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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 205 Vacation Homes in Old Man Bay with updated reviews, rates, and availability.

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
The Pink Beach House boasts an expansive deck and pool directly on the Caribbean

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

9.8 out of 10, Exceptional, (161)
"Very accommodating for 3 couples. Clean. Enjoyed the pool and especially the front porch when the North wind was strong. We also enjoyed the watered lawn and vegetation. Also used the kayaks. We like to be close to Rum Point and Starfish Point. "
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Villa on Bioluminescent Bay, short walk to Rum Point beach, Free Kayaks, 4 bikes
Morning at Rum Point Beach

Villa on Bioluminescent Bay, short walk to Rum Point beach, Free Kayaks, 4 bikes

9.8 out of 10, Exceptional, (64)
"Loved the property! exactly as advertised lots of privacy on the Bioluminescent Bay side, and just a few steps to the Rum Point beach, which we spent a lot of time at! Would definitly consider staying here again. The weather was perfect for us, with air temps and water temps both in the low 80s. "
Villa on Bioluminescent Bay, short walk to Rum Point beach, Free Kayaks, 4 bikes
Stepping Stone / 4 BR East End Luxury Ocean & Beach Front Pool Villa w/ Dock
Room

Stepping Stone / 4 BR East End Luxury Ocean & Beach Front Pool Villa w/ Dock

10.0 out of 10, Exceptional, (2)
"We very much enjoyed our stay. The house was nice. I believe it just changed hands and they are in process of updating a few things. Nothing that affected our vacation. The only thing that really affected us was thunderstorms but it sure was nice to have this house to relax in. The pool and spa were excellent. They did end up with quite a few leaves, etc due to the storms but that was just mother nature. The East Side is the quiet side. We only saw a handful of people on the beach the entire...
Stepping Stone / 4 BR East End Luxury Ocean & Beach Front Pool Villa w/ Dock
Slice of Paradise- 2 mins from Spotts Beach!
Property grounds

Slice of Paradise- 2 mins from Spotts Beach!

9.2 out of 10, Wonderful, (11)
"We stayed for one night. The location is a quiet neighborhood close to Georgetown town center. The place had everything we needed for quick stay in the area. The host was very responsive. We had a little snafu checking in but that's because I didn't have cell service in the island. The only thing is there wasn't a full kitchen or sink, just a mini fridge and coffee maker. Otherwise, recommend to others. "
The price is AED 514
AED 624 total
includes taxes & fees
18 Feb - 19 Feb
Slice of Paradise- 2 mins from Spotts Beach!
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
Enjoy the gorgeous, beachfront swimming pool with it's spacious deck and cabana.

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

9.6 out of 10, Exceptional, (25)
"We had a group of 9 adults and the property was perfect for our group size. The property is as the photos show. Karen and Ron were very responsive and great to work with. I would suggest checking your snorkel equipment as we found some masks to be leaky. Otherwise the property was terrific and we enjoyed our time there. "
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
Mahogany Point 3 – A Beachfront Townhouse by Cayman Villas
Mahogany Point 3-Beach 2

Mahogany Point 3 – A Beachfront Townhouse by Cayman Villas

9.8 out of 10, Exceptional, (31)
"We loved our stay except the mattress in the master front bedroom NEEDS TO BE REPLACED. We had to rearrange sleeping due to the master bed being horrible to sleep in. We actually needed to use a heating pad during the week because our backs were so sore from sleeping in it. A very uncomfortable stay. Getting any of the extra pieces out of the storage unit was difficult as well. Paddle boards, chairs, etc. too difficult to remove so we didn't use them. Other than this, we enjoyed our stay. The...
Mahogany Point 3 – A Beachfront Townhouse by Cayman Villas
The peace and tranquility of this cottage Works Wonders on the soul....
Outdoor dining

The peace and tranquility of this cottage Works Wonders on the soul....

10.0 out of 10, Exceptional, (56)
"Works Wonders is a truly marvelous house-- it is even nicer than its photographs! Extremely comfortable, well-furnished, well-stocked with kitchen equipment (with well-labeled cabinets and drawers), comfortable beds and couches. Beautiful beach with plenty of outside furniture. Spotless when we arrived. Property manager answered our few questions in minutes. Cannot recommend this property more highly!"
The peace and tranquility of this cottage Works Wonders on the soul....
Ocean's Edge: Beachfront Home with Rooftop Views
Beach

Ocean's Edge: Beachfront Home with Rooftop Views

10.0 out of 10, Exceptional, (4)
"As advertised. Great location on the quieter Northside. We enjoyed our stay and Mike was a great host, "
Ocean's Edge: Beachfront Home with Rooftop Views
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

10.0 out of 10, Exceptional, (7)
"Location is fantastic if you like to snorkel. Home is close to Rum Point and an easy walk down the beach. We had a good bit of rain (early June stay) but were told by the locals that it was unusually rainy. Be sure to try Tukka and Check In restaurants."
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
Beach

Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

10.0 out of 10, Exceptional, (39)
"Highly recommend! Quiet. Gorgeous beach!"
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
Beach

SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point

10.0 out of 10, Exceptional, (59)
"This is a beautiful and well cared for property. It is very spacious. All of the rooms are good sized. The property is very clean. The management company was very quick to respond to any questions that I had. If you are looking to take long walks on the beach, this is probably not the best side of the island for that. If you are looking for a quiet place with a private beach, this is a great place to be. The only negative thing I noticed is there is a lot of trash that washes up over the...
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
Bella Rocca: Ultra-Luxe Estate w/Pool and Spa, Sunken Fire Pit and Designer Interiors
Welcome to Bella Rocca, a lavish 8-bedroom hideaway in Grand Cayman's East End.

Bella Rocca: Ultra-Luxe Estate w/Pool and Spa, Sunken Fire Pit and Designer Interiors

Bella Rocca: Ultra-Luxe Estate w/Pool and Spa, Sunken Fire Pit and Designer Interiors
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
Outdoor dining

Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

2.0 star property
9.8 out of 10, Exceptional, (10)
"Away from the crowds. Great snorkeling spot. Close to Starfish beach, dive shop, and Rum Point. "
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
Pools of the Kai 10: Beach House w/ Private Pool Atrium, Free Kayak & More in Cayman Kai
Wake up to sweeping tropical views.

Pools of the Kai 10: Beach House w/ Private Pool Atrium, Free Kayak & More in Cayman Kai

9.8 out of 10, Exceptional, (9)
"We had the pleasure of staying at Pools of Kai #10 the week of November 16th to the 23rd, and it truly delivered a slice of paradise! If you’re looking for a serene escape on Grand Cayman’s quieter north side, this villa is an excellent choice. Here’s a detailed breakdown of our experience: 🏠 The Villa The pictures online are spot-on—this villa is just as beautiful in person! One thing to note: there’s a pier right outside the back porch. While it’s not a highlight in the listing, it didn’t...
Pools of the Kai 10: Beach House w/ Private Pool Atrium, Free Kayak & More in Cayman Kai
Mahogany Point 2 – A Beachfront Townhouse by Cayman Villas
Mahogany Point 2

Mahogany Point 2 – A Beachfront Townhouse by Cayman Villas

9.4 out of 10, Exceptional, (27)
"Nice location "
Mahogany Point 2 – A Beachfront Townhouse by Cayman Villas
Villa Esprit – 3 Bedroom Beachfront Villa in North Side
Beach outside home

Villa Esprit – 3 Bedroom Beachfront Villa in North Side

10.0 out of 10, Exceptional, (83)
"We really enjoyed our stay at this property. We were looking for a place to disconnect and relax. This place certainly delivered. The overall property is gorgeous. Very well maintained and clear pride in ownership. We were very happy with the North Shore. We had contemplated going to 7 mile, but we were very happy we did not. Very different vibe on that side of the island and not at all what we were looking for for this trip. We would recommend."
Villa Esprit – 3 Bedroom Beachfront Villa in North Side
Villa Caymanas: Caribbean Villa w/ Fabulous Snorkeling, Pool, & Panoramic Balcony Views
Welcome to Villa Caymanas featuring stunning architectural details and a oceanfront private pool.

Villa Caymanas: Caribbean Villa w/ Fabulous Snorkeling, Pool, & Panoramic Balcony Views

9.8 out of 10, Exceptional, (18)
"Wonderful get away in paradise."
Villa Caymanas: Caribbean Villa w/ Fabulous Snorkeling, Pool, & Panoramic Balcony Views
Neptune's Nest by the Sea, East End
Pool

Neptune's Nest by the Sea, East End

10.0 out of 10, Exceptional, (14)
"If you're looking for a little get away from the busy city this place is a must! Trish, our host, was fantastic to deal with and responded quickly to any question we had! The beach is fantastic for snorkelingajd finding shells! The pools were great and werent busy at all! Very close to restaurants and fun activities for the kids! The house had everything and more than we needed! It was great!! "
Neptune's Nest by the Sea, East End
Kai Time: Island living on Bio Bay w/Free Kayaks, & Bikes--Walk to Rum Point Beach!
The screened lanai with water views will become your go-to spot to relax and recharge.

Kai Time: Island living on Bio Bay w/Free Kayaks, & Bikes--Walk to Rum Point Beach!

10.0 out of 10, Exceptional, (30)
"This was the best VRBO we have ever been to. The villa was in perfect order and had thought through every detail. There were cooking oils and spices to help with meals. Coffee, filters, first aid kits, shampoo/confitioner, hair dryer, beach towels, beach bags, every detail was thought of. There was an excellent restaurant at the beach club across the street. Rental car is essential. Great location for a relaxing and laid back vacation. We ate in a couple of nights and went out other nights. If...
Kai Time: Island living on Bio Bay w/Free Kayaks, & Bikes--Walk to Rum Point Beach!
Blue Vista Villa - Oceanfront 4 Bedroom Pool Home on Northside
Oceanfront Alfresco Dining

Blue Vista Villa - Oceanfront 4 Bedroom Pool Home on Northside

9.6 out of 10, Exceptional, (21)
"We really enjoyed the space and area- will definitely visit again!"
Blue Vista Villa - Oceanfront 4 Bedroom Pool Home on Northside
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Old Man Bay

On The Bay
Beach

On The Bay

4.0 star property
10.0 out of 10, Exceptional, (5)
"The property was very well maintained and the condo was absolutely beautiful! All basics were available for us! The view was awesome. We were a family of 5 and were very comfortable. Great place!!"
On The Bay
Governors Village Seven Mile Beach Corridor
Pool

Governors Village Seven Mile Beach Corridor

3.5 star property
9.6 out of 10, Exceptional, (50)
"It was in a quiet area, close to amenities and beach."
The price is AED 888
AED 1,113 total
includes taxes & fees
10 Mar - 11 Mar
Governors Village Seven Mile Beach Corridor
Regal Beach Club
Living area

Regal Beach Club

4.0 star property
9.6 out of 10, Exceptional, (237)
"It was an unexpected surprise from prior reviews, but the beach was beautiful. Everything was very clean, and the condo worked out perfectly. Also a great location"
Regal Beach Club
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.