Family-friendly vacation rentals in Grand Cayman

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Top-rated family-friendly rentals in Grand Cayman

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Guest favourite
Condo in George Town
Cayman Reef Resort on Seven Mile Beach
At the heart of Seven Mile Beach, our home is in the middle of everything and far from nothing. Extensively renovated and well maintained, the condo is designed for you to enjoy a tranquil beach getaway in a luxurious setting with all the comforts of home. Picture perfect views, top of the line amenities and our local touch provide a warm welcome and cozy stay. We are fully licenced and our rate includes the 13% tourist accommodation tax. 20% discount from list price for local residents!
May 3 – 10
$467 CAD per night
4.93 out of 5 average rating, 145 reviews
Guest favourite
Condo in George Town
Island Pine Villa Ocean View
Watch beautiful sunsets every night from the balcony, overlooking ocean, or take a short walk to Camana Bay center with lots of restaurants, cinema, great happy hours and lots of room for children to run around! And of course large supermarket Foster's with all your needs is located at short walking distance at Caymana Bay as well.
Jun. 15 – 22
$475 CAD per night
4.89 out of 5 average rating, 147 reviews
Guest favourite
Condo in George Town
2 BR beach condo resort with pool and ocean views
This luxury penthouse condo has everything for your perfect vacation. Enjoy stunning views of the sun setting over the Caribbean Sea from your private balcony. Located in a resort style complex with a great amenities. This includes bike use, large pool with swim up bar, kiddie pool and hot tub. Great snorkeling off our beach.
Aug. 23 – 30
$601 CAD per night
4.95 out of 5 average rating, 105 reviews

Popular amenities for Grand Cayman family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Townhouse in KY
Spectacular Beachfront! 7 Mile Beach, Grand Cayman
Jul. 13 – 20
$1,050 CAD per night
4.98 out of 5 average rating, 50 reviews
Guest favourite
Apartment in George Town
2 Bedroom Condo 7 Mile Beach - Newly Renovated
Jun. 18 – 25
$586 CAD per night
4.84 out of 5 average rating, 63 reviews
Guest favourite
Condo in Seven Mile Beach
Seven Mile Beach Condo Ocean/Pool
Jan. 9 – 16
$1,068 CAD per night
4.98 out of 5 average rating, 43 reviews
Superhost
Home in East End
Cayman Beach House - 3, 4 or 5 Bedrooms + Loft
Aug. 7 – 14
$908 CAD per night
4.75 out of 5 average rating, 16 reviews
Superhost
Condo in Rum Point
Korner Kai: Waterfront Condo in Cayman Kai
Oct. 8 – 15
$504 CAD per night
4.97 out of 5 average rating, 35 reviews
Superhost
Condo in Grand Cayman
Seven Mile Beach Best Kept Secret
Jul. 4 – 11
$1,309 CAD per night
4.91 out of 5 average rating, 57 reviews
Guest favourite
Home in West Bay
5 Bedroom FUN Home, private pool close to Beach
Jul. 26 – Aug. 2
$1,066 CAD per night
4.95 out of 5 average rating, 20 reviews
Superhost
Apartment in East End
Compass Point Dive Resort - Poolside Deluxe Condo
Oct. 6 – 13
$476 CAD per night
5.0 out of 5 average rating, 4 reviews
Guest favourite
Condo in George Town
7-Mile BEACH CONDO at a Resort Style Setting
Sep. 29 – Oct. 6
$946 CAD per night
4.85 out of 5 average rating, 62 reviews
Superhost
Condo in Seven Mile Beach
Paradise Found- Ocean Front Retreat GV1121
Aug. 27 – Sep. 3
$1,141 CAD per night
New place to stay
Condo in Rum Point
Kaibo Yacht Club Villas Ocean Front Apartment
Sep. 26 – Oct. 3
$526 CAD per night
4.88 out of 5 average rating, 59 reviews
Guest favourite
Condo in George Town
Beautiful Ocean Views. Steps away from the ocean!!
Feb. 16 – 23
$1,525 CAD per night
4.84 out of 5 average rating, 32 reviews

Family- and pet-friendly home rentals

Guest favourite
Condo in George Town
Seven Mile Beach with Soul
Feb. 14 – 21
$845 CAD per night
4.92 out of 5 average rating, 127 reviews
Guest favourite
Home in Grand Cayman
Snorkelers Beachfront Paradise - Beach Plum Villa
Sep. 3 – 10
$1,211 CAD per night
4.96 out of 5 average rating, 46 reviews
Guest favourite
Condo in George Town
Beach front condo, Seven Mile Beach Cayman Islands
Dec. 1 – 8
$731 CAD per night
4.97 out of 5 average rating, 29 reviews
Superhost
Home in Rum Point
Luxury 3bd Beach Front, # 5 Yellow, Stunning Views
Oct. 9 – 16
$544 CAD per night
4.83 out of 5 average rating, 42 reviews
Guest favourite
Apartment in West Bay
S4 Beach, Shuttle, Concierge, Island Retro Chic
Sep. 16 – 23
$255 CAD per night
4.84 out of 5 average rating, 70 reviews
Guest favourite
Home in KY
Mango Gardens Tropical Oasis near to town centre
Apr. 21 – 28
$617 CAD per night
4.9 out of 5 average rating, 145 reviews
Home in Rum Point
Beautiful Beachfront Condo, Cayman Kai / Rum Point
Oct. 24 – 31
$611 CAD per night
5.0 out of 5 average rating, 4 reviews
Apartment in George Town
Condo in the Heart of Grand Cayman
Oct. 2 – 9
$266 CAD per night
4.71 out of 5 average rating, 278 reviews
Guest favourite
Home in Savannah
Savhaven - 4 Bed 4 Bath w/ Pool (2 mins to Beach)
Sep. 13 – 20
$946 CAD per night
4.94 out of 5 average rating, 35 reviews
Loft in West Bay
Classy Studio, near beach!
Aug. 9 – 16
$209 CAD per night
4.71 out of 5 average rating, 126 reviews
Apartment in George Town
Relaxing Beachside Comfort
Jan. 28 – Feb. 4
$1,319 CAD per night
4.33 out of 5 average rating, 3 reviews
Guest favourite
Apartment in West Bay
S1 Beach, Shuttle, Concierge, Island Retro Chic
Jan. 25 – Feb. 1
$1,327 CAD per night
4.93 out of 5 average rating, 41 reviews

Family-friendly home rentals with a pool

Guest favourite
Apartment in George Town
Flip Flop Villa
May 6 – 13
$386 CAD per night
4.96 out of 5 average rating, 113 reviews
Guest favourite
Condo in West Bay
Bougainvillea at Pappagallo Beach Villas (condo#2)
Aug. 24 – 31
$448 CAD per night
4.91 out of 5 average rating, 46 reviews
Superhost
Condo in George Town
World Famous Seven Mile Beach "Cayman Islands"
Aug. 5 – 12
$459 CAD per night
4.88 out of 5 average rating, 74 reviews
Superhost
Villa in North Side
Coco Kai Beach Front Villa heated pool and dock
Nov. 14 – 21
$1,460 CAD per night
4.96 out of 5 average rating, 78 reviews
Superhost
Condo in George Town
Beautiful Beachfront 2BR Condo.
May 10 – 17
$576 CAD per night
4.93 out of 5 average rating, 84 reviews
Guest favourite
Condo in West Bay
7 Mile Beach Penthouse - Roof Terrace + Pool
Oct. 20 – 27
$1,614 CAD per night
5.0 out of 5 average rating, 19 reviews
Guest favourite
Apartment in Seven Mile Beach
The Grove 1BR Apt /w Rooftop Pool+Onsite Amenities
Apr. 18 – 25
$430 CAD per night
5.0 out of 5 average rating, 12 reviews
Superhost
Townhouse in Rum Point
Dream Kai Island House #15
Aug. 29 – Sep. 5
$539 CAD per night
4.93 out of 5 average rating, 14 reviews
Superhost
Home in East End
Grand Cayman East End Paradise Villa House
Sep. 18 – 25
$694 CAD per night
4.85 out of 5 average rating, 65 reviews
Guest favourite
Villa in West Bay
Ocean Front at Villas Pappagallo
Apr. 8 – 15
$823 CAD per night
4.96 out of 5 average rating, 24 reviews
Guest favourite
Townhouse in Old Man Bay
Your Oceanside Retreat Awaits!
Aug. 28 – Sep. 4
$503 CAD per night
4.92 out of 5 average rating, 51 reviews
Guest favourite
Condo in KY
7 Mile Beach Front Cayman Condo
Feb. 10 – 17
$810 CAD per night
4.95 out of 5 average rating, 19 reviews

Destinations to explore