Highgate Vacation Rentals & Ski-in/Ski-out Homes
New
Villa
- Montego Bay
- ·
- Boscobel
- 2.06 mi to center
10.0Exceptional
(17 Reviews)
4 Bedrooms
4 Baths
8 Guests
3700 ft²
Private Pool
Parking
Pool
Ocean View
US $1,009/Night
7 Nights - US $7,061
Apartment
- Montego Bay
- ·
- Boscobel
- 1.8 mi to center
10.0Exceptional
(8 Reviews)
2 Bedrooms
3 Baths
4 Guests
204.51 ft²
- Parking
Balcony/Terrace
View
Air Conditioner
US $177/Night
7 Nights - US $1,237
House
- Montego Bay
- ·
- Boscobel
- 2.00 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $603/Night
7 Nights - US $4,224
Villa
- Saint Ann
- ·
- New Buckfield
- 0.12 mi to center
10.0Exceptional
(12 Reviews)
13 Bedrooms
13 Baths
26 Guests
11000 ft²
- Private Pool
Breakfast- Parking
- Pool
US $3,402/Night
7 Nights - US $23,812
Bed & Breakfast
- Montego Bay
- ·
- Robins Bay
- 1.48 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
355.21 ft²
Oceanfront- Parking
- Pool
- Ocean View
US $109/Night
7 Nights - US $765
House
10.0Exceptional
(6 Reviews)
8 Bedrooms
9 Baths
14 Guests
- Private Pool
- Oceanfront
Hot Tub- Parking
US $745/Night
7 Nights - US $5,212
Villa
- Montego Bay
- ·
- Salt Gut
- 0.27 mi to center
10.0Exceptional
(3 Reviews)
6 Bedrooms
6 Baths
12 Guests
- Parking
- Pool
- Balcony/Terrace
Kitchen
US $463/Night
7 Nights - US $3,244
House
- Montego Bay
- ·
- Oracabessa
- 0.56 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $153/Night
7 Nights - US $1,068
Villa
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $116/Night
7 Nights - US $812
Luxury Places to Stay in Highgate
Over 294+ Luxury Places to Stay in or Near Highgate
Villa
- Montego Bay
- ·
- Robins Bay
- 1.13 mi to center
10.0Exceptional
(1 Review)
14 Bedrooms
10 Baths
30 Guests
- Oceanfront
- Hot Tub
- Breakfast
- Parking
US $8,041/Night
7 Nights - US $56,287
Villa
- Saint Mary
- ·
- Tower Isle
- 1.64 mi to center
6 Bedrooms
5 Baths
12 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $2,866/Night
7 Nights - US $20,061
Villa
- Montego Bay
- ·
- Salt Gut
- 0.14 mi to center
5 Bedrooms
7 Baths
13 Guests
6000 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $2,745/Night
7 Nights - US $19,212
Villa
- Montego Bay
- ·
- Salt Gut
- 0.15 mi to center
5 Bedrooms
5 Baths
10 Guests
- Private Pool
- Breakfast
- Parking
- Pool
US $2,654/Night
7 Nights - US $18,577
Villa
- Montego Bay
- ·
- Oracabessa
- 0.44 mi to center
5 Bedrooms
5 Baths
10 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $2,568/Night
7 Nights - US $17,973
Villa
- Montego Bay
- ·
- Oracabessa
- 0.53 mi to center
5 Bedrooms
5 Baths
10 Guests
- Private Pool
- Breakfast
- Pool
- Balcony/Terrace
US $2,324/Night
7 Nights - US $16,269
Villa
- Montego Bay
- ·
- Boscobel
- 0.67 mi to center
4 Bedrooms
4 Baths
8 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,894/Night
7 Nights - US $13,257
Apartment
- Montego Bay
- ·
- Salt Gut
- 0.27 mi to center
9 Bedrooms
8 Baths
25 Guests
4035 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,766/Night
7 Nights - US $12,360
Villa
- Montego Bay
- ·
- Oracabessa
- 0.54 mi to center
8.8Fabulous
(26 Reviews)
14 Bedrooms
12 Baths
28 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
US $1,717/Night
7 Nights - US $12,019
Top-Rated Vacation Rentals with a Pool in Highgate
Over 123+ Top-Rated Vacation Rentals with a Pool in or Near Highgate
Villa
- Montego Bay
- ·
- Salt Gut
- 0.23 mi to center
10.0Exceptional
(1 Review)
8 Bedrooms
7 Baths
16 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
US $1,705/Night
7 Nights - US $11,935
Villa
10.0Exceptional
(1 Review)
11 Bedrooms
12 Baths
22 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
US $1,152/Night
7 Nights - US $8,062
House
- Saint Mary
- ·
- Tower Isle
- 1.51 mi to center
10.0Exceptional
(1 Review)
6 Bedrooms
6 Baths
12 Guests
2300 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $894/Night
7 Nights - US $6,258
Villa
- Saint Mary
- ·
- Tower Isle
- 1.61 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
US $224/Night
7 Nights - US $1,566
Apartment
- Saint Mary
- ·
- Tower Isle
- 1.07 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
5 Guests
80309.53 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $99/Night
7 Nights - US $692
Apartment
- Saint Mary
- ·
- Highgate
- 11.44 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
398 ft²
- Private Pool
- Breakfast
- Parking
- Pool
US $78/Night
7 Nights - US $549
Hotel
- Montego Bay
- ·
- Robins Bay
- 1.11 mi to center
9.8Exceptional
(21 Reviews)
2 Baths
226.04 ft²
Private Beach- Oceanfront
- Parking
- Pool
US $140/Night
7 Nights - US $977
Villa
- Montego Bay
- ·
- Port Maria
- 0.90 mi to center
9.8Exceptional
(10 Reviews)
3 Bedrooms
3 Baths
7 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $1,399/Night
7 Nights - US $9,793
House
- Montego Bay
- ·
- Port Maria
- 1.21 mi to center
9.6Exceptional
(23 Reviews)
5 Bedrooms
2 Baths
10 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $183/Night
7 Nights - US $1,281
Pet-Friendly Vacation Rentals in Highgate
Over 27+ Pet-Friendly Vacation Rentals in or Near Highgate
Apartment
- Montego Bay
- ·
- Robins Bay
- 0.67 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $165/Night
7 Nights - US $1,155
Apartment
- Montego Bay
- ·
- Boscobel
- 1.84 mi to center
9.3Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Air Conditioner
Internet
Pet Friendly
US $68/Night
7 Nights - US $476
Villa
- Montego Bay
- ·
- Port Maria
- 1.10 mi to center
9.6Exceptional
(26 Reviews)
4 Bedrooms
2 Baths
8 Guests
3500 ft²
- Oceanfront
- Breakfast
- Parking
- Ocean View
US $223/Night
7 Nights - US $1,563
House
- Montego Bay
- ·
- Boscobel
- 1.02 mi to center
8.4Excellent
(15 Reviews)
6 Bedrooms
4 Baths
16 Guests
1232.47 ft²
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $40/Night
7 Nights - US $280
Apartment
- Montego Bay
- ·
- Boscobel
- 2.08 mi to center
9.6Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
400 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $73/Night
7 Nights - US $510
Cabin
- Montego Bay
- ·
- Robins Bay
- 1.32 mi to center
9.0Exceptional
(13 Reviews)
2 Bedrooms
1 Bath
4 Guests
450 ft²
- Oceanfront
- Breakfast
- Parking
- Ocean View
US $18/Night
7 Nights - US $124
House
- Montego Bay
- ·
- Port Maria
- 0.71 mi to center
9.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $108/Night
7 Nights - US $757
Apartment
- Montego Bay
- ·
- RioNuoya
- 0.10 mi to center
8.0Excellent
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Air Conditioner
- Internet
- Pet Friendly
Child Friendly
US $108/Night
7 Nights - US $756
House
5 Bedrooms
4 Baths
10 Guests
- Breakfast
- Pool
- Balcony/Terrace
- Kitchen
US $1,690/Night
7 Nights - US $11,830
Large Vacation Homes & Villas in Highgate
Over 72+ Large Vacation Homes & Villas in or Near Highgate
Villa
- Montego Bay
- ·
- Boscobel
- 2.20 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
7 Guests
3700 ft²
- Hot Tub
- Breakfast
- Parking
- Ocean View
US $265/Night
7 Nights - US $1,852
House
- Montego Bay
- ·
- Oracabessa
- 1.26 mi to center
9.7Exceptional
(23 Reviews)
6 Bedrooms
5 Baths
15 Guests
731.94 ft²
- Oceanfront
- Breakfast
- Parking
- Ocean View
US $63/Night
7 Nights - US $441
Villa
- Saint Mary
- ·
- Highgate
- 6.77 mi to center
6.0Good
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $93/Night
7 Nights - US $651
Villa
- Montego Bay
- ·
- Port Maria
- 0.72 mi to center
9.6Exceptional
(4 Reviews)
4 Bedrooms
5 Baths
8 Guests
4000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
US $584/Night
7 Nights - US $4,088
House
- Montego Bay
- ·
- Oracabessa
- 1.18 mi to center
9.2Exceptional
(84 Reviews)
5 Bedrooms
2 Baths
9 Guests
570.49 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
US $62/Night
7 Nights - US $433
Villa
- Montego Bay
- ·
- Boscobel
- 2.10 mi to center
9.0Exceptional
(6 Reviews)
8 Bedrooms
8 Baths
20 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $1,039/Night
7 Nights - US $7,270
Villa
- Montego Bay
- ·
- Boscobel
- 1.86 mi to center
8.0Excellent
(1 Review)
8 Bedrooms
7 Baths
16 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $1,004/Night
7 Nights - US $7,028
Villa
8.0Excellent
(1 Review)
3 Bedrooms
2 Baths
8 Guests
1658 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $282/Night
7 Nights - US $1,976
Villa
- Montego Bay
- ·
- Port Maria
- 0.70 mi to center
8.0Excellent
(1 Review)
5 Bedrooms
5 Baths
10 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
US $165/Night
7 Nights - US $1,155
Wheelchair Accessible Vacation Homes in Highgate
Over 15+ Wheelchair Accessible Vacation Homes in or Near Highgate
Apartment
- Montego Bay
- ·
- Salt Gut
- 0.36 mi to center
2 Bedrooms
1 Bath
8 Guests
1815 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $498/Night
7 Nights - US $3,485
House
- Montego Bay
- ·
- Salt Gut
- 0.24 mi to center
8 Bedrooms
2 Baths
4 Guests
850.35 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
US $163/Night
7 Nights - US $1,142
Apartment
- Montego Bay
- ·
- Salt Gut
- 0.40 mi to center
1 Bedroom
1 Bath
2 Guests
187 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $411/Night
7 Nights - US $2,874
Apartment
- Montego Bay
- ·
- Salt Gut
- 0.24 mi to center
1 Bedroom
1 Bath
2 Guests
263 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $411/Night
7 Nights - US $2,874
Apartment
- Montego Bay
- ·
- Salt Gut
- 0.44 mi to center
1 Bedroom
1 Bath
2 Guests
2325 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $344/Night
7 Nights - US $2,411
Apartment
- Montego Bay
- ·
- Salt Gut
- 0.17 mi to center
1 Bedroom
1 Bath
2 Guests
210 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $342/Night
7 Nights - US $2,392
Apartment
- Montego Bay
- ·
- Salt Gut
- 0.41 mi to center
1 Bedroom
1 Bath
2 Guests
2260 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $342/Night
7 Nights - US $2,392
Apartment
- Montego Bay
- ·
- Salt Gut
- 0.30 mi to center
1 Bedroom
1 Bath
2 Guests
216 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $313/Night
7 Nights - US $2,188
Apartment
- Montego Bay
- ·
- Salt Gut
- 0.14 mi to center
1 Bedroom
1 Bath
2 Guests
198 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $312/Night
7 Nights - US $2,183
Highgate Resorts and Airbnb Homes Under $200
Over 143+ Highgate Resorts and Airbnb Homes Under $200
House
- Saint Mary
- ·
- Tower Isle
- 0.78 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $151/Night
7 Nights - US $1,057
House
- Montego Bay
- ·
- Boscobel
- 1.77 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1808.34 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $144/Night
7 Nights - US $1,008
House
- Montego Bay
- ·
- Port Maria
- 0.72 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $64/Night
7 Nights - US $445
House
- Saint Mary
- ·
- Tower Isle
- 0.95 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $101/Night
7 Nights - US $705
Apartment
- Montego Bay
- ·
- Salt Gut
- 0.32 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
2 Baths
4 Guests
1022.57 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $80/Night
7 Nights - US $561
Apartment
- Saint Mary
- ·
- Tower Isle
- 1.63 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
440 ft²
- Oceanfront
- Parking
- Ocean View
- View
US $196/Night
7 Nights - US $1,372
Condo
- Saint Mary
- ·
- Tower Isle
- 1.10 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $172/Night
7 Nights - US $1,203
House
- Montego Bay
- ·
- Port Maria
- 0.62 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $147/Night
7 Nights - US $1,027
House
- Montego Bay
- ·
- Salt Gut
- 0.30 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $140/Night
7 Nights - US $980
Instantly Bookable Vacation Homes in Highgate
Over 114+ Instantly Bookable Vacation Homes in or Near Highgate
House
- Montego Bay
- ·
- Port Maria
- 0.51 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
4 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $353/Night
7 Nights - US $2,471
House
- Montego Bay
- ·
- Boscobel
- 1.84 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
1658 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $222/Night
7 Nights - US $1,557
House
- Montego Bay
- ·
- Salt Gut
- 0.23 mi to center
9.4Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1700 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $206/Night
7 Nights - US $1,445
Apartment
- Montego Bay
- ·
- Port Maria
- 0.61 mi to center
8.6Fabulous
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
Spa- Ocean View
US $182/Night
7 Nights - US $1,274
House
- Saint Mary
- ·
- Galina
- 0.57 mi to center
7.0Very Good
(2 Reviews)
4 Bedrooms
4 Baths
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
US $390/Night
7 Nights - US $2,732
Villa
- Montego Bay
- ·
- Boscobel
- 1.94 mi to center
7.0Very Good
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $101/Night
7 Nights - US $705
House
- Montego Bay
- ·
- Oracabessa
- 1.94 mi to center
6.0Good
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $146/Night
7 Nights - US $1,022
House
- Montego Bay
- ·
- Boscobel
- 2.28 mi to center
2.0Average
(1 Review)
5 Bedrooms
4 Baths
8 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $503/Night
7 Nights - US $3,521
Villa
- Montego Bay
- ·
- Boscobel
- 1.38 mi to center
4 Bedrooms
7 Baths
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,421/Night
7 Nights - US $9,947
Book a Last Minute Place to Stay in Highgate
About Highgate Vacation Rentals
Explore over 303 vacation rentals in Highgate 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 Highgate 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 Highgate. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Highgate tailored to your preferences. On average, these rentals offer 1162.1 ft² of space, and are priced at an average of US $487 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Highgate 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 Highgate
| Type | Count |
|---|---|
| Vacation Homes | 113 |
| Holiday Apartments | 74 |
| Villas | 67 |
| B&B | 13 |
| Cottages | 8 |
| Cabin Rentals | 2 |
| Others | 1 |
Use these Quick Filters to Find a Vacation Rental in Highgate
★ Pro Tip: Discover Your Ideal Vacation Rental in Highgate 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™.
Frequently Asked Questions About Highgate?
What are the top vacation rentals in Highgate?
When organizing your trip to Highgate, 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 Highgate. Peruse our collection of highly-rated properties and secure your reservation today.
- ZYANI Boutique Resort Breathtaking Seaside location Chef, Massage therapist,
- Luxury 13-bedroom, 7-acre, oceanfront villa, with all-inclusive option.
- Comfort Rest
- The Palms at Galina *Luxury Rental* Fully Staffed
- Cottage at Forever
- Villa by The Sea
- Cheerful 3-bedroom villa with on premises parking
- Pool, Peace & Golden Vibes - Villa 1
- Blessings at Strawberry Fields
- Charming 3-bedrooms house in lovely Port Maria with AC, and WiFi and hot water
How many vacation rentals have private pools in Highgate?
Uncover 27 vacation rentals boasting private pools near Highgate. Explore top-rated RBO homes offering access to a swimming pool:
- Rent our beautiful River paradise Jamaica
- Tapicoa Village Retreat
- Bespoke Vacation Villa near Ocho Rios, Jamaica
- Beautiful Oceanfront Jamaican Villa - New Villa in Saint Mary near Ocho Rios
Which vacation homes or resorts in Highgate are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Highgate. Enjoy great views, locations and save money with SunSki Resorts.™
How many SunSkiResorts vacation rentals or resorts are available in Highgate?
Discover the ideal vacation rental in Highgate with SunSki Resorts™. We provide an extensive selection of over 303 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Highgate.
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