Jay Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

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 $202
CA $304 total
includes taxes & fees
Jun 9 - Jun 10
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, (293 reviews)
"The stay was great."
United States
LaWanda
The price is CA $162
CA $182 total
includes taxes & fees
Jun 9 - Jun 10
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

Stocked Fishing Pond On-site: Quiet Pensacola Home

Stocked Fishing Pond On-site: Quiet Pensacola Home
3.0 star property
Pensacola
The price is CA $191
CA $675 total
includes taxes & fees
Jun 14 - Jun 15
Stocked Fishing Pond On-site: Quiet Pensacola Home

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
8.4 out of 10, Very good, (5 reviews)
"Small and simple, very clean and comfortable."
United States
Matt R.
The price is CA $130
CA $270 total
includes taxes & fees
Jun 15 - Jun 16
Charming Tiny Home in Pace Near Downtown and Pensacola Beach, 2 min from Walmart

30 Minutes to Beaches and Entertainment

30 Minutes to Beaches and Entertainment
Milton
10.0 out of 10, Exceptional, (36 reviews)
"House was near perfect. Clean, comfortable and centrally located. Would love to go back."
United States
Harry S.
The price is CA $258
CA $627 total
includes taxes & fees
Jun 9 - Jun 10
30 Minutes to Beaches and Entertainment

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 CA $173
CA $378 total
includes taxes & fees
Jun 21 - Jun 22
Fins to the Left on Blackwater River - 35 mins to the Beach

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, (46 reviews)
"Perfect, convenient pet friendly stay"
United States
Melisa D.
The price is CA $107
CA $218 total
includes taxes & fees
Jun 10 - Jun 11
Cozy Private Room-Queen&Full Bed, Hot Tub Pool Pets Welcome!

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, (30 reviews)
"Pet accomadating for first floor, friendly and helpful host (great to meet Mark and thanks for the eggs!), plenty of space to roam around and explore a bit, even the livestock is friendly ;) Great budget location for those who appreciate country living at a farm's pace with nearby hiking trailhead access. "
United States
jason k.
The price is CA $147
CA $341 total
includes taxes & fees
Jun 16 - Jun 17
ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to 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, (19 reviews)
"Yes. I reccomend this location. "
United States
Tony P.
The price is CA $188
CA $498 total
includes taxes & fees
Jun 9 - Jun 10
Milton's Remodeled Cozy Retreat- 30min to Beaches and 4 min to Blackwater River

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, (27 reviews)
"Beautiful peaceful stay! Has everything you need. Host communication was great too. "
United States
Jessica W.
The price is CA $129
CA $321 total
includes taxes & fees
Jun 10 - Jun 11
Fins to the Right on Blackwater River - 35 mins to the Beach

Sowell’s Cozy Cottage

Sowell’s Cozy Cottage
Milton
The price is CA $351
CA $619 total
includes taxes & fees
Jun 14 - Jun 15
Sowell’s Cozy Cottage

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, (12 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 $272
CA $646 total
includes taxes & fees
Jun 9 - Jun 10
Welcome to Our Home - Pace/Pensacola - Pet friendly - Close to beaches!

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 $84
CA $468 total
includes taxes & fees
Jun 14 - Jun 15
Nurse-ready Rental 2 Mi to UWF Campus & Hospital!

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 CA $389
CA $887 total
includes taxes & fees
Jun 9 - Jun 10
Attractive house in the center of Milton

Exotic Farm Stay

Exotic Farm Stay
Milton
9.6 out of 10, Exceptional, (15 reviews)
"Loved our stay! Great "
United States
JuYoung
The price is CA $251
CA $575 total
includes taxes & fees
Jun 10 - Jun 11
Exotic Farm Stay

Happily Ever Home in Pensacola

Happily Ever Home in Pensacola
Southeast Pensacola
8.6 out of 10, Excellent, (4 reviews)
"Awesome stay! we will be back if are in the area."
United States
Larry W.
The price is CA $339
CA $748 total
includes taxes & fees
Jun 21 - Jun 22
Happily Ever Home in Pensacola

W Milton 15 min to downtown PCola and beaches

W Milton 15 min to downtown PCola and beaches
Milton
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely beautiful home and the host is wonderful as well. "
United States
Don Don B.
The price is CA $220
CA $383 total
includes taxes & fees
Jun 10 - Jun 11
W Milton 15 min to downtown PCola and 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.
The price is CA $213
CA $306 total
includes taxes & fees
Jun 9 - Jun 10
Luxury Cabin At Blackwater Getaway, Short Walk Downhill To The 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.
The price is CA $167
CA $342 total
includes taxes & fees
Jun 14 - Jun 15
The Cottage at Steve’s Farm in Walnut Hill Fl

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.
The price is CA $163
CA $340 total
includes taxes & fees
Jun 9 - Jun 10
Central Pensacola Studio, Groovy & Spacious
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.
Save an average of 15% on thousands of hotels when you're signed in

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?

Waterfront Home with Boat Dock and kayaks!: Located near Jay, this vacation home rental is located on the waterfront and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of books.

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.