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Rentals for Seniors in Cayman Islands, Caribbean

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From
$800
Per Night
Cayman Brac
Studio, 1 Bathroom, Sleeps 4
Booking
24 photos Details Reviews (4) Make Inquiry
From
$155
Per Night
Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
11 photos Details Reviews (1) Make Inquiry
From
$275
Per Night
North Side
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
13 photos Details Reviews (5) Make Inquiry
Also consider
"A Mid-Winter Night's Dream" - Direct Oceanfront!!
2 Bedrooms, sleeps 6
$230 - $290 / night
Sunset Cove 3 BR Oceanfront on Seven Mile Beach!
3 Bedrooms, sleeps 7
$263 - $650 / night
Villa Habana,  Cayman Islands
2 Bedrooms, sleeps 4
$295 - $475 / night
Beachfront Luxury Condo at a Great Price!
2 Bedrooms, sleeps 4
$225 - $500 / night
From
$1,300
Per Night
Cayman Brac
3 Bedrooms, 3 Bathrooms, Sleeps 10
33 photos Details Reviews (7) Make Inquiry
5 of 5 stars Reviewed September 23, 2014
I'd imagine that there are not a lot of places on the earth like Soleil D'Or. Where else can one find the perfect combination of a beautiful beach-side private cottage or villa...
5 of 5 stars Reviewed June 24, 2014
I stayed at the villa at Le Soleil D'or from June 12 to June 16, and it was a truly once in a lifetime experience for me and my family. It VERY COMFORTABLY slept all 8 people that...
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From
$175
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details Reviews (4) Make Inquiry
5 of 5 stars Reviewed August 15, 2014
Nice location with wonderful constant breezes off the ocean. I have never thought it would be so nice to sleep with the doors open and hear the ocean and wind all night! Beach...
5 of 5 stars Reviewed July 27, 2014
This is the hot season for Grand Cayman Island, but the design of the house allowed me to sleep without turning on the AC. It was a very comfortable 2 bedroom house. Kitchen...
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From
$150
Per Night
Cayman Brac
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
27 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed May 17, 2014
Turtle Run was the perfect antidote for a long and bitter cold Montana winter. I stepped back in time when my propeller driven plane gently landed on Cayman Brac; back to a time...
4 of 5 stars Reviewed February 3, 2014
Turtle Run is an elevated home so not for those who have difficulty walking or navigating stairs. There is also no sandy beach, just dead coral, so it is not for those looking to...
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From
$125
Per Night
West Bay
1 Bedroom, 2 Bathrooms, Sleeps 2
Bookings
7 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed July 10, 2014
We went to Grand Cayman and needed a place to stay for the last couple of days of our trip. Heather was nice enough to rent us the Seaside View apartment and let our boys sleep...
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From
$125
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
14 photos Details Reviews (3) Make Inquiry
5 of 5 stars Reviewed October 13, 2014
We rented the condo for three weeks. The condo was very nice, clean and had everything we needed. Location was great. Staff wonderful! Would stay here again in a heartbeat...
5 of 5 stars Reviewed August 31, 2014
We had a great stay at Plantation Village. Four friends and I traveled down for a birthday celebration and it was so affordable we still can't believe it. The location is great...
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From
$921
Per Night
Bodden Town
4 Bedrooms, 4 Bathrooms, Sleeps 12
40 photos Details Reviews (8) Make Inquiry
5 of 5 stars Reviewed May 19, 2014
This property is the best vacation rental we have ever stayed at in Cayman. It is modern, immaculately clean, spacious & has all the amenities. We loved the Keurig coffee maker...
4 of 5 stars Reviewed March 21, 2014
The positives were: The house was well kept and clean. It was nice to have washer and dryer to launder towels as needed. The pool and outdoor deck was great. The hot tub was...
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From
$215
Per Night
Grand Cayman
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
23 photos Details Reviews (6) Make Inquiry
5 of 5 stars Reviewed October 2, 2014
My wife and I had the pleasure of staying here for a week in September 2014. Our first wonderful experience started with the owners who were very accessible, friendly, and easy...
5 of 5 stars Reviewed July 5, 2014
Located on a quiet residential road at the far end of 7 mile beach, this beautiful condo is just across the road from the beach and nestled among muti million dollar homes...
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From
$185
Per Night
West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
18 photos Details Reviews (2) Make Inquiry
4 of 5 stars Reviewed August 22, 2014
We are not divers but this condo was very roomy, clean, had everything we needed. Good view and pool. Would definitely recommend.
5 of 5 stars Reviewed July 10, 2014
This was our family's first stay in Grand Cayman. Our son & his wife were going to be attending a wedding with several scuba friends in Georgetown, but liked this condo being...
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From
$115
Per Night
Cayman Brac
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
16 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed August 19, 2014
We stayed for a week in August and although very hot, the cottage has good AC. it is well equipped to cook meals with a small grocery within walking distance along with a...
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From
$119
Per Night
George Town
1 Bedroom, 2 Bathrooms, Sleeps 4
Bookings
20 photos Details Reviews (6) Make Inquiry
5 of 5 stars Reviewed September 11, 2014
This B&B really lives up to it’s name. The owner, Rhiannon gave the suite personality and made us feel very welcomed. We stayed for just three nights and would have stayed the...
5 of 5 stars Reviewed August 28, 2014
Rhiannon was very responsive and attentive to our needs on this trip. The house is right in the middle of the best part of Seven Mile beach, just across the street next to the...
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From
$325
Per Night
Seven Mile Beach
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
17 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed January 8, 2014
The owner is very friendly and helpfull. Location can not be better. The condominium very safe and peaceful .But, cleaning service need to be much much better.
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From
$129
Per Night
West Bay
3 Bedrooms, 4 Bathrooms, Sleeps 8
Bookings
12 photos Details Reviews (5) Make Inquiry
5 of 5 stars Reviewed June 28, 2014
We really enjoyed our stay here. The condo was spacious and had everything we needed. We had the pool to ourselves almost all the time. The unit could use a little work, but...
3 of 5 stars Reviewed March 27, 2014
The villa was nice. It had 3 and 1/2 baths and 3bedrooms. It had the basics. Location was in a nice and quiet neighborhood and easy to find. The pool was nice. We only saw 2...
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From
$175
Per Night
Cayman Brac
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
19 photos Details Reviews (7) Make Inquiry
4 of 5 stars Reviewed August 19, 2014
The house is recently updated and is clean and functional. It truly is as it looks in the pictures. The appliances are fairly new and functional. The kitchen is well stocked...
5 of 5 stars Reviewed January 29, 2014
Very well appointed accomodation with delightful,helpful owners.Charming friendly island.Not suitable if you are seeking 'bright lights' but perfect for chilling out in comfort...
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From
$150
Per Night
Cayman Brac
1 Bedroom, 1 Bathroom, Sleeps 2
27 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed April 22, 2013
Did I mention that it has the best pool on Brac. The dock is also excellent. There is a restaurant next door. The fact that is is next to the road and airport is not an issue...
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From
$150
Per Night
East End
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details Reviews (2) Make Inquiry
3 of 5 stars Reviewed September 9, 2014
located on the east end, you need a car to enjoy the island. if arriving on a Sunday, you will want to stop at one of the very few side stores open, to pick up a few things to...
4 of 5 stars Reviewed September 3, 2014
Morritt's Tortugas property was amazing. Gorgeous property restaurant the only thing that's needs work
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From
$135
Per Night
Cayman Brac
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
18 photos Details Make Inquiry
From
$175
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details Make Inquiry
From
$325
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
45 photos Details Make Inquiry
From
$185
Per Night
Seven Mile Beach
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
21 photos Details Make Inquiry
From
$177
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
23 photos Details Make Inquiry
From
$199
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details Make Inquiry
From
$198
Per Night
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 7
26 photos Details Make Inquiry
From
$809
Per Night
Seven Mile Beach
4 Bedrooms, 4 Bathrooms, Sleeps 10
28 photos Details Make Inquiry
From
$185
Per Night
West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details Make Inquiry
From
$310
Per Night
Grand Cayman
1 Bedroom, 1 Bathroom, Sleeps 4
24 photos Details Make Inquiry
From
$325
Per Night
Grand Cayman
3 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
14 photos Details Make Inquiry
From
$199
Per Night
West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details Make Inquiry
From
$809
Per Night
Seven Mile Beach
4 Bedrooms, 5 Bathrooms, Sleeps 10
Bookings
36 photos Details Make Inquiry
From
$75
Per Night
West Bay
1 Bedroom, 1 Bathroom, Sleeps 2
2 photos Details Make Inquiry
From
$155
Per Night
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
15 photos Details Make Inquiry
From
$250
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
7 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed April 23, 2014
As you open up the door is a great energy awaiting! You have a spotless kitchen with island, a dining area, a family area, 2 great sized bedrooms and 2 baths. Open up your...
5 of 5 stars Reviewed April 7, 2014
We booked this unit seeking an escape from the rough winter weather and enjoyed our stay very much. The unit was nicely furnished and had everything needed for a restful stay. We...
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From
$110
Per Night
West Bay
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
10 photos Details Reviews (9) Make Inquiry
4 of 5 stars Reviewed August 11, 2014
This cottage was great for the value paid compared to some really astronomical hotel prices in Cayman. You get to live the true local experience. I highly recommend that you rent...
4 of 5 stars Reviewed June 3, 2014
Found this little cottage on Flip Key while searching for an affordable place to stay in Grand Cayman. It is a no frills, basic cottage that has obviously been DIY'd. It has two...
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From
$300
Per Night
Grand Cayman
3 Bedrooms, 4 Bathrooms, Sleeps 8
Bookings
28 photos Details Reviews (3) Make Inquiry
5 of 5 stars Reviewed May 30, 2013
First off, it was a pleasure working with the owners. Lloyd was always very responsive and provided an abundance of helpful information and suggestions to make our trip as...
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From
$244
Per Night
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
13 photos Details Reviews (6) Make Inquiry
From
$135
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
20 photos Details Reviews (45) Make Inquiry
5 of 5 stars Reviewed December 5, 2013
The accommodations were great. It was just the 2 of us but there was plenty of room in the condo for four people. You could even sleep 6 comfortably if you don't mind using the...
5 of 5 stars Reviewed November 21, 2013
My husband and I are always very anxious to see if the condos we select for our beach getaways meet our expectations...most of the time...they don't. However, John's beachfront...
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From
$150
Per Night
Cayman Brac
4 Bedrooms, 2 Bathrooms, Sleeps 8
16 photos Details Make Inquiry
From
$295
Per Night
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
22 photos Details Make Inquiry
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  • Suitable for children (101)
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Amenities

  • Air Conditioning (96)
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  • Other outdoor space (91)
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Book Online(80)

Suitability

  • Wheelchair access (25)
  • Elder access (107)
  • Suitable for children (101)
  • Pet friendly (6)
  • Smoking allowed (2)

Amenities

  • Air Conditioning (96)
  • Internet (94)
  • Other outdoor space (91)
  • Washer/Dryer (89)
  • Grill (76)
  • View all amenities