Location

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Vacation rentals in Pensacola

Paradise Found at Lost Key Resort: Tropical Bliss

Paradise Found at Lost Key Resort: Tropical Bliss

Paradise Found at Lost Key Resort: Tropical Bliss

Paradise Found at Lost Key Resort: Tropical Bliss

Paradise Found at Lost Key Resort: Tropical Bliss

Paradise Found at Lost Key Resort: Tropical Bliss

4 bedrooms·4 baths

Perdido Key • Florida

5(149 reviews)

$1,216.13 USD $1,139.05 USD total for 3 nights

Oct 21 – 24, 2026

Coastal-chic living area with smart TV and fresh, airy decor

Coastal Cottage with Private Beach

Serene bedroom with en-suite access, organized closet & ceiling fan

Fenced backyard with 3-burner gas grill—perfect for BBQ nights

Cozy fenced yard with fire pit, Adirondack lounge & sunset glow

Coastal Cottage with Private Beach

3 bedrooms·2 baths

Gulf Breeze • Florida

$1,247.45 USD total for 4 nights

Nov 23 – 27, 2026

Bright and inviting living room with comfortable seating—perfect for relaxing after a day of exploring.

The spacious master bedroom includes a smart tv and additional dressers for an ample amount of storage during your stay.

Bright, modern kitchen featuring full-size appliances and ample counter space.

Spacious dining area with seating for up to 8 guests—perfect for family meals and group gatherings.

Game room featuring an indoor basketball arcade, retro-style video game machine, foosball table, and a cozy seating area with a white sofa and teal cushions. Decor includes a surfboard, wall-mounted TV, and natural light from multiple windows.

Arcade Beach Retreat| Firepit | King Bds| Hot Tub!

4 bedrooms·3½ baths

Perdido Key • Florida

5(59 reviews)

$821.25 USD total for 3 nights

Oct 25 – 28, 2026

Welcome to CaliFlorida Dreamin', with the *ALL NEW* "Florida Livin" paver patio/firepit.

Family and friends can relax in this newly constructed 'Sweet Retreat' family room.

It's said the destination's not the reward... but it is in Perdido Key.

BTW, what are your 'beach weapons' of choice?!

First floor features family room, fully-stocked kitchen with air fryer...

★Modern★Minutes to the Beach★PorchTV★Game Room★

4 bedrooms·3½ baths

Perdido Key • Florida

4.96(23 reviews)

$1,330.42 USD $1,282.05 USD total for 3 nights

Feb 28 – Mar 3, 2027

Sunlit living room with leather sofas, balcony views, and cozy style

Modern coastal-style home with garage, wide drive, and welcoming entry

Bright gourmet kitchen: granite island, 4 bar seats, stainless appliances.

Serene sugar-white beach with gentle waves and endless gulf views

Cozy gas fire pit and BBQ grill in a private, fenced backyard oasis

Modern Luxury 4BR in Perdido Key - Walk to Beach

4 bedrooms·3½ baths

Perdido Key • Florida

5(127 reviews)

$1,255.50 USD total for 3 nights

Oct 25 – 28, 2026

TV moved to where the chair is located and a futon is where the TV is located.

Warm Breeze

4 bedrooms·2 baths

Gulf Breeze • Florida

5(28 reviews)

$707.96 USD total for 3 nights

Oct 28 – 31, 2026

Stunning Lost Key 3 Bed 2.5 Bath Sleeps 10

Stunning Lost Key 3 Bed 2.5 Bath Sleeps 10

Stunning Lost Key 3 Bed 2.5 Bath Sleeps 10

Stunning Lost Key 3 Bed 2.5 Bath Sleeps 10

Stunning Lost Key 3 Bed 2.5 Bath Sleeps 10

Stunning Lost Key 3 Bed 2.5 Bath Sleeps 10

3 bedrooms·2½ baths

Pensacola • Florida

$1,462.50 USD total for 4 nights

Oct 30 – Nov 3, 2026

Open-concept living room with L-shaped sectional and balcony access at Lost Key townhome

Primary bedroom with king bed and coastal décor at Battle Beach House Perdido Key vacation rental

Perdido Key 3 Bedroom Sleeps 8 Pet Friendly Lost Key

Perdido Key 3 Bedroom Sleeps 8 Pet Friendly Lost Key

Screened balcony with pond and Gulf views at Battle Beach House Lost Key Beach Resort

Perdido Key 3 Bedroom Sleeps 8 Pet Friendly Lost Key

3 bedrooms·2½ baths

Pensacola • Florida

$1,571.06 USD total for 3 nights

Oct 20 – 23, 2026

Front of the House

Buckeye On The Point

Buckeye On The Point

Buckeye On The Point

Buckeye On The Point

Buckeye On The Point

3 bedrooms·2½ baths

Pensacola • Florida

$2,053.13 USD total for 4 nights

Oct 27 – 31, 2026

The Deep Blue Dive-sleeps 16, 10 mins to Beach

The Deep Blue Dive-sleeps 16, 10 mins to Beach

The Deep Blue Dive-sleeps 16, 10 mins to Beach

The Deep Blue Dive-sleeps 16, 10 mins to Beach

The Deep Blue Dive-sleeps 16, 10 mins to Beach

The Deep Blue Dive-sleeps 16, 10 mins to Beach

4 bedrooms·2 baths

Navarre • Florida

5(31 reviews)

$1,887.00 USD total for 3 nights

Oct 20 – 23, 2026

Bright open living room with fireplace, vaulted ceilings, and cozy seating

Charming brick home with spacious lawn, driveway parking, and curb appeal

Private fenced backyard with fire pit and shaded seating area

Bright game room with air hockey, arcade games, and natural light

Bright vaulted kitchen with stainless appliances and ample counter space

Navarre Getaway • Game Room • Near Navarre Beach

4 bedrooms·2 baths

Navarre • Florida

$1,146.75 USD total for 3 nights

Oct 20 – 23, 2026

Bright open living room with fireplace, vaulted ceilings, and cozy seating

Charming brick home with spacious lawn, driveway parking, and curb appeal

Private fenced backyard with fire pit and shaded seating area

Bright game room with air hockey, arcade games, and natural light

Bright vaulted kitchen with stainless appliances and ample counter space

Navarre Getaway • Game Room • Near Navarre Beach

4 bedrooms·2 baths

Navarre • Florida

$1,069.50 USD total for 3 nights

Jan 5 – 8, 2027

Nature's Quiet Embrace image 1

Nature's Quiet Embrace image 2

Nature's Quiet Embrace image 3

Nature's Quiet Embrace image 4

Nature's Quiet Embrace image 5

Nature's Quiet Embrace

2 bedrooms·2 baths

Milton • Florida

4.91(23 reviews)

$560.00 USD total for 3 nights

Oct 20 – 23, 2026

APARTMENT NEAR COAST

APARTMENT NEAR COAST

APARTMENT NEAR COAST

APARTMENT NEAR COAST

APARTMENT NEAR COAST

APARTMENT NEAR COAST

2 bedrooms·1 bath

Milton • Florida

$1,220.00 USD total for 14 nights

Oct 20 – Nov 3, 2026

Beautiful Beach House

SaltWater Treasure

SaltWater Treasure

4 bedrooms·3 baths

Navarre • Florida

$1,936.00 USD total for 3 nights

Oct 20 – 23, 2026

6min to the Beach, Dogs Fenced Yard, Paddle Board

6min to the Beach, Dogs Fenced Yard, Paddle Board

6min to the Beach, Dogs Fenced Yard, Paddle Board

6min to the Beach, Dogs Fenced Yard, Paddle Board

6min to the Beach, Dogs Fenced Yard, Paddle Board

6min to the Beach, Dogs Fenced Yard, Paddle Board

3 bedrooms·2 baths

Navarre • Florida

4.97(91 reviews)

$1,161.00 USD total for 3 nights

Oct 20 – 23, 2026

Balcony off of master bedroom

Palm Tree Paradise

Palm Tree Paradise

Palm Tree Paradise

Palm Tree Paradise

Palm Tree Paradise

5 bedrooms·3½ baths

Navarre • Florida

$2,944.00 USD total for 3 nights

Oct 20 – 23, 2026

Front porch balcony with gulf views

Tropical Island

Mint To Be

4 bedrooms·3½ baths

Navarre • Florida

Beach Treasure

4 bedrooms·4½ baths

Navarre • Florida

$4,120.00 USD total for 3 nights

Oct 20 – 23, 2026

Pineapple Princess

Pineapple Princess

Pineapple Princess

Pineapple Princess

Pineapple Princess

Pineapple Princess

5 bedrooms·3 baths

Navarre • Florida

Toes in the Sand

Toes in the Sand

Toes in the Sand

Toes in the Sand

Toes in the Sand

Toes in the Sand

6 bedrooms·5 baths

Navarre • Florida

$4,120.00 USD total for 4 nights

Oct 20 – 24, 2026

Navarre Beach Rendezvous

Navarre Beach Rendezvous

Navarre Beach Rendezvous

Navarre Beach Rendezvous

Navarre Beach Rendezvous

Navarre Beach Rendezvous

1 bedroom·1 bath

Navarre • Florida

$962.40 USD total for 3 nights

Oct 20 – 23, 2026

A twist of Lime

A twist of Lime

A twist of Lime

A twist of Lime

A twist of Lime

A twist of Lime

4 bedrooms·3 baths

Navarre • Florida

$1,544.00 USD total for 3 nights

Oct 20 – 23, 2026

Time Sands Still (Cozy Top-Floor, 3 bedroom Condo)

View from balcony of Santa Rosa Sound, overlooking the pool

Time Sands Still (Cozy Top-Floor, 3 bedroom Condo)

Top floor condo, overlooking the pool

Living area with balcony view of the Santa Rosa Sound. (New floor coming February 2026!)

Time Sands Still (Cozy Top-Floor, 3 bedroom Condo)

3 bedrooms·2½ baths

Navarre Beach • Florida

$597.00 USD total for 3 nights

Oct 20 – 23, 2026