Vacation Rentals with Private Pool in Pirate Caves, Bodden Town: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  Cayman Islands

  4.  Bodden Town
  5.  Pirate Caves

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59 Best Vacation Rentals with Private Pool in Pirate Caves (Starting from $225)

Pools of the Kai 11 by Grand Cayman Villas & Condos
Pools of the Kai 11 by Grand Cayman Villas & Condos
House
Driftwood Village, Cayman Islands
8.5k from Pirate Caves center

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

2 Bedrooms4 Guests
New to Booking
$507
Average price / night
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Mahogany Breezes Luxury Villa
Mahogany Breezes Luxury Villa
Villa
Savannah, Cayman Islands
1.9k from Pirate Caves center

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

6 Bedrooms12 Guests
New to Booking
$1702
Average price / night
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Pools of the Kai 3 by Grand Cayman Villas & Condos
Pools of the Kai 3 by Grand Cayman Villas & Condos
House
Driftwood Village, Cayman Islands
8.5k from Pirate Caves center

Ocean View, Kitchen, Air Conditioner, Parking, Internet, Private Pool, View

2 Bedrooms4 Guests
New to Booking
$869
Average price / night
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Serene 3 Bedroom Home with Saltwater Pool & Gardens
Serene 3 Bedroom Home with Saltwater Pool & Gardens
House
Savannnah, KY1-1501, Cayman Islands
2.0k from Pirate Caves center

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

3 Bedrooms6 Guests
10.0

Exceptional

12 reviews

$407
Average price / night
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Pools of the Kai 10 by Grand Cayman Villas & Condos
Pools of the Kai 10 by Grand Cayman Villas & Condos
House
Driftwood Village, Cayman Islands
8.5k from Pirate Caves center

Security/Safety, Ocean View, Private Pool, Parking, Internet, View, Guest Services

2 Bedrooms4 Guests
New to Booking
$521
Average price / night
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Turtle Nest Inn, Ocean View Apt, Rental Car Included, 1199/week!
Turtle Nest Inn, Ocean View Apt, Rental Car Included, 1199/week!
Apartment
Bodden Town, Cayman Islands
2.2k from Pirate Caves center

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

1 Bedroom4 Guests
10.0

Exceptional

114 reviews

$225
Average price / night
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Serenity Sands is perfect for friends travelling together or a 2 couples!
Serenity Sands is perfect for friends travelling together or a 2 couples!
Villa
Bodden Town, KY1-1000, Cayman Islands
2.3k from Pirate Caves center

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

2 Bedrooms4 Guests
9.4

Superb

54 reviews

$456
Average price / night
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Steps to the Beach! 2bed/2.5bath condo - Seabreeze Villas
Steps to the Beach! 2bed/2.5bath condo - Seabreeze Villas
Condo
Bodden Town, Cayman Islands
2.3k from Pirate Caves center

AC, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms8 Guests
9.8

Exceptional

48 reviews

$294
Average price / night
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Andy's Inn is a delightful 3 bedroom guesthouse nestled in historic Bodden Town.
Andy's Inn is a delightful 3 bedroom guesthouse nestled in historic Bodden Town.
Villa
Bodden Town, Cayman Islands
2.4k from Pirate Caves center

AC, Free Parking, Internet, Kitchen, Microwave, No Smoking, Pool, TV

3 Bedrooms6 Guests
10.0

Exceptional

14 reviews

$410
Average price / night
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Evolution: Luxe Single-level Villa w/Private Pool, Jacuzzi, Dock
Evolution: Luxe Single-level Villa w/Private Pool, Jacuzzi, Dock
Villa
Bodden Town, KY1-1100, Cayman Islands
2.8k from Pirate Caves center

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

7 Bedrooms20 Guests
10.0

Exceptional

5 reviews

$3294
Average price / night
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Oceans Edge SeaSide Estate is a stunning private villa right on the clifftop!
Oceans Edge SeaSide Estate is a stunning private villa right on the clifftop!
Villa
Savannah, KY1-1000, Cayman Islands
3.3k from Pirate Caves center

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

8 Bedrooms18 Guests
10.0

Exceptional

32 reviews

$2946
Average price / night
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Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach)
Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach)
House
Savannah, Cayman Islands
3.4k from Pirate Caves center

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

4 Bedrooms8 Guests
10.0

Exceptional

67 reviews

$435
Average price / night
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Luxurious 4BR Chateau-Pool, Family-Friendly, near Spotts Beach & Heart of Cayman
Luxurious 4BR Chateau-Pool, Family-Friendly, near Spotts Beach & Heart of Cayman
House
Savannah, KY1-1500, Cayman Islands
3.5k from Pirate Caves center

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

5 Bedrooms12 Guests
9.8

Exceptional

55 reviews

$805
Average price / night
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Luxurious Beachfront 6-bed House with Guest House- Sleeps up to 21 Guests!
Luxurious Beachfront 6-bed House with Guest House- Sleeps up to 21 Guests!
House
Bodden Town, KY1-1600, Cayman Islands
4.3k from Pirate Caves center

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

6 Bedrooms16 Guests
10.0

Exceptional

4 reviews

$2098
Average price / night
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Grand Cayman Private Beach Cottage Without The High Price
Grand Cayman Private Beach Cottage Without The High Price
Cottage
Pease Bay, Cayman Islands
4.4k from Pirate Caves center

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

1 Bedroom4 Guests
10.0

Exceptional

39 reviews

$558
Average price / night
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The Pools #1- the Luxury Beachfront Hideaway with Private Pool
The Pools #1- the Luxury Beachfront Hideaway with Private Pool
Condo
North Side, Cayman Kai,, no zip code, Cayman Islands
4.5k from Pirate Caves center

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

1 Bedroom4 Guests
9.6

Exceptional

93 reviews

$299
Average price / night
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Turtle Beach: Swim with Sea Turtles! Modern Villa w/Pool, Jacuzzi, & Free Kayak!
Turtle Beach: Swim with Sea Turtles! Modern Villa w/Pool, Jacuzzi, & Free Kayak!
House
Spotts, KY1-1107, Cayman Islands
4.5k from Pirate Caves center

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

4 Bedrooms10 Guests
10.0

Exceptional

11 reviews

$1983
Average price / night
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7BR Oceanfront Villa w/ 5 Master Suites, Bunk Room, Swim-Up Bar
7BR Oceanfront Villa w/ 5 Master Suites, Bunk Room, Swim-Up Bar
Villa
Breakers, Cayman Islands
4.9k from Pirate Caves center

AC, Dryer, Internet, Laundry, No Smoking, Pool, Washer

7 Bedrooms22 Guests
New to Booking
$12078
Average price / night
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Pease Bay House Cayman Islands
Pease Bay House Cayman Islands
House
Grand Cayman, KY1-1701, Cayman Islands
5.0k from Pirate Caves center

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

6 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$5095
Average price / night
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Oceanfront Resort Villa w/ Stunning Views, Pool, Spa & Onsite Staff
Oceanfront Resort Villa w/ Stunning Views, Pool, Spa & Onsite Staff
Villa
Breakers, Cayman Islands
5.2k from Pirate Caves center

AC, Balcony, Barbecue, Breakfast Included, Crib, Dryer, Hot Tub, Internet, Kitchen

6 Bedrooms18 Guests
10.0

Exceptional

1 reviews

$9289
Average price / night
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Mahogany Villa 2-A - 4BR Canal Front Villa & Pool
Mahogany Villa 2-A - 4BR Canal Front Villa & Pool
Condo
Patricks Island, KY1-1110, Cayman Islands
6.5k from Pirate Caves center

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

4 Bedrooms8 Guests
10.0

Exceptional

12 reviews

$691
Average price / night
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Oceanfront South Sound Home with magical sunsets!
Oceanfront South Sound Home with magical sunsets!
Villa
Patricks Island, Cayman Islands
7.1k from Pirate Caves center

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

4 Bedrooms8 Guests
10.0

Exceptional

9 reviews

$1093
Average price / night
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Luxurious Oceanfront Villa El Oceano with Ocean views
Luxurious Oceanfront Villa El Oceano with Ocean views
Villa
Grand Harbour, Cayman Islands
7.4k from Pirate Caves center

AC, Balcony, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

6 Bedrooms8 Guests
9.4

Superb

6 reviews

$2431
Average price / night
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Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.
Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.
House
North Side, Cayman Islands
8.3k from Pirate Caves center

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

6 Bedrooms14 Guests
9.8

Exceptional

7 reviews

$994
Average price / night
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Nature's View: Cayman Style Tranquility at Pools of the Kai #2
Nature's View: Cayman Style Tranquility at Pools of the Kai #2
Condo
Rum Point, Cayman Islands
8.5k from Pirate Caves center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Hot Tub, Internet

2 Bedrooms6 Guests
10.0

Exceptional

54 reviews

$474
Average price / night
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Renovated Beach Cottage w/ Private Pool Steps Away from the Sea
Renovated Beach Cottage w/ Private Pool Steps Away from the Sea
Condo
Grand Cayman, Cayman Islands
8.5k from Pirate Caves center

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

1 Bedroom4 Guests
10.0

Exceptional

78 reviews

$404
Average price / night
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Oceanfront Ground Floor 2 Bedroom Condo 30 Unit Complex Close to all Amenities
Oceanfront Ground Floor 2 Bedroom Condo 30 Unit Complex Close to all Amenities
Condo
Rum Point, Cayman Islands
8.6k from Pirate Caves center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.8

Exceptional

29 reviews

$461
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 Private Pool in Pirate Caves.

Where to stay in Pirate Caves? Best neighborhoods & areas

Pirate Caves Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 59 verified vacation rentals with a private pool in Pirate Caves. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Pirate Caves vary depending on the property size, location, and travel season. Rates typically start from around $225 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Pirate Caves also welcome pets. Currently, 3 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Pirate Caves often include additional features such as Pool, Private Pool, and Kitchen. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Pirate Caves include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.