Pensacola Cottage Rentals

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Best Pensacola cottage rentals

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$69 - $170$170 - $270$270 - $370$370 - $470$470+ per night

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Most recommended cottage rentals in Pensacola

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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
9.8Wonderful(109)
Cottage
Pool
$214+
Check availability
5 Mi to Dtwn: Bright Home w/ Yard in Pensacola! - Pensacola - Living room
5 Mi to Dtwn: Bright Home w/ Yard in Pensacola!
Pensacola, FL
Cottage
Free Wi-Fi
$195+
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On-Site Beach Bar Sunny Perdido Key Cottage! - Pensacola - Pool
On-Site Beach Bar Sunny Perdido Key Cottage!
Pensacola, FL
9.5Wonderful(11)
Cottage
Free Wi-Fi
Pool
Spa
$336+
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8 Mi to Pensacola Beach: Home w/ Private Pool - Pensacola - Dining room
8 Mi to Pensacola Beach: Home w/ Private Pool
Pensacola, FL
Cottage
Free Wi-Fi
$201+
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Pensacola Home w/ Private Dock - 7 Mi to Beaches - Pensacola - Living room
Pensacola Home w/ Private Dock - 7 Mi to Beaches
Pensacola, FL
Cottage
Free Wi-Fi
$200+
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Shop, Dine & Visit Uwf: Pensacola Home w/ Yard! - Pensacola - Living room
Shop, Dine & Visit Uwf: Pensacola Home w/ Yard!
Pensacola, FL
Cottage
Free Wi-Fi
$181+
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1 Mi to Dtwn: Home w/ Furnished Patio in Pensacola - Pensacola - Kitchen
1 Mi to Dtwn: Home w/ Furnished Patio in Pensacola
Pensacola, FL
Cottage
Free Wi-Fi
$217+
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The Dutch Getaway - Pensacola - Living room
The Dutch Getaway
Pensacola, FL
9.7Wonderful(37)
Cottage
Free Wi-Fi
$169+
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Pet-friendly Pensacola Home w/ Fenced Backyard - Pensacola - Living room
Pet-friendly Pensacola Home w/ Fenced Backyard
Pensacola, FL
Cottage
Free Wi-Fi
$283+
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Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4. - Pensacola - Living room
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
Pensacola, FL
9.6Wonderful(16)
Cottage
$157+
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The Jesse: Cottage in Historic Downtown Pensacola - Pensacola - Kitchen
The Jesse: Cottage in Historic Downtown Pensacola
Pensacola, FL
9.4Wonderful(19)
Cottage
Free Wi-Fi
$215+
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Java the Hut: Cozy Retreat in Downtown Pensacola - Pensacola - Living room
Java the Hut: Cozy Retreat in Downtown Pensacola
Pensacola, FL
9.2Wonderful(22)
Cottage
$191+
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Enjoy a stylish experience at this centrally-located guest house DOWNTOWN! - Pensacola - Living room
Enjoy a stylish experience at this centrally-located guest house DOWNTOWN!
Pensacola, FL
9.5Wonderful(28)
Cottage
Free Wi-Fi
$138+
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Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup! - Pensacola - Bedroom
Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!
Pensacola, FL
9.9Wonderful(68)
Cottage
Free Wi-Fi
$327+
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Charming Guest House at Live Oaks on the Bayou - Pensacola - Patio
Charming Guest House at Live Oaks on the Bayou
Pensacola, FL
9.8Wonderful(25)
Cottage
Free Wi-Fi
$146+
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Charming Getaway | 12 minutes to Beach - Pensacola - Living room
Charming Getaway | 12 minutes to Beach
Downtown
9.2Wonderful(8)
Cottage
$205+
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Booking Insights

KAYAK’s Insights for cottages in Pensacola

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

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

Thursday offers the lowest rates in Pensacola, with an average nightly price of $96/night. The highest prices are found on Sunday, with average rates at $224/night.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

February
April
$146
$152
Cheapest month to stay with an average 39% drop in price.
Most expensive month to stay with an average 64% 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

  • For the cheapest cottage rental in Pensacola, try to visit during the low season and outside of main travel peaks. The cheapest rates can be found in February and January.
  • The cheapest night of the week to rent a cottage in Pensacola is Thursday. On the other hand, the most expensive is Sunday.

FAQs when Booking a cottage in Pensacola

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

    The average price for a monthly Pensacola cottage rental found by KAYAK users in the last 2 weeks is $5,382 ($179/night).

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