Maidstone Holiday Rentals
- Manchester
- Mandeville
- 1.96 mi to center
- Hot Tub
- Balcony/Terrace
- Kitchen
- Manchester
- Mandeville
- 0.83 mi to center
- Hot Tub
- Balcony/Terrace
- View
- Manchester
- Mandeville
- 1.24 mi to center
- Hot Tub
- Pool
- Balcony/Terrace
- Manchester
- Mandeville
- 1.48 mi to center
- Pool
- Balcony/Terrace
- Kitchen
- Manchester
- Mandeville
- 1.95 mi to center
- Balcony/Terrace
- View
- Parking
- Manchester
- Mandeville
- 0.96 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Manchester
- Christiana
- 0.19 mi to center
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Saint Elizabeth
- Santa Cruz
- 1.03 mi to center
- Kitchen
- Parking
- Air Conditioner
- Manchester
- Mandeville
- 1.22 mi to center
- Kitchen
- Parking
- Internet
Luxury Holiday Rentals in Maidstone
- Manchester
- Mandeville
- 0.67 mi to center
- Hot Tub
- Air Conditioner
- Internet
- Manchester
- Mandeville
- 0.87 mi to center
- Hot Tub
- Balcony/Terrace
- Breakfast
- Manchester
- Mandeville
- 1.17 mi to center
- Kitchen
- Air Conditioner
- Internet
- Manchester
- Mandeville
- 0.55 mi to center
- Pool
- Kitchen
- Parking
- Air Conditioner
- Internet
- Child Friendly
- Manchester
- Mandeville
- 0.57 mi to center
- Air Conditioner
- Internet
- Child Friendly
- Manchester
- Mandeville
- 0.68 mi to center
- Kitchen
- Air Conditioner
- Internet
- Manchester
- Mandeville
- 0.55 mi to center
- Air Conditioner
- Internet
- Child Friendly
- Manchester
- Mandeville
- 0.62 mi to center
- Hot Tub
- Pool
- Balcony/Terrace
Top-Rated Holiday Rentals with a Pool in Maidstone
- Manchester
- Mandeville
- 1.81 mi to center
- Pool
- Kitchen
- Parking
- Manchester
- Mandeville
- 1.46 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Pool
- Ocean View
- Balcony/Terrace
- Manchester
- Mandeville
- 0.70 mi to center
- Pool
- Kitchen
- Parking
- Manchester
- Mandeville
- 1.51 mi to center
- Oceanfront
- Pool
- Ocean View
- Pool
- Ocean View
- Balcony/Terrace
- Manchester
- Mandeville
- 1.02 mi to center
- Spa
- Pool
- Balcony/Terrace
- Manchester
- Mandeville
- 2.50 mi to center
- Pool
- Balcony/Terrace
- Breakfast
- Manchester
- Mandeville
- 0.68 mi to center
- Fireplace/Heating
- Pool
- Kitchen
Pet-Friendly Holiday Rentals in Maidstone
- Manchester
- Mandeville
- 3.17 mi to center
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Manchester
- Mandeville
- 2.94 mi to center
- Balcony/Terrace
- Pet Friendly
- Parking
- Manchester
- Mandeville
- 1.17 mi to center
- Pet Friendly
- Child Friendly
- Laundry
- Saint Elizabeth
- Santa Cruz
- 0.87 mi to center
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Saint Elizabeth
- Santa Cruz
- 0.92 mi to center
- Balcony/Terrace
- View
- Breakfast
- Saint Elizabeth
- Santa Cruz
- 1.45 mi to center
- Balcony/Terrace
- Pet Friendly
- Internet
- Manchester
- Mandeville
- 1.33 mi to center
- Hot Tub
- Balcony/Terrace
- Pet Friendly
- Manchester
- Mandeville
- 0.98 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Manchester
- Mandeville
- 0.96 mi to center
- Pet Friendly
- Internet
- Child Friendly
Large Holiday Rentals and Private Villas in Maidstone
- Manchester
- Mandeville
- 2.57 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Manchester
- Mandeville
- 3.16 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Manchester
- Mandeville
- 1.79 mi to center
- Oceanfront
- Hot Tub
- Ocean View
- Manchester
- Mandeville
- 0.83 mi to center
- Parking
- Child Friendly
- Security/Safety
- Saint Elizabeth
- Santa Cruz
- 0.41 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Manchester
- Spur Tree
- 0.57 mi to center
- Private Pool
- Pool
- Balcony/Terrace
- Manchester
- Mandeville
- 2.95 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Saint Elizabeth
- Santa Cruz
- 0.87 mi to center
- Air Conditioner
- Internet
- Child Friendly
- Pool
- Balcony/Terrace
- Kitchen
Wheelchair Accessible Holiday Homes in Maidstone
- Balcony/Terrace
- Kitchen
- Parking
- Saint Elizabeth
- Santa Cruz
- 0.43 mi to center
- Oceanfront
- Ocean View
- Balcony/Terrace
- Balcony/Terrace
- Kitchen
- Internet
- Saint Elizabeth
- Siloah
- 0.63 mi to center
- Hot Tub
- Balcony/Terrace
- View
- Saint Elizabeth
- Santa Cruz
- 0.77 mi to center
- Balcony/Terrace
- Parking
- Air Conditioner
- Manchester
- Mandeville
- 0.39 mi to center
- Internet
- Child Friendly
- Wheelchair Accessible
Maidstone Private Villas and Holiday Homes Under $200
- Manchester
- Mandeville
- 1.58 mi to center
- Kitchen
- Parking
- Internet
- Manchester
- Mandeville
- 0.82 mi to center
- Parking
- Air Conditioner
- Internet
- Manchester
- Mandeville
- 2.19 mi to center
- Balcony/Terrace
- Breakfast
- Parking
- Manchester
- Mandeville
- 1.90 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Manchester
- Mandeville
- 1.96 mi to center
- View
- Parking
- Air Conditioner
- Manchester
- Mandeville
- 1.55 mi to center
- Ocean View
- Balcony/Terrace
- View
- Manchester
- Christiana
- 0.14 mi to center
- Fireplace/Heating
- Internet
- Child Friendly
- Manchester
- Maidstone
- 2.91 mi to center
- Internet
- Child Friendly
- Laundry
- Manchester
- Mandeville
- 1.79 mi to center
- Balcony/Terrace
- Kitchen
- Parking
Instantly Bookable Holiday Homes in Maidstone
- Manchester
- Mandeville
- 1.45 mi to center
- Child Friendly
- Laundry
- Bedding/Linens
- Manchester
- Mandeville
- 1.57 mi to center
- Kitchen
- Internet
- Child Friendly
- Manchester
- Mandeville
- 1.70 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Manchester
- Mandeville
- 1.54 mi to center
- Child Friendly
- Security/Safety
- Manchester
- Mandeville
- 3.50 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Manchester
- Mandeville
- 2.17 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Manchester
- Mandeville
- 2.85 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Manchester
- Mandeville
- 1.56 mi to center
- Ocean View
- Balcony/Terrace
- View
- Manchester
- Mandeville
- 3.26 mi to center
- Kitchen
- Parking
- Internet
Book a Last Minute Place to Stay in Maidstone
About Casai's Private Villas and Holiday Rentals in Maidstone
Discover more than 179 vacation rentals available in Maidstone. 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 Maidstone.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Maidstone, 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 Maidstone. On average, places to stay near Maidstone offer 414.68 ft², with nightly prices averaging US $226.
With Casai, finding and comparing holiday rentals in Maidstone 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 Maidstone
| Type | Count |
|---|---|
| Holiday Apartments | 77 |
| Vacation Homes | 71 |
| Cottages | 7 |
| Villas | 6 |
Use these Quick Filters to Find a Holiday Rental in Maidstone
★ 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 Maidstone.
Weather in Maidstone, JM
View the weather forecast for Maidstone before booking your Maidstone Vacation Rentals to confirm your best time to go.
Frequently Asked Questions About Maidstone?
What are the top holiday rentals in Maidstone?
With numerous options available in Maidstone, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Maidstone:
- Beautiful Battersea Lodge
- DW apartments
- Spacious 2-bedroom apartment in Mandeville with hot tub ,WiFi and private garage
- Mandeville ingleside luxury
- The Palms at Avista Mandeville
- Unforgettable Escape: Nestled in the tranquil and cool hills of Mandeville
- 3 BEDROOMS 4 BATHROOMS-3Ks Golden Circle House
- Aristo Oasis, come and unwind in paradise. Santa Cruz Jamaica. 5 mins to Town
- Exclusive apartments in upscale Mandeville community
- The Hideaway Too - Modern One Bedroom Executive Suite - 5 mins to Mandeville
How many holiday rentals have private pools in Maidstone?
Discover a selection of holiday rentals with private pools near Maidstone 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.
- Spurtree HomeAwayVilla's R#3
- Spur Tree Home Away Villa's #1
- Spurtree HomeAway Villa's- 3BR
- Spurtree HomeAway Villa's- U3BR
Which holiday homes in Maidstone are best for families?
If you're searching for a family-friendly holiday home in Maidstone, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Maidstone:
- Luxurious, modern, spacious two-bedroom, two-bathroom is the perfect getaway.
- The Stone Haven House
- Casa da Buena Vista
How many Casai.com holiday rentals are available in Maidstone?
As of 2026, Casai boasts over 179 properties listed in the Maidstone area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Maidstone.





































































