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Our top choices for Pensacola holiday rentals

1. Redbud Tiny Home Resort

Redbud Tiny Home Resort
2.0 star property
Big Cabin
10.0 out of 10, Exceptional, (7 reviews)
"The place is very quiet the tiny home was amazing and the owner is very nice"
United States
Tinsy
The price is £136
includes taxes & fees
9 Nov - 10 Nov
Redbud Tiny Home Resort

2. 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 £134
includes taxes & fees
9 Nov - 10 Nov
Shadow Ridge

3. Romantic Getaway for 2 with Hot tub

Romantic Getaway for 2 with Hot tub
Eucha
9.8 out of 10, Exceptional, (28 reviews)
"Was a great getaway the quietness and the hot tub was great!"
United States
Payton Y.
The price is £140
includes taxes & fees
9 Nov - 10 Nov
Romantic Getaway for 2 with Hot tub

4. Tranquil Cottage at Redbud Tiny Home Resort

Tranquil Cottage at Redbud Tiny Home Resort
Big Cabin
9.4 out of 10, Exceptional, (6 reviews)
"Nice and quiet and close to town. Very satisfied with my stay there. "
United States
Joel W.
The price is £160
includes taxes & fees
9 Nov - 10 Nov
Tranquil Cottage at Redbud Tiny Home Resort

5. Redbud Roost Tiny Home

Redbud Roost Tiny Home
Big Cabin
10.0 out of 10, Exceptional, (5 reviews)
"Very cute place and perfect for us. The area is nice and quiet. The place is very comfortable to stay in. The host was very quick to respond when I asked a couple of questions throughout our stay. Would definitely stay there again. "
United States
Rachel G.
The price is £160
includes taxes & fees
9 Nov - 10 Nov
Redbud Roost Tiny Home

6. 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 £150
includes taxes & fees
9 Nov - 10 Nov
Big Cabin Hideaway Tiny Home

7. 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 £204
includes taxes & fees
9 Nov - 10 Nov
The Stowaway - Grand Lake home - Near cove with boat dock

8. Lakeside, Boat Dock and Hot Tub with this small quaint cottage.

Lakeside, Boat Dock and Hot Tub with this small quaint cottage.
Eucha
9.8 out of 10, Exceptional, (45 reviews)
"We had a great time celebrating our wedding anniversary here."
United States
Paul C.
The price is £161
includes taxes & fees
9 Nov - 10 Nov
Lakeside, Boat Dock and Hot Tub with this small quaint cottage.

9. Liberty Nook Tiny Home

Liberty Nook Tiny Home
Big Cabin
10.0 out of 10, Exceptional, (1 review)
The price is £160
includes taxes & fees
9 Nov - 10 Nov
Liberty Nook Tiny Home

10. Entire place-Unique stay Tiny home that is amazingly cute and comfortable

Entire place-Unique stay Tiny home that is amazingly cute and comfortable
Jay
10.0 out of 10, Exceptional, (1 review)
"Very homey when we walked in. Smelled good and was the perfect size for us."
United States
Christopher L.
The price is £90
includes taxes & fees
9 Nov - 10 Nov
Entire place-Unique stay Tiny home that is amazingly cute and comfortable

11. 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, (4 reviews)
"Very clean and accommodating for a fisherman with a boat, easy parking with a trailer."
United States
Mark j.
The price is £152
includes taxes & fees
9 Nov - 10 Nov
Adorable 2-bedroom house with AC in charming Pryor

12. Intimacy Suite-Wilderness-Spa House w/Hot Tub-420 Friendly-Hiking trails & more!

Intimacy Suite-Wilderness-Spa House w/Hot Tub-420 Friendly-Hiking trails & more!
Jay
10.0 out of 10, Exceptional, (4 reviews)
"Very private, secluded, pretty property and a great place to get away for the weekend!"
United States
Matthew Y.
The price is £266
includes taxes & fees
13 Nov - 14 Nov
Intimacy Suite-Wilderness-Spa House w/Hot Tub-420 Friendly-Hiking trails & more!

13. 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 £80
includes taxes & fees
9 Nov - 10 Nov
Leaning Tree Woods Cabin. Isolated area near Grand Lake.

14. Hot tub, boat dock and lakeside with this snug cabin. TINY BEDROOMS

Hot tub, boat dock and lakeside with this snug cabin. TINY BEDROOMS
Eucha
9.6 out of 10, Exceptional, (36 reviews)
"Nice place for its small size. Very clean and quiet. Easy to get to."
United States
Larry A.
The price is £170
includes taxes & fees
15 Nov - 16 Nov
Hot tub, boat dock and lakeside with this snug cabin. TINY BEDROOMS

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

Rock Wall Retreat> Rig Parking & Central to Disney
Disney
9.8 out of 10, Exceptional, (7 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 £327
includes taxes & fees
17 Nov - 18 Nov
Rock Wall Retreat> Rig Parking & Central to Disney

16. Peaceful hideaway to make you feel at home with unparalled views of Lake Hudson.

Peaceful hideaway to make you feel at home with unparalled views of Lake Hudson.
Pryor
The price is £209
includes taxes & fees
9 Nov - 10 Nov
Peaceful hideaway to make you feel at home with unparalled views of Lake Hudson.

17. 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, (42 reviews)
"Great place will return in summer time!"
United States
Kenneth S.
The price is £148
includes taxes & fees
9 Nov - 10 Nov
Cozy Lakeview Cabin, Boat Parking, Breathtaking Lake View, One Hour from Tulsa

18. Luxury 2026 Cedar Creek Fifth Wheel

Luxury 2026 Cedar Creek Fifth Wheel
Big Cabin
The price is £161
includes taxes & fees
9 Nov - 10 Nov
Luxury 2026 Cedar Creek Fifth Wheel

19. 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, (6 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 £207
includes taxes & fees
9 Nov - 10 Nov
3 Crosslake 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 £140 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 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.