Villa
10.0(114 Reviews)
4 Bedrooms
8 Guests
Private Pool
Oceanfront
Parking
Pool
US $419/Night
7 Nights - US $2,930
St. Martin Winter Rentals & Holiday Homes
Discover winter rentals St. Martin - We found 1384 exact matches
- Up-front pricing
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Compare Winter Rental in St. Martin
10.0
Apartment
10.0(2 Reviews)
1 Bedroom
4 Guests
Hot Tub- Parking
Balcony/Terrace
View
US $330/Night
7 Nights - US $2,310
US $394/Night
7 Nights - US $2,758
Villa
10.0(109 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $639/Night
7 Nights - US $4,470
Villa
10.0(1 Review)
5 Bedrooms
10 Guests
- Oceanfront
- Hot Tub
Breakfast- Parking
US $1,600/Night
7 Nights - US $11,202
Villa
10.0(107 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Breakfast
- Parking
US $673/Night
7 Nights - US $4,710
Villa
10.0(1 Review)
3 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $674/Night
7 Nights - US $4,718
Villa
10.0(84 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $810/Night
7 Nights - US $5,670
Apartment
10.0(1 Review)
4 Bedrooms
60 Guests
Private Beach- Oceanfront
- Hot Tub
- Breakfast
US $1,791/Night
7 Nights - US $12,537
Villa
10.0(69 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Breakfast
- Parking
US $622/Night
7 Nights - US $4,356
Apartment
10.0(1 Review)
3 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $634/Night
7 Nights - US $4,438
Apartment
10.0(66 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
Kitchen
Air Conditioner
US $179/Night
7 Nights - US $1,254
Villa
9.9(20 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $349/Night
7 Nights - US $2,443
House
10.0(57 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $1,449/Night
7 Nights - US $10,145
Villa
10.0(54 Reviews)
4 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
Ocean View
US $1,368/Night
7 Nights - US $9,576
Villa
10.0(53 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $370/Night
7 Nights - US $2,593
Villa
10.0(51 Reviews)
7 Bedrooms
14 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,013/Night
7 Nights - US $7,088
Apartment
10.0(50 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Ocean View
- View
US $149/Night
7 Nights - US $1,045
Villa
10.0(48 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $542/Night
7 Nights - US $3,793
Villa
10.0(47 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $516/Night
7 Nights - US $3,609
Apartment
10.0(47 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $290/Night
7 Nights - US $2,031
Villa
10.0(45 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $551/Night
7 Nights - US $3,860
Villa
10.0(44 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,592/Night
7 Nights - US $11,141
Apartment
10.0(39 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $309/Night
7 Nights - US $2,163
About St. Martin Winter Rental on Casai.com
Craving a winter escape in the enchanting locales of the Mediterranean or the Caribbean? Explore 1384 accommodations for your upcoming winter getaway, whether you're dreaming of azure waters and sun-kissed beaches or charming coastal towns.
At Casai, we present a diverse array of listings for holiday homes and villas nestled in the picturesque landscapes of the Mediterranean and the Caribbean. From luxurious villas overlooking crystal-clear waters to charming holiday homes nestled amidst palm-fringed shores, our curated selection caters to every preference and ensures an unforgettable retreat.
Indulge in the epitome of luxury with our Mediterranean and Caribbean villas, boasting opulent amenities such as private pools, spacious outdoor terraces, serene gardens, and breathtaking ocean views. Whether you're seeking a romantic escape, a family adventure, or a group getaway, our listings offer the perfect blend of comfort and sophistication.
Escape the winter chill and bask in the warmth of the Mediterranean or Caribbean sun. Explore our collection of holiday homes and villas, meticulously curated to provide the ultimate sanctuary for your winter retreat. With Casai, your dream vacation awaits.
Frequently Asked Questions About St. Martin Winter Rentals
What are the top rated Winter Rentals in St. Martin?
There are a lot of options in St. Martin. If you plan on staying in the St. Martin 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. Martin:
- Villa Jwi Lavi Boutique Hotel
- dream vacation, feet in the water
- Villa 180 ° ocean view, 2 swimming pools, absolute calm, near to the beach
- VILLA BEL'VUE ALL ON FOOT, 350m from the beach, restaurants and shops.
- Caribbean paradise condo 2-bedroom on beach dream from € 763/W 5 pax maximum
- Lagoon Pearl - Amazing studio in Nettle Bay
- A dream villa for an unforgettable holiday!
- Luxury Private Villa 8–16 Guests | Lagoon Pool, Jacuzzi | Orient Bay - SXM
- Sublime sea view, dream pool - car included for stays of 7 nights minimum
- Villa Happy Bay | Beach View - Located in Beautiful Happy Bay with Private Pool
How much does it cost to rent a place to stay near St. Martin in the wintertime?
The average cost for winter rentals in St. Martin is $1,404 per night. Casai has a wide list of great winter places to stay near St. Martin that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in St. Martin that allow pets?
Yes, here are the top cottage/chalet rentals in St. Martin that allow you to bring your pet or dog:
- Luxury Waterfront Villa Pinel. Direct Ocean Views & Private Beach Access
- Appartement au coeur d'Orient Bay avec terrasse jardin Jacuzzi et citerne
- The Pearl of Paradise
- Villa Topaze - An Astonishing view on Orient Bay
See all pet-friendly vacation rentals in St. Martin on Casai.com
Do you have any winter rentals in St. Martin that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in St. Martin to find what works for you.
Are there winter accommodations in St. Martin that have indoor swimming pools?
As of 2026, the data from Casai.com shows that there are over 1384 private swimming pools or indoor pools accommodations near St. Martin along with other great amenities.
Do any winter holiday rentals in St. Martin have hot tubs?
About 1384 holiday rentals in St. Martin boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in St. Martin?
Yes, there are many luxury places to stay in St. Martin for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near St. Martin with all the best amenities for your next trip.
