Photo by Cayman Islands Department of Tourism

Cayman Islands holiday rentals

We found 1,394 holiday rentals — enter your dates for availability

Popular Cayman Islands destinations on Stayz

Holiday rentals with weekly discounts – Cayman Islands

Showing deals for:20 Nov - 27 Nov

Relax in the screend in porch
Living area
Pool
Exterior
Exceptional
(65 reviews)

Beach Front Paradise Home. Luxurious Funishings!

Tibbett's Turn

8% off
AU$4,375
for 7 nights, 1 home
AU$625 per night
includes taxes & fees
Beach Front Paradise Home. Luxurious Funishings!
Exterior
Interior
Room
Property grounds
Exceptional
(27 reviews)

Serenity On The Bay2 - Two Bed Cayman Brac - Airport Shops Restaurants Close!

West End

8% off
AU$2,169
for 7 nights, 1 room
AU$310 per night
includes taxes & fees
Serenity On The Bay2 - Two Bed Cayman Brac - Airport Shops Restaurants Close!
Yes!, That is a queen-size pull-out sofa bed in the living area.
Living area with floor to ceiling sliding doors.
Balcony includes dining table, loungers, and drying racks.
Bedroom has King size bed, two closets, and black out curtains.
Exceptional
(8 reviews)

LUXURY/OVERSIZED - 1 Bed/1.5 Bath near AMAZING SHORE DIVING W/180° Ocean VIEWS

West Bay

8% off
AU$5,191
for 7 nights, 1 apartment
AU$742 per night
includes taxes & fees
LUXURY/OVERSIZED - 1 Bed/1.5 Bath near AMAZING SHORE DIVING W/180° Ocean VIEWS
Interior
patio view
Pool looking South-West
Room
Exceptional
(32 reviews)

Beachfront Kaibo Condo

North Side

6% off
AU$4,736
for 7 nights, 1 apartment
AU$677 per night
includes taxes & fees
Beachfront Kaibo Condo
Exterior
Property grounds
Private kitchen
Interior
Exceptional
(17 reviews)

Beautiful one bedroom apartment

Bodden Town

8% off
AU$1,729
for 7 nights, 1 apartment
AU$247 per night
includes taxes & fees
Beautiful one bedroom apartment
Screen Lanai
View From Condo
View from Bedroom
Guest Bedroom
Exceptional
(94 reviews)

Paradise Found Oceanfront Condo - Flexible Cancellation

North Side

8% off
AU$2,417
for 7 nights, 1 apartment
AU$345 per night
includes taxes & fees
Paradise Found Oceanfront Condo - Flexible Cancellation
Large kitchen with peninsula dining if not outdoors
Pool and beach are less than 30 steps away
Open beautiful  garden and ocean view
What a view!
Exceptional
(110 reviews)

Cayman White Sand Beach + Quiet Pool = Relaxation

West Bay

8% off
AU$3,813
for 7 nights, 1 apartment
AU$545 per night
includes taxes & fees
Cayman White Sand Beach + Quiet Pool = Relaxation
Calm bedroom. Blackout curtains. Queen bed.
SEVEN MILE BEACH. Lots of eateries and bars along the length.
Dedicated parking space
Cemetery Beach
Exceptional
(29 reviews)

S4 BP | Steps to Beach

West Bay

11% off
AU$2,540
for 7 nights, 1 apartment
AU$363 per night
includes taxes & fees
S4 BP | Steps to Beach
Terrace/patio
Beach
Dining
Expansive Kitchen Island
Exceptional
(5 reviews)

7 Mile Beach Condo with Pool View and Rooftop

West Bay

10% off
AU$18,670
for 7 nights, 1 apartment
AU$2,667 per night
includes taxes & fees
7 Mile Beach Condo with Pool View and Rooftop
Room
Interior
Private kitchen
Pool
Exceptional
(35 reviews)

Ocean/Beachfront - stunning views! Seabreeze Villas

Bodden Town

8% off
AU$4,090
for 7 nights, 1 apartment
AU$584 per night
includes taxes & fees
Ocean/Beachfront - stunning views! Seabreeze Villas
Interior
Exterior
Pool
Living area
Exceptional
(24 reviews)

SAVE 20% at Coco Sands - 2 bed, beachfront, sea view condo

North Side

7% off
AU$3,234
for 7 nights, 1 apartment
AU$462 per night
includes taxes & fees
SAVE 20% at Coco Sands - 2 bed, beachfront, sea view condo
Interior
Interior
Interior
Room
Exceptional
(24 reviews)

Luxury Designer Seven Mile Beachfront Condo Townhouse -Direct Walk-out to Beach!

Seven Mile Beach

8% off
AU$13,303
for 7 nights, 1 apartment
AU$1,900 per night
includes taxes & fees
Luxury Designer Seven Mile Beachfront Condo Townhouse -Direct Walk-out to Beach!
Living area.
Beach
Most amazing rooftop.
Pool
Exceptional
(68 reviews)

7 Mile Luxury Beach Club. Ocean views from Roof Terrace and Pool Pavilion.

West Bay

5% off
AU$20,265
for 7 nights, 1 apartment
AU$2,895 per night
includes taxes & fees
7 Mile Luxury Beach Club. Ocean views from Roof Terrace and Pool Pavilion.
Living area
Pool
Interior
Living area
Exceptional
(68 reviews)

Escape to Paradise – Beautiful & Budget-Friendly Condo!

North Side

8% off
AU$3,131
for 7 nights, 1 apartment
AU$447 per night
includes taxes & fees
Escape to Paradise – Beautiful & Budget-Friendly Condo!
View of the primary bedroom and balcony
The middle pool at the Wyndham Resort. Here's where you'll find the kiddies pool
Another view of the beach bar
A drones eye view of the Castaways' Cove buildings
Exceptional
(24 reviews)

East End Dream, RESORT LIVING WITHOUT ANY EXTRA FEES!

East End

8% off
AU$3,819
for 7 nights, 1 apartment
AU$546 per night
includes taxes & fees
East End Dream, RESORT LIVING WITHOUT ANY EXTRA FEES!
...or marvel at the beauty of native plants in the nearby botanical garden
...with an infinity pool...
Primary suite with exit to patio/beach, king bed, blackout curtains for privacy
Beach hop to nearby Rum Point
Exceptional
(95 reviews)

Beachfront 1st Floor Condo - Step off your patio and into paradise!

East End

8% off
AU$3,805
for 7 nights, 1 apartment
AU$544 per night
includes taxes & fees
Beachfront 1st Floor Condo - Step off your patio and into paradise!
Full kitchen
Great views and sunsets from our private beach
1st floor view from kitchen
on site Diving Facilities
Exceptional
(64 reviews)

Coconut Bay-Cayman Divers Delight...END UNIT with Extra Living Space/Windows

West Bay

8% off
AU$4,985
for 7 nights, 1 apartment
AU$712 per night
includes taxes & fees
Coconut Bay-Cayman Divers Delight...END UNIT with Extra Living Space/Windows
CEMETERY BEACH near us. Pristine, Quiet, One of the Safest Beach Spots.
SEVEN MILE BEACH. Lots of eateries and bars along the length.
CAR RENTALS available! Simply book in advance on your Guest Portal.
Comfortable queen bedroom with vanity area — practical for couples, solo travellers, or getting ready with ease.
Exceptional
(18 reviews)

S1 BP | Steps to Beach | New A/C

West Bay

11% off
AU$2,762
for 7 nights, 1 apartment
AU$395 per night
includes taxes & fees
S1 BP | Steps to Beach | New A/C
Front porch, with deck chairs & sun loungers. Dining table has been replaced with a 9-foot solid wood outdoor table with 6 chairs!
SEVEN MILE BEACH. Lots of eateries and bars along the length.
CAR RENTALS available! Simply book in advance on your Guest Portal.
Cemetery Beach
Exceptional
(5 reviews)

S2 BP | Steps to Beach

West Bay

7% off
AU$3,477
for 7 nights, 1 apartment
AU$497 per night
includes taxes & fees
S2 BP | Steps to Beach

Why visit Cayman Islands

  • Stunning Beaches: The Cayman Islands boast some of the world's most beautiful beaches, perfect for relaxation and water activities.
  • Vibrant Underwater World: Renowned for snorkelling and diving, the islands' marine life and coral reefs are a must-see.
  • Cultural Richness: Explore local history and heritage through various museums and cultural sites that reflect the islands' unique past.
  • Outdoor Adventures: From hiking in caves to water sports, there are ample opportunities for thrill-seekers.
  • Idyllic Sunsets: Enjoy breathtaking sunsets that provide a romantic backdrop for every evening on the islands.

Popular types of accommodation in Cayman Islands

You have decided on a trip to Cayman Islands, and now comes the fun part – choosing your accommodation. From luxurious villas, private holiday homes to stylish condos, Cayman Islands rentals offer a blend of comfort and elegance. Experience the island’s beautiful beaches, vibrant underwater world and rich cultural heritage, making your stay unforgettable in one of the best rental properties available. Whether you’re after luxury holiday rentals or cosy rental homes, Cayman Islands promises a perfect retreat.

  • Condos: Highly sought-after modern apartments offering stylish living spaces and convenient amenities.
  • Private Holiday Homes: Secluded, cosy homes ideal for families and couples seeking privacy and comfort.
  • Villas: Luxurious, spacious retreats perfect for a lavish island escape with ample living areas.
  • Apartments: Compact, well-appointed flats providing a practical and comfortable base for your stay.
  • Cottages: Quaint, charming dwellings offering a relaxed and authentic local experience.**

Top attractions in Cayman Islands

The Cayman Islands offer a splendid blend of beach, outdoor, and cultural experiences, making it an ideal holiday destination for families and adventure seekers alike. Visitors can explore stunning beaches, captivating caves, and intriguing history museums, all of which showcase the rich heritage and natural beauty of the islands. Whether you're lounging on the pristine sands or discovering the local culture, the Cayman Islands promise unforgettable moments for every traveller.

  • Seven Mile Beach: Renowned for its stunning turquoise waters and soft white sands, Seven Mile Beach offers a perfect spot for relaxation, sunbathing, and water activities. You can enjoy beach vibes while soaking up the sun or exploring the vibrant marine life through snorkelling.
  • Camana Bay: This lively precinct is ideal for families, featuring outdoor spaces, shopping, and dining options. Enjoy a leisurely stroll along the waterfront or engage in community events that showcase local culture.
  • East End Lighthouse: Rich in history, this lighthouse illuminates the stunning coastline and offers cultural insights. The surrounding area is perfect for exploring the natural beauty and learning about the Cayman Islands' maritime heritage.

Things to do recommended for couples

Planning a romantic getaway in the Cayman Islands? Enjoy a sunset sail along the coast, indulge in a candlelit dinner on the beach, or explore the vibrant underwater world together while snorkelling. The stunning scenery and tranquil atmosphere make for an unforgettable couples' experience.

Things to do recommended for families

Your family will love exploring the vibrant marine life while snorkelling at Seven Mile Beach or visiting the Cayman Turtle Centre, where children can learn about conservation and even interact with turtles. Don't miss the thrilling adventure of the Cayman Crystal Caves for a fun day out together.

Things to do recommended for groups

Explore the vibrant coral reefs while snorkelling at Stingray City or enjoy a leisurely beach day at Seven Mile Beach with your friends. You can also indulge in a local culinary experience with a group cooking class featuring traditional Caymanian dishes.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Cayman Islands

Whether you're journeying with a group, travelling as a family, bringing along your pets, or seeking extended stays, be sure to apply the appropriate filters. Here are some Stayz booking suggestions for you.

  • Traveling to Cayman Islands with a group: Consider the number of bedrooms required, along with facilities such as a fully equipped kitchen or an outdoor area suitable for group gatherings. Luckily, you can apply filters for all these features, and many others, on Stayz.
  • Traveling to Cayman Islands with young kids: Traveling with young children can present its challenges. It is essential to prioritise their comfort and safety, as well as access to child-friendly facilities, such as a private swimming pool. Additionally, it is advisable to consider your distance from attractions that are well-suited to families.
  • Taking your pets with you to Cayman Islands: For many, a family holiday isn’t complete without their four-legged companion. If this resonates with you, then explore Stayz properties that welcome pets. Most pet-friendly properties offer feeding bowls and beds, ensuring that everyone feels right at home.
  • Planning for a long term stay visiting Cayman Islands: If you're searching for holiday lets offering deals for extended stays of one month or more, you've come to the right place. With the appropriate filters, you can effortlessly locate and save on monthly rentals. Also, consider including extras such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in Cayman Islands

The Cayman Islands offer a stunning blend of relaxation and adventure, making it an ideal destination for families and couples alike. Grand Cayman, with its beautiful beaches and vibrant atmosphere, invites visitors to unwind and explore. Camana Bay is perfect for leisurely strolls and dining. Don't miss the breathtaking Cayman sunsets, which provide a romantic backdrop for your holiday. Whether you're seeking outdoor excursions or simply a friendly, laid-back vibe, the Cayman Islands promise an unforgettable experience.

  • Grand Cayman: Grand Cayman is a naturally enchanting island set within the stunning Cayman Islands. With its pristine beaches, the area offers a perfect blend of outdoor adventures and family-friendly experiences. Visitors can enjoy a variety of activities including exploring lush, sandy shores and engaging with local attractions such as theme parks and film studios. The island also boasts vibrant shopping centres and areas, providing an ideal mix of leisure and local culture. The natural landscape, combined with opportunities for water-based activities, makes Grand Cayman a top destination for those seeking both relaxation and adventure.
  • Seven Mile Beach: Seven Mile Beach is a charming city nestled in the heart of the Cayman Islands, renowned for its spectacular beaches and family-oriented outdoor activities. The city offers a delightful coastal experience, where visitors can stroll along the sandy shores or enjoy the local marina and tourist precinct. With ample shopping areas and bustling centres, it presents a lively atmosphere for travellers to immerse themselves in local culture and scenic beauty. This destination is perfect for those who appreciate a harmonious balance of leisure, shopping, and seaside relaxation.
  • George Town: George Town serves as a dynamic city within the Cayman Islands, offering a rich tapestry of beachside splendour and outdoor excitement. Famed for its inviting beaches and vibrant marina, George Town provides a multitude of opportunities for family adventures and leisurely pursuits. The city features accessible shopping areas and bustling centres that blend modernity with traditional charm. Its proximity to key landmarks and attractions, including engaging tourist precincts, ensures that every visitor experiences the best of coastal living and urban vibrancy.

Best time to go to Cayman Islands

If you're planning a trip to Cayman Islands, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in January, March and July, while off-peak times, like May and October to November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January78.4°F (25.8°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
February78.4°F (25.8°C)No Rain (Dry)Mostly SunnyAverageAverage
March78.4°F (25.8°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
April80.2°F (26.8°C)No Rain (Dry)Mostly SunnyAverageAverage
May81.7°F (27.6°C)Light RainMostly SunnySlightly LowAverage
June82.9°F (28.3°C)Light RainMostly SunnyAverageAverage
July83.8°F (28.8°C)Light RainMostly SunnySlightly HighAverage
August84.4°F (29.1°C)Light RainMostly SunnyAverageSlightly Low
September84.2°F (29.0°C)Light RainMostly SunnyAverageSlightly Low
October83.1°F (28.4°C)Moderate RainMostly SunnySlightly LowSlightly Low
November81.3°F (27.4°C)Light RainMostly SunnySlightly LowAverage
December79.9°F (26.6°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Stayz is a breeze

Looking to make your next holiday more affordable? Consider keeping your travel dates flexible, as prices can vary. Moreover, booking a longer stay can often lead to substantial savings. To find the perfect Stayz property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz's Trip Board provides a dedicated area for you to plan new journeys, refine your existing arrangements, or manage your bookings efficiently. The properties you've saved or reserved are conveniently categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the best area to stay in Cayman Islands when booking a holiday home?
One of the most desired areas to get a Cayman Islands holiday home is Old Man Bay. When you lock in a Stayz holiday home, you'll enjoy having the entire place to yourselves. That means you don't have to share it with anybody apart from your group.
What is the most popular type of holiday home accommodation in Cayman Islands?
The most in-demand types of holiday homes in Cayman Islands are condos. Want something different? Stayz has a variety of options to match the diverse needs of our guests, so you'll see holiday homes in lots of shapes and sizes. The perfect home away from home is waiting for you — get hold of yours today.
How much does it cost to rent a holiday home in Cayman Islands?
Season, length of stay and property type are among the factors that can determine the price of a holiday home. Simply click on your travel dates to find the ultimate escape. From quaint country cottages to plush villas, all Stayz holiday homes provide incredible value.
How much does it cost to rent a beach house in Cayman Islands?
When you travel and the style and size of the property will determine the cost of your beachside holiday home. Type in your Cayman Islands travel dates to view your available options on Stayz. Did someone just say "private pool"? Use the filters to choose the features and amenities you need.
What are popular home amenities in Cayman Islands?
When it comes to home amenities that people are on the lookout for in Cayman Islands, a fridge, a microwave oven and off-street parking options are at the top of the list. With Stayz holiday homes, you'll enjoy choices to suit your style and taste, whether you're taking a trip with friends, family or even pets.
Are there large group holiday homes in Cayman Islands?
With 137 properties that can host 10 or more guests in Cayman Islands, you won't have to cross anyone off the invite list. From family holidays to special events like anniversary parties and weddings, Stayz will help you find a large group home to suit the occasion.
What are the top attractions for families in Cayman Islands?
Keeping the kids amused during your Cayman Islands holiday is a snap with these top family-friendly attractions:
  • Stingray City
  • Seven Mile Beach
  • Camana Bay
Can I find two-bedroom holiday homes in Cayman Islands?
Cayman Islands has 354 two-bedroom properties to pick from. Find a holiday home with all the space and comfort you're looking for at a price that's hard to resist on Stayz.
Are there holiday homes with WiFi in Cayman Islands?
You can pick from 421 holiday homes with WiFi in Cayman Islands. If you'd like to disconnect from daily life on your holiday, but still need to be connected to the internet, these getaways are just what you need. Narrow your search by applying the WiFi filter on Stayz.
How old do you have to be to rent a holiday home in Cayman Islands?
The minimum age is usually 16, 18 or 21. It can differ across properties on Stayz, so check the rules of your preferred Cayman Islands holiday home before booking.
How long can I rent a holiday home in Cayman Islands for?
It all depends on the Cayman Islands property. To browse available options offering extended stays, simply enter your travel dates and guest number into Stayz. You can enjoy having the property to yourself, along with the comforts of home like air conditioning, a kitchen and an outdoor space where the little ones can play. Be on the lookout for long-term stays that offer weekly or monthly discounts.

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