Villa Rentals in Grand Cayman, Cayman Islands: Compare 10+ Sites & Save

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43 Best Villa Rentals in Grand Cayman (Starting from $254)

Timmys Place - Charming Oceanfront Villa with Direct Beach Access and Scenic Views
Timmys Place - Charming Oceanfront Villa with Direct Beach Access and Scenic Views
Villa
Driftwood Village, Cayman Islands
4.2k from Grand Cayman center

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

1 Bedroom8 Guests
9.0

Fabulous

1 reviews

$813
Average price / night
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Luxury 3bd Beach Front, # 4 Green, Stunning Views
Luxury 3bd Beach Front, # 4 Green, Stunning Views
Villa
North Side, KY1-1206, Cayman Islands
3.1k from Grand Cayman center

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

3 Bedrooms8 Guests
9.6

Exceptional

19 reviews

$532
Average price / night
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SKai Fall by Grand Cayman Villas
SKai Fall by Grand Cayman Villas
Villa
Driftwood Village, Cayman Islands
4.7k from Grand Cayman center

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

3 Bedrooms7 Guests
New to Booking
$1164
Average price / night
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Rip Kai by Grand Cayman Villas
Rip Kai by Grand Cayman Villas
Villa
Rum Point, KY1-1202, Cayman Islands
3.5k from Grand Cayman center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fitness Equipment, Free Parking, Heater

9 Bedrooms24 Guests
10.0

Exceptional

1 reviews

$6339
Average price / night
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Thatch Hill - Renovated Beach House with Pool, Short Walk to the Rum Point Club
Thatch Hill - Renovated Beach House with Pool, Short Walk to the Rum Point Club
Villa
Driftwood Village, Cayman Islands
5.0k from Grand Cayman center

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

1 Bedroom8 Guests
New to Booking
$760
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
4.1k from Grand Cayman 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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Evolution villa
Evolution villa
Villa
Bodden Town, Cayman Islands
5.1k from Grand Cayman center

Oceanfront, Security/Safety, Hot Tub, Internet, Parking, Fireplace/Heating, Wellness Facilities

7 Bedrooms18 Guests
New to Booking
$2881
Average price / night
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Coral Loft 4BR + 1 BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman
Coral Loft 4BR + 1 BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman
Villa
Rum Point, KY1 1503, Cayman Islands
4.3k from Grand Cayman center

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

5 Bedrooms12 Guests
10.0

Exceptional

6 reviews

$1433
Average price / night
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Serene Spacious 3BR Home Private Beach Marine Park
Serene Spacious 3BR Home Private Beach Marine Park
Villa
Driftwood Village, Cayman Islands
5.2k from Grand Cayman center

Air Conditioner, Balcony/Terrace, Hot Tub, Barbecue/Outdoor Cooking, View, Oceanfront, Entertainment

3 Bedrooms12 Guests
New to Booking
$1800
Average price / night
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YOU'VE ARRIVED! BREATHTAKING LUXURY BEACHFRONT VILLA,
YOU'VE ARRIVED! BREATHTAKING LUXURY BEACHFRONT VILLA,
Villa
Gardens of the Kai, Cayman Kai, Cayman Islands
4.3k from Grand Cayman center

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

1 Bedroom2 Guests
9.8

Exceptional

252 reviews

$254
Average price / night
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Sun Salutations villa
Sun Salutations villa
Villa
Driftwood Village, Cayman Islands
5.3k from Grand Cayman center

Kitchen, Balcony/Terrace, Pool, Air Conditioner, Parking, Internet, Child Friendly

6 Bedrooms18 Guests
New to Booking
$2950
Average price / night
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Coral Loft 4BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman
Coral Loft 4BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman
Villa
Rum Point, Cayman Islands
4.3k from Grand Cayman center

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

4 Bedrooms10 Guests
10.0

Exceptional

64 reviews

$1323
Average price / night
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Just for Fun - Beachfront Paradise with Pool and Family-Friendly Amenities
Just for Fun - Beachfront Paradise with Pool and Family-Friendly Amenities
Villa
Driftwood Village, Cayman Islands
5.3k from Grand Cayman center

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

3 Bedrooms6 Guests
New to Booking
$761
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
4.5k from Grand Cayman center

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

7 Bedrooms22 Guests
New to Booking
$12078
Average price / night
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Sun Salutations
Sun Salutations
Villa
Grand Cayman, Cayman Islands
5.3k from Grand Cayman center

Internet, Oceanfront, Pet Friendly, Balcony/Terrace, View, Ocean View, Parking

6 Bedrooms18 Guests
New to Booking
$3776
Average price / night
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# 43: a contemporary villa in a prime Cayman Kai location, with 50ft pool & dock
# 43: a contemporary villa in a prime Cayman Kai location, with 50ft pool & dock
Villa
Cayman Kai, 1701, Cayman Islands
4.5k from Grand Cayman center

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

5 Bedrooms12 Guests
10.0

Exceptional

45 reviews

$1542
Average price / night
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Azure Breeze # 6
Azure Breeze # 6
Villa
North Side, Cayman Islands
5.5k from Grand Cayman center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Self-catering

3 Bedrooms7 Guests
7.0

Good

2 reviews

$811
Average price / night
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Villa Emmanuel - Private Beachfront 5 Bedroom / 4 Bath Villa near Rum Point
Villa Emmanuel - Private Beachfront 5 Bedroom / 4 Bath Villa near Rum Point
Villa
Cayman Kai, KY1-1202, Cayman Islands
4.6k from Grand Cayman center

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

5 Bedrooms10 Guests
9.8

Exceptional

77 reviews

$1195
Average price / night
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Halcyon Point - Brand New Beach House with Pool, Hot Tub, and Tanning Terrace
Halcyon Point - Brand New Beach House with Pool, Hot Tub, and Tanning Terrace
Villa
Old Man Bay, Cayman Islands
8.7k from Grand Cayman center

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

1 Bedroom10 Guests
New to Booking
$1398
Average price / night
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Treasure Cove – Luxurious private villa with pool and boat dock in Cayman Kai
Treasure Cove – Luxurious private villa with pool and boat dock in Cayman Kai
Villa
North Side, KY1-1202, Cayman Islands
4.7k from Grand Cayman center

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

6 Bedrooms14 Guests
9.8

Exceptional

29 reviews

$1628
Average price / night
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NO BIG TING - Beautiful Oceanfront Beach House, Snorkel Paradise w/ Private Pool
NO BIG TING - Beautiful Oceanfront Beach House, Snorkel Paradise w/ Private Pool
Villa
rum point, Cayman Islands
4.8k from Grand Cayman center

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

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$681
Average price / night
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Villa Bellagio-Beautiful Beachfront Beach Home in Cayman Kai with large pool
Villa Bellagio-Beautiful Beachfront Beach Home in Cayman Kai with large pool
Villa
Cayman Kai, KY1-1000, Cayman Islands
4.8k from Grand Cayman center

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

5 Bedrooms12 Guests
10.0

Exceptional

77 reviews

$1236
Average price / night
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2 private beachfront villas side by side, 5 bedrooms, Rum Point, Grand Cayman!
2 private beachfront villas side by side, 5 bedrooms, Rum Point, Grand Cayman!
Villa
Grand Cayman, KY1-1702, Cayman Islands
4.9k from Grand Cayman center

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

5 Bedrooms18 Guests
New to Booking
$1821
Average price / night
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Calypso Blue  Luxury 6BR Oceanfront Villa  Private Pool & Reef  Grand Cayman
Calypso Blue Luxury 6BR Oceanfront Villa Private Pool & Reef Grand Cayman
Villa
North Side, Cayman Islands
4.9k from Grand Cayman center

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

6 Bedrooms12 Guests
10.0

Exceptional

108 reviews

$1291
Average price / night
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Yippee Kai Eh! @ Rum Point - A Villa with Heated Pool & Dock
Yippee Kai Eh! @ Rum Point - A Villa with Heated Pool & Dock
Villa
Rum Point, Grand Cayman, KY1-1202, Cayman Islands
5.0k from Grand Cayman center

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

4 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$1297
Average price / night
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20 Steps to the Beach -SUMMER DISCOUNT-
20 Steps to the Beach -SUMMER DISCOUNT-
Villa
Grand Cayman, KY1-1701, Cayman Islands
5.0k from Grand Cayman center

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

2 Bedrooms6 Guests
10.0

Exceptional

27 reviews

$368
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
5.1k from Grand Cayman center

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

3 Bedrooms6 Guests
10.0

Exceptional

14 reviews

$410
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 Villa Rentals in Grand Cayman.

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Frequently Asked Questions

You can currently explore 43 verified villa rentals in Grand Cayman. Our listings are sourced from multiple leading booking platforms, giving you a broad and up-to-date selection of luxury and private villas in one place.

Villa prices in Grand Cayman vary depending on the season, location, and amenities. Rates typically start from around $254 per night, with premium properties costing more during peak travel periods. Comparing options across different platforms can help you find the best value for your dates.

Many villas in Grand Cayman are designed for privacy and comfort, and a large number of them feature private pools. You can easily filter your search to find villas with pools, helping you choose the perfect stay for relaxation or group travel in Grand Cayman.

Yes, Grand Cayman offers a wide range of villas ideal for group stays. Many properties include 8 or more bedrooms, making them well-suited for family gatherings, events, or trips with friends. You can filter by bedroom count to quickly find options that match your group size.

For popular travel periods, it’s generally recommended to book your Grand Cayman villa around 60 to 90 days in advance to secure the best selection. However, since we compare 10+ sites, it’s still possible to find great last-minute options even 2 to 4 weeks before your trip.

Villas in Grand Cayman often include highly sought-after amenities such as View, Child Friendly, and Pool. These features enhance comfort and convenience, making them especially popular among travelers visiting Grand Cayman.

To discover top-rated villas in Grand Cayman, you can sort listings by guest ratings and reviews. Our platform aggregates feedback from multiple trusted sources, helping you identify highly rated properties based on real guest experiences. Use the "Rating" filter above to start your search.