Pensacola Holiday Rentals

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Holiday Rentals in Pensacola

Our top choices for Pensacola holiday rentals

Grand Lake's Newest Two Bedroom Two Bathroom Cottage Plus Full Hookup RV Spot

9.6 out of 10, Exceptional, (25)
"From check in to check out, our stay here was perfect! We cannot wait to come back! "
The price is AU$523
includes taxes & fees
27 Aug - 28 Aug
Grand Lake's Newest Two Bedroom Two Bathroom Cottage Plus Full Hookup RV Spot

Cozy Cabin For 2 With Hot Tub

10.0 out of 10, Exceptional, (4)
"We loved our stay! It was as listed and a relaxing, nice get away. We loved the dogs and the hot tub !! Cant wait to come back for a longer stay!"
The price is AU$270
includes taxes & fees
27 Aug - 28 Aug
Cozy Cabin For 2 With Hot Tub

Waterfront beauty with dock and fireplace! Check in Bay! New Hot Tub!!

10.0 out of 10, Exceptional, (163)
"We went for a 3 night getaway. The house was perfect. It had everything we needed for meals, view was beautiful, the hot tub was an added bonus. The dock was easy to access and had chairs. "
Waterfront beauty with dock and fireplace! Check in Bay! New Hot Tub!!

All Decked Out! Grand Lake waterfront, boat dock and views. Drowning Creek.

10.0 out of 10, Exceptional, (68)
"Great Lake access, nice dock, and great covered porches so even with a little rain, it was very enjoyable"
All Decked Out! Grand Lake waterfront, boat dock and views. Drowning Creek.

Lake View Summer Escape - 6th Night FREE!

10.0 out of 10, Exceptional, (37)
"Perfect for a short getaway."
Lake View Summer Escape - 6th Night FREE!

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

10.0 out of 10, Exceptional, (56)
"Great location on Monkey Island close to golf, several marinas and restaurants! The owners had easy directions to access the property and the house was clean with everything ready to start a relaxing stay. Five Stars!"
Grand Lake cabin on Monkey Island minutes from Shangri-La w/Hot Tub and Fire Pit

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

10.0 out of 10, Exceptional, (24)
"An absolutely amazing cabin."
The price is AU$559
includes taxes & fees
27 Aug - 28 Aug
Twin Retreat Cabin 1: Hot Tub, Fire Pit, Golf Shangri La, Boat Grand Lake

Waterfront Haven w/ Deck on Monkey Island!

9.0 out of 10, Wonderful, (18)
"Something for everyone! The house is very spacious & with plenty of deck space outside to enjoy the outdoors. The kids really enjoyed the game room & access to the lake. They really made sure we had a comfortable & enjoyable stay. We cant wait to visit again!"
Waterfront Haven w/ Deck on Monkey Island!

Modern Luxury Lakefront w/ Hot Tub, Unbelievable Views!

9.8 out of 10, Exceptional, (9)
"This place is awesome. It absolutely exceeded all of our expectations and we will 100 percent rebook this location for future stays. "
Modern Luxury Lakefront w/ Hot Tub, Unbelievable Views!

Studio Cabin on Grand Lake near Bernice State Park 53996 E 270RD, Afton OK 74331

10.0 out of 10, Exceptional, (39)
"Great stay! Beautiful location and super cute and comfortable!"
The price is AU$222
includes taxes & fees
28 Aug - 29 Aug
Studio Cabin on Grand Lake near Bernice State Park 53996 E 270RD, Afton OK 74331

Leaning Tree Woods Glampsite. Isolated area near Grand Lake.

9.6 out of 10, Exceptional, (4)
"My family had an amazing stay at this property! If you're looking for a secluded area with a few perks during camping this is it!! Host is very accommodating and very responsive to messages if we needed anything! "
The price is AU$162
includes taxes & fees
27 Aug - 28 Aug
Leaning Tree Woods Glampsite. Isolated area near Grand Lake.

Monkey Island, Afton, OK Grand Lake, Waterfront, Boat Slip, No stairs, Pets Ok

10.0 out of 10, Exceptional, (70)
"Loved it here. Great place for a family. Our teenage kids loved it"
Monkey Island, Afton, OK Grand Lake, Waterfront, Boat Slip, No stairs, Pets Ok

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

10.0 out of 10, Exceptional, (12)
"great location, close to shopping, excellent management "
Waterfront oasis with gazebo and fire pit, crappie dock with swim deck and slide

Lakefront, 35ft Dock , Battlefield Golf Views, New Build , Sleeps 16 Guests

9.6 out of 10, Exceptional, (23)
"Clean, well represented on line. Great location"
The price is AU$1,001
includes taxes & fees
2 Sept - 3 Sept
Lakefront, 35ft Dock , Battlefield Golf Views, New Build , Sleeps 16 Guests

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

2.0 star property
10.0 out of 10, Exceptional, (7)
"Waterfront home very nice! Located on a quiet cove. We were able to fish and enjoy the beautiful view! We definitely plan to go again! "
The price is AU$263
includes taxes & fees
1 Sept - 2 Sept
Lakeside, Boat Dock and Hot Tub with this small quaint cottage.

Private Waterfall Paradise! May Specials! See listing for details!

9.8 out of 10, Exceptional, (42)
"We had a blast great place."
Private Waterfall Paradise! May Specials! See listing for details!

Cozy 2 Bedroom 1 Bath Lake Front Cottage

10.0 out of 10, Exceptional, (17)
"We had a great time at the house with family in town for the Thanksgiving. "
Cozy 2 Bedroom 1 Bath Lake Front Cottage

Lake-View 'Pelican Point Retreat' in Afton!

10.0 out of 10, Exceptional, (32)
"This is a great place to stay on the lake. The house is awesome and is in a very cool area. I want to go back, and I would definitely recommend staying here."
Lake-View 'Pelican Point Retreat' in Afton!

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

10.0 out of 10, Exceptional, (2)
"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! "
The Lakeside Family Oasis Spacious 5-BD house Pvt dock ramp Monkey Island

Boat Dock & Fire Pit: 'Sunset Cove' Lakefront Gem

10.0 out of 10, Exceptional, (21)
"This was our families best stay a Grand Lake ever. We had plenty to do and the hosts were very helpful."
Boat Dock & Fire Pit: 'Sunset Cove' Lakefront Gem
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

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$162 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.