8 Vacation Rentals In Pensacola, Florida - Updated 2022

vacation rentals in pensacola fl

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.

1. The downtown bungalow (from USD 45)

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.

East Hill Private Studio Apartment
Pensacola, Florida, United States
105 reviews
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
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2. The suite of the East hill Bungalow (from USD 118)

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.

East Hill Bungalow #2 (4 on site, #3 pet friendly)
Pensacola, Florida, United States
344 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
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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.

Modern cottage in historic East Hill
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
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4. The charming loft of a townhouse (from USD 137)

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.

Loft Townhouse in East Hill - Across from Park, Near Pensacola Beach!
133 reviews  Wifi Available
House 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

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
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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.

Downtown Dreams is now available in Historic North Hill
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
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6. A three-bedroom house near downtown

The two-story house is located very close to the downtown of Pensacola. The house features a classic interior, with hardwood floors and chic furnishings. The living room is spacious, with an open layout containing the kitchen. The house is well-lit by lots of lights in every corner of the house. The dining area is located beside the kitchen, with a sitting arrangement for four. The master bedroom is located on the upper floor, it comes with a queen-size bed, attached bathroom, and a balcony. The balcony offers an excellent view of the surroundings. The two other bedrooms also have queen-sized beds, all together for a group of six. The backyard is a great place to enjoy the sunshine and the bliss of outdoors.

3BR Pensacola House w/Yard - Close to Downtown
19 reviews
House 6 Guests 3 Bedrooms 3 Bathrooms
Top guest reviews
Amenities & Room:
Everything u need is in the home
but it wasnt like a constant thing
First impression walking through the door was clean and renovated The space is smaller than it looks in the pictures but the actual amount of space is perfect
This was our first time using HomeAway and renting a home for our vacation and it was a breath of fresh air
It was great having pretty much everything you need there
The house was very clean and nice
The 3 rooms upstairs were spacious and homey
Property is nicely maintained Very Clean
It was very clean & close to the beach
and we weren't inconvenienced by the repair at all
The owner was very helpful and nice when i called with questions Lovely home
Only drawback was the surrounding neighborhood and dog whining next door each morning
The lock box for the key was something new for us
Dishwashing soap laundry detergent hand soap
but no issues and everyone was super friendly
Located 1 mile from Downtown Pensacola where you can find bars restaurants
The neighborhood a little dicey but not unsafe
This place is a nice little gem not far from downtown Pensacola (
The neighborhood may look a little sketch but it was a very quiet neighborhood
House was in the perfect location Close to everything
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7. 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.

Cervantes Suites: Juliette Suite #1
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
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8. The charming cottage from 1930

The traditional cottage from the era of 1930 still has heart pine flooring, tongue and groove ceilings. Yet, it was renovated in the year 2009 with all the modern amenities like granite countertops, central heating, and air conditioning. So, the ancient charm is still alive with the modern facilities. There is a modern bedroom with queen beds and a guest bedroom with two single beds. The living room has a slipcovered sofa, modern kitchen and dining area.

Florida Cottage.....A Sumptuous blend of old and new!
136 reviews
House 4 Guests 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
The home provided plenty of character with modern amenities
However the cottage was amazing
The beds could use a little updating Backyard is perfect
The only downside was the beds probably need to be changed soon if this is a big concern for you
Neat little home perfect for our group of 4
The house was well equipped and very clean and decorated beautifully
The house was very clean and we enjoyed staying there
Very clean and had everything you could think of for your trip
Nice and helpful couple owners
the trip to the beach that we made daily was not too long
I would recommend this VRBO to anyone as well as the area and Pensacola beach was just beautiful
cleanliness and checking in/out
The owner was quick to respond and answered all my questions House is in a quiet neighborhood close to beaches and navy base
In a nice quiet area Easy access to restaurants beach expressways
The neighborhood is charming as well Lots of nearby restaurants and take out places Close to downtown without the hassle and the beach is a close drive Highly recommended
We did a lot of things in the downtown area and it was very convenient to that
It's a 10 minute trip to the airport and about 15 mins or less to the beach
but also any where else we went to
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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.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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The main purpose of Saptami's life is to explore the unknown. After completing her MBA, she did not want to get into a 9-to-5 kind of job. Saptami wants to be free to be able to travel and explore...Read more

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