Jay Vacation Rentals

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Our top choices for Jay vacation 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.
$194 nightly
The price is $215
Jun 4 - Jun 5
Total with taxes and fees
Cozy Studio, inspiring for an artist or writer. Unique farm experience for all.

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.
$234 nightly
The price is $259
May 25 - May 26
Total with taxes and fees
ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach

ADORABLE COTTAGE ON A FARM

ADORABLE COTTAGE ON A FARM
Milton
10.0 out of 10, Exceptional, (62 reviews)
"10/10 loved this place so much! Had some unexpected weather and such on our vacation and got to hunker down in this adorable little house. It was so cozy and comfortable and Robyn is just amazing! Would 100% recommend and would definitely come again!"
United States
M. H.
$185 nightly
The price is $205
May 17 - May 18
Total with taxes and fees
ADORABLE COTTAGE ON A FARM

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

Nurse-ready Rental 2 Mi to UWF Campus & Hospital!
3.0 star property
Pensacola
$297 nightly
The price is $330
May 18 - May 19
Total with taxes and fees
Nurse-ready Rental 2 Mi to UWF Campus & Hospital!

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.
$194 nightly
The price is $214
May 26 - May 27
Total with taxes and fees
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.
$241 nightly
The price is $267
May 27 - May 28
Total with taxes and fees
Fins to the Left on Blackwater River - 35 mins to the Beach

Exotic Farm Stay

Exotic Farm Stay
Milton
10.0 out of 10, Exceptional, (14 reviews)
"Loved our stay! Great "
United States
JuYoung
$372 nightly
The price is $412
May 17 - May 18
Total with taxes and fees
Exotic Farm Stay

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.
$318 nightly
The price is $352
May 14 - May 15
Total with taxes and fees
Milton's Remodeled Cozy Retreat- 30min to Beaches and 4 min to Blackwater River

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.
$215 nightly
The price is $239
May 18 - May 19
Total with taxes and fees
The Cottage at Steve’s Farm in Walnut Hill Fl

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.
$142 nightly
The price is $156
May 27 - May 28
Total with taxes and fees
Cozy Private Room-Queen&Full Bed, Hot Tub Pool Pets Welcome!

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)
"What a great getaway place! My stay was everything i could ask for - clean, comfortable, everything i needed in the kitchen and bathroom provided, and an incredibly peaceful environment. Our host was so friendly and helpful. Highly recommended!"
United States
Odette B.
$236 nightly
The price is $261
May 14 - May 15
Total with taxes and fees
Fins to the Right on Blackwater River - 35 mins to the Beach

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, (281 reviews)
"Awesome place!"
United States
Mason
$109 nightly
The price is $123
May 25 - May 26
Total with taxes and fees
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

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.
$211 nightly
The price is $218
May 16 - May 17
Total with taxes and fees
Luxury Cabin At Blackwater Getaway, Short Walk Downhill To The River!

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
$346 nightly
The price is $385
May 17 - May 18
Total with taxes and fees
Pet-friendly Pensacola Home w/ Sunny Backyard!

Serene Studio Near Downtown Milton & Water!

Serene Studio Near Downtown Milton & Water!
Milton
10.0 out of 10, Exceptional, (1 review)
"10/10 hosts! They were very helpful and communicative to our needs. The place itself is a great central location to get around without having to overspend for a vacation. Host was also very understanding and offered us a great deal for a last minute night extension. For my next vacation, I will be looking for Buddy Brown Properties again. Thanks for the excellent service!"
United States
Victoria G.
$170 nightly
The price is $188
May 14 - May 15
Total with taxes and fees
Serene Studio Near Downtown Milton & Water!

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

Nurse-Ready Rental 2 Mi to UWF Campus & Hospital!
Pensacola
$303 nightly
The price is $333
May 18 - May 19
Total with taxes and fees
Nurse-Ready Rental 2 Mi to UWF Campus & Hospital!

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.
$333 nightly
The price is $368
May 18 - May 19
Total with taxes and fees
Cooper Basin River House - 35 mins to beaches

Central Pensacola Studio, Groovy & Spacious

Central Pensacola Studio, Groovy & Spacious
Pensacola
9.8 out of 10, Exceptional, (6 reviews)
"Amazing , perfect for two "
United States
Marquis K.
$184 nightly
The price is $205
May 14 - May 15
Total with taxes and fees
Central Pensacola Studio, Groovy & Spacious

Peaceful and Centrally Located Place. Be at Home in the Heart of Pensacola.

Peaceful and Centrally Located Place. Be at Home in the Heart of Pensacola.
Southeast Pensacola
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.
$175 nightly
The price is $194
May 14 - May 15
Total with taxes and fees
Peaceful and Centrally Located Place. Be at Home in the Heart of Pensacola.

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.
$377 nightly
The price is $417
May 18 - May 19
Total with taxes and fees
30 Minutes to Beaches and Entertainment
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Jay vacation 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 low season months. For more hustle and bustle, you may prefer to visit Jay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $123 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Jay rentals

At Expedia, we put the best Jay vacation 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 vacation.

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 vacation rental in Jay?

Yes, we offer vacation rentals close to the most popular sights in Jay, or you can choose a more remote option if you're looking for relaxation.

What are some of the best vacation home rentals that Jay has to offer?

"Tree House" on The Creek in Mid Town Pensacola!: This vacation home near Jay is located on the waterfront and has a balcony, a hot tub, and a barbecue grill 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 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 larger area, you’ll find Country Club of Brewton and Adventures Unlimited Outdoor Center.

What’s a vacation rental in Jay like?

Vacation rentals are privately owned properties you can book for short or long periods in Jay. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a small group gathering.