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Jay Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Jay vacation rentals

Outdoor dining

1. 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 ￥22,823
￥33,980 total
includes taxes & fees
Aug 5 - Aug 6
Cozy Studio, inspiring for an artist or writer. Unique farm experience for all.
1 bedroom, WiFi, bed sheets

2. 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 ￥24,420
￥35,190 total
includes taxes & fees
Aug 3 - Aug 4
Luxury Cabin At Blackwater Getaway, Short Walk Downhill To The River!
Exterior detail

3. 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 ￥15,801
￥32,988 total
includes taxes & fees
Aug 5 - Aug 6
ADORABLE COTTAGE ON A FARM
Coffee/tea maker, fridge, microwave, oven

4. 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 ￥28,730
￥65,696 total
includes taxes & fees
Aug 2 - Aug 3
Exotic Farm Stay
Exterior

5. 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, (335 reviews)
"Great place to stay, room very clean. Bed was very comfortable. Loved my stay"
United States
Wanda
The price is ￥14,221
￥16,000 total
includes taxes & fees
Aug 30 - Aug 31
stayAPT Suites Pensacola-UWF/West Florida Hospital Area
Living area

6. Sowell’s Cozy Cottage

Sowell’s Cozy Cottage
Milton
The price is ￥40,222
￥70,586 total
includes taxes & fees
Aug 6 - Aug 7
Sowell’s Cozy Cottage
Interior

7. 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 ￥21,547
￥56,853 total
includes taxes & fees
Aug 6 - Aug 7
Milton's Remodeled Cozy Retreat- 30min to Beaches and 4 min to Blackwater River
Exterior

8. 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 ￥20,462
￥40,551 total
includes taxes & fees
Aug 9 - Aug 10
The Cottage at Steve’s Farm in Walnut Hill Fl
Outdoor pool

9. 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 ￥11,191
￥23,616 total
includes taxes & fees
Aug 25 - Aug 26
Cozy Private Room-Queen&Full Bed, Hot Tub Pool Pets Welcome!
Living area

10. Sowell Farm's Retreat

Sowell Farm's Retreat
Milton
9.0 out of 10, Wonderful, (2 reviews)
"Property was clean and wonderful. We enjoyed the set up. Not much in kitchen for food prep. Just plates cups and utensils. But the kitchen was very nice and clean. Beds were comfortable."
United States
Ashley G.
The price is ￥41,020
￥71,161 total
includes taxes & fees
Aug 27 - Aug 28
Sowell Farm's Retreat
Coffee/tea maker, fridge, microwave, oven

11. 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 ￥28,570
￥71,103 total
includes taxes & fees
Aug 5 - Aug 6
30 Minutes to Beaches and Entertainment
Interior

12. 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 ￥15,658
￥31,935 total
includes taxes & fees
Aug 11 - Aug 12
Charming Tiny Home in Pace Near Downtown and Pensacola Beach, 2 min from Walmart
Beach

13. 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, (7 reviews)
"Absolutely beautiful home and the host is wonderful as well. "
United States
Don Don B.
The price is ￥21,547
￥39,328 total
includes taxes & fees
Aug 13 - Aug 14
W Milton 15 min to downtown PCola and beaches
Interior

14. Comfortable 3BR for Families Near Blackwater

Comfortable 3BR for Families Near Blackwater
Milton
The price is ￥31,603
￥78,235 total
includes taxes & fees
Aug 2 - Aug 3
Comfortable 3BR for Families Near Blackwater
Private kitchen

15. Perfect 3-bedroom house with AC in serene Milton

Perfect 3-bedroom house with AC in serene Milton
Milton
8.0 out of 10, Very Good, (1 review)
"The house is nice, spacious, and quiet. The beds are really firm. One of the toilets was backed up the whole time we were there and couldn’t use it. The kitchen has the bare minimum to cook with. "
United States
Cassie W.
The price is ￥27,581
￥65,048 total
includes taxes & fees
Aug 13 - Aug 14
Perfect 3-bedroom house with AC in serene Milton
Smart TV, books

16. 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 ￥22,036
￥62,299 total
includes taxes & fees
Aug 3 - Aug 4
Welcome to Our Home - Pace/Pensacola - Pet friendly - Close to beaches!
House (3 Bedrooms) | Interior

17. Stocked Fishing Pond On-site: Quiet Pensacola Home

Stocked Fishing Pond On-site: Quiet Pensacola Home
3.0 star property
Pensacola
The price is ￥26,336
￥77,955 total
includes taxes & fees
Aug 3 - Aug 4
Stocked Fishing Pond On-site: Quiet Pensacola Home
1 bedroom

18. 2 Full Bed|Smk|Pensacola FL

2 Full Bed|Smk|Pensacola FL
Northwest Pensacola
10.0 out of 10, Exceptional, (66 reviews)
"Found great food nearby, location makes it convenient if you're looking to explore."
United States
Anonymous traveler
The price is ￥21,086
￥26,147 total
includes taxes & fees
Aug 2 - Aug 3
2 Full Bed|Smk|Pensacola FL
Dining

19. Lovely Town-home in Pensacola -

Lovely Town-home in Pensacola -
Pensacola
9.2 out of 10, Wonderful, (15 reviews)
"The house was very well maintained and clean from the front porch to the lanai out back. Our host was most helpful and responsive to our needs and check in was a breeze. Definitely would stay again and recommend anyone to book a stay…!!!"
United States
Darrell T.
The price is ￥20,685
￥47,970 total
includes taxes & fees
Aug 8 - Aug 9
Lovely Town-home in Pensacola -
Terrace/patio

20. 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 ￥13,886
￥32,631 total
includes taxes & fees
Aug 11 - Aug 12
Serene Studio Near Downtown Milton & Water!
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

At Home Inn & Suites

At Home Inn & Suites

8/10 Good
"Needs to be updated the ac covers laying on the ground"
Ainsleigh 1-night trip
Posted less than an hour ago
At Home Inn & Suites

Find out more about Jay

Search for holiday rentals in Jay on Expedia! You can easily find your home rentals, villas, holiday apartments in Jay using one of the methods below:

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Look no further and take a look at our great range of rental properties in Jay!

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.