Pensacola vacation rentals

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Booking Insights
Recommended by KAYAK

Best Pensacola vacation rentals

These are the best prices for Aug 22 - 23.
Grand Caribbean East by Southern Vacation Rentals - Perdido Key - Living room
Grand Caribbean East by Southern Vacation Rentals
Perdido Key, FL
10Wonderful(3)
Apartment
$204+
Check availability
Lazy Daze 10au-Beautiful Poolside Cottage With Loft @ The Purple Parrot - Pensacola - Pool
Lazy Daze 10au-Beautiful Poolside Cottage With Loft @ The Purple Parrot
Pensacola, FL
9.7Wonderful(119)
Cottage
$234+
Check availability
Pet-Friendly Pensacola Home w/ Sunny Backyard! - Pensacola - Patio
Pet-Friendly Pensacola Home w/ Sunny Backyard!
Pensacola, FL
10Wonderful(32)
House
$232+
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Grand Caribbean West 316 - Perdido Key
Grand Caribbean West 316
Perdido Key, FL
9.8Wonderful(4)
Apartment
$187+
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Pensacola Home in Historic East Hill Neighborhood - Pensacola - Dining room
Pensacola Home in Historic East Hill Neighborhood
Pensacola, FL
8.3Very good(20)
House
$228+
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Perdido Sun 610 - Perdido Key
Perdido Sun 610
Perdido Key, FL
8.4Very good(49)
Apartment
$230+
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Cozy comfortable & convenient - Ferry Pass - Living room
Cozy comfortable & convenient
Ferry Pass, FL
9.0Wonderful(66)
House
$171+
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Spanish Key 702 - Perdido Key - Bedroom
Spanish Key 702
Perdido Key, FL
9.8Wonderful(11)
Apartment
$433+
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Perdido Sun 1010 - Perdido Key - Building
Perdido Sun 1010
Perdido Key, FL
8.8Very good(18)
Apartment
$215+
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Eden East 601 - Perdido Key - Living room
Eden East 601
Perdido Key, FL
9.8Wonderful(16)
Apartment
$333+
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Pescador Landing 6A - Pensacola
Pescador Landing 6A
Pensacola, FL
9.6Wonderful(5)
Apartment
$206+
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Spanish Key 105 - Perdido Key - Balcony
Spanish Key 105
Perdido Key, FL
10Wonderful(10)
Apartment
$434+
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Windemere 301 - Perdido Key
Windemere 301
Perdido Key, FL
9.2Wonderful(16)
Apartment
$264+
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Pet-Friendly Pensacola Home w/ Sunny Backyard! - Pensacola
Pet-Friendly Pensacola Home w/ Sunny Backyard!
Pensacola, FL
9.7Wonderful(22)
House
$226+
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Hal-e Ohana 34cu By Pkrm - Perdido Key
Hal-e Ohana 34cu By Pkrm
Perdido Key, FL
9.3Wonderful(3)
Apartment
$242+
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5 Mi to Dtwn: Bright Home w/ Yard in Pensacola! - Pensacola
5 Mi to Dtwn: Bright Home w/ Yard in Pensacola!
Pensacola, FL
9.0Wonderful(1)
House
$185+
Check availability
Booking Insights

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 $53. In comparison, May is the most expensive month, with prices at $1,667.

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

Monday offers the lowest rates in Pensacola, with an average nightly price of $233. The highest prices are found on Sunday, with average rates at $542.

How much is a vacation rental in Pensacola for tonight by property type?

The best deal for a vacation rental in Pensacola found by KAYAK users in the last 5 days was $91 in a Apartment. House prices start at $260.

How much is a vacation rental in Pensacola for this weekend by property type?

The best deal for a vacation rental in Pensacola found by KAYAK users for the upcoming weekend was $144 in a Apartment. Houses prices start at $174, Cottages at $283, and Condos at $586.

How early should you book a vacation rental in Pensacola?

Book at least 65 days before your stay begins to get the best price for your Pensacola vacation rental.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

December
May
$372
$509
Cheapest month to stay with an average 59% drop in price.
Most expensive month to stay with an average 89% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Pensacola vacation rental deals

  • Beachfront, pet friendly, pool, air-conditioned, hot tub, kitchen/kitchenette, and wifi are the most popular vacation rental property amenities in Pensacola
  • Vacation rentals in Pensacola are around 72% cheaper than hotels on average. Search here to compare prices for all accommodation types in Pensacola.
  • The best vacation rental properties in Pensacola are Pet-Friendly Pensacola Home w/ Sunny Backyard! (10.0, 32 reviews), Lazy Daze 10au-Beautiful Poolside Cottage With Loft @ The Purple Parrot (9.7, 119), and Pet-Friendly Pensacola Home w/ Sunny Backyard! (9.7, 22), based on ratings and reviews from real travelers.
  • Downtown is the neighborhood in Pensacola with the most affordable vacation rental properties (41 properties with an average price of $228 per night). Hide-Away: Downtown Pensacola, North Hill Studio, Shore Break: Downtown Pensacola, North Hill, and Heart of North Hill: Pensacola Downtown, Beach! are the most popular rental properties in Downtown.
  • If you’re looking for a cheap vacation rental in Pensacola, you should consider visiting during the low season. The cheapest vacation homes in Pensacola can be found in December and November.
  • The cheapest night for renting a vacation home in Pensacola is Monday. In contrast, the most expensive is Sunday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Pensacola for 6 days.

FAQs when booking a vacation home in Pensacola

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

    The average price for a weekly Pensacola vacation rental found by KAYAK users in the last 2 weeks is $2,501.

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

    The average price for a monthly Pensacola vacation rental found by KAYAK users in the last 2 weeks is $10,717.

  • 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, caravans, condos, cottages, houses, homestays, hotels, houseboats, lodges and villas.

  • What are some of the most-loved vacation rentals available in Pensacola?

    There are many types of properties available for Pensacola vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are Palacio Unit 805 and Studio with Private Beach on Bayou Grande.

  • What are the most popular Pensacola vacation rentals for a large group?

    If you’re a large group then you’ll need plenty of space. The highest rated vacation home that can sleep 6 people or more by KAYAK users is Palacio Unit 805.

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

    There are a number of dog and pet-friendly Pensacola vacation rentals, with around 7% 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 $91. Search here for similar prices

  • How much is a vacation rental in Pensacola for this weekend?

    In the last 72 hours, users have found Pensacola vacation rentals for this weekend for as low as $197 per night. 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