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Pensacola Holiday Rentals

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Our top choices for Pensacola holiday rentals

1. Peaceful cabin near Grand Lake and Disney on big lot

Peaceful cabin near Grand Lake and Disney on big lot
Pensacola
9.8 out of 10, Exceptional, (7 reviews)
"Great location "
United States
Charles W.
The price is NZ$335
includes taxes & fees
14 Sept - 15 Sept
Peaceful cabin near Grand Lake and Disney on big lot

2. Kem’s cabin is a great couples getaway for the weekend or an extended stay.

Kem’s cabin is a great couples getaway for the weekend or an extended stay.
Adair
10.0 out of 10, Exceptional, (5 reviews)
"Our stay was wonderful! We had everything we needed in the kitchen to cook with and were stocked with other necessities! The view was so pretty and the sunrise on the water…beautiful! Our hosts were so kind and easy to work with. It’s perfect for a little weekend getaway!"
United States
Coby C.
Kem’s cabin is a great couples getaway for the weekend or an extended stay.

3. The Stowaway - Grand Lake home - Near cove with boat dock

The Stowaway - Grand Lake home - Near cove with boat dock
Vinita
10.0 out of 10, Exceptional, (1 review)
"Everyone had a fun time. Prompt communication. Thank you!"
United States
Leslie E.
The price is NZ$484
includes taxes & fees
1 Sept - 2 Sept
The Stowaway - Grand Lake home - Near cove with boat dock

4. Redbud Tiny Home Resort

Redbud Tiny Home Resort
2.0 star property
Big Cabin
10.0 out of 10, Exceptional, (5 reviews)
"The place is very quiet the tiny home was amazing and the owner is very nice"
United States
Tinsy
The price is NZ$263
includes taxes & fees
1 Sept - 2 Sept
Redbud Tiny Home Resort

5. Shadow Ridge

Shadow Ridge
2.0 star property
Big Cabin
10.0 out of 10, Exceptional, (2 reviews)
"It was so cozy and relaxing and came with a nice welcoming gift from the host!! 10/10 recommend!"
United States
Crystal
The price is NZ$269
includes taxes & fees
1 Sept - 2 Sept
Shadow Ridge

6. Romantic Getaway for 2 with Hot tub

Romantic Getaway for 2 with Hot tub
Eucha
9.6 out of 10, Exceptional, (24 reviews)
"Was a great getaway the quietness and the hot tub was great!"
United States
Payton Y.
The price is NZ$278
includes taxes & fees
1 Sept - 2 Sept
Romantic Getaway for 2 with Hot tub

7. Leaning Tree Woods Cabin. Isolated area near Grand Lake.

Leaning Tree Woods Cabin. Isolated area near Grand Lake.
Jay
9.6 out of 10, Exceptional, (8 reviews)
"Easy Check In host was very responsive and came down to meet us plenty amenities and a great adventurous walking trail through the property. "
United States
William O.
The price is NZ$191
includes taxes & fees
1 Sept - 2 Sept
Leaning Tree Woods Cabin. Isolated area near Grand Lake.

8. Lake Views & Fall Colors | Cozy Cottage + Kayaks

Lake Views & Fall Colors | Cozy Cottage + Kayaks
Jay
9.8 out of 10, Exceptional, (43 reviews)
"Great place and responsive host. Owner allowed us to do a late check out which we really appreciated. Would definitely stay again!"
United States
Jon J.
The price is NZ$479
includes taxes & fees
3 Sept - 4 Sept
Lake Views & Fall Colors | Cozy Cottage + Kayaks

9. Shadow Ridge Tiny Home

Shadow Ridge Tiny Home
Big Cabin
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful view!!!"
United States
Andrew M.
The price is NZ$336
includes taxes & fees
1 Sept - 2 Sept
Shadow Ridge Tiny Home

10. Lakefront Eucha Escape w/ Views & Boat Slip!

Lakefront Eucha Escape w/ Views & Boat Slip!
3.0 star property
Eucha
8.0 out of 10, Very good, (1 review)
"Was great except there wasn’t a broom or mop available. Had to go buy my own. Also 5 towels for two people wasn’t enough. The contact person did have the grill fixed right away when there was an issue. I will recommend this place to family and friends. We also plan to stay here again. "
United States
ryiann
The price is NZ$467
includes taxes & fees
1 Sept - 2 Sept
Lakefront Eucha Escape w/ Views & Boat Slip!

11. “Spectacular Waterfront Luxury w/ dock Grand Lake!!!

“Spectacular Waterfront Luxury w/ dock Grand Lake!!!
Eucha
10.0 out of 10, Exceptional, (30 reviews)
"Very peaceful and beautiful home. Would stay there again "
United States
Tammy C.
The price is NZ$557
includes taxes & fees
21 Sept - 22 Sept
“Spectacular Waterfront Luxury w/ dock Grand Lake!!!

12. Big Cabin Hideaway Tiny Home

Big Cabin Hideaway Tiny Home
Big Cabin
10.0 out of 10, Exceptional, (2 reviews)
"Amazing little place and quiet. We enjoyed our selfs"
United States
Andrea O.
The price is NZ$336
includes taxes & fees
1 Sept - 2 Sept
Big Cabin Hideaway Tiny Home

13. Rock Wall Retreat> Rig Parking & Central to Disney

Rock Wall Retreat> Rig Parking & Central to Disney
Disney
10.0 out of 10, Exceptional, (6 reviews)
"We enjoyed our stay! Clean property, close to everything, and owner was great to work with!! Highly recommended! "
United States
Daniel D.
The price is NZ$686
includes taxes & fees
9 Sept - 10 Sept
Rock Wall Retreat> Rig Parking & Central to Disney

14. Timberwolf Tiny Home

Timberwolf Tiny Home
Big Cabin
10.0 out of 10, Exceptional, (2 reviews)
"Great place"
United States
Jim Bob C.
The price is NZ$336
includes taxes & fees
1 Sept - 2 Sept
Timberwolf Tiny Home

15. Lake Hudson Grand Lodge - 3 bed 2.5 bath Log Home

Lake Hudson Grand Lodge - 3 bed 2.5 bath Log Home
Strang
10.0 out of 10, Exceptional, (19 reviews)
"The place is amazing. Would stay here again anytime "
United States
Iliya B.
The price is NZ$973
includes taxes & fees
1 Sept - 2 Sept
Lake Hudson Grand Lodge - 3 bed 2.5 bath Log Home

16. 3 Crosslake ROMANTIC Log Cabin in the woods. Hot Tub & Wood Burning Fire Place.

3 Crosslake ROMANTIC Log Cabin in the woods. Hot Tub & Wood Burning Fire Place.
Afton
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 NZ$482
includes taxes & fees
3 Sept - 4 Sept
3 Crosslake ROMANTIC Log Cabin in the woods. Hot Tub & Wood Burning Fire Place.

17. 5 Elk Lodge ROMANTIC Log Cabin in the woods. Hot Tub & Wood Burning Fire Place.

5 Elk Lodge ROMANTIC Log Cabin in the woods. Hot Tub & Wood Burning Fire Place.
Afton
9.4 out of 10, Exceptional, (10 reviews)
"Nice and well kept cabin"
United States
Chad W.
The price is NZ$482
includes taxes & fees
3 Sept - 4 Sept
5 Elk Lodge ROMANTIC Log Cabin in the woods. Hot Tub & Wood Burning Fire Place.

18. Cozy Lakeview Cabin, Boat Parking, Breathtaking Lake View, One Hour from Tulsa

Cozy Lakeview Cabin, Boat Parking, Breathtaking Lake View, One Hour from Tulsa
Afton
9.6 out of 10, Exceptional, (38 reviews)
"Great place will return in summer time!"
United States
Kenneth S.
The price is NZ$352
includes taxes & fees
8 Sept - 9 Sept
Cozy Lakeview Cabin, Boat Parking, Breathtaking Lake View, One Hour from Tulsa

19. Adorable 2-bedroom house with AC in charming Pryor

Adorable 2-bedroom house with AC in charming Pryor
Pryor
10.0 out of 10, Exceptional, (2 reviews)
"Check in was easy. House was clean and comfortable. Great value. Highly recommend. "
United States
Jason W.
The price is NZ$350
includes taxes & fees
1 Sept - 2 Sept
Adorable 2-bedroom house with AC in charming Pryor

20. Modern luxury- Rustic Charm

Modern luxury- Rustic Charm
Afton
10.0 out of 10, Exceptional, (1 review)
"We absolutely enjoyed our stay! We are highly impressed with how nice the cabin and grounds are kept! We will absolutely be back. Thank you so much for everything!!!!! "
United States
Charles W.
The price is NZ$383
includes taxes & fees
8 Sept - 9 Sept
Modern luxury- Rustic Charm
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, 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 NZ$278 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?

Grand Lake Views + Fire Pit: Monkey Island Home!: This holiday home rental outside of Pensacola is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of garden in this rental home to help you unwind.

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 Salina State Park and Lake Hudson.

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.