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Jay Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Jay vacation rentals

A wooden deck leading to a building with a white door and a clock on the wall.

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.
$185 nightly
The price is $205
Sep 27 - Sep 28
Total with taxes and fees
ADORABLE COTTAGE ON A FARM
A swimming pool with a water feature, surrounded by a concrete deck.

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.
$137 nightly
The price is $151
Sep 25 - Sep 26
Total with taxes and fees
Cozy Private Room-Queen&Full Bed, Hot Tub Pool Pets Welcome!
A kitchen with white cabinets, a wooden countertop, and a window with a view of greenery.

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.
$173 nightly
The price is $191
Sep 28 - Sep 29
Total with taxes and fees
Charming Tiny Home in Pace Near Downtown and Pensacola Beach, 2 min from Walmart
A white single-story house with a black door, a covered porch, and string lights.

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.
$232 nightly
The price is $258
Sep 25 - Sep 26
Total with taxes and fees
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, (382 reviews)
"Definitely recommend staying here .I will be back"
United States
Giselle
$109 nightly
The price is $123
Sep 27 - Sep 28
Total with taxes and fees
stayAPT Suites Pensacola-UWF/West Florida Hospital Area
A modern kitchen with white cabinets, a marble countertop, and a built-in oven.

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.
$309 nightly
The price is $343
Oct 2 - Oct 3
Total with taxes and fees
Milton's Remodeled Cozy Retreat- 30min to Beaches and 4 min to Blackwater River
A spacious kitchen with a large island, white cabinetry, and a chandelier.

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.
$372 nightly
The price is $412
Sep 28 - Sep 29
Total with taxes and fees
Exotic Farm Stay
A wooden cabin-style room with two beds, each with patterned bedding and headboards.

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.
$211 nightly
The price is $218
Sep 27 - Sep 28
Total with taxes and fees
Luxury Cabin At Blackwater Getaway, Short Walk Downhill To The River!
A modern apartment with a kitchen, dining area, and living room.

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.
$259 nightly
The price is $288
Sep 29 - Sep 30
Total with taxes and fees
Quiet Milton Retreat Close to Downtown & Water!
A modern kitchen with wooden cabinetry, a central island, and a dining area with a view of greenery.

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.
$349 nightly
The price is $386
Sep 27 - Sep 28
Total with taxes and fees
Perfect 3-bedroom house with AC in serene Milton
A modern kitchen with dark cabinetry, stainless steel appliances, and a marble countertop.

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.
$374 nightly
The price is $413
Sep 25 - Sep 26
Total with taxes and fees
30 Minutes to Beaches and Entertainment
A hotel room with a bed, a TV, a dresser, and a mirror.

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 traveler
$98 nightly
The price is $109
Sep 25 - Sep 26
Total with taxes and fees
Pensacola FL | King Bed
A sandy beach with footprints leading to the water, and several blue umbrellas lined up along the shore.

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.
$216 nightly
The price is $239
Sep 27 - Sep 28
Total with taxes and fees
W Milton 15 min to downtown PCola and beaches
A living room with a wooden console table, a white wall with abstract art, a door leading to a balcony, and a brown couch.

14. Three bedroom Home in Milton Near NAS

Three bedroom Home in Milton Near NAS
Milton
$350 nightly
The price is $389
Sep 27 - Sep 28
Total with taxes and fees
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.
$403 nightly
The price is $446
Sep 28 - Sep 29
Total with taxes and fees
Sowell Farm's Retreat
A wooden dock leading to a calm body of water with kayaks and a paddleboard.

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

Stocked Fishing Pond On-site: Quiet Pensacola Home
3.0 star property
Pensacola
$413 nightly
The price is $465
Sep 25 - Sep 26
Total with taxes and fees
Stocked Fishing Pond On-site: Quiet Pensacola Home
A backyard with a fire pit, wooden chairs, and two mobile homes.

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.
$168 nightly
The price is $186
Oct 12 - Oct 13
Total with taxes and fees
Serene Studio Near Downtown Milton & Water!
A hotel room with a bed, a TV, a dresser, and a mirror.

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 traveler
$98 nightly
The price is $109
Sep 25 - Sep 26
Total with taxes and fees
King Bed|Smoking|Pensacola FL
A wooden dock leading to a calm body of water with kayaks and a paddleboard.

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.
$391 nightly
The price is $437
Sep 25 - Sep 26
Total with taxes and fees
Fire Pit & On-Site Fishing! Pensacola Family Home
A cozy living room with a grey sofa, a grey armchair, and a glass coffee table.

20. Sowell’s Cozy Cottage

Sowell’s Cozy Cottage
Milton
$381 nightly
The price is $423
Oct 2 - Oct 3
Total with taxes and fees
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

Quality Inn & Suites Pensacola Bayview

Quality Inn & Suites Pensacola Bayview

10/10 Excellent
"Clean comfortable bed and room. Good AC. Hot and strong shower and great breakfast. Location was excellent"
Debra 1-night trip
Posted 4 hours ago
Quality Inn & Suites Pensacola Bayview

Find out more about Jay

Everything you need to know about Jay vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jay vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Jay vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jay. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Jay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $119 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Jay rentals

At Expedia, we put the best Jay vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Jay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jay vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.