Discover Your Perfect Grand Cayman Vacation Homes

Best Vacation Homes in Grand Cayman

Grand Cayman Luxury Rentals

Grand Cayman Pet Friendly Vacation Rentals

Grand Cayman Large Vacation Homes

Why Choose Rent By Owner for your Grand Cayman Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Grand Cayman

When should you plan your Vacation Rentals stay?

To make the most of your stay, consider visiting during the region’s dry season when the weather is ideal for enjoying everything this destination has to offer.

Peak Season Highlights

spring
December to April

During the peak season, you'll experience ideal weather conditions with warm days and minimal rainfall, making it perfect for outdoor activities and exploring the region. Booking your vacation rentals early ensures you secure the best properties during this popular period.

Average Temperature Daytime: 84°F (29°C) - Nighttime: 74°F (23°C)
spring
June to August

This summer period sees high demand due to school holidays and consistent sunshine, attracting visitors seeking a lively atmosphere and vibrant events in the area. Choosing your accommodation now guarantees availability at desirable properties that offer comfort and convenience.

Average Temperature Daytime: 88°F (31°C) - Nighttime: 79°F (26°C)

Off-Season Highlights

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May and November

These shoulder months offer fewer crowds and more affordable rates while still providing pleasant weather for enjoying the region's natural beauty. It's an excellent time to visit if you prefer a quieter stay with better deals on vacation rentals.

Average Temperature Daytime: 86°F (30°C) - Nighttime: 75°F (24°C)
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September to October

This period is considered the off-peak season, with slightly higher chances of rain and the tail end of the hurricane season. Nevertheless, the region remains warm, and visiting now can mean more peaceful beaches and exclusive deals on vacation rentals for your getaway.

Average Temperature Daytime: 86°F (30°C) - Nighttime: 76°F (24°C)

Weekly Weather Forecast for Grand Cayman

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor swimming pools that provide a refreshing escape amidst the tropical scenery.
  • Relax on spacious patios or terraces equipped for outdoor dining and lounging.
  • Take advantage of lush, landscaped gardens surrounding your property for peaceful strolls.
  • Make the most of private balconies with stunning views of the coastline or ocean.
  • Utilize well-maintained BBQ grills for outdoor cooking experiences in a scenic setting.
  • Access to beachside or poolside loungers ideal for soaking up the Caribbean sun.
  • Benefit from shaded pergolas or cabanas perfect for relaxing outdoors while staying cool.
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Family Activities

  • Seven Mile Beach: Spend a relaxing day with your family on one of the most famous beaches in the region, ideal for swimming, sunbathing, and building sandcastles.
  • Queen Elizabeth II Botanic Park: Explore lush gardens and learn about local flora and fauna in this family-friendly park that offers educational and scenic experiences.
  • Coral Cay Adventure Park: Enjoy an exciting day of interactive marine life exhibits and underwater adventures suited for children and adults alike.
  • National Museum of the Cayman Islands: Discover the history and culture of the area through engaging exhibits perfect for inspiring young minds and creating family memories.
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Adult Activities

  • Snorkeling and Diving Adventures: Explore the vibrant underwater world just off the coast, where colorful reefs and marine life await your discovery.
  • Stingray City Excursion: Experience the thrill of interacting safely with gentle stingrays in their natural habitat, a must-do activity here in this tropical destination.
  • Island Tours and Cultural Experiences: Discover the rich history and local culture through guided tours that showcase the region’s unique heritage and scenic landscapes.
  • Relax on pristine Beaches: Unwind on the soft sands and soak up the Caribbean sun at some of the most beautiful beaches nearby your vacation rental in this area.

Grand Cayman Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining options: Take advantage of the region's renowned cuisine by trying nearby restaurants and eateries to fully experience the flavors here.
  • Schedule water-based activities early: Book your snorkeling, diving, or boating adventures in advance to secure the best spots in this popular seaside destination.
  • Choose a well-located accommodation: Stay in a centrally situated property to easily access beaches, attractions, and leisure activities that define this vibrant area.
  • Respect the natural environment: Follow eco-friendly practices and guidelines to help preserve the pristine beauty that makes this destination so special.

Transportation Options

  • Rental Cars: Renting a car provides you with the flexibility to explore all parts of this destination at your own pace, with numerous rental agencies conveniently located nearby.
  • Taxis and Private Drivers: Taxis and private driver services offer reliable transportation options for comfortable travel around the area, especially for quick trips or airport transfers.
  • Public Buses: The local bus system is an economical way to navigate the region, connecting key neighborhoods and major attractions with frequent service.
  • Bicycle Rentals: Opting for bicycle rentals allows you to enjoy scenic rides through the region’s coastal paths and quiet streets while staying active during your stay in this area.

Local Customs Options

  • Respect for the local environment: You should always be mindful to preserve the pristine beaches and marine habitats that make this destination so unique.
  • Greeting customs: When meeting locals, a warm handshake or a friendly nod is customary and appreciated in this area.
  • Dress code for religious and cultural sites: Modest attire is expected when visiting places of worship or cultural landmarks within the region.
  • Celebration of local festivals: Participating in traditional events and understanding their significance enhances your experience here and shows respect for the area's heritage.

Frequently Asked Questions About Grand Cayman?

2. How many vacation rentals have private pools in Grand Cayman?

There are 334 vacation rentals with private pools near Grand Cayman. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Grand Cayman are best for families?

If you are looking for a family-friendly vacation home in Grand Cayman, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Grand Cayman:

4. How many Rentbyowner vacation rentals are available in Grand Cayman?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 2302 in the Grand Cayman area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Grand Cayman. 

5. What is the cancellation policy for vacation rentals in Grand Cayman?

Cancellation policies vary depending on the property owner. You should review the specific listing details or contact the host directly to understand the terms and any applicable fees or restrictions.

6. How do I confirm the availability of a vacation rental in the Cayman Islands?

Availability is updated regularly by the property host. To confirm, check the booking calendar on the listing page and reach out to the owner if you need additional assurance or have special requests.

7. Are there any additional fees or deposits required when booking here?

Additional fees such as cleaning fees, security deposits, or service charges may apply. These will be detailed on the listing or discussed with the host before completing your reservation.

8. What amenities are typically included in vacation rentals in this destination?

Most properties offer essential amenities like Wi-Fi, air conditioning, and fully equipped kitchens. Specific features can vary, so it’s best to review each listing for detailed information on included amenities.

9. How can I ensure that my stay in a vacation rental here is safe and secure?

Trustworthy hosts and verified listings contribute to a secure experience. For added peace of mind, read guest reviews and communicate directly with the property owner about safety measures and procedures.