Pensacola Condo & Vacation Rentals

Our Favorite Vacation Rentals in Pensacola

  • Southern Charm
     Home/Apartment
    Booking.com
    From
    $60
  • Centrally located Condo
     2br Home/Apartment
    HolidayLettings
    From
    $129
  • Casa Perdido
     Country House
    Booking.com
    From
    $99
  • Serenity Place
     4br Home/Apartment
    HolidayLettings
    From
    $174
  • Sweet Retreat
     Home/Apartment
    Booking.com
    From
    $55
  • East Hill Bungalow #3
    ExcellentBungalow
    HolidayLettings
    From
    $126
  • Gorgeous private home, dog-friendly, close to everything
     2br Home/Apartment
    HolidayLettings
    From
    $192
  • Centrally Located North Hill One Bedroom Cottage-Minutes from Downtown-Budget Fr
     Home/Apartment
    HolidayLettings
    From
    $145

Check prices for these upcoming dates

Pensacola Vacation Rentals with a Pool

  • Waterfront, Pool, Pier, & Peace
     4br Home/Apartment
    Airbnb
    From
    $946
  • Private Pool House
    GoodHome/Apartment
    Airbnb
    From
    $79
  • Coral Creek Home
    Excellent3br Home/Apartment
    Airbnb
    From
    $230
  • Northeast Pensacola Cottage with Pool (NO SMOKERS)
    Excellent2br Home/Apartment
    Airbnb
    From
    $126

Pensacola Vacation Rentals with Wi-Fi

  • ***Private Romantic Rendezvous Guest Suite***
    ExcellentHome/Apartment
    Airbnb
    From
    $59
  • Queen Anne's Cute Studio Apartment
    ExcellentHome/Apartment
    Airbnb
    From
    $90
  • Home Away from Home!
    Excellent2br Home/Apartment
    Airbnb
    From
    $147
  • Pensacola 3 bedroom Tiny House Retreat
    Excellent3br Home/Apartment
    Airbnb
    From
    $103

Pensacola Pet-Friendly Vacation Rentals

  • Waterfront Pensacola Home w/Boat Dock & Lanai
     5br Home/Apartment
    HolidayLettings
    From
    $592
  • Casita Sage
     Home/Apartment
    HolidayLettings
    From
    $180
  • NEW-Bright Pensacola Studio Near Perdido Key & NAS
     -1br Studio
    HolidayLettings
    From
    $165
  • Cozy Comfortable and Convenient
     3br Home/Apartment
    HolidayLettings
    From
    $168

Pensacola Travel Guide

If you want to spend a wonderful long weekend in Florida, but want to stay away from the crowded beaches and the packed resorts, Pensacola is the perfect place. Enjoy a vacation filled with relaxation, swimming, adventures, and the beautiful outdoors. The Pensacola Bay sea port is Pensacola town, bordered by the barrier island of Santa Rosa Island which connects Pensacola to the Gulf of Mexico, making the water nice and warm. This charming small town is famous for its wonderful white sandy beaches, Gulf Island, and large variety of beach vacation rental homes. Your beautiful Pensacola vacation will certainly turn into a home away from home, with plenty of condos complete with multiple bedrooms and ocean view living rooms.

Things to Do in Pensacola

If you have a more adventurous side and would like to have things to do other than swimming and sunbathing, but don't enjoy large crowds, Pensacola is the best place for you to visit. Pensacola beach is great for families, group of friends or for couples who like to have some relaxing time alone. The beautiful beach town has plenty of sights to see and list of things to do -- choose from jetskiing, snorkelling, sailing, and going on boat rides. Some of the water activities are family-friendly as well, so if you have small children you can still find water tours to enjoy!

The Naval Aviation Museum is an excellent choice for all ages, because it has lots of information about history and engineering. Elsehwere, the Pensacola Lighthouse and Museum has all you need to know about confederation and how five different governments including the Spanish and French once ruled this wonderful town. For some adventure mixed with history, visit Santa Rosa Island where you can visit Fort Pickens, which was historical pentagonal military base. Perdido Key and Gulf Islands National Seashore National Parks have the nice amenities of parks on the beach shore, where visitors can hike, play beach volley ball, and enjoy nature. Also, Pensacola has its own air show each year, which features the Blue Angels which is the U.S. Navy’s flight demonstration squadron. This is a fun event to attend for the whole family.

Best Places to Stay in Pensacola

The best areas to stay and to find a vacation rental include downtown Pensacola and also Pensacola Beach. There are plenty of vacation homes on the beach with ocean view, many bedrooms, pet-friendly services, and full comfort. For the city-lovers, there are more than enough vacation rentals in downtown Pensacola, where you can still smell the fresh air of the ocean, but cute little coffee shops are just around the corner.

Best Time to Visit Pensacola

For the nicest, warmest weather and perfect temperature water, the best time to visit Pensacola is July and August, where the average weather is between 85 and 75 degrees, there is no rain and lots of sunshine. Summer months such as May, June and July tend to be very hot and humid, with the temperature rising above 90 degrees. Winter months of course are not too cold, but 50 degrees is probably not the best for a day of swimming. Spring and Fall are still very nice for hiking and exploring the area.

Food in Pensacola

If you are a seafood lover, Pensacola will certinaly satisfy your tastebuds. Due to its great location, so many amazing seafood restaurants serve the freshest fish and other sea delicateness. Check out the beautiful seafront restaurants which look amazing with all the fairy lights at night.

Price and Availability in Pensacola

Most expensive
Most availability
, , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0
Powered by:
The cheapest day to stay at a vacation rental in Pensacola tends to be Saturday, while the most expensive day tends to be Tuesday. Vacation homes in Pensacola tend to be busiest on Fridays, while it tends to be much quieter on Mondays.
The most expensive month to stay in a vacation rental in Pensacola is in July, while the cheapest month is in December. The most popular time to book a vacation rental in Pensacola is in the high season in July. Pensacola has its low season in December, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Pensacola

Rainy days
74° 30°
3
76° 39°
2
81° 31°
1
82° 42°
4
93° 57°
1
97° 65°
2
97° 69°
3
95° 68°
5
97° 67°
0
94° 40°
6
82° 29°
2
79° 32°
5
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Rainy days

This climate histogram shows you the weather patterns in Pensacola. The warmest months in Pensacola are July and April, when temperatures reach 97 ˚F. The coolest month is February, when temperatures drop to 29 ˚F. The wettest month in Pensacola is March with 5.53 inches of rain, while the driest month is April with 0.01 inches of rain.

What Expert Travelers Think

  • — Like the buttons on the calendar which say today, tomorrow - that will make it easy for booking on the road. Website looks great - clean and easy to understand.

    Samantha Wragg
    Samantha WraggCoco Travels
  • — I love AllTheRooms because it is not only local homes for renting, and not only hotels, but everything combined. When I am about to book a place to stay, I usually spend a couple of hours looking through both hotel sites and local home sites, comparing the prices and places.

    Alli Sims
    Alli SimsAlli Sims
  • — I travel to Boston regularly and I like to use AllTheRooms as it’s tricky to find good accommodation at a good price. The platform is easy to use and provides a complete set of features that saves me time and money on every trip

    Clwyd Probert
    Clwyd ProbertWhitehat

Vacation Rentals in Pensacola

Find the perfect rental for your trip at AllTheRooms.com. We aggregate Airbnb, Priceline, Agoda and more. Pensacola has 1,610 hotels, vacation rentals and other unique places to stay, with prices to suit budget travelers, luxury travelers and everything in between. The average price of an accommodation is $94 per night.

If you have to have an internet connection during your stay in Pensacola, then you can choose from over 792 places to stay that provide WiFi internet. 115 places to stay include a breakfast. You can maintain your workout routine by staying at one of 67 accommodations that provide gym facilities. Driving to Pensacola? Then choose one of the 809 places to stay that comes with a parking spot included. We have 133 accommodations that have a pool or jacuzzi.

AllTheRooms has 235 pet-friendly places to stay in Pensacola, so if you're traveling with your pet you won't have any problems.

In Pensacola AllTheRooms currently compares hotels, vacation rentals, hostels from more than 3 providers, including 768 places to stay from Airbnb, 25 accommodations from Priceline and 25 places to stay from Agoda.

1,034 of the accommodations in Pensacola have been reviewed and rated. 72% are rated excellent or good. 638 accommodations allow instant booking.

Destinations near Pensacola

  • Kissimmee118,578 Properties
  • Davenport48,314 Properties
  • Panama City Beach30,865 Properties
  • Champions Gate21,983 Properties
  • Destin16,156 Properties
  • Orlando13,800 Properties
  • Miramar Beach12,372 Properties
  • Fort Myers Beach11,405 Properties
  • Siesta Key9,201 Properties
  • Hollywood8,280 Properties
  • Cape Coral7,818 Properties
  • St. Augustine7,501 Properties
  • Marco Island7,231 Properties
  • Clermont6,288 Properties
  • Holmes Beach6,114 Properties
  • New Smyrna Beach5,898 Properties
  • Sanibel5,697 Properties
  • Santa Rosa Beach5,583 Properties
  • Sunny Isles Beach5,188 Properties
  • Naples4,844 Properties
  • Miami Beach4,722 Properties
  • Haines City4,610 Properties
  • Bradenton Beach4,302 Properties
  • Daytona Beach4,197 Properties
  • Bonita Springs4,096 Properties
  • Miami3,962 Properties
  • Celebration3,937 Properties
  • Key West3,855 Properties
  • Pensacola Beach3,836 Properties
  • Madeira Beach3,679 Properties
  • Pompano Beach3,321 Properties
  • Bradenton3,267 Properties
  • Treasure Island3,151 Properties
  • Indian Shores3,116 Properties
  • Sarasota3,074 Properties
  • Fort Myers2,897 Properties
  • Fort Walton Beach2,835 Properties
  • St. Pete Beach2,806 Properties
  • Indian Rocks Beach2,721 Properties
  • Hallandale Beach2,621 Properties
  • Anna Maria2,606 Properties
  • Daytona Beach Shores2,535 Properties
  • Palm Coast2,413 Properties
  • St. Augustine Beach2,366 Properties
  • Tampa2,330 Properties
  • Tallahassee2,265 Properties
  • Marathon2,055 Properties
  • Fort Lauderdale2,035 Properties
  • Key Largo1,943 Properties
  • Cocoa Beach1,910 Properties
  • Longboat Key1,831 Properties
  • Captiva1,714 Properties
  • Englewood1,701 Properties
  • Ormond Beach1,660 Properties
  • Placida1,660 Properties
  • Venice1,627 Properties
  • Lake Buena Vista1,568 Properties
  • Gainesville1,534 Properties
  • Fort Pierce1,514 Properties
  • Clearwater Beach1,412 Properties
  • Islamorada1,409 Properties
  • Delray Beach1,364 Properties
  • Oakland Park1,323 Properties
  • Key Colony Beach1,315 Properties
  • Clearwater1,289 Properties
  • The Villages1,248 Properties
  • Deerfield Beach1,247 Properties
  • North Bay Village1,220 Properties
  • Dania Beach1,214 Properties
  • Cape Canaveral1,197 Properties
  • Tavernier1,147 Properties
  • Fernandina Beach1,115 Properties
  • Wilton Manors1,086 Properties
  • Rotonda West1,050 Properties
  • Jacksonville1,048 Properties
  • Vero Beach1,044 Properties
  • Lake Worth1,042 Properties
  • West Palm Beach1,017 Properties
  • St. George Island963 Properties
  • Bay Lake954 Properties
  • Weston952 Properties
  • Jensen Beach936 Properties
  • Redington Shores930 Properties
  • Port Charlotte912 Properties
  • Dunedin885 Properties
  • Ponte Vedra Beach860 Properties
  • Boca Raton807 Properties
  • Winter Garden798 Properties
  • Navarre762 Properties
  • Stuart760 Properties
  • Lauderdale-by-the-Sea758 Properties
  • Punta Gorda755 Properties
  • Port St. Lucie747 Properties
  • Port St. Joe724 Properties
  • Surfside723 Properties
  • Edgewater695 Properties
  • Coral Gables683 Properties
  • Panama City673 Properties
  • Boca Grande668 Properties
  • Aventura641 Properties
  • Estero638 Properties
  • Ocala635 Properties
  • Inverness621 Properties
  • Lakeland609 Properties
  • Gulfport604 Properties
  • Ruskin591 Properties
  • North Captiva579 Properties
  • Port Orange571 Properties
  • Mexico Beach568 Properties
  • Melbourne563 Properties
  • Nokomis562 Properties
  • Matlacha561 Properties
  • Palm Beach Shores554 Properties
  • St. Petersburg553 Properties
  • Doral545 Properties
  • Hudson543 Properties
  • Palm Beach Gardens538 Properties
  • Orange Park534 Properties
  • Largo531 Properties
  • Flagler Beach531 Properties
  • Jupiter526 Properties
  • Miramar522 Properties
  • North Redington Beach521 Properties
  • Temple Terrace512 Properties
  • Palm Beach495 Properties
  • Plantation489 Properties
  • Crystal River485 Properties
  • Boynton Beach475 Properties
  • Miami Springs471 Properties
  • Spring Hill464 Properties
  • Wellington462 Properties
  • New Port Richey458 Properties
  • Winter Park452 Properties
  • Palm Harbor441 Properties
  • Sebastian438 Properties
  • Winter Haven435 Properties
  • Brandon428 Properties
  • North Fort Myers425 Properties
  • North Port424 Properties
  • Homosassa414 Properties
  • Sebring397 Properties
  • Sunrise391 Properties
  • Pembroke Pines384 Properties
  • Mount Dora381 Properties
  • Redington Beach379 Properties
  • Altamonte Springs377 Properties
  • Key Biscayne375 Properties
  • Singer Island371 Properties
  • Tarpon Springs363 Properties
  • Davie346 Properties
  • Seminole339 Properties
  • Belleair Beach337 Properties
  • Melbourne Beach331 Properties
  • Wesley Chapel324 Properties
  • Lehigh Acres320 Properties
  • Lake Placid314 Properties
  • Titusville310 Properties
  • Lutz309 Properties
  • Bokeelia304 Properties
  • Indialantic293 Properties
  • North Miami292 Properties
  • Sanford292 Properties
  • Satellite Beach289 Properties
  • Palm Bay289 Properties
  • Ponce Inlet288 Properties
  • Steinhatchee282 Properties
  • Riviera Beach279 Properties
  • Gulf Breeze270 Properties
  • Lake Mary269 Properties
  • Jacksonville Beach259 Properties
  • Homestead254 Properties
  • Lake City249 Properties
  • Cocoa248 Properties
  • Bal Harbour247 Properties
  • Miami Shores241 Properties
  • Lady Lake241 Properties
  • Port Richey239 Properties
  • Coral Springs236 Properties
  • Okeechobee234 Properties
  • Lantana232 Properties
  • Apopka221 Properties
  • Merritt Island220 Properties
  • Port Saint Lucie195 Properties
  • Big Pine Key195 Properties
  • Lake Wales191 Properties
  • Highland Beach190 Properties
  • Juno Beach188 Properties
  • Duck Key185 Properties
  • Brooksville172 Properties
  • Cedar Key172 Properties
  • Florida City168 Properties
  • DeLand166 Properties
  • Dunnellon152 Properties
  • Niceville149 Properties
  • Leesburg137 Properties
  • Neptune Beach125 Properties
  • Carrabelle119 Properties
  • Ocoee117 Properties
  • Wildwood112 Properties
  • Apalachicola100 Properties
  • Atlantic Beach92 Properties
  • North Miami Beach80 Properties
  • Miami Gardens76 Properties
  • Land O' Lakes63 Properties
  • Ellenton33 Properties