Holiday Rentals in Pensacola

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Our top choices for Pensacola holiday rentals

3.5 star property
The price is €282
includes taxes & fees
6 Mar - 7 Mar
1 Block to Boat Ramp: Monkey Island Home
9.6 out of 10, Exceptional, (12 reviews)
"Was perfect for a nice relaxing weekend"
United States
Paula J.
The price is €155
includes taxes & fees
8 Mar - 9 Mar
Romantic Getaway for 2 with Hot tub
9.4 out of 10, Exceptional, (34 reviews)
"Great place will return in summer time!"
United States
Kenneth S.
The price is €176
includes taxes & fees
23 Mar - 24 Mar
Cozy Lakeview Cabin, Boat Parking, Breathtaking Lake View, One Hour from Tulsa
10.0 out of 10, Exceptional, (4 reviews)
"We had a spectacular time. Scenery was beautiful and even deer came around the pond if front. We'd definitely go back again!"
United States
Marla W.
The price is €247
includes taxes & fees
6 Mar - 7 Mar
3 Crosslake ROMANTIC Log Cabin in the woods. Hot Tub & Wood Burning Fire Place.
10.0 out of 10, Exceptional, (38 reviews)
"Check in was so easy and such a cute house. "
United States
Monique M.
The price is €242
includes taxes & fees
8 Mar - 9 Mar
Spring Break Lake Escape – Book 5, Get 6th FREE!
10.0 out of 10, Exceptional, (45 reviews)
"Everything was great!"
United States
Logan A.
The price is €116
includes taxes & fees
16 Mar - 17 Mar
Studio Cabin on Grand Lake near Bernice State Park 53996 E 270RD, Afton OK 74331

Holiday Home in Big Cabin

Redbud Tiny Home Resort
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Love the tiny home had everything that we needed. Very peaceful."
United States
Kim
The price is €188
includes taxes & fees
6 Mar - 7 Mar
Redbud Tiny Home Resort
10.0 out of 10, Exceptional, (36 reviews)
"We had a great stay here for a weekend golf trip at Shangri La. The cabin was very clean and well maintained and comfortable. Would definitely stay here again."
United States
Isaiah P.
The price is €304
includes taxes & fees
8 Mar - 9 Mar
Twin Retreat Cabin 1: Hot Tub, Fire Pit, Golf Shangri La, Boat Grand Lake
10.0 out of 10, Exceptional, (6 reviews)
"Wonderful environment and cabin."
United States
Justin P.
The price is €219
includes taxes & fees
8 Mar - 9 Mar
Spring Pond Cabin at White Buffalo Lodge; Family-sized with lake access
9.6 out of 10, Exceptional, (8 reviews)
"Beautiful cabin with breath taking scenry. Watched the deer, fox and squirrels play. Nice peaceful stay."
United States
Randall E
The price is €248
includes taxes & fees
2 Apr - 3 Apr
5 Elk Lodge ROMANTIC Log Cabin in the woods. Hot Tub & Wood Burning Fire Place.
10.0 out of 10, Exceptional, (1 review)
"The he cabin was clean, cute, and perfect for coming in for our 20th class reunion. It was walking distance to The Drunken Rooster. Thank you for such an easy transaction and a clean and cozy place to sleep."
United States
Kristina E.
The price is €299
includes taxes & fees
5 Apr - 6 Apr
Captains Cottage w/cozy wood burning fireplace
10.0 out of 10, Exceptional, (2 reviews)
"Lake was up and boat ramps in the area were flooded but once we found an opening it was all great"
United States
Marilu B.
The price is €539
includes taxes & fees
8 Mar - 9 Mar
Monkey Island Lodge - 4B/2BA Log Cabin - Lake View
9.8 out of 10, Exceptional, (47 reviews)
"Very beautiful location! Perfect for any getaway! "
United States
D’Angelo W.
Cabin at Dripping Springs 💦 🛶
10.0 out of 10, Exceptional, (8 reviews)
"Very nice! Very impressed with the setting. Beautiful stay for the evening!"
United States
Krysti M.
The price is €219
includes taxes & fees
5 Apr - 6 Apr
Harvest Hill Silo - Home on Route 66, 5 acre Fishing Pond
10.0 out of 10, Exceptional, (7 reviews)
"Super cute, clean and neat location! We loved the donut shop and coffee/bakery! "
United States
Sarah P.
The price is €170
includes taxes & fees
5 Apr - 6 Apr
The Loft on Main. Cozy 2-bedroom apartment in Chelsea with all the amenities.
10.0 out of 10, Exceptional, (18 reviews)
"We had a relaxing time here. Enjoyed the area as well."
United States
Jonathan S.
The price is €380
includes taxes & fees
8 Mar - 9 Mar
Twin Retreat Cabin #2, Hot Tub, Near Battlefield Golf Course & Shangri La Resort
9.8 out of 10, Exceptional, (6 reviews)
"Very comfortable place to stay quiet "
United States
Karen D.
The price is €325
includes taxes & fees
6 Mar - 7 Mar
Close to Disney Dam the off-road adventurer and great cove for paddle-boarding
10.0 out of 10, Exceptional, (10 reviews)
"Enjoyed our stay and communication was great with Lindsey!"
United States
Courtney M.
The price is €284
includes taxes & fees
17 Mar - 18 Mar
Vista Condo 2BR/2BA on Shangri-La Heritage Course
10.0 out of 10, Exceptional, (1 review)
"The home was clean and inviting and the property was beautifully surrounded by trees and nature.It is a great place to have our birthday getaway. "
United States
Melissa B.
The price is €389
includes taxes & fees
6 Mar - 7 Mar
Intimacy Suite- AdultRoom-Spa House w/Hot Tub-420 Friendly-Hiking trails & more!
9.0 out of 10, Wonderful, (2 reviews)
"Host was great very clean no issues at all "
United States
Anonymous traveller
The price is €247
includes taxes & fees
13 Mar - 14 Mar
4 Moose Lodge ROMANTIC Log Cabin in the woods. Hot Tub & Wood Burning Fire Place
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

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, apart-hotels, 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 favorite 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 depends 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 €155 per night. Entering your travel dates in the search wizard you might find 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?

South Grand Lakefront w/ Hot Tub, Dock & Game Room: This holiday home rental outside of Pensacola is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

What can I see and do in Pensacola?

While exploring the area, visit family-friendly sights like Lulabelle's, or get outside and enjoy nature at Little Blue-Disney State Park. In the wider area, you’ll find Little Blue State Park and Salina State Park.

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 such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for families.