
Discover the Best Resort Vacations
Explore the top resorts, from luxury beachfront escapes to family-friendly all-inclusive resorts and relaxing spa retreats. Whether you’re planning a weekend getaway or an extended vacation, the North Side offers world-class resort destinations for every travel style, season, and budget.
Guests
- Hotels
- Villas
- Cabins
- Rentals
- Cottages
- Resorts
- Accommodations
- Cayman Islands
- ·
- North Side
- 0.71 mi to center
-
Private Pool
-
Oceanfront
-
Breakfast
-
Parking
-
Private Pool
-
Oceanfront
-
Breakfast
-
Parking
- Cayman Islands
- ·
- Rum Point
- 0.48 mi to center
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
- Cayman Islands
- ·
- North Side
- 2.25 mi to center
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
- Cayman Islands
- ·
- North Side
- 1.12 mi to center
-
Oceanfront
-
Hot Tub
-
Parking
-
Ocean View
-
Oceanfront
-
Hot Tub
-
Parking
-
Ocean View
- Cayman Islands
- ·
- Rum Point
- 0.55 mi to center
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
- Cayman Islands
- ·
- North Side
- 0.74 mi to center
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
- Cayman Islands
- ·
- Rum Point
- 0.13 mi to center
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
- Cayman Islands
- ·
- Old Man Bay
- 0.08 mi to center
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
- Cayman Islands
- ·
- Old Man Bay
- 0.13 mi to center
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
- Cayman Islands
- ·
- Rum Point
- 0.48 mi to center
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
- Cayman Islands
- ·
- Old Man Bay
- 0.13 mi to center
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Breakers
- 0.59 mi to center
-
Private Pool
-
Parking
-
Pool
-
Ocean View
-
Private Pool
-
Parking
-
Pool
-
Ocean View
- Cayman Islands
- ·
- Rum Point
- 0.13 mi to center
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
- Cayman Islands
- ·
- North Side
- 1.76 mi to center
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
- Cayman Islands
- ·
- North Side
- 1.41 mi to center
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
- Cayman Islands
- ·
- Rum Point
- 0.52 mi to center
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
- Cayman Islands
- ·
- Old Man Bay
- 0.13 mi to center
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
- Cayman Islands
- ·
- Rum Point
- 0.48 mi to center
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
- Cayman Islands
- ·
- Old Man Bay
- 0.13 mi to center
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Breakers
- 0.59 mi to center
-
Private Pool
-
Parking
-
Pool
-
Ocean View
-
Private Pool
-
Parking
-
Pool
-
Ocean View
- Cayman Islands
- ·
- Rum Point
- 0.13 mi to center
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
- Cayman Islands
- ·
- North Side
- 1.76 mi to center
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
- Cayman Islands
- ·
- North Side
- 1.41 mi to center
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
- Cayman Islands
- ·
- Rum Point
- 0.52 mi to center
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
- Cayman Islands
- ·
- Breakers
- 0.59 mi to center
-
Private Pool
-
Parking
-
Pool
-
Ocean View
-
Private Pool
-
Parking
-
Pool
-
Ocean View
- Cayman Islands
- ·
- North Side
- 1.58 mi to center
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Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- North Side
- 2.21 mi to center
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Oceanfront
-
Parking
-
Ocean View
-
View
-
Oceanfront
-
Parking
-
Ocean View
-
View
- Cayman Islands
- ·
- North Side
- 0.47 mi to center
-
Oceanfront
-
Hot Tub
-
Breakfast
-
Parking
-
Oceanfront
-
Hot Tub
-
Breakfast
-
Parking
- Cayman Islands
- ·
- Breakers
- 0.94 mi to center
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
- Cayman Islands
- ·
- Rum Point
- 0.78 mi to center
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Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Cayman Islands
- ·
- North Side
- 1.58 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Rum Point
- 0.08 mi to center
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
- Cayman Islands
- ·
- Rum Point
- 0.73 mi to center
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- North Side
- 1.91 mi to center
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Old Man Bay
- 0.13 mi to center
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
- Cayman Islands
- ·
- Rum Point
- 0.48 mi to center
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
- Cayman Islands
- ·
- Old Man Bay
- 0.13 mi to center
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Breakers
- 0.59 mi to center
-
Private Pool
-
Parking
-
Pool
-
Ocean View
-
Private Pool
-
Parking
-
Pool
-
Ocean View
- Cayman Islands
- ·
- Rum Point
- 0.13 mi to center
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
- Cayman Islands
- ·
- North Side
- 1.76 mi to center
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
- Cayman Islands
- ·
- North Side
- 1.41 mi to center
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
- Cayman Islands
- ·
- Rum Point
- 0.52 mi to center
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
Find the Perfect Resort Vacation in the North Side
What makes our resorts stand out?
Verified Properties
Every vacation home shown on Resort Vacation comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Popular Resort Destinations in the North Side
What are the Top Resort Locations Across the North Side?
Discover resorts in the most sought-after travel destinations nationwide:
Cayman Kai Public Beach
Cayman Kai Public Beach VACATION RENTALSRum Point Beach
Rum Point Beach VACATION RENTALSStar Fish Point
Star Fish Point VACATION RENTALSStarfish Beach
Starfish Beach VACATION RENTALSRum Point
Rum Point VACATION RENTALSMastic Trail South Trailhead
Mastic Trail South Trailhead VACATION RENTALSMastic Trail North Trailhead
Mastic Trail North Trailhead VACATION RENTALSBreakers
Breakers VACATION RENTALSQueen Elizabeth II Botanic Park
Queen Elizabeth II Botanic Park VACATION RENTALSBabylon (Dive Site)
Babylon (Dive Site) VACATION RENTALSBrinkleys
Brinkleys VACATION RENTALSOld Man Bay
Old Man Bay VACATION RENTALSHow to Reserve Your Resorts Vacation Accommodation?
Booking Made Simple
Resorts Vacations connects travelers with verified resort stays from trusted partners across the North Side. Once you find the perfect resort, you’ll be seamlessly guided to our partner’s secure booking platform to complete your reservation with confidence.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Common Resort Vacation Amenities in the North Side
What Amenities Can You Expect When Booking with Resorts Vacations?
Resorts Vacations offers carefully selected resort stays across the North Side, designed for comfort, convenience, and memorable experiences.
Indoor Amenities
Spacious guest rooms and suites
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Places to Stay with Resorts Vacations
Looking for the perfect resort vacation in the North Side? Discover a curated collection of resort stays offering comfort, convenience, and unforgettable experiences in top destinations nationwide. Whether you’re searching for a beachfront resort, a family-friendly escape, or a luxury retreat, Resorts Vacations makes it easy to explore and compare verified resort options for your next getaway.
- Cayman Islands
- ·
- Rum Point
- 0.73 mi to center
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- North Side
- 1.91 mi to center
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
Resorts Vacations FAQs
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:
How many vacation rentals have private pools in North Side?
There are 125 vacation rentals with private pools near North Side. Top-rated homes that have access to a swimming pool include:
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:
How many vacation rentals are available in North Side?
Currently, the total number of properties listed in 2026 is over 26 in the North Side area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in North Side.
More Resorts Vacations to Explore
- Cayman Islands
- ·
- North Side
- 1.91 mi to center
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
Air Conditioner
-
Parking
-
Pool
-
Balcony/Terrace
-
Air Conditioner
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
Air Conditioner
-
Parking
-
Pool
-
Balcony/Terrace
-
Air Conditioner
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
Air Conditioner
-
Parking
-
Pool
-
Balcony/Terrace
-
Air Conditioner