Pensacola, a city in northwestern Florida, has a rich history that can be traced back to the 16th century. Boasting sunny beaches and blue waters, Pensacola is the perfect getaway destination for beach lovers. You can walk along the shore or swim in the waters at beaches such as Park East and Gulf Islands National Seashore. For a peek into the wildlife that abounds in and around the city, spend a day exploring Edward Ball Nature Trail. In the evenings, you can head to Seville Quarter to listen to live music or dance the night away. Many food options are also available here.
Pensacola offers so many different activities that it may not be possible to fit it all on a short trip. Plan an extended vacation and for convenient places to stay, take a look at this list of top long-term rentals in Pensacola, Florida.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and long-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 13, 2024.
1. The Simmons House (from USD 238)
You will love the fenced-in backyard of this house that allows you to relax while your kids (human or the four-legged kind) run around and play. Avid readers will enjoy the reading nook in each bedroom. Though there is only one bathroom, it is large and well stocked, so you may not find it difficult to share. If you need to work, you will find the Wi-Fi to be useful.
When you book this house for more than 28 nights, you can avail of a 20% discount.
Top guest reviews
Cleanliness:
great outdoor space spotless and a perfect spot to stay while exploring the pensacola areaeverything was clean and check-in + check-out was a breeze with the hostsRead more reviewsHost:
owners are very niceexcellent hosts with great tastethe host was very easy to reach and very personable
2. Coastal Living (from USD 176)
Guests love the cosy feel and the cleanliness of this rental. If you are travelling with children, you can keep them occupied with the books provided. Stay cool by sipping on cold drinks - the ice maker in the fridge will come to your aid. There are cameras outside the gate ensuring your security.
Plan ahead and book the rental for 28 nights or more - this will fetch you discounts of about 20%.
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
3. Lovely home with beautiful views (from USD 375)
Downtown Pensacola offers many entertainment and dining options. If you prefer to be near them, this house is a great choice. Everything will be within walking distance of the house. This, along with discounts of about 25% on long-term stays, will allow you to save big on your trip. Begin your day with gorgeous sunrise views from the deck and end it with the awesome sight of the lit-up Pensacola Bay Bridge.
This rental allows pets, so you can bring them along on your trip as well.
Top guest reviews
Amenities & Room:
kleenex toilet paper nice linens and even mouthwash in all the bathroomsCleanliness:
the house was clean and well appointedvery clean and our host was very good with communicationthe property was very clean and well taken care offthe townhome is nicely decorated well furnished (the kitchen too) and very cleanthis property was accurately described very clean and had all the necessities we needed (plus more )Host:
the owner reached out to us almost daily to make sure everything was ok-excellent communication from the host terryterry was a great host with good communication and made sure we had what we neededgreat home great location great hostswasn't sure about upstairs living area but it was wonderful and steps were user friendlyRead more reviewsLocation:
great location to walk to all of downtownperfect central location to visit pensacola with familythe location was great in walking distance to many restaurants and local siteswe had a great time perfect locationgreat location and owner was very involved and made contact about road closures etc
4. Elegant home with stained glass windows (from USD 395)
If you have ever wished to stay in a classic Victorian home, this is your chance. This beautiful house sits in downtown Pensacola and comfortably fits groups of up to 15 people. While it is fitted with modern conveniences, the interior still retains charming vintage accents such as fireplaces with wooden, hand-carved mantels and an antique staircase, among others.
Guests should note that prior permission is required to host parties or get-togethers. 20% discount is offered for stays longer than 28 nights.
Top guest reviews
Amenities & Room:
beauty: entry staircase stained glass wood throughout tastefully decorated and furnished large light-filled roomsRead more reviewsLocation:
property listing could be improved by noting the floor location for each bedroom
5. Bay House (from USD 390)
If you want access to a private beach in Pensacola, consider this waterfront home. You can relax on the beach chairs and gaze at the sea or take a stroll along the water’s edge right at the back of this house. With a 10% discount for month-long stays, this house is a favourite with guests.
Children will love playing with the beach toys while adults can plan kayaking expeditions in the bay or at Bayou Chico nearby. The thoughtful host has stocked the house with life jackets as well. If you want to explore the neighbourhood, make use of the bikes available in the house.
Top guest reviews
Amenities & Room:
love the big tvs and that they have internet accesseverything was available and in great condition ( shower liner had mold and could use a chaning)Cleanliness:
very clean very spacious for our groupHost:
the hosts were so friendly and accommodatingthe owners are so nice and accommodatingdonna was such a great hostdonna was an awesome host and so attentive to our needsRead more reviewsLocation:
located in a quiet neighborhood and close to great restaurants and joe patti's seafood marketgreat location to have privacy and your own beachour son loved that he could walk so far outour group had an amazing stay we loved the location and the use of the private beach
6. Charming house with paved backyard (from USD 160)
You will enjoy having easy access to the shopping and culinary delights of Palafox Street when you stay in this home in downtown Pensacola. In case you prefer home-cooked meals, a fully equipped kitchen is also available in the house. The paved backyard with a gas grille is ideal for a fun cookout. You can explore the neighbourhood on one of the bicycles provided by the host.
Attractive discounts are available when you book the house for more than 28 nights.
Top guest reviews
Cleanliness:
everything else appeared cleanvery clean amenities adequate and communication was excellentgreat weekend— clean home easy managers fair priceHost:
host was extremely accommodating and helpfulowner very easy to do business withthe house was perfect had everything you need plus some extras the owners were greatRead more reviewsLocation:
perfect location to all downtown pensacola has to offerthey loved their accommodations and the location of the homesvery nice home in a great up and coming location to downtown pensacolaclose to everything i would highly recommend it’s modern and cleanthe neighborhood is mixed with old and new homes it was quiet at night and very safe
7. Cute home with outdoor kitchen (from USD 176)
The beautiful backyard is bound to become your favourite place to hang out in this cute house. While your pets and kids run around the entire place, you can hang out on the patio and sip on cool drinks. Events are generally not allowed but you can reach out to the hosts if you have any special requests. This 1920s home has been upgraded with modern amenities such as a fully equipped kitchen, laundry facilities and Wi-Fi so that guests can have a hassle-free stay.
Long-term guests are welcome here and discounts are available.
Top guest reviews
Amenities & Room:
the living room furniture was comfortable as wellcomfortable furniture and a big backyard with a bar/grill area with seating for 9 peoplecomfortable king bed (we didn't use the second bedroom) with more than enough storage spaceCleanliness:
it was clean comfortable and pet friendlyit is well kept and very cleanthe property was clean beautiful & conveniently located so it was easy to get to a lot of attractionsvery clean with kitchen items sufficient for cooking if you choose not to go outHost:
the owner is super easy going and very nicethe owner of the house is a great manthe host was very helpful and always responded to my messagesowner was very responsive for a couple of minor issuesowner was very responsive and after cleaning myself we enjoyed our stayRead more reviewsLocation:
within walking distance to downtown if you like to walkcharming bungalow very close to downtown pensacolaeasy walk to the downtown areaperfect location for exploring the historical area of pensacolathe please is in walking distance to the downtown area restaurants and shops
8. Beautiful home with pool and dedicated workspace (from USD 305)
Guests interested in this property should note that it is not suitable for infants. A three-night minimum stay is required, but when you book the place for more than 28 days, you can benefit from monthly discounts.
If you plan to work during your stay in Pensacola, the dedicated workspace and Wi-Fi will make it easier for you. The kitchen is stocked with everything you need to prepare complete meals. The highlight of the property is the shaded pool which is great to beat the heat during the day.
Top guest reviews
Amenities & Room:
the pool and outside back patio were a perfect space day and nightthe pool and patio were so enjoyed by my familyCleanliness:
house was lovely clean & spacious the pool was greati was highly impressed you can tell it was clean thoroughly and the smell was wonderfulbeautiful home very clean we all enjoyed the pool the house had what we neededvery spacious and nicely decoratedHost:
james was a wonderful hostjames is very responsivegreat host and great spotthank you sir for being the super-host that you arejames was very responsive and checked on us a couple times throughoutRead more reviewsLocation:
this house is in a great neighborhood and the location is close to all the attractionsit is in a great location in pensacolai would highly recommend because it's in the ideal location close enough to everythinggreat place for the family we made great memories
Superhost
9. Bungalow on Belle Meade
This charming vintage cottage is a great base for exploring the hiking trails at Bay Bluffs Park. One of the bedrooms upstairs can serve as an office space as it is equipped with a desk, chair and plug points. Downstairs, you can spend evenings snuggling on the comfortable recliner-style couch or admiring the starry skies from the fenced patio. Prepare your meals in the fully equipped kitchen or explore nearby eateries. You should note that events or parties are not allowed here.
When you book the space for more than 28 days, a 20% discount is offered.
Pensacola, Florida, United States
7.22 km (4.5 mi) from Vince J. Whibbs Sr. Community Maritime ParkAccommodates: 4
Top guest reviews
Cleanliness:
clean and welcomingwonderful spot great communication very clean fantastic amenities thank you so muchthough we left the house clean they ask very little of you very nice stay would stay againthe place is very nice clean and peaceful we really enjoyed the placeHost:
so they made the place very kid friendlyRead more reviewsLocation:
the perfect location and host
10. Roomy home with heated pool (from USD 320)
You will not lack entertainment options during your stay in this house. The private, fenced-in backyard houses a heated, outdoor pool. Inside, you can enjoy a game of ping-pong or watch your favourite shows on the smart TV. There is also a kids’ playroom in the garage and a park with a playground is just around the corner.
Popular attractions are easily accessible from here. If you book the house for more than 28 days, you will be eligible for monthly rebates.
Top guest reviews
Amenities & Room:
the pool and patio are greatthe little room under the stairs was cute and our children took turns sleeping in that roomthe patio and pool offer a quiet place to relax and cool offour 6 & 8 year old loved the hidden room under the stairswe slept so well in the king bed that i even asked what kind it wasCleanliness:
the house was great very clean very comfortablegreat place nice clean nice pool great community and mstammy’s place it was nice and cleanit’s new and always stays clean and heatedthis house is great pool is clean love every minute of our tripHost:
the owner and property manager were both very responsivehost tammy was wonderfulhosts are very accommodating and responsive to our requeststhe host was truly amazing and checked in just to make sure we had everything we neededthis home and hosts are amazing they went over and beyond to accommodate our diverse and multigenerational groupRead more reviewsLocation:
this house is located in a quiet family friendly neighborhoodthe house is extremely close to the airport but surprisingly the airport noise was not a problemit is a lovely and comfortable home in a great locationthis property is a fabulous place to stay in pensacola – very close to the restaurants etcgreat spacious place with a wonderful pool to cool off in
Enjoy the beaches of Pensacola
The sugar-sand beaches of Pensacola are great fun for everyone. Swim in the refreshing waters, collect seashells or explore the bay on kayaks. After an extended stay here, you will definitely feel revitalised. Book one of the places listed above for a great vacation in Pensacola, Florida.
History
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data
Create an account to