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Villa vacation rentals in Old Man Bay

Find and book unique villas on Airbnb

Top-rated villa rentals in Old Man Bay

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Villa in Bodden Town

4.84 out of 5 average rating, 19 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!

Villa in Old Man Bay

4.97 out of 5 average rating, 38 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.

Villa in Rum Point

5 out of 5 average rating, 23 reviews

Beachfront Villa w King Suites in Rum Point

Take advantage of an exclusive discount when booked through Airbnb! Discover a new way of life at So Serene; a peaceful northern coast villa with breathtaking views of the ocean. Experience Grand Cayman's premier community. Every day is an adventure. Enjoy unlimited kayaking, exploring crystal waters in our back yard, and adventures like snorkeling, hiking, or fishing charters! Amidst swaying palms, enjoy exceptional amenities such as a private chef for nights in or private yoga and massage.

Villa in West Bay

4.94 out of 5 average rating, 98 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.

Villa in North Side

5 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.

Villa in North Side

4.9 out of 5 average rating, 52 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.

Villa in Grand Cayman

4.73 out of 5 average rating, 26 reviews

Deluxe Spacious Villa: Ultimate Getaway

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.

Villa in North Side

4.96 out of 5 average rating, 83 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.

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.

Villa in East End

4.93 out of 5 average rating, 40 reviews

OCEAN VIEW at SUNRISE SOLILOQUY - Paradise Villas

Our Villa is located in an intimate complex of 10 villas surrounding a gorgeous 5 tier swimming pool. It is found in the peaceful East End, the sleepy side of the island! Enjoy our ocean views! The 300' sandy beach across the street is included in our property!

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Popular amenities for Old Man Bay villa rentals

Free parking on premises

Air conditioning

Private villa rentals

Villa in North Side

4.9 out of 5 average rating, 52 reviews

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

Villa in North Side

4.94 out of 5 average rating, 36 reviews

Villa at the Sea Front

Villa in East End

4.93 out of 5 average rating, 40 reviews

OCEAN VIEW at SUNRISE SOLILOQUY - Paradise Villas

Villa in Grand Cayman

4.73 out of 5 average rating, 26 reviews

Deluxe Spacious Villa: Ultimate Getaway

Villa in West Bay

4.94 out of 5 average rating, 98 reviews

Luxury villa right across 7mile Beach + Bed Swing

Villa in Bodden Town

4.84 out of 5 average rating, 19 reviews

A Beach Villa in Paradise

Villa in Old Man Bay

4.89 out of 5 average rating, 54 reviews

Old Man Bay Villa #1

Villa in West Bay

4.97 out of 5 average rating, 33 reviews

Gorgeous Ocean Front at Villas Pappagallo

Villa rentals with a pool

Villa in North Side

4.9 out of 5 average rating, 52 reviews

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

Villa in North Side

4.96 out of 5 average rating, 83 reviews

Coco Kai Beach Front Villa heated pool and dock

Villa in George Town

4.67 out of 5 average rating, 3 reviews

Fin #2

Villa in East End

4.93 out of 5 average rating, 40 reviews

OCEAN VIEW at SUNRISE SOLILOQUY - Paradise Villas

Villa in Grand Cayman

4.73 out of 5 average rating, 26 reviews

Deluxe Spacious Villa: Ultimate Getaway

Villa in Old Man Bay

4.89 out of 5 average rating, 9 reviews

4 Bedroom home on private nature reserve

Villa in East End

5 out of 5 average rating, 6 reviews

Cayman Wavelength - East End Paradise Villas

Villa in Bodden Town

4.84 out of 5 average rating, 19 reviews

A Beach Villa in Paradise

Family-friendly villa rentals

Villa in North Side

4.9 out of 5 average rating, 52 reviews

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

Villa in North Side

4.96 out of 5 average rating, 83 reviews

Coco Kai Beach Front Villa heated pool and dock

Villa in Rum Point

4.8 out of 5 average rating, 5 reviews

Gorgeous Sandy Beachfront at Azure Breeze Villas

Villa in North Side

5 out of 5 average rating, 5 reviews

Beautiful beachfront, romantic get away!

Villa in West Bay

4.97 out of 5 average rating, 33 reviews

Gorgeous Ocean Front at Villas Pappagallo

Villa in North Side

4.33 out of 5 average rating, 30 reviews

Ocean Front Private Villa, Northside Grand Cayman

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