Family-Friendly Vacation Rentals in Barefoot Beach, East End: Compare 10+ Sites & Save

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85 Best Family Vacation Rentals in Barefoot Beach (Starting from $337)

Great Bluff Estates by Grand Cayman Villas & Condos
Great Bluff Estates by Grand Cayman Villas & Condos
House
Gun Bay Village, Cayman Islands
2.0k from Barefoot Beach center

Hot Tub, View, Fireplace/Heating, Pool, Oceanfront, Parking, Wellness Facilities

5 Bedrooms12 Guests
New to Booking
$2697
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
3.7k from Barefoot Beach 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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Kaimaninseln
Kaimaninseln
Apartment
Cayman Islands
2.0k from Barefoot Beach center

Apartments, Accommodations, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$680
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
3.8k from Barefoot Beach 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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Our Cayman Cottage by Grand Cayman Villas & Condos
Our Cayman Cottage by Grand Cayman Villas & Condos
House
Gun Bay Village, Cayman Islands
2.2k from Barefoot Beach center

Hot Tub, Ocean View, Kitchen, Air Conditioner, Parking, Internet, View

7 Bedrooms20 Guests
New to Booking
$2206
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
4.0k from Barefoot Beach 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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Bella Rocca 8BR home
Bella Rocca 8BR home
House
Gun Bay Village, Cayman Islands
2.2k from Barefoot Beach center

Wellness Facilities, Air Conditioner, Fireplace/Heating, Guest Services, Hot Tub, Accessibility, Internet

8 Bedrooms22 Guests
New to Booking
$3620
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
4.2k from Barefoot Beach 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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Bella Rocca - Luxurious Ocean Estate with Private Pool, Heated Spa, & Designer Interiors
Bella Rocca - Luxurious Ocean Estate with Private Pool, Heated Spa, & Designer Interiors
Apartment
Gun Bay, Cayman Islands
2.2k from Barefoot Beach center

Apartments, Accommodations, Parking, Lodgings, Hot tubs, Places to stay

1 Bedroom22 Guests
New to Booking
$3877
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
4.4k from Barefoot Beach 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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Babylon Reef by Grand Cayman Villas & Condos
Babylon Reef by Grand Cayman Villas & Condos
House
Old Man Bay, Cayman Islands
2.9k from Barefoot Beach center

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

3 Bedrooms6 Guests
New to Booking
$727
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
4.6k from Barefoot Beach 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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Babylon Reef - North Side Villa with Private Pool & Backyard Snorkeling
Babylon Reef - North Side Villa with Private Pool & Backyard Snorkeling
House
Barefoot Beach, East End, Cayman Islands
2.9k from Barefoot Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$1024
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
4.7k from Barefoot Beach 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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Northern Lights 5 by Grand Cayman Villas & Condos
Northern Lights 5 by Grand Cayman Villas & Condos
House
Old Man Bay, Cayman Islands
3.2k from Barefoot Beach center

View, Fireplace/Heating, Pool, Oceanfront, Parking, Security/Safety, Guest Services

3 Bedrooms8 Guests
New to Booking
$373
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
4.7k from Barefoot Beach 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 Caymanas by Grand Cayman Villas & Condos
Villa Caymanas by Grand Cayman Villas & Condos
House
Old Man Bay, Cayman Islands
3.7k from Barefoot Beach center

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

4 Bedrooms8 Guests
New to Booking
$1258
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
4.9k from Barefoot Beach 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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Christmas Palms by Grand Cayman Villas & Condos
Christmas Palms by Grand Cayman Villas & Condos
House
Old Man Bay, Cayman Islands
3.9k from Barefoot Beach center

Kitchen, Air Conditioner, Parking, Internet, Pool, Child Friendly

4 Bedrooms10 Guests
New to Booking
$1258
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
6.2k from Barefoot Beach 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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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
6.9k from Barefoot Beach 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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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
6.9k from Barefoot Beach 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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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
7.0k from Barefoot Beach 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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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
7.1k from Barefoot Beach 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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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
7.4k from Barefoot Beach 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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BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH, EXCELLENT SNORKELING
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH, EXCELLENT SNORKELING
Villa
Grand Cayman, Cayman Islands
7.6k from Barefoot Beach center

AC, Balcony, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

73 reviews

$357
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
7.7k from Barefoot Beach center

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

4 Bedrooms10 Guests
10.0

Exceptional

79 reviews

$757
Average price / night
Check Availability

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 Barefoot Beach.

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Barefoot Beach Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 85 verified family-friendly vacation rentals in Barefoot Beach. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Barefoot Beach vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $337 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Barefoot Beach 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 Barefoot Beach 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 Barefoot Beach often include amenities such as Child Friendly, Pool, and Wellness Facilities. 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.