House
10.0(20 Reviews)
1 Bedroom
4 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $229/Night
7 Nights - US $1,603
Jay Winter Rentals & Holiday Homes
Discover winter rentals Jay - We found 8 exact matches
- Up-front pricing
- No markup
- Trusted partners
Compare Winter Rental in Jay
10.0
Cottage
10.0(6 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $197/Night
7 Nights - US $1,376
Cottage
9.0(31 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $235/Night
7 Nights - US $1,647
Cabin
10.0(1 Review)
1 Bedroom
2 Guests
- Air Conditioner
Internet
Child Friendly
Laundry
US $138/Night
7 Nights - US $968
Cabin
1 Bedroom
4 Guests
- Internet
Pet Friendly- Laundry
Bedding/Linens
US $81/Night
7 Nights - US $566
House
5.0(6 Reviews)
2 Bedrooms
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Pet Friendly
US $173/Night
7 Nights - US $1,211
Cabin
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $170/Night
7 Nights - US $1,191
US $86/Night
7 Nights - US $602
People Visiting Jay Also Like
Apartment
2 Bedrooms
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $241/Night
7 Nights - US $1,688
House
9.0(1 Review)
1 Bedroom
4 Guests
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $108/Night
7 Nights - US $756
US $92/Night
7 Nights - US $646
House
1 Bedroom
2 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $204/Night
7 Nights - US $1,428
House
2 Bedrooms
4 Guests
- Parking
- Internet
- Child Friendly
Sports/Activities
US $206/Night
7 Nights - US $1,442
House
10.0(11 Reviews)
3 Bedrooms
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $247/Night
7 Nights - US $1,732
Apartment
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Sports/Activities
Security/Safety
US $188/Night
7 Nights - US $1,318
Apartment
10.0(2 Reviews)
1 Bedroom
3 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $121/Night
7 Nights - US $846
US $312/Night
7 Nights - US $2,184
House
2 Bedrooms
4 Guests
- Air Conditioner
- Internet
- Laundry
- Bedding/Linens
US $185/Night
7 Nights - US $1,295
Cottage
1 Bedroom
3 Guests
- Air Conditioner
- Internet
- Laundry
- Bedding/Linens
US $183/Night
7 Nights - US $1,281
Apartment
10.0(1 Review)
1 Bedroom
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $219/Night
7 Nights - US $1,532
House
10.0(1 Review)
1 Bedroom
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Security/Safety
US $118/Night
7 Nights - US $826
House
10.0(1 Review)
1 Bedroom
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $91/Night
7 Nights - US $640
House
2 Bedrooms
4 Guests
- Air Conditioner
- Internet
- Laundry
- Bedding/Linens
US $182/Night
7 Nights - US $1,277
Other
3 Bedrooms
8 Guests
- Air Conditioner
- Internet
- Laundry
Wellness Facilities
US $605/Night
7 Nights - US $4,236
House
9.8(6 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $127/Night
7 Nights - US $890
Apartment
9.4(3 Reviews)
1 Bedroom
4 Guests
- Air Conditioner
- Internet
- Laundry
Designated Smoking Area
US $63/Night
7 Nights - US $441
House
5.0(22 Reviews)
2 Bedrooms
4 Guests
- Balcony/Terrace
View- Kitchen
- Air Conditioner
US $149/Night
7 Nights - US $1,043
House
5.0(1 Review)
2 Bedrooms
4 Guests
- Kitchen
- Air Conditioner
- Child Friendly
- Laundry
US $25/Night
7 Nights - US $175
Cottage
3 Bedrooms
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $196/Night
7 Nights - US $1,373
About Jay Winter Rental on BedroomVillas
At BedroomVillas, we feature a wide range of listings for accommodations in Jay, FL 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 Jay, 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 Jay and unlock even more amazing deals. Relax with BedroomVillas.
Winter Rental: Explore Top Destinations
Frequently Asked Questions About Jay Winter Rentals
What are the top rated Winter Rentals in Jay?
There are a lot of options in Jay. If you plan on staying in the Jay area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Jay:
- Mady's Happy Place is a charming 3 bedroom, 2 bath home near historic downtown
- Charming studio with WiFi and appliances!
- 2 Bedrooms, Sleeps 4 with Horse Stalls!
- Sunburst RV Resort
- Magnolia Inn & Suites
- Fishing Ponds, Trails & River Access: Jay Studio!
- Escape to Nature: Lakefront Jay Cottage w/Views!
- The Martin Lodge - Country Living Near Town on a Fishing Pond
- Fishing Ponds, Trails & River Access: Jay Studio!
- The Weaver House - pool/no cleaning fee - a day trip to Gulf Coast Beaches
How much does it cost to rent a place to stay near Jay in the wintertime?
The average cost for winter rentals in Jay is $164 per night. BedroomVillas has a wide list of great winter places to stay near Jay that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Jay that allow pets?
Yes, here are the top cottage/chalet rentals in Jay that allow you to bring your pet or dog:
- Absolute Tranquility
- Escape to Nature: Lakefront Jay Cottage w/Views!
- Juniper Creek Cottage- on 10 acres with a creek!
- Richburg Retreat - Tiny House on a Fishing Pond - near Brewton and Flomaton
- Fishing Ponds, Trails & River Access: Jay Studio!
- 2 Bedrooms, Sleeps 4 with Horse Stalls!
- Magnolia Inn & Suites
- The Martin Lodge - Country Living Near Town on a Fishing Pond
See all pet-friendly vacation rentals in Jay on BedroomVillas
Do you have any winter rentals in Jay that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Jay to find what works for you.
Are there winter accommodations in Jay that have indoor swimming pools?
As of 2026, the data from BedroomVillas shows that there are over 8 private swimming pools or indoor pools accommodations near Jay along with other great amenities.
Do any winter holiday rentals in Jay have hot tubs?
About 8 holiday rentals in Jay boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Jay?
Yes, there are many luxury places to stay in Jay for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Jay with all the best amenities for your next trip.
