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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.
The price is CA $204
CA $309 total
includes taxes & fees
Aug 4 - Aug 5
Cozy Studio, inspiring for an artist or writer. Unique farm experience for all.

Pensacola Paradise, Heated Pool, Game Room, Jacuzzi, EV Charger, 7 Beds total.

Pensacola Paradise, Heated Pool, Game Room, Jacuzzi, EV Charger, 7 Beds total.
Pensacola
The price is CA $309
CA $711 total
includes taxes & fees
Aug 4 - Aug 5
Pensacola Paradise, Heated Pool, Game Room, Jacuzzi, EV Charger, 7 Beds total.

ADORABLE COTTAGE ON A FARM

ADORABLE COTTAGE ON A FARM
Milton
10.0 out of 10, Exceptional, (68 reviews)
"Everything was amazing, would definitely like to stay here again. "
United States
Ashley R.
The price is CA $140
CA $293 total
includes taxes & fees
Jul 29 - Jul 30
ADORABLE COTTAGE ON A FARM

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, (48 reviews)
"Perfect, convenient pet friendly stay"
United States
Melisa D.
The price is CA $100
CA $211 total
includes taxes & fees
Aug 26 - Aug 27
Cozy Private Room-Queen&Full Bed, Hot Tub Pool Pets Welcome!

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, (9 reviews)
"Small and simple, very clean and comfortable."
United States
Matt R.
The price is CA $141
CA $284 total
includes taxes & fees
Aug 11 - Aug 12
Charming Tiny Home in Pace Near Downtown and Pensacola Beach, 2 min from Walmart

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.
The price is CA $216
CA $307 total
includes taxes & fees
Aug 5 - Aug 6
Luxury Cabin At Blackwater Getaway, Short Walk Downhill To The River!

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
9.6 out of 10, Exceptional, (25 reviews)
"Convenient location, nicely remodeled, and very spacious. Communication with owner was excellent. I would certainly use this property again."
United States
Michael W.
The price is CA $190
CA $508 total
includes taxes & fees
Aug 4 - Aug 5
Milton's Remodeled Cozy Retreat- 30min to Beaches and 4 min to Blackwater River

Exotic Farm Stay

Exotic Farm Stay
Milton
9.8 out of 10, Exceptional, (18 reviews)
"Loved our stay! Great "
United States
JuYoung
The price is CA $254
CA $582 total
includes taxes & fees
Aug 5 - Aug 6
Exotic Farm Stay

stayAPT Suites Pensacola-UWF/West Florida Hospital Area

stayAPT Suites Pensacola-UWF/West Florida Hospital Area
4.0 star property
Pensacola
9.0 out of 10, Wonderful, (332 reviews)
"Great place to stay, room very clean. Bed was very comfortable. Loved my stay"
United States
Wanda
The price is CA $139
CA $156 total
includes taxes & fees
Aug 16 - Aug 17
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

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 CA $183
CA $360 total
includes taxes & fees
Aug 22 - Aug 23
The Cottage at Steve’s Farm in Walnut Hill Fl

Sowell’s Cozy Cottage

Sowell’s Cozy Cottage
Milton
The price is CA $355
CA $621 total
includes taxes & fees
Aug 5 - Aug 6
Sowell’s Cozy Cottage

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 CA $117
CA $471 total
includes taxes & fees
Aug 18 - Aug 19
Nurse-ready Rental 2 Mi to UWF Campus & Hospital!

Comfortable 3BR for Families Near Blackwater

Comfortable 3BR for Families Near Blackwater
Milton
The price is CA $280
CA $701 total
includes taxes & fees
Jul 29 - Jul 30
Comfortable 3BR for Families Near Blackwater

Sowell Farm's Retreat

Sowell Farm's Retreat
Milton
10.0 out of 10, Exceptional, (1 review)
The price is CA $362
CA $634 total
includes taxes & fees
Aug 26 - Aug 27
Sowell Farm's Retreat

30 Minutes to Beaches and Entertainment

30 Minutes to Beaches and Entertainment
Milton
10.0 out of 10, Exceptional, (41 reviews)
"Great house with great location. Very clean."
United States
Jess M.
The price is CA $252
CA $625 total
includes taxes & fees
Aug 5 - Aug 6
30 Minutes to Beaches and Entertainment

Serene Studio Near Downtown Milton & Water!

Serene Studio Near Downtown Milton & Water!
Milton
9.2 out of 10, Wonderful, (5 reviews)
"The owners were super friendly, the cottage was super cute and clean, they were super fast with responses to any questions I had and it was just over all a great stay!!"
United States
Diana D.
The price is CA $123
CA $289 total
includes taxes & fees
Jul 29 - Jul 30
Serene Studio Near Downtown Milton & Water!

Patio Retreat • 10 min Downtown • 20 min Beach

Patio Retreat • 10 min Downtown • 20 min Beach
Northeast Pensacola
The price is CA $190
CA $375 total
includes taxes & fees
Aug 12 - Aug 13
Patio Retreat • 10 min Downtown • 20 min Beach

W Milton 15 min to downtown PCola and beaches

W Milton 15 min to downtown PCola and beaches
Milton
9.8 out of 10, Exceptional, (6 reviews)
"Absolutely beautiful home and the host is wonderful as well. "
United States
Don Don B.
The price is CA $191
CA $348 total
includes taxes & fees
Jul 29 - Jul 30
W Milton 15 min to downtown PCola and beaches

Welcome to Our Home - Pace/Pensacola - Pet friendly - Close to beaches!

Welcome to Our Home - Pace/Pensacola - Pet friendly - Close to beaches!
Pace
9.0 out of 10, Wonderful, (14 reviews)
"Very nice neat and clean home. Location is a quiet and safe neighborhood but still close to main routes in Pace / Milton area. Would highly rexommend."
United States
Thomas F.
The price is CA $198
CA $562 total
includes taxes & fees
Aug 23 - Aug 24
Welcome to Our Home - Pace/Pensacola - Pet friendly - Close to beaches!

Feel the Vibe

Feel the Vibe
Pensacola
9.4 out of 10, Exceptional, (3 reviews)
The price is CA $109
CA $254 total
includes taxes & fees
Aug 11 - Aug 12
Feel the Vibe
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Jay. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 rental 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 Adventures Unlimited Outdoor Center and Jefferson Davis Community College.

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.