539+ Vacation Home Rentals in North Side |
North Side Vacation Rentals & Ski-in/Ski-out Homes
Condo
- Cayman Islands
- ·
- Rum Point
- 0.40 mi to center
10.0Exceptional
(125 Reviews)
3 Bedrooms
2 Baths
6 Guests
1229 ft²
Oceanfront
Hot Tub
Fireplace/Heating
Pool
US $590/Night
7 Nights - US $4,128
Apartment
- Cayman Islands
- ·
- Rum Point
- 0.59 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
3 Baths
6 Guests
1496.18 ft²
- Fireplace/Heating
- Pool
View
Parking
US $353/Night
7 Nights - US $2,471
Cottage
- Cayman Islands
- ·
- North Side
- 2.21 mi to center
1 Bedroom
1 Bath
Ocean View- View
Kitchen- Parking
US $696/Night
7 Nights - US $4,872
Condo
- Cayman Islands
- ·
- Rum Point
- 0.44 mi to center
10.0Exceptional
(109 Reviews)
2 Bedrooms
2 Baths
6 Guests
1150 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $343/Night
7 Nights - US $2,398
House
- Cayman Islands
- ·
- Rum Point
- 0.75 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
796.53 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $273/Night
7 Nights - US $1,910
Condo
- Cayman Islands
- ·
- Rum Point
- 0.45 mi to center
10.0Exceptional
(109 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $321/Night
7 Nights - US $2,249
Condo
- Cayman Islands
- ·
- Rum Point
- 0.66 mi to center
10.0Exceptional
(84 Reviews)
1 Bedroom
1 Bath
4 Guests
1314 ft²
Private Pool- Fireplace/Heating
- Pool
- Ocean View
US $354/Night
7 Nights - US $2,480
House
- Cayman Islands
- ·
- Breakers
- 0.63 mi to center
10.0Exceptional
(81 Reviews)
4 Bedrooms
3 Baths
10 Guests
3100 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $645/Night
7 Nights - US $4,513
Condo
- Cayman Islands
- ·
- Rum Point
- 0.79 mi to center
10.0Exceptional
(73 Reviews)
3 Bedrooms
3 Baths
8 Guests
2882 ft²
- Pool
- Ocean View
Balcony/Terrace- View
US $665/Night
7 Nights - US $4,655
Luxury Places to Stay in North Side
Over 530+ Luxury Places to Stay in or Near North Side
House
- Cayman Islands
- ·
- Rum Point
- 0.59 mi to center
7 Bedrooms
7 Baths
16 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- 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
- Fireplace/Heating
- Pool
- Parking
US $7,750/Night
7 Nights - US $54,250
House
- Cayman Islands
- ·
- North Side
- 2.25 mi to center
9 Bedrooms
11 Baths
24 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- 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
- Fireplace/Heating
- Pool
- Ocean View
US $5,090/Night
7 Nights - US $35,630
House
- Cayman Islands
- ·
- Rum Point
- 0.43 mi to center
8 Bedrooms
9 Baths
22 Guests
7201.06 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $4,359/Night
7 Nights - US $30,513
House
- Cayman Islands
- ·
- North Side
- 2.95 mi to center
1 Bedroom
8 Baths
12 Guests
7696.2 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $4,223/Night
7 Nights - US $29,561
House
- Cayman Islands
- ·
- Rum Point
- 0.48 mi to center
7 Bedrooms
9 Baths
18 Guests
7997.59 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $4,199/Night
7 Nights - US $29,393
House
- Cayman Islands
- ·
- North Side
- 1.62 mi to center
7 Bedrooms
1 Bath
14 Guests
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $4,049/Night
7 Nights - US $28,343
Villa
- Cayman Islands
- ·
- Rum Point
- 0.48 mi to center
6 Bedrooms
5 Baths
18 Guests
7502.45 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $3,776/Night
7 Nights - US $26,432
Top-Rated Vacation Rentals with a Pool in North Side
Over 425+ Top-Rated Vacation Rentals with a Pool in or Near North Side
Condo
- Cayman Islands
- ·
- Rum Point
- 0.72 mi to center
10.0Exceptional
(61 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
US $381/Night
7 Nights - US $2,669
Condo
- Cayman Islands
- ·
- Rum Point
- 0.56 mi to center
10.0Exceptional
(56 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $390/Night
7 Nights - US $2,727
Condo
- Cayman Islands
- ·
- Rum Point
- 0.41 mi to center
10.0Exceptional
(48 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $424/Night
7 Nights - US $2,970
House
- Cayman Islands
- ·
- Rum Point
- 0.19 mi to center
10.0Exceptional
(16 Reviews)
3 Bedrooms
3 Baths
10 Guests
2800 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $975/Night
7 Nights - US $6,822
House
- Cayman Islands
- ·
- Old Man Bay
- 0.19 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
3 Baths
6 Guests
2002.09 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $473/Night
7 Nights - US $3,311
House
- Cayman Islands
- ·
- Rum Point
- 0.63 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
2 Baths
4 Guests
1248.61 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $354/Night
7 Nights - US $2,476
House
- Cayman Islands
- ·
- Rum Point
- 0.40 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
2 Baths
4 Guests
1248.61 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $342/Night
7 Nights - US $2,391
Apartment
- Cayman Islands
- ·
- Rum Point
- 0.73 mi to center
10.0Exceptional
(1 Review)
21 Bedrooms
23 Baths
54 Guests
2120.49 ft²
- Oceanfront
- Pool
- Ocean View
- View
US $1,416/Night
7 Nights - US $9,912
Villa
- Cayman Islands
- ·
- Old Man Bay
- 0.47 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
5 Baths
10 Guests
- Hot Tub
- Pool
- Parking
Air Conditioner
US $1,398/Night
7 Nights - US $9,787
Pet-Friendly Vacation Rentals in North Side
Over 10+ Pet-Friendly Vacation Rentals in or Near North Side
Condo
- Cayman Islands
- ·
- Rum Point
- 0.42 mi to center
10.0Exceptional
(62 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
US $244/Night
7 Nights - US $1,710
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
- Pool
- Ocean View
US $417/Night
7 Nights - US $2,916
House
- Cayman Islands
- ·
- North Side
- 1.90 mi to center
10.0Exceptional
(60 Reviews)
3 Bedrooms
3 Baths
9 Guests
3000 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $510/Night
7 Nights - US $3,572
House
- Cayman Islands
- ·
- Rum Point
- 0.20 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Ocean View
- Balcony/Terrace
- View
Pet Friendly
US $821/Night
7 Nights - US $5,746
House
- Cayman Islands
- ·
- North Side
- 1.80 mi to center
9.8Exceptional
(63 Reviews)
5 Bedrooms
4 Baths
10 Guests
2850 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $712/Night
7 Nights - US $4,981
Cottage
- Cayman Islands
- ·
- North Side
- 0.47 mi to center
9.6Exceptional
(76 Reviews)
3 Bedrooms
2 Baths
9 Guests
1900 ft²
- Oceanfront
- Hot Tub
- Ocean View
- Balcony/Terrace
US $591/Night
7 Nights - US $4,136
Cottage
- Cayman Islands
- ·
- Rum Point
- 0.78 mi to center
9.6Exceptional
(15 Reviews)
1 Bedroom
1 Bath
4 Guests
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
US $319/Night
7 Nights - US $2,233
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
- Pool
- Ocean View
US $317/Night
7 Nights - US $2,220
House
- Cayman Islands
- ·
- Breakers
- 0.44 mi to center
3 Bedrooms
3 Baths
6 Guests
- Pet Friendly
- Air Conditioner
Child Friendly
Laundry
US $2,800/Night
7 Nights - US $19,600
Large Vacation Homes & Villas in North Side
Over 152+ Large Vacation Homes & Villas in or Near North Side
House
- Cayman Islands
- ·
- North Side
- 2.58 mi to center
9.8Exceptional
(84 Reviews)
6 Bedrooms
5 Baths
14 Guests
3000 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $1,016/Night
7 Nights - US $7,110
Apartment
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
3 Baths
10 Guests
2830.91 ft²
- Pool
- Balcony/Terrace
- View
- Parking
US $1,144/Night
7 Nights - US $8,008
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
House
- Cayman Islands
- ·
- North Side
- 2.12 mi to center
9.6Exceptional
(60 Reviews)
5 Bedrooms
6 Baths
10 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $1,013/Night
7 Nights - US $7,094
Apartment
- Cayman Islands
- ·
- Old Man Bay
- 0.11 mi to center
9.2Exceptional
(11 Reviews)
10 Bedrooms
10 Baths
23 Guests
- Pool
- Balcony/Terrace
- View
- Parking
US $268/Night
7 Nights - US $1,876
Villa
- Cayman Islands
- ·
- Breakers
- 0.84 mi to center
9.4Exceptional
(53 Reviews)
3 Bedrooms
3 Baths
6 Guests
2200 ft²
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
US $644/Night
7 Nights - US $4,510
Villa
- Cayman Islands
- ·
- North Side
- 0.71 mi to center
10.0Exceptional
(110 Reviews)
6 Bedrooms
4 Baths
12 Guests
3600 ft²
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
US $1,255/Night
7 Nights - US $8,788
Villa
- Cayman Islands
- ·
- North Side
- 1.13 mi to center
10.0Exceptional
(110 Reviews)
3 Bedrooms
2 Baths
6 Guests
1400 ft²
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $407/Night
7 Nights - US $2,848
Villa
- Cayman Islands
- ·
- North Side
- 1.14 mi to center
10.0Exceptional
(105 Reviews)
3 Bedrooms
3 Baths
6 Guests
1700 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $414/Night
7 Nights - US $2,899
Wheelchair Accessible Vacation Homes in North Side
Over 58+ Wheelchair Accessible Vacation Homes in or Near North Side
Condo
- Cayman Islands
- ·
- Old Man Bay
- 0.07 mi to center
10.0Exceptional
(82 Reviews)
3 Bedrooms
3 Baths
6 Guests
1850 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $508/Night
7 Nights - US $3,555
House
- Cayman Islands
- ·
- Breakers
- 0.59 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
2 Baths
6 Guests
1797.57 ft²
- Pool
- Parking
- Air Conditioner
- Internet
US $677/Night
7 Nights - US $4,739
Condo
- Cayman Islands
- ·
- Old Man Bay
- 0.10 mi to center
10.0Exceptional
(10 Reviews)
1 Bedroom
1 Bath
6 Guests
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
US $1,034/Night
7 Nights - US $7,241
Condo
- Cayman Islands
- ·
- Old Man Bay
- 0.13 mi to center
10.0Exceptional
(56 Reviews)
2 Bedrooms
2 Baths
6 Guests
1624 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $337/Night
7 Nights - US $2,359
Apartment
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
1 Bedroom
4 Baths
12 Guests
- Pool
- Parking
- Internet
- Child Friendly
US $1,342/Night
7 Nights - US $9,394
House
- Cayman Islands
- ·
- Rum Point
- 0.27 mi to center
10.0Exceptional
(17 Reviews)
6 Bedrooms
6 Baths
14 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $3,283/Night
7 Nights - US $22,978
House
- Cayman Islands
- ·
- Rum Point
- 0.45 mi to center
10.0Exceptional
(5 Reviews)
5 Bedrooms
5 Baths
14 Guests
4000 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $1,716/Night
7 Nights - US $12,015
Condo
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
3 Baths
8 Guests
2620 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $1,173/Night
7 Nights - US $8,209
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
- Pool
- Ocean View
US $1,282/Night
7 Nights - US $8,977
North Side Resorts and Airbnb Homes Under $200
Over 3+ North Side Resorts and Airbnb Homes Under $200
Apartment
- Cayman Islands
- ·
- Old Man Bay
- 0.09 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
4 Guests
- Kitchen
- Parking
- Air Conditioner
- Internet
US $196/Night
7 Nights - US $1,374
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 296+ Instantly Bookable Vacation Homes in or Near North Side
Condo
- Cayman Islands
- ·
- Rum Point
- 0.72 mi to center
9.8Exceptional
(102 Reviews)
1 Bedroom
1 Bath
4 Guests
1039 ft²
- Pool
- Ocean View
- Balcony/Terrace
- View
US $302/Night
7 Nights - US $2,112
Condo
- Cayman Islands
- ·
- Rum Point
- 0.74 mi to center
1 Bedroom
1 Bath
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,309/Night
7 Nights - US $9,164
Condo
- Cayman Islands
- ·
- North Side
- 1.76 mi to center
9.8Exceptional
(94 Reviews)
2 Bedrooms
2 Baths
5 Guests
1250 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $241/Night
7 Nights - US $1,684
Condo
- Cayman Islands
- ·
- North Side
- 2.83 mi to center
9.8Exceptional
(68 Reviews)
2 Bedrooms
2 Baths
5 Guests
950 ft²
- Hot Tub
- Pool
- Ocean View
- View
US $315/Night
7 Nights - US $2,206
Condo
- Cayman Islands
- ·
- North Side
- 1.70 mi to center
9.8Exceptional
(15 Reviews)
2 Bedrooms
2 Baths
6 Guests
1300 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $508/Night
7 Nights - US $3,554
Apartment
- Cayman Islands
- ·
- Rum Point
- 0.70 mi to center
8.8Fabulous
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $333/Night
7 Nights - US $2,332
Apartment
- Cayman Islands
- ·
- Rum Point
- 0.72 mi to center
10.0Exceptional
(156 Reviews)
1 Bedroom
1 Bath
4 Guests
1039 ft²
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
US $280/Night
7 Nights - US $1,960
Condo
- Cayman Islands
- ·
- Rum Point
- 0.46 mi to center
10.0Exceptional
(151 Reviews)
2 Bedrooms
2 Baths
6 Guests
950 ft²
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
US $246/Night
7 Nights - US $1,721
Condo
- Cayman Islands
- ·
- Rum Point
- 0.40 mi to center
10.0Exceptional
(103 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Pool
- Ocean View
- View
US $316/Night
7 Nights - US $2,213
Book a Last Minute Place to Stay in North Side
About North Side Vacation Rentals
Explore over 539 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 1563.29 ft² of space, and are priced at an average of US $982 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 | 267 |
| Holiday Apartments | 64 |
| Villas | 53 |
| 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.
- Cayman Islands Stunning Condo On The Sand - Kaibo Yacht Club
- Relax in coastal luxury - renovated oceanfront condo Kaibo phase 2 - B13
- Beautiful Beachfront Condo in Cayman Kai/Rum Point
- Renovated Beach Cottage w/Private Pool Steps Away from the Sea
- The peace and tranquility of this cottage Works Wonders on the soul.
- The Retreat at Rum Point Unit #28. Stunning 3BR Oceanfront Penthouse Condo
- Breathtaking view
- Nature's View: Cayman Style Tranquility at Pools of the Kai #2
- Kaibo Yacht Club Beach Front, Phase 2.
- Fantasea: Family Beach Villa on Bio Bay w/Private Pool, Veranda Lounge + Dock
How many vacation rentals have private pools in North Side?
Uncover 160 vacation rentals boasting private pools near North Side. Explore top-rated RBO homes offering access to a swimming pool:
- Villa Esprit – Stunning 3 Bedroom Beachfront Villa in North Side with pool!
- Timmys Place
- Rip Kai by Grand Cayman Villas
- The Harvey Nicole: Modern Caribbean Ocean Front Condo Grand Cayman.
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.™
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 539 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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