St. Barthelemy Winter Rental
Cottage
10.0(101 Reviews)
1 Bedroom
1 Bath
2 Guests
Private Pool
Pool
Ocean View
Balcony/Terrace
US $451/Night
7 Nights - US $3,155
Villa
10.0(1 Review)
2 Bedrooms
3 Baths
4 Guests
1184.03 ft²
Oceanfront
Hot Tub- Pool
- Ocean View
US $1,899/Night
7 Nights - US $13,293
US $809/Night
7 Nights - US $5,666
Villa
10.0(69 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $375/Night
7 Nights - US $2,626
Villa
10.0(1 Review)
8 Bedrooms
4 Baths
16 Guests
1937.51 ft²
- Oceanfront
- Hot Tub
- Ocean View
- Balcony/Terrace
US $1,410/Night
7 Nights - US $9,870
Villa
10.0(55 Reviews)
2 Bedrooms
2 Baths
4 Guests
1399 ft²
- Private Pool
- Pool
- Balcony/Terrace
Kitchen
US $611/Night
7 Nights - US $4,275
House
9.8(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
1506.95 ft²
- Oceanfront
- Hot Tub
- Ocean View
- Balcony/Terrace
US $1,240/Night
7 Nights - US $8,680
Villa
10.0(39 Reviews)
1 Bedroom
1 Bath
2 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $473/Night
7 Nights - US $3,314
Apartment
9.6(50 Reviews)
7 Bedrooms
1 Bath
4 Guests
753.47 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $945/Night
7 Nights - US $6,615
Villa
10.0(36 Reviews)
4 Bedrooms
3 Baths
8 Guests
7000 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $1,274/Night
7 Nights - US $8,921
Villa
9.6(24 Reviews)
2 Bedrooms
1 Bath
4 Guests
968.75 ft²
- Oceanfront
- Hot Tub
- Ocean View
- Balcony/Terrace
US $430/Night
7 Nights - US $3,007
Villa
10.0(28 Reviews)
2 Bedrooms
2 Baths
4 Guests
3500 ft²
- Private Pool
- Pool
- Balcony/Terrace
Pet Friendly
US $913/Night
7 Nights - US $6,390
Why Choose Rent By Owner for your St. Barthelemy 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 St. Barthelemy
How to Book Your St. Barthelemy 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 St. Barthelemy
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 St. Barthelemy
St. Barthelemy
Windward
Leeward
Gustavia
Quartier Lorient
Grande Vigie
Morne Criquet
Pointe Milou
Anse de Toiny
Grand Cul-de-Sac
Barriere des Quatres Vents
Frequently Asked Questions About St. Barthelemy Winter Rentals
1. What are the top Winter Rentals in St. Barthelemy?
There are a lot of options in St. Barthelemy. If you plan on staying in the St. Barthelemy area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Winter Rentals in St. Barthelemy:
- Villa Yvantino beachfront (2 bedroom)
- On the Beach, in Saint Barth. Villa Mellow Mood
- The Perfect View of Anse de Cayes/St Jean Beach
- Villa La Vue
- Villa Haute Maison - Hills of Colombier; RENTAL CAR INCL.: May 1 - Oct 31
- Picturesque Villa W/Beautiful Sunset Views Directly Over Shell Beach & Gustavia
- Secluded and Romantic Villa Overlooking St. Jean Bay
- Villa Nolen : Gorgeous villa with a breathtaking view on the lagoon
- Villa Arc En Ciel, Exotic Retreat On St. Barts
- Homerez - Villa in Gustavia, private pool.
2. How many Winter Rentals are available in St. Barthelemy?
Currently, the total number of properties listed by RBO in 2026 is over 2115 in the St. Barthelemy area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in St. Barthelemy.
More Rentals You May Like Near St. Barthelemy
US $9,931/Night
7 Nights - US $69,517
Apartment
10.0(25 Reviews)
1 Bedroom
1 Bath
2 Guests
807 ft²
- Ocean View
- Balcony/Terrace
View- Kitchen
US $270/Night
7 Nights - US $1,889
Villa
10.0(22 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $1,312/Night
7 Nights - US $9,181
Villa
10.0(21 Reviews)
3 Bedrooms
3 Baths
6 Guests
1507 ft²
- Private Pool
- Hot Tub
- Pool
- Balcony/Terrace
US $1,175/Night
7 Nights - US $8,226
Villa
10.0(20 Reviews)
1 Bedroom
1 Bath
3 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $442/Night
7 Nights - US $3,096
Villa
10.0(16 Reviews)
7 Bedrooms
7 Baths
14 Guests
3229 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $2,802/Night
7 Nights - US $19,617
Villa
10.0(13 Reviews)
2 Bedrooms
2 Baths
6 Guests
20451 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $1,045/Night
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Villa
10.0(11 Reviews)
1 Bedroom
1 Bath
2 Guests
861 ft²
- Oceanfront
- Hot Tub
- Ocean View
- Balcony/Terrace
US $448/Night
7 Nights - US $3,136
Villa
10.0(10 Reviews)
2 Bedrooms
2 Baths
4 Guests
2476 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $3,079/Night
7 Nights - US $21,555
Villa
10.0(10 Reviews)
3 Bedrooms
3 Baths
6 Guests
1600 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $2,274/Night
7 Nights - US $15,918
Villa
10.0(10 Reviews)
3 Bedrooms
3 Baths
6 Guests
1712 ft²
- Private Pool
- Hot Tub
- Pool
- Ocean View
US $1,039/Night
7 Nights - US $7,272
Villa
10.0(10 Reviews)
1 Bedroom
1 Bath
3 Guests
- Private Pool
- Hot Tub
- Pool
- Ocean View
US $970/Night
7 Nights - US $6,792
