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.
2.0 star property
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 ¥22,927
¥33,976 total
includes taxes & fees
Feb 5 - Feb 6
Cozy Studio, inspiring for an artist or writer. Unique farm experience for all.

Charming 2-bedroom Loft with AC, WiFi in lovely Jay

Charming 2-bedroom Loft with AC, WiFi in lovely Jay
Jay
The price is ¥20,556
¥35,198 total
includes taxes & fees
Jan 20 - Jan 21
Charming 2-bedroom Loft with AC, WiFi in lovely Jay

stayAPT Suites Pensacola-UWF/West Florida Hospital Area

stayAPT Suites Pensacola-UWF/West Florida Hospital Area
2.5 star property
Pensacola
9.2 out of 10, Wonderful, (235 reviews)
"Kristen at the desk is always a pleasure "
United States
Marc
The price is ¥18,026
¥20,279 total
includes taxes & fees
Jan 20 - Jan 21
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

Cozy cabin in pleasant Brewton with AC, WiFi, and fire pit.

Cozy cabin in pleasant Brewton with AC, WiFi, and fire pit.
2.0 star property
Brewton
9.6 out of 10, Exceptional, (7 reviews)
"Couldn’t ask for a more convenient location and although it’s small it had everything we needed for a quick stay. Great floor plan for a little guest house. Owner was helpful and accommodating."
United States
Jennifer L.
The price is ¥18,073
¥22,320 total
includes taxes & fees
Jan 20 - Jan 21
Cozy cabin in pleasant Brewton with AC, WiFi, and fire pit.

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
2.0 star property
Pace
10.0 out of 10, Exceptional, (3 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 ¥14,231
¥29,727 total
includes taxes & fees
Jan 25 - Jan 26
Charming Tiny Home in Pace Near Downtown and Pensacola Beach, 2 min from Walmart

ADORABLE COTTAGE ON A FARM

ADORABLE COTTAGE ON A FARM
Milton
10.0 out of 10, Exceptional, (58 reviews)
"Very cozy cottage. Really enjoyed my stay, so much better than a hotel."
United States
Christie C.
The price is ¥15,654
¥32,206 total
includes taxes & fees
Jan 20 - Jan 21
ADORABLE COTTAGE ON A FARM

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, (2 reviews)
"This the best family getaway. No internet and no cell service. Great please to get some much needed down time for the family."
United States
Misty J.
The price is ¥17,787
¥27,252 total
includes taxes & fees
Jan 20 - Jan 21
Luxury Cabin At Blackwater Getaway, Short Walk Downhill To The River!

Cozy cabin with 1 bedroom and WiFi, AC in beautiful Brewton, Alabama

Cozy cabin with 1 bedroom and WiFi, AC in beautiful Brewton, Alabama
Brewton
8.8 out of 10, Excellent, (11 reviews)
"All i can say is that this place was amazing. Everything was just perfect. "
United States
Jesse
The price is ¥18,073
¥22,320 total
includes taxes & fees
Jan 20 - Jan 21
Cozy cabin with 1 bedroom and WiFi, AC in beautiful Brewton, Alabama

Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.

Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
Northeast Pensacola
9.6 out of 10, Exceptional, (24 reviews)
"Perfect stay. Property was clean and convenient. Amenities abound! "
United States
Bobby
The price is ¥17,077
¥33,363 total
includes taxes & fees
Jan 31 - Feb 1
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.

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, (15 reviews)
"Beautifully landscaped property.very clean comfortable accommodations. Fireflies and dragonflies are everywhere. The local wildlife was a pleasure to see. Quiet and unbelievably peaceful. 10/10"
United States
Dan M.
The price is ¥10,673
¥31,056 total
includes taxes & fees
Jan 20 - Jan 21
Fins to the Left on Blackwater River - 35 mins to the Beach

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
9.4 out of 10, Exceptional, (25 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 ¥10,104
¥30,418 total
includes taxes & fees
Feb 1 - Feb 2
ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach

Charming 3-bedroom house with WiFi and AC in superb Pace

Charming 3-bedroom house with WiFi and AC in superb Pace
Pace
10.0 out of 10, Exceptional, (1 review)
"Great place to stay for visiting the Pensacola area!"
United States
Rebecca G.
The price is ¥14,231
¥66,063 total
includes taxes & fees
Jan 20 - Jan 21
Charming 3-bedroom house with WiFi and AC in superb Pace

Brand-New Pensacola Haven with Community Pool

Brand-New Pensacola Haven with Community Pool
Pensacola
10.0 out of 10, Exceptional, (19 reviews)
"Very nice, everything was new and worked great. Had everything we needed. "
United States
Debbie T.
The price is ¥13,116
¥66,025 total
includes taxes & fees
Jan 20 - Jan 21
Brand-New Pensacola Haven with Community Pool

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, (23 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 ¥10,673
¥31,056 total
includes taxes & fees
Jan 20 - Jan 21
Fins to the Right on Blackwater River - 35 mins to the Beach

New Home near UWF & PNS Beach!

New Home near UWF & PNS Beach!
Pensacola
10.0 out of 10, Exceptional, (5 reviews)
"Juan was a great host! The unit was very nice and clean. He was also very quick to respond and answer/solve any questions we had. "
United States
A’Shon R.
The price is ¥11,456
¥40,441 total
includes taxes & fees
Jan 20 - Jan 21
New Home near UWF & PNS Beach!

Central Pensacola Studio, Groovy & Spacious

Central Pensacola Studio, Groovy & Spacious
Pensacola
9.6 out of 10, Exceptional, (4 reviews)
"Amazing , perfect for two "
United States
Marquis K.
The price is ¥11,068
¥28,956 total
includes taxes & fees
Jan 20 - Jan 21
Central Pensacola Studio, Groovy & Spacious

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 ¥18,184
¥37,277 total
includes taxes & fees
Jan 20 - Jan 21
The Cottage at Steve’s Farm in Walnut Hill Fl

Charming 3-bedroom townhome with WiFi and AC near I-10

Charming 3-bedroom townhome with WiFi and AC near I-10
Pensacola
10.0 out of 10, Exceptional, (2 reviews)
"We have stayed for 3 days and host was very responsive and patient. "
United States
Vikram u.
The price is ¥19,765
¥61,055 total
includes taxes & fees
Jan 23 - Jan 24
Charming 3-bedroom townhome with WiFi and AC near I-10

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, (15 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 ¥20,635
¥55,369 total
includes taxes & fees
Jan 20 - Jan 21
Milton's Remodeled Cozy Retreat- 30min to Beaches and 4 min to Blackwater River

30 Minutes to Beaches and Entertainment

30 Minutes to Beaches and Entertainment
Milton
10.0 out of 10, Exceptional, (29 reviews)
"We love this rental home - close to lots of dining, shopping and a great place to hang out with family. Well appointed - love all the little “hospitality touches.” Will definitely stay again. "
United States
Traci S.
The price is ¥21,979
¥57,031 total
includes taxes & fees
Jan 21 - Jan 22
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

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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?

Retro Style River house in Milton Florida on Beautiful Black Water River. : This vacation home rental near Jay offers an arcade game room, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.