Pensacola Holiday Rentals

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Holiday Rentals in Pensacola

Lakeside, Boat Dock and Hot Tub with this small quaint cottage.
2.0 star property
10.0 out of 10, Exceptional, (14)
"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! "
United States
Iris C.
The price is AU$294
includes taxes & fees
2 Nov - 3 Nov
Lakeside, Boat Dock and Hot Tub with this small quaint cottage.
Cozy Lakeview Cabin, Boat Parking, Breathtaking Lake View, One Hour from Tulsa
9.4 out of 10, Exceptional, (33)
"It was nice and quiet like I was hoping and it was very close to lake pretty scenery. Host was very nice and courteous.will stay again when I get a chance. "
United States
Mylisa S.
The price is AU$278
includes taxes & fees
2 Nov - 3 Nov
Cozy Lakeview Cabin, Boat Parking, Breathtaking Lake View, One Hour from Tulsa
Hot tub, boat dock and lakeside with this snug small cabin. TINY BEDROOMS
2.0 star property
10.0 out of 10, Exceptional, (14)
"It was a beautiful lovation! We will definitely be returning."
United States
Anna B.
The price is AU$294
includes taxes & fees
2 Nov - 3 Nov
Hot tub, boat dock and lakeside with this snug small cabin. TINY BEDROOMS
Romantic Getaway for 2 with Hot tub
9.8 out of 10, Exceptional, (8)
"We LOVED staying here, the property was beautiful and all of the animals are very friendly and sweet!"
United States
Juliana K.
The price is AU$258
includes taxes & fees
2 Nov - 3 Nov
Romantic Getaway for 2 with Hot tub
"Sunrise Cottage" Beautiful Lakefront Panoramic View W/ Hot Tub and Boat Dock
10.0 out of 10, Exceptional, (330)
"Rick and Gloria were amazing!! So friendly and generous!!! We absolutely loved the house and all the amenities! Can’t wait to book again!!! "
United States
Tara H.
"Sunrise Cottage" Beautiful Lakefront Panoramic View W/ Hot Tub and Boat Dock
Holidays with us means room for everyone! Waterfront in Drowning Creek w/ Dock
10.0 out of 10, Exceptional, (17)
"Lovely time! Can’t wait to come back in the summer!"
United States
Maryann M.
The price is AU$1,577
includes taxes & fees
2 Nov - 3 Nov
Holidays with us means room for everyone! Waterfront in Drowning Creek w/ Dock
The Lakeside Family Oasis Spacious 5-BD house Pvt dock ramp 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
Modern Luxury Lakefront w/ Hot Tub, Unbelievable Views!
9.8 out of 10, Exceptional, (9)
"Perfect set up for 4 couples, modern and had everything we needed. Excellent view and location."
United States
kim c.
Modern Luxury Lakefront w/ Hot Tub, Unbelievable Views!
Waterfront beauty with dock and fireplace! Check in Bay! New Hot Tub!!
10.0 out of 10, Exceptional, (167)
"The house is great, location is perfect, cove is peaceful and Gloria is an amazing host."
United States
Josh F.
Waterfront beauty with dock and fireplace! Check in Bay! New Hot Tub!!
Lakefront Family Getaway • Dock • Fire Pit • Game Room • Dogs Welcome
10.0 out of 10, Exceptional, (33)
"This was a perfect place to stay for a family of 8 plus a big dog. 6 adults and 2 littles fit so well. The view was amazing, wildlife running through the yard at night was awesome. We were able to swim in the water it was so wonderful to just stay and not have to go anywhere the whole time we were here. Owners responded in a timely matter when we had questions."
United States
Marita W.
Lakefront Family Getaway • Dock • Fire Pit • Game Room • Dogs Welcome
Large private acreage, very open space, decks, hot tub, treehouse, dock, more.
10.0 out of 10, Exceptional, (95)
"Great place for the family to stay for the holidays."
United States
daniel m.
Large private acreage, very open space, decks, hot tub, treehouse, dock, more.
Grand Lake cabin on Monkey Island minutes from Shangri-La w/Hot Tub and Fire Pit
10.0 out of 10, Exceptional, (57)
"Great location and cabin. We would come back here again and again!"
United States
Aaron S.
Grand Lake cabin on Monkey Island minutes from Shangri-La w/Hot Tub and Fire Pit
Cabin 2 on Stony Point
9.8 out of 10, Exceptional, (15)
"Once we got there we did not leave"
United States
Wendi S.
The price is AU$315
includes taxes & fees
8 Nov - 9 Nov
Cabin 2 on Stony Point
Harbor House Monkey Island, 3bd/3ba, Dock, FirePit
2.0 star property
9.8 out of 10, Exceptional, (9)
"Great layout for a family "
United States
Rhonda B.
The price is AU$1,055
includes taxes & fees
3 Nov - 4 Nov
Harbor House Monkey Island, 3bd/3ba, Dock, FirePit
Calhoun Lakehouse on Monkey Island
9.8 out of 10, Exceptional, (26)
"We really enjoyed this little cabin. The cabin was very nice and close to all the things to do on Monkey Island."
United States
KELLY M.
Calhoun Lakehouse on Monkey Island
5 Elk Lodge ROMANTIC Log Cabin in the woods. Hot Tub & Wood Burning Fire Place.
9.8 out of 10, Exceptional, (6)
"Had the whole property to ourselves. Would highly recommend to anyone. Everything was clean and ready when we arrived. Very quiet and great for a romantic weekend. Don't think twice, it's a great place. "
United States
Kenneth K.
The price is AU$442
includes taxes & fees
1 Nov - 2 Nov
5 Elk Lodge ROMANTIC Log Cabin in the woods. Hot Tub & Wood Burning Fire Place.
Lakefront House, Sleeps 20, Great for Family Gatherings, One hour from Tulsa
10.0 out of 10, Exceptional, (61)
"very nice accomodations - rules are clear and readily accessible. Hosts are friendly and kind - accommodating our special circumstances. Excellent."
United States
Dena A.
Lakefront House, Sleeps 20, Great for Family Gatherings, One hour from Tulsa
Twin Retreat Cabin 1: Hot Tub, Fire Pit, Golf Shangri La, Boat Grand Lake
10.0 out of 10, Exceptional, (28)
"From check in to the cleanliness, spot and ammentities. This is one of my top favorite homes we’ve stayed at. "
United States
Suzie G.
The price is AU$536
includes taxes & fees
1 Nov - 2 Nov
Twin Retreat Cabin 1: Hot Tub, Fire Pit, Golf Shangri La, Boat Grand Lake
All Decked Out! Grand Lake waterfront, boat dock and views. Drowning Creek.
10.0 out of 10, Exceptional, (71)
"Great stay at this lake front home. Everything as represented, clean comfortable, excellent dock. We will definitely go back here again. "
United States
Eric E.
All Decked Out! Grand Lake waterfront, boat dock and views. Drowning Creek.
Modern Cabin on Monkey Island with Expansive Deck & Hot Tub!
10.0 out of 10, Exceptional, (16)
"This property was great for our get together. Plenty of room and the deck was outstanding!!"
United States
Barry B.
Modern Cabin on Monkey Island with Expansive Deck & Hot Tub!
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 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$258 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?

"Sunrise Cottage" Beautiful Lakefront Panoramic View W/ Hot Tub and Boat Dock: This holiday home rental outside of Pensacola is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 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 garden, a selection of games 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 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.