Vacation Rentals with Pool in East End, Cayman Islands: Compare 10+ Sites & Save

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95 Best Vacation Rentals with Pool in East End (Starting from $277)

Southwinds Vacation Home
Southwinds Vacation Home
Apartment
East End, Cayman Islands
2.8k from East End 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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Neptune's Nest by the Sea, East End
Neptune's Nest by the Sea, East End
House
East End, Cayman Islands
3.0k from East End center

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

3 Bedrooms7 Guests
10.0

Exceptional

24 reviews

$354
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
3.2k from East End 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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Stepping Stone 4 BR East End Luxury Oceanfront
Stepping Stone 4 BR East End Luxury Oceanfront
House
East End, KY1-1110, Cayman Islands
3.3k from East End center

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

4 Bedrooms8 Guests
9.6

Exceptional

5 reviews

$1521
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
3.2k from East End 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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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
3.3k from East End 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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Cayman Castle by Grand Cayman Villas & Condos
Cayman Castle by Grand Cayman Villas & Condos
House
Gun Bay Village, Cayman Islands
3.2k from East End 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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Luxury 4 Bdr Ocean View Home w/ Pool + Hot Tub
Luxury 4 Bdr Ocean View Home w/ Pool + Hot Tub
House
East End, KY11206, Cayman Islands
3.3k from East End center

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

4 Bedrooms9 Guests
10.0

Exceptional

2 reviews

$542
Average price / night
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Lone Palm home
Lone Palm home
House
Sand Bluff, Cayman Islands
3.2k from East End 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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Marvelous 3-bedroom townhome with pool and ocean views in East End
Marvelous 3-bedroom townhome with pool and ocean views in East End
House
Grand Cayman, KY1-1801, Cayman Islands
3.4k from East End center

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

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$445
Average price / night
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Great Bluff Estates by Grand Cayman Villas & Condos
Great Bluff Estates by Grand Cayman Villas & Condos
House
Gun Bay Village, Cayman Islands
3.3k from East End 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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Blue Sea Hideaway ~Perfect For Two 1-bedroom studio in quiet East End
Blue Sea Hideaway ~Perfect For Two 1-bedroom studio in quiet East End
Apartment
East End, Cayman Islands
3.4k from East End center

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

1 Bedroom3 Guests
New to Booking
$277
Average price / night
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Stepping Stone 4 BR East End
Stepping Stone 4 BR East End
House
Sand Bluff, Cayman Islands
3.3k from East End center

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

1 Bedroom10 Guests
New to Booking
$3141
Average price / night
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Cozy Corner ~Where Budget Meets Breathtaking Beach in a 1-bedroom studio with AC
Cozy Corner ~Where Budget Meets Breathtaking Beach in a 1-bedroom studio with AC
Apartment
East End, Cayman Islands
3.5k from East End center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Microwave

1 Bedroom2 Guests
8.0

Good

1 reviews

$297
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
3.4k from East End 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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Natty’s Cove: Beach front + Pool, Gym & Tennis!
Natty’s Cove: Beach front + Pool, Gym & Tennis!
Apartment
East End, Cayman Islands
3.6k from East End 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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Bella Rocca 8BR home
Bella Rocca 8BR home
House
Gun Bay Village, Cayman Islands
3.4k from East End 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 House ~ Beachfront Retreat with Kayaks, Pool & Hot Tub
Beach House ~ Beachfront Retreat with Kayaks, Pool & Hot Tub
House
Grand Cayman, KY1801, Cayman Islands
3.7k from East End center

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

4 Bedrooms9 Guests
New to Booking
$936
Average price / night
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The Banana Bird at Cottages
The Banana Bird at Cottages
House
Sand Bluff, Cayman Islands
3.9k from East End center

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

1 Bedroom4 Guests
New to Booking
$403
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
3.8k from East End 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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2 bedroom resort in Grand Cayman Island East End
2 bedroom resort in Grand Cayman Island East End
House
East End, Cayman Islands
3.8k from East End 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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East End Dream, RESORT LIVING WITHOUT ANY EXTRA FEES!
East End Dream, RESORT LIVING WITHOUT ANY EXTRA FEES!
Condo
Grand Cayman, Cayman Islands
3.8k from East End 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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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
3.8k from East End 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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East End Beach Front Condo with Stunning Views
East End Beach Front Condo with Stunning Views
Condo
East End, KY1-1204, Cayman Islands
3.8k from East End 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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Cottage By The Sea ~Wonderful Family Friendly 2-bedroom with AC in East End
Cottage By The Sea ~Wonderful Family Friendly 2-bedroom with AC in East End
Cottage
East End, Cayman Islands
3.8k from East End center

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

2 Bedrooms7 Guests
New to Booking
$491
Average price / night
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The Blue Iguana Oceanfront Studio Cottage in East End
The Blue Iguana Oceanfront Studio Cottage in East End
Condo
East End, KY1-1110, Cayman Islands
3.8k from East End center

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

1 Bedroom2 Guests
10.0

Exceptional

16 reviews

$355
Average price / night
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The One Love Oceanfront Studio Cottage in East End
The One Love Oceanfront Studio Cottage in East End
Condo
East End, KY1-1110, Cayman Islands
3.8k from East End center

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

1 Bedroom2 Guests
10.0

Exceptional

26 reviews

$284
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 Vacation Rentals with Pool in East End.

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East End Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 95 verified vacation rentals with a pool in East End. 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 East End vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $277 per night, with private pool homes and peak travel periods often costing more.

Many rentals in East End 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 East End 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 East End often include additional outdoor features such as Pool, Internet, and Ocean View. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in East End 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.