The Best Vacation Rentals in High Street

Prepare to Relax and Experience Family Fun – The Best Vacations Happen in a Vacation Rental

St Bess Comfort Style From US $126
         

|
9.0 (17 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Indigo Beach Villa - Black River From US $146
         

|
7.4 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Soothing 2-bedroom bed & breakfast in charming Black River From US $183
         

New
Bed & Breakfast
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Blue Dolphin Guest House From US $397
         

9.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
Deano's Cottages From US $81
         

|
6.8 (5 Reviews)
Cottage
  • Parking
  • Pet Friendly
  • Designated Smoking Area
Indigo Beach Villa From US $86
         

|
8.3 (48 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
16 bedroom guesthouse in black river st elizabeth From US $142
         

Oceanfront family Villa From US $250
         

2.0 (1 Review)
House
  • Air Conditioner
  • Security/Safety
  • Wellness Facilities
COZY PLACE TO STAY IN ST. BESS. JAMAICA From US $95
         

Robbi's Beach House - Black River, St Elizabeth From US $203
         

8.0 (1 Review)
House
  • Air Conditioner
  • Designated Smoking Area
  • TV
Pro Tip: Vacationsrental makes it easy to compare the best listings on Vacationsrental homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Vacationsrental homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in High Street.

Weather in High Street

View the weather forecast for High Street before booking your High Street Vacation Rentals to confirm your best time to go.

December - February
High 88°F       Low 73°F
March - May
High 89°F       Low 74°F
June - August
High 92°F       Low 78°F
September - November
High 91°F       Low 75°F

High Street Vacation Rental Frequently Asked Questions

What are the top vacation rentals in High Street?
How many vacation rentals are available in High Street?

Currently, the total number of properties listed in 2026 is over 43 in the High Street area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in High Street.