Villa
10.0(108 Reviews)
3 Bedrooms
6 Guests
Oceanfront
Parking
Ocean View
Balcony/Terrace
CA $678/Night
7 Nights - CA $4,745
Breakers Winter Rentals & Holiday Homes
Discover winter rentals Breakers - We found 43 exact matches
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Compare Winter Rental in Breakers
10.0
CA $1,993/Night
7 Nights - CA $13,954
Apartment
10.0(5 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
Pool- Ocean View
CA $840/Night
7 Nights - CA $5,878
Villa
10.0(80 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
Hot Tub- Parking
- Ocean View
CA $571/Night
7 Nights - CA $3,996
House
4 Bedrooms
10 Guests
- Parking
- Pool
Kitchen
Air Conditioner
CA $1,794/Night
7 Nights - CA $12,555
Apartment
10.0(77 Reviews)
3 Bedrooms
7 Guests
Private Pool- Oceanfront
- Hot Tub
- Parking
CA $681/Night
7 Nights - CA $4,769
CA $1,136/Night
7 Nights - CA $7,948
Condo
10.0(57 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
CA $621/Night
7 Nights - CA $4,348
Cottage
10.0(45 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
CA $727/Night
7 Nights - CA $5,091
House
10.0(16 Reviews)
4 Bedrooms
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $941/Night
7 Nights - CA $6,590
Villa
10.0(15 Reviews)
5 Bedrooms
17 Guests
- Private Pool
- Parking
- Pool
- Ocean View
CA $1,910/Night
7 Nights - CA $13,368
House
10.0(9 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
CA $669/Night
7 Nights - CA $4,683
Condo
10.0(8 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
CA $492/Night
7 Nights - CA $3,447
House
10.0(4 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
CA $2,549/Night
7 Nights - CA $17,841
Condo
10.0(4 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
CA $518/Night
7 Nights - CA $3,626
House
10.0(1 Review)
5 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
- Ocean View
CA $7,890/Night
7 Nights - CA $55,230
Villa
10.0(1 Review)
6 Bedrooms
18 Guests
- Hot Tub
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $7,702/Night
7 Nights - CA $53,916
House
10.0(1 Review)
3 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
CA $2,608/Night
7 Nights - CA $18,258
House
10.0(1 Review)
6 Bedrooms
18 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
CA $1,689/Night
7 Nights - CA $11,821
Villa
9.8(35 Reviews)
5 Bedrooms
11 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
CA $1,972/Night
7 Nights - CA $13,807
Condo
9.8(33 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
View
CA $398/Night
7 Nights - CA $2,789
House
9.6(27 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
CA $1,726/Night
7 Nights - CA $12,082
House
9.6(19 Reviews)
3 Bedrooms
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $804/Night
7 Nights - CA $5,626
House
9.0(2 Reviews)
4 Bedrooms
12 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
CA $1,458/Night
7 Nights - CA $10,205
About Breakers Winter Rental on BedroomVillas.ca
At BedroomVillas, we feature a wide range of listings for accommodations in Breakers that are perfect for your winter trip or seasonal escape. Our listings include hotels, private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that travelers are sure to love. BedroomVillas winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Whether you are escaping the snow or running to it, BedroomVillas helps connect you to the best cabins, bungalows, lodges, and villas, as well as the best places to stay in both sun and ski resorts. BedroomVillas will make your winter getaway an unforgettable experience.
BedroomVillas offers luxury finds for travelers planning on renting a place in Breakers, to enjoy these benefits and to book your winter vacation homes, go to the BedroomVillas filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of incredible winter vacation rentals without hassle. Our interactive map is also available, so you can view destinations spanning the globe or around Breakers and unlock even more amazing deals. Relax with BedroomVillas.
Frequently Asked Questions About Breakers Winter Rentals
What are the top rated Winter Rentals in Breakers?
There are a lot of options in Breakers. If you plan on staying in the Breakers area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Breakers:
- Silver Reef 1 Luxury 2BR Beachfront Retreat with Pool
- KiToCay: Modern Beach House w/Over-the-Water Sun Deck & Private Beach Lot
- Piece of Mine Yellow: Beach Cottage on 200-feet of Shoreline w/Reef Snorkeling + Seaside Hammocks
- Old Man Bay Villa #2 - Modern, One Bedroom Villas
- Hidden Treasure by Grand Cayman Villas
- Piece of Mine Green: Beach Cottage on 200-feet of Shoreline w/Screened Porch, Snorkeling + Hammocks
- Old Man Bay Villa #1 - Modern, One Bedroom Villas
- Christmas Palms: Serene Villa with an Oceanfront Pool and Private Beach
- Jasmine Cottage: Shore Diver's Paradise w/Private Pool & Backyard Snorkeling
- Piece of Mine Blue: Beach Cottage on 200-feet of Shoreline w/Screened Porch, Snorkeling + Hammocks
How much does it cost to rent a place to stay near Breakers in the wintertime?
The average cost for winter rentals in Breakers is $2,083 per night. BedroomVillas.ca has a wide list of great winter places to stay near Breakers that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Breakers that allow pets?
Yes, here are the top cottage/chalet rentals in Breakers that allow you to bring your pet or dog:
- Azure Breeze 3! Peaceful & Pristine-3Bd, 3 BATH AWAY from crowds! Beachfront!
- Halcyon Point
- Silver Reef Residencies
- BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH, EXCELLENT SNORKELING
See all pet-friendly vacation rentals in Breakers on BedroomVillas.ca
Do you have any winter rentals in Breakers that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Breakers to find what works for you.
Are there winter accommodations in Breakers that have indoor swimming pools?
As of 2026, the data from BedroomVillas.ca shows that there are over 43 private swimming pools or indoor pools accommodations near Breakers along with other great amenities.
Do any winter holiday rentals in Breakers have hot tubs?
About 43 holiday rentals in Breakers boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Breakers?
Yes, there are many luxury places to stay in Breakers for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Breakers with all the best amenities for your next trip.
