Jay Holiday Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Jay

Extended Stay

2.5 star property
4.4 out of 10, (291)
"The front desk girls are great "
The price is NZ$91
includes taxes & fees
8 July - 9 July
Extended Stay

stayAPT Suites Pensacola-UWF/West Florida Hospital Area

2.5 star property
9.0 out of 10, Wonderful, (156)
"Excellent location, clean location with friendly staff! "
The price is NZ$277
includes taxes & fees
20 July - 21 July
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

Come to Pensacola White Sand beaches, in a great location 🏚️

9.6 out of 10, Exceptional, (124)
"Yeli was wonderful and very responsive. The home was extremely clean and comfortable. It is in a great location with easy access to everything in Pensacola."
Come to Pensacola White Sand beaches, in a great location 🏚️

Pool paradise in P'cola!

2.0 star property
8.2 out of 10, Very good, (43)
"Wonderful place to stay, great host. I would recommend. "
Pool paradise in P'cola!

Peaceful and Centrally Located Place. Be at Home in the Heart of Pensacola.

6.8 out of 10, (3)
"This garage turned cozy room is very comfortable for a short stay. Charles is on top of communication and also works with any needs you may need. "
The price is NZ$321
includes taxes & fees
8 July - 9 July
Peaceful and Centrally Located Place. Be at Home in the Heart of Pensacola.

Carriage House on 120 acres on Blackwater Bay with Private Pool

10.0 out of 10, Exceptional, (111)
"If you’re looking for a quiet place to relax and hang out, this is the place for you! Bonus was that we could bring our dogs! "
Carriage House on 120 acres on Blackwater Bay with Private Pool

Adorable North Pensacola Cottage - Private Back Yard - Fast WiFi - Free Parking - *Reduced Rates*

10.0 out of 10, Exceptional, (32)
"Our family had a great time staying at this location. We especially enjoyed the backyard with the grill and fire pit."
Adorable North Pensacola Cottage - Private Back Yard - Fast WiFi - Free Parking - *Reduced Rates*

Red Door Bungalow-15 minutes to BEACH + Pet-Friendly!

9.2 out of 10, Wonderful, (40)
"Its Ok it could use some Up keep on the outside and Finish the Renovations on the inside like cleaningsup the paint on floors and Cleaning the Vents and Making sure theuly clen under the furniture "
The price is NZ$326
includes taxes & fees
8 July - 9 July
Red Door Bungalow-15 minutes to BEACH + Pet-Friendly!

Beautiful Home, Pet Friendly, Centrally located!

9.8 out of 10, Exceptional, (62)
"Property was very clean and made our stay an awesome experience."
Beautiful Home, Pet Friendly, Centrally located!

Renovated Mod Duplex w/Sun Porch near Airport

9.0 out of 10, Wonderful, (7)
"Clean, bright, open, recently updated 3 bedroom, 2 bath, we needed nothing, they had everything! Well stocked kitchen/ bathrooms, and the host was great at responding to our many requests about late check in, thanks for letting us call this our home for a few days! "
The price is NZ$604
includes taxes & fees
5 Aug - 6 Aug
Renovated Mod Duplex w/Sun Porch near Airport

Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.

10.0 out of 10, Exceptional, (11)
"House was great"
The price is NZ$345
includes taxes & fees
9 July - 10 July
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.

Come relax at Kozy on Kipling. Close to shopping, eats, hospital,university, i10

9.6 out of 10, Exceptional, (55)
"Mark was a great host, definitely enjoyed our stay here!"
Come relax at Kozy on Kipling. Close to shopping, eats, hospital,university, i10

Waterfront property with kayaks and boat slip! Ideal for relaxing or exploring!

"Very clean and quiet . Had a great visit "
Waterfront property with kayaks and boat slip! Ideal for relaxing or exploring!

Charming Artist's nook - 1-bed condo with WiFi, AC. Close to beach and shopping

8.4 out of 10, Very good, (5)
Charming Artist's nook - 1-bed condo with WiFi, AC. Close to beach and shopping

Bayou Access, Kayak & Grill: Milton Home!

2.0 star property
8.8 out of 10, Excellent, (6)
"Enjoyed the location being right on the bayou, fishing was fun and a variety of fish. Great location, easy drive to the Gulf and beaches. "
Bayou Access, Kayak & Grill: Milton Home!

Beautiful Pool Home and sleeps 10!

10.0 out of 10, Exceptional, (68)
"Owner kept in contact to make sure we had everything we needed."
Beautiful Pool Home and sleeps 10!

"Tree House" on The Creek in Mid Town Pensacola!

9.6 out of 10, Exceptional, (47)
"I stayed here to watch my kids play sports in the Pensacola area. The house was perfect and the location can't be beat!"
"Tree House" on The Creek in Mid Town Pensacola!

Private Patio & Hot Tub: Bayside Home in Pace!

10.0 out of 10, Exceptional, (4)
"Quiet retreat with bay view. Great owner"
Private Patio & Hot Tub: Bayside Home in Pace!

Feel the Vibe

9.4 out of 10, Exceptional, (3)
"Loved this place"
The price is NZ$247
includes taxes & fees
15 July - 16 July
Feel the Vibe

Cozy Hencye 3 Near Uwf, Hospital & Pensacola Beach

3.0 star property
Cozy Hencye 3 Near Uwf, Hospital & Pensacola Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Can I find a holiday rental in Jay?

Yes, there are holiday rentals close to the most popular sights in Jay, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Jay has to offer?

The Peaceful Pensacola Home: This holiday home rental outside of Jay is equipped with a patio, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Jay?

While you're exploring the area, Blackwater River State Forest and Secret Beach are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Country Club of Brewton and Jefferson Davis Community College.

What’s a holiday rental in Jay like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Jay. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.