Pensacola Condo & Vacation Rentals

Our Favorite Vacation Rentals in Pensacola

  • Quiet Serenity
    GoodHome/Apartment
    Booking.com
    From
    $65
  • Centrally located Condo
     2br Home/Apartment
    HolidayLettings
    From
    $129
  • Southern Charm
    GoodHome/Apartment
    Booking.com
    From
    $65
  • Luxury Yacht Mermaid’s Lair, cruising optional
    Excellent2br Boat
    HolidayLettings
    From
    $249
  • Cozy cottage in East Hill
     Country House
    Booking.com
    From
    $68
  • THE CRABSHACK - THE BEST KEPT SECRET IN PENSACOLA!!!
     2br Home/Apartment
    HolidayLettings
    From
    $279
  • Brand New House Downtown Pensacola
     Country House
    Booking.com
    From
    $185
  • 3BR Pensacola House w/Yard - Close to Downtown
    Nice3br Home/Apartment
    HolidayLettings
    From
    $254

Check prices for these upcoming dates

Pensacola Vacation Rentals with a Pool

  • Waterfront, Pool, Pier, & Peace
     4br Home/Apartment
    Airbnb
    From
    $946
  • NEW LISTING!! *Serenity Place*
    Good4br Home/Apartment
    Airbnb
    From
    $262
  • Set Up Your Tent, Lay Out by the Pool, and Relax
     Home/Apartment
    Airbnb
    From
    $33
  • Private Pool House
    GoodHome/Apartment
    Airbnb
    From
    $97

Pensacola Vacation Rentals with Wi-Fi

  • PET FRIENDLY, Cozy Guest House & Great Reviews!
    ExcellentHome/Apartment
    Airbnb
    From
    $107
  • Handicap Family Home Close to Five Flags Speedway!
    Excellent3br Home/Apartment
    Airbnb
    From
    $141
  • Serenity Villa in Pensacola! Enchanting prvt home
    Excellent2br Home/Apartment
    Airbnb
    From
    $132
  • Home Away from Home!
    Excellent2br Home/Apartment
    Airbnb
    From
    $136

Pensacola Pet-Friendly Vacation Rentals

  • Historic Downtown Charmer
     3br Home/Apartment
    HolidayLettings
    From
    $418
  • Madeleine's Manor
     3br Home/Apartment
    HolidayLettings
    From
    $367
  • Cozy Comfortable and Convenient
     3br Home/Apartment
    HolidayLettings
    From
    $154
  • Casita Sage
     Home/Apartment
    HolidayLettings
    From
    $180

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
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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
94 º72
10
90 º52
2
80 º33
6
74 º31
13
71 º19
3
80 º38
6
81 º33
2
86 º38
4
94 º56
1
96 º67
5
94 º72
6
92 º71
7
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Rainy days

This climate histogram shows you the weather patterns in Pensacola. The hottest month in Pensacola is July, when temperatures peak at 96 ˚F. The coolest month is December, when temperatures drop to 19 ˚F. The wettest month in Pensacola is January with 12.57 inches of rain, while the driest month is August with 1.1 inches of rain.

What Expert Travelers Think

  • — I love AllTheRooms because it enables me to compare a range of providers in just one search. I'd normally spend time checking prices across a range of platforms by visiting different websites one-by-one, so this helps me to save time on my accommodation searches while planning my upcoming trips

    Kacie Morgan
    Kacie MorganThe Rare Welsh Bit
  • — I love how AllTheRooms shows a map with room price tags straight away when you search, it makes it so quick and easy to choose the right hotel, at the right price in the right location. Perfect for those with busy lifestyles! The AllTheRooms website is so user friendly. WiFi. Brilliant!

    Amanda Alston
    Amanda AlstonAmanda Alston
  • — My favorite thing about AllTheRooms is that it combines both rentals and hotels available so you can see an entire view of what is available in a certain area. I was able to see listings on AllTheRooms that I never even saw on other travel sites!

    Daniella Flores
    Daniella FloresILIKETODABBLE

Vacation Rentals in Pensacola

Browse accommodations from all the leading providers including Airbnb, Priceline, Agoda and many more at AllTheRooms.com. AllTheRooms has 1,645 vacation rentals, hotels and other great places to stay while you enjoy Pensacola, with everything from budget hostels and homestays to extravagant Airbnbs and hotels. If you are wanting to keep costs down, the cheapest place to stay in Pensacola is only $16 a night. In general, a place to stay in Pensacola will cost you $93 per night.

If you need to stay connected during your vacation, then you can choose from over 759 accommodations in Pensacola that have WiFi. We have 136 accommodations that come with breakfast included. Choose from 61 places to stay that provide gym facilities, so you won't miss a single workout. If you're planning on arriving in Pensacola by car, be sure to choose from 760 accommodations that provide parking. 110 hotels and vacation rentals come with a pool or jacuzzi

If you're traveling with a furry friend, then be sure to choose one of the 217 pet-friendly accommodations available.

In Pensacola AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 4 providers, including 689 places to stay from Airbnb, 24 accommodations from Priceline and 24 places to stay from Agoda.

1,059 of our places to stay in Pensacola have been reviewed by previous guests. They rated 72% as excellent or good. 583 accommodations allow instant booking.

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