Discover Your Perfect Grand Cay Vacation Homes

Best Vacation Homes in Grand Cay

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Grand Cay Luxury Rentals

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Grand Cay Pet Friendly Vacation Rentals

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Grand Cay Large Vacation Homes

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Why Choose Rent By Owner for your Grand Cay 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 Cay

When should you plan your Vacation Rentals stay?

Timing your visit to this destination can greatly enhance your experience, as the best seasons for enjoying local attractions and pleasant weather often align with specific times of the year in the region.

Peak Season Highlights

spring
Spring (March to May)

This is the most vibrant time to visit, as the region enjoys warm weather and blooming landscapes, making it an ideal period for outdoor activities and exploring the area's natural beauty.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
summer
Summer (June to August)

With school breaks and holiday travel, summer attracts many visitors seeking sun-soaked days and beach activities in this destination, resulting in a lively atmosphere at the area’s vacation rentals.

Average Temperature Daytime: 85°F to 90°F - Nighttime: 70°F to 75°F

Off-Season Highlights

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Fall (September to November)

As temperatures cool down, the region becomes quieter, offering a peaceful escape. This is a great time to enjoy lower rates and fewer crowds at your preferred vacation rentals here.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
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Winter (December to February)

During this period, visiting the area provides a serene experience with mild temperatures and less tourist activity. It’s an ideal season for those looking to unwind while enjoying more affordable vacation rental options.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Weekly Weather Forecast for Grand Cay

How to Book Your Grand Cay Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Grand Cay

More Top-Rated Vacation Rentals in Grand Cay Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 a private outdoor pool to relax and unwind after exploring the area’s scenic sights.
  • Take advantage of spacious patios or decks perfect for outdoor dining and entertaining.
  • Benefit from lush, landscaped yards ideal for outdoor activities and family gatherings.
  • Make use of barbecue grills to host memorable cookouts under the sunny Florida sky.
  • Experience direct access to the beach or waterfront areas, perfect for sunrise strolls or water sports.
  • Utilize outdoor showers for beach days or after swimming in nearby waters.
  • Relax in shaded lounging areas, providing comfort during warm, sunny days here in the region.

Top Attractions Around Grand Cay

What attractions are nearby?

During your stay, you can enjoy a variety of nearby activities such as exploring pristine beaches, engaging in water sports, or visiting local attractions that highlight the unique charm of the region around Grand Cay.

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Family Activities

  • Ancient City Adventure Tour: Embark on a family-friendly journey through the historic streets, discovering St. Augustine's rich heritage and making lasting memories.
  • St. Augustine Pirate & Treasure Museum: Explore the engaging exhibits and treasure hunts that captivate children and adults alike, right here in this exciting part of Florida’s oldest city.
  • Beaches along Anastasia Island: Spend a relaxing day building sandcastles and enjoying the gentle waves at nearby beaches, perfect for family fun in the sun.
  • Fort Matanzas National Monument: Discover the history of this coastal fortress with guided tours and scenic views, offering educational and enjoyable experiences for all ages.
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Adult Activities

  • Deep Sea Fishing: Embark on a memorable fishing adventure in the waters surrounding this destination, renowned for its abundant marine life and expert-guided excursions.
  • Kayaking and Paddleboarding: Explore the calm coastal waters with a relaxing paddle or kayaking session that offers scenic views and a chance to connect with nature here.
  • Historical Tours: Discover the rich history of the area through guided tours that highlight its unique heritage and charming local landmarks.
  • Beachside Relaxation: Unwind on pristine beaches within easy reach, enjoying sunbathing, swimming, or simply taking in the tranquil ocean vistas.

Grand Cay Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local waterways: Take advantage of the area’s scenic waterways by booking a boat tour or renting watercraft to enjoy the natural beauty of this coastal destination.
  • Visit nearby beaches: Make time to relax on the pristine sands and warm waters of the region’s famous beaches, perfect for sunbathing, swimming, or beachcombing.
  • Discover regional dining: Savor the flavors of local cuisine at nearby eateries that showcase fresh seafood and regional specialties unique to this part of Florida.
  • Plan outdoor activities: Maximize your stay by engaging in outdoor pursuits like fishing, kayaking, or nature walks, which highlight the area's outdoor adventure opportunities.

Transportation Options

  • Rental Car Services: Conveniently explore the region with rental car companies offering flexible transportation options tailored to your schedule.
  • Public Transportation: Buses operate throughout the area, providing an affordable way to get around and discover local attractions comfortably.
  • Taxis and Ride-Sharing: Taxis and ride-sharing services like Uber and Lyft are readily available for quick, hassle-free transportation within this popular destination.
  • Biking and Walking: The scenic surroundings make biking and walking excellent choices for experiencing the area's natural beauty up close.

Local Customs Options

  • Respect for the Sea: Locals here hold a deep reverence for the ocean, and it's customary to show appreciation by following beach and shoreline guidelines carefully.
  • Traditional Fishing Practices: Engaging in or observing local fishing customs is common, reflecting the area's maritime heritage and sustainable practices.
  • Historical Preservation: The community values its historic sites and architecture, encouraging visitors to respect and preserve the region’s rich heritage.
  • Festive Celebrations: Participating in seasonal festivals and community events is an important way to connect with locals and honor regional traditions.

Frequently Asked Questions About Grand Cay?

1. What are the top vacation rentals in Grand Cay?

There are a lot of options in Grand Cay. If you plan on staying in the Grand Cay area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Grand Cay:

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

There are 11 vacation rentals with private pools near Grand Cay. Top-rated RBO homes that have access to a swimming pool include:

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

If you are looking for a family-friendly vacation home in Grand Cay, 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 Cay:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 122 in the Grand Cay 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 Cay. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by property. You should review the specific listing details or contact the property owner directly to understand the terms and any potential fees associated with canceling your reservation.

6. Are there any specific check-in and check-out times I should be aware of when booking here?

Check-in and check-out times are determined by each host. Please refer to the individual property listing or contact the owner to confirm these times prior to your arrival.

7. How do I find the most suitable vacation rental to match my travel needs in this region?

You can filter search results based on amenities, location, and guest capacity. Reading detailed descriptions and reviews will help you choose the best property for your stay.

8. Is it possible to modify or extend my reservation once booked?

Modifications are subject to the property owner's approval. Check the listing for policies on changes or contact the owner directly if you need to adjust your reservation.

9. What safety and hygiene measures are in place at the vacation rentals in this destination?

Safety protocols vary by property. You are encouraged to review each listing’s health and safety details or reach out to the owner for information about cleaning procedures and safety practices implemented here.

Grand Cay Top Rated Vacation Rentals

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