Montserrat Winter Rental
House
10.0(1 Review)
2 Bedrooms
2 Baths
5 Guests
1 ft²
Private Pool
Hot Tub
Parking
Pool
CA $213/Night
7 Nights - CA $1,492
Apartment
9.7(12 Reviews)
1 Bedroom
1 Bath
2 Guests
1001.04 ft²
Breakfast- Parking
Balcony/Terrace
View
CA $144/Night
7 Nights - CA $1,009
House
6.0(2 Reviews)
3 Bedrooms
2 Baths
4 Guests
Oceanfront- Hot Tub
- Parking
Ocean View
CA $141/Night
7 Nights - CA $987
Apartment
4 Bedrooms
1 Bath
3 Guests
904.17 ft²
Private Beach- Oceanfront
- Breakfast
- Parking
CA $353/Night
7 Nights - CA $2,470
Villa
5.0(10 Reviews)
4 Bedrooms
5 Baths
8 Guests
5449 ft²
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
CA $906/Night
7 Nights - CA $6,345
Apartment
7 Bedrooms
2 Baths
13 Guests
1614.59 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
CA $323/Night
7 Nights - CA $2,260
House
4.5(2 Reviews)
1 Bedroom
1 Bath
2 Guests
Kitchen
Internet
Child Friendly
Laundry
CA $70/Night
7 Nights - CA $493
Villa
3 Bedrooms
1 Bath
8 Guests
3800 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
CA $147/Night
7 Nights - CA $1,026
House
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
Air Conditioner
CA $58/Night
7 Nights - CA $405
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
3 Guests
- Air Conditioner
- Internet
Pet Friendly- Child Friendly
CA $169/Night
7 Nights - CA $1,186
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Internet
- Child Friendly
Security/Safety
CA $149/Night
7 Nights - CA $1,046
CA $152/Night
7 Nights - CA $1,066
People Visiting Montserrat Also Like
Why Choose Rent By Owner for your Montserrat Winter Rental?
What makes our Winter Rental 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.
Weekly Weather Forecast for Montserrat
How to Book Your Montserrat Winter Rental
What's our booking process?
Our platform allows you to browse a curated selection of winter rental. 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 Montserrat
Common Winter Rental Amenities
What amenities can you expect?
Our Winter Rental 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
Other Places to Stay in Montserrat
Woodlands
St. Peter's
Saint Anthony Parish
Saint Peter Parish
Olveston
Cudjoe Head
Montserrat National Trust
Plymouth
Old Towne
St. John's
Little Bay
Frequently Asked Questions About Montserrat Winter Rentals
1. What are the top Winter Rentals in Montserrat?
There are a lot of options in Montserrat. If you plan on staying in the Montserrat area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Winter Rentals in Montserrat:
- Lucy's Sunny Villa apartments, spacious & modern, your ideal tropical retreat.
- Montserrat Mountain View Retreat
- JACU Villa
- Modern North Side Hideaway with Aircon
- Luxury Spacious Villa with Aircon and Pool Table
- Paradise Villa Rooms
- Old Town Studio with Separate Affiliated Pool House
- Sonido Del Mar, Island Retreat, 9 minute walk to the beach
- VIP King room
- Sea view Paradise
2. How many Winter Rentals are available in Montserrat?
Currently, the total number of properties listed by RBO in 2026 is over 9 in the Montserrat area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Montserrat.
More Rentals You May Like Near Montserrat
Villa
8.0(2 Reviews)
3 Bedrooms
3 Baths
6 Guests
2200 ft²
- Private Pool
- Parking
- Pool
- Ocean View
CA $472/Night
7 Nights - CA $3,302
Villa
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
2475.7 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
CA $113/Night
7 Nights - CA $789
Apartment
6.0(1 Review)
1 Bedroom
1 Bath
4 Guests
- Internet
- Child Friendly
Bedding/Linens- Security/Safety
CA $162/Night
7 Nights - CA $1,135
Apartment
9.5(11 Reviews)
2 Bedrooms
1 Bath
4 Guests
387.5 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
CA $191/Night
7 Nights - CA $1,339
Villa
10.0(1 Review)
3 Bedrooms
3 Baths
4 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
CA $576/Night
7 Nights - CA $4,035
Villa
9.0(5 Reviews)
4 Bedrooms
3 Baths
7 Guests
1614.59 ft²
- Parking
- View
- Air Conditioner
- Internet
CA $296/Night
7 Nights - CA $2,069
House
10.0(1 Review)
3 Bedrooms
3 Baths
6 Guests
1 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
CA $296/Night
7 Nights - CA $2,069
House
8.3(8 Reviews)
4 Bedrooms
4 Baths
10 Guests
166.84 ft²
- Oceanfront
- Breakfast
- Parking
- Ocean View
CA $95/Night
7 Nights - CA $667
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $211/Night
7 Nights - CA $1,480
Apartment
8.3(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Pool
- View
- Internet
CA $162/Night
7 Nights - CA $1,132
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
2 Guests
35 ft²
- Internet
- Child Friendly
- Security/Safety
CA $84/Night
7 Nights - CA $589
Villa
9.6(10 Reviews)
3 Bedrooms
3 Baths
6 Guests
2400 ft²
- Private Pool
- Breakfast
- Parking
- Pool
CA $743/Night
7 Nights - CA $5,201
