Holiday rentals in Pensacola

Flat in Downtown Pensacola

5 out of 5 average rating, 227 reviews

Downtown Intimate Light-Filled Getaway

Explore downtown Pensacola and visit the world-class white sand beaches of Pensacola from this cozy carriage house abode located within walking distance from restaurants, shopping, museums, and nightlife. Stone floors, lots of natural light, and high ceilings. Relax on a private balcony while you sip your morning coffee after a restful night's sleep in a comfy bed with high quality linens. HD TV and a wireless JBL speaker to play your tunes. Full kitchen with everything you need to cook a meal. Ample closet space for all your things and a full size washer & dryer.

Apartment in East Pensacola Heights

4.96 out of 5 average rating, 293 reviews

Cozy Bayou Cottage - just steps from the water

Are you looking for a comfortable, clean place to relax in an established and desirable area of town while visiting beautiful Pensacola? Then look no further! The Cozy Bayou Cottage is located just steps from the water along Bayou Texar and only minutes from the downtown entertainment district and our pristine beaches. Enjoy a morning walk along the waters edge under the oak trees, check out the neighborhood beach or let this location serve as your hub while enjoying all Pensacola has to offer!

5 out of 5 average rating, 140 reviews

Luxury East Hill Apt. Near Downtown Pensacola

Located in Pensacola's historic East Hill neighborhood, our luxury modern apartment is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. W/Dryer, King Bed, Full Kitchen, Gas Fire Pit, and Private Parking. Enjoy your stay in America's first settlement and be sure to check out VisitPensacola.com for events while you're here!

4.99 out of 5 average rating, 149 reviews

Home in Pensacola

The Hosta Hangout - A Luxury Central Haven!

Welcome to the Hosta Hangout! This modern duplex embraces a bohemian feel which creates a welcoming space of relaxation and bright engagement. Slow down and decompress in a woven hammock. Laugh with friends and family as you gather around the warm fire or relish the moments of a family cookout. However you choose to spend your time, embrace the uniqueness of this space that had the experience in mind. There are 2 cameras on the exterior of the property which actively record audio & visual.

4.95 out of 5 average rating, 165 reviews

Home in Pensacola

The Gray Lady - A Beautiful Cottage in Pensacola!

The Gray Lady is a luxurious cottage in downtown Pensacola. It combines two pieces of paradise - named after Nantucket and located in Pensacola. This home sleeps 9. Relax in the backyard oasis, equipped with a private hot tub! A park, brewery, and restaurants are all within walking distance. Just a mile from downtown, be sure to checkout the restaurants, shops, and nightlife! Pensacola Beach, NAS, Fort Pickens, the mall and airport are all 15 mins away. We hope you enjoy your stay!!

4.99 out of 5 average rating, 172 reviews

Guest house in East Hill

EAST HILL - Bayview Park Private Carriage House

Maggie's is a professionally decorated carriage house in the historic East Hill neighborhood. We are one block over from Bayview Park - you can enjoy walks, paddle boarding and kayaking. The carriage house has a private entrance at the back of the property. At 700sf, it has a full kitchen, dining room, living room, king bedroom with second TV, and a full bath with washer/dryer. 1 mile to Publix 10 min. to the airport 5-10 min. to downtown Pensacola 10-15 min. to the beach

Flat in Downtown Pensacola

4.99 out of 5 average rating, 119 reviews

Luxe Downtown Studio Apartment

Curated style within walking distance to bars and restaurants downtown, and only a 15 minute drive to Pensacola Beach! This apartment features a a fully equipped kitchen, separate private entrance, fast high speed internet, in unit washer and dryer, a heated bathroom floor, and commercially rated sound proof insulation. The apartment boasts 11ft ceilings, 100%cotton luxury bedding and pillows, rain shower, and a private dedicated parking space just steps from the entrance.

4.97 out of 5 average rating, 151 reviews

Guest suite in Pensacola

Tiny Home Pool View 25 Mins to Beacha

Welcome to our cozy tiny home located in my secured backyard, where a queen-sized bed promises a peaceful night’s sleep and our well-equipped kitchenette simplifies meal preparation. You will have free parking in the backyard located just steps away from the tiny home. Additionally, you’ll have the opportunity to gather around the outdoor fire pit for cozy evenings under the stars. Inside, unwind with a smart TV and stay connected with complimentary Wi-Fi.

4.96 out of 5 average rating, 178 reviews

1950’s East Hill Carriage House

Welcome to our renovated 1950s carriage house, tucked privately behind our home in East Hill. Steps from scenic Bayview Park with paddle boards, canoes, and bikes for rent, and a short ride to bars, breweries, and restaurants on 12th Avenue. Historic downtown Pensacola offers shopping, dining, and live music at Vinyl Music Hall and performances at The Saengar Theater. Plus, the stunning white sands of Pensacola Beach are a short and stunning drive away.

4.87 out of 5 average rating, 219 reviews

The Carriageway Cottage -Close to Pensacola Beach!

Whether you’re visiting Pensacola for business or pleasure, thank you for your interest in our guest house. We’re located in the heart of East Hill, which is a very charming and established neighborhood. The area is peaceful and quiet, yet only about a 5-10 minute drive downtown Pensacola. We will do everything we can to make your stay great! The guest house is located directly off of our private carriageway behind the house.

4.98 out of 5 average rating, 513 reviews

Cottage in Pensacola

Eclectic Eco- Friendly Luxe City Cottage

New eco chic cottage features high end touches and appliances in a cozy luxe setting. Sitting on the edge of the downtown jurisdiction, you're never too far away from the action on Palafox Street and a quick jaunt over to the beach. Excellent access to Wahoos Stadium, Sanders Beach, The Oar House, Pensacola Yacht Club, Pensacola Country Club, Joe Patti's, and Pensacola's Naval Air Station.

Campervan/Motorhome in Pensacola

4.97 out of 5 average rating, 130 reviews

A Bodhi Road - A Vintage Airstream Retreat

Offering a unique camping experience in a vintage fully restored Airstream along the Florida Gulf Coast. Nestled in a quirky mid-century neighborhood near Bayou Grande with views of the Blue Angels flying 2-3 times a week. We’re situated between downtown Pensacola and Johnsons National Seashore. Our space is in a great place for us but be sure and look at the map before you book!

Holiday rentals for every style

Get the amount of space that is right for you

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Popular amenities for Pensacola holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Pensacola

4.85 out of 5 average rating, 84 reviews

Home in Navy Point

Navypoint Beauty 2/2 Whole House

Valynn TRating, 5 stars4 days ago

I went to Lee’s house primarily to see the Blue Angels practice. The house was great. Very clean, with everything you need on a stay. I appreciated the fact she accepts dogs so I was able to bring mine with me not having to use Rover. He enjoyed the fenced back yard. Thanks, Lee!

Private room in Pensacola Beach

4.96 out of 5 average rating, 159 reviews

Fun at the Beach, Chill at the Pool, right off 98!

JasonRating, 5 stars2 weeks ago

Very convenient. Easy access to my room. This location is roughly 25 minutes from Navarre Beach and Pensacola Beach. No issues at all and the private pool in the back was nice. Is definitely stay here again

4.89 out of 5 average rating, 27 reviews

Home in Pensacola

Piece of Paradise

GiselleRating, 5 stars6 days ago

Stayed here only one night but it was a nice place!

4.92 out of 5 average rating, 13 reviews

Flat in Pensacola

Casa Calm

DarwinRating, 5 stars2 weeks ago

When I say what an amazing place I mean that the place was soo amazing 🤩 and so close to sooo many places and in such a good area there are sheriffs who live on the same street I felt safe at all times. Not to include the host of Robert who is such a nice and genuine person I have never had a host be such a genuine individual. My favorite place that was nearby was call Nolita’s soft serve, and nearby gas stations convenient for late night snacks. Nearby unique clothing stores for a good shopping day. Thank you for the great hospitality 🫶🏽🫡👍🏽

Private room in Pensacola

4.86 out of 5 average rating, 156 reviews

Peaceful Gulf Coast Room in Pensacola

PolinaRating, 5 stars1 week ago

We had the most wonderful time here. From the beginning before we arrived Terri was very responsive and kind. The reviews do not exaggerate how great she is. I loved the interior decorating of the house, it felt very comfortable and clean. We felt immediately welcomed like we were visiting friends. And the more I chatted with Terri, the more I felt like she was an old friend I hadn't seen in a while. Moreover, she was so accommodating to our needs despite our plans changing from what was discussed beforehand. I am very happy I booked my stay here and would find reasons to return to Pensacola just to come back to this Airbnb.

Guest house in Pensacola Beach

5 out of 5 average rating, 16 reviews

Pause, go refreshed! Gulf Breeze

LoganRating, 5 stars2 weeks ago

This is the nicest neighborhood I’ve ever been in. Everything was perfect. When Pam saw we were bringing our baby she mentioned she could set up multiple things to help out. We checked in pretty late at night and she even stayed to make sure we got there. 100% would recommend to anyone.

5 out of 5 average rating, 52 reviews

Cozy in-law unit fully updated!

DayjaRating, 5 stars2 weeks ago

Our stay at this Airbnb was amazing and above all expectations! From the moment we arrived, we were impressed by the incredibly comfortable space. The amenities were out of this world, offering everything we could need and so much more for a luxurious and relaxing getaway. If you're looking for a place that will exceed your expectations, you absolutely must book this one. The only minor drawbacks were the dirt parking area and the fact that the unit is located behind a gate; however, these are minor details compared to the overall experience. Can't wait to return!