Apartment
10.0(171 Reviews)
1 Bedroom
2 Guests
Hot Tub
Parking
Ocean View
Balcony/Terrace
£109/Night
7 Nights - £761
Bermuda Winter Rentals & Holiday Homes
Discover winter rentals Bermuda - We found 169 exact matches
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Compare Winter Rental in Bermuda
10.0
Apartment
9.5(15 Reviews)
2 Bedrooms
4 Guests
EV Charge Station- Parking
Pool- Balcony/Terrace
£300/Night
7 Nights - £2,103
Bed & Breakfast
9.4(169 Reviews)
1 Bedroom
Breakfast- Balcony/Terrace
Kitchen
Air Conditioner
£416/Night
7 Nights - £2,913
Apartment
10.0(155 Reviews)
1 Bedroom
2 Guests
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
£281/Night
7 Nights - £1,965
Cottage
10.0(135 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Balcony/Terrace
View
£154/Night
7 Nights - £1,079
Resort
9.3(22 Reviews)
50 Guests
Private Pool
Private Beach- Oceanfront
- Hot Tub
£504/Night
7 Nights - £3,525
Apartment
10.0(117 Reviews)
1 Bedroom
2 Guests
- Private Pool
- Parking
- Pool
- Ocean View
£253/Night
7 Nights - £1,772
Resort
9.1(76 Reviews)
6 Guests
- Private Beach
- Oceanfront
- Hot Tub
- Breakfast
£504/Night
7 Nights - £3,528
Apartment
10.0(114 Reviews)
1 Bedroom
3 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
£164/Night
7 Nights - £1,151
Resort
9.1(48 Reviews)
35 Guests
- Hot Tub
- Breakfast
- EV Charge Station
- Parking
£596/Night
7 Nights - £4,169
Cottage
10.0(107 Reviews)
1 Bedroom
3 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
£221/Night
7 Nights - £1,550
£388/Night
7 Nights - £2,718
Apartment
10.0(104 Reviews)
1 Bedroom
2 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
£198/Night
7 Nights - £1,386
Cottage
10.0(84 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£305/Night
7 Nights - £2,135
House
10.0(52 Reviews)
3 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
£489/Night
7 Nights - £3,421
House
10.0(25 Reviews)
3 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£264/Night
7 Nights - £1,849
Cottage
10.0(22 Reviews)
1 Bedroom
2 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
£214/Night
7 Nights - £1,497
Apartment
10.0(21 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
£229/Night
7 Nights - £1,600
House
10.0(19 Reviews)
8 Bedrooms
16 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
£4,229/Night
7 Nights - £29,601
Cottage
10.0(19 Reviews)
1 Bedroom
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
£315/Night
7 Nights - £2,202
Apartment
10.0(16 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
£217/Night
7 Nights - £1,518
House
10.0(13 Reviews)
5 Bedrooms
9 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
£3,157/Night
7 Nights - £22,097
£1,538/Night
7 Nights - £10,765
About Bermuda Winter Rental on BedroomVillas.co.uk
At BedroomVillas, we feature a wide range of listings for accommodations in Bermuda 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 Bermuda, 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 Bermuda and unlock even more amazing deals. Relax with BedroomVillas.
Frequently Asked Questions About Bermuda Winter Rentals
What are the top rated Winter Rentals in Bermuda?
There are a lot of options in Bermuda. If you plan on staying in the Bermuda area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Bermuda:
- 2 Units Combined - Include private dock and Lovely Water Views
- Pembroke Villa - Business and Vacation Home
- Tranquil, Roomy Getaway - Close to City of Hamilton
- Luxury, Harbour View Gem In Historic St George's
- Coral Sea Oasis with private beach and infinity Pool
- Luxurious 4 Bedroom Oceanside house with pool
- 'RIPPLE WATERS' - More for Less - Great One Bedroom Pool House
- 2-bedroom cottage with 2 King beds, Private Pool, Full kitchen and Ocean views
- "MasterView" a Waterfront Retreat - Two Bedroom Cottage on the Sea
- Spacious Hilltop Retreat in Tuckerstown with Stunning Views, Newly Renovated
How much does it cost to rent a place to stay near Bermuda in the wintertime?
The average cost for winter rentals in Bermuda is $699 per night. BedroomVillas.co.uk has a wide list of great winter places to stay near Bermuda that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Bermuda that allow pets?
Yes, here are the top cottage/chalet rentals in Bermuda that allow you to bring your pet or dog:
- Location! Location! AUTUMN SAVINGS at 5 Cross Bay Estate, next to Horseshoe Bay
- Frognal Apartment
- The Oxford House
- Spacious Beachfront and Private Resort living
See all pet-friendly vacation rentals in Bermuda on BedroomVillas.co.uk
Do you have any winter rentals in Bermuda that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Bermuda to find what works for you.
Are there winter accommodations in Bermuda that have indoor swimming pools?
As of 2026, the data from BedroomVillas.co.uk shows that there are over 169 private swimming pools or indoor pools accommodations near Bermuda along with other great amenities.
Do any winter holiday rentals in Bermuda have hot tubs?
About 169 holiday rentals in Bermuda boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Bermuda?
Yes, there are many luxury places to stay in Bermuda for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Bermuda with all the best amenities for your next trip.
