Family-friendly holiday rentals in Cayman Islands
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Top-rated family-friendly rentals in Cayman Islands
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Cayman Islands family-friendly rentals
Family-friendly home rentals with a hot tub
Condo in Blossom Village
4.85 out of 5 average rating, 52 reviewsConch Club 16, Little Cayman, Cayman Islands
15–22 Oct
Cottage in East End
4.56 out of 5 average rating, 27 reviewsCayman Cottage by the Sea
3–10 Jan
Condo in Rum Point
4.94 out of 5 average rating, 17 reviewsCallie Kai at Kaibo Yacht Club
28 Sep – 5 Oct
Apartment in George Town
4.85 out of 5 average rating, 67 reviews2 Bedroom Condo 7 Mile Beach - Newly Renovated
1–8 Oct
Condo in Grand Cayman
4.92 out of 5 average rating, 61 reviewsSeven Mile Beach Best Kept Secret
21–28 May
Home in West Bay
4.95 out of 5 average rating, 20 reviews5 Bedroom FUN Home, private pool close to Beach
23–30 Aug
Condo in Seven Mile Beach
5.0 out of 5 average rating, 4 reviewsParadise Found- Ocean Front Retreat GV1121
28 Jul – 4 Aug
Condo in George Town
4.85 out of 5 average rating, 62 reviews7-Mile BEACH CONDO at a Resort Style Setting
1–8 Mar
Family- and pet-friendly home rentals
Apartment in Grand Cayman
4.58 out of 5 average rating, 24 reviewsOcean View Apartment
29 May – 5 Jun
Apartment in West Bay
4.85 out of 5 average rating, 79 reviewsS4 Beach, Shuttle, Concierge, Island Retro Chic
20–27 Jul
Home in Rum Point
4.84 out of 5 average rating, 45 reviewsLuxury 3bd Beach Front, # 5 Yellow, Stunning Views
20–27 Nov
Home in Grand Cayman
4.96 out of 5 average rating, 47 reviewsSnorkelers Beachfront Paradise - Beach Plum Villa
20–27 Jan
Home in KY
4.91 out of 5 average rating, 148 reviewsMango Gardens Tropical Oasis near to town centre
30 Jul – 6 Aug
Home in Rum Point
5.0 out of 5 average rating, 5 reviewsBeautiful Beachfront Condo, Cayman Kai / Rum Point
15–22 Apr
Loft in West Bay
4.72 out of 5 average rating, 131 reviewsClassy Studio, near beach!
24–31 Jul
Home in Savannah
4.95 out of 5 average rating, 39 reviewsSavhaven - 4 Bed 4 Bath w/ Pool (2 mins to Beach)
2–9 Oct
Family-friendly home rentals with a pool
Condo in West Bay
4.91 out of 5 average rating, 46 reviewsBougainvillea at Pappagallo Beach Villas (condo#2)
8–15 Mar
Condo in George Town
4.92 out of 5 average rating, 88 reviewsBeautiful Beachfront 2BR Condo.
1–8 Jun
Condo in West Bay
5.0 out of 5 average rating, 19 reviews7 Mile Beach Penthouse - Roof Terrace + Pool
14–21 May
Condo in Seven Mile Beach
5.0 out of 5 average rating, 20 reviewsRegal Beach Club #614
25 Aug – 1 Sep
Home in West End
5.0 out of 5 average rating, 12 reviewsPOOL, sandy beach w/cabana, wi-fi, a/c, sunsets
18–25 Jan
Apartment in West Bay
5.0 out of 5 average rating, 7 reviewsWindsong #2 Beautiful Boggy Sand Beach, SMB.
28 Sep – 5 Oct
Townhouse in Rum Point
4.94 out of 5 average rating, 17 reviewsDream Kai Island House #15
19–26 Jan
Home in East End
4.83 out of 5 average rating, 71 reviewsGrand Cayman East End Paradise Villa House
21–28 Feb
Destinations to explore
- Waterfront rentals Cayman Islands
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