House
8.0(1 Review)
7 Bedrooms
19 Guests
Breakfast
Pool
Ocean View
Balcony/Terrace
US $133/Night
7 Nights - US $928
Maldives Winter Rentals & Holiday Homes
Discover winter rentals Maldives - We found 559 exact matches
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Compare Winter Rental in Maldives
8.0
House
10.0(13 Reviews)
5 Bedrooms
7 Guests
Oceanfront- Breakfast
- Ocean View
- Balcony/Terrace
US $341/Night
7 Nights - US $2,387
US $167/Night
7 Nights - US $1,168
New
Boat Rental
3 Bedrooms
6 Guests
Child Friendly
Security/Safety
US $3,788/Night
7 Nights - US $26,513
US $81/Night
7 Nights - US $567
Boat Rental
3 Bedrooms
6 Guests
- Breakfast
- Ocean View
- Balcony/Terrace
View
US $3,770/Night
7 Nights - US $26,393
House
10.0(7 Reviews)
9 Bedrooms
6 Guests
Private Beach- Oceanfront
- Breakfast
Parking
US $89/Night
7 Nights - US $624
New
Boat Rental
2 Bedrooms
4 Guests
- Child Friendly
- Security/Safety
US $2,343/Night
7 Nights - US $16,401
House
10.0(4 Reviews)
7 Bedrooms
17 Guests
- Oceanfront
Hot Tub- Breakfast
- Ocean View
US $100/Night
7 Nights - US $700
New
Boat Rental
1 Bedroom
2 Guests
- Child Friendly
- Security/Safety
US $2,133/Night
7 Nights - US $14,930
House
10.0(4 Reviews)
1 Bedroom
3 Guests
- Private Beach
- Hot Tub
- Breakfast
- Parking
US $45/Night
7 Nights - US $315
New
Ski Chalet
6 Bedrooms
15 Guests
Air Conditioner
Internet- Child Friendly
Laundry
US $1,178/Night
7 Nights - US $8,243
House
10.0(3 Reviews)
7 Bedrooms
9 Guests
- Oceanfront
- Hot Tub
- Breakfast
- Parking
US $104/Night
7 Nights - US $726
New
House
4 Bedrooms
11 Guests
- Oceanfront
- Breakfast
- Ocean View
- Balcony/Terrace
US $1,060/Night
7 Nights - US $7,418
Cabin
6 Bedrooms
12 Guests
- Pool
- Air Conditioner
- Internet
- Child Friendly
US $621/Night
7 Nights - US $4,347
New
House
4 Bedrooms
8 Guests
- Breakfast
- Ocean View
- Balcony/Terrace
- View
US $590/Night
7 Nights - US $4,130
US $306/Night
7 Nights - US $2,142
US $254/Night
7 Nights - US $1,778
Apartment
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
Kitchen- Air Conditioner
US $209/Night
7 Nights - US $1,460
Bed & Breakfast
1 Bedroom
2 Guests
- Pool
- Balcony/Terrace
- Air Conditioner
- Internet
US $194/Night
7 Nights - US $1,358
House
1 Bedroom
2 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
US $145/Night
7 Nights - US $1,015
Bed & Breakfast
1 Bedroom
2 Guests
- Breakfast
- Pool
- Balcony/Terrace
- Kitchen
US $142/Night
7 Nights - US $994
House
3 Bedrooms
7 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $140/Night
7 Nights - US $980
Bed & Breakfast
1 Bedroom
2 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $136/Night
7 Nights - US $952
About Maldives Winter Rental on Casai.nz
Craving a winter escape in the enchanting locales of the Mediterranean or the Caribbean? Explore 559 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 Maldives Winter Rentals
What are the top rated Winter Rentals in Maldives?
There are a lot of options in Maldives. If you plan on staying in the Maldives area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Maldives:
How much does it cost to rent a place to stay near Maldives in the wintertime?
The average cost for winter rentals in Maldives is $764 per night. Casai has a wide list of great winter places to stay near Maldives that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Maldives that allow pets?
Yes, here are the top cottage/chalet rentals in Maldives that allow you to bring your pet or dog:
- BATUTA MALDIVES SURF VIEW - BEACH FRONT HOLIDAY HOUSE
- Villa Rosa Maldives
- Madi Grand Maldives
- Malé Marvel: Sun-Kissed Sailing Experience in the Maldivian Atoll
See all pet-friendly vacation rentals in Maldives on Casai.nz
Do you have any winter rentals in Maldives that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Maldives to find what works for you.
Are there winter accommodations in Maldives that have indoor swimming pools?
As of 2026, the data from Casai.nz shows that there are over 559 private swimming pools or indoor pools accommodations near Maldives along with other great amenities.
Do any winter holiday rentals in Maldives have hot tubs?
About 559 holiday rentals in Maldives boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Maldives?
Yes, there are many luxury places to stay in Maldives for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Maldives with all the best amenities for your next trip.
