Pensacola Holiday Rentals

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Holiday Rentals in Pensacola

stayAPT Suites Pensacola-UWF/West Florida Hospital Area

4.0 star property
9.0 out of 10, Wonderful, (111)
"Perfect stay for us. Close to places we needed and wanted to go. Dining and shopping all around close by. Facility is nice and new. Staff was very friendly and took care of needs when they presented themselves. Space is nice and roomy with a kitchenette, dining, living space and a good size bedroom. Least favorite part was lower water pressure in shower and not a great shower head, but overall a very pleasant experience. Highly recommend and would stay there again!"
The price is AU$174
includes taxes & fees
3 Mar - 4 Mar
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

Extended Stay

2.5 star property
4.8 out of 10, (267)
"It's ok"
The price is AU$116
includes taxes & fees
23 Feb - 24 Feb
Extended Stay

Penthouse Unit Directly on the beach with unbelievable views. Managed by Owner.

10.0 out of 10, Exceptional, (83)
"Had a great time at condo! Mickey was very responsive "
Penthouse Unit Directly on the beach with unbelievable views. Managed by Owner.

Palacio Condominiums

4.0 star property
9.2 out of 10, Wonderful, (126)
"Beautiful views. Had some problems about it being clean. Was able to contact property managers about it. "
Palacio Condominiums

3rd-floor condo in Perdido Key with unforgettable Gulf-front views

8.2 out of 10, Very good, (60)
"Clean room. Right size/price for our short stay. Key to beach gate was problematic, but we were able to get assistance. Shower made loud squealing sound when water was running but plenty of hot water. Washer unit sounded like a small plane trying to take off - you might want to get that checked out. Beach location perfect. "
The price is AU$305
includes taxes & fees
4 Mar - 5 Mar
3rd-floor condo in Perdido Key with unforgettable Gulf-front views

Spring Break & Summer Memories @ Lost Key Resort! Beach, Golf & Gym!

9.8 out of 10, Exceptional, (40)
"I enjoyed my stay and will definitely book it again "
Spring Break & Summer Memories @ Lost Key Resort! Beach, Golf & Gym!

Pet Friendly Boardwalk #2-Free activities included daily!

9.6 out of 10, Exceptional, (7)
"It was like I had the beach to myself. Very few people. Beautiful views. "
Pet Friendly Boardwalk #2-Free activities included daily!

Gulf Front Ocean Breeze East 204-Pool-Free Daily Activities

8.0 out of 10, Very good, (5)
"This property is in need of a good deep clean and some updating. The balcony was a big disappointment for me as this is something I really enjoy being on the water with a great view. But there isn’t any comfortable furniture on the balcony, some old barstools with no table. And the AC unit is on the balcony so every few minutes that kicks on and you cannot hear the ocean or any one you are trying to converse with.. I wouldn’t rent this unit again. Too many other places that are at least good and...
Gulf Front Ocean Breeze East 204-Pool-Free Daily Activities

Dog Friendly | Private Pool | Spacious Backyard | My Beach Getaways

9.6 out of 10, Exceptional, (8)
"The bungalow was great. It's nice and well kept. The neighborhood was good and felt safe. Good location to go visit Pensacola and Orange Beach. The house was big enough for"
Dog Friendly | Private Pool | Spacious Backyard | My Beach Getaways

Inviting home with pool, Gulf view, tennis, patio, central AC, & W/D

8.0 out of 10, Very good, (9)
"The house is clean. Only minor missing is extra trash bags. Most places I stayed at provide us coffee, sugar and creamer. However, this place is very convenient. Walking distance to the beach and near restaurants/bar."
Inviting home with pool, Gulf view, tennis, patio, central AC, & W/D

PRIVATE HEATED POOL, PRIVATE BOAT DOCK, PRIVATE BEACH, PICKLEBALL, & HOT TUB!

10.0 out of 10, Exceptional, (10)
"We stayed at Paradise Point for a family reunion. The house and location were amazing! Super clean with great access to the beach. We enjoyed using the pickleball courts, pool, and kayaks. The kitchen was well stocked. We would highly recommend this house or any rentals that are owned by Bailey Vacation Properties. We have stayed in many VRBO's and this is the best one yet. Lindsey was highly responsive to any questions we had. Loved how close it was to the beach and other local shops. We were a...
PRIVATE HEATED POOL, PRIVATE BOAT DOCK, PRIVATE BEACH, PICKLEBALL, & HOT TUB!

Dog-Friendly Paradise Key at Lost Key Golf & Beach Club w/Golf Cart | My Beach Getaways

9.0 out of 10, Wonderful, (2)
Dog-Friendly Paradise Key at Lost Key Golf & Beach Club w/Golf Cart | My Beach Getaways

Beautiful Beachfront Haven!

10.0 out of 10, Exceptional, (106)
"Awesome"
Beautiful Beachfront Haven!

3/4bd 3Ba 1st&2 Fl Townhouse sleeps10 w/ Dolphin Views ,Boating, Tennis,Fishing

9.6 out of 10, Exceptional, (62)
"Everything was great the rooms the pool and the beach was excellent it very crowded !! The only thing that I can is There was not enough towels and wash cloths in the condo so we had to wash a lot !! 10 people !!"
3/4bd 3Ba 1st&2 Fl Townhouse sleeps10 w/ Dolphin Views ,Boating, Tennis,Fishing

PRIVATE HEATED POOL, PRIVATE BEACH, PICKLEBALL, PUTTPUTT, Boat Dock, Bay Access!

10.0 out of 10, Exceptional, (108)
"My husband and I stayed here for a week with his two sisters and their husbands. The house was just like the photos- good condition, clean, & well-equipped. Eric & Lindsey were both great to work with and prompt to address questions. Pickleball just across the street & beach a short walk away. It was like having our own private beach. We will definitely come again when planning a vacation in the panhandle."
PRIVATE HEATED POOL, PRIVATE BEACH, PICKLEBALL, PUTTPUTT, Boat Dock, Bay Access!

Quaint Bay Cottage close to Downtown and NAS!

9.6 out of 10, Exceptional, (18)
"Excellent and great location."
Quaint Bay Cottage close to Downtown and NAS!

Modern Perdido Key Beachfront Penthouse - 3 Bedroom, 3 Bath, Amazing Views

9.6 out of 10, Exceptional, (104)
"We had an amazing time at Perdido Key! The views from the living room and the bedroom are amazing! The kitchen was nicely appointed and had plenty of room! Each bedroom having its own bathroom was fantastic! The beach was awesome. Only really crowded on the weekend. Tenting a chair and umbrella for the week was super easy! Communication with the property owner was great! He recommended areas to see the Blue Angels practice! Our only negative was the elevator noise in the master bedroom! It’s not...
Modern Perdido Key Beachfront Penthouse - 3 Bedroom, 3 Bath, Amazing Views

Family Gathering Place with 2 Houses under 1 Roof! Close to Downtown & Beaches!

2.0 star property
10.0 out of 10, Exceptional, (5)
"Perfect place for our family to stay while we were in town for a wedding. The house was only 2 miles from the venue which was great! Lots of fun things to do! "
Family Gathering Place with 2 Houses under 1 Roof! Close to Downtown & Beaches!

HangLoose14AD-Beautiful Beach Cottage@ the Purple Parrot Resort/Perdido Key FL

10.0 out of 10, Exceptional, (223)
"Beautiful place.. Clean and great location. Host communication was excellent. Look forward to staying again next spring.. "
HangLoose14AD-Beautiful Beach Cottage@ the Purple Parrot Resort/Perdido Key FL

Seascape on Perdido Key, Beach FL and Bay Front home! Waterview Hot Tub

9.8 out of 10, Exceptional, (32)
"The house was perfect for 3 families with children ranging from 6-17! The lay out of the house was wonderful for accommodating our large party of 13, and having 2 kitchens was super convenient. The location on the bay was peaceful and fun for the kids to play on the kayaks and floating island that were provided. The beach was about a 5-10 minute walk across the street, but feasible with wagons to haul all of our things. The house was in a central location, close to many restaurants and things to...
Seascape on Perdido Key, Beach FL and Bay Front home! Waterview 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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Other types of properties in Pensacola you may be interested in

Hotel Pensacola

2.5 star property
8.8 out of 10, Excellent, (1038)
"It Was amazing as always.Whenever I visit this is my place to go too."
The price is AU$120
includes taxes & fees
9 Mar - 10 Mar
Hotel Pensacola

Country Inn & Suites by Radisson, Pensacola West, FL

2.5 star property
8.6 out of 10, Excellent, (1139)
"The stay was comfortable. The breakfast does not have much healthful options."
The price is AU$164
includes taxes & fees
26 Feb - 27 Feb
Country Inn & Suites by Radisson, Pensacola West, FL

Holiday Inn Pensacola - University Area by IHG

3.0 star property
8.8 out of 10, Excellent, (1002)
"It was a nice hotel . Clean rooms , friendly staff .. felt very safe . "
The price is AU$186
includes taxes & fees
26 Feb - 27 Feb
Holiday Inn Pensacola - University Area by IHG
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.

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 great live music this destination is known for. The fascinating museums and acclaimed theatre scene are some other things you might like to check out during your trip.

What are some of the best holiday rentals that Pensacola has to offer?

Dog-Friendly Paradise Key at Lost Key Golf & Beach Club w/Golf Cart | My Beach Getaways: This highly rated holiday home rental in Pensacola is located on a river, and has a balcony, 1 hot tub 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. Other favourite homes for rent in Pensacola are Quaint Bay Cottage close to Downtown and NAS! and Walking distance to downtown, 15 min to Pensacola Beach.

How many holiday rentals are there in Pensacola?

Choose from 1138 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.