8 Vacation Rentals In Pensacola, Florida - Updated 2024

| 4 min read

The city of Pensacola is known as the City of Five Flags, as it was once ruled by five governments, the British, the Spanish, the French, the Confederacy, and the United States. The city is a part of Northwest Florida, with historic places and lovely beaches. It is originally a seaport city on Pensacola Bay, connected to the Gulf of Mexico. The beaches of Pensacola are attractive, with white sands and crystal-clear water. The city is also a base of the United States Naval Air Station, the National Naval Aviation Museum is all set to give you a glimpse of the military and aerospace industry of the country. For your stay, check out some cool options of vacation rentals in Pensacola, Florida.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 07, 2024.

1. The downtown bungalow

The cozy, remodeled bungalow is located right near the downtown area. The bungalow has its own courtyard, and private entry, ensuring complete privacy. The small studio space consists of a double bedroom, a small living area, and kitchen. The bedroom has a queen-sized bed for two. The living area has sitting arrangements, and the kitchen is well-stocked with all the amenities. There is a bar counter to enjoy a glass of wine, and the courtyard has a sitting arrangement to enjoy your meal outdoors.

Stayed at this property?
Pensacola, Florida, United States
105 reviews   Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 0 Bedrooms 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
we greatly appreciated the space heater that was provided would definitely use this spot again
the room looks exactly like it does in the pictures
no tv but nice to have your own space
also the bed is only a full size so prepared to be extra cozy
minus an issue with the fan not working while the lights were out it was a perfect stay
everything was clean and neat
very clean and neat
very clean spacious and comfortable
the place was clean and comfortable
good and clean place to stay clear communication and value for the money
hosts were very friendly and accommodating
they were all very kind and considerate
faith was an accomodating & communicative host
hosts were very friendly and easy to communicate with
faith and her family were excellent hosts
very cute place in a family neighborhood walking distance to groceries
very cute and cozy place near several places
pros: the location is super close for a quick drive to the beach
cute place close to the beach
great location and walking distance to the vineyard and ozone
Read more reviews

2. The suite of the East hill Bungalow (from USD 75)

The entire suite stands separate from the main house. The charming suite consists of one double bedroom, kitchenette, and the bedroom has a queen-sized bed for two people. The kitchenette is equipped with a fridge, toaster, microwave, toaster, and coffee pot. There is also an Iron and ironing board present in the suite. The bungalow is just five minutes away from the downtown area.

Stayed at this property?
Pensacola, Florida, United States
402 reviews   Superhost Wifi Available
Entire guest suite 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
wifi worked really well great ac for the warm months
our room had a fab sea grass bed and guest chairs; pottery barn decor everywhere
nice towels comfy bed and pillows cold ac fan and organic coffee
a great private room for single travelers or couples
we could not have asked for a better more comfortable place to stay
it was very clean and well put together
very neat and clean place
the space was clean and well-appointed
5 stars and super clean beautifully decorated
very nice place clean and beautiful
even with little hiccups they were quick with responses and very helpful
great host i would recommend this host to anyone
i highly recommend this host
donna and jack were amazing hosts
donna was an amazing host during our visit
good location close to downtown
the location was nice and safe
near downtown and in a very easy central location close to the airport and shopping outside of town
the location was perfect as well
it is in a great neighborhood and good location
Read more reviews

3. Modern cottage in the Historic East hill (from USD 115)

The spacious cottage is a part of the Historic East hill of Pensacola. This neighborhood has lots of historic homes and charming parks. The downtown Pensacola is a few kilometers away, the beach is a bit farther. The cottage is situated in the middle of a garden, surrounded by greenery. It has a spacious living room, with sofas and a dining table. At one side, there is a fully equipped kitchen to prepare your meals. The bedroom is located on the other side, with a queen bed for two. The charming patio has a seating arrangement where you can enjoy your meal with the beauty of nature.

Stayed at this property?
200 reviews   Wifi Available
bungalow 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
The cottage is very comfortable
The place was nice and cozy
It has any amenity you might have forgotten and a working kitchen
And immaculate Lots of extras that you don't find at all rental properties in terms of toiletries and cooking essentials
just like we imagined it
the enchanting yard and the "bungalow" was adorable
The space was exactly as pictured
It was beautifully taken care of and very peaceful
They were so nice and the rental was beautiful and fully equipped
Clean comfortable great hosts
We cannot wait to return
Our experience was very easy and relaxing
The guest quarters are immaculately maintained well furnished for the needs of their guests up to date
Located in a nice quiet neighborhood
The location is great - quiet neighborhood
this property is well maintained quiet and conveniently located for access to just about everywhere whether its downtown or the causeway leading to Gulf Breeze and its beaches The owners
You are pretty much close to everything in Pensacola and very near to Gulf Breeze Bridge
Set off a quiet neighborhood street
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

4. The charming loft of a townhouse (from USD 145)

The contemporary loft of this townhouse is offered to the guests, located in the historic neighborhood of East Hill. The loft has two bedrooms and various kinds of assorted beds which can accommodate a group of six adults with an infant. The charming living room has high vaulted ceilings, modern furnishing, large television, and electric fireplace. The modern kitchen is located on one side with a high dining table and bar stools. The master bedroom has a king-sized bed, bathroom with large whirlpool tub, television and dresser. The other bedroom has a queen-sized bed and a daybed. The charming backyard includes a private patio, it comes with a dining area and brick barbeque.

Stayed at this property?
Pensacola, Florida, United States
Wheelchair accessible Visual Aid: Braille
PRIVATE VACATION HOME 6 Guests 2 Bedrooms 2 Bathrooms

Top guest reviews
Amenities & Room:
The vaulted ceilings make the place feel incredibly open and airy
the kitchen was stocked with everything we needed and the outdoor charcoal grill was something we looked forward to after a long day at the beach
It was easy to prepare meals and enjoyed cooking on BBQ pit in back yard
All the amenities needed were in the home and everything was extremely clean
Backyard provides a nice patio area and grill to enjoy the outdoors Spacious enough to accommodate all the adults in our group
The townhouse was clean and exactly as described
The townhome was very clean and kept well
Beautiful home Very clean and had everything we needed Centrally located and very good neighborhood
Definitely check amenities first before going to the grocery store
Hosts were very accommodating and answered all of our questions Would stay again
The owner was pleasant to work with and was quick to respond to any needs or concerns we had during our stay
The owners were very friendly responsive and helpful during our stay
the owners are so so nice and accommodating Nothing to say about the owners except that they were both very nice and wanted to make sure that I had everything that I needed for my stay
The location is not to far from Correy Station which is exactly what we needed Also very convenient to downtown and the beach
Beautiful home in a quiet and very nice neighborhood Conviently located close to pharmacies grocery stores and the beach but in a neighborhood that was tucked away from the noise and busyness
Loved the area and the park across the street
A park is right across the street from the home which was great for our toddler
Only 4 of the critters found Otherwise a fine stay
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

5. A cute carriage house in historic neighborhood (from USD 114)

The carriage house is located on the back side of a property in a historic neighborhood of the city. Thus, it offers tranquillity and privacy during your stay. The second-floor studio is offered to the guests, and it comes with a queen-sized bed. The couch in the living area can accommodate an extra guest. There is a kitchenette and dining area on one side. The balcony of the second floor offers an excellent view of the surroundings.

Stayed at this property?
7 reviews   Wifi Available
guest house 2 Guests 0 Bedrooms 1 Bathroom

Accommodates: 2
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
The studio apartment was easy to find and very adequate for
We enjoyed the cleanliness and adequate size of the studio and the quietness of the neighborhood We would recommend the apartment to our friends and family (should the occasion arise)
The shower can be updated by installing glass doors really cumbersome with the curtain shower
It was clean fresh and private
The hosts are kind and willing to make your stay memorable
was a convenient distance to the "old historic district" of Pensacola
and we were pleased to discover a couple of fine restaurants a short distance from the apartment
We had a great time Very convenient location and clean
This unit is modern and clean ideal space for two people 30 min walking to the heart of Pensacola downtown
A beautiful clean and homey carriage house Convenient location and wonderful owners
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

6. The Juliette Suite in the Cervantes Suites

The house is located on the East Hill neighborhood of Pensacola city, which is close to both downtown and the beach. The neighborhood is full of charming old buildings, oak trees, typically featuring the old charm. The Juliette suite also features antique décor, and traditional furnishing. It comes with a private entrance, living room, bedroom, and a charming porch. The bedroom has a queen bed too, and the sofa in the living room can accommodate an extra guest. There is a traditional dining table in the living room. There is also a wraparound porch on the front of the house with the gorgeous view of the locality.

Stayed at this property?
Pensacola, Florida, United States
164 reviews  
Entire guest suite 2 Beds 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the space is cozy and comfortable and the amenities are excellent
just as described and meeting all expectations the house was charming and comfortable
bonus: the beds were super comfortable
the bed and pull out was comfortable the shower and bathroom is gorgeous (love the tile and wallpaper )
the room at rebecca's house on cervantes is fantastic and one-of-a-kind
very clean space abd very homey
her place is not only clean but very comfortable
space is sparkling clean
the place has been renovated really well and it was spotlessly clean
the house was very clean with nice extras such as a small fridge water cooler and microwave
great host and interesting home
she was really kind and made us feel very welcomed
rebecca is a wonderful host
rebecca was one of the most helpful hosts we've ever met
rebecca was an amazing and thoughtful host
wonderful place in town close to restaurants shopping
great location- lots of things to do that are close by
location was very convenient to terrific restaurants and the main area of town
the neighborhood is safe and very beautiful close to a handful of restaurants and bars
close to everything and easy access to the beaches
Read more reviews

The city with fierce patriotism

Located in the Florida Panhandle, Pensacola is very near the Alabama border, and a short drive from New Orleans. The city possesses an air of fierce patriotism and love for its military. On the other hand, the powder white sand and turquoise blue water offer a Caribbean feel. So, to explore this distinct contradiction, book one of these vacation rentals of Pensacola, Florida, for your next holiday.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


Get Trip101 in your inbox

Unsubscribe in one click. See our Privacy Policy for more information on how we use your data

Saptami's primary life mission revolves around the exploration of the uncharted. Following the completion of her MBA, she steered clear of the conventional 9-to-5 career path, prioritizing the...Read more

 Want to contribute as a Local Expert?
Explore Pensacola
Good things are meant to be shared!
Back to top
Visited any of these places? Click this button to activate our "Add a Tip" feature to share your experience.