Highgate Holiday Rentals
- Montego Bay
- ·
- Boscobel
- 2.06 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
- Montego Bay
- ·
- Boscobel
- 1.8 mi to center
- Balcony/Terrace
- View
- Parking
- Air Conditioner
- Montego Bay
- ·
- Boscobel
- 2.00 mi to center
- Pool
- Ocean View
- Balcony/Terrace
- View
- Saint Ann
- ·
- New Buckfield
- 0.12 mi to center
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
- Montego Bay
- ·
- Robins Bay
- 1.48 mi to center
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Montego Bay
- ·
- Salt Gut
- 0.27 mi to center
- Pool
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Montego Bay
- ·
- Port Maria
- 0.51 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
- Saint Mary
- ·
- Tower Isle
- 0.78 mi to center
- Balcony/Terrace
- Breakfast
- Kitchen
- Parking
Luxury Holiday Rentals in Highgate
- Montego Bay
- ·
- Boscobel
- 0.58 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Pool
- Montego Bay
- ·
- Salt Gut
- 0.15 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
- Montego Bay
- ·
- Salt Gut
- 0.14 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
- Montego Bay
- ·
- Oracabessa
- 0.44 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Pool
- Saint Mary
- ·
- Tower Isle
- 1.64 mi to center
- Private Pool
- Hot Tub
- Pool
- Balcony/Terrace
- Montego Bay
- ·
- Salt Gut
- 0.09 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Montego Bay
- ·
- Oracabessa
- 0.53 mi to center
- Private Pool
- Pool
- Balcony/Terrace
- Breakfast
- Montego Bay
- ·
- Boscobel
- 0.67 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Montego Bay
- ·
- Oracabessa
- 0.54 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
Top-Rated Holiday Rentals with a Pool in Highgate
- Oceanfront
- Hot Tub
- Pool
- Ocean View
- Montego Bay
- ·
- Salt Gut
- 0.23 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
- Montego Bay
- ·
- Salt Gut
- 0.42 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Montego Bay
- ·
- Robins Bay
- 1.74 mi to center
- Pool
- Balcony/Terrace
- Kitchen
- Parking
- Montego Bay
- ·
- Robins Bay
- 1.37 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
- Saint Mary
- ·
- Tower Isle
- 1.07 mi to center
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
- Saint Mary
- ·
- Highgate
- 11.44 mi to center
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
- Montego Bay
- ·
- Boscobel
- 1.10 mi to center
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
Pet-Friendly Holiday Rentals in Highgate
- Montego Bay
- ·
- Robins Bay
- 0.67 mi to center
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
- Montego Bay
- ·
- Boscobel
- 1.84 mi to center
- Pet Friendly
- Parking
- Air Conditioner
- Internet
- Montego Bay
- ·
- Port Maria
- 1.10 mi to center
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
- Montego Bay
- ·
- Boscobel
- 1.02 mi to center
- Balcony/Terrace
- Breakfast
- Pet Friendly
- Kitchen
- Montego Bay
- ·
- Boscobel
- 2.08 mi to center
- Private Pool
- Pool
- Balcony/Terrace
- Pet Friendly
- Montego Bay
- ·
- Robins Bay
- 1.32 mi to center
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
- Montego Bay
- ·
- Port Maria
- 0.71 mi to center
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
- Montego Bay
- ·
- RioNuoya
- 0.10 mi to center
- Pet Friendly
- Air Conditioner
- Internet
- Child Friendly
- Montego Bay
- ·
- Salt Gut
- 0.52 mi to center
- Pet Friendly
- Air Conditioner
- Internet
- Child Friendly
Large Holiday Rentals and Private Villas in Highgate
- Montego Bay
- ·
- Boscobel
- 2.20 mi to center
- Hot Tub
- Ocean View
- Balcony/Terrace
- View
- Montego Bay
- ·
- Oracabessa
- 1.26 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Saint Mary
- ·
- Highgate
- 6.77 mi to center
- Pool
- Balcony/Terrace
- Kitchen
- Parking
- Montego Bay
- ·
- Port Maria
- 0.90 mi to center
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
- Montego Bay
- ·
- Oracabessa
- 1.18 mi to center
- Balcony/Terrace
- View
- Kitchen
- Parking
- Saint Mary
- ·
- Tower Isle
- 1.66 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Montego Bay
- ·
- Port Maria
- 1.21 mi to center
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
- Montego Bay
- ·
- Port Maria
- 0.72 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Pool
- Montego Bay
- ·
- Boscobel
- 2.10 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Pool
Wheelchair Accessible Holiday Homes in Highgate
- Montego Bay
- ·
- Salt Gut
- 0.27 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Montego Bay
- ·
- Salt Gut
- 0.24 mi to center
- Balcony/Terrace
- View
- Kitchen
- Parking
- Montego Bay
- ·
- Salt Gut
- 0.36 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Montego Bay
- ·
- Salt Gut
- 0.24 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Montego Bay
- ·
- Salt Gut
- 0.44 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Montego Bay
- ·
- Salt Gut
- 0.40 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Montego Bay
- ·
- Salt Gut
- 0.14 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Montego Bay
- ·
- Salt Gut
- 0.17 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Montego Bay
- ·
- Salt Gut
- 0.30 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
Highgate Private Villas and Holiday Homes Under $200
- Montego Bay
- ·
- Oracabessa
- 0.56 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
- Montego Bay
- ·
- Boscobel
- 1.77 mi to center
- Parking
- Air Conditioner
- Internet
- Child Friendly
- Montego Bay
- ·
- Salt Gut
- 0.17 mi to center
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
- Montego Bay
- ·
- Boscobel
- 1.84 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Montego Bay
- ·
- Salt Gut
- 0.32 mi to center
- Balcony/Terrace
- View
- Parking
- Air Conditioner
- Montego Bay
- ·
- Salt Gut
- 0.30 mi to center
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
- Saint Mary
- ·
- Tower Isle
- 1.10 mi to center
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
- Montego Bay
- ·
- Port Maria
- 0.62 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
- Montego Bay
- ·
- Boscobel
- 0.69 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Internet
Instantly Bookable Holiday Homes in Highgate
- Montego Bay
- ·
- Salt Gut
- 0.23 mi to center
- Ocean View
- Balcony/Terrace
- View
- Kitchen
- Saint Mary
- ·
- Tower Isle
- 1.55 mi to center
- Private Pool
- Pool
- Balcony/Terrace
- Breakfast
- Montego Bay
- ·
- Boscobel
- 2.04 mi to center
- Pool
- Kitchen
- Parking
- Air Conditioner
- Montego Bay
- ·
- Port Maria
- 0.61 mi to center
- Spa
- Pool
- Ocean View
- Balcony/Terrace
- Montego Bay
- ·
- Boscobel
- 1.86 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Montego Bay
- ·
- Boscobel
- 2.18 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Internet
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
- Montego Bay
- ·
- Port Maria
- 0.70 mi to center
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
- Saint Mary
- ·
- Galina
- 0.57 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
Book a Last Minute Place to Stay in Highgate
About Casai's Private Villas and Holiday Rentals in Highgate
Discover more than 287 vacation rentals available in Highgate. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Highgate.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Highgate, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Highgate. On average, places to stay near Highgate offer 1163.27 ft², with nightly prices averaging US $466.
With Casai, finding and comparing holiday rentals in Highgate is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Top Accommodation Types in Highgate
| Type | Count |
|---|---|
| Vacation Homes | 109 |
| Villas | 69 |
| Holiday Apartments | 66 |
| Cottages | 12 |
Use these Quick Filters to Find a Holiday Rental in Highgate
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Highgate.
Frequently Asked Questions About Highgate?
What are the top holiday rentals in Highgate?
With numerous options available in Highgate, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Highgate:
- 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
- Comfort Rest, Huddersfield Estate, St. Mary, Jamaica
- Charming 3-bedrooms house in lovely Port Maria with AC, and WiFi and hot water
- Villa Retreat Jamaica - 25 mins from Ocho Rios . great views!
- Cheerful 3-bedroom villa with on premises parking
How many holiday rentals have private pools in Highgate?
Discover a selection of holiday rentals with private pools near Highgate with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- 5 BEDROOM Apartment
- Tapicoa Village Retreat
- Adina View: Solar-pwr Oceanview Villa/Pool/Jacuzzis/Beach/Starlink WiFi/Chef/Gym
- Rent our beautiful River paradise Jamaica
Which holiday homes in Highgate are best for families?
If you're searching for a family-friendly holiday home in Highgate, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Highgate:
How many Casai.com holiday rentals are available in Highgate?
As of 2026, Casai boasts over 287 properties listed in the Highgate area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Highgate.









































































