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Jay Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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.
The price is AED 364
AED 748 total
includes taxes & fees
1 Oct - 2 Oct
ADORABLE COTTAGE ON A FARM
A kitchen with white cabinets, a wooden countertop, and a window with a view of greenery.

2. 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 AED 350
AED 713 total
includes taxes & fees
1 Oct - 2 Oct
Charming Tiny Home in Pace Near Downtown and Pensacola Beach, 2 min from Walmart
A swimming pool with a water feature, surrounded by a concrete deck.

3. 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 AED 281
AED 573 total
includes taxes & fees
5 Oct - 6 Oct
Cozy Private Room-Queen&Full Bed, Hot Tub Pool Pets Welcome!
A modern apartment with a kitchen, dining area, and living room.

4. 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.
Quiet Milton Retreat Close to Downtown & Water!
A white single-story house with a black door, a covered porch, and string lights.

5. 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 AED 477
AED 946 total
includes taxes & fees
4 Oct - 5 Oct
The Cottage at Steve’s Farm in Walnut Hill Fl
A spacious kitchen with a large island, white cabinetry, and a chandelier.

6. 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.
Exotic Farm Stay
Exterior

7. 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, (390 reviews)
"Clean hotel easy check in comfortable beds one of the best hotels I have been to"
United States
Elizabeth
The price is AED 360
AED 405 total
includes taxes & fees
1 Oct - 2 Oct
stayAPT Suites Pensacola-UWF/West Florida Hospital Area
A modern kitchen with white cabinets, a marble countertop, and a built-in oven.

8. 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, (28 reviews)
"Such ease. The house is was super clean and hosts were easy to get in touch worh"
United States
Owen K.
The price is AED 496
AED 1,246 total
includes taxes & fees
2 Oct - 3 Oct
Milton's Remodeled Cozy Retreat- 30min to Beaches and 4 min to Blackwater River
A modern kitchen with dark cabinetry, stainless steel appliances, and a marble countertop.

9. 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 AED 566
AED 1,431 total
includes taxes & fees
1 Oct - 2 Oct
30 Minutes to Beaches and Entertainment
A hotel room with a bed, a TV, a dresser, and a mirror.

10. 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
The price is AED 341
AED 423 total
includes taxes & fees
1 Oct - 2 Oct
Pensacola FL | King Bed
A wooden cabin-style room with two beds, each with patterned bedding and headboards.

11. 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 AED 562
AED 802 total
includes taxes & fees
1 Oct - 2 Oct
Luxury Cabin At Blackwater Getaway, Short Walk Downhill To The River!
A modern kitchen with wooden cabinetry, a central island, and a dining area with a view of greenery.

12. 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.
Perfect 3-bedroom house with AC in serene Milton
A backyard with a fire pit, wooden chairs, and two mobile homes.

13. 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 AED 264
AED 678 total
includes taxes & fees
27 Oct - 28 Oct
Serene Studio Near Downtown Milton & Water!
A hotel room with a bed, a TV, a dresser, and a mirror.

14. 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
The price is AED 341
AED 422 total
includes taxes & fees
1 Oct - 2 Oct
King Bed|Smoking|Pensacola FL
A wooden staircase with metal railings leading to a dark ceiling.

15. Private Studio Oasis

Private Studio Oasis
North Northwest Pensacola
10.0 out of 10, Exceptional, (5 reviews)
"We loved the room. It was quiet and private. We enjoyed it."
United States
Heather P.
Private Studio Oasis
A spacious living room with a brown leather sofa, a wooden coffee table, and a ceiling fan.

16. Spacious 3BR Pace Home — King Bed + Screened Porch — Pet Friendly

Spacious 3BR Pace Home — King Bed + Screened Porch — Pet Friendly
Pace
9.2 out of 10, Wonderful, (15 reviews)
"Beautiful home. Nice amenities. Madison was easy to get ahold of. We would book again for a stay. Our family lives not far. Very clean."
United States
Rhonda M.
The price is AED 349
AED 1,184 total
includes taxes & fees
27 Oct - 28 Oct
Spacious 3BR Pace Home — King Bed + Screened Porch — Pet Friendly
A wooden dock leading to a calm body of water with kayaks and a paddleboard.

17. 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 AED 382
AED 1,617 total
includes taxes & fees
1 Oct - 2 Oct
Fire Pit & On-Site Fishing! Pensacola Family Home
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

18. New Home near UWF & PNS Beach!

New Home near UWF & PNS Beach!
Pensacola
9.0 out of 10, Wonderful, (11 reviews)
"Worked perfect for us. Close to family."
United States
Beth S.
The price is AED 319
AED 970 total
includes taxes & fees
1 Oct - 2 Oct
New Home near UWF & PNS Beach!
A wooden dock leading to a calm body of water with kayaks and a paddleboard.

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

Stocked Fishing Pond On-site: Quiet Pensacola Home
3.0 star property
Pensacola
The price is AED 444
AED 1,612 total
includes taxes & fees
1 Oct - 2 Oct
Stocked Fishing Pond On-site: Quiet Pensacola Home
Living area

20. 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.
Sowell Farm's Retreat
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

Country Inn & Suites by Radisson, Pensacola West, FL

Country Inn & Suites by Radisson, Pensacola West, FL

10/10 Excellent
"All good."
Angel 1-night trip
Posted 1 hour ago
Country Inn & Suites by Radisson, Pensacola West, FL

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 Country Club of Brewton.

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.