Pensacola Holiday Rentals

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Holiday Rentals in Pensacola

Front of property
Extended Stay
2.5 star property
4.4 out of 10, (193)
"Nice customer service "
Extended Stay
Property grounds
Perfect Family Vacation Spot in Perdido Key! Private beach access and pool.
9.6 out of 10, Exceptional, (67)
"I stayed here for a girls trip. It is about 2 blocks from the ocean. The pool in the back is nice. It is a quiet area with a short drive to nearby shops and restaurants. Owner was quick to respond to messages. I do wish they supplied more toilet paper and towels. The loft is a little scary to climb into. Lots of stairs in and out of the home so be prepared if you have trouble climbing steps. Overall a fun stay."
Perfect Family Vacation Spot in Perdido Key! Private beach access and pool.
Property grounds
Beach Bungalow
9.8 out of 10, Exceptional, (55)
"If your idea of camping is in a luxury category then this place is for you! The location and the house are absolutely magical, you have a small shallow water private beach, a very long dock, you can have a private dinner, a nice cigar, or a glass of champagne while enjoying a stunning sunrise or sunset. This is also perfect for well behaved pets, we had a 6 months old Cane Corso and he absolutely loved the shallow water, this place is a little piece of paradise if you treat it as such. Inside...
Beach Bungalow
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Interior
Perdido Bay 4BR Waterfront House WITH A DOCK AND WHITE SANDS IN THE BACKYARD!
10.0 out of 10, Exceptional, (13)
"The kitchen was very well stocked if you're cooking while you're there, everything was clean as long as you don't look under furniture. The stairs can bother you if you have any kind of back or knee problems. The fire pit and grill would've been nice if we could've gotten it to work, the propane tank seemed to have plenty of fuel in it but wouldn't light, we have a lot of experience with propane. There isn't much for kids to do while there, they should add a pool table or something like that for...
Perdido Bay 4BR Waterfront House WITH A DOCK AND WHITE SANDS IN THE BACKYARD!
Beach
SPRING BREAK SPECIAL!! Updated Gulf Front Condo! Full Ocean Views!
9.8 out of 10, Exceptional, (118)
"This property is clean and convenient in a great location. The unit provided everything we needed, even a washer and dryer."
SPRING BREAK SPECIAL!! Updated Gulf Front Condo! Full Ocean Views!
Fridge, microwave, oven, coffee/tea maker
Awesome Tiny Home with Stock Tank Pool Near Downtown Pensacola
9.0 out of 10, Wonderful, (15)
"The tiny house was so cute! The stock tank pool and hammock made for nice outdoor relaxing, weather cooperating. There was initially some confusion about the WiFi password (husband was trying it, details are hit his strong suit, so it may have been user error), and it took a little longer than we would have preferred to get a response, but eventually it worked out. I would definitely stay again, or recommend to friends looking for a small retreat spot."
The price is NZ$342
per night
28 May - 29 May
Awesome Tiny Home with Stock Tank Pool Near Downtown Pensacola
Smart TV
Beach Retreat in Perdido Key, Florida
10.0 out of 10, Exceptional, (65)
"The place was great very very clean I would definitely stay here again. Amanda was the best she messaged me and always kept in touch giving us great information on where to eat and things to do in case of rain . Love that we could walk across the road to the beach or go to Johnson beach which we liked a lot . Paula pizza there in the complex was delicious! Ice cream was great , felt very safe in the complex as well. The shops there in the complex were reasonably price on there merchandise. We...
Beach Retreat in Perdido Key, Florida
Beach nearby
Luxury NEW build beach style home - 3 minutes from the beach - POOL - sleeps 12!
9.6 out of 10, Exceptional, (15)
"Very nice, clean easy access to grocery, gas, etc. was advertised with a grill so was disappointed that it didn’t have one. Everything was very nice would stay there again."
Luxury NEW build beach style home - 3 minutes from the beach - POOL - sleeps 12!
On the beach, sun-loungers, beach towels
PERFECT for families!! Private bay-side beach, Pool, Game Room, all King beds!
9.8 out of 10, Exceptional, (27)
"Exceptional host. Sarah went above and beyond to make our stay comfortable and relaxed. Would highly recommend !"
PERFECT for families!! Private bay-side beach, Pool, Game Room, all King beds!
Living area
New Home in Pensacola-Perdido Key. 5 Min. to beach and fenced yard!
9.2 out of 10, Wonderful, (10)
"Well equipped, no hot tub as listed. Left suggestion for house keepers on cleaning. Might suggest adding memory foam topper, beds extra firm. Close to everything. My purpose for this trip was Blue Angels home coming..very close for attending. I would stay again."
New Home in Pensacola-Perdido Key. 5 Min. to beach and fenced yard!
Property grounds
Tommy's Zen Garden and Cottage, a wonderful peaceful retreat!
10.0 out of 10, Exceptional, (42)
"Great"
Tommy's Zen Garden and Cottage, a wonderful peaceful retreat!
Exterior
Seascape on Perdido Key, Beach FL and Bay Front home! Heated/Private Pool!
9.8 out of 10, Exceptional, (28)
"This was a celebration with our children and grandchildren. The home was spacious and lovely. The pool was a hit and had many pool toys. It was an easy walk to the beach. We had a wonderful time."
Seascape on Perdido Key, Beach FL and Bay Front home! Heated/Private Pool!
On the beach
SPRING BREAK SPECIALS 129/NIGHT Spacious Living, Free WiFi, Lots of Extras!
9.4 out of 10, Exceptional, (75)
"We enjoyed the condo very much. Great location easy access to the beach. Bathroom was not as clean as it should have been. Several dirty dishes were in the cabinets and silverware drawers. I notified the host and she was so nice. I told her i had already cleaned the areas and dishes so there was no need to send housekeeping. Autumn was so apologetic and super nice. We would rent from her again. Maybe next time a two bedroom."
SPRING BREAK SPECIALS 129/NIGHT Spacious Living, Free WiFi, Lots of Extras!
Fridge, microwave, oven, stovetop
The Dory Is A Gulf Front Treasure Your Family Will Love!
9.6 out of 10, Exceptional, (126)
"The Dory was equipped with everything we needed for a week at the coast, and even with multiple adults, there was plenty of room for everyone relax. A short path led to the beach. Although it wasn’t crowded during our stay, it was nice to see that the area immediately behind the condo is marked off for her guests. Each unit is allowed only two parking spaces, which would likely be more than enough for most families. We had four vehicles to park, so we did have to utilize off-site parking (just a...
The Dory Is A Gulf Front Treasure Your Family Will Love!
Beach
White Sugar Sand Beaches. Free Parking & Internet. Remodeled. Gulf Views.
9.6 out of 10, Exceptional, (193)
"This is the perfect location if you want a quiet beach vacation away from the crowds, but still be close enough to activities and restaurants. The unit is clean, nicely furnished, and a very short walk to the beach. Perfect for a couple or family with 1 or 2 younger children. May be a bit crowded for a family with teens. Highly recommend!"
White Sugar Sand Beaches. Free Parking & Internet. Remodeled. Gulf Views.
Beach nearby
Coastal Dog-Friendly Haven, Mins to FL&AL Beaches
10.0 out of 10, Exceptional, (5)
"Everything was excellent. All the comforts of home were provided. The host truly thought of everything—- well stocked kitchen and baths and comfortable furniture."
The price is NZ$672
per night
28 May - 29 May
Coastal Dog-Friendly Haven, Mins to FL&AL Beaches
On the beach
Third-floor Gulf-view condo with pool, hot tub, high-speed WiFi, & W/D
8.8 out of 10, Excellent, (35)
"We loved the gated parking for security and the walk to the beach wasn’t bad. Nice pool and hot tub. The wifi wouldn’t connect in the bedroom other than that everything was great!"
Third-floor Gulf-view condo with pool, hot tub, high-speed WiFi, & W/D
Beach nearby
Snowbird-friendly condo near the ocean with patio, outdoor pool, & hot tub
9.4 out of 10, Exceptional, (23)
"We loved staying in this resort as it was small and quiet. Everyone was super friendly. We would stay again."
Snowbird-friendly condo near the ocean with patio, outdoor pool, & hot tub
Property grounds
Sunny condo with pool, hot tub, pool views, balcony, & AC
9.0 out of 10, Wonderful, (4)
"There were a few things that needed some repair. The mini blind in the bedroom had some broken strands and there is nothing else to block the view from the outside walkway. That needs to be replaced and a curtain hanging there would also be helpful as the mini blind didn’t reach completely from side to side. The molding at the bottom of the outside of the tub either needs replaced or repainted as it had permanent dark marks on it that made it appear dirty."
Sunny condo with pool, hot tub, pool views, balcony, & AC
Aerial view
PRIVATE HEATED POOL, Bay Access w/Boat Dock, Private Beach & Pickleball!
10.0 out of 10, Exceptional, (100)
"We had a Great time.... perfect house for our Family and Great location!!"
PRIVATE HEATED POOL, Bay Access w/Boat Dock, Private Beach & Pickleball!
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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.

Other types of properties in Pensacola you may be interested in

Lobby sitting area
Country Inn & Suites by Radisson, Pensacola West, FL
2.5 star property
8.6 out of 10, Excellent, (1015)
"The setup of the hotel was not of the normal convention. Water pressure was low. I like a nice shower after a long day."
The price is NZ$188
per night
2 Jun - 3 Jun
Country Inn & Suites by Radisson, Pensacola West, FL
Lobby
Hotel Pensacola
2.5 star property
8.6 out of 10, Excellent, (1070)
"It is in a central location which was very helpful."
The price is NZ$231
per night
9 Jun - 10 Jun
Hotel Pensacola
Exterior
Quality Inn & Suites Pensacola Bayview
2.5 star property
7.0 out of 10, Good, (1001)
"Room seems clean. Doors could be more secure. Ok for the rate. I booked through Expedia and there should be a large message explaining the $100.00 deposit on top of the room charge. "
The price is NZ$147
per night
27 May - 28 May
Quality Inn & Suites Pensacola Bayview
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Pensacola holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Pensacola. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Pensacola. Seeing all the best attractions is bound to make you fall in love with Pensacola. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Pensacola short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Pensacola?

Yes, there are holiday rentals in Pensacola close to Blue Wahoos Ballpark, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Pensacola like the popular beaches and entertainment choices this destination is known for. The fascinating museums and great live music are some other things you might like to check out during your trip.

How many holiday rentals are there in Pensacola?

Choose from 1265 Expedia holiday rentals in Pensacola for a memorable holiday.

What’s there to see and do in Pensacola?

Enjoy the outdoors at Seville Square and Johnson Beach, or simply take in cultural attractions like Saenger Theatre and Historic Pensacola Village. Other places in town to visit include Pensacola Naval Air Station and Pensacola Bay Center.

What’s a holiday rental in Pensacola like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pensacola. Holiday rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.

Recent reviews of Pensacola properties
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