Villa holiday rentals in Old Man Bay

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Top-rated villa rentals in Old Man Bay

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Guest favourite

Villa in Old Man Bay

4.97 out of 5 average rating, 33 reviews

Old Man Bay Villa #2

Tucked away in a corner of Northside, Grand Cayman, is the quaint little community of Old Man Bay, where time has stood still. This is the authentic Cayman, no crowds and the only thing you'll hear are the ocean waves. The 2 side-by-side 1 bedroom villas are identical in layout. The main floor has a living room with queen size sofa bed, flat screen TV, fully equipped kitchen with Dishwasher & powder room. The spacious bedroom is on the 2nd floor and has a full ensuite with a large shower.

12–19 Apr

€ 169 per night

Superhost

Villa in Bodden Town

4.87 out of 5 average rating, 15 reviews

A Beach Villa in Paradise

Latitude Adjustment is located on the beach in historic Bodden Town which is 20 minutes east of Owen Roberts International Airport and away from the hustle and bustle of Seven Mile Beach. A short drive to Rum Point, Starfish Point & Kaibo Yacht Club. A water taxi is available from Kaibo Yacht Club to Camana Bay so you don't even have to drive. A perfect place to hear the sea and truly unwind. In walking distance you will find a few shops, local fish fry, a bakery, cigar shop and plenty of charm!

21–28 Sep

€ 283 per night

Guest favourite

Villa in West Bay

4.97 out of 5 average rating, 59 reviews

Ocean Front Relaxation Villa

"This Ocean Front 3 bedroom villa is perfectly located! It's about a 25 minute drive from the airport but only a few minutes from local restaurants 3 minutes from Foster's grocery. Head to the private beach and snorkel the colorful reef just offshore, or enjoy the fresh water pool at the villa. Patio views are gorgeous! Please be advised that covid rules in Cayman still require quarantine. The Villa is an approved location for quarantine. See exploregov dot ky to see the latest updates

24–31 Oct

€ 1,020 per night

Guest favourite

Villa in South Sound

5.0 out of 5 average rating, 14 reviews

Incredible Beach Front Villa!

Welcome to the vacation of your dreams! Dip your toes directly into the Caribbean ocean from our beach front villa! This unique beach front property is a standalone villa. Boasting a large patio with a big barbecue, you can entertain your family and friends with a gorgeous view. Our beach is beautiful golden sand. The beach has not degraded at all like other areas of Cayman where their beaches have disappeared. Our beach is protected! It is a beautiful area for family and friends to enjoy!

11–18 Sep

€ 728 per night

Guest favourite

Villa in West Bay

4.93 out of 5 average rating, 88 reviews

Luxury villa right across 7mile Beach + Bed Swing

1 bedroom with King size bed and Queen size sofa bed to comfortably sleep up to 4 guests. Adorable small boutique community of 7 villas a few short steps from the white sand and crystal clear water of Seven Mile Beach. Includes all the comforts of home, 50” Smart TV, FREE high-speed WiFi, Keurig Coffee Machine, AppleTV, Apple HomePod, New AC in all rooms and Walk-in closet. Condo is recently remodeled w/ new furniture. There is also custom made outdoor swing bed on the patio to relax on.

9–16 Apr

€ 364 per night

Villa in North Side

5.0 out of 5 average rating, 5 reviews

Beautiful beachfront, romantic get away!

Gorgeous crystal clear waters right out the back door! Eighty feet from the sliding doors is the best snorkeling on the island, between the shore and a beautiful coral reef, in shallow water that is easy to navigate. Azure Breeze is a very quiet, cozy and private place, where you may not see more than a handful of people pass by in a day! With only six two-story units, our villa offers privacy and serenity. Many nearby restaurants and endless activities are readily available.

19–26 Jun

€ 511 per night

Guest favourite

Villa in North Side

4.91 out of 5 average rating, 45 reviews

Luxury 3bd Beach Front, # 4 Green, Stunning Views

Perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations and is conveniently located near renowned Stingray City, Rum Point and Kaibo’s restaurants, beaches and water sport activities. Bask on the white sand beach, enjoy the pool, swim and snorkel with a myriad of sea life, or simply lounge in your hammock snoozing away the day.

3–10 Aug

€ 489 per night

Superhost

Villa in Grand Cayman

4.73 out of 5 average rating, 26 reviews

Deluxe Spacious Villa

The Village of Britannia is a peaceful “community” of villas and is a terrific place to stay with the family. The Villas are more economical and more fun than hotel rooms, but still have similar amenities of resorts in Cayman Islands. There is plenty of space for the family to spread out and the children can have their own bedrooms. With unobstructed views of the expansive garden, from its own private patio, you can relax and enjoy outside dining.

6–13 Jan

€ 788 per night

Villa in North Side

4.96 out of 5 average rating, 78 reviews

Coco Kai Beach Front Villa heated pool and dock

This property is situated in the quiet, pristine area of Cayman Kai. Our home also has a heated pool and sits on the beautiful beaches of the Caribbean. This is a very private, exclusive part of beautiful Grand Cayman. Coco Kai, is an upscale private vacation home located in the tranquil, pristine Northside of Grand Cayman, five minutes from Rum Point and Stingray City. Coco Kai is on the beautiful, white sand shore of the Caribbean Sea.

12–19 Apr

€ 1,049 per night

Villa in George Town

4.85 out of 5 average rating, 13 reviews

Amazing Serviced 4500 sqf villa in the ♥ of 7MB

Minutes away from Seven Mile Beach and the town center Camana Bay, come enjoy this stunning tropical serviced house with 6 bedrooms + playroom sitting on half of an acre garden with a huge swimming pool. Enjoy and relax your holiday as we provide you with a 3 hour week day maid service, that is included in your stay. Bonus free 1.5 hour massage for 1 person every Sunday at 8 pm with the islands best therapist:)

6–13 Aug

€ 838 per night

Guest favourite

Villa in Old Man Bay

4.89 out of 5 average rating, 9 reviews

4 Bedroom home on private nature reserve

Take it easy at this unique and tranquil getaway. 4 bedroom, 3 bath home surrounded by nature. Birdwatch, relax in the pool or lounge in a hammock to the sounds of the ocean and native woodland birds. Nearby are caves, botanic park and the Mastic trail but also restaurants, gas station and grocery and liquor stores. Sandy beach across the street is great for snorkeling and also hosts turtle nesting April-August.

28 May – 4 Jun

€ 496 per night

Superhost

Villa in George Town

5.0 out of 5 average rating, 3 reviews

#724 Britannia, Seven Mile Beach Corridor

This incredibly spacious 4 bedroom / 4.5 bathroom condominium is located on the second and third floor within Britannia, minutes from award-winning restaurants and duty-free shopping at Camana Bay, as well as easy access to the world famous Seven Mile Beach by way of a convenient pedestrian pathway.

2–9 May

€ 641 per night