North Side Vacation Rentals & Ski-in/Ski-out Homes
House
- Cayman Islands
- ·
- Rum Point
- 0.53 mi to center
10.0Exceptional
(152 Reviews)
2 Bedrooms
2 Baths
6 Guests
1900 ft²
Parking
Pool
Ocean View
Balcony/Terrace
US $364/Night
7 Nights - US $2,545
Apartment
- Cayman Islands
- ·
- Rum Point
- 0.59 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
3 Baths
6 Guests
1496.18 ft²
Oceanfront- Parking
- Pool
- Ocean View
US $353/Night
7 Nights - US $2,471
Apartment
- Cayman Islands
- ·
- Old Man Bay
- 0.13 mi to center
10.0Exceptional
(13 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $354/Night
7 Nights - US $2,477
Villa
- Cayman Islands
- ·
- North Side
- 0.71 mi to center
10.0Exceptional
(113 Reviews)
6 Bedrooms
4 Baths
12 Guests
3600 ft²
Private Pool
Breakfast- Parking
- Pool
US $1,309/Night
7 Nights - US $9,163
House
- Cayman Islands
- ·
- Rum Point
- 0.75 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
796.53 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $316/Night
7 Nights - US $2,212
Condo
- Cayman Islands
- ·
- Rum Point
- 0.44 mi to center
10.0Exceptional
(113 Reviews)
2 Bedrooms
2 Baths
6 Guests
1150 ft²
- Oceanfront
Hot Tub- Parking
- Pool
US $342/Night
7 Nights - US $2,396
Villa
- Cayman Islands
- ·
- North Side
- 1.13 mi to center
10.0Exceptional
(111 Reviews)
3 Bedrooms
2 Baths
6 Guests
1400 ft²
- Parking
- Ocean View
- Balcony/Terrace
View
US $505/Night
7 Nights - US $3,536
New
Condo
- Cayman Islands
- ·
- Rum Point
- 0.45 mi to center
10.0Exceptional
(111 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $277/Night
7 Nights - US $1,936
Villa
- Cayman Islands
- ·
- North Side
- 1.14 mi to center
10.0Exceptional
(108 Reviews)
3 Bedrooms
3 Baths
6 Guests
1700 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $475/Night
7 Nights - US $3,323
Luxury Places to Stay in North Side
Over 505+ Luxury Places to Stay in or Near North Side
New
Apartment
- Cayman Islands
- ·
- North Side
- 0.67 mi to center
5 Bedrooms
5 Baths
11 Guests
4467.02 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
Unlock the Best Price
House
- Cayman Islands
- ·
- Rum Point
- 0.59 mi to center
7 Bedrooms
7 Baths
16 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $7,814/Night
7 Nights - US $54,698
House
- Cayman Islands
- ·
- Rum Point
- 0.45 mi to center
6 Bedrooms
10 Baths
12 Guests
- Hot Tub
- Parking
- Pool
Air Conditioner
US $7,750/Night
7 Nights - US $54,250
House
- Cayman Islands
- ·
- North Side
- 2.34 mi to center
10.0Exceptional
(11 Reviews)
8 Bedrooms
8 Baths
18 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $6,322/Night
7 Nights - US $44,252
House
- Cayman Islands
- ·
- North Side
- 1.37 mi to center
10.0Exceptional
(2 Reviews)
11 Bedrooms
13 Baths
28 Guests
15000 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $5,291/Night
7 Nights - US $37,036
House
- Cayman Islands
- ·
- North Side
- 2.25 mi to center
9 Bedrooms
11 Baths
24 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $5,097/Night
7 Nights - US $35,679
House
- Cayman Islands
- ·
- North Side
- 2.36 mi to center
8 Bedrooms
9 Baths
20 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $5,090/Night
7 Nights - US $35,630
New
House
- Cayman Islands
- ·
- Rum Point
- 0.48 mi to center
7 Bedrooms
7 Baths
18 Guests
8000 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $4,487/Night
7 Nights - US $31,412
Villa
- Cayman Islands
- ·
- Rum Point
- 0.43 mi to center
10.0Exceptional
(1 Review)
8 Bedrooms
8 Baths
22 Guests
7200 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $4,453/Night
7 Nights - US $31,172
Top-Rated Vacation Rentals with a Pool in North Side
Over 404+ Top-Rated Vacation Rentals with a Pool in or Near North Side
Condo
- Cayman Islands
- ·
- Rum Point
- 0.40 mi to center
10.0Exceptional
(108 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $346/Night
7 Nights - US $2,425
House
- Cayman Islands
- ·
- North Side
- 2.00 mi to center
10.0Exceptional
(101 Reviews)
3 Bedrooms
2 Baths
6 Guests
2000 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $944/Night
7 Nights - US $6,606
Condo
- Cayman Islands
- ·
- North Side
- 0.96 mi to center
10.0Exceptional
(98 Reviews)
2 Bedrooms
2 Baths
5 Guests
1250 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $318/Night
7 Nights - US $2,223
Condo
- Cayman Islands
- ·
- Rum Point
- 0.66 mi to center
10.0Exceptional
(87 Reviews)
1 Bedroom
1 Bath
4 Guests
1314 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $371/Night
7 Nights - US $2,594
Villa
- Cayman Islands
- ·
- Rum Point
- 0.25 mi to center
10.0Exceptional
(85 Reviews)
5 Bedrooms
5 Baths
12 Guests
4000 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $1,072/Night
7 Nights - US $7,501
House
- Cayman Islands
- ·
- Breakers
- 0.63 mi to center
10.0Exceptional
(83 Reviews)
4 Bedrooms
3 Baths
10 Guests
3100 ft²
- Private Pool
- Oceanfront
- Breakfast
- Parking
US $645/Night
7 Nights - US $4,517
Condo
- Cayman Islands
- ·
- Old Man Bay
- 0.07 mi to center
10.0Exceptional
(83 Reviews)
3 Bedrooms
3 Baths
6 Guests
1850 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $632/Night
7 Nights - US $4,423
House
- Cayman Islands
- ·
- North Side
- 0.83 mi to center
10.0Exceptional
(80 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $441/Night
7 Nights - US $3,087
Condo
- Cayman Islands
- ·
- Rum Point
- 0.45 mi to center
10.0Exceptional
(78 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $287/Night
7 Nights - US $2,011
Pet-Friendly Vacation Rentals in North Side
Over 12+ Pet-Friendly Vacation Rentals in or Near North Side
Condo
- Cayman Islands
- ·
- Rum Point
- 0.42 mi to center
10.0Exceptional
(66 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $278/Night
7 Nights - US $1,949
Apartment
- Cayman Islands
- ·
- Rum Point
- 0.41 mi to center
9.2Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
1259.38 ft²
- Oceanfront
- Hot Tub
- Breakfast
- Parking
US $417/Night
7 Nights - US $2,916
House
- Cayman Islands
- ·
- North Side
- 1.90 mi to center
10.0Exceptional
(61 Reviews)
3 Bedrooms
3 Baths
9 Guests
3000 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $547/Night
7 Nights - US $3,826
Villa
- Cayman Islands
- ·
- Rum Point
- 0.48 mi to center
6 Bedrooms
5 Baths
18 Guests
7502.45 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $3,776/Night
7 Nights - US $26,432
House
- Cayman Islands
- ·
- Rum Point
- 0.20 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $808/Night
7 Nights - US $5,653
Cottage
- Cayman Islands
- ·
- North Side
- 0.47 mi to center
9.6Exceptional
(77 Reviews)
3 Bedrooms
2 Baths
9 Guests
1900 ft²
- Oceanfront
- Hot Tub
- Breakfast
- Parking
US $715/Night
7 Nights - US $5,003
Cottage
- Cayman Islands
- ·
- Rum Point
- 0.78 mi to center
9.6Exceptional
(15 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Balcony/Terrace
Kitchen- Air Conditioner
US $389/Night
7 Nights - US $2,724
Condo
- Cayman Islands
- ·
- Rum Point
- 0.41 mi to center
9.4Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $370/Night
7 Nights - US $2,588
New
Apartment
- Cayman Islands
- ·
- Rum Point
- 0.42 mi to center
2 Bedrooms
2 Baths
4 Guests
1158 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $384/Night
7 Nights - US $2,685
Large Vacation Homes & Villas in North Side
Over 145+ Large Vacation Homes & Villas in or Near North Side
Villa
- Cayman Islands
- ·
- North Side
- 1.12 mi to center
10.0Exceptional
(80 Reviews)
3 Bedrooms
2 Baths
6 Guests
1700 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $400/Night
7 Nights - US $2,802
Apartment
- Cayman Islands
- ·
- Rum Point
- 0.73 mi to center
10.0Exceptional
(1 Review)
21 Bedrooms
23 Baths
54 Guests
2120.49 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $1,416/Night
7 Nights - US $9,912
Villa
- Cayman Islands
- ·
- North Side
- 1.86 mi to center
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
Internet
Child Friendly
US $761/Night
7 Nights - US $5,327
Villa
- Cayman Islands
- ·
- North Side
- 2.88 mi to center
10.0Exceptional
(71 Reviews)
4 Bedrooms
3 Baths
10 Guests
2900 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,133/Night
7 Nights - US $7,933
Villa
- Cayman Islands
- ·
- Old Man Bay
- 0.47 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
5 Baths
10 Guests
- Hot Tub
- Parking
- Pool
- Air Conditioner
US $1,398/Night
7 Nights - US $9,787
Villa
- Cayman Islands
- ·
- Rum Point
- 0.37 mi to center
10.0Exceptional
(67 Reviews)
2 Bedrooms
2 Baths
5 Guests
1900 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $498/Night
7 Nights - US $3,488
House
- Cayman Islands
- ·
- North Side
- 0.59 mi to center
10.0Exceptional
(63 Reviews)
10 Bedrooms
7 Baths
26 Guests
7000 ft²
- Private Pool
- Oceanfront
- Breakfast
- Parking
US $1,901/Night
7 Nights - US $13,305
Villa
- Cayman Islands
- ·
- Rum Point
- 0.54 mi to center
10.0Exceptional
(55 Reviews)
6 Bedrooms
6 Baths
16 Guests
7800 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $3,781/Night
7 Nights - US $26,467
Villa
- Cayman Islands
- ·
- Rum Point
- 0.55 mi to center
10.0Exceptional
(54 Reviews)
5 Bedrooms
5 Baths
12 Guests
5996 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $1,351/Night
7 Nights - US $9,457
Wheelchair Accessible Vacation Homes in North Side
Over 58+ Wheelchair Accessible Vacation Homes in or Near North Side
Condo
- Cayman Islands
- ·
- Old Man Bay
- 0.13 mi to center
10.0Exceptional
(57 Reviews)
2 Bedrooms
2 Baths
6 Guests
1624 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $460/Night
7 Nights - US $3,218
House
- Cayman Islands
- ·
- Breakers
- 0.59 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
2 Baths
6 Guests
1797.57 ft²
- Parking
- Pool
- Air Conditioner
- Internet
US $677/Night
7 Nights - US $4,739
Condo
- Cayman Islands
- ·
- Old Man Bay
- 0.10 mi to center
10.0Exceptional
(12 Reviews)
1 Bedroom
1 Bath
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $523/Night
7 Nights - US $3,662
House
- Cayman Islands
- ·
- Rum Point
- 0.27 mi to center
10.0Exceptional
(17 Reviews)
6 Bedrooms
6 Baths
14 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $3,242/Night
7 Nights - US $22,697
House
- Cayman Islands
- ·
- Old Man Bay
- 0.67 mi to center
9.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1162.5 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $349/Night
7 Nights - US $2,442
House
- Cayman Islands
- ·
- Rum Point
- 0.45 mi to center
10.0Exceptional
(6 Reviews)
5 Bedrooms
5 Baths
14 Guests
4000 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,769/Night
7 Nights - US $12,386
Condo
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
3 Baths
8 Guests
2620 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $1,114/Night
7 Nights - US $7,801
Condo
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
10 Guests
2829 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,287/Night
7 Nights - US $9,007
Condo
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
1350 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $761/Night
7 Nights - US $5,324
North Side Resorts and Airbnb Homes Under $200
Over 4+ North Side Resorts and Airbnb Homes Under $200
House
- Cayman Islands
- ·
- North Side
- 1.76 mi to center
9.6Exceptional
(22 Reviews)
3 Bedrooms
3 Baths
9 Guests
3000 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $170/Night
7 Nights - US $1,192
New
Apartment
- Cayman Islands
- ·
- Old Man Bay
- 0.57 mi to center
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $185/Night
7 Nights - US $1,295
Condo
- Cayman Islands
- ·
- Rum Point
- 0.72 mi to center
4.8Average
(33 Reviews)
1 Bedroom
1 Bath
4 Guests
1100 ft²
- Pool
- Ocean View
- Balcony/Terrace
- View
US $200/Night
7 Nights - US $1,400
Apartment
- Cayman Islands
- ·
- Breakers
- 0.21 mi to center
1 Bedroom
1 Bath
3 Guests
- Kitchen
- Air Conditioner
- Internet
- Laundry
US $100/Night
7 Nights - US $700
Instantly Bookable Vacation Homes in North Side
Over 262+ Instantly Bookable Vacation Homes in or Near North Side
Condo
- Cayman Islands
- ·
- Rum Point
- 0.80 mi to center
10.0Exceptional
(93 Reviews)
1 Bedroom
1 Bath
3 Guests
897 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $221/Night
7 Nights - US $1,547
Condo
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
1 Bedroom
1 Bath
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,309/Night
7 Nights - US $9,164
Condo
- Cayman Islands
- ·
- Rum Point
- 0.71 mi to center
10.0Exceptional
(78 Reviews)
2 Bedrooms
2 Baths
5 Guests
1450 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $259/Night
7 Nights - US $1,814
Condo
- Cayman Islands
- ·
- Rum Point
- 0.36 mi to center
10.0Exceptional
(76 Reviews)
2 Bedrooms
2 Baths
6 Guests
1600 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $487/Night
7 Nights - US $3,411
Condo
- Cayman Islands
- ·
- North Side
- 1.43 mi to center
10.0Exceptional
(76 Reviews)
2 Bedrooms
2 Baths
4 Guests
1250 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $358/Night
7 Nights - US $2,508
Condo
- Cayman Islands
- ·
- Rum Point
- 0.44 mi to center
10.0Exceptional
(66 Reviews)
1 Bedroom
1 Bath
2 Guests
700 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $280/Night
7 Nights - US $1,963
House
- Cayman Islands
- ·
- Rum Point
- 0.32 mi to center
10.0Exceptional
(65 Reviews)
2 Bedrooms
2 Baths
6 Guests
2000 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $525/Night
7 Nights - US $3,674
Condo
- Cayman Islands
- ·
- Rum Point
- 0.72 mi to center
10.0Exceptional
(63 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $287/Night
7 Nights - US $2,009
Condo
- Cayman Islands
- ·
- North Side
- 1.67 mi to center
10.0Exceptional
(62 Reviews)
2 Bedrooms
2 Baths
5 Guests
1275 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $307/Night
7 Nights - US $2,147
Book a Last Minute Place to Stay in North Side
About North Side Vacation Rentals
Explore over 514 vacation rentals in North Side with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in North Side for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in North Side. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in North Side tailored to your preferences. On average, these rentals offer 1545.29 ft² of space, and are priced at an average of US $1,038 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in North Side at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in North Side
| Type | Count |
|---|---|
| Vacation Homes | 250 |
| Holiday Apartments | 68 |
| Villas | 52 |
| Cottages | 6 |
Use these Quick Filters to Find a Vacation Rental in North Side
★ Pro Tip: Discover Your Ideal Vacation Rental in North Side with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Top Attractions Around North Side, KY
Sunski offers a large selection of top attractions around North Side . Research things to do on your vacation before you visit North Side.
Other Places to Stay in North Side, KY
Frequently Asked Questions About North Side?
What are the top vacation rentals in North Side?
When organizing your trip to North Side, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in North Side. Peruse our collection of highly-rated properties and secure your reservation today.
- Dream Kai -Island House #15
- Calypso Blue Luxury 6BR Oceanfront Villa Private Pool & Reef Grand Cayman
- Relax in coastal luxury - renovated oceanfront condo Kaibo phase 2 - B13
- Gorgeous Detached Sandy Beachfront Villa at Azure Breeze Villas.
- Beautiful Beachfront Condo in Cayman Kai/Rum Point
- Azure Breeze 3! Peaceful & Pristine-3Bd, 3 BATH AWAY from crowds! Beachfront!
- "Tortuga Kai" - 2 BR Oceanfront Condo At Kaibo, Grand Cayman
- Villa Esprit–Stunning beachfront villa in North Side w/pool-by Cayman Villas
- The Harvey Nicole: Modern Caribbean Ocean Front Condo Grand Cayman.
- Beautiful Ocean Front Sea Lodge in Cayman Kai
How many vacation rentals have private pools in North Side?
Uncover 140 vacation rentals boasting private pools near North Side. Explore top-rated RBO homes offering access to a swimming pool:
- Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!
- Timmys Place
- Rip Kai by Grand Cayman Villas
- Nature's View: Cayman Style Tranquility at Pools of the Kai #2
Which vacation homes or resorts in North Side are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in North Side. Enjoy great views, locations and save money with SunSki Resorts.™
- The Retreat at Rum Point Unit #28. Stunning 3BR Oceanfront Penthouse Condo
- On the Bay #103 - Oceanfront 3BR Condo - Old Man Bay, North Side
- Northside Grand Cayman Getaway w/Private Beach!
How many SunSkiResorts vacation rentals or resorts are available in North Side?
Discover the ideal vacation rental in North Side with SunSki Resorts™. We provide an extensive selection of over 514 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to North Side.
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