Pensacola Holiday Rentals

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Holiday Rentals in Pensacola

Our top choices for Pensacola holiday rentals

Springmaid Mountain

3.0 star property
8.8 out of 10, Excellent, (110)
"We enjoyed our stay!"
The price is AU$233
includes taxes & fees
14 Sept - 15 Sept
Springmaid Mountain

Huge 8 bdm 7 baths, log cabin with views!!! sleeps 35, eating for 28, pets ok

9.2 out of 10, Wonderful, (316)
"My husband and I enjoyed our stay at the cabin our only downside is we didn’t get out sightseeing. The cabin was lovely."
The price is AU$1,180
includes taxes & fees
14 Sept - 15 Sept
Huge 8 bdm 7 baths, log cabin with views!!! sleeps 35, eating for 28, pets ok

Mountain Getaway, Very Private on 10 Acres with Panoramic View

9.4 out of 10, Exceptional, (209)
"Beautiful and quaint house, gorgeous view. Quiet, great place to relax. The host is serious about their 20 page pdf though, be sure to read that thing end-to-end BEFORE getting to the property, or you will not be able to get in. "
Mountain Getaway, Very Private on 10 Acres with Panoramic View

Mountain Cabin w/ Hot Tub & Cozy Loft

9.6 out of 10, Exceptional, (67)
"Definitely a nice cozy place tucked away in the NC mountains"
Mountain Cabin w/ Hot Tub & Cozy Loft

Wi-Fi PRIVATE Cabin in town Black Mountain Montreat FAST to Asheville WOODS

10.0 out of 10, Exceptional, (262)
"What a fantastic place to stay in lovely and fun Black Mountain. The cabin was spacious but also cozy, clean and extremely well furnished, everything we needed in the kitchen! We found great restaurants and gift shops along Cherry Street, and playground and fun for the kids at Robert Lake Park. John and Rachel were great hosts, very easy to communicate with! We hope to stay here again for any future trips to this great spot !:) "
The price is AU$484
includes taxes & fees
23 Sept - 24 Sept
Wi-Fi PRIVATE Cabin in town Black Mountain Montreat FAST to Asheville WOODS

The Perch Cabin with Hot tub. Uncomparible Panoramic view!!

9.8 out of 10, Exceptional, (145)
"The cabin is just right for 2 people who want a relaxing trip to the mountains Very clean, well equipped. Hot Tub. Exceptional views!Property manager is very attentive to your needs. Its on a gravel one lane mountain road but i had no issue even with my Corvette. "
The Perch Cabin with Hot tub. Uncomparible Panoramic view!!

Suite 3, Quick Stroll to Downtown Black Mountain

9.4 out of 10, Exceptional, (3)
"Great location for exloring Black Mountain."
The price is AU$260
includes taxes & fees
17 Sept - 18 Sept
Suite 3, Quick Stroll to Downtown Black Mountain

Beautiful Mountain Home: 6BR/4BA Hot Tub+Game Room+Golf+Views

10.0 out of 10, Exceptional, (10)
"House was great - lots of room for group of 12Probably one of the best views of the ski slope as well. "
The price is AU$997
includes taxes & fees
16 Sept - 17 Sept
Beautiful Mountain Home: 6BR/4BA Hot Tub+Game Room+Golf+Views

Bears Den: Private, Comfortable, Well Kept Cottage w Hot Tub overlooking River.

9.4 out of 10, Exceptional, (199)
"We enjoyed our stay at Bear’s Den. Very relaxing little cabin in a great location and a great value."
Bears Den: Private, Comfortable, Well Kept Cottage w Hot Tub overlooking River.

Rustic 1940's Appalachian Summer Cabin w/hot tub - Black Mountain

10.0 out of 10, Exceptional, (19)
"We had an amazing stay here. It was a very nice property and we had no problems. The view was beautiful and peaceful. We would definitely stay again! "
Rustic 1940's Appalachian Summer Cabin w/hot tub - Black Mountain

Experience mountain bliss at Great Aspen Chateau, 4 kings, Pet Friendly

9.6 out of 10, Exceptional, (399)
"Fantastic property. Amazing views in the mountains. And close access to both Black Mountain Main Street and all the surrounding trails. Highly recommend staying here!!"
Experience mountain bliss at Great Aspen Chateau, 4 kings, Pet Friendly

1-bedroom secluded cottage forest view trails 15 min to Asheville. Pet friendly

10.0 out of 10, Exceptional, (197)
"The placevwas simply amazing. Great hosts. Great accomodations. Great grounds. Great area, with awesome placescto visit. We and our pups LOVED IT!!!4"
1-bedroom secluded cottage forest view trails 15 min to Asheville. Pet friendly

"Rooms with a View" newly renovated rustic modern home with stunning BRM views

10.0 out of 10, Exceptional, (4)
"House was great! View was amazing and a really good location "
The price is AU$637
includes taxes & fees
16 Sept - 17 Sept
"Rooms with a View" newly renovated rustic modern home with stunning BRM views

The Cozy Cabin In Black Mountain

10.0 out of 10, Exceptional, (328)
"The cabin was very clean and well stocked. Very relaxing stay. Close to downtown and walking trails. "
The Cozy Cabin In Black Mountain

Bowtie Mountain View Home~ Asheville * Hot tub * Black Mountain

2.0 star property
10.0 out of 10, Exceptional, (15)
"Had a great stay with the dogs for a quick spring break. "
The price is AU$929
includes taxes & fees
17 Sept - 18 Sept
Bowtie Mountain View Home~ Asheville * Hot tub * Black Mountain

Big Group Getaway | 7BR, 5BA + Free Parking

2.0 star property
9.6 out of 10, Exceptional, (5)
"We stayed for a week while working in Black Mountain / Swannanoa. This beautiful home was a fantastic place to recoup and connect with our group. Plenty of space, more than enough beds, multiple bathrooms, and lots of seats at the dinner table. A beautiful view of the valley from the front porch. "
Big Group Getaway | 7BR, 5BA + Free Parking

Hideaway from it all ! Holyfield Hideaway, Flag Pond, Tennessee

10.0 out of 10, Exceptional, (84)
"The hideaway is a great spot for a quiet weekend retreat. Chuck and Valda were delightful. The cabin is clean and cozy and was perfect for us!"
Hideaway from it all ! Holyfield Hideaway, Flag Pond, Tennessee

Tree Top Lodge Montreat - Architectural Retreat; Sleeps 18 with options up to 28

10.0 out of 10, Exceptional, (175)
"Wonderful place"
Tree Top Lodge Montreat - Architectural Retreat; Sleeps 18 with options up to 28

Knight's View~ Mountain sunset view~all pets allowed

9.8 out of 10, Exceptional, (16)
"Easy to find and a very peaceful setting. Gloria (owner) was very helpful and courteous during booking and throughout our stay. Would highly recommend staying."
The price is AU$273
includes taxes & fees
16 Sept - 17 Sept
Knight's View~ Mountain sunset view~all pets allowed

New red cedar log home just off the blue ridge parkway in Little Switzerland, NC

9.8 out of 10, Exceptional, (147)
"We enjoyed returning you this cozy cabin every evening while attending a workshop at Penland. "
New red cedar log home just off the blue ridge parkway in Little Switzerland, NC
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 Pensacola Hotel Reviews

Find out more about Pensacola

Find out more about Pensacola

Everything you need to know about Pensacola holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pensacola holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pensacola holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Pensacola holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pensacola. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pensacola holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pensacola holiday rentals we have selected for you start as low as AU$233 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Pensacola rentals

At Expedia, we put the best Pensacola holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pensacola rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pensacola holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pensacola. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Pensacola?

Yes, there are holiday rentals close to the most popular sights in Pensacola, 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 Pensacola has to offer?

Mountain Getaway, Very Private on 10 Acres with Panoramic View: This holiday home rental outside of Pensacola is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Pensacola?

Explore the area and family-friendly sights such as Emerald Village, or get out into nature at a spot like Mount Mitchell. Mount Mitchell State Park and Pisgah National Forest are a couple of places you'll find in the wider area.

What are holiday rentals like in Pensacola?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pensacola. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family trip or a small group gathering.