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Jay Holiday Rentals

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Check prices for these dates

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

Our top choices for Jay holiday rentals

Outdoor dining

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 HK$1,137
HK$1,693 total
includes taxes & fees
28 Jul - 29 Jul
Cozy Studio, inspiring for an artist or writer. Unique farm experience for all.
Games room

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

Pensacola Paradise, Heated Pool, Game Room, Jacuzzi, EV Charger, 7 Beds total.
North Northwest Pensacola
The price is HK$1,715
HK$3,965 total
includes taxes & fees
28 Jul - 29 Jul
Pensacola Paradise, Heated Pool, Game Room, Jacuzzi, EV Charger, 7 Beds total.
Exterior detail

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 HK$776
HK$1,621 total
includes taxes & fees
30 Jul - 31 Jul
ADORABLE COTTAGE ON A FARM
Outdoor pool

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 HK$558
HK$1,177 total
includes taxes & fees
25 Aug - 26 Aug
Cozy Private Room-Queen&Full Bed, Hot Tub Pool Pets Welcome!
Interior

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 HK$826
HK$1,609 total
includes taxes & fees
9 Aug - 10 Aug
Charming Tiny Home in Pace Near Downtown and Pensacola Beach, 2 min from Walmart
1 bedroom, WiFi, bed sheets

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 HK$1,200
HK$1,729 total
includes taxes & fees
28 Jul - 29 Jul
Luxury Cabin At Blackwater Getaway, Short Walk Downhill To The River!
Interior

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 HK$1,059
HK$2,809 total
includes taxes & fees
28 Jul - 29 Jul
Milton's Remodeled Cozy Retreat- 30min to Beaches and 4 min to Blackwater River
Coffee/tea maker, fridge, microwave, oven

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 HK$1,412
HK$3,252 total
includes taxes & fees
28 Jul - 29 Jul
Exotic Farm Stay
Exterior

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, (330 reviews)
"Great place to stay, room very clean. Bed was very comfortable. Loved my stay"
United States
Wanda
The price is HK$769
HK$866 total
includes taxes & fees
16 Aug - 17 Aug
stayAPT Suites Pensacola-UWF/West Florida Hospital Area
Exterior

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 HK$1,020
HK$2,020 total
includes taxes & fees
9 Aug - 10 Aug
The Cottage at Steve’s Farm in Walnut Hill Fl
Living area

Sowell’s Cozy Cottage

Sowell’s Cozy Cottage
Milton
The price is HK$1,976
HK$3,484 total
includes taxes & fees
29 Jul - 30 Jul
Sowell’s Cozy Cottage
Interior

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 HK$651
HK$2,621 total
includes taxes & fees
18 Aug - 19 Aug
Nurse-ready Rental 2 Mi to UWF Campus & Hospital!
Interior

Comfortable 3BR for Families Near Blackwater

Comfortable 3BR for Families Near Blackwater
Milton
The price is HK$1,553
HK$3,875 total
includes taxes & fees
28 Jul - 29 Jul
Comfortable 3BR for Families Near Blackwater
Living area

Sowell Farm's Retreat

Sowell Farm's Retreat
Milton
10.0 out of 10, Exceptional, (1 review)
The price is HK$2,016
HK$3,520 total
includes taxes & fees
16 Aug - 17 Aug
Sowell Farm's Retreat
Coffee/tea maker, fridge, microwave, oven

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 HK$1,404
HK$3,494 total
includes taxes & fees
5 Aug - 6 Aug
30 Minutes to Beaches and Entertainment
Terrace/patio

Serene Studio Near Downtown Milton & Water!

Serene Studio Near Downtown Milton & Water!
Milton
9.2 out of 10, Wonderful, (5 reviews)
"10/10 hosts! They were very helpful and communicative to our needs. The place itself is a great central location to get around without having to overspend for a vacation. Host was also very understanding and offered us a great deal for a last minute night extension. For my next vacation, I will be looking for Buddy Brown Properties again. Thanks for the excellent service!"
United States
Victoria G.
The price is HK$682
HK$1,580 total
includes taxes & fees
28 Jul - 29 Jul
Serene Studio Near Downtown Milton & Water!
Coffee/tea maker, fridge, microwave, oven

Patio Retreat • 10 min Downtown • 20 min Beach

Patio Retreat • 10 min Downtown • 20 min Beach
Northeast Pensacola
The price is HK$1,059
HK$2,110 total
includes taxes & fees
10 Aug - 11 Aug
Patio Retreat • 10 min Downtown • 20 min Beach
Beach

W Milton 15 min to downtown PCola and beaches

W Milton 15 min to downtown PCola and beaches
Milton
9.6 out of 10, Exceptional, (5 reviews)
"Absolutely beautiful home and the host is wonderful as well. "
United States
Don Don B.
The price is HK$1,059
HK$1,932 total
includes taxes & fees
29 Jul - 30 Jul
W Milton 15 min to downtown PCola and beaches
Smart TV, books

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 HK$1,098
HK$3,081 total
includes taxes & fees
23 Aug - 24 Aug
Welcome to Our Home - Pace/Pensacola - Pet friendly - Close to beaches!
Smart TV

Feel the Vibe

Feel the Vibe
Pensacola
9.4 out of 10, Exceptional, (3 reviews)
"Loved this place"
United States
Jason H.
The price is HK$614
HK$1,421 total
includes taxes & fees
10 Aug - 11 Aug
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

At Home Inn & Suites

At Home Inn & Suites

10/10 Excellent
"It was great"
Ronald 2-night trip
Posted 6 hours 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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  • Enter your travel dates to view the best deals on holiday rentals in Jay while they last

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

Frequently asked questions

Can I find a holiday rental in Jay?

Yes, there are holiday rentals close to the most popular sights in Jay, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Jay has to offer?

"Tree House" on The Creek in Mid Town Pensacola!: This holiday home rental outside of Jay is located on the waterfront, and has a balcony, 1 hot tub and a BBQ 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 that 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 wider area, you’ll find Adventures Unlimited Outdoor Center and Jefferson Davis Community College.

What’s a holiday rental in Jay like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Jay. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.