Guesthouse holiday rentals in Pensacola

Find and book unique guesthouse rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Pensacola guesthouses

Family-Friendly guesthouses

Guesthouse in Navarre
4.68 out of 5 average rating, 188 reviews

Guest House Suite & Pool Near the Beach!

CarolynRating, 5 stars4 weeks ago
Matthew was very hospitable and kind.communicated well with me upon arrival and departure. We enjoyed our stay and will return to the home as well as the area. We just went to relax and go fishing and to the beach. Plenty to do in the area also.
Guest favourite
Guesthouse in Fort Walton Beach
4.87 out of 5 average rating, 321 reviews

➢ 30 Seconds to the Beach - Private Guest House! ☼

JoshuaRating, 5 stars1 week ago
Very beautiful place I will definitely be staying here again one I go on vacation. Chris was very friendly and quick to respond.
Guest favourite
Guesthouse in Pensacola
4.92 out of 5 average rating, 639 reviews

Cottage Under the Trees

ManiqueRating, 5 stars3 weeks ago
Larry & Kelly were truly amazing hosts!!! Everything listed on this app was exactly as such in the cottage we rented from them. Kelly greeted us in such a kind manner when we first arrived and was very welcoming. Both hosts were active in messaging us to see if we needed any extra toiletries or paper products and answering any questions we had about where to go while on our stay. The cottage was clean & provided everything we needed with no issues. Larry & Kelly helped make my honeymoon with my husband easier and extremely relaxing. Whenever we come back, it is our hope they will be available to book again! Wonderful home, lots of privacy, great hosts! 10/10 for my first time booking an AirBnB.
Top Guest favourite
Guesthouse in Pensacola
4.76 out of 5 average rating, 158 reviews

Private Pool House

KeithRating, 5 stars1 month ago
Me and my partner enjoyed our stay at the private pool house, it was quiet and peaceful and we get to spend some time together since we’re so busy with our work schedules. The home decor reminds us of being at an actual beach and basking in the sun. K is a very great and friendly host she’s was always there when we needed her and responds as quickly as possible.We would definitely stay here again in the future and would definitely recommend this place to anyone who wants to visit Pensacola.

Guesthouses with a patio

Guest favourite
Guesthouse in Pensacola Beach
4.87 out of 5 average rating, 124 reviews

Sonoran Mermaid’s Guest Suite

BrooklynRating, 5 stars3 weeks ago
Great stay close to the beach! The host was very accommodating letting us switch our reservation when our flights were canceled.
Top Guest favourite
Guesthouse in Gulf Breeze
5 out of 5 average rating, 18 reviews

Pause, go refreshed! Gulf Breeze

JenniferRating, 5 stars3 weeks ago
Pam was very friendly and responsive. She did her best to accommodate us with an outlet access as we were traveling in an electric car. The place was well kept with all the essentials like beach towels, first aid kit, and utensils; no toiletries though. The bed was very comfortable, and the a/c is very efficient. The place is also very close to the beach and you can see a little of the bridge beteeen the trees when you look out the balcony. Overall, would stay again :)) another plus her cat and dogs are very cute
Top Guest favourite
Guesthouse in Milton
4.99 out of 5 average rating, 117 reviews

Siesta Cottage on the Blackwater

ZacchaeusRating, 5 stars3 days ago
The location was stunning, making it an ideal spot for a fantastic vacation. My husband and I took our first vacation together, and it was truly an enjoyable experience. Thank you Doug & Lesley for the amazing time. We plan to return in the future!
Top Guest favourite
Guesthouse in Gulf Breeze
5 out of 5 average rating, 26 reviews

Hummingbird Cottage

LaurenRating, 5 stars6 days ago
My family and I loved our stay at Dana and Sue’s cottage! It’s cozy, comfortable and was the perfect place for my family and I! Dana and Sue are wonderful hosts who have really gone the extra mile to make guests feel at home! I cannot recommend this Airbnb enough, if I could give them extra stars I would!!
Top Guest favourite
Guesthouse in Downtown Pensacola
5 out of 5 average rating, 37 reviews

The perfect Aragon guest retreat

DavidRating, 5 stars1 week ago
Lovely apartment in such a cute neighborhood convenient to all the restaurants and things to do in downtown. It was clean, spacious and very well stocked for all our needs. Great spot—we will be back!
Top Guest favourite
Guesthouse in Pensacola
4.92 out of 5 average rating, 99 reviews

Downtown Pensacola Cozy Cottage

AndreaRating, 5 stars1 week ago
We enjoyed our stay at the Gregory House! We initially booked it because the listing said they had 2 bicycles, unfortunately after booking I was informed the bicycles had rusted out and were not available. The cottage was clean, updated and nice. The host was responsive to my questions via the app messenger, when one of the beach chairs broke, Jules informed me where to find another one to use, which was great! We stayed a week and went to the beach everyday. Pensacola is really a beautiful gem, we had a great time! The only thing I would suggest would be to have an extra blanket and more than 2 beach towels available. There frame of the bed also sticks out bigger than the bed, we hit our toe on the corner of the bed many times, until we placed a pillow in front of it, and moved the location of the table to have more room. The location of the cottage is excellent, 5 minutes from downtown, Pafalox street and 20 minutes from Pensacola Beach. We enjoyed the complimentary snacks too! TY!
Superhost
Guesthouse in Pensacola
4.87 out of 5 average rating, 69 reviews

Lovely Guesthouse

AshleyRating, 5 stars2 days ago
I enjoyed my stay here very well. It felt like home soon as I walked in. The bed was comfortable and the A.C. will absolutely keep you cool during your stay.
Top Guest favourite
Guesthouse in Milton
4.99 out of 5 average rating, 144 reviews

Charming Bayou Bungalow near downtown Milton!

KathyRating, 5 stars2 weeks ago
Angela was great to deal with and so organized! The Bungalow was charming and the amenities was a nice addition!! Loved sitting at the dock with a nice cold beer! Highly recommend!

Guest house rentals with a washing machine and dryer

Guest favourite
Guesthouse in Downtown Pensacola
4.92 out of 5 average rating, 105 reviews

Chic Studio in Historic Downtown Pensacola

TinaRating, 5 stars3 months ago
Great stay! Beautiful place with everything you could want or need. Would highly recommend!
Top Guest favourite
Guesthouse in Navarre
4.96 out of 5 average rating, 252 reviews

S.K.I. Beach House (Spending our Kids Inheritance)

ElizabethRating, 5 stars1 day ago
Nice house and very well located. Everything clean and working. Linda is an awesome host.
Guest favourite
Guesthouse in Pensacola
5 out of 5 average rating, 54 reviews

Cozy in-law unit fully updated!

ChristaRating, 5 stars1 week ago
Alex’s place was extremely nice and had everything you could possibly need! Definitely recommend!
Top Guest favourite
Guesthouse in Gulf Breeze
4.99 out of 5 average rating, 107 reviews

Summer Paradise Getaway

MaryRating, 5 stars4 days ago
We really enjoyed our vacation at John David’s pool house this week. For the first two days of our stay the pool came in clutch since there was a jellyfish warning at the beach. It was the perfect size for my family of 3. Very clean, had everything we needed with great personal touches, like board games, cards, a box of hot tea in the pantry. Speaking of the kitchen, John David thought of everything we could need - and then some! We usually eat at the airBNB two meals per day, and the cabinets were stocked full of pots, pans, measuring cups, etc that made making meals a breeze. I can see why this property is a fan favorite! It’s easily one of my family’s favorites too!
Top Guest favourite
Guesthouse in Pensacola
4.98 out of 5 average rating, 120 reviews

The Paradise Cottage-clean+gated

AprilRating, 5 stars2 weeks ago
We loved our stay here . Anita is awesome !! Everything was clean ,easy checkout, so comfortable. The cottage was gorgeous 🩷
Top Guest favourite
Guesthouse in Gulf Breeze
4.97 out of 5 average rating, 122 reviews

Beautiful Get-Away Cottage

Jayna AnnRating, 5 stars1 week ago
Perfect place for couples/small families! Rick gave us several recommendations for restaurants and food trucks and they were amazing, along with the surrounding beaches! Super friendly host and overall amazing experience!
Top Guest favourite
Guesthouse in Pensacola
4.96 out of 5 average rating, 100 reviews

East Hill Retreat/Pet Friendly

AlanRating, 5 stars1 week ago
We loved our stay! Everything we needed and close to everything. The amenities were above and beyond. We left our crock pot at home but were delighted to find she had one in the shelf. Nothing better than coming back to a shrimp boil after a day at the beach. Definitely one of the premiere Airbnb hosts in Pensacola!
Top Guest favourite
Guesthouse in Pensacola
4.97 out of 5 average rating, 154 reviews

East Hill Chillin'

BrandonRating, 5 stars1 week ago
Megan was a great host! Super helpful and very easy to get in touch with. Thankful for the suggestions she gave for the surrounding area and things to do.

Quick stats about guesthouse rentals in Pensacola

  • Total rentals

    60 properties

  • Nightly prices starting at

    $83 NZD before taxes and fees

  • Total number of reviews

    6.2K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 properties include access to Wi-Fi

Destinations to explore