Discover Your Perfect North Side Vacation Homes

North Side Pet Friendly Vacation Rentals

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North Side Large Vacation Homes

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Why Choose Rent By Owner for your North Side 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 North Side

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit this destination allows you to enjoy its beautiful climate and vibrant atmosphere while making the most of your stay in North Side’s exceptional vacation rentals.

Peak Season Highlights

spring
December to April

During the winter months, you'll enjoy warm daytime temperatures and minimal rainfall, making it ideal for outdoor activities in this region.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 65°F to 75°F
spring
June to August

Summer brings lively crowds and vibrant local events, with plenty of sunshine and calm seas perfect for water-based adventures here.

Average Temperature Daytime: 88°F to 92°F - Nighttime: 78°F to 82°F

Off-Season Highlights

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May and November

Transition months feature fewer visitors and slightly lower humidity, offering a quieter experience while still enjoying pleasant weather.

Average Temperature Daytime: 80°F to 85°F - Nighttime: 70°F to 75°F
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September and October

These months fall within the hurricane season, so you might encounter occasional rain, but they often offer more budget-friendly options for accommodation here.

Average Temperature Daytime: 85°F to 88°F - Nighttime: 75°F to 78°F

Weekly Weather Forecast for North Side

How to Book Your North Side 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 North Side

More Top-Rated Vacation Rentals in North Side 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 outdoor swimming pools that offer a refreshing escape in the warm Caribbean sun.
  • Relax on spacious private patios or decks with scenic views of the area's natural beauty.
  • Take advantage of lush, landscaped gardens surrounding your rental for peaceful strolls.
  • Make use of outdoor barbecue areas to indulge in flavorful meals under the open sky.
  • Stay active with access to well-maintained tennis courts or other sports facilities.
  • Benefit from direct access to nearby beaches for sunbathing, swimming, and water activities.
  • Capitalize on outdoor seating areas designed for enjoying the tranquil surroundings of this destination.

Top Attractions Around North Side

What attractions are nearby?

While staying here, you'll find a variety of nearby activities to enjoy, from exploring pristine beaches to engaging in water sports and nature excursions that highlight the region’s natural beauty.

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Family Activities

  • Starfish Point: Discover a family-friendly beach where gentle waters and abundant starfish create a perfect setting for children to explore safely.
  • Cayman Turtle Centre: Visit this renowned attraction nearby, offering interactive experiences with sea turtles that will delight young and old alike.
  • North Side Nature Trail: Embark on a scenic walk through the area's lush landscape, ideal for families seeking outdoor adventure and wildlife spotting.
  • Local Snorkeling Spots: Enjoy safe, shallow snorkeling areas just off the coast, providing opportunities for your family to observe vibrant marine life together.
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Adult Activities

  • Snorkeling Adventures: Explore vibrant coral reefs and marine life just off the coast, perfect for discovering the region’s underwater beauty from your nearby vacation rental.
  • Diving Excursions: Experience the thrill of diving in clear waters filled with colorful sea creatures, making this a must-do activity here for adventure enthusiasts.
  • Fishing Trips: Enjoy deep-sea or reef fishing excursions, offering you the chance to catch local game fish while immersed in the peaceful surroundings of the area.
  • Nature and Bird Watching: Visit protected areas and nature reserves close to your vacation rental to observe local flora and fauna in their natural habitat.

Other Places to Stay in North Side

Cayman Kai Public Beach
Cayman Kai Public Beach Vacation Rentals
Rum Point Beach
Rum Point Beach Vacation Rentals
Star Fish Point
Star Fish Point Vacation Rentals
Starfish Beach
Starfish Beach Vacation Rentals
Rum Point
Rum Point Vacation Rentals
Mastic Trail South Trailhead
Mastic Trail South Trailhead Vacation Rentals
Mastic Trail North Trailhead
Mastic Trail North Trailhead Vacation Rentals
Brinkleys
Brinkleys Vacation Rentals
Breakers
Breakers Vacation Rentals
Queen Elizabeth II Botanic Park
Queen Elizabeth II Botanic Park Vacation Rentals
Babylon (Dive Site)
Babylon (Dive Site) Vacation Rentals
Old Man Bay
Old Man Bay Vacation Rentals
More Places to Stay Near North Side

North Side Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: Take advantage of the region’s natural beauty by scheduling outdoor adventures and water activities early to ensure availability and a memorable experience.
  • Explore Local Dining Options: Discover the area’s authentic flavors by visiting local eateries, making your stay here both delicious and culturally enriching.
  • Utilize Property Amenities Fully: Maximize your comfort by familiarizing yourself with the amenities provided at your vacation rental, ensuring a relaxing and convenient stay.
  • Respect the Environment and Community: Maintain the destination’s pristine environment by following eco-friendly practices and supporting local businesses during your visit.

Transportation Options

  • Car Rentals: You can easily rent a car here to explore the region at your own pace, with several local providers offering flexible options for visitors.
  • Public Buses: The area is served by reliable public buses that provide an affordable and convenient way to travel around the destination and reach nearby attractions.
  • Taxis and Rideshare Services: Taxis and rideshare options like Uber are available for quick, direct transportation, ensuring you can comfortably get to your vacation rental or other destinations in the region.
  • Private Transfers: Private shuttle services operate in the area, offering personalized transportation solutions from the airport directly to your accommodation.

Local Customs Options

  • Local Seafood Cuisine: You will find that enjoying fresh seafood dishes is a cherished tradition here, reflecting the region's rich maritime heritage.
  • Island Celebrations and Festivals: Participating in local festivals allows you to experience authentic cultural expressions that are deeply rooted in the area's history and community spirit.
  • Respect for Nature and Marine Life: Embracing eco-friendly practices and respecting marine environments are valued customs that help preserve the natural beauty of the region.
  • Traditional Crafts and Artistry: Exploring handcrafted goods and local art provides insight into the cultural identity and artistic traditions of the area’s residents.

Frequently Asked Questions About North Side?

1. What are the top vacation rentals in North Side?

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

2. How many vacation rentals have private pools in North Side?

There are 148 vacation rentals with private pools near North Side. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in North Side are best for families?

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

4. How many Rentbyowner vacation rentals are available in North Side?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 505 in the North Side 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 North Side. 

5. What is the cancellation policy for vacation rentals in North Side, Cayman Islands?

The cancellation policy varies by property owner. You should review the specific listing details or contact the host directly to understand the terms related to cancellations and refunds for your stay.

6. Are there any additional fees I should be aware of when booking a rental here?

Additional fees such as cleaning, security deposits, or service charges are listed on each property’s page. It’s recommended to read the listing carefully or reach out to the owner for clarification before completing your booking.

7. What amenities are typically included in vacation rentals in this region?

Most properties in this destination offer amenities like Wi-Fi, air conditioning, fully equipped kitchens, and outdoor spaces. To confirm specific features, please consult the property listing or contact the host directly.

8. How far in advance should I book my stay in the area to secure the best options?

Booking well in advance is advised, especially during peak travel seasons, to ensure availability and the best choices. Check current availability and plan accordingly by browsing listings early.

9. Is it possible to find pet-friendly vacation rentals nearby?

Many hosts offer pet-friendly options, but this varies by property. Use the search filters or contact owners directly to find accommodations that welcome your pets in the area.

North Side Top Rated Vacation Rentals

See More North Side Vacation Rentals