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Vacation rentals in Old Man Bay

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Top-rated vacation rentals in Old Man Bay

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Guest suite in Savannah
Paradise Escape-Charming Oceanfront Guest Suite
A tranquil oceanfront escape for couples and solo adventurers... Ours is a unique community with quaint freehold condo cottages on a vast tract of oceanfront land. Wake-up in bed to a lovely view of a luscious green landscape that melds with the emerald green and blue ocean, sip a hot cup of coffee on the porch, enjoy a sunset cocktail by the ocean front pool, break a sweat in a friendly game of tennis, or take a blanket out to the lawn under the palm trees for breathtaking star gazing.
Jan. 24 – 31
$249 CAD per night
Guest favourite
Apartment in KY
Rum Haven villa on Bioluminescent Bay & Ocean view
Rum Haven is located in the beautiful, tranquil district of North Side, across the street from the world famous Rum Point Club. 10 minutes by boat to Stringray City with the Bioluminescent at the end of the cove by this unit. Kaibo Yacht club is located 1 mile away with the beautiful Crystal Caves and Botanic Park only 7 miles away. Kayak and hammocks available for guests to use. The Red/Orange kayak belong to Rum Haven and the paddles are on the screen porch.
Dec. 20 – 27
$431 CAD per night
Guest favourite
Apartment in GRAND CAYMAN
Rum Cove on the Bioluminescent Bay with Ocean View
Beautiful Rum Cove is located next to two one bedroom Villas and it's nicely decorated to suit our Island living, which is quiet and friendly to all who come to live amounts us. Rum Cove sit's in the beautiful Cove where the famous Bioluminescent Bay sits in your backyard. We welcome you to Rum Cove and want to offer you our Cayman Kind. Rum Point Beach Bar and Fine Dining Restaurant is located across the street from Rum Cove.
Aug. 14 – 21
$307 CAD per night

Popular amenities for Old Man Bay vacation rentals

Stay near Old Man Bay's top sights

Cayman Crystal Caves41 locals recommend
Over the Edge39 locals recommend
Kurts Korner8 locals recommend

Other great vacation rentals in Old Man Bay

Guest favourite
Villa in Old Man Bay
Old Man Bay Villa #2
Oct. 7 – 14
$226 CAD per night
Guest favourite
Home in North Side
Private oceanfront one-level home w/screened porch
Jul. 21 – 28
$811 CAD per night
Guest favourite
Cottage in East End
Piece of Mine, Beachfront Villa #3
Oct. 26 – Nov. 2
$539 CAD per night
Guest favourite
Condo in North Side
Spacious 2-Bedroom 2-Bathroom Beachfront Condo wit
May 25 – Jun. 1
$340 CAD per night
Guest favourite
Home in North Side
Ocean's Edge: Beachfront Home with Rooftop Views
Aug. 25 – Sep. 1
$880 CAD per night
Guest favourite
Guest suite in Grand Cayman
Studio 1 @ Fort Rocks, Forest King near beach!
Sep. 29 – Oct. 6
$265 CAD per night
Guest favourite
Vacation home in Bodden Town
Art Beach House, boutique style luxury.
Apr. 22 – 29
$629 CAD per night
Guest favourite
Townhouse in Old Man Bay
Your Oceanside Retreat Awaits!
Nov. 16 – 23
$503 CAD per night
Guest favourite
Apartment in East End
Spacious Oceanfront Studio
Jul. 30 – Aug. 6
$252 CAD per night
Guest favourite
Condo in North Side
Northern Lights #3 Oceanfront Condo on Northside
Aug. 9 – 16
$445 CAD per night
Superhost
Home in Grand Cayman
Christmas Palms by Grand Cayman Villas
Jul. 13 – 20
$1,373 CAD per night
Guest favourite
Home in Grand Cayman
Snorkelers Beachfront Paradise - Beach Plum Villa
Oct. 21 – 28
$1,210 CAD per night

Destinations to explore