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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 favorite
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!
Nov 23 – 30
$441 per night
Guest favorite
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.
Aug 10 – 17
$290 per night
Guest favorite
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 21 – 28
$350 per night

Popular amenities for Grand Cayman family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Townhouse in KY
Spectacular Beachfront! 7 Mile Beach, Grand Cayman
Jul 6 – 13
$615 per night
Guest favorite
Apartment in George Town
2 Bedroom Condo 7 Mile Beach - Newly Renovated
Sep 5 – 12
$334 per night
Guest favorite
Condo in Seven Mile Beach
Seven Mile Beach Condo Ocean/Pool
May 20 – 27
$365 per night
Superhost
Cottage in East End
Cayman Cottage by the Sea
Feb 12 – 19
$250 per night
Guest favorite
Condo in Rum Point
Callie Kai at Kaibo Yacht Club
Oct 13 – 20
$294 per night
Superhost
Condo in Grand Cayman
Seven Mile Beach Best Kept Secret
Jul 27 – Aug 3
$849 per night
Guest favorite
Home in West Bay
5 Bedroom FUN Home, private pool close to Beach
Jul 26 – Aug 2
$585 per night
Superhost
Apartment in East End
Compass Point Dive Resort - Poolside Deluxe Condo
Oct 3 – 10
$277 per night
Guest favorite
Condo in George Town
7-Mile BEACH CONDO at a Resort Style Setting
Aug 26 – Sep 2
$599 per night
Superhost
Condo in Seven Mile Beach
Paradise Found- Ocean Front Retreat GV1121
May 24 – 31
$747 per night
Condo in Rum Point
Kaibo Yacht Club Villas Ocean Front Apartment
Jun 21 – 28
$305 per night
Guest favorite
Condo in George Town
Beautiful Ocean Views. Steps away from the ocean!!
Feb 10 – 17
$831 per night

Family- and pet-friendly home rentals

Guest favorite
Condo in George Town
Beach front condo, Seven Mile Beach Cayman Islands
Sep 15 – 22
$377 per night
Guest favorite
Home in Grand Cayman
Snorkelers Beachfront Paradise - Beach Plum Villa
Oct 6 – 13
$736 per night
Guest favorite
Apartment in West Bay
S4 Beach, Shuttle, Concierge, Island Retro Chic
Aug 11 – 18
$197 per night
Guest favorite
Home in KY
Mango Gardens Tropical Oasis near to town centre
Jul 20 – 27
$389 per night
Home in Rum Point
Beautiful Beachfront Condo, Cayman Kai / Rum Point
Oct 24 – 31
$375 per night
Guest favorite
Home in Savannah
Savhaven - 4 Bed 4 Bath w/ Pool (2 mins to Beach)
Feb 2 – 9
$630 per night
Apartment in George Town
Condo in the Heart of Grand Cayman
Sep 2 – 9
$151 per night
Loft in West Bay
Classy Studio, near beach!
Jan 11 – 18
$132 per night
Apartment in George Town
Relaxing Beachside Comfort
Oct 3 – 10
$855 per night
Guest favorite
Apartment in West Bay
S1 Beach, Shuttle, Concierge, Island Retro Chic
Jan 30 – Feb 6
$777 per night

Family-friendly home rentals with a pool

Guest favorite
Apartment in George Town
Flip Flop Villa
Jun 15 – 22
$230 per night
Guest favorite
Condo in West Bay
Bougainvillea at Pappagallo Beach Villas (condo#2)
Jul 23 – 30
$235 per night
Superhost
Condo in George Town
World Famous Seven Mile Beach "Cayman Islands"
Jul 16 – 23
$251 per night
Guest favorite
Condo in West Bay
7 Mile Beach - Amazing Rooftop + Pool Pavilion
Oct 21 – 28
$900 per night
Guest favorite
Villa in North Side
Coco Kai Beach Front Villa heated pool and dock
Nov 1 – 8
$799 per night
Superhost
Condo in George Town
Beautiful Beachfront 2BR Condo.
Jan 14 – 21
$338 per night
Guest favorite
Home in North Side
Luxury 3bd Ocean View, # 1 Cream, Stunning Views
Oct 23 – 30
$230 per night
Superhost
Condo in Seven Mile Beach
Laguna Del Mar #15
Sep 17 – 24
$910 per night
Guest favorite
Apartment in Seven Mile Beach
The Grove 1BR Apt /w Rooftop Pool+Onsite Amenities
Sep 3 – 10
$238 per night
Superhost
Home in East End
Grand Cayman East End Paradise Villa House
Jun 21 – 28
$401 per night
Guest favorite
Villa in West Bay
Ocean Front at Villas Pappagallo
May 8 – 15
$425 per night
Superhost
Townhouse in Rum Point
Dream Kai Island House #15
Feb 6 – 13
$495 per night

Destinations to explore