Jay Holiday Rentals

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Our top choices for Jay holiday rentals

Cozy Studio, inspiring for an artist or writer. Unique farm experience for all.

Cozy Studio, inspiring for an artist or writer. Unique farm experience for all.
Jay
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 NZ$368
includes taxes & fees
4 June - 5 June
Cozy Studio, inspiring for an artist or writer. Unique farm experience for all.

stayAPT Suites Pensacola-UWF/West Florida Hospital Area

stayAPT Suites Pensacola-UWF/West Florida Hospital Area
4.0 star property
Pensacola
9.2 out of 10, Wonderful, (283 reviews)
"Awesome place!"
United States
Mason
The price is NZ$210
includes taxes & fees
25 May - 26 May
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach

ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach
Milton
9.6 out of 10, Exceptional, (29 reviews)
"It was a little out of the way, but worth the trip. Stairs to bedrooms were a little narrow, but enjoyed my stay a great deal."
United States
Patrick H.
The price is NZ$390
includes taxes & fees
25 May - 26 May
ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach

Pet-friendly Pensacola Home w/ Sunny Backyard!

Pet-friendly Pensacola Home w/ Sunny Backyard!
3.0 star property
Southeast Pensacola
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
Pet-friendly Pensacola Home w/ Sunny Backyard!

ADORABLE COTTAGE ON A FARM

ADORABLE COTTAGE ON A FARM
Milton
10.0 out of 10, Exceptional, (62 reviews)
"Everything was amazing, would definitely like to stay here again. "
United States
Ashley R.
The price is NZ$346
includes taxes & fees
1 June - 2 June
ADORABLE COTTAGE ON A FARM

Fins to the Right on Blackwater River - 35 mins to the Beach

Fins to the Right on Blackwater River - 35 mins to the Beach
Milton
9.8 out of 10, Exceptional, (26 reviews)
"Beautiful peaceful stay! Has everything you need. Host communication was great too. "
United States
Jessica W.
The price is NZ$444
includes taxes & fees
25 May - 26 May
Fins to the Right on Blackwater River - 35 mins to the Beach

Charming Tiny Home in Pace Near Downtown and Pensacola Beach, 2 min from Walmart

Charming Tiny Home in Pace Near Downtown and Pensacola Beach, 2 min from Walmart
Pace
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 NZ$362
includes taxes & fees
26 May - 27 May
Charming Tiny Home in Pace Near Downtown and Pensacola Beach, 2 min from Walmart

Fins to the Left on Blackwater River - 35 mins to the Beach

Fins to the Left on Blackwater River - 35 mins to the Beach
Milton
9.8 out of 10, Exceptional, (18 reviews)
"The place was absolutely perfect. Cozy and comfortable. Beautiful backyard."
United States
Michelle S.
The price is NZ$444
includes taxes & fees
26 May - 27 May
Fins to the Left on Blackwater River - 35 mins to the Beach

Milton's Remodeled Cozy Retreat- 30min to Beaches and 4 min to Blackwater River

Milton's Remodeled Cozy Retreat- 30min to Beaches and 4 min to Blackwater River
Milton
9.8 out of 10, Exceptional, (17 reviews)
"Clean. Quiet area."
United States
Nicholas P.
The price is NZ$608
includes taxes & fees
2 June - 3 June
Milton's Remodeled Cozy Retreat- 30min to Beaches and 4 min to Blackwater River

Cooper Basin River House - 35 mins to beaches

Cooper Basin River House - 35 mins to beaches
Milton
10.0 out of 10, Exceptional, (14 reviews)
"The location was perfect; the views are amazing. It's so peaceful and serine and just a short drive to the beach. I will definitely book again. "
United States
Laura R.
The price is NZ$515
includes taxes & fees
21 May - 22 May
Cooper Basin River House - 35 mins to beaches

Luxury Cabin At Blackwater Getaway, Short Walk Downhill To The River!

Luxury Cabin At Blackwater Getaway, Short Walk Downhill To The River!
Wing
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.
Luxury Cabin At Blackwater Getaway, Short Walk Downhill To The River!

Cozy Private Room-Queen&Full Bed, Hot Tub Pool Pets Welcome!

Cozy Private Room-Queen&Full Bed, Hot Tub Pool Pets Welcome!
Milton
10.0 out of 10, Exceptional, (43 reviews)
"It was a great trip. "
United States
Amanda N.
The price is NZ$264
includes taxes & fees
27 May - 28 May
Cozy Private Room-Queen&Full Bed, Hot Tub Pool Pets Welcome!

The Cottage at Steve’s Farm in Walnut Hill Fl

The Cottage at Steve’s Farm in Walnut Hill Fl
Walnut Hill
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 NZ$419
includes taxes & fees
26 May - 27 May
The Cottage at Steve’s Farm in Walnut Hill Fl

Nurse-ready Rental 2 Mi to UWF Campus & Hospital!

Nurse-ready Rental 2 Mi to UWF Campus & Hospital!
3.0 star property
Pensacola
The price is NZ$583
includes taxes & fees
2 June - 3 June
Nurse-ready Rental 2 Mi to UWF Campus & Hospital!

Sowell’s Cozy Cottage

Sowell’s Cozy Cottage
Milton
The price is NZ$751
includes taxes & fees
2 June - 3 June
Sowell’s Cozy Cottage

Exotic Farm Stay

Exotic Farm Stay
Milton
10.0 out of 10, Exceptional, (14 reviews)
"Loved our stay! Great "
United States
JuYoung
The price is NZ$710
includes taxes & fees
31 May - 1 June
Exotic Farm Stay

Attractive house in the center of Milton

Attractive house in the center of Milton
Milton
7.0 out of 10, Good, (2 reviews)
"We had a great time. The beds were very comfortable. The neighborhood was fine."
United States
LeRoy L.
The price is NZ$1,013
includes taxes & fees
21 May - 22 May
Attractive house in the center of Milton

30 Minutes to Beaches and Entertainment

30 Minutes to Beaches and Entertainment
Milton
10.0 out of 10, Exceptional, (35 reviews)
"House was near perfect. Clean, comfortable and centrally located. Would love to go back."
United States
Harry S.
The price is NZ$715
includes taxes & fees
26 May - 27 May
30 Minutes to Beaches and Entertainment

The Oaks Lane

The Oaks Lane
Northeast Pensacola
The price is NZ$673
includes taxes & fees
2 June - 3 June
The Oaks Lane

The De Luna - Pensacola FL

The De Luna - Pensacola FL
Southeast Pensacola
The price is NZ$485
includes taxes & fees
2 June - 3 June
The De Luna - Pensacola FL
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$210 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?

"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.