Jay Holiday Rentals

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Holiday Rentals in Jay

stayAPT Suites Pensacola-UWF/West Florida Hospital Area

4.0 star property
9.0 out of 10, Wonderful, (111)
"Perfect stay for us. Close to places we needed and wanted to go. Dining and shopping all around close by. Facility is nice and new. Staff was very friendly and took care of needs when they presented themselves. Space is nice and roomy with a kitchenette, dining, living space and a good size bedroom. Least favorite part was lower water pressure in shower and not a great shower head, but overall a very pleasant experience. Highly recommend and would stay there again!"
The price is AU$175
includes taxes & fees
3 Mar - 4 Mar
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

Extended Stay

2.5 star property
4.8 out of 10, (267)
"After opening the door to my room, I refused to go in, the room was in a horrible condition. I would not let my dog stay in there. I went to the desk and turned in my key. But was charged for one nights stay since it was after check in time. The hotel needs to be removed from Hotels.com as its conditions is beyond words. Would not recommend this hotel to anyone. A great place for homeless and squatters at least its a roof over their heads. The pictures posted on Hotels.com has to be from...
The price is AU$117
includes taxes & fees
24 Feb - 25 Feb
Extended Stay

Carriage House on 120 acres on Blackwater Bay with Private Pool

10.0 out of 10, Exceptional, (103)
"Property was just as listed. We had a great stay. Very quiet and peaceful. We enjoyed a couple of days at pensacola beach and a ride into the cute yown of Milton. I could see our whole family renting the entire property. Highly recommend."
Carriage House on 120 acres on Blackwater Bay with Private Pool

WINTER SPECIAL PRICE in a great location 🏚️

9.6 out of 10, Exceptional, (114)
"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."
WINTER SPECIAL PRICE in a great location 🏚️

Pool paradise in P'cola!

2.0 star property
8.4 out of 10, Very good, (29)
"Ideal location, close to airport, medical, Mall's, and Great Eatery. Lots of must try places. The Blue Angels are close and museum breath taking. Few issues, door lock at first have issues, owner, had fixed with in an hour. Not sure where the Biden toilet paper rolls came from.very small due to inflation. Towels were washed and warm when we arrived. Exclusive backyard with lots of area for our fur baby. Cold weather while we were at the house so we didn't use the nice pool in back. The heater...
Pool paradise in P'cola!

Stay

10.0 out of 10, Exceptional, (24)
"Comfortable and clean"
Stay

Waterfront Home W/ Boat Dock, Kayaks, Fishing poles and More!!

9.8 out of 10, Exceptional, (67)
"Bright and airy duplex with spacious bedrooms and loads of storage space. Easy access to Milton, Pensacola and Avalon Beach. Great yard for dogs to stretch their legs. Loads of outdoor space to relax and enjoy the beautiful Florida weather. Shopping and restaurants very close by and convenient."
Waterfront Home W/ Boat Dock, Kayaks, Fishing poles and More!!

Beautiful Pool Home and sleeps 10! Pool is not heated

10.0 out of 10, Exceptional, (62)
"Owner kept in contact to make sure we had everything we needed."
The price is AU$1,099
includes taxes & fees
3 Mar - 4 Mar
Beautiful Pool Home and sleeps 10! Pool is not heated

Quiet Getaway for 2

2.0 star property
10.0 out of 10, Exceptional, (16)
"Very nice, clean, lovely area "
Quiet Getaway for 2

Stay

9.2 out of 10, Wonderful, (17)
"Property was exceptional. The layout was perfect for large families. We had our adult children and their children and everyone had a comfortable and private area. The extra large family spaces made it easy to visit in multiple locations. The kitchen’s appliances were perfect for meals for many and the ice machine, AMAZING! Location was great for in town holiday, in NE Pensacola yet convenient to downtown. You don’t need to head to the beach for water fun w a gorgeous, private pool in the...
Stay

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

9.8 out of 10, Exceptional, (38)
"Was a good stay, clean house, wonderful coffee bar"
Come relax at Kozy on Kipling. Close to shopping, eats, hospital,university, i10

7,500 SF Southern Plantation House on 120 Acres on Blackwater Bay & Private Pool

10.0 out of 10, Exceptional, (38)
"We are a local family of 3 generations, ages 1-84. This house was perfect for us. We stayed on the property the entire time and there was plenty to stay as busy or relax as we wanted. It is so secluded and quiet. The kitchen was well equipped with everything we needed to cook and eat at the house. The house was very clean. "
7,500 SF Southern Plantation House on 120 Acres on Blackwater Bay & Private Pool

Escape to a serene and private, nestled in nature, complete with a fishing pond.

9.8 out of 10, Exceptional, (7)
"Awesome place to stay and very quiet."
Escape to a serene and private, nestled in nature, complete with a fishing pond.

Clean, Spacious. Newly renovated Garden Home in the heart of Pensacola.

9.8 out of 10, Exceptional, (8)
"Everything went very well. The house was a wonderful place to stay -- clean, spacious, comfortable, etc. Plus, the location was perfect for us. Thank you!"
Clean, Spacious. Newly renovated Garden Home in the heart of Pensacola.

Elegant townhome + oversized luxury pool

10.0 out of 10, Exceptional, (29)
"This is the place to stay. Always perfection from sleep, tv, cleanliness, and comfort."
The price is AU$450
includes taxes & fees
25 Mar - 26 Mar
Elegant townhome + oversized luxury pool

⭐️La Puerta Al cielo - Private Pool, Game Room & Kareoke

9.4 out of 10, Exceptional, (11)
"This was a half way point for us (from Florida) and our daughter’s family from Texas. It was the perfect place with the pool and game room within a short drive to Pensacola Beach! It was very clean and inviting with all that we needed for a wonderful weekend of memories! Absolutely no complaints and nothing but praise! We will be booking again in the future for sure!! So many thanks for sharing your wonderful home with us!"
⭐️La Puerta Al cielo - Private Pool, Game Room & Kareoke

Private Pool |Fenced Yard |Garage |Screened Patio |North Pensacola |Convenient to Airport & Shopping

10.0 out of 10, Exceptional, (27)
"Nice quiet neighborhood, cozy home that your family would love. Close to airport, shopping, and restaurants. "
Private Pool |Fenced Yard |Garage |Screened Patio |North Pensacola |Convenient to Airport & Shopping

Cozy, comfortable and convenient

9.2 out of 10, Wonderful, (62)
"There were five of us, including a newborn, as well as pets. We traveled to Pensacola to get away from hurricane Helene. This property was perfect - comfortable, well equipped, and in a wonderful location. And Philip was an excellent host - great communication and very helpful. We'd be happy to stay here again, and highly recommend."
Cozy, comfortable and convenient

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

10.0 out of 10, Exceptional, (3)
"The stay was great! I came in see my children and grandchildren with one of them just being diagnosed with cerebral palsy. It was a good spot for us to meet. Thanks to Susie for her communication with me before I got there! Will be back!"
The price is AU$311
includes taxes & fees
24 Feb - 25 Feb
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.

Pet-Friendly Pensacola Home w/ Sunny Backyard!

9.8 out of 10, Exceptional, (30)
"We had a great day very nice place a nice host. We plan to stay with them again."
Pet-Friendly Pensacola Home w/ Sunny Backyard!
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.
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Other types of properties in Jay you may be interested in

Country Inn & Suites by Radisson, Pensacola West, FL

2.5 star property
8.6 out of 10, Excellent, (1140)
"The stay was comfortable. The breakfast does not have much healthful options."
The price is AU$165
includes taxes & fees
25 Feb - 26 Feb
Country Inn & Suites by Radisson, Pensacola West, FL

Hotel Pensacola

2.5 star property
8.8 out of 10, Excellent, (1038)
"It Was amazing as always.Whenever I visit this is my place to go too."
The price is AU$120
includes taxes & fees
9 Mar - 10 Mar
Hotel Pensacola

Holiday Inn Pensacola - University Area by IHG

3.0 star property
8.8 out of 10, Excellent, (1003)
"It was a nice hotel . Clean rooms , friendly staff .. felt very safe . "
The price is AU$186
includes taxes & fees
26 Feb - 27 Feb
Holiday Inn Pensacola - University Area by IHG
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.

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?

PENSACOLA BAY VACATION HOME: This holiday home rental outside of Jay offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

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 Adventures Unlimited Outdoor Center and Country Club of Brewton.

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.