Family-Friendly Vacation Rentals in Grand Cayman Blow Holes, East End: Compare 10+ Sites & Save

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71 Best Family Vacation Rentals in Grand Cayman Blow Holes (Starting from $268)

Southwinds Studio
Southwinds Studio
Apartment
East End, Cayman Islands
0.3k from Grand Cayman Blow Holes center

Ocean View, Oceanfront, Security/Safety, Internet, Guest Services, Barbecue/Outdoor Cooking, Air Conditioner

1 Bedroom3 Guests
7.5

Good

2 reviews

$268
Average price / night
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SAND Luxurious Tranquility on a Private Beach In A Protected Marine Environment
SAND Luxurious Tranquility on a Private Beach In A Protected Marine Environment
Apartment
Half Moon Bay, East End, KY1-1501, Cayman Islands
2.4k from Grand Cayman Blow Holes center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen

3 Bedrooms7 Guests
10.0

Exceptional

86 reviews

$464
Average price / night
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Cayman Paradise Villa #1
Cayman Paradise Villa #1
House
Sand Bluff, Cayman Islands
1.7k from Grand Cayman Blow Holes center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

1 Bedroom10 Guests
8.5

Very Good

2 reviews

$535
Average price / night
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SKY Luxurious Tranquility on a Private Beach In A Protected Marine Environment
SKY Luxurious Tranquility on a Private Beach In A Protected Marine Environment
Apartment
Half Moon Bay, East End, KY1-1501, Cayman Islands
2.5k from Grand Cayman Blow Holes center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Internet

3 Bedrooms7 Guests
10.0

Exceptional

75 reviews

$466
Average price / night
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Southwinds Vacation Home
Southwinds Vacation Home
Apartment
East End, Cayman Islands
2.0k from Grand Cayman Blow Holes center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

4 Bedrooms9 Guests
10.0

Exceptional

1 reviews

$474
Average price / night
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Secluded Waterfront Single Family Villa with Private Pool – 3,000 Sq of Luxury
Secluded Waterfront Single Family Villa with Private Pool – 3,000 Sq of Luxury
Villa
East End - Half Moon Bay, Cayman Islands
2.6k from Grand Cayman Blow Holes center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
10.0

Exceptional

204 reviews

$623
Average price / night
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Wind Upon The Waves by Grand Cayman Villas & Condos
Wind Upon The Waves by Grand Cayman Villas & Condos
House
North Side, Cayman Islands
3.0k from Grand Cayman Blow Holes center

View, Fireplace/Heating, Pool, Oceanfront, Parking, Wellness Facilities, Security/Safety

3 Bedrooms8 Guests
New to Booking
$1986
Average price / night
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Blue Serenity: Beach House w/Pool, Pickleball Courts + Backyard Snorkeling
Blue Serenity: Beach House w/Pool, Pickleball Courts + Backyard Snorkeling
House
Grand Cayman, KY1-1202, Cayman Islands
3.6k from Grand Cayman Blow Holes center

AC, Dryer, Extra Bed, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
9.6

Exceptional

26 reviews

$1332
Average price / night
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Blue Serenity by Grand Cayman Villas & Condos
Blue Serenity by Grand Cayman Villas & Condos
House
Half Moon Bay, Cayman Islands
3.6k from Grand Cayman Blow Holes center

Ocean View, Kitchen, Air Conditioner, Parking, Internet, View, Oceanfront

4 Bedrooms10 Guests
New to Booking
$1896
Average price / night
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Casa Tortuga - private beachfront villa with pool - Call Cayman Villas!
Casa Tortuga - private beachfront villa with pool - Call Cayman Villas!
Villa
Frank Sound, KY1-2000, Cayman Islands
4.9k from Grand Cayman Blow Holes center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
9.4

Superb

51 reviews

$681
Average price / night
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Lone Palm home
Lone Palm home
House
Sand Bluff, Cayman Islands
4.0k from Grand Cayman Blow Holes center

Security/Safety, Internet, Parking, Fireplace/Heating, Pool, Eco Friendly, Guest Services

3 Bedrooms8 Guests
New to Booking
$752
Average price / night
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The peace and tranquility of this cottage Works Wonders on the soul....
The peace and tranquility of this cottage Works Wonders on the soul....
House
Grand Cayman, KY1, Cayman Islands
5.4k from Grand Cayman Blow Holes center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Free Parking, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
10.0

Exceptional

79 reviews

$757
Average price / night
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Cayman Castle & Guesthouse by Grand Cayman Villas & Condos
Cayman Castle & Guesthouse by Grand Cayman Villas & Condos
House
Sand Bluff, Cayman Islands
4.2k from Grand Cayman Blow Holes center

Fireplace/Heating, Pool, Parking, Security/Safety, Guest Services, Internet, Air Conditioner

7 Bedrooms20 Guests
New to Booking
$2128
Average price / night
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Natty’s Cove: Beach front + Pool, Gym & Tennis!
Natty’s Cove: Beach front + Pool, Gym & Tennis!
Apartment
East End, Cayman Islands
6.9k from Grand Cayman Blow Holes center

AC, Balcony, Dryer, Fitness Equipment, Heater, Internet, Kitchen, Laundry, No Smoking

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$882
Average price / night
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Castle Guesthouse by Grand Cayman Villas & Condos
Castle Guesthouse by Grand Cayman Villas & Condos
House
Sand Bluff, Cayman Islands
4.2k from Grand Cayman Blow Holes center

Fireplace/Heating, Pool, Parking, Security/Safety, Guest Services, Internet, Air Conditioner

2 Bedrooms6 Guests
New to Booking
$727
Average price / night
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Beachfront Oasis/Steps to Beach! Beautiful Views! Wyndham Reef Resort
Beachfront Oasis/Steps to Beach! Beautiful Views! Wyndham Reef Resort
Condo
East End, Cayman Islands
7.0k from Grand Cayman Blow Holes center

AC, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

34 reviews

$417
Average price / night
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Cayman Castle by Grand Cayman Villas & Condos
Cayman Castle by Grand Cayman Villas & Condos
House
Gun Bay Village, Cayman Islands
4.2k from Grand Cayman Blow Holes center

Security/Safety, Parking, Internet, Guest Services, Fireplace/Heating, Air Conditioner, Pool

5 Bedrooms14 Guests
New to Booking
$3060
Average price / night
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East End Dream, RESORT LIVING WITHOUT ANY EXTRA FEES!
East End Dream, RESORT LIVING WITHOUT ANY EXTRA FEES!
Condo
Grand Cayman, Cayman Islands
7.1k from Grand Cayman Blow Holes center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Hot Tub

2 Bedrooms6 Guests
10.0

Exceptional

17 reviews

$337
Average price / night
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White Cottage by Grand Cayman Villas & Condos
White Cottage by Grand Cayman Villas & Condos
House
East End, Cayman Islands
4.6k from Grand Cayman Blow Holes center

View, Fireplace/Heating, Pool, Oceanfront, Parking, Wellness Facilities, Security/Safety

5 Bedrooms11 Guests
New to Booking
$2775
Average price / night
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Beach Front 2 bdrm/2 bath Villa CastAway Cove Resort 1st Floor
Beach Front 2 bdrm/2 bath Villa CastAway Cove Resort 1st Floor
Condo
East End, ky1-1800, Cayman Islands
7.1k from Grand Cayman Blow Holes center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

82 reviews

$401
Average price / night
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Oceanfront Residency luxury 2B2B ,1-6 person ,terrasse, beach access garden pool
Oceanfront Residency luxury 2B2B ,1-6 person ,terrasse, beach access garden pool
Apartment
North Side, KY1-1206, Cayman Islands
7.3k from Grand Cayman Blow Holes center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Kitchen, Living Area

3 Bedrooms5 Guests
New to Booking
$770
Average price / night
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Beach House and Cottage with 2 Full Kitchens, Sleeps 16.
Beach House and Cottage with 2 Full Kitchens, Sleeps 16.
Villa
Old Man Bay, Cayman Islands
7.6k from Grand Cayman Blow Holes center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Internet

5 Bedrooms17 Guests
10.0

Exceptional

6 reviews

$1115
Average price / night
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Silver Reef 10-Luxury beachfront unit with rooftop terrace & outdoor kitchen!
Silver Reef 10-Luxury beachfront unit with rooftop terrace & outdoor kitchen!
Condo
Northside, KY1-0000, Cayman Islands
7.6k from Grand Cayman Blow Holes center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.4

Superb

6 reviews

$459
Average price / night
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Oceanfront 5 Bedroom Pool Home - Blue Vista Villa
Oceanfront 5 Bedroom Pool Home - Blue Vista Villa
House
Old Man Bay, KY1, Cayman Islands
7.6k from Grand Cayman Blow Holes center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen

5 Bedrooms16 Guests
9.6

Exceptional

23 reviews

$1245
Average price / night
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YOU'VE Arrived! Beachfront 3BR condo w/ Pool-Relax... North Side near Rum Point
YOU'VE Arrived! Beachfront 3BR condo w/ Pool-Relax... North Side near Rum Point
Condo
Old Man Bay, KY1-1001, Cayman Islands
7.6k from Grand Cayman Blow Holes center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Free Parking, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

82 reviews

$507
Average price / night
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Villa Esprit – Stunning 3 Bedroom Beachfront Villa in North Side with pool!
Villa Esprit – Stunning 3 Bedroom Beachfront Villa in North Side with pool!
House
North Side, KY1-1001, Cayman Islands
8.7k from Grand Cayman Blow Holes center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

95 reviews

$941
Average price / night
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4BR Suite at Black Urchin Boutique Resort
4BR Suite at Black Urchin Boutique Resort
Condo
Breakers, Cayman Islands
9.8k from Grand Cayman Blow Holes center

AC, Balcony, Breakfast Available, Dryer, Elevator, Internet, Laundry, No Smoking, Pool

4 Bedrooms12 Guests
New to Booking
$4857
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Grand Cayman Blow Holes.

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Frequently Asked Questions

You can explore 71 verified family-friendly vacation rentals in Grand Cayman Blow Holes. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Grand Cayman Blow Holes vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $268 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Grand Cayman Blow Holes offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Grand Cayman Blow Holes are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Grand Cayman Blow Holes often include amenities such as Child Friendly, Pool, and Ocean View. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.