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Jay Vacation Rentals

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Our top choices for Jay vacation rentals

1. ADORABLE COTTAGE ON A FARM

ADORABLE COTTAGE ON A FARM
Milton
10.0 out of 10, Exceptional, (72 reviews)
"It was clean and nicely setup, definitely gave us some beautiful mornings despite rain but enjoyed the stay. Will definitely be back in the future when in the area!"
United States
Tyler F.
The price is CA $138
CA $290 total
includes taxes & fees
Oct 4 - Oct 5
ADORABLE COTTAGE ON A FARM

2. 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, (53 reviews)
"Perfect, convenient pet friendly stay"
United States
Melisa D.
The price is CA $107
CA $218 total
includes taxes & fees
Sep 28 - Sep 29
Cozy Private Room-Queen&Full Bed, Hot Tub Pool Pets Welcome!

3. 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, (11 reviews)
"Small and simple, very clean and comfortable."
United States
Matt R.
The price is CA $128
CA $265 total
includes taxes & fees
Sep 23 - Sep 24
Charming Tiny Home in Pace Near Downtown and Pensacola Beach, 2 min from Walmart

4. 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, (20 reviews)
"Accommodations were great! Cute little house with everything we needed! "
United States
Abby R.
The price is CA $182
CA $362 total
includes taxes & fees
Sep 27 - Sep 28
The Cottage at Steve’s Farm in Walnut Hill Fl

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, (381 reviews)
"Definitely recommend staying here .I will be back"
United States
Giselle
The price is CA $137
CA $154 total
includes taxes & fees
Sep 28 - Sep 29
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

6. 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, (27 reviews)
"Neighbor was quiet. House was clean and a good size and just as described. "
United States
Wendy A.
The price is CA $189
CA $476 total
includes taxes & fees
Oct 2 - Oct 3
Milton's Remodeled Cozy Retreat- 30min to Beaches and 4 min to Blackwater River

7. Exotic Farm Stay

Exotic Farm Stay
Milton
9.8 out of 10, Exceptional, (18 reviews)
"Nice quiet place to relax. Took grandkids to see the animals along with long carrots to feed, watch out for fingers. They loved it and we went back a few times."
United States
Don R.
The price is CA $252
CA $583 total
includes taxes & fees
Oct 4 - Oct 5
Exotic Farm Stay

8. Luxury Cabin At Blackwater Getaway, Short Walk Downhill To The River!

Luxury Cabin At Blackwater Getaway, Short Walk Downhill To The River!
Wing
9.2 out of 10, Wonderful, (5 reviews)
"This was our 2nd time staying, cabin was perfect and we had a great trip."
United States
David H.
The price is CA $215
CA $307 total
includes taxes & fees
Sep 23 - Sep 24
Luxury Cabin At Blackwater Getaway, Short Walk Downhill To The River!

9. Quiet Milton Retreat Close to Downtown & Water!

Quiet Milton Retreat Close to Downtown & Water!
Milton
10.0 out of 10, Exceptional, (2 reviews)
"From the Host, to the property, to the stay; All exception. Great communication with the Host. Property is great, off the busy path, in a quiet neighborhood. Will definitely stay again. Thank you!"
United States
Jason W.
The price is CA $124
CA $398 total
includes taxes & fees
Sep 29 - Sep 30
Quiet Milton Retreat Close to Downtown & Water!

10. 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 CA $223
CA $542 total
includes taxes & fees
Sep 25 - Sep 26
Perfect 3-bedroom house with AC in serene Milton

11. 30 Minutes to Beaches and Entertainment

30 Minutes to Beaches and Entertainment
Milton
10.0 out of 10, Exceptional, (43 reviews)
"Home was beautiful and the host communicated very well! Would definitely come back again!"
United States
Tia S.
The price is CA $215
CA $576 total
includes taxes & fees
Sep 24 - Sep 25
30 Minutes to Beaches and Entertainment

12. Pensacola FL | King Bed

Pensacola FL | King Bed
Northwest Pensacola
10.0 out of 10, Exceptional, (62 reviews)
"Accommodations are snug, really enjoyed my time there."
United States
Anonymous traveller
The price is CA $123
CA $154 total
includes taxes & fees
Sep 23 - Sep 24
Pensacola FL | King Bed

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, (15 reviews)
"Absolutely beautiful home and the host is wonderful as well. "
United States
Don Don B.
The price is CA $189
CA $345 total
includes taxes & fees
Sep 28 - Sep 29
W Milton 15 min to downtown PCola and beaches

14. Three bedroom Home in Milton Near NAS

Three bedroom Home in Milton Near NAS
Milton
The price is CA $182
CA $571 total
includes taxes & fees
Sep 24 - Sep 25
Three bedroom Home in Milton Near NAS

15. 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 CA $359
CA $625 total
includes taxes & fees
Sep 25 - Sep 26
Sowell Farm's Retreat

16. 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 $201
CA $650 total
includes taxes & fees
Sep 24 - Sep 25
Stocked Fishing Pond On-site: Quiet Pensacola Home

17. 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 $101
CA $258 total
includes taxes & fees
Oct 12 - Oct 13
Serene Studio Near Downtown Milton & Water!

18. King Bed|Smoking|Pensacola FL

King Bed|Smoking|Pensacola FL
Northwest Pensacola
10.0 out of 10, Exceptional, (52 reviews)
"The surrounding area is nice, peaceful yet still close enough to attractions."
United States
Anonymous traveller
The price is CA $123
CA $153 total
includes taxes & fees
Sep 23 - Sep 24
King Bed|Smoking|Pensacola FL

19. Fire Pit & On-Site Fishing! Pensacola Family Home

Fire Pit & On-Site Fishing! Pensacola Family Home
Pensacola
9.8 out of 10, Exceptional, (20 reviews)
"This was our third stay at this place we love it and will come back again "
United States
Beverly N.
The price is CA $145
CA $656 total
includes taxes & fees
Oct 5 - Oct 6
Fire Pit & On-Site Fishing! Pensacola Family Home

20. Sowell’s Cozy Cottage

Sowell’s Cozy Cottage
Milton
The price is CA $352
CA $616 total
includes taxes & fees
Sep 24 - Sep 25
Sowell’s Cozy Cottage
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?

W Milton 15 min to downtown PCola and beaches: This vacation home near Jay offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable 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. 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 Adventures Unlimited Outdoor Center and Neil Colonial 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.