Jay Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Jay Vacation Homes

Red Door Bungalow-15 minutes to BEACH + Pet-Friendly!
Relax in this inviting living room with two sofas, a comfortable ottoman, and a ceiling fan.

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

9.4 out of 10, Exceptional, (43)
"Its Ok it could use some Up keep on the outside and Finish the Renovations on the inside like cleaningsup the paint on floors and Cleaning the Vents and Making sure theuly clen under the furniture "
The price is CA $103
CA $281 total
includes taxes & fees
Aug 12 - Aug 13
Red Door Bungalow-15 minutes to BEACH + Pet-Friendly!
Family Oasis in Milton – 4BR, Sparkling Pool, Pet-Friendly & Fully Fenced!
Outdoor pool

Family Oasis in Milton – 4BR, Sparkling Pool, Pet-Friendly & Fully Fenced!

9.6 out of 10, Exceptional, (4)
"Great host! Thank you for letting us stay!!"
Family Oasis in Milton – 4BR, Sparkling Pool, Pet-Friendly & Fully Fenced!
Pool paradise in P'cola - Stylish, Dog-friendly home close to shopping & beach!
Enjoy cooking in this well-equipped kitchen with a central island, oven, and stainless steel appliances.

Pool paradise in P'cola - Stylish, Dog-friendly home close to shopping & beach!

2.0 star property
8.4 out of 10, Very good, (48)
"Wonderful place to stay, great host. I would recommend. "
The price is CA $173
CA $360 total
includes taxes & fees
Aug 11 - Aug 12
Pool paradise in P'cola - Stylish, Dog-friendly home close to shopping & beach!
Peaceful and Centrally Located Place. Be at Home in the Heart of Pensacola.
Enjoy al fresco dining and relaxation in this outdoor space, complete with a fire pit and comfortable seating.

Peaceful and Centrally Located Place. Be at Home in the Heart of Pensacola.

7.0 out of 10, Good, (4)
"Overall a nice place to stay for a getaway. Was in a nice neighborhood and close enough to the beach. "
The price is CA $137
CA $267 total
includes taxes & fees
Aug 15 - Aug 16
Peaceful and Centrally Located Place. Be at Home in the Heart of Pensacola.
The Peaceful Pensacola Home
Beach

The Peaceful Pensacola Home

9.8 out of 10, Exceptional, (7)
The Peaceful Pensacola Home
Coastal Living 🏡 Freshly Decorated and Spacious
Enjoy meals in the kitchen with a central island and bar stools, featuring an oven and range hood.

Coastal Living 🏡 Freshly Decorated and Spacious

9.0 out of 10, Wonderful, (15)
"This was a great clean spacious home that was exactly what we were looking for. I look forward to staying here again in the future"
Coastal Living 🏡 Freshly Decorated and Spacious
Waterfront property with kayaks and boat slip! Ideal for relaxing or exploring!
Enjoy cooking and dining in this well-equipped kitchen with a dining table and comfortable seating area.

Waterfront property with kayaks and boat slip! Ideal for relaxing or exploring!

10.0 out of 10, Exceptional, (2)
"Very clean and quiet . Had a great visit "
Waterfront property with kayaks and boat slip! Ideal for relaxing or exploring!
One of a Kind Large MCM Home! Huge 400+yr Oaks 20 min to Pensacola Beach
Enjoy dining al fresco under the shade of a mature tree, surrounded by lush greenery and a wooden fence.

One of a Kind Large MCM Home! Huge 400+yr Oaks 20 min to Pensacola Beach

9.8 out of 10, Exceptional, (27)
"The home owner was amazing and the house was spotless when we walked in. This is our second time staying here and will always be our go to house when available. Thank yall for the great stay!"
One of a Kind Large MCM Home! Huge 400+yr Oaks 20 min to Pensacola Beach
Milton's Remodeled Cozy Retreat- 30min to Beaches and 4 min to Blackwater River
Enjoy a spacious living area with a sofa, rug, and dining table, plus a well-equipped kitchen with white cabinetry and a countertop.

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

9.8 out of 10, Exceptional, (12)
"The house was very clean. The description was as advertised. You can comfortably sleep 4 people in the house. Oh, did i mention it was very CLEAN. "
The price is CA $179
CA $481 total
includes taxes & fees
Aug 12 - Aug 13
Milton's Remodeled Cozy Retreat- 30min to Beaches and 4 min to Blackwater River
Huge Private Pool & Yard |Backyard Beach Barbecue |Fenced |Dogs Ok |Hammock |Fire Pit |Game Room
Relax in a serene backyard oasis with a swimming pool, Adirondack chairs, and a covered patio.

Huge Private Pool & Yard |Backyard Beach Barbecue |Fenced |Dogs Ok |Hammock |Fire Pit |Game Room

9.2 out of 10, Wonderful, (27)
"Our family enjoyed this property very much! The backyard, pool and game room were a big hit with our boys!"
Huge Private Pool & Yard |Backyard Beach Barbecue |Fenced |Dogs Ok |Hammock |Fire Pit |Game Room
Large Remodeled Central Located Minutes to the Beach & Downtown Free Big Parking
Relax in this stylish living room with a cozy fireplace, flat-screen TV, and comfortable seating area.

Large Remodeled Central Located Minutes to the Beach & Downtown Free Big Parking

2.0 star property
10.0 out of 10, Exceptional, (8)
"Our family thoroughly enjoyed our stay here. We had more than enough space to accommodate everyone and enjoyed all that the space had to offer. We definitely recommend this property and will try to stay here again any time we have family together again in Pensacola. "
Large Remodeled Central Located Minutes to the Beach & Downtown Free Big Parking
Pace Family Home: 1 Mi to Beach & Park!
Enjoy cooking in this well-equipped kitchen with a central island, dishwasher, and stainless steel sink.

Pace Family Home: 1 Mi to Beach & Park!

8.4 out of 10, Very good, (5)
"We had a blast and a wonderful stay in this quiet neighborhood, which was central in location for the places we visited."
Pace Family Home: 1 Mi to Beach & Park!
Bagdad Spirit House
Enjoy a serene beach experience with gentle waves lapping at the shore.

Bagdad Spirit House

10.0 out of 10, Exceptional, (4)
"This was our 2nd time staying here. Very nice accommodations. Great for our family to be together."
The price is CA $144
CA $351 total
includes taxes & fees
Aug 11 - Aug 12
Bagdad Spirit House
Mental Health Getaway W/Large Private Backyard & Hot Springs 7-Seater Hot Tub!
Enjoy al fresco dining and relaxation on this patio, featuring a barbecue grill, seating area, and lush greenery.

Mental Health Getaway W/Large Private Backyard & Hot Springs 7-Seater Hot Tub!

9.6 out of 10, Exceptional, (8)
"Had a nice time staying here, too bad the weather wasn't a little better. This would be a great place for families to stay at with kids."
Mental Health Getaway W/Large Private Backyard & Hot Springs 7-Seater Hot Tub!
Pensacola Country Bungalow II
Enjoy meals in this well-equipped kitchen with a microwave and refrigerator, adjacent to a dining area with a table and chairs.

Pensacola Country Bungalow II

6.0 out of 10, (2)
"We were there for a funeral and primarily only sleeping so having coffee in the morning a shower and a place to sleep was the priorities. The photos and the information showed a different place than where we stayed. There was not twin beds and the furniture was not the same either. There were no twin beds and that was a big reason for renting the space. Also whomever cleaned the place did a less than stellar job as there was crumbs from the bar on the bar chairs from whomever was there last and...
Pensacola Country Bungalow II
Charming waterfront 3-bedroom, 3 bath house with gourmet kitchen in Milton, FL
Enjoy a serene waterfront view from this outdoor space with a deck and dock.

Charming waterfront 3-bedroom, 3 bath house with gourmet kitchen in Milton, FL

10.0 out of 10, Exceptional, (3)
"Super clean and secluded "
Charming waterfront 3-bedroom, 3 bath house with gourmet kitchen in Milton, FL
Central Pensacola Studio, Groovy & Spacious
Relax in a tranquil setting with two Adirondack chairs on a patterned rug, surrounded by lush greenery and a wooden fence.

Central Pensacola Studio, Groovy & Spacious

9.4 out of 10, Exceptional, (3)
"Amazing , perfect for two "
The price is CA $199
CA $378 total
includes taxes & fees
Aug 10 - Aug 11
Central Pensacola Studio, Groovy & Spacious
Charming 3-bedroom house in delightful Pensacola with Pool
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and refrigerator.

Charming 3-bedroom house in delightful Pensacola with Pool

Charming 3-bedroom house in delightful Pensacola with Pool
Private 3 Bed, 2 Bath Home on 1 Acre with a Fireplace
Relax on the deck surrounded by lush greenery and enjoy the peaceful atmosphere.

Private 3 Bed, 2 Bath Home on 1 Acre with a Fireplace

10.0 out of 10, Exceptional, (5)
"A wonderful place"
Private 3 Bed, 2 Bath Home on 1 Acre with a Fireplace
30 Minutes to Beaches and Entertainment
Kitchen features a refrigerator, microwave, oven, dishwasher, sink, and countertop space for food preparation.

30 Minutes to Beaches and Entertainment

10.0 out of 10, Exceptional, (24)
"Home away from home! House was comfortable, clean and well stocked. Just need the food and you will eat it in comfort. We will definitely be back! "
The price is CA $246
CA $562 total
includes taxes & fees
Aug 17 - Aug 18
30 Minutes to Beaches and Entertainment
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Jay Hotel Reviews

Rodeway Inn

Rodeway Inn

10/10 Excellent
"Great staff and right off the highway "
Christian 2-night trip
Posted 1 day ago
Rodeway Inn