Vacation Rentals with Pool in Barefoot Beach, East End: Compare 10+ Sites & Save

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102 Best Vacation Rentals with Pool in Barefoot Beach (Starting from $306)

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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Great Bluff Estates: Designer Ocean Villa w/Pool, Heated Spa & Backyard Snorkeling
Great Bluff Estates: Designer Ocean Villa w/Pool, Heated Spa & Backyard Snorkeling
House
Grand Cayman, KY1-1702, Cayman Islands
2.0k from Barefoot Beach center

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

5 Bedrooms12 Guests
9.4

Superb

3 reviews

$2091
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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Northern Lights # 9 Spacious 3 Bd/3+ Bath Beachfront on Snorklers Paradise
Northern Lights # 9 Spacious 3 Bd/3+ Bath Beachfront on Snorklers Paradise
Condo
North Side, Cayman Islands
3.2k from Barefoot Beach center

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

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$653
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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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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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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Big Studio jacuzzi tub Charming resort in the delightful East End with AC, WiFi
Big Studio jacuzzi tub Charming resort in the delightful East End with AC, WiFi
House
East End, Cayman Islands
3.9k from Barefoot Beach center

AC, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet, Laundry, No Smoking

1 Bedroom2 Guests
9.0

Fabulous

2 reviews

$485
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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2 bedroom resort in Grand Cayman Island East End
2 bedroom resort in Grand Cayman Island East End
House
East End, Cayman Islands
3.9k from Barefoot Beach center

AC, Free Parking, Heater, Hot Tub, Microwave, No Smoking, Pool, TV

2 Bedrooms6 Guests
New to Booking
$967
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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Quiet, private nature retreat with pool and ocean views.
Quiet, private nature retreat with pool and ocean views.
House
Old Man Bay, KY1-1702, Cayman Islands
3.9k from Barefoot Beach center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

4 Bedrooms8 Guests
10.0

Exceptional

9 reviews

$688
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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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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Blue Vista Villa 5BR Sleeps 16
Blue Vista Villa 5BR Sleeps 16
House
Old Man Bay, Cayman Islands
4.0k from Barefoot Beach center

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

1 Bedroom16 Guests
New to Booking
$890
Average price / night
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Wyndham Reef Resort Beachfront 2B/2B Villa with 2 Twin Murphy Beds
Wyndham Reef Resort Beachfront 2B/2B Villa with 2 Twin Murphy Beds
Condo
East End, Cayman Islands
4.0k from Barefoot Beach center

AC, Balcony, Barbecue, Breakfast Available, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms6 Guests
New to Booking
$925
Average price / night
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Northern Lights #6 Condo
Northern Lights #6 Condo
House
Old Man Bay, Cayman Islands
4.0k from Barefoot Beach center

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

1 Bedroom5 Guests
10.0

Exceptional

1 reviews

$486
Average price / night
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East End Beach Front Condo with Stunning Views
East End Beach Front Condo with Stunning Views
Condo
East End, KY1-1204, Cayman Islands
4.0k from Barefoot Beach center

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

2 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$511
Average price / night
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Northern Lights #3 Condo
Northern Lights #3 Condo
House
Old Man Bay, Cayman Islands
4.0k from Barefoot Beach center

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

1 Bedroom6 Guests
10.0

Exceptional

1 reviews

$463
Average price / night
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Right on the Beach! Ground Floor 2BD/2BA Condo at Castaways Cove in the East End
Right on the Beach! Ground Floor 2BD/2BA Condo at Castaways Cove in the East End
Condo
Grand Cayman, Cayman Islands
4.0k from Barefoot Beach center

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

2 Bedrooms6 Guests
10.0

Exceptional

22 reviews

$424
Average price / night
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Castaways Cove Unit 122  Beach Front direct access
Castaways Cove Unit 122 Beach Front direct access
Condo
East End, KYI-1801, Cayman Islands
4.0k from Barefoot Beach center

AC, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
10.0

Exceptional

16 reviews

$513
Average price / night
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Luxurious Property for Less
Luxurious Property for Less
Apartment
Eastend, ky1-1106, Cayman Islands
4.1k from Barefoot Beach center

AC, Dryer, Fitness Equipment, Heater, Internet, Laundry, No Smoking, Pool, Washer

2 Bedrooms4 Guests
New to Booking
$515
Average price / night
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1st floor beachfront condo, just steps away from a private beach, beautiful view
1st floor beachfront condo, just steps away from a private beach, beautiful view
Condo
East End, Cayman Islands
4.1k from Barefoot Beach center

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

2 Bedrooms6 Guests
10.0

Exceptional

44 reviews

$414
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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Sea Glass at the Reef - Luxury King Beach Front Condo On The Beach
Sea Glass at the Reef - Luxury King Beach Front Condo On The Beach
Condo
Colliers Bay, Cayman Islands
4.3k from Barefoot Beach center

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

1 Bedroom2 Guests
10.0

Exceptional

20 reviews

$307
Average price / night
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Morritt's Grand
Morritt's Grand
Resort
2289 Queens Hwy, East End, Cayman Islands
4.4k from Barefoot Beach center

AC, Bar, Barbecue, Fitness Equipment, Free Parking, Frontdesk 24 Hour, Grocery, Heater, Hot Tub

8.8

Fabulous

3 reviews

$548
Average price / night
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Breathtaking Ocean View Beachfront Top Floor Condo
Breathtaking Ocean View Beachfront Top Floor Condo
Condo
East End, KY1-1801, Cayman Islands
4.4k from Barefoot Beach center

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

2 Bedrooms6 Guests
9.8

Exceptional

32 reviews

$306
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 Vacation Rentals with Pool in Barefoot Beach.

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods

Barefoot Beach Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 102 verified vacation rentals with a pool in Barefoot Beach. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Barefoot Beach vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $306 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Barefoot Beach offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Barefoot Beach welcome pets. Currently, 1 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Barefoot Beach often include additional outdoor features such as Pool, View, and Ocean View. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Barefoot Beach offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.