Jay Holiday Rentals

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Our top choices for Jay holiday rentals

Charming 1-bedroom building in Jay with, AC, on 1 acres of land.
The price is NZ$390
includes taxes & fees
4 Jan - 5 Jan
Charming 2-bedroom Loft with AC, WiFi in lovely Jay
9.4 out of 10, Exceptional, (25)
"We had a wonderful time and the property was perfect for our little family. The host were very accommodating and welcoming. We would highly recommend this cabin! "
United States
Carly S.
The price is NZ$339
includes taxes & fees
5 Jan - 6 Jan
ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach
10.0 out of 10, Exceptional, (2)
"This was such a cute place to stay! We are so happy we chose this place. Very clean and had all the amentaties. Communication with the Host was easy, helpful and was very friendly. The location was out and away from it all but close enough to stores and restaurants. We will definitely stay here again on our next visit to our son who is in flight school. Highly recommend! "
United States
Michelle S.
The price is NZ$345
includes taxes & fees
2 Feb - 3 Feb
Charming Tiny Home in Pace Near Downtown and Pensacola Beach, 2 min from Walmart
10.0 out of 10, Exceptional, (54)
"Very cozy cottage. Really enjoyed my stay, so much better than a hotel."
United States
Christie C.
The price is NZ$356
includes taxes & fees
4 Jan - 5 Jan
ADORABLE COTTAGE ON A FARM
9.8 out of 10, Exceptional, (15)
"Beautifully landscaped property.very clean comfortable accommodations. Fireflies and dragonflies are everywhere. The local wildlife was a pleasure to see. Quiet and unbelievably peaceful. 10/10"
United States
Dan M.
The price is NZ$385
includes taxes & fees
11 Jan - 12 Jan
Fins to the Left on Blackwater River - 35 mins to the Beach
10.0 out of 10, Exceptional, (1)
"They provided everything you could possibly need! Great location and price. We highly recommend!"
United States
Lauren R.
The price is NZ$473
includes taxes & fees
4 Jan - 5 Jan
Cozy two bedroom duplex, free parking onsite, close to shopping
9.8 out of 10, Exceptional, (23)
"Nice quiet place on the river, stayed here for 8 nights and had everything we needed to relax and enjoy our vacation. Kim was very helpful I would definitely recommend staying here if you’re in the area. "
United States
Nyky B.
The price is NZ$346
includes taxes & fees
6 Jan - 7 Jan
Fins to the Right on Blackwater River - 35 mins to the Beach
9.6 out of 10, Exceptional, (7)
"Couldn’t ask for a more convenient location and although it’s small it had everything we needed for a quick stay. Great floor plan for a little guest house. Owner was helpful and accommodating."
United States
Jennifer L.
The price is NZ$245
includes taxes & fees
4 Jan - 5 Jan
Cozy cabin in pleasant Brewton with AC, WiFi, and fire pit.
9.6 out of 10, Exceptional, (23)
"Perfect stay. Property was clean and convenient. Amenities abound! "
United States
Bobby
The price is NZ$354
includes taxes & fees
6 Jan - 7 Jan
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
10.0 out of 10, Exceptional, (1)
"Great place to stay for visiting the Pensacola area!"
United States
Rebecca G.
The price is NZ$734
includes taxes & fees
4 Jan - 5 Jan
Charming 3-bedroom house with WiFi and AC in superb Pace
8.8 out of 10, Excellent, (11)
"All i can say is that this place was amazing. Everything was just perfect. "
United States
Jesse
The price is NZ$245
includes taxes & fees
4 Jan - 5 Jan
Cozy cabin with 1 bedroom and WiFi, AC in beautiful Brewton, Alabama

Holiday Home in Southeast Pensacola

Renovated Mod Duplex w/Sun Porch near Airport
9.0 out of 10, Wonderful, (8)
"Property was very nice and modern. Great location, would stay again! "
United States
Enrique S.
The price is NZ$556
includes taxes & fees
11 Jan - 12 Jan
Renovated Mod Duplex w/Sun Porch near Airport
10.0 out of 10, Exceptional, (2)
"This the best family getaway. No internet and no cell service. Great please to get some much needed down time for the family."
United States
Misty J.
The price is NZ$299
includes taxes & fees
4 Jan - 5 Jan
Luxury Cabin At Blackwater Getaway, Short Walk Downhill To The River!
10.0 out of 10, Exceptional, (37)
"Check-in instructions and other information easy to understand and complete. We are former Milton residents so a great location to get together with friends. Very enjoyable stay."
United States
Elizabeth M.
The price is NZ$282
includes taxes & fees
31 Jan - 1 Feb
Cozy Private Room-Queen&Full Bed, Hot Tub Pool Pets Welcome!
9.8 out of 10, Exceptional, (15)
"We enjoyed our stay! House was clean, AC was cold, street was quiet. This was my first Airbnb rental, and the owners answered all my questions in timely fashion. We will be back when we visit Milton again! "
United States
Mary A.
The price is NZ$606
includes taxes & fees
4 Jan - 5 Jan
Milton's Remodeled Cozy Retreat- 30min to Beaches and 4 min to Blackwater River
10.0 out of 10, Exceptional, (14)
"Stayed at this property for the 2nd year in a row and it was fantastic, just like the prior year!"
United States
Austin B.
The price is NZ$501
includes taxes & fees
4 Jan - 5 Jan
Cooper Basin River House - 30 mins to beaches
10.0 out of 10, Exceptional, (19)
"Accommodations were great! Cute little house with everything we needed! "
United States
Abby R.
The price is NZ$416
includes taxes & fees
12 Jan - 13 Jan
The Cottage at Steve’s Farm in Walnut Hill Fl
2.5 star property
9.2 out of 10, Wonderful, (231)
"The rooms were huge, the bed and pillows were comfortable, the full kitchen was really handy, parking was easy, the location is really convenient to lots of places, and check in was friendly and helpful. I would definitely stay here again. "
United States
Lisa Edmonson
The price is NZ$203
includes taxes & fees
4 Jan - 5 Jan
stayAPT Suites Pensacola-UWF/West Florida Hospital Area
10.0 out of 10, Exceptional, (19)
"Very nice, everything was new and worked great. Had everything we needed. "
United States
Debbie T.
The price is NZ$722
includes taxes & fees
7 Jan - 8 Jan
Brand-New Pensacola Haven with Community Pool
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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Top Jay Hotel Reviews

Find out more about Jay

Everything you need to know about Jay holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Jay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jay holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Jay holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jay. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jay holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jay holiday rentals we have selected for you start as low as NZ$203 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Jay rentals

At Expedia, we put the best Jay holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Jay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jay holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Retro Style River house in Milton Florida on Beautiful Black Water River. : This holiday home rental outside of Jay offers an arcade/games room, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 Brewton Heights Shopping Center.

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.