Wintersvacationsrentals - Vacation Rentals in Pensacola

Property Image From $85
         

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8.7 (25 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $196
         

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10.0 (1 Review)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $76
         

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8.7 (67 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Property Image From $119
         

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9.6 (76 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Property Image From $75
         

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3.0 (26 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Property Image From $143
         

9.4 (334 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $89
         

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8.4 (10 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • Wheelchair Accessible
Property Image From $95
         

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8.6 (45 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Pensacola

Over 1730+ Luxury Places to Stay in or Near Pensacola
Property Image From $10,000
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $2,677
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pool
Property Image From $2,339
         

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New
House
  • Parking
  • Pet Friendly
  • View
Property Image From $2,150
         

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New
House
  • Air Conditioner
  • Parking
  • TV
Property Image From $2,030
         

10.0 (2 Reviews)
House
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
Property Image From $1,998
         

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New
House
  • Pool
  • View
  • Security/Safety
Property Image From $1,981
         

Top-Rated Vacation Rentals with a Pool in Pensacola

Over 1035+ Top-Rated Vacation Rentals with a Pool in or Near Pensacola
Property Image From $432
         

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10.0 (20 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Property Image From $171
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Property Image From $587
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Pool
  • View
Property Image From $392
         

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10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Property Image From $337
         

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10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Property Image From $133
         

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10.0 (4 Reviews)
Apartment
  • Parking
  • Pool
  • View
Property Image From $100
         

10.0 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Pensacola

Over 365+ Pet-Friendly Vacation Rentals in or Near Pensacola
Property Image From $108
         

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9.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $95
         

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5.0 (2 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $107
         

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9.5 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $694
         

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New
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $913
         

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8.7 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $362
         

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New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $414
         

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10.0 (4 Reviews)
House
  • Parking
  • Pet Friendly
  • View
Property Image From $270
         

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10.0 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • Security/Safety

Large Vacation Homes & Villas in Pensacola

Over 318+ Large Vacation Homes & Villas in or Near Pensacola
Property Image From $526
         

Property Image From $365
         

Property Image From $376
         

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New
Apartment
  • Air Conditioner
  • Parking
  • Child Friendly
Property Image From $355
         

Property Image From $489
         

Wheelchair Accessible Vacation Homes in Pensacola

Over 213+ Wheelchair Accessible Vacation Homes in or Near Pensacola
Property Image From $130
         

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10.0 (1 Review)
House
  • Parking
  • Wheelchair Accessible
  • Child Friendly
Property Image From $633
         

Property Image From $171
         

New
House
  • Parking
  • Wheelchair Accessible
  • Child Friendly
Property Image From $476
         

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9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Property Image From $322
         

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10.0 (1 Review)
House
  • Parking
  • Wheelchair Accessible
  • Child Friendly
Property Image From $205
         

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8.6 (80 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Property Image From $325
         

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New
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $468
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool

Pensacola Varoom and Airbnb Places to Stay Under $200

Over 459+ Pensacola Varoom and Airbnb Places to Stay Under $200
Property Image From $127
         

New
House
  • Child Friendly
  • Internet
Property Image From $129
         

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9.2 (431 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Property Image From $110
         

10.0 (1 Review)
House
  • Air Conditioner
  • Child Friendly
  • Internet
Property Image From $128
         

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4.0 (2 Reviews)
Cottage
  • Air Conditioner
  • TV
  • Balcony/Terrace
Property Image From $137
         

10.0 (1 Review)
House
  • Child Friendly
  • Internet
Property Image From $140
         

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9.8 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Child Friendly
Property Image From $150
         

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8.2 (35 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in Pensacola

Over 18+ Instantly Bookable Vacation Homes in or Near Pensacola
Property Image From $261
         

10.0 (16 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From $518
         

9.2 (48 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

About Pensacola Vacation Rentals

With more than 1739 Pensacola vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Wintersvacationsrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Pensacola.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Wintersvacationsrentals Pensacola, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Pensacola. Places to stay near Pensacola are 1236.27 ft² on average, with prices averaging $411 a night.

Wintersvacationsrentals makes it easy and safe to find and compare vacation rentals in Pensacola with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Pensacola

Type Count
Vacation Homes 934
Holiday Apartments 558
Hotels with Suites 180
Villas 16
Resorts 8
B&B 6
Cottages 6
Cabin Rentals 1
Others 1

Use these Quick Filters to Find a Vacation Rental in Pensacola

Pro Tip: Wintersvacationsrentals makes it easy to compare the best listings on Wintersvacationsrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Wintersvacationsrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Pensacola.

Weather in Pensacola

View the weather forecast for Pensacola before booking your Pensacola Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F