Jay Holiday Rentals

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Our top choices for Jay holiday rentals

10.0 out of 10, Exceptional, (1 review)
"My husband and I enjoyed our stay during a very hectic time in our lives. The owners are very friendly and helpful! It is especially nice to have an option like this in a town that has NO hotels/motels. It was especially nice to find a place and owners that are accommodating with allowing you to bring a pet with you. The only drawback we found was that the apartment is on the second floor, but they do tell you that when you read the property description…so we weren’t surprised by that.Thank...
United States
Tasha B.
The price is AU$310
includes taxes & fees
13 Mar - 14 Mar
Cozy Studio, inspiring for an artist or writer. Unique farm experience for all.
10.0 out of 10, Exceptional, (2 reviews)
"Adorable Vintage Camper! The fold out beds are very roomy, the resort has so many things for kids to do and my kids loved it there! You get the “middle of nowhere” feel but are actually right around the corner from anything you may need. The staff is great and we will be going back asap!"
United States
Kim H.
Adorable (RENOVATED) Vintage Camper, good for stays of a few nights to a week for 2-3 people - possibly for a family of 4 with 2 SMALL children. Staying here entitles you to use of all the park's amenities.
9.8 out of 10, Exceptional, (25 reviews)
"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 AU$356
includes taxes & fees
22 Mar - 23 Mar
Fins to the Right on Blackwater River - 35 mins to the Beach
9.4 out of 10, Exceptional, (26 reviews)
"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 AU$289
includes taxes & fees
10 Mar - 11 Mar
ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach
10.0 out of 10, Exceptional, (4 reviews)
"I had a great stay at this tiny home. It was clean, cozy, and well laid out with everything I needed. The space was quiet and comfortable, perfect for relaxing after a long day. The host was responsive, and the location was convenient. I would definitely stay here again."
United States
Ethan G.
The price is AU$277
includes taxes & fees
16 Mar - 17 Mar
Charming Tiny Home in Pace Near Downtown and Pensacola Beach, 2 min from Walmart
9.8 out of 10, Exceptional, (17 reviews)
"The place was absolutely perfect. Cozy and comfortable. Beautiful backyard."
United States
Michelle S.
The price is AU$367
includes taxes & fees
23 Mar - 24 Mar
Fins to the Left on Blackwater River - 35 mins to the Beach
10.0 out of 10, Exceptional, (41 reviews)
"It was a great trip. "
United States
Amanda N.
The price is AU$233
includes taxes & fees
9 Mar - 10 Mar
Cozy Private Room-Queen&Full Bed, Hot Tub Pool Pets Welcome!
10.0 out of 10, Exceptional, (60 reviews)
"Very cozy cottage. Really enjoyed my stay, so much better than a hotel."
United States
Christie C.
The price is AU$292
includes taxes & fees
8 Mar - 9 Mar
ADORABLE COTTAGE ON A FARM
9.8 out of 10, Exceptional, (16 reviews)
"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 AU$499
includes taxes & fees
8 Mar - 9 Mar
Milton's Remodeled Cozy Retreat- 30min to Beaches and 4 min to Blackwater River
4.0 star property
9.0 out of 10, Wonderful, (245 reviews)
"Always a great stay"
United States
WIlliam
The price is AU$173
includes taxes & fees
6 Apr - 7 Apr
stayAPT Suites Pensacola-UWF/West Florida Hospital Area
10.0 out of 10, Exceptional, (19 reviews)
"We truly enjoyed our stay! The check-in process was super simple, the hosts were extremely kind and the space was beautifully decorated and spotless. The kids really enjoyed the pool :)"
United States
Ashley P.
The price is AU$584
includes taxes & fees
9 Mar - 10 Mar
Pensacola Haven with Pool, Quiet Area - The Pearl
The price is AU$394
includes taxes & fees
8 Mar - 9 Mar
Quiet Milton Retreat Close to Downtown & Water!
3.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"This is the second time we have stayed here. Perfect for families has everything you need "
United States
LISA
The price is AU$545
includes taxes & fees
10 Mar - 11 Mar
Pet-friendly Pensacola Home w/ Sunny Backyard!
10.0 out of 10, Exceptional, (4 reviews)
"This was our 2nd time staying, cabin was perfect and we had a great trip."
United States
David H.
The price is AU$312
includes taxes & fees
18 Mar - 19 Mar
Luxury Cabin At Blackwater Getaway, Short Walk Downhill To The River!
9.6 out of 10, Exceptional, (4 reviews)
"Amazing , perfect for two "
United States
Marquis K.
The price is AU$292
includes taxes & fees
8 Mar - 9 Mar
Central Pensacola Studio, Groovy & Spacious

Holiday Home in Southeast Pensacola

Cozy 3-Bed Near Airport | 10–15 Min to Beach
The price is AU$583
includes taxes & fees
22 Mar - 23 Mar
Cozy 3-Bed Near Airport | 10–15 Min to Beach
The price is AU$269
includes taxes & fees
7 Mar - 8 Mar
Serene Studio Near Downtown Milton & Water!
10.0 out of 10, Exceptional, (19 reviews)
"Accommodations were great! Cute little house with everything we needed! "
United States
Abby R.
The price is AU$339
includes taxes & fees
12 Mar - 13 Mar
The Cottage at Steve’s Farm in Walnut Hill Fl

Holiday Home in Milton

Exotic Farm Stay
10.0 out of 10, Exceptional, (14 reviews)
"Loved our stay! Great "
United States
JuYoung
The price is AU$615
includes taxes & fees
18 Mar - 19 Mar
Exotic Farm Stay
7.0 out of 10, Good, (4 reviews)
"Overall a nice place to stay for a getaway. Was in a nice neighborhood and close enough to the beach. "
United States
Ashley C.
The price is AU$278
includes taxes & fees
7 Mar - 8 Mar
Peaceful and Centrally Located Place. Be at Home in the Heart of 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.

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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 favourite 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 depend 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 AU$173 per night. Entering your travel dates in the search wizard might find you 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?

"Tree House" on The Creek in Mid Town Pensacola!: This holiday home rental outside of Jay is located on the waterfront, and has a balcony, 1 hot tub and a BBQ to put you at ease 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.

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 Adventures Unlimited Outdoor 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.