Skip to main content

Cottages in Old Man Bay

Find the cottages that appeal to you the most

Select occupancy

Cottages for every style

Find the right cottage for you in Old Man Bay

The best cottages in Old Man Bay

Check out our selection of great cottages in Old Man Bay

Show hotels on map

Filter by:

Review score

Incredible Beach Front Villa!

George Town (Near Old Man Bay)

This beachfront property offers access to a patio, tennis at the tennis court, free private parking, and free Wifi. The property features barbecue facilities and outdoor furniture.

E
Eve
From
United Kingdom
The villa was fantastic! Spacious, with incredible views, and fully equipped with absolutely everything needed to enjoy your holiday. The location is unbeatable, right in the beachfront with stunning Caribbean Sea views everywhere. The location is perfect, both peaceful and private, yet only a five-minute drive to everything needed.
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 6 reviews
Check availability

Regal Beach Club #322

George Town (Near Old Man Bay)

A few steps from Seven Mile Beach in George Town, Regal Beach Club #322 features accommodations with access to a fitness center.

B
Benjamin
From
United States
Great accommodations for a family of 4. Made for a stay that felt like our own beach condo. It's the first unit in the series so you're the furthest from the beach, but it made for easy entry/exit and loading/unloading. It had all the beach toys and floats for kids, as well as a cooler and some ice blocks. Unit 322 was clean, comfortable, and perfect for our family. If we return we will be looking for this one specifically.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 7 reviews
Check availability

Seven Mile View Condo #1

West Bay (Near Old Man Bay)

Seven Mile View Condo #1 offers accommodations in West Bay, a few steps from Seven Mile Beach and 1.5 miles from Boatswains Beach.

K
Kateryna
From
United States
Location, views and cleanliness
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 5 reviews
Check availability

Snug Harbour View Condo #2

George Town (Near Old Man Bay)

Snug Harbour View Condo #2 offers accommodations in George Town, a 15-minute walk from Seven Mile Beach. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

M
Mariahp
From
United States
From the location to the stay was excellent! We loved the quiet neighborhood, few people out walking or running! Was lovely to have our morning runs around the neighborhood. Seven mile beach is a 6 minute drive and grocery store is about 5. Was so comfortable and perfect. Came with a washer and dryer as well as a screened in patio.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Check availability

Snug Harbour View Condo #1

George Town (Near Old Man Bay)

Snug Harbour View Condo #1 offers accommodations in George Town, a 15-minute walk from Seven Mile Beach. Both free Wifi and parking on-site are available at the vacation home free of charge.

J
Joseph
From
United States
Unit was nicely laid out and very conveniently located near airport, groceries, restaurants, etc. Unit was very clean and all necessary household items were provided. Shelly, the onsite person was very helpful. The pool was at the other end of the complex but there was a very nice grill located there for public use.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 6 reviews
Check availability

Cayman Luxury Rentals at One Canal Point

Upper Land (Near Old Man Bay)

Cayman Luxury Rentals at One Canal Point in Upper Land provides accommodations with a fitness center and a garden. With pool views, this accommodation offers a swimming pool.

L
Lena
From
United States
The pool and grill area! The grounds are well kept and beautiful scenery! The condo is well appointed with everything you need. Especially nice for a family that wants/needs more space.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 25 reviews
Check availability

Beach Living at Villas Pappagallo BLDP

West Bay (Near Old Man Bay)

Beach Living at Villas Pappagallo BLDP offers accommodations in West Bay, a few steps from West Bay Beach. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

E
Elizabeth
From
United States
The property was spacious. The view of the ocean was amazing with beach chairs in the sand. The pool was central to the property and clean.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 8 reviews
Check availability

Beach Living at Island Pine Villas BLP

George Town (Near Old Man Bay)

Beach Living at Island Pine Villas BLP offers accommodations in George Town, a few steps from Seven Mile Beach. This beachfront property offers access to a patio and free Wifi.

J
Julie
From
Canada
We loved everything about this property!! The apartment was spacious with every amenity that we needed. When one of the beach chairs was broken, it was replaced with 2 new ones within an hour. The beach was the nicest beach on the 7 mile stretch that we walked and the greatest snorkelling. The path to Camana Bay was right across the street with shops, restaurants and Foster’s grocery store.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 32 reviews
Check availability

Beach Living at Island Pine Villas (BLJ)

George Town (Near Old Man Bay)

Beach Living at Island Pine Villas (BLJ) offers accommodations in George Town, a few steps from Seven Mile Beach. This beachfront property offers access to a patio and free Wifi.

S
Stacy
From
United States
Excellent location a short walk to Camana Bay and tons of restaurants and bars. Quiet location, and cute little beach. We would definitely stay here again.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 21 reviews
Check availability

Fabulous one bedroom in West Bay

West Bay (Near Old Man Bay)

Fabulous one bedroom in West Bay offers accommodations in West Bay, a 13-minute walk from Boatswains Beach. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

J
Joseph
From
United States
Quiet neighborhood right on the ocean. Clean, comfortable and had everything you needed. The full time residents were friendly to tourists. Very close to the Turtle center and one of our favorite restaurants in West Bay. The price was reasonable especially compared to most places to stay. It's a nice place to come home to after adventuring all day. Not a luxurious resort but we went to snorkle and to explore not hang out at our villa. I would stay there again and recommend it to others.
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 6 reviews
Check availability
All cottages in Old Man Bay

Looking for a cottage?

Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations with a little more privacy.

Most booked cottages in Old Man Bay and surrounding area in the past month

See all

Popular with guests booking cottages in Old Man Bay

Popular with guests booking cottages in North Side

Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 3 reviews

Popular with guests booking cottages in Bodden Town

Popular with guests booking cottages in Bodden Town

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking cottages in Old Isaacs

Popular with guests booking cottages in Driftwood Village

Popular with guests booking cottages in Driftwood Village

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking cottages in Driftwood Village

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Popular with guests booking cottages in Driftwood Village

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1 review

Popular with guests booking cottages in Driftwood Village

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Traveling by car? These cottages in Old Man Bay and nearby offer free parking

See all

The Mastic Cottage Collection offers accommodations in North Side, 1.1 miles from Old Man Bay Beach. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

The Mastic Cana Luxury Cottage offers accommodations in North Side, 1.1 miles from Old Man Bay Beach. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

The Mastic Sunnyhill Cottage offers accommodations in North Side, 1.1 miles from Old Man Bay Beach. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

The Mastic Chapel Cottage offers accommodations in North Side, 1.1 miles from Old Man Bay Beach. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

A few steps from Old Man Bay Beach in North Side, Silver Reef 2 Oceanfront Condo offers accommodations with access to a fitness room.

A few steps from Old Man Bay Beach in North Side, Silver Reef 4 Oceanfront Condo offers accommodations with access to a fitness room.

A few steps from Old Man Bay Beach in North Side, Silver Reef 3 Oceanfront Condo provides accommodations with access to a fitness room.

Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 3 reviews

Azure Breeze # 6 offers accommodations in North Side, 1.2 miles from Old Man Bay Beach. This property offers access to a balcony, free private parking, and free Wifi.

Enjoy breakfast in Old Man Bay and nearby

See all

Babylon Reef

North Side
Breakfast options
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1 review

Babylon Reef offers accommodations in North Side, a few steps from Old Man Bay Beach. This property offers a private pool, free Wifi, and free private parking.

Sea Beauty

North Side
Breakfast options
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 reviews

Guests can benefit from a balcony and an outdoor pool. The vacation home also offers free Wifi, free private parking, and facilities for disabled guests.

Parrot-ise 4 Bedroom Villa offers accommodations in Driftwood Village, a few steps from Rum Point Beach. Both free Wifi and parking on-site are available at the vacation home free of charge.

A few steps from Rum Point Beach in North Side, Northside Grand Cayman Getaway w/ Private Beach! features accommodations with access to a spa center.

Bella Rocca

Gun Bay
Breakfast options

The air-conditioned accommodation is 1.2 miles from Colliers Public Beach. The accommodation offers a hot tub, free Wifi throughout the property, and an elevator.

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1 review

Providing an indoor pool, Timmys Place provides accommodations in Driftwood Village. Guests can go for a swim in the heated pool.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 reviews

Sea Biscuit at The Sea Lodges offers accommodations in Driftwood Village, a few steps from Rum Point Beach. Both free Wifi and parking on-site are available at the vacation home free of charge.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

This beachfront property offers access to a patio and free Wifi. Outdoor seating is also available at Moon Bay 2 Bdr Beachfront Condo with Pool and Tennis.

These cottages in Old Man Bay and nearby have options with free cancellation

See all

Thatch Hill

Driftwood Village
Free cancellation options available

Thatch Hill offers accommodations in Driftwood Village, a 1-minute walk from Rum Point Beach. This property offers a private pool, free Wifi, and free private parking.

Caribe Sun

Driftwood Village
Free cancellation options available

Guests can benefit from a balcony and an outdoor pool. Free Wifi is available throughout the property and Rum Point Beach is a 17-minute walk away.

Charming 2 Bdr Canal-Front Escape in Rum Point offers accommodations in Driftwood Village, a 3-minute walk from Rum Point Beach.

Flip Flop Kai

Driftwood Village
Free cancellation options available

Guests may go for a swim in the private pool. Free Wifi is available throughout the property and Rum Point Beach is a 18-minute walk away.

Callie Kai at Kaibo Yacht Club

Driftwood Village
Free cancellation options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Callie Kai at Kaibo Yacht Club offers accommodations in Driftwood Village, a few steps from Rum Point Beach and 1.2 miles from Water Cay Public Beach.

7 Up Condo at Kaibo Kai

Driftwood Village
Free cancellation options available
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1 review

7 Up Condo at Kaibo Kai is located in Driftwood Village, just a few steps from Rum Point Beach and 1.2 miles from Water Cay Public Beach.

Fantasea

Driftwood Village
Free cancellation options available

Providing a garden, Fantasea offers accommodations in Driftwood Village. With garden views, this accommodation provides a swimming pool.

Kai Kotch IH 17

Driftwood Village
Free cancellation options available

Offering a garden, Kai Kotch IH 17 provides accommodations in Driftwood Village. Free Wifi is available throughout the property and Rum Point Beach is a 3-minute walk away.