Top Rated Activities & Tours in Grand Cayman

10
Excellent
1519 Reviews
5 star rating Recommendation
From
BD ৳80 Per Person
10
Excellent
1523 Reviews
5 star rating Recommendation
From
BD ৳80 Per Person
10
Excellent
1197 Reviews
5 star rating Recommendation
From
BD ৳80 Per Person
10
Excellent
1200 Reviews
5 star rating Recommendation
From
BD ৳80 Per Person

Trips to Grand Cayman

Plan Your Next Trip to Grand Cayman and explore unforgettable sights, local flavors, and exciting experiences.

7th night free, Mi Casa, Su Casa, Beachfront From US $358
         

10.0 (153 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Addison Lee Cayman Villa From US $125
         

9.1 (61 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Beach Condo with Sunset Views From US $884
         

10.0 (137 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Cayman Reef Resort 33 - Anchors Away From US $427
         

10.0 (115 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
"Parrot 6" 37 Steps To The Ocean! Quiet, Ocean View From US $469
         

Luxury Places to Stay in Grand Cayman

Over 2433+ Luxury Places to Stay in or Near Grand Cayman
Laguna Del Mar No 12 From US $22,000
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pool
Kempa Kai home From US $7,814
         

New
House
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Grand Cayman

Over 1909+ Top-Rated Vacation Rentals with a Pool in or Near Grand Cayman
Palm Heights From US $959
         

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10.0 (277 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Welcome To Our Cayman Island Beach Home! From US $762
         

Cayman Reef Resort 32 - Seabreeze From US $479
         

10.0 (145 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Grand Cayman

Over 226+ Pet-Friendly Vacation Rentals in or Near Grand Cayman
S4 BP | Steps to Beach From US $322
         

9.8 (27 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Unique and Luxurious Oceanfront Apartment From US $1,502
         

Royal Retreat From US $265
         

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10.0 (1 Review)
Apartment
  • Parking
  • Pet Friendly
  • Designated Smoking Area
S2 BP | Steps to Beach From US $489
         

9.6 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Beautiful Beachfront Condo in Cayman Kai/Rum Point From US $324
         

10.0 (104 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury 3bd Beach Front, # 5 Yellow, Stunning Views From US $830
         

10.0 (60 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Grand Cayman

Over 442+ Large Vacation Homes & Villas in or Near Grand Cayman
Deluxe Spacious Villa From US $544
         

|
9.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pool
BEACHFRONT w/Private Dock-50 ft Pool-Theatre From US $725
         

Wheelchair Accessible Vacation Homes in Grand Cayman

Over 574+ Wheelchair Accessible Vacation Homes in or Near Grand Cayman
Your Oceanside Retreat Awaits! From US $337
         

10.0 (56 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
On The Bay From US $859
         

|
10.0 (6 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Grand Cayman Vacation Rentals and Airbnb Places to Stay Under $200

Over 63+ Grand Cayman Vacation Rentals and Airbnb Places to Stay Under $200
Snug Harbour View Condo #4 From US $195
         

|
10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
Cobalt Coast Resort From US $189
         

|
9.0 (118 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Mel-Bella Retreat From US $156
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Grand Cayman

Over 1495+ Instantly Bookable Vacation Homes in or Near Grand Cayman
Minutes From 7 Mile Beach From US $240
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Pool
  • Security/Safety
3 Bedroom/2 Bath Oceanfront Condo From US $678
         

10.0 (45 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Regal Beach Club #624 From US $955
         

10.0 (42 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Regal Beach Club #513 From US $528
         

10.0 (31 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

About Grand Cayman Vacation Rentals

With more than 2442 Grand Cayman vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Smartours and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Grand Cayman.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Smartours Grand Cayman, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Grand Cayman. Places to stay near Grand Cayman are 1286.61 ft² on average, with prices averaging $1,077 a night.

Smartours makes it easy and safe to find and compare vacation rentals in Grand Cayman with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Grand Cayman

Type Count
Holiday Apartments 622
Vacation Homes 554
Villas 152
Resorts 81
Hotels with Suites 27
Cottages 23
B&B 13
Others 4

Use these Quick Filters to Find a Vacation Rental in Grand Cayman

Pro Tip: Smartours makes it easy to compare the best listings on Smartours homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Smartours homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Grand Cayman.

Weather in Grand Cayman

View the weather forecast for Grand Cayman before booking your Grand Cayman Vacation Rentals to confirm your best time to go.

December - February
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March - May
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June - August
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September - November
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Grand Cayman Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Grand Cayman?
How many vacation rentals are available in Grand Cayman?

Currently, the total number of properties listed in 2026 is over 2442 in the Grand Cayman area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Grand Cayman.