Jay Holiday Rentals

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Holiday Rentals in Jay

Extended Stay
2.5 star property
4.4 out of 10, 200 reviews
"Nice customer service "
Extended Stay
Blackwater Bay Hideaway by AvantStay | Waterfront, Pool, Dock, Hot Tub
10.0 out of 10, Exceptional, 1 review
"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
Adorable North Pensacola Cottage - Private Back Yard - Fast WiFi - Free Parking - *Reduced Rates*
10.0 out of 10, Exceptional, 17 reviews
"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*
CHARMING HOME PENSACOLA🌴
9.6 out of 10, Exceptional, 102 reviews
"A wonderful and cozy house for family vacations, with a cozy yard and a barbecue. Wonderful mornings with coffee to the singing of birds)))"
CHARMING HOME PENSACOLA🌴
Carriage House on 120 acres on Blackwater Bay with Private Pool
10.0 out of 10, Exceptional, 93 reviews
"this was a great trip and amazing place to stay so comfortable and quiet and peaceful and easy to access i will for sure try to stay again"
Carriage House on 120 acres on Blackwater Bay with Private Pool
Elegant townhome + oversized luxury pool
10.0 out of 10, Exceptional, 15 reviews
"This was one of the best stays. The house was very clean and comfortable. My family also talked highly of this townhouse. Thank you so much."
The price is NZ$578
includes taxes & fees
24 June - 25 June
24 Jun - 25 Jun
Elegant townhome + oversized luxury pool
Private Pool |Fenced Yard |Garage |Screened Patio |North Pensacola |Convenient to Airport & Shopping
10.0 out of 10, Exceptional, 19 reviews
"House was in a wonderful quiet family neighborhood with easy access to anywhere we wanted to go. Loved being able to come back to the peaceful private home and not deal with other people. Just what we needed! There have been lots of updates in this older home and while there are a few things that need attention, we can tell the home is clean and well maintained. Thank you for the great and private place to stay!"
Private Pool |Fenced Yard |Garage |Screened Patio |North Pensacola |Convenient to Airport & Shopping
"Tree House" on The Creek in Mid Town Pensacola!
9.8 out of 10, Exceptional, 27 reviews
"This was a great spot with plenty of room for my family! Our only complaint was the cleanlieness of the outdoor area. The listing hyped up the outdoor space however there were large spider webs, leaves, etc and we were unable to use it. We understand based on the location the bugs and nature happen, however a sweep of the space prior to arrival would have been nice. The inside was very clean and allowed plent of space for my family."
"Tree House" on The Creek in Mid Town Pensacola!
Waterfront Home W/ Boat Dock, Kayaks, Fishing poles and More!!
9.8 out of 10, Exceptional, 52 reviews
"I am giving this place a 5 however there is one little thing that I can suggest. The living room had no curtains for privacy at night. The home was very well stocked with household items and very comfy. We had the best time meeting our neighbors that were renting the other half of the duplex. Great family that we quickly became friends with and loved hearing their stories of the adventures of the day. Definitely a great week!"
Waterfront Home W/ Boat Dock, Kayaks, Fishing poles and More!!
Brand new townhouse development in a quiet area wit a community pool.
Brand new townhouse development in a quiet area wit a community pool.
Pensacola Vacation Rental w/ Private Yard & Pool!
9.0 out of 10, Wonderful, 2 reviews
"The stay was very enjoyable. The house and pool were clean and the host was very accommodating"
Pensacola Vacation Rental w/ Private Yard & Pool!
7,500 SF Southern Plantation House on 120 Acres on Blackwater Bay & Private Pool
10.0 out of 10, Exceptional, 31 reviews
"Family fun for a 7 night stay - ages 5 to 75 - 11 family members. Plenty of bedrooms and living spaces for us to spread out or to hang out together around the living room & kitchen areas. The pool was a big hit - as well as the 3rd story game room with pool table and big screen tv. The in house elevator was a big plus for getting luggage upstairs as well as our 2 over 65 gamily members. The master bedroom & bath suite were amazing! For a mostly adult group - bring extra wine glasses (there is a...
7,500 SF Southern Plantation House on 120 Acres on Blackwater Bay & Private Pool
Pet-Friendly Pensacola Home w/ Sunny Backyard!
9.8 out of 10, Exceptional, 20 reviews
"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!
Pensacola Beach Getaway Near Bay Bluffs Park & PNS
8.0 out of 10, Very good, 2 reviews
"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
Huge Private Pool & Yard |Backyard Beach Barbecue |Fenced |Dogs Ok |Hammock |Fire Pit |Game Room
10.0 out of 10, Exceptional, 10 reviews
"Great house! Our family enjoyed our stay in Pensacola!"
Huge Private Pool & Yard |Backyard Beach Barbecue |Fenced |Dogs Ok |Hammock |Fire Pit |Game Room
💥Unique Guest Suite in Pensacola!
10.0 out of 10, Exceptional, 10 reviews
"The check-in process was super easy and the place was super clean."
The price is NZ$341
includes taxes & fees
23 June - 24 June
23 Jun - 24 Jun
💥Unique Guest Suite in Pensacola!
⭐️La Puerta Al cielo - Private Pool, Game Room & Kareoke
10.0 out of 10, Exceptional, 5 reviews
"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
Come relax at Kozy on Kipling. Close to shopping, eats, hospital,university, i10
9.6 out of 10, Exceptional, 15 reviews
"Kozy on Kipling provided the perfect place for our family to stay while taking a college tour of UWF and checking out downtown Pensacola. Everything you see in the pictures is accurate and very beautiful! Plenty of space, two bedrooms and bathrooms, fully equipped kitchen, and coffee bar were all appreciated! Mark was easy to communicate with! We would definitely stay again!"
Come relax at Kozy on Kipling. Close to shopping, eats, hospital,university, i10
Back to Emerald - Cute, cozy & close to the coast
9.6 out of 10, Exceptional, 4 reviews
"Overall the property was good for the price the the set up was quant and and cozy. The owner was quick to respond to our communications and they provided basic amenities such as dishware, utensils and basic toiletries. The house looks like it has had some updates the only thing we noticed that was a little was concerning is it looks like some of the vinyl plank flooring was coming lose due to the floor not being level in places. For someone wanting to save money on a trip to Florida and does...
Back to Emerald - Cute, cozy & close to the coast
LUXURY TOWNHOME NEAR DOWNTOWN AND PENSACOLA BEACH
9.6 out of 10, Exceptional, 15 reviews
"the property is very comfortable were a few days of rest 100% recommended,hope to return soon."
LUXURY TOWNHOME NEAR DOWNTOWN AND PENSACOLA BEACH
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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

Country Inn & Suites by Radisson, Pensacola West, FL
2.5 star property
8.6 out of 10, Excellent, 1,003 reviews
"The stay there worked well for us "
The price is NZ$198
includes taxes & fees
7 July - 8 July
7 Jul - 8 Jul
Country Inn & Suites by Radisson, Pensacola West, FL
Quality Inn & Suites Pensacola Bayview
2.5 star property
7.0 out of 10, Good, 1,004 reviews
"N/A"
The price is NZ$148
includes taxes & fees
27 June - 28 June
27 Jun - 28 Jun
Quality Inn & Suites Pensacola Bayview
Hotel Pensacola
2.5 star property
8.6 out of 10, Excellent, 1,052 reviews
"Great value"
The price is NZ$230
includes taxes & fees
3 July - 4 July
3 Jul - 4 Jul
Hotel Pensacola
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?

PENSACOLA BAY VACATION HOME: This holiday home rental outside of Jay offers a garden, a selection of books and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 Country Club of Brewton and Adventures Unlimited Outdoor Center.

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.

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