Best Vacation Homes in Whitfield Town
Apartment
10.0(9 Reviews)
1 Bedroom
1 Bath
3 Guests
Balcony/Terrace
Kitchen
Parking
Air Conditioner
US $109/Night
7 Nights - US $765
Apartment
10.0(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
1194.79 ft²
- Parking
- Air Conditioner
Internet
Child Friendly
US $106/Night
7 Nights - US $742
Apartment
10.0(35 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $133/Night
7 Nights - US $931
Apartment
10.0(6 Reviews)
3 Bedrooms
3 Baths
7 Guests
Hot Tub
Pool- Balcony/Terrace
- Kitchen
US $381/Night
7 Nights - US $2,664
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
96.88 ft²
- Pool
- Balcony/Terrace
View- Parking
US $150/Night
7 Nights - US $1,050
Apartment
10.0(5 Reviews)
1 Bedroom
1 Bath
2 Guests
Private Pool- Pool
- Balcony/Terrace
- Kitchen
US $114/Night
7 Nights - US $796
Apartment
10.0(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Parking
US $190/Night
7 Nights - US $1,327
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
Fireplace/Heating- Pool
- Balcony/Terrace
- Kitchen
US $176/Night
7 Nights - US $1,231
Whitfield Town Luxury Rentals
Apartment
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Air Conditioner
- Internet
Unlock the Best Price
Apartment
2 Bedrooms
1 Bath
2 Guests
- Kitchen
- Parking
- Air Conditioner
- Internet
US $8,786/Night
7 Nights - US $61,500
Apartment
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $8,786/Night
7 Nights - US $61,500
Apartment
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $4,051/Night
7 Nights - US $28,359
House
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $3,495/Night
7 Nights - US $24,465
US $2,078/Night
7 Nights - US $14,546
Bed & Breakfast
9 Bedrooms
10 Baths
24 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $1,800/Night
7 Nights - US $12,600
House
9 Bedrooms
6 Baths
29 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $941/Night
7 Nights - US $6,585
Whitfield Town Pet Friendly Vacation Rentals
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
3 Guests
700 ft²
- Pool
Pet Friendly- Kitchen
- Parking
US $147/Night
7 Nights - US $1,028
Apartment
9.9(12 Reviews)
1 Bedroom
1 Bath
4 Guests
495.14 ft²
- View
- Pet Friendly
- Air Conditioner
- Internet
US $94/Night
7 Nights - US $658
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Pool
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $188/Night
7 Nights - US $1,319
Apartment
9.1(27 Reviews)
1 Bedroom
1 Bath
2 Guests
- Pet Friendly
- Parking
- Air Conditioner
- Internet
US $54/Night
7 Nights - US $378
Apartment
7.6(10 Reviews)
3 Bedrooms
2 Baths
5 Guests
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Parking
US $110/Night
7 Nights - US $770
Apartment
2 Bedrooms
2 Baths
4 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Pet Friendly
US $211/Night
7 Nights - US $1,477
Apartment
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $162/Night
7 Nights - US $1,134
House
1 Bedroom
1 Bath
2 Guests
- Pet Friendly
- Air Conditioner
- Internet
- Child Friendly
US $154/Night
7 Nights - US $1,080
Whitfield Town Large Vacation Homes
Villa
10.0(1 Review)
6 Bedrooms
5 Baths
21 Guests
- Fireplace/Heating
Breakfast- Kitchen
- Parking
US $687/Night
7 Nights - US $4,806
Apartment
9.6(13 Reviews)
6 Bedrooms
6 Baths
18 Guests
555.42 ft²
Oceanfront
Ocean View- View
- Parking
US $228/Night
7 Nights - US $1,594
Villa
2.0(1 Review)
1 Bedroom
1 Bath
- Pool
- Parking
- Internet
- Child Friendly
US $320/Night
7 Nights - US $2,240
House
10.0(1 Review)
5 Bedrooms
6 Baths
10 Guests
- Pool
- Kitchen
- Parking
- Air Conditioner
US $510/Night
7 Nights - US $3,570
Apartment
9.4(93 Reviews)
12 Bedrooms
2 Baths
5 Guests
775 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $129/Night
7 Nights - US $901
House
10.0(1 Review)
5 Bedrooms
4 Baths
15 Guests
- Balcony/Terrace
- Breakfast
- Kitchen
- Parking
US $316/Night
7 Nights - US $2,209
House
10.0(1 Review)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
US $217/Night
7 Nights - US $1,519
Bed & Breakfast
7.8(7 Reviews)
5 Bedrooms
1 Bath
6 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Parking
US $160/Night
7 Nights - US $1,120
Why Choose Rent By Owner for your Whitfield Town Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Whitfield Town
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here ensures you can fully enjoy the vibrant culture and warm climate of this destination, making your stay in Whitfield Town an unforgettable experience.
Peak Season Highlights
December to April
During the peak season, this destination experiences warm weather and less rain, making it ideal for enjoying outdoor activities and exploring the region. You can expect higher demand for vacation rentals as travelers seek to escape colder climates.
Average Temperature Daytime: approximately 82°F to 88°F - Nighttime: around 74°F to 78°F
July to August
The summer months bring vibrant local events and lively atmospheres, attracting many visitors to the area. Booking your vacation rentals early ensures you secure a comfortable stay during this bustling period.
Average Temperature Daytime: about 86°F to 89°F - Nighttime: roughly 76°F to 79°F
Off-Season Highlights
May to June
This transitional period offers fewer crowds and more favorable rates on vacation rentals. The region experiences slightly more rain but remains warm enough for enjoyable outdoor pursuits.
Average Temperature Daytime: around 84°F to 86°F - Nighttime: approximately 75°F to 77°F
September to November
As the region moves into the shoulder season, you’ll find reduced occupancy and attractive deals. While occasional showers are possible, the warm climate continues to make it suitable for exploring the area.
Average Temperature Daytime: about 83°F to 85°F - Nighttime: roughly 74°F to 76°F
Weekly Weather Forecast for Whitfield Town
How to Book Your Whitfield Town Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Whitfield Town
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor swimming pool to relax and unwind during your stay.
- Take advantage of spacious gardens or landscaped yards perfect for outdoor lounging or picnics.
- Benefit from outdoor dining areas, ideal for experiencing local cuisine in the fresh air.
- Make use of a barbecue grill setup to cook delicious meals with friends and family.
- Experience secure parking facilities within the property grounds for added convenience.
- Access outdoor entertainment features such as patios or verandas for social gatherings.
- Explore nearby green spaces or walking paths that provide a peaceful outdoor environment.
Top Attractions Around Whitfield Town
What attractions are nearby?
Within this vibrant area, you can enjoy a variety of activities nearby that showcase the rich culture and lively atmosphere of Kingston, making your stay in these vacation rentals truly memorable.
Family Activities
- Kingston Jamaica Heritage Museum: Dive into the rich history of the region through engaging exhibits that are perfect for family outings in Kingston.
- Emancipation Park: Enjoy outdoor fun and relaxation at this scenic park, offering lush green spaces, playgrounds, and beautiful landscapes for all ages to explore.
- Hope Gardens and Zoo: Discover a variety of exotic animals and beautifully maintained botanical gardens, making it an ideal daytime activity for children and parents alike in Kingston.
Adult Activities
- Sightseeing Tours: Explore the vibrant culture and history of this destination through guided tours that showcase its lively streets and iconic landmarks.
- Local Dining Experiences: Indulge in authentic Jamaican cuisine at nearby restaurants, offering a taste of the region’s rich culinary heritage.
- Shopping for Souvenirs: Discover unique crafts and local products at nearby markets, perfect for finding memorable keepsakes of your visit.
- Nightlife and Entertainment: Enjoy lively evenings with bars, live music, and entertainment venues that capture the area's dynamic nightlife scene.
Whitfield Town Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Markets: Engaging with nearby markets allows you to experience authentic regional flavors and crafts, enriching your stay in the area.
- Utilize Public Transportation: Taking advantage of local transportation options is an efficient way to discover the region's attractions while immersing yourself in everyday life here.
- Discover Hidden Gems: Venture beyond the typical tourist spots to uncover lesser-known sites that showcase the unique character of this destination.
- Connect with Your Hosts: Building a rapport with your vacation rental hosts can provide valuable tips and personalized recommendations to enhance your visit.
Transportation Options
- Private Taxis: You can easily arrange for a private taxi service to navigate the area comfortably and efficiently.
- Local Minibuses: Budget-friendly and widely available, these minibuses connect you to various parts of Kingston and nearby attractions.
- Rental Cars: Renting a car is a convenient way to explore this region at your own pace, with many options accessible nearby.
- Public Buses: An economical choice for getting around within the city and reaching popular destinations in Kingston.
Local Customs Options
- Greeting Etiquette: You’ll notice that friendly greetings like "Wah Gwaan" are customary when meeting locals here, reflecting the warm hospitality of the area.
- Dance and Music Traditions: Participating in or observing local dance styles such as reggae and dancehall showcases the vibrant cultural expression unique to this destination.
- Food Customs: Sharing meals with friends and family is a valued practice, often involving dishes like jerk chicken and fried fish, which are integral to the area's culinary identity.
- Religious Practices: Respect for spiritual observances is important, as you may encounter lively church services and celebrations during your stay here.
Whitfield Town Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Whitfield Town?
There are a lot of options in Whitfield Town. If you plan on staying in the Whitfield Town area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Whitfield Town:
- Casa Clayton at Donhead - New Kingston
- Safe, Peaceful and centrally-located,furnished and equipped with most amenities.
- The Luxurious Chateau
- Platinum22 - Across From AC Marriott Hotel
- Premium 1BR Condo in New Kingston
- Cozy apartment in new Kingston w/rooftop pool, super close to A/C Marriott.
- Suite 7 At The Rochesters
- 2 Bedroom Townhouse at Surbiton Square
- Island vibes Oasis with a beautiful Pool
- Chateau Apartment
2. How many vacation rentals have private pools in Whitfield Town?
There are 23 vacation rentals with private pools near Whitfield Town. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Whitfield Town are best for families?
If you are looking for a family-friendly vacation home in Whitfield Town, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Whitfield Town:
4. How many Rentbyowner vacation rentals are available in Whitfield Town?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 1085 in the Whitfield Town area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Whitfield Town.
5. What is the cancellation policy for vacation rentals in Whitfield Town, Kingston?
Cancellation policies vary depending on the specific property listing. It is recommended to review the policy details provided in the listing or contact the property owner directly for precise information.
6. Are there any specific check-in and check-out times I should be aware of during my stay?
Check-in and check-out times are set by each property owner. To ensure a smooth arrival and departure, refer to the details listed in the property description or reach out to the host for confirmation.
7. How do I know if the vacation rental has the amenities I need?
All amenities are detailed within each property listing. You can also communicate directly with the owner to confirm availability of specific features or request additional services.
8. Is it necessary to contact the host before booking my stay in this part of Kingston?
While many listings allow instant booking, contacting the host beforehand can help clarify any questions about the property, request special arrangements, or verify availability.
9. What should I consider regarding safety and security when booking a vacation rental here?
Safety features and security measures are typically outlined in the listing. It's advisable to review these details and communicate with the host if you have specific concerns or require additional information.
Whitfield Town Top Rated Vacation Rentals
Apartment
10.0(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
7534.74 ft²
- Pool
- Parking
- Air Conditioner
- Internet
US $200/Night
7 Nights - US $1,400
Apartment
10.0(3 Reviews)
1 Bedroom
1 Bath
3 Guests
- Pool
- Kitchen
- Parking
- Air Conditioner
US $112/Night
7 Nights - US $785
Apartment
10.0(2 Reviews)
2 Bedrooms
3 Baths
5 Guests
1496.18 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $285/Night
7 Nights - US $1,993
Apartment
10.0(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $222/Night
7 Nights - US $1,551
Apartment
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
US $205/Night
7 Nights - US $1,435
Apartment
10.0(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Pool
- Ocean View
- View
US $164/Night
7 Nights - US $1,149
Apartment
10.0(2 Reviews)
1 Bedroom
2 Baths
5 Guests
- Pool
- Parking
- Air Conditioner
- Internet
US $153/Night
7 Nights - US $1,073
Apartment
10.0(2 Reviews)
4 Bedrooms
3 Baths
7 Guests
204.51 ft²
- Pool
- Breakfast
- Parking
- Air Conditioner
US $144/Night
7 Nights - US $1,008
