Location

Dates

Guests

Vacation rentals in Perdido Key

Welcome to Pensa-Cozy!

Large backyard to enjoy time with friends

Cozy livingroom

Outdoor oasis- even the goat wants to come for dinner!

Cool details throughout the house.

Pensa-Cozy

3 bedrooms·1 bath

Pensacola • Florida

$859.04 USD total for 3 nights

Oct 31 – Nov 3, 2026

Large Historical Home for Groups Walk to Downtown!

Large Historical Home for Groups Walk to Downtown!

Large Historical Home for Groups Walk to Downtown!

Large Historical Home for Groups Walk to Downtown!

Large Historical Home for Groups Walk to Downtown!

Large Historical Home for Groups Walk to Downtown!

6 bedrooms·5 baths

Pensacola • Florida

4.93(90 reviews)

$2,255.45 USD total for 4 nights

Oct 25 – 29, 2026

Open-concept living with Chicago brick floors - walk to Seville Square and Palafox Street

Primary Bedroom

Restored 1918 cottage in downtown Pensacola's Seville Historic District - walk to festivals

Open kitchen flows into living and dining areas - perfect for entertaining in downtown Pensacola

Restored 1918 cottage in downtown Pensacola's Seville Historic District - walk to festivals

Downtown Pensacola Pet Friendly 2BR/6 Guests

2 bedrooms·2½ baths

Pensacola • Florida

$1,631.31 USD total for 3 nights

Oct 20 – 23, 2026

Downtown Pensacola Historic Home with a Modern Twist!

Downtown Pensacola Historic Home with a Modern Twist!

Downtown Pensacola Historic Home with a Modern Twist!

Downtown Pensacola Historic Home with a Modern Twist!

Downtown Pensacola Historic Home with a Modern Twist!

Downtown Pensacola Historic Home with a Modern Twist!

2 bedrooms·2 baths

Pensacola • Florida

The Wright Place: Your Perfect Beach Escape

The Wright Place: Your Perfect Beach Escape

The Wright Place: Your Perfect Beach Escape

The Wright Place: Your Perfect Beach Escape

The Wright Place: Your Perfect Beach Escape

The Wright Place: Your Perfect Beach Escape

3 bedrooms·3 baths

Pensacola • Florida

5(220 reviews)

$876.55 USD $824.04 USD total for 3 nights

Oct 20 – 23, 2026

Property grounds

Gone Coastal

2 bedrooms·2 baths

Florida

$731.02 USD total for 3 nights

Oct 20 – 23, 2026

Going tiny doesn’t have to mean going without. This gorgeous kitchen features stunning natural white marble countertops and farmhouse sink!

Tiny Home

1 bedroom·1 bath

Pensacola • Florida

5(32 reviews)

$508.93 USD total for 3 nights

Oct 20 – 23, 2026

Vintage Charmer with Tiny Pool Close to Downtown image 1

Vintage Charmer with Tiny Pool Close to Downtown image 2

Vintage Charmer with Tiny Pool Close to Downtown image 3

Vintage Charmer with Tiny Pool Close to Downtown image 4

Vintage Charmer with Tiny Pool Close to Downtown image 5

Vintage Charmer with Tiny Pool Close to Downtown

3 bedrooms·1 bath

Pensacola • Florida

4.88(251 reviews)

$621.00 USD total for 3 nights

Oct 20 – 23, 2026

Pensacola • 1BR • Sleeps 2 • Close to Downtown

Pensacola • 1BR • Sleeps 2 • Close to Downtown

Pensacola • 1BR • Sleeps 2 • Close to Downtown

Pensacola • 1BR • Sleeps 2 • Close to Downtown

Pensacola • 1BR • Sleeps 2 • Close to Downtown

Pensacola • 1BR • Sleeps 2 • Close to Downtown

1 bedroom·1 bath

Pensacola • Florida

$542.20 USD total for 3 nights

Oct 20 – 23, 2026

Pensacola 1 Bedroom Sleeps 2 Suite in East Hill

Pensacola 1 Bedroom Sleeps 2 Suite in East Hill

Pensacola 1 Bedroom Sleeps 2 Suite in East Hill

Pensacola 1 Bedroom Sleeps 2 Suite in East Hill

Pensacola 1 Bedroom Sleeps 2 Suite in East Hill

Pensacola 1 Bedroom Sleeps 2 Suite in East Hill

1 bedroom·1 bath

Pensacola • Florida

$643.79 USD total for 3 nights

Dec 31, 2026 – Jan 3, 2027

Inviting Saltwater Pool Oasis

Prime Gulf Breeze House with Saltwater Pool

Spacious Living/Great Room with Large TV

Inviting Screened Porch with Smart TV

Cozy Living Room with Stylish Seating

Prime Gulf Breeze House with Saltwater Pool

4 bedrooms·3 baths

Gulf Breeze • Florida

$425 – $650/ night(excl. fees & taxes)

Pensacola sleeps 2 cozy backyard Studio nook in East Hill

Pensacola sleeps 2 cozy backyard Studio nook in East Hill

Pensacola sleeps 2 cozy backyard Studio nook in East Hill

Pensacola sleeps 2 cozy backyard Studio nook in East Hill

Pensacola sleeps 2 cozy backyard Studio nook in East Hill

Pensacola sleeps 2 cozy backyard Studio nook in East Hill

1 bedroom·1 bath

Pensacola • Florida

$641.42 USD total for 3 nights

Oct 20 – 23, 2026

Pensacola Beach 1 Bed Sleeps 6 Modern Loft

Pensacola Beach 1 Bed Sleeps 6 Modern Loft

Pensacola Beach 1 Bed Sleeps 6 Modern Loft

Pensacola Beach 1 Bed Sleeps 6 Modern Loft

Pensacola Beach 1 Bed Sleeps 6 Modern Loft

Pensacola Beach 1 Bed Sleeps 6 Modern Loft

1 bedroom·1½ baths

Escambia County • Florida

Welcome to Dolphina House!

Dolphina House *East Hill * 9 Miles to the Beach!

Cozy living room with beachy decor

Dolphina House *East Hill * 9 Miles to the Beach!

Dolphina House *East Hill * 9 Miles to the Beach!

Dolphina House East Hill 9 Miles to the Beach!

3 bedrooms·1 bath

Pensacola • Florida

4.87(70 reviews)

$692.25 USD total for 3 nights

Nov 12 – 15, 2026

Escape to Five Flags Retreat, Pensacola

Main Living Room

Office Area with Wifi Printer, Sofa, Bookcases

Full Kitchen is nicely equipped to enjoy meals at home. All new appliances, dishes, glassware and pots and pans.

Dining table for 8, perfect for your family meals.

Escape to Five Flags Retreat, Pensacola

4 bedrooms·2 baths

Pensacola • Florida

5(47 reviews)

$1,068.75 USD total for 3 nights

Oct 29 – Nov 1, 2026

Luxurious new build minutes from beach+downtown

Luxurious new build minutes from beach+downtown

Luxurious new build minutes from beach+downtown

Luxurious new build minutes from beach+downtown

Luxurious new build minutes from beach+downtown

Luxurious new build minutes from beach+downtown

1 bedroom·1 bath

Pensacola • Florida

4.98(292 reviews)

$480.00 USD total for 3 nights

Oct 25 – 28, 2026

Surrey Escape

3 bedrooms·2 baths

Pensacola • Florida

4.98(99 reviews)

$548.20 USD total for 3 nights

Oct 30 – Nov 2, 2026

Beach to Bay Getaway with Pool image 1

Beach to Bay Getaway with Pool image 2

Beach to Bay Getaway with Pool image 3

Beach to Bay Getaway with Pool image 4

Beach to Bay Getaway with Pool image 5

Beach to Bay Getaway with Pool

4 bedrooms·4 baths

Escambia County • Florida

5(8 reviews)

$5,475.00 USD total for 5 nights

Oct 20 – 25, 2026

LOVELY 2 BR RETREAT IN THE HEART OF PENSACOLA!!

LOVELY 2 BR RETREAT IN THE HEART OF PENSACOLA!!

LOVELY 2 BR RETREAT IN THE HEART OF PENSACOLA!!

LOVELY 2 BR RETREAT IN THE HEART OF PENSACOLA!!

LOVELY 2 BR RETREAT IN THE HEART OF PENSACOLA!!

LOVELY 2 BR RETREAT IN THE HEART OF PENSACOLA!!

2 bedrooms·2 baths

Pensacola • Florida

$700.00 USD total for 3 nights

Oct 20 – 23, 2026

*Early Summer Deal* Pensacola Beach Hideaway

*Early Summer Deal* Pensacola Beach Hideaway

*Early Summer Deal* Pensacola Beach Hideaway

*Early Summer Deal* Pensacola Beach Hideaway

*Early Summer Deal* Pensacola Beach Hideaway

Early Summer Deal Pensacola Beach Hideaway

3 bedrooms·2 baths

Pensacola Beach • Florida

$1,631.70 USD $1,509.48 USD total for 3 nights

Jun 6 – 9, 2027

Photos showing new landscaping and outdoor furniture.

Sunshine Beach House (heated pool) Pensacola Beach

Sunshine Beach House (heated pool) Pensacola Beach

Latest photo of the back yard with new landscaping and outdoor furniture.

Sunshine Beach House (heated pool) Pensacola Beach

Sunshine Beach House (heated pool) Pensacola Beach

3 bedrooms·2 baths

Pensacola Beach • Florida

4.91(190 reviews)

$1,235.63 USD total for 3 nights

Oct 31 – Nov 3, 2026

BlueSky Beach House (heated pool) Pensacola Beach

BlueSky Beach House (heated pool) Pensacola Beach

Photo of the public beach on the Gulf of Mexico. 5 to 10 minute walk away.

BlueSky Beach House (heated pool) Pensacola Beach

BlueSky Beach House (heated pool) Pensacola Beach

BlueSky Beach House (heated pool) Pensacola Beach

3 bedrooms·2 baths

Pensacola Beach • Florida

4.99(111 reviews)

$1,329.00 USD total for 3 nights

Oct 27 – 30, 2026

Cozy Pensacola Cottage | 10 Min to Downtown

Cozy Pensacola Cottage | 10 Min to Downtown

Cozy Pensacola Cottage | 10 Min to Downtown

3 bedrooms·2 baths

Pensacola • Florida

$866.42 USD total for 3 nights

Oct 20 – 23, 2026

Casey's Corner

3 bedrooms·2 baths

Pensacola • Florida

4.96(231 reviews)

$444.61 USD total for 3 nights

Nov 1 – 4, 2026