Jay Holiday Rentals

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Holiday Rentals in Jay

Front of property
Extended Stay
2.5 star property
4.4 out of 10, (194)
"Nice customer service "
Extended Stay
Fridge, microwave, oven, stovetop
Blackwater Bay Hideaway by AvantStay | Waterfront, Pool, Dock, Hot Tub
10.0 out of 10, Exceptional, (1)
"The inside of the house was beyond my expectations. The rooms were clean and spacious. The floors were immaculate. The kitchen was well stocked with all the right amenities and the beds were the best mattresses I had been in for a rental house. There was an issue with the water and the avant team got right on it and was fixed in good time. Any questions I had they were very good at communicating and solving problems. My only disappointment was that the pool was not ready for our arrival. The...
Blackwater Bay Hideaway by AvantStay | Waterfront, Pool, Dock, Hot Tub
Beach
Adorable North Pensacola Cottage - Private Back Yard - Fast WiFi - Free Parking - *Reduced Rates*
10.0 out of 10, Exceptional, (16)
"This was a great clean little home and was stock with everything we needed. Each bathroom had an adorable gift box with nice smelling essentials like shampoo, conditioner, lotion, bath salts, bar soap etc. and the kitchen had one too with dish taps, dish soap, a sponge etc. The beds were comfy and we slept well. The house has a garage which was available for us to utilize (we were visiting to move our son home from college), we appreciate everything. Thank You!"
Adorable North Pensacola Cottage - Private Back Yard - Fast WiFi - Free Parking - *Reduced Rates*
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Fridge, microwave, oven, stovetop
CHARMING HOME PENSACOLA🌴
9.6 out of 10, Exceptional, (98)
"Clean, comfortable, and convenient. We had a great stay. We would stay again."
CHARMING HOME PENSACOLA🌴
On the beach, sun-loungers
Carriage House on 120 acres on Blackwater Bay with Private Pool
10.0 out of 10, Exceptional, (90)
"We rented to the main house & the carriage house so we had the property all to ourselves. The pictures make the place look amazing but in person it is even better. Nathan the owner was great to work with. We booked and were planning our daughters wedding for about 8 months & he was super helpful & quickly responded. We hosted our daughters wedding on the property & it was just fantastic! Pros: The house is very large & clean. Beds & bedding are comfortable. Plenty of bathrooms & indoor hanging...
Carriage House on 120 acres on Blackwater Bay with Private Pool
Fridge, microwave, oven, stovetop
Elegant townhome + oversized luxury pool
10.0 out of 10, Exceptional, (13)
"Great place to stay"
The price is NZ$571
per night
28 May - 29 May
Elegant townhome + oversized luxury pool
Beach
Private Pool |Fenced Yard |Garage |Screened Patio |North Pensacola |Convenient to Airport & Shopping
10.0 out of 10, Exceptional, (16)
"After an unforeseeable cancellation with another individual, I was able to reserve this property the day before I needed to come to Pensacola for my daughter’s graduation. This house provided everything needed. This was my first time renting this way. It will not be my last. We had much more space than we would ever have had at a hotel and it was also less expensive. We had a great experience and made some good memories for my daughter. THANK YOU!"
Private Pool |Fenced Yard |Garage |Screened Patio |North Pensacola |Convenient to Airport & Shopping
Property grounds
"Tree House" on The Creek in Mid Town Pensacola!
10.0 out of 10, Exceptional, (26)
"Beautiful clean and safe"
"Tree House" on The Creek in Mid Town Pensacola!
Sun-loungers, beach towels
Waterfront Home W/ Boat Dock, Kayaks, Fishing poles and More!!
9.8 out of 10, Exceptional, (49)
"This was the first time my youngest got to go kayaking, we had so much fun staying in your home. I didn't hear any complaints the entire stay. All the kids enjoyed the dock,and watching the sunrise and set over the water. The neighborhood was quiet and safe. We look forward to staying again here sometime in the summer."
Waterfront Home W/ Boat Dock, Kayaks, Fishing poles and More!!
Beach
Brand new townhouse development in a quiet area wit a community pool.
Brand new townhouse development in a quiet area wit a community pool.
Fridge, microwave, oven, stovetop
7,500 SF Southern Plantation House on 120 Acres on Blackwater Bay & Private Pool
10.0 out of 10, Exceptional, (30)
"Stayed there with family and had a great time."
7,500 SF Southern Plantation House on 120 Acres on Blackwater Bay & Private Pool
Fridge, microwave, stovetop, dishwasher
Pensacola Vacation Rental w/ Private Yard & Pool!
9.0 out of 10, Wonderful, (2)
"The stay was very enjoyable. The house and pool were clean and the host was very accommodating"
Pensacola Vacation Rental w/ Private Yard & Pool!
Outdoor dining
Huge Private Pool & Yard |Backyard Beach Barbecue |Fenced |Dogs Ok |Hammock |Fire Pit |Game Room
10.0 out of 10, Exceptional, (9)
"The house was perfect to host my mom's 90th birthday. Comfortable & quiet location."
Huge Private Pool & Yard |Backyard Beach Barbecue |Fenced |Dogs Ok |Hammock |Fire Pit |Game Room
Beach
Pensacola Beach Getaway Near Bay Bluffs Park & PNS
8.0 out of 10, Very good, (2)
"Very nice home with plenty of room to spread out and centrally located for our week in Pensacola."
Pensacola Beach Getaway Near Bay Bluffs Park & PNS
Fridge, microwave, stovetop, dishwasher
Pet-Friendly Pensacola Home w/ Sunny Backyard!
9.8 out of 10, Exceptional, (19)
"The house was darling and immaculate. Loved the outside area which was perfect for relaxing. The fenced yard was perfect for our son’s dog. Unfortunately, there was a family emergency which cut my husband and son’s trip short. Highly recommend this property."
Pet-Friendly Pensacola Home w/ Sunny Backyard!
Smart TV
⭐️La Puerta Al cielo - Private Pool, Game Room & Kareoke
10.0 out of 10, Exceptional, (5)
"This is our second time staying at La Puerta Al cielo. It was great both times. The house is clean, roomy, and in a great location for us. The game room and pool make it even more fun. We will be staying again. Thanks!"
⭐️La Puerta Al cielo - Private Pool, Game Room & Kareoke
Smart TV
💥Unique Guest Suite in Pensacola!
10.0 out of 10, Exceptional, (8)
"Newly renovated downstairs "apartment" was just right for my quick 2 day work trip...but it's also great as a vacation place. Tasteful decor and thoughtfully outfitted with everything you would need for a very comfortable stay. A dining/sunroom, living room that had a microwave and small frig., and a large screen TV, bath and separate bedroom. Perfectly situated, the neighborhood is quiet with easy access to downtown Pensacola and the interstate. The owners were very responsive. I would stay...
The price is NZ$312
per night
28 May - 29 May
💥Unique Guest Suite in Pensacola!
Fridge, microwave, oven, stovetop
Back to Emerald - Cute, cozy & close to the coast
10.0 out of 10, Exceptional, (3)
"My spouse and our two furbabies enjoyed our stay there. It was very clean and the backyard was perfect for our two. The only thing I would recommend is have someone to work on the fence a little. There are openings where a small dog could wiggle through. Everyone enjoyed theor stay and would definitely stay there again."
Back to Emerald - Cute, cozy & close to the coast
Exterior
Come relax at Kozy on Kipling. Close to shopping, eats, hospital,university, i10
9.6 out of 10, Exceptional, (12)
"We were in town for our daughter’s graduation. Our stay was great, Mark was very attentive to questions we had. The location was convenient to everything. Overall we enjoyed the time we spent there."
Come relax at Kozy on Kipling. Close to shopping, eats, hospital,university, i10
Pool
LUXURY TOWNHOME NEAR DOWNTOWN AND PENSACOLA BEACH
9.6 out of 10, Exceptional, (15)
"the property is very comfortable were a few days of rest 100% recommended,hope to return soon."
The price is NZ$488
per night
28 May - 29 May
LUXURY TOWNHOME NEAR DOWNTOWN AND PENSACOLA BEACH
Don't see what you're looking for?
See all available properties in Jay
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.

Other types of properties in Jay you may be interested in

Lobby sitting area
Country Inn & Suites by Radisson, Pensacola West, FL
2.5 star property
8.6 out of 10, Excellent, (1016)
"The setup of the hotel was not of the normal convention. Water pressure was low. I like a nice shower after a long day."
The price is NZ$188
per night
30 May - 31 May
Country Inn & Suites by Radisson, Pensacola West, FL
Lobby
Hotel Pensacola
2.5 star property
8.6 out of 10, Excellent, (1073)
"It is in a central location which was very helpful."
The price is NZ$220
per night
29 May - 30 May
Hotel Pensacola
Exterior
Quality Inn & Suites Pensacola Bayview
2.5 star property
7.0 out of 10, Good, (1005)
"Room seems clean. Doors could be more secure. Ok for the rate. I booked through Expedia and there should be a large message explaining the $100.00 deposit on top of the room charge. "
The price is NZ$160
per night
3 Jun - 4 Jun
Quality Inn & Suites Pensacola Bayview
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Jay holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Jay. 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 Jay. 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 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 holiday 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 Jay short-term rentals, that won’t be hard to do.

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?

Elegant townhome + oversized luxury pool: This holiday home rental outside of Jay is located in the city centre, and has a patio, a garden and air conditioning 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. You and your friends and family can relax into your holiday with amenities such as 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 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.

Recent reviews of Jay properties
Expedia verified reviews