Pensacola vacation rentals

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Best Pensacola vacation rentals

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C$ 65 - C$ 229C$ 229 - C$ 391C$ 391 - C$ 555C$ 555 - C$ 717C$ 717+ per night

Property Types

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Pensacola

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Tern Key Realty & Rentals - Pensacola - Building
Tern Key Realty & Rentals
Pensacola, FL, United States
Free Wi-Fi
Pool
C$ 320+
Check availability
Santa Rosa Dunes 1053 - Pensacola - Pool
Santa Rosa Dunes 1053
Pensacola, FL, United States
10Wonderful(1)
Parking
Free Wi-Fi
Pool
C$ 404+
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Dog-Friendly Pensacola Duplex about 7 Mi to Downtown - Pensacola - Bedroom
Dog-Friendly Pensacola Duplex about 7 Mi to Downtown
Pensacola, FL, United States
9.9Wonderful(6)
Free Wi-Fi
Pet friendly
C$ 399+
Check availability
Feel the Vibe - Pensacola - Living room
Feel the Vibe
Pensacola, FL, United States
10Wonderful(2)
Parking
Free Wi-Fi
C$ 155+
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Pensacola Studio Bungalow Less Than 1 Mi to Bayview Park! - Pensacola - Living room
Pensacola Studio Bungalow Less Than 1 Mi to Bayview Park!
Pensacola, FL, United States
Free Wi-Fi
C$ 245+
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Tristan Towers unit 10A - Pensacola - Living room
Tristan Towers unit 10A
Pensacola, FL, United States
7.0Good(2)
Parking
Free Wi-Fi
Pool
C$ 456+
Check availability
Lux Private bedroom w private bath apartment in enchanting Pensacola w WIFI, AC - Pensacola - Beach
Lux Private bedroom w private bath apartment in enchanting Pensacola w WIFI, AC
Pensacola, FL, United States
1.0Poor(1)
Parking
Pet friendly
C$ 125+
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Luxury Four Bedroom Home in Golf Community with Exclusive Gulf Front Beach Club - Pensacola - Living room
Luxury Four Bedroom Home in Golf Community with Exclusive Gulf Front Beach Club
Pensacola, FL, United States
Free Wi-Fi
Pool
Spa
C$ 741+
Check availability
The Jesse: Cottage in Historic Downtown Pensacola - Pensacola - Kitchen
The Jesse: Cottage in Historic Downtown Pensacola
Pensacola, FL, United States
9.3Wonderful(6)
Free Wi-Fi
C$ 254+
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Spacious Studio with a Large Soaking Tub - Pensacola - Building
Spacious Studio with a Large Soaking Tub
Pensacola, FL, United States
Free Wi-Fi
C$ 218+
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Bedroom Four minutes from beach - Pensacola
Bedroom Four minutes from beach
Pensacola, FL, United States
8.6Very good(55)
Parking
Free Wi-Fi
Pet friendly
C$ 111+
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Grand Caribbean Perdido Key 211 East - Pensacola
Grand Caribbean Perdido Key 211 East
Pensacola, FL, United States
8.4Very good(15)
Pool
Spa
C$ 282+
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Pensacola Waterfront Retreat - Pensacola
Pensacola Waterfront Retreat
Pensacola, FL, United States
9.6Wonderful(11)
Parking
Free Wi-Fi
C$ 370+
Check availability
Studio with Private Beach on Bayou Grande - Pensacola
Studio with Private Beach on Bayou Grande
Pensacola, FL, United States
9.4Wonderful(26)
Parking
Free Wi-Fi
C$ 251+
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Kelley House - Pensacola
Kelley House
Pensacola, FL, United States
9.5Wonderful(34)
Parking
Free Wi-Fi
C$ 302+
Check availability
Relax and Enjoy Bayou Grande - Pensacola
Relax and Enjoy Bayou Grande
Pensacola, FL, United States
9.0Wonderful(9)
Parking
Free Wi-Fi
C$ 242+
Check availability
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KAYAK’s insights for vacation rentals in Pensacola

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Pensacola with confidence.

Which month has the cheapest vacation rental rates in Pensacola?

Vacation rentals are cheapest in Pensacola in January, with average rates of C$ 293. In comparison, August is the most expensive month, with prices at C$ 728.

What is the cheapest day of the week to book a vacation rental in Pensacola?

Wednesday offers the lowest rates in Pensacola, with an average nightly price of C$ 270. The highest prices are found on Saturday, with average rates at C$ 667.

How early should you book a vacation rental in Pensacola?

Book at least 45 days before your stay begins to get the best price for your Pensacola vacation rental.
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Good to know

Low season

January

High season

January
Cheapest month to stay with an average 0% drop in price.
Most expensive month to stay with an average 0% rise in price.

KAYAK's top tips for finding Pensacola holiday rental deals

  • Pet friendly, beachfront, and pool are the most popular vacation rental property amenities in Pensacola
  • Vacation rentals in Pensacola are around 51% more expensive than hotels on average. Search here to compare prices for all accommodation types in Pensacola.
  • The best vacation rental properties in Pensacola are Luxury Townhome Near Downtown And Pensacola Beach (9.5, 22 reviews), Kelley House (9.5, 34), and Studio with Private Beach on Bayou Grande (9.4, 26), based on ratings and reviews from real travelers.
  • Downtown is the neighborhood in Pensacola with the most affordable vacation rental properties (49 properties with an average price of C$ 358 per night). Shore Break: Downtown Pensacola, North Hill, Downtown Pensacola !!! 1/1 Spacious, and East side cottage10 min to Downtown15 min to NAS20 min to Pensacola Beach are the most popular rental properties in Downtown.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Pensacola for 8 days.

FAQs when booking a vacation home in Pensacola

  • What types of vacation rentals are available in Pensacola?

    There are loads of different property types that you can make your vacation home in Pensacola. You’ll find apartments, bungalows, campgrounds, caravans, condos, cottages, houses, homestays, houseboats, lodges and villas.

  • Are there any pet-friendly vacation rentals in Pensacola?

    There are a number of dog and pet-friendly Pensacola vacation rentals, with around 12% allowing you to bring your pet along with you.

  • How much is a vacation rental in Pensacola for tonight?

    In the last 72 hours, users have found Pensacola vacation rentals for tonight for as low as C$ 100. Search here for similar prices

  • How can I find vacation rentals near me in Pensacola?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Pensacola?

Our map will help you find the perfect place to stay in Pensacola by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Pensacola

Pensacola vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Pensacola. Find cheap vacation homes to rent in Pensacola. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Pensacola that suits you best.

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