Vacation Rentals with Pool in West Bay, Cayman Islands: Compare 10+ Sites & Save

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466 Best Vacation Rentals with Pool in West Bay (Starting from $199)

Luxury 1Bbr 1Bath Condo in Westbay Grand Cayman , Arza Hideaway
Luxury 1Bbr 1Bath Condo in Westbay Grand Cayman , Arza Hideaway
Apartment
West Bay, Cayman Islands
0.5k from West Bay center

Apartments, Luxury, Accommodations, Pools, Parking, Lodgings, Places to stay, Condos

1 Bedroom3 Guests
New to Booking
$199
Average price / night
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5 Bdr Oceanside Luxury Rental - Salt Aire
5 Bdr Oceanside Luxury Rental - Salt Aire
Villa
Grand Cayman, KY1-1208, Cayman Islands
0.6k from West Bay center

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

5 Bedrooms10 Guests
New to Booking
$3349
Average price / night
Check Availability
Luxury 1Bbr 1Bath Condo in Westbay, Arza Hideaway
Luxury 1Bbr 1Bath Condo in Westbay, Arza Hideaway
Apartment
West Bay, Cayman Islands
0.5k from West Bay center

Air Conditioner, Pool, Parking, Internet, Security/Safety, View, Child Friendly

1 Bedroom2 Guests
New to Booking
$225
Average price / night
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HOME SHARE CAYMAN ISLANDS
HOME SHARE CAYMAN ISLANDS
Apartment
West Bay, KY1-1302, Cayman Islands
0.7k from West Bay center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Patio, Pool, TV

3 Bedrooms6 Guests
New to Booking
$773
Average price / night
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Oceanfront Oasis Home with cottage & pool
Oceanfront Oasis Home with cottage & pool
House
West Bay, Cayman Islands
0.9k from West Bay center

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

4 Bedrooms9 Guests
New to Booking
$950
Average price / night
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Summertime Suites #49
Summertime Suites #49
House
West Bay, Cayman Islands
1.0k from West Bay center

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

1 Bedroom3 Guests
New to Booking
$465
Average price / night
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Family-Friendly Beachfront House W/ Pool - Sleeps 8 - Conch Point 223
Family-Friendly Beachfront House W/ Pool - Sleeps 8 - Conch Point 223
House
West Bay, Cayman Islands
1.0k from West Bay center

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

4 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$1910
Average price / night
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Summertime Suites #50
Summertime Suites #50
House
West Bay, Cayman Islands
1.0k from West Bay center

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

1 Bedroom3 Guests
New to Booking
$465
Average price / night
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Sea Orchard Retreat: Gated Micro-Resort Near 7 Mile Beach w/Shared Pool & Jacuzzi
Sea Orchard Retreat: Gated Micro-Resort Near 7 Mile Beach w/Shared Pool & Jacuzzi
House
West Bay, KY1-1206, Cayman Islands
1.3k from West Bay center

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

8 Bedrooms22 Guests
9.8

Exceptional

14 reviews

$2234
Average price / night
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Summertime Suites #53
Summertime Suites #53
House
West Bay, Cayman Islands
1.0k from West Bay center

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

1 Bedroom3 Guests
New to Booking
$465
Average price / night
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Minutes From 7 Mile Beach
Minutes From 7 Mile Beach
House
West Bay, KYI-1301, Cayman Islands
1.3k from West Bay center

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

1 Bedroom4 Guests
9.8

Exceptional

13 reviews

$556
Average price / night
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Summertime Suites #54
Summertime Suites #54
House
West Bay, Cayman Islands
1.0k from West Bay center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom3 Guests
9.0

Fabulous

1 reviews

$465
Average price / night
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Stunning Villa Only Steps to Sand!!!
Stunning Villa Only Steps to Sand!!!
Condo
West Bay, Cayman Islands
1.4k from West Bay center

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

1 Bedroom2 Guests
10.0

Exceptional

7 reviews

$490
Average price / night
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Affordable Luxury Apartments, 3 Min to Beach
Affordable Luxury Apartments, 3 Min to Beach
Apartment
West Bay, Cayman Islands
1.0k from West Bay center

Apartments, Luxury, Accommodations, Pools, Parking, Lodgings, Places to stay

9 Bedrooms18 Guests
New to Booking
$213
Average price / night
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Beautiful Condo on Private Beach, Steps to the Ocean
Beautiful Condo on Private Beach, Steps to the Ocean
Condo
West Bay, Cayman Islands
1.4k from West Bay center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
9.6

Exceptional

5 reviews

$493
Average price / night
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Beach Living at Villas Pappagallo BLDP
Beach Living at Villas Pappagallo BLDP
House
West Bay, Cayman Islands
1.2k from West Bay center

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

2 Bedrooms6 Guests
9.2

Superb

5 reviews

$532
Average price / night
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Modern 2 bed in West Bay with pool and gym
Modern 2 bed in West Bay with pool and gym
Condo
West Bay, Cayman Islands
1.4k from West Bay center

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

2 Bedrooms4 Guests
10.0

Exceptional

4 reviews

$347
Average price / night
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Avocado Cottage by Grand Cayman Villas & Condos
Avocado Cottage by Grand Cayman Villas & Condos
House
Old Stores, Cayman Islands
1.3k from West Bay center

Hot Tub, View, Pool, Oceanfront, Parking, Wellness Facilities, Security/Safety

2 Bedrooms5 Guests
New to Booking
$618
Average price / night
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Cayman White Sand Beach + Quiet Pool = Relaxation
Cayman White Sand Beach + Quiet Pool = Relaxation
Condo
West Bay, Cayman Islands
1.4k from West Bay center

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

2 Bedrooms3 Guests
10.0

Exceptional

104 reviews

$312
Average price / night
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Pomegranate Cottage by Grand Cayman Villas & Condos
Pomegranate Cottage by Grand Cayman Villas & Condos
House
Old Stores, Cayman Islands
1.3k from West Bay center

Hot Tub, Pool, Parking, Wellness Facilities, Security/Safety, Guest Services, Internet

2 Bedrooms7 Guests
New to Booking
$790
Average price / night
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Romantic Walks on the Beach, Gorgeous Sunsets from Any Balcony.
Romantic Walks on the Beach, Gorgeous Sunsets from Any Balcony.
Villa
West Bay, Cayman Islands
1.4k from West Bay center

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

2 Bedrooms4 Guests
10.0

Exceptional

43 reviews

$521
Average price / night
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Sea Orchard Retreat by Grand Cayman Villas & Condos
Sea Orchard Retreat by Grand Cayman Villas & Condos
Apartment
Old Stores, Cayman Islands
1.3k from West Bay center

Hot Tub, View, Pool, Oceanfront, Parking, Wellness Facilities, Security/Safety

8 Bedrooms22 Guests
New to Booking
$1764
Average price / night
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\"Parrot 6\"   37 Steps To The Ocean!   Quiet, Ocean View
\"Parrot 6\" 37 Steps To The Ocean! Quiet, Ocean View
Condo
West Bay, KY1303, Cayman Islands
1.4k from West Bay center

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

1 Bedroom2 Guests
10.0

Exceptional

100 reviews

$326
Average price / night
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NEWLY RENOVATED! beach/ocean views, 2 BR, 2BA, quiet, gorgeous beach.
NEWLY RENOVATED! beach/ocean views, 2 BR, 2BA, quiet, gorgeous beach.
Villa
West Bay, Cayman Islands
1.4k from West Bay center

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

2 Bedrooms6 Guests
9.8

Exceptional

19 reviews

$529
Average price / night
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Stunning 2BR beachfront condo
Stunning 2BR beachfront condo
Condo
West Bay, Cayman Islands
1.4k from West Bay center

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

2 Bedrooms6 Guests
9.8

Exceptional

44 reviews

$429
Average price / night
Check Availability
Pappagallo Beach: Island Gem!
Pappagallo Beach: Island Gem!
Condo
Grand Cayman, ky1-1301, Cayman Islands
1.4k from West Bay center

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

2 Bedrooms4 Guests
10.0

Exceptional

19 reviews

$677
Average price / night
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Beach Living At Sunrise to Sunset Villa
Beach Living At Sunrise to Sunset Villa
Apartment
west bay, Ky11302, Cayman Islands
1.4k from West Bay center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$501
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 West Bay.

Stay Near West Bay's Top Attractions

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West Bay Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 466 verified vacation rentals with a pool in West Bay. 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 West Bay vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $199 per night, with private pool homes and peak travel periods often costing more.

Many rentals in West Bay 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 West Bay welcome pets. Currently, 7 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 West Bay often include additional outdoor features such as Pool, View, and Internet. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in West Bay 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.