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Pensacola Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Pensacola holiday rentals

A compact kitchen with a built-in oven, a sink, and a dining area with a grey sofa and a small table.

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 AU$246
includes taxes & fees
5 Oct - 6 Oct
Redbud Tiny Home Resort
A living room with a fireplace, a large TV, and a view of a park.

2. 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 AU$304
includes taxes & fees
5 Oct - 6 Oct
Peaceful cabin near Grand Lake and Disney on big lot
A spacious living area with a wooden dining table, a large rug, and a seating area with a sofa and chairs.

3. Lake Hudson Home w/ Patio in Locust Grove

Lake Hudson Home w/ Patio in Locust Grove
3.0 star property
Locust Grove
8.0 out of 10, Very good, (1 review)
The price is AU$610
includes taxes & fees
5 Oct - 6 Oct
Lake Hudson Home w/ Patio in Locust Grove
A dining area with a table and chairs, a sofa, and a small table with a plant.

4. 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 AU$401
includes taxes & fees
6 Oct - 7 Oct
The Stowaway - Grand Lake home - Near cove with boat dock
A modern kitchen with wooden cabinets, a stainless steel refrigerator, a large island with stools, and a tiled backsplash.

5. 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 AU$572
includes taxes & fees
3 Nov - 4 Nov
Rock Wall Retreat> Rig Parking & Central to Disney
A modern building with a balcony, a deck, and a covered area.

6. 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 AU$242
includes taxes & fees
5 Oct - 6 Oct
Shadow Ridge
A log cabin with a deck, hammocks, and a stone fireplace.

7. 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 AU$893
includes taxes & fees
6 Oct - 7 Oct
Lake Hudson Grand Lodge - 3 bed 2.5 bath Log Home
Terrace/patio

8. Waterfront Cabin with Barbecue in Langley, Oklahoma

Waterfront Cabin with Barbecue in Langley, Oklahoma
Langley
The price is AU$1,078
includes taxes & fees
6 Oct - 7 Oct
Waterfront Cabin with Barbecue in Langley, Oklahoma
A wooden deck with a hot tub surrounded by autumn trees.

9. 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
9.6 out of 10, Exceptional, (11 reviews)
"Nice and well kept cabin"
United States
Chad W.
The price is AU$414
includes taxes & fees
5 Oct - 6 Oct
5 Elk Lodge ROMANTIC Log Cabin in the woods. Hot Tub & Wood Burning Fire Place.
A small, single-story building with a porch, a gated entrance, and a light fixture above the door.

10. 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 AU$297
includes taxes & fees
5 Oct - 6 Oct
Tranquil Cottage at Redbud Tiny Home Resort
A spacious living area with a wooden dining table, a large rug, and a seating area with a sofa and chairs.

11. Lake Hudson Home w/ Patio in Locust Grove

Lake Hudson Home w/ Patio in Locust Grove
Locust Grove
9.4 out of 10, Exceptional, (23 reviews)
"Clean, quiet and gorgeous views!"
United States
Dayna F.
The price is AU$603
includes taxes & fees
5 Oct - 6 Oct
Lake Hudson Home w/ Patio in Locust Grove
A spacious living area with a kitchen island, a ceiling fan, and large windows offering views of the outside.

12. The Loft on Main. Cozy 2-bedroom apartment in Chelsea with all the amenities.

The Loft on Main. Cozy 2-bedroom apartment in Chelsea with all the amenities.
Chelsea
10.0 out of 10, Exceptional, (10 reviews)
"Great place to stay in town!"
United States
David D.
The price is AU$282
includes taxes & fees
5 Oct - 6 Oct
The Loft on Main. Cozy 2-bedroom apartment in Chelsea with all the amenities.
A hot tub on a wooden deck with a wooden railing, surrounded by trees and a small body of water.

13. 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 AU$414
includes taxes & fees
5 Oct - 6 Oct
3 Crosslake ROMANTIC Log Cabin in the woods. Hot Tub & Wood Burning Fire Place.
A dining area with a table and chairs, a vase with flowers, and a view of a lake with boats and a dock.

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

“Spectacular Waterfront Luxury w/ dock Grand Lake!!!
Eucha
10.0 out of 10, Exceptional, (32 reviews)
"Very peaceful and beautiful home. Would stay there again "
United States
Tammy C.
The price is AU$524
includes taxes & fees
7 Oct - 8 Oct
“Spectacular Waterfront Luxury w/ dock Grand Lake!!!
A cozy living room with a sofa, a small round table with a plant, a television, and a fireplace.

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

Lake Views & Fall Colors | Cozy Cottage + Kayaks
Jay
9.8 out of 10, Exceptional, (45 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 AU$407
includes taxes & fees
7 Oct - 8 Oct
Lake Views & Fall Colors | Cozy Cottage + Kayaks
A cozy bedroom with a wooden ceiling, a bed with a pink bedspread and blue blanket, and a green wall with shelves holding various items.

16. 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 AU$238
includes taxes & fees
13 Oct - 14 Oct
Romantic Getaway for 2 with Hot tub
A playground with a slide, swings, and a multi-level wooden structure.

17. 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 AU$300
includes taxes & fees
18 Oct - 19 Oct
Adorable 2-bedroom house with AC in charming Pryor
A modern building with a wooden deck, large windows, and a gravel ground.

18. 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 AU$304
includes taxes & fees
5 Oct - 6 Oct
Shadow Ridge Tiny Home
A modern kitchen with dark cabinets, stainless steel appliances, and a wooden island.

19. Lake Front Beauty

Lake Front Beauty
Eucha
9.6 out of 10, Exceptional, (18 reviews)
"This was a great place for our family of 6 adults to get away, relax and have lots of fun. We thoroughly enjoyed our stay. Loved that it had four bedrooms and a great family space for games and watching soccer. "
United States
Bryan H.
The price is AU$695
includes taxes & fees
5 Oct - 6 Oct
Lake Front Beauty
A cozy living room with a stone fireplace, leather sofa, and large windows offering a view of the outdoors.

20. Private Hot tub, 1mi to Shangri La, next to Battlefield Par 3, & Walk to Lake

Private Hot tub, 1mi to Shangri La, next to Battlefield Par 3, & Walk to Lake
Afton
9.8 out of 10, Exceptional, (35 reviews)
"Great place"
United States
Jay T.
The price is AU$576
includes taxes & fees
5 Oct - 6 Oct
Private Hot tub, 1mi to Shangri La, next to Battlefield Par 3, & Walk to Lake
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

WorldMark Grand Lake

WorldMark Grand Lake

10/10 Excellent
"It was a great place to stay it was the second time I have stayed there and I will be back"
Philip 2-night trip
Posted 3 hours ago
WorldMark Grand Lake

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$238 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?

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.