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Old Man Bay Rentals
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Per night
$10 - $500
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Old Man Bay Rentals
403 Houses
New Listing - 3 Bedroom Ocean Front - Tranquil, Peaceful Location! Snorkeling!
Old Man Bay condo
3 bedrooms / 3 bathrooms / sleeps 6
Responds fast! avg. 55 minutes
Price per night from
$275
Christmas Palms by Grand Cayman Villas and Condos
Old Man Bay house
4 bedrooms / 4 bathrooms / sleeps 10
“Wedding Week Stay” In a rare occurrence these days, Christmas Palms actually exists as it is portrayed in both photos and video. Everything aspect of our rental was as we hoped for and expected and would have no reservation in staying there again. T
Responds fast! avg. 3 hours 41 minutes
Price per night from
$700
Villa Caymanas by Grand Cayman Villas and Condos
Old Man Bay house
4 bedrooms / 5 bathrooms / sleeps 8
“A perfect vacation!” The second spring time vacation we had at villa caymanas. When arriving, the view entering the front door blows me away each time I arrive. Property is well maintained and everything was super clean. Private ocean side back y
Responds fast! avg. 3 hours 41 minutes
Price per night from
$710
“Beautiful location” Beautiful view of the ocean and great location right on the beach in a quiet area of cayman. Condo has lots of amenities and a nice-sized swimming pool. We had a great time!
Responds fast! avg. 2 hours 19 minutes
Price per night from
$225
Ocean Front Villa -New on the Market Available Christmas- New Years -High Season
Old Man Bay house
3 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 55 minutes
Price per night from
$500
“Peace and tranquility” This is a lovely complex of just 12 apartments. We were there over Christmas, probably the islands busiest time, but it was still very quiet at this spot (until our 3 boys arrived??!). The apartment has lovely views of the poo
Price per night from
$265
YOU'VE Arrived! Beachfront 3BR condo w/ Pool-Relax... North Side near Rum Point
Old Man Bay condo
3 bedrooms / 3 bathrooms / sleeps 6
Responds fast! avg. 1 hour 36 minutes
Price per night from
$285
Coral Cottage Pink by Grand Cayman Villas and Condos
Old Man Bay house
3 bedrooms / 3 bathrooms / sleeps 6
Responds fast! avg. 3 hours 41 minutes
Price per night from
$399
Northern Lights No. 5 by Grand Cayman Villas and Condos
Old Man Bay condo
3 bedrooms / 3 bathrooms / sleeps 8
Responds fast! avg. 3 hours 41 minutes
Price per night from
$225
Cayman Sands by Grand Cayman Villas and Condos
Old Man Bay house
5 bedrooms / 5 bathrooms / sleeps 14
“A wonderful, relaxing paradise” I recently stayed at Cayman Sands with my husband, my in-laws, and our 2 young girls, ages 4 and 6. This home is everything we could have asked for - as gorgeous as the pictures, but even fresher (the larger bedrooms h
Responds fast! avg. 3 hours 41 minutes
Price per night from
$850
“A piece of heaven in the Carribean” We arrived at Northern Lights after a long, cold, snowy winter to find a place that exceeded our expectations. Many times during the week, we spoke about how happy we were that we chose Northern Lights. The settin
Price per night from
$250
Coral Cottages by Grand Cayman Villas and Condos
Old Man Bay house
6 bedrooms / 6 bathrooms / sleeps 12
Responds fast! avg. 3 hours 41 minutes
Price per night from
$775
Coral Cottage Yellow by Grand Cayman Villas and Condos
Old Man Bay house
3 bedrooms / 3 bathrooms / sleeps 6
Responds fast! avg. 3 hours 41 minutes
Price per night from
$399
Great rentals within 20 miles that match your search
“Gorgeous, peaceful- perfect island setting!” We rarely saw any other guests while staying at Three Little Birds. The place is well appointed, clean, comfortable, with a fully stocked kitchen; lovely sitting room overlooking the little beach. Swimming
Responds fast! avg. 3 hours 56 minutes
Price per night from
$309
Ocean Pearl Beachfront Townhome Vacation Rental
North Side house
2 bedrooms / 3 bathrooms / sleeps 6
Price per night from
$249
Cayman Stead, 2 BR, 2 bath,BEACH condo,sleeps 6
North Side apartment
2 bedrooms / 2 bathrooms / sleeps 6
“Perfect paradise” This was perfect for my family of 2 teenage girls, my wife and I. We wanted the hot Caribbean vacation without the resort. We dove and explored everyday. This condo had everything we needed, pool, right on the sea, internet, full kit
Price per night from
$249
OCEANFRONT 3 BR 2 BATH VILLA ON PRIVATE, SANDY BEACH & AMAZING SNORKELING!!
Rum Point villa
3 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 3 hours 10 minutes
Price per night from
$175
Luxury Condo centrally located - Park Place (17)
Seven Mile Beach apartment
3 bedrooms / 3 bathrooms / sleeps 8
Price per night from
$177
Direct Beachfront Condo,quiet,with pool and tennis
George Town apartment
2 bedrooms / 2 bathrooms / sleeps 5
Price per night from
$199
10 feet from the beach, Grandview has a grand view
George Town apartment
2 bedrooms / 2 bathrooms / sleeps 8
Price per night from
$309
First Floor Oceanfront Condo in Top Location!
West Bay apartment
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 3 hours 29 minutes
Price per night from
$224
Cayman Reef Resort #33 - Personal Lanai Overlooking Beach & Ocean
Seven Mile Beach apartment
1 bedroom / 1 bathroom / sleeps 4
“Wonderful Stay, Beautiful Condo and Grounds, Easy to Work With” Condo is beautiful and exactly as described in the listing and in all communications with Marc. Very close to beach and water. Even closer than looks in pictures. Literally few steps ou
Responds fast! avg. 3 hours 48 minutes
Price per night from
$493
Responds fast! avg. 3 hours 0 minutes
Price per night from
$175
Cayman Reef Resort #50 - Best Value on the Beach
Seven Mile Beach apartment
1 bedroom / 1 bathroom / sleeps 4
“Excellent Long Term Stay” Unit 50 was very suitable for my wife and me for a four week visit. We thought the overall experience was excellent and it provided excellent value for our money. We would definitely recommend Unit 50 and we plan to retu
Responds fast! avg. 3 hours 48 minutes
Price per night from
$448
Beachfront Retreat, just off Spotts Beach - ONLY 10 minutes from George Town
Bodden Town condo
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$394
Cayman Reef Resort #32 - Steps away from the Beach
Seven Mile Beach apartment
1 bedroom / 1 bathroom / sleeps 4
Responds fast! avg. 3 hours 48 minutes
Price per night from
$593
Price per night from
$189
Cayman Islands Kaibo Yacht Club Condo - Rum Point
Rum Point condo
2 bedrooms / 2 bathrooms / sleeps 5
Responds fast! avg. 2 hours 2 minutes
Price per night from
$394
Beachfront Winter Getaway at Resplendent Kaibo
North Side apartment
2 bedrooms / 2 bathrooms / sleeps 6
“Heaven on Earth” My husband and myself have stayed at Kaibo Yacht Club B-13 several times a year for the past 8 years. The condo is wonderful, fully furnished, excellant condition and right on the beach. Walk out the back door into the pool. We lov
Price per night from
$145
Price per night from
$130
Cayman Reef Resort 56 - Luxury on Seven Mile Beach
Seven Mile Beach apartment
3 bedrooms / 2 bathrooms / sleeps 7
“Fantastic Condo on a fantastic beach” This condo was more than we could have hoped for. Modern, new, clean and extremely well stocked with kitchen ware, towels and bed linens. Two screened in patios with a view of the sunset. A very clean pool just of
Responds fast! avg. 3 hours 48 minutes
Price per night from
$872
Morritt's Tortuga Club: 1-BR, Sleeps 4, Full Kitchen
East End condo
1 bedroom / 1 bathroom / sleeps 4
Responds fast! avg. 1 hour 52 minutes
Price per night from
$176
Beautiful 7 Mile Beach Oceanfront Condo
Seven Mile Beach apartment
2 bedrooms / 2 bathrooms / sleeps 7
Responds fast! avg. 1 hour 16 minutes
Price per night from
$427
Price per night from
$248
Ultimate Oceanfront Penthouse W Unbeatable Views!!
Seven Mile Beach apartment
3 bedrooms / 2 bathrooms / sleeps 7
“Absolutely fabulous!!!” All I can say is we were spoiled! The condo was huge and comfortable, kitchen had everything. We enjoyed the pools and beach also. I would definitely recommend this place to anyone with a family or 3 couples. There were alw
Responds fast! avg. 57 minutes
Price per night from
$568
Price per night from
$274
Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 4 Green
North Side villa
3 bedrooms / 3 bathrooms / sleeps 8
Price per night from
$298
