As the western city of Florida treats you with its beautiful beaches and rich cultural heritage, you can also get reacquainted with its glorious history. From Pensacola Lighthouse & Maritime Museum built in 1859 to the 18th-century Fort Barrancas, this place helps you revisit the country’s strong defense line-up. Or if you simply want to peek into a bygone era, plan a visit to Historic Pensacola Village, which showcases nearly 500 years of American history. And if you want to have fun, there are several parks and beaches for recreation, including Uncle Sandy’s Macaw Bird Park and Casino Beach. With so much to learn and explore, consider ditching hotels for extraordinary experiences at rental properties. Check out the best short-term rentals in Pensacola, Florida, for a lovely vacation!
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and short-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 13, 2024.
1. Quaint cottage in historic district (from USD 99)
This rental blends vintage vibes with modern amenities to offer its guests a cozy stay not far from local bars, restaurants, and shopping places. First built in 1903, this 37.2 sqm (400 sq. ft.) cottage now includes a living room, modern kitchen, and porch. Whether you want to leisurely spend the afternoon on the sofa or experience the sunset from the porch, this cottage is full of possibilities. With the sea nearby, you also have beaches to hang around.
Save 10% of the booking price by staying at this property for more than seven nights.
Top guest reviews
Amenities & Room:
everything was very nice except could not get wi-fi to work and no response from owner to helpCleanliness:
charming and clean cottage convenient to downtown pensacolacottage was a dream; clean cozy has everything you needHost:
he was most helpful during this hurricane experiencethe owner is quite helpful and easily accessible if neededdean is a fantastic host and helped us with great suggestions on events and dining in the areaRead more reviewsLocation:
great location with an easy walk to numerous restaurants and downtownit is in a perfect location within walking distance to restaurants bars & shopping on palafoxgreat stay with a nice location in seville area of pensacolait is close to restaurants shopping and the beautiful gulf coastcharming clean small house located in a wonderful location in historic pensacola area
2. Pet-friendly historical cottage (from USD 225)
This 111.5 sqm (1,200 sq. ft.) cottage is perfect for some quality family time. Once a historic home, it has been refurbished to house an L-shaped kitchen, a full bath, a living area, and a yard. Located just minutes away from the bay, bars, eateries, boat ramps, and the beach itself, this rental assures you all the comfort of your home at an affordable rate. And your furry friends are welcome here, too!
Booking for at least seven nights makes you eligible for a 10 percent discount.
Top guest reviews
Cleanliness:
home was clean & cozyRead more reviewsLocation:
great location to access local sightseeing restaurants and shoppingthe place was cute and modern and was nicely stocked with the things we neededthis was a perfect place for my group of girlfriends to stay for the weekend while we visited pensacola
3. Roomy vintage home with yard
This 1918 house was refurbished to feature two bedrooms and full baths, a living room, a fully-equipped modular kitchen, a barbecue grill, a front porch, and a backyard. Its location close to downtown makes the airport and malls a 15-minute drive away, while plenty of eateries and shopping outlets are within walking distance.
However, what makes the stay at this semi-urban cottage exceptional is it welcomes your furry friend, maintains a separate space for them, and even offers you a weekly discount.
Top guest reviews
Amenities & Room:
there are two nice bedrooms a fully appointed kitchen and a living roomCleanliness:
the house is super cute and very cleani highly recommend staying here not only for the clean house but for the amazing hostHost:
she was one of the best hosts we’ve ever hadRead more reviewsLocation:
the location is absolutely perfect once you adjust to the up and coming areathe location is absolutely perfect once you adjust to the up and coming area
4. Elegant cottage with an extended patio (from USD 176)
This cottage is nestled in a peaceful neighborhood. With classic white hues dominating the décor, this cottage has numerous modern-day amenities, including security cameras, laundry equipment, and air conditioning. The equipped kitchen is fully stocked, so you can whip up meals. Consider enjoying your evening tea on the patio. As you’re constantly surrounded by greenery, this cottage offers you the ideal atmosphere to destress.
You get a 15 percent discount for staying here for over seven nights.
Top guest reviews
Amenities & Room:
the beds felt like sleeping on cloudsdue to the soft and comfortable bed and linen we always got a late start of the dayCleanliness:
super organized and cleanvery cozy & clean home & well stockedthe home was incredibly clean and well maintainedHost:
the owner as very helpful and communicated everything needed about the propertyRead more reviewsLocation:
great neighborhood close to shopping
5. Independent house with a saltwater pool (from USD 210)
If relaxing is your vacation idea, this well-maintained family home is your destination. Treasuring innumerable memories of the family that owned it for over 40 years, this property spanning 148.7 sqm (1600 sq. ft.) offers you a cozy stay, cut from the outside world. However, those willing to re-establish the connection can reach downtown in just 15 minutes!
This house has a beautiful saltwater pool built in the 1970s and a courtyard graced by fountains and decorative lights. It’s available at an affordable price, and those staying for over a week can avail of a handsome discount.
Top guest reviews
Amenities & Room:
we need to come back in the warmer months when we can enjoy the pool moreHost:
owner is available and easy to work withthe owners are very thoughtful and helpful tooangela was an amazing host we can't wait to return in warmer weatherRead more reviewsLocation:
the neighborhood is quiet and the backyard/pool area is private and beautifully landscapedthis is a great place to stay while in pensacola
6. Townhouse with large pool (from USD 215)
This house has been aesthetically built, particularly for those who only have relaxation in their minds. With tasteful decor, comfy bedrooms, a country-style kitchen, and even a private pool, this house has everything you need for a cozy and luxurious stay. Its classic interiors and vintage furniture blend appropriately to give you an elegant vibe. Several scenic beaches are within a 20-minute drive from this accommodation.
A 25% weekly discount is being offered on this property to sweeten the deal!
Top guest reviews
Amenities & Room:
comfortable beds and living area for our familyCleanliness:
this property is new clean and the pictures depict it accuratelythis home was clean spotless and very comfortablethis house was beautiful very clean cozy and spaciousthis property was a clean townhome in downtown pensacolathe townhome was clean and everything you would need is providedHost:
all of her tips were helpful and we benefited from themRead more reviewsLocation:
we had a great experience staying at this property it was the cutest and in a great locationneighbors are nice and said hello when walking their dogs
7. Private suite near downtown (from USD 99)
Your private suite awaits you near downtown, only 10 minutes from the airport. The rental, which comes with a porch, is cozy enough for two people. Though there is no separate kitchen, the bedroom has a fridge, coffee maker, and microwave to make your stay comfortable. You will have restaurants within walking distance if you want to enjoy a hearty meal.
Book this suite for seven nights to get a weekly discount.
Top guest reviews
Host:
bruce was very helpful and responsive to any questionsthis property and the hosts were excellent - surpassed all of our expectations - thank youRead more reviewsLocation:
nice small bath with walk in showergreat hosts great location the muffins are on pointvery quiet really we love it
8. Cooper’s Cottage (from USD 124)
Just 15 minutes from Pensacola beach, Cooper’s Cottage is a 1933 home renovated to suit the modern lifestyle. While the cozy bedrooms, a fully-equipped kitchen, and bathrooms are there, the main attraction of this house is its fully fenced pet-friendly backyard. Whether you want to barbeque at the gas grill, enjoy dinner outside, or lounge on the patio sofa, the backyard is all you need to spend time leisurely.
Cooper Cottage has been interestingly designed to give you a calming effect inside, thanks to its white interiors. You also get weekly discounts if you stay for 7 days and more.
Top guest reviews
Amenities & Room:
beds were very comfortablemost importantly the beds were comfortablewe felt safe and comfortable and would book again in a heartbeatthe space was beautiful comfortable and well appointedCleanliness:
everything is clean and neatit was very clean and homeyit was very clean and well taken care ofit was super clean and had everything you could possibly want to make your stay perfectclean modern awesome layout tons of well thought out extrasHost:
wow what a great place tim and marie were very accommodating to our requeststhe big backyard is a plus and the hosts were generous with our check-in time and complementary treatsthe hosts provided snacks coffee and drinks and were easy to communicate withvery kind gesture and much appreciated before we could make it to the grocery storeRead more reviewsLocation:
also great location real close to downtownit is such a great location to everythingthe location is super close to the restaurants bars and events in downtown pensacolagreat location nicely appointed very cleanlocation was perfect for our quick drive to the beach and the tasty taco truck
Superhost
9. Cozy apartment with private entrance (from USD 64)
Enjoy this cozy and peaceful apartment with its own entrance and a patio located near downtown. The apartment has a queen bed, a private bathroom, and a kitchen with modern amenities. Whether you are in Pensacola for a weekend trip or to enjoy your extended vacation, staying at this place helps you experience the local vibes quite right, thanks to its décor and amazing location. Don’t miss out on the patio with its rustic charm or the lovely garden!
Stays exceeding seven days come with weekly discounts.
Top guest reviews
Amenities & Room:
several provided amenities like tv internet and an alexaonly one issue that can be improved is the ac and circulation in the roomvery comfortable guest cottage in the historic north hill neighborhoodCleanliness:
very clean and comfortableplace was very clean and tidyeverything was clean comfortable and easily accessiblethe place was great and cleanvery clean very easy to communicate withHost:
great host very accommodating and helpfulhosts were very communicative and prompt definitely recommend this listingcute airbnb with private entry own parking and very responsive hostthe host is very helpful and responds quickly to help with anything that may come upthe location was perfect and jerrod was the best thank you for hosting usRead more reviewsLocation:
nice place close to downtownexcellent spot quiet and close to downtownsuper close to downtown and and easy drive to pensacola beachquiet peaceful and secluded location with easy access to all of the fun things to do in pensacolahouse was extremely clean location is wonderful minutes from downtown pensacola and the beach
10. Pensacola Lighthouse Retreat (from USD 160)
If staying in a lighthouse has been on your checklist, realize your dream at Pensacola Lighthouse Retreat. Originally a Tudor cottage, this property has been renovated and aesthetically decorated to bring out the lighthouse vibes. The wooden interiors, brick walls, and modern amenities give this house its unique appeal.
However, Pensacola Lighthouse Retreat is more than just a comfortable stay indoors. Its outdoor space - fenced backyard and front porch - is the main charmer. It also offers a large deck, herb garden, fire pit, and outdoor swing to make your stay unforgettable. Plus, you get a weekly discount on this rental.
Top guest reviews
Amenities & Room:
plenty of space amazing back yard plenty of linens and comfy bedsthe lighthouse retreat is a beautiful home filled with personal touches that are both welcoming and comfortableso charming comfortable and plenty of outdoor living space as wellso cozy and charming we look forward to coming backCleanliness:
very clean and quietvery clean very homey and cozyclean and easy to check inthe house is very clean as well and has a beautiful backyardeverything was clean and pleasant no complaints at allHost:
the host is very responsive and kindthe host is attentive helpful and quick to responda great host~ thank youthis was our second time staying in this home we truly enjoy it great home and great hostswe highly recommend this beautiful home and this wonderful hostRead more reviewsLocation:
location wise it’s super convenientgreat location with easy access to downtown and pensacola beachkrispy kreme close by love the hot signbeautiful home in a great locationcan’t say enough about location so easy to get to everything
Find the perfect short-term rental in Pensacola
This list of short-term rentals has been prepared considering everyone’s tastes and preferences. Whether you are a fan of elegant interiors, urban vibes, or extensive outdoor spaces over a cozy indoor stay, you can find your pick here. And the best part is all these properties in Pensacola, Florida, are available at amazing discounts.
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