point. Starfish Beach and Cayman Kai Public Beach are also within 2 mi (3 km).
4.9/5Exceptional! (7 reviews)
Did not stay--however I keep receiving email prompts to review, so am reviewing
"Due to COVID-related travel issues, I did not get a chance to stay here, unfortunately. However, the management was SO incredibly helpful in navigating the cancelation that I will certainly try to rebook, as soon as I am able, and encourage friends and family to do the same. The excellent communication ..."

Reviewed on Aug 6, 2020

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Crystal Waters: Luxury Contemporary Villa w/ New Pool, Barefoot Beach & Private Dock in Cayman Kai
Gypsy
3.5 out of 5
1514 Rum Point Drive, North Side
Nestled on the beach, this North Side villa is within 1 mi (2 km) of North Sound and Cayman Kai Public Beach. Rum Point Beach and Star Fish Point are also within ...
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Gypsy
Treasure Cove by Cayman Villas
4 out of 5
274 Water Cay Road, North Side
Nestled on the beach, this North Side villa is within a 10-minute walk of North Sound and Star Fish Point. Cayman Kai Public Beach and Rum Point Beach are also ...
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Treasure Cove by Cayman Villas
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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 property types in North Side

Rum Point Club Residences

Rum Point Club Residences

3 out of 5
2166 Rum Point Drive, North Side
The price is $389 per night from Oct 4 to Oct 4
Rum Point Club Residences
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 $215 per night from Sep 29 to Sep 29
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
Ocean Paradise

Ocean Paradise

4 out of 5
1234 Rum Point Road, North Side, 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
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.

Vacation Like a Royal in a North Side Villa

One of the most important parts of planning a vacation is deciding where you're going to stay. Usually, no matter where you go, there will always be a hotel, resort, or motel. But when you stay in North Side, you have the opportunity to upgrade from the typical trip and try something new: your very own private villa. When you choose to stay in a private villa that accommodates everyone, you won't have to share a crowded pool with hundreds of strangers or wait in line to get a drink at the bar. Expedia is here to help you make the most of your holiday, so go ahead, make yourself at home. When you stay at one of Expedia's North Side villas, you can let all those troubles of lodging at a resort melt away as you savor the privacy of your own residence. Whether it's eating breakfast for dinner to skinny-dipping at midnight, this is your house, your rules. Book a gorgeous villa with us, so we can get you a great deal and a fantastic place to stay that you will be boasting about for years to come.

Lavish Villa Rentals in North Side

Staying in a North Side villa can be a good alternative to staying at a resort in North Side with family or friends. You'll absolutely take advantage of the experience of diving into the local culture and community. If you'd rather take a secluded getaway without the touristy crowds, Expedia can make your serene escape happen quicker than you think. If you're intrigued by the idea of a villa rental but are a bit daunted by the process, stick with Expedia, and we will help you make your plans as easy as possible. Just imagine: no need to worry if you miss breakfast ordinnerñîyou will have the freedom to make your own schedule. You can enjoy nature, order a meal in the restaurant or in the nearest tavern, or even make your own dinner in the luxury of your villa's kitchen or outdoor grill.

Book Your Stay in North Side Today

Ditch the noisy resorts and cramped suites year by booking a villa when you vacation in North Side. They will give you more privacy and space, so you can come and go as you desire. You'll have plenty of time and space to make new memories and talk with your loved ones on this huge property, all while enjoying the comforts of a luxury villa. From playing in the pool to grilling in the yard, you will be amazed to find out that your possibilities are limitless when you step through the front door of your North Side villa. We know you are craving more freedom this time around, and for a fantastic rate.

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