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Compare 226 Vacation Homes in Jay with updated reviews, rates, and availability.

New development nice and cozy for a quick get vacation 27 min. from the beach!

New development nice and cozy for a quick get vacation 27 min. from the beach!

WINTER SPECIAL PRICE in a great location 🏚️

9.6 out of 10, Exceptional, (114)
"Yeli was wonderful and very responsive. The home was extremely clean and comfortable. It is in a great location with easy access to everything in Pensacola."
WINTER SPECIAL PRICE in a great location 🏚️

Private Pool |Fenced Yard |Garage |Screened Patio |North Pensacola |Convenient to Airport & Shopping

10.0 out of 10, Exceptional, (27)
"Nice quiet neighborhood, cozy home that your family would love. Close to airport, shopping, and restaurants. "
Private Pool |Fenced Yard |Garage |Screened Patio |North Pensacola |Convenient to Airport & Shopping

Waterfront Home W/ Boat Dock, Kayaks, Fishing poles and More!!

9.8 out of 10, Exceptional, (66)
"Bright and airy duplex with spacious bedrooms and loads of storage space. Easy access to Milton, Pensacola and Avalon Beach. Great yard for dogs to stretch their legs. Loads of outdoor space to relax and enjoy the beautiful Florida weather. Shopping and restaurants very close by and convenient."
Waterfront Home W/ Boat Dock, Kayaks, Fishing poles and More!!

Milton's Remodeled Cozy Retreat- 30min to Beaches and 4 min to Blackwater River

10.0 out of 10, Exceptional, (5)
"Perfect location to stay near family that lives in Milton. Just a short drive to the beach and plenty of restaurants and grocery options. The home was well decorated and furnished, very clean and stocked with everything you need. The host was very prompt in answering any questions I had and check-in was a breeze. Would definitely book again!"
The price is SAR 544
SAR 1,359 total
includes taxes & fees
30 Dec - 31 Dec
Milton's Remodeled Cozy Retreat- 30min to Beaches and 4 min to Blackwater River

Large Comfy Home, Close to Beach, Breakfast Included

9.4 out of 10, Exceptional, (6)
"My family and I had a great stay at this house. The house is great and the neighborhood is friendly and quiet."
Large Comfy Home, Close to Beach, Breakfast Included

Dog-friendly home with massage room, near airport and historic downtown

9.4 out of 10, Exceptional, (3)
"was nice "
Dog-friendly home with massage room, near airport and historic downtown

Pool paradise in P'cola!

2.0 star property
8.2 out of 10, Very Good, (23)
"The host was wonderful, very accommodating and had great communication. Our stay in Pensacola was to celebrate my daughter’s graduation from UWF. The house was perfect for approx 20 guests to mingle and visit with her after the ceremony. Very spacious and nice outdoor area. I thank you for making our weekend special. "
Pool paradise in P'cola!

Adorable North Pensacola Cottage - Private Back Yard - Fast WiFi - Free Parking - *Reduced Rates*

10.0 out of 10, Exceptional, (23)
"This was the second time we have stayed at this home. The access to all of the activities in the Pensacola area is the greatest draw. It is very convenient and even though it is in town it is wonderfully quiet and relaxing."
Adorable North Pensacola Cottage - Private Back Yard - Fast WiFi - Free Parking - *Reduced Rates*

"Tree House" on The Creek in Mid Town Pensacola!

9.8 out of 10, Exceptional, (37)
"We were so happy at how close this house was to the college our teens were visiting. We loved having coffee on the deck. We found it to be very peaceful. The house was extremely clean and in a nice neighborhood. We hope to come back again!"
"Tree House" on The Creek in Mid Town Pensacola!

Pet-Friendly Pensacola Home w/ Sunny Backyard!

9.8 out of 10, Exceptional, (29)
"This home is clean, comfortable, and well stocked. In the mornings you could enjoy a cup of coffee on the front porch, and in the afternoons you could enjoy being with friends on the back porch. There was always somewhere nice indoors and outdoors to sit and relax. The dog enjoyed the fun backyard. Thanks so much!"
Pet-Friendly Pensacola Home w/ Sunny Backyard!

LUXURY TOWNHOME NEAR DOWNTOWN AND PENSACOLA BEACH

9.6 out of 10, Exceptional, (15)
"Stuck down deep in the information was “Admiral’s Quarters”, this is very important. So the first night it was late I was exhausted so I got a hotel room bc I’d been on two wild goose chases. One I ended up on a donkey trail in Pine Forest and the other on Joy Street bc I hit the VRBO get directions to property. The next day I went looking for the property in a high traffic, mushed together townhouse area. Everyone’s garbage can was sitting out at the street, cars parked everywhere on the small...
The price is SAR 350
SAR 963 total
includes taxes & fees
6 Jan - 7 January 2025
LUXURY TOWNHOME NEAR DOWNTOWN AND PENSACOLA BEACH

Milton Waterfront Home w/ Dock & Outdoor Kitchen!

10.0 out of 10, Exceptional, (1)
"Property is nice and accommodating"
Milton Waterfront Home w/ Dock & Outdoor Kitchen!

Red Door Bungalow-15 minutes to BEACH + Pet-Friendly!

9.4 out of 10, Exceptional, (29)
"Overall ok, Could use a few improvements for comfort."
The price is SAR 259
SAR 754 total
includes taxes & fees
29 Dec - 30 Dec
Red Door Bungalow-15 minutes to BEACH + Pet-Friendly!

Brand New Glamorous 3BR House

10.0 out of 10, Exceptional, (3)
"Enjoyed our stay."
Brand New Glamorous 3BR House

Pool 2 King Beds Home Family Baby Ready Beach Gear Fire Pit

10.0 out of 10, Exceptional, (23)
"It was great and everything was perfect "
Pool 2 King Beds Home Family Baby Ready Beach Gear Fire Pit

Very Clean, Spacious, & Quiet Home Near Beaches

9.0 out of 10, Wonderful, (16)
"Everything was great. If anything, could have used another set of bath towels and dishtowel/ dishcloth. Visiting friends in the Pensacola area and will rent again if we visit again."
The price is SAR 300
SAR 956 total
includes taxes & fees
8 Jan - 9 January 2025
Very Clean, Spacious, & Quiet Home Near Beaches

Pensacola Home w/ Private Lanai, 9 Mi to Downtown!

10.0 out of 10, Exceptional, (10)
"This home was nice and roomy for all of us and was centrally located. We plan to stay again next year."
Pensacola Home w/ Private Lanai, 9 Mi to Downtown!

Pensacola Dog-Friendly Retreat: Backyard | Firepit

9.6 out of 10, Exceptional, (4)
"Love this home & I have been telling friends & family about the property. Our family will be booking again 💖"
The price is SAR 807
SAR 1,848 total
includes taxes & fees
7 Jan - 8 January 2025
Pensacola Dog-Friendly Retreat: Backyard | Firepit

Fins to the Left on Blackwater River - 35 mins to the Beach

9.8 out of 10, Exceptional, (10)
"We loved our stay here. Enjoyed the sunsets and peacful porch sitting and kayaking. Stay here! You will not regret it!"
The price is SAR 372
SAR 874 total
includes taxes & fees
9 Jan - 10 January 2025
Fins to the Left on Blackwater River - 35 mins to the Beach
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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Other property types in Jay

Extended Stay

2.5 star property
4.6 out of 10, (255)
"Good people "
The price is SAR 229
SAR 258 total
includes taxes & fees
29 Dec - 30 Dec
Extended Stay

stayAPT Suites Pensacola-UWF/West Florida Hospital Area

4.0 star property
8.8 out of 10, Excellent, (90)
"Friendly staff. Well-maintained location. "
The price is SAR 334
SAR 376 total
includes taxes & fees
29 Dec - 30 Dec
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

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
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.