Stays with air conditioning in Pensacola, FL
Stays with air conditioning in Pensacola, FL, from $84 a night. Book direct on each manager's site, no OTA fee.
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Stays, best documented first
Lost Key 14552
Townhome · 2 bed · 2.5 bath · sleeps 6
Pensacola, FL
From $110 a night
- air conditioning
- bed linens
- cable tv
- dryer
Exact location
Book direct on Anna Belle Lodging
Pet-Friendly Cottage | Beach + Downtown
Cottage · 1 bed · 1 bath · sleeps 4
Pensacola, FL
From $110 a night
- dining table
- check in option
- deck patio
- ironing facilities
Exact location
Book direct on Short And Mid-term Rentals In Alabama
Upstairs 2BR • 2 King Beds • 5 Min to Downtown
Apartment · 2 bed · 1 bath · sleeps 6
Pensacola, FL
From $125 a night
- contactless checkin
- wifi speed 250
- cleaning products
- bathtub
Exact location
Book direct on Short And Mid-term Rentals In Alabama
Perdido Cottage
Cottage · 3 bed · 2 bath · sleeps 9
Pensacola, FL
From $150 a night
- air conditioning
- bed linens
- cable tv
- dryer
Exact location
Book direct on Anna Belle Lodging
Windemere 406
Apartment · 2 bed · 2 bath · sleeps 6
Pensacola, FL
From $185 a night
- air conditioning
- bed linens
- cable tv
- dryer
Exact location
Book direct on Anna Belle Lodging
Lost Key 6522
Apartment · 4 bed · 4 bath · sleeps 10
Pensacola, FL
From $210 a night
- air conditioning
- bed linens
- cable tv
- dryer
Exact location
Book direct on Anna Belle Lodging
The Tristan 1000-1114
Apartment · 1 bed · 1 bath · sleeps 2
Pensacola, FL
From $1,859 a night
- 1st floor
- air conditioning
- balcony
- in-unit laundry
Exact location
Book direct on Landing
Casara B-2203
Apartment · 1 bed · 1 bath · sleeps 2
Pensacola, FL
From $1,799 a night
- 2nd floor
- air conditioning
- balcony
- in-unit laundry
Exact location
Book direct on Landing
Windemere 1404
Beach house · 1 bed · 2 bath · sleeps 6
Pensacola, FL
From $84 a night
- air conditioning
- balcony
- bay/sound
- beach
Location not published
Book direct on Orange Beach, Gulf Shores, Fort Morgan & Perdido Key Condos & Vacation Rentals
Palacio 1604
Beach house · 3 bed · 3 bath · sleeps 8
Pensacola, FL
From $120 a night
- adventure
- air conditioning
- atm/bank
- away from it all
Location not published
Book direct on Orange Beach, Gulf Shores, Fort Morgan & Perdido Key Condos & Vacation Rentals
Beach Colony Resort East 12C
Beach house · 2 bed · 2 bath · sleeps 9
Pensacola, FL
From $157 a night
- adventure
- air conditioning
- atm/bank
- away from it all
Location not published
Book direct on Orange Beach, Gulf Shores, Fort Morgan & Perdido Key Condos & Vacation Rentals
La Playa 303
Beach house · 4 bed · 5 bath · sleeps 8
Pensacola, FL
From $192 a night
- air conditioning
- atm/bank
- away from it all
- balcony
Location not published
Book direct on Orange Beach, Gulf Shores, Fort Morgan & Perdido Key Condos & Vacation Rentals
The 52 8501-103
Apartment · 1 bed · 1 bath · sleeps 2
Pensacola, FL
From $1,718 a night
- 1st floor
- air conditioning
- in-unit laundry
- smart lock
City-level location
Book direct on Landing
BEAUTIFUL Beach Cottage: Directly on the Beach!
Cottage · 3 bed · 2 bath · sleeps 10
Pensacola, FL
From $236 a night
- air conditioning
- available in the house: wifi
- balcony
- bathtub or shower
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Downtown retreat by the Bay, Bruce Beach, Blue Angels, parades & fish market!
House · 3 bed · 3 bath · sleeps 6
Pensacola, FL
From $236 a night
- air conditioning
- balcony
- dining area
- dining table
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Downtown Cottage
Cottage · 2 bed · 2 bath · sleeps 4
Pensacola, FL
From $258 a night
- 2 pets total
- air conditioning
- bathtub
- bathtub or shower
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
**Coastal Luxury & Comfort** Best location
House · 3 bed · 2.5 bath · sleeps 8
Pensacola, FL
From $535 a night
- air conditioning
- bathtub
- communal pool
- deck or patio
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
HEART OF DOWNTOWN Palafox Place Sleeps 6, Perfect for small events
House · 3 bed · 2 bath · sleeps 6
Pensacola, FL
From $542 a night
- air conditioning
- available in the apartment: free wifi
- balcony
- blender
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Gulf front 4B4B spacious condo with magnificent unobstructed ocean view!
Condo · 4 bed · 4 bath · sleeps 12
Pensacola, FL
From $615 a night
- air conditioning
- balcony
- barbecue grill
- bathtub
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Oceanfront, Resort Amenities | Palacio 1702 | My Beach Getaways
House · 2 bed · 2 bath · sleeps 6
Pensacola, FL
From $745 a night
- air conditioning
- balcony
- barbecue grill
- bathtub or shower
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
The 52 8501-104
Apartment · 1 bed · 1 bath · sleeps 2
Pensacola, FL
From $1,718 a night
- 3rd floor
- air conditioning
- in-unit laundry
- smart lock
Exact location
Book direct on Landing
The 52 8501-105
Apartment · 1 bed · 1 bath · sleeps 2
Pensacola, FL
From $1,718 a night
- 1st floor
- air conditioning
- in-unit laundry
- smart lock
Exact location
Book direct on Landing
The 52 8501-302
Apartment · 1 bed · 1 bath · sleeps 2
Pensacola, FL
From $1,718 a night
- 3rd floor
- air conditioning
- balcony
- in-unit laundry
Exact location
Book direct on Landing
The 52 8501-304
Apartment · 1 bed · 1 bath · sleeps 2
Pensacola, FL
From $1,718 a night
- 3rd floor
- air conditioning
- balcony
- in-unit laundry
Exact location
Book direct on Landing
The 52 8505-101
Apartment · 1 bed · 1 bath · sleeps 2
Pensacola, FL
From $1,718 a night
- 1st floor
- air conditioning
- in-unit laundry
- smart lock
Exact location
Book direct on Landing
The 52 8505-111
Apartment · 1 bed · 1 bath · sleeps 2
Pensacola, FL
From $1,718 a night
- 1st floor
- air conditioning
- in-unit laundry
- smart lock
Exact location
Book direct on Landing
The 52 8505-306
Apartment · 1 bed · 1 bath · sleeps 2
Pensacola, FL
From $1,718 a night
- 1st floor
- air conditioning
- in-unit laundry
- smart lock
Exact location
Book direct on Landing
The 52 8505-311
Apartment · 1 bed · 1 bath · sleeps 2
Pensacola, FL
From $1,718 a night
- 3rd floor
- air conditioning
- balcony
- in-unit laundry
Exact location
Book direct on Landing
The 52 8505-317
Apartment · 1 bed · 1 bath · sleeps 2
Pensacola, FL
From $1,718 a night
- 3rd floor
- air conditioning
- balcony
- in-unit laundry
Exact location
Book direct on Landing
The 52 8512-109
Apartment · 1 bed · 1 bath · sleeps 2
Pensacola, FL
From $1,718 a night
- 1st floor
- air conditioning
- in-unit laundry
- smart lock
Exact location
Book direct on Landing
The 52 8512-307
Apartment · 1 bed · 1 bath · sleeps 2
Pensacola, FL
From $1,718 a night
- 3rd floor
- air conditioning
- balcony
- in-unit laundry
Exact location
Book direct on Landing
The 52 8505-109
Apartment · 1 bed · 1 bath · sleeps 2
Pensacola, FL
From $1,738 a night
- 1st floor
- air conditioning
- in-unit laundry
- smart lock
Exact location
Book direct on Landing
The 52 8512-103
Apartment · 1 bed · 1 bath · sleeps 2
Pensacola, FL
From $1,738 a night
- 1st floor
- air conditioning
- in-unit laundry
- smart lock
Exact location
Book direct on Landing
The 52 8512-303
Apartment · 1 bed · 1 bath · sleeps 2
Pensacola, FL
From $1,738 a night
- 3rd floor
- air conditioning
- balcony
- in-unit laundry
Exact location
Book direct on Landing
The Tristan 3000-3228
Apartment · 1 bed · 1 bath · sleeps 2
Pensacola, FL
From $1,818 a night
- 2nd floor
- air conditioning
- balcony
- in-unit laundry
Exact location
Book direct on Landing
The Tristan 3000-3112
Apartment · 1 bed · 1 bath · sleeps 2
Pensacola, FL
From $1,848 a night
- 1st floor
- air conditioning
- balcony
- in-unit laundry
Exact location
Book direct on Landing
Altura Perdido 10108
Apartment · 1 bed · 1 bath · sleeps 2
Pensacola, FL
No nightly rate published
- 1st floor
- air conditioning
- balcony
- in-unit laundry
Exact location
Book direct on Landing
Altura Perdido 10218
Apartment · 2 bed · 2 bath · sleeps 4
Pensacola, FL
No nightly rate published
- 2nd floor
- air conditioning
- balcony
- in-unit laundry
Exact location
Book direct on Landing
Altura Perdido 10219
Apartment · 2 bed · 2 bath · sleeps 4
Pensacola, FL
No nightly rate published
- 2nd floor
- air conditioning
- balcony
- in-unit laundry
Exact location
Book direct on Landing
Charming apartment in downtown w/patio (Garden #8)
Apartment · 1 bed · 1 bath · sleeps 4
Pensacola, FL
No nightly rate published
- air conditioning
- cleaning products
- dishes and silverware
- dryer
Exact location
Book direct on STAY LIV 2 THE MAX
Pet-Friendly Pensacola Home Close to Beaches & Fun
House · 3 bed · 1 bath · sleeps 6
Pensacola, FL
No nightly rate published
- shower
- board games
- tv
- air conditioning
Exact location
Book direct on Manage your vacation home with Fairly.
Poolside Retreat, Hot Tub, 5 min to beach
House · 5 bed · 2 bath · sleeps 12
Pensacola, FL
No nightly rate published
- air conditioning
- cleaning products
- dishes and silverware
- hair dryer
Exact location
Book direct on Cool Stays
Preserve at Perdido 438
Apartment · 2 bed · 2 bath · sleeps 4
Pensacola, FL
No nightly rate published
- 3rd floor
- air conditioning
- balcony
- in-unit laundry
Exact location
Book direct on Landing
Spacious Downtown Flat w/ free parking
Apartment · 3 bed · 2 bath · sleeps 8
Pensacola, FL
No nightly rate published
- air conditioning
- cleaning products
- dishes and silverware
- dryer
Exact location
Book direct on STAY LIV 2 THE MAX
The Sage House
House · 2 bed · 1 bath · sleeps 4
Pensacola, FL
No nightly rate published
- air conditioning
- carbon monoxide detector
- coffee maker
- cooking basics
City-level location
Book direct on Coastal Sunrises
The Tristan 1000-1205
Apartment · 2 bed · 2 bath · sleeps 4
Pensacola, FL
No nightly rate published
- 2nd floor
- air conditioning
- balcony
- in-unit laundry
Exact location
Book direct on Landing
The Tristan 3000-3305
Apartment · 2 bed · 2 bath · sleeps 4
Pensacola, FL
No nightly rate published
- 1st floor
- air conditioning
- balcony
- in-unit laundry
Exact location
Book direct on Landing
The Tristan 3000-3311
Apartment · 2 bed · 2 bath · sleeps 4
Pensacola, FL
No nightly rate published
- 1st floor
- air conditioning
- balcony
- in-unit laundry
Exact location
Book direct on Landing
Waterfront Sunsets
House · 4 bed · 3 bath · sleeps 9
Pensacola, FL
No nightly rate published
- air conditioning
- cleaning products
- dishes and silverware
- dryer
Exact location
Book direct on STAY LIV 2 THE MAX
Casara A-1204
Apartment · 2 bed · 2 bath · sleeps 4
Pensacola, FL
No nightly rate published
- 2nd floor
- air conditioning
- balcony
- in-unit laundry
Exact location
Book direct on Landing
Casara A-1208
Apartment · 2 bed · 2 bath · sleeps 4
Pensacola, FL
No nightly rate published
- 2nd floor
- air conditioning
- balcony
- in-unit laundry
Exact location
Book direct on Landing
Casara A-1212
Apartment · 2 bed · 2 bath · sleeps 4
Pensacola, FL
No nightly rate published
- 2nd floor
- air conditioning
- balcony
- in-unit laundry
Exact location
Book direct on Landing
The Romero 205A
Apartment · 2 bed · 2 bath · sleeps 4
Pensacola, FL
No nightly rate published
- 2nd floor
- air conditioning
- balcony
- in-unit laundry
Exact location
Book direct on Landing
The Romero 206A
Apartment · 1 bed · 1 bath · sleeps 2
Pensacola, FL
No nightly rate published
- 2nd floor
- air conditioning
- balcony
- in-unit laundry
Exact location
Book direct on Landing
The Romero 207A
Apartment · 2 bed · 2 bath · sleeps 4
Pensacola, FL
No nightly rate published
- 2nd floor
- air conditioning
- balcony
- in-unit laundry
Exact location
Book direct on Landing
Blue Angels Beach Bungalow
Bungalow · 1 bed · sleeps 2
Pensacola, FL
No nightly rate published
- board games
- books
- room darkening shades
- iron and board
Exact location
Book direct on Manage your vacation home with Fairly.
Garden & Pool Views at The Old Spanish Consulate
Apartment · 1 bed · 1 bath · sleeps 2
Pensacola, FL
No nightly rate published
- queen
- games
- television
- smart tv
City-level location
Book direct on Gulf Coast BnB Rentals
Grand Lagoon Retreat | Blue Angels & Boat Parking
House · 3 bed · sleeps 8
Pensacola, FL
No nightly rate published
- bayfront
- bathtub
- shower
- air conditioning
Exact location
Book direct on Manage your vacation home with Fairly.
Pensacola Music House | Sleeps 8 + Backyard
House · 3 bed · sleeps 8
Pensacola, FL
No nightly rate published
- bathtub
- wifi
- shower
- hair dryer
Exact location
Book direct on Manage your vacation home with Fairly.
The 52 8505-108
Apartment · 2 bed · 1 bath · sleeps 2
Pensacola, FL
No nightly rate published
- 1st floor
- air conditioning
- in-unit laundry
- smart lock
City-level location
Book direct on Landing
These are the cheapest; there are more. Narrow by facet above, or ask an agent through https://otaless.com/mcp.
How prices are computed
Lowest rate the manager has published. Your dates may cost more; the real price is on their site. The "from" figure is the lowest nightly rate the manager published on that listing page when we last fetched it. It excludes taxes, cleaning and other fees, it is not a quote, and it is not live availability.
Updated 2026-10-31 07:39 UTC. Prices and facts are whatever the manager published on their own site.