Jay Holiday Rentals

Save an average of 15% on thousands of properties with Expedia Rewards

Most properties are fully refundable. Because flexibility matters.

Search over 2.9 million properties and 550 airlines worldwide

Holiday Rentals in Jay

Front of property
Extended Stay
2.5 star property
4.2 out of 10, (184)
"Okay "
Extended Stay
Fridge, microwave, oven, stovetop
Blackwater Bay Hideaway by AvantStay | Waterfront, Pool, Dock, Hot Tub
10.0 out of 10, Exceptional, (1)
Blackwater Bay Hideaway by AvantStay | Waterfront, Pool, Dock, Hot Tub
Beach
Adorable North Pensacola Cottage - Private Back Yard - Fast WiFi - Free Parking - *Reduced Rates*
10.0 out of 10, Exceptional, (16)
"This was a great clean little home and was stock with everything we needed. Each bathroom had an adorable gift box with nice smelling essentials like shampoo, conditioner, lotion, bath salts, bar soap etc. and the kitchen had one too with dish taps, dish soap, a sponge etc. The beds were comfy and we slept well. The house has a garage which was available for us to utilize (we were visiting to move our son home from college), we appreciate everything. Thank You!"
Adorable North Pensacola Cottage - Private Back Yard - Fast WiFi - Free Parking - *Reduced Rates*
Save an average of 15% on thousands of hotels when you're signed in
Fridge, microwave, oven, stovetop
CHARMING HOME PENSACOLA🌴
9.6 out of 10, Exceptional, (97)
"5"
CHARMING HOME PENSACOLA🌴
Fridge, microwave, oven, stovetop
Elegant townhome + oversized luxury pool
10.0 out of 10, Exceptional, (13)
"Great place to stay"
The price is AU$463
per night
16 May - 17 May
Elegant townhome + oversized luxury pool
On the beach, sun-loungers
Carriage House on 120 acres on Blackwater Bay with Private Pool
10.0 out of 10, Exceptional, (88)
"I was so excited to stay here. I envisioned walking down that long, curvy pier to the end each day to watch the sunset, rocking in those rocking chairs cooled by the ceiling fans and reading a good book, sunning by the pool at night in the beautifully lit pool, watching all the different types of birds with the thoughtfully provided binoculars, and generally enjoying all the peace and quiet. But sadly most of that was not to be. Just before this reservation I fractured my tailbone in 2 places,...
Carriage House on 120 acres on Blackwater Bay with Private Pool
Beach
Private Pool |Fenced Yard |Garage |Screened Patio |North Pensacola |Convenient to Airport & Shopping
10.0 out of 10, Exceptional, (15)
"After an unforeseeable cancellation with another individual, I was able to reserve this property the day before I needed to come to Pensacola for my daughter’s graduation. This house provided everything needed. This was my first time renting this way. It will not be my last. We had much more space than we would ever have had at a hotel and it was also less expensive. We had a great experience and made some good memories for my daughter. THANK YOU!"
Private Pool |Fenced Yard |Garage |Screened Patio |North Pensacola |Convenient to Airport & Shopping
Smart TV
"Tree House" on The Creek in Mid Town Pensacola!
10.0 out of 10, Exceptional, (25)
"I love everything about the Tree House, my family loved it too! This is our second time staying here, the neighborhood is so peaceful, the view is peaceful and it’s always a great time! Feeding the fish was my kids favorite part to watch. We’ll stay here everytime if it’s available !"
"Tree House" on The Creek in Mid Town Pensacola!
Sun-loungers, beach towels
Waterfront Home W/ Boat Dock, Kayaks, Fishing poles and More!!
9.8 out of 10, Exceptional, (49)
"This was the first time my youngest got to go kayaking, we had so much fun staying in your home. I didn't hear any complaints the entire stay. All the kids enjoyed the dock,and watching the sunrise and set over the water. The neighborhood was quiet and safe. We look forward to staying again here sometime in the summer."
Waterfront Home W/ Boat Dock, Kayaks, Fishing poles and More!!
Beach
Brand new townhouse development in a quiet area wit a community pool.
Brand new townhouse development in a quiet area wit a community pool.
7,500 SF Southern Plantation House on 120 Acres on Blackwater Bay & Private Pool
10.0 out of 10, Exceptional, (30)
"Stayed there with family and had a great time."
7,500 SF Southern Plantation House on 120 Acres on Blackwater Bay & Private Pool
Fridge, microwave, stovetop, dishwasher
Pensacola Vacation Rental w/ Private Yard & Pool!
9.0 out of 10, Wonderful, (2)
"The stay was very enjoyable. The house and pool were clean and the host was very accommodating"
Pensacola Vacation Rental w/ Private Yard & Pool!
Outdoor dining
Huge Private Pool & Yard |Backyard Beach Barbecue |Fenced |Dogs Ok |Hammock |Fire Pit |Game Room
10.0 out of 10, Exceptional, (9)
"The house was perfect to host my mom's 90th birthday. Comfortable & quiet location."
Huge Private Pool & Yard |Backyard Beach Barbecue |Fenced |Dogs Ok |Hammock |Fire Pit |Game Room
Smart TV
⭐️La Puerta Al cielo - Private Pool, Game Room & Kareoke
10.0 out of 10, Exceptional, (5)
"This is our second time staying at La Puerta Al cielo. It was great both times. The house is clean, roomy, and in a great location for us. The game room and pool make it even more fun. We will be staying again. Thanks!"
⭐️La Puerta Al cielo - Private Pool, Game Room & Kareoke
Beach
Pensacola Beach Getaway Near Bay Bluffs Park & PNS
8.0 out of 10, Very good, (2)
"Very nice home with plenty of room to spread out and centrally located for our week in Pensacola."
Pensacola Beach Getaway Near Bay Bluffs Park & PNS
Fridge, microwave, stovetop, dishwasher
Pet-Friendly Pensacola Home w/ Sunny Backyard!
9.8 out of 10, Exceptional, (16)
"The house was absolutely beautiful and clean! We stayed for a cheer competition at the Pensacola Bay Center. The house was in a perfect location to go there as well as public beaches. All three beds were very comfortable also. We slept great! The back yard was adorable. The hammock was a hit. We enjoyed laying out there and relaxing/reading during our down time."
Pet-Friendly Pensacola Home w/ Sunny Backyard!
Smart TV
💥Unique Guest Suite in Pensacola!
10.0 out of 10, Exceptional, (8)
"Newly renovated downstairs "apartment" was just right for my quick 2 day work trip...but it's also great as a vacation place. Tasteful decor and thoughtfully outfitted with everything you would need for a very comfortable stay. A dining/sunroom, living room that had a microwave and small frig., and a large screen TV, bath and separate bedroom. Perfectly situated, the neighborhood is quiet with easy access to downtown Pensacola and the interstate. The owners were very responsive. I would stay...
The price is AU$271
per night
21 May - 22 May
💥Unique Guest Suite in Pensacola!
Private kitchen
Modernized home focused at this centrally-located place in Pensacola.
9.0 out of 10, Wonderful, (2)
"The home was very nice i loved everything about it."
Modernized home focused at this centrally-located place in Pensacola.
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Come relax at Kozy on Kipling. Close to shopping, eats, hospital,university, i10
9.8 out of 10, Exceptional, (11)
"Even though this is an apartment the neighbors are pretty quite and not disruptive. It’s bigger than expected with a large living area. 2 separate bedrooms and bathrooms. All the appliances are very new and very nice. Everything was clean and tidy. Furniture was comfortable too. Landlord communicated fast and well through text. We had an unexpected late checkout and that wasn’t a problem at all. Would book again if I’m in the area"
Come relax at Kozy on Kipling. Close to shopping, eats, hospital,university, i10
Fridge, microwave, oven, stovetop
Back to Emerald - Cute, cozy & close to the coast
10.0 out of 10, Exceptional, (3)
"My spouse and our two furbabies enjoyed our stay there. It was very clean and the backyard was perfect for our two. The only thing I would recommend is have someone to work on the fence a little. There are openings where a small dog could wiggle through. Everyone enjoyed theor stay and would definitely stay there again."
Back to Emerald - Cute, cozy & close to the coast
Don't see what you're looking for?
See all available properties in Jay
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.

Other types of properties in Jay you may be interested in

Lobby sitting area
Country Inn & Suites by Radisson, Pensacola West, FL
2.5 star property
8.6 out of 10, Excellent, (1003)
"Nice place "
The price is AU$174
per night
20 May - 21 May
Country Inn & Suites by Radisson, Pensacola West, FL
Lobby
Hotel Pensacola
2.5 star property
8.6 out of 10, Excellent, (1071)
"Ok, for its cost I just wish when it comes to housekeeping, the staff would just go on and do what is needed instead of pestering clients about what they needed done"
The price is AU$169
per night
16 May - 17 May
Hotel Pensacola
Reception
SpringHill Suites Pensacola
2.5 star property
9.2 out of 10, Wonderful, (1001)
"The property was very clean staff very friendly "
The price is AU$225
per night
26 May - 27 May
SpringHill Suites Pensacola
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 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 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.