Pensacola Holiday Rentals

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Holiday Rentals in Pensacola

Eagle Beach- Waterfront, Large Beach, Next to Shangri-La

Afton
8.6 out of 10, Excellent, (7)
The price is NZ$744
includes taxes & fees
23 Nov - 24 Nov
Eagle Beach- Waterfront, Large Beach, Next to Shangri-La

Romantic Getaway for 2 with Hot tub

Eucha
9.4 out of 10, Exceptional, (10)
"Cute cabin "
United States
Lori
The price is NZ$297
includes taxes & fees
21 Dec - 22 Dec
Romantic Getaway for 2 with Hot tub

Harbor House Monkey Island, 3bd/3ba, Dock, FirePit

2.0 star property
Monkey Island
9.8 out of 10, Exceptional, (10)
"We had a great time at this beautiful place! Highly recommend for large family gatherings right on the lake! Host was easy to communicate with and house was clean and very well equipped. "
United States
Anna V.
The price is NZ$1,228
includes taxes & fees
23 Nov - 24 Nov
Harbor House Monkey Island, 3bd/3ba, Dock, FirePit

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

2.0 star property
Eucha
9.8 out of 10, Exceptional, (17)
"Great place. Would stay again. "
United States
T B.
Lakeside, Boat Dock and Hot Tub with this small quaint cottage.

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

2.0 star property
Eucha
10.0 out of 10, Exceptional, (15)
"The property was as listed and served us well for our stay. Easy access, seamless checkout and great communication with the owners. "
United States
Jade W.
The price is NZ$338
includes taxes & fees
24 Nov - 25 Nov
Hot tub, boat dock and lakeside with this snug small cabin. TINY BEDROOMS

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

Afton
9.4 out of 10, Exceptional, (34)
"If you enjoy coffee on the deck/porch with a view, this is the place for you! The owners have thought of it all! What a relaxing stay."
United States
Jessica G.
The price is NZ$325
includes taxes & fees
23 Nov - 24 Nov
Cozy Lakeview Cabin, Boat Parking, Breathtaking Lake View, One Hour from Tulsa

Twin Retreat Cabin 1: Hot Tub, Fire Pit, Golf Shangri La, Boat Grand Lake

Afton
10.0 out of 10, Exceptional, (31)
"An absolutely amazing cabin."
United States
Mark O.
The price is NZ$623
includes taxes & fees
21 Nov - 22 Nov
Twin Retreat Cabin 1: Hot Tub, Fire Pit, Golf Shangri La, Boat Grand Lake

The Lakeside Family Oasis Spacious 5-BD house Pvt dock ramp Monkey Island

Monkey Island
10.0 out of 10, Exceptional, (3)
"There was a groups of 6 there for the world national fishing tournament for the high school! Perfect place on the water with the ramp right beside us. Only bad thing was the walkway to the boat slip was underwater but that was beyond any control of the owner! Perfect location on the water. Easy to walk down to the water and great place to stay! "
United States
Rachel B.
The Lakeside Family Oasis Spacious 5-BD house Pvt dock ramp Monkey Island

Lakefront House, Sleeps 20, Great for Family Gatherings, One hour from Tulsa

Afton
10.0 out of 10, Exceptional, (62)
"Nice location if you are looking to enjoy nature and relax with a beautiful lake view. Was perfect for our family-kids and grandkids! This was our 2nd time staying at this place. We really had a great time!"
United States
REBECCA B.
Lakefront House, Sleeps 20, Great for Family Gatherings, One hour from Tulsa

Holidays with us means room for everyone! Waterfront in Drowning Creek w/ Dock

Eucha
10.0 out of 10, Exceptional, (18)
"Fantastic hosts and fabulous lake house property. We had a great time!"
United States
stephanie d.
The price is NZ$1,809
includes taxes & fees
2 Dec - 3 Dec
Holidays with us means room for everyone! Waterfront in Drowning Creek w/ Dock

Large private acreage, very open space, decks, hot tub, treehouse, dock, more.

Afton
10.0 out of 10, Exceptional, (95)
"This place was great. It had everything we needed and more. "
United States
Dick F.
Large private acreage, very open space, decks, hot tub, treehouse, dock, more.

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

Afton
10.0 out of 10, Exceptional, (24)
"Great place! Had everything we needed for a few days at the lake."
United States
Lucas T.
The price is NZ$708
includes taxes & fees
24 Nov - 25 Nov
Private Hot tub, 1mi to Shangri La, next to Battlefield Par 3, & Walk to Lake

Tiny House on the Lake in Salina, Oklahoma

Salina
9.8 out of 10, Exceptional, (6)
Tiny House on the Lake in Salina, Oklahoma

Grand Lake cabin on Monkey Island minutes from Shangri-La w/Hot Tub and Fire Pit

Afton
10.0 out of 10, Exceptional, (57)
"Charming cabin with tons of amenities! Beautifully renovated with a lot of cabin charm, this place has everything you need and more. Check in was a breeze, the hosts were super communicative and took amazing care of us. We loved to sit out on the big deck and drink coffee ih the mornings and enjoyed the hot tub in the evenings. We will absolutely stay here again and look forward to our next trip!"
United States
Holly K.
Grand Lake cabin on Monkey Island minutes from Shangri-La w/Hot Tub and Fire Pit

Cabin 2 on Stony Point

Jay
9.8 out of 10, Exceptional, (15)
"Once we got there we did not leave"
United States
Wendi S.
The price is NZ$364
includes taxes & fees
23 Nov - 24 Nov
Cabin 2 on Stony Point

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

Afton
10.0 out of 10, Exceptional, (3)
"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$509
includes taxes & fees
21 Dec - 22 Dec
3 Crosslake ROMANTIC Log Cabin in the woods. Hot Tub & Wood Burning Fire Place.

South Grand Lakefront w/ Hot Tub, Dock & Game Room

Eucha
10.0 out of 10, Exceptional, (42)
"Great place! Extremely clean and well equipped."
United States
Dava K.
South Grand Lakefront w/ Hot Tub, Dock & Game Room

Luxury Lakefront Home

Afton
10.0 out of 10, Exceptional, (7)
"Was the perfect place for our family vacation! Great lakefront house!"
United States
Lisa L.
The price is NZ$4,934
includes taxes & fees
19 Dec - 20 Dec
Luxury Lakefront Home

Waterfront oasis with gazebo and fire pit, crappie dock with swim deck and slide

Afton
10.0 out of 10, Exceptional, (14)
"We loved this house! Everything we needed plus more! We would book again!"
United States
Sherry A.
Waterfront oasis with gazebo and fire pit, crappie dock with swim deck and slide

The Wilderness Romance Retreat - Cave , Luxury Hot Tub, Hiking ,420-friendly !

Jay
9.8 out of 10, Exceptional, (47)
"Jessica is a Fabulous host! Cabin was clean and so well thought through with even the little touches that make your stay even more memorable. Plus we had 2 Bonus visitors Great Pyrenees & Miss Bella the Corgi that spent the day & night with us We look forward to visiting in the future. "
United States
Karen B.
The Wilderness Romance Retreat - Cave , Luxury Hot Tub, Hiking ,420-friendly !
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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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$297 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?

Eagle Beach- Waterfront, Large Beach, Next to Shangri-La: This holiday home rental outside of Pensacola is located next to a golf course, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and 1 hot tub so that you can immerse yourself in your holiday.

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 Spavinaw 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.