Fuzzy Pineapple · Monthly Rates Slashed image 1
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Fuzzy Pineapple · Monthly Rates Slashed

2 bedrooms·1 bath
Pensacola • Florida
4.94(145 reviews)

$369.00 USD total for 3 nights

Oct 20 – 23, 2026

Fuzzy Crab · Monthly Rates Slashed image 1
Fuzzy Crab · Monthly Rates Slashed image 2
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Fuzzy Crab · Monthly Rates Slashed image 5

Fuzzy Crab · Monthly Rates Slashed

2 bedrooms·1 bath
Pensacola • Florida
4.99(68 reviews)

$369.00 USD total for 3 nights

Oct 26 – 29, 2026

Perdido Key - Beach and Sparkling Pool. Sleeps 6.
Family Room
Master Bedroom
Bedroom #2
Built-in Bunkbeds

Perdido Key - Beach and Sparkling Pool. Sleeps 6.

2 bedrooms·2 baths
Pensacola • Florida
4.95(66 reviews)

$756.28 USD total for 3 nights

Oct 21 – 24, 2026

GRAND CARIBBEAN #310: A SERENE BEACH GETAWAY...
GRAND CARIBBEAN #310: A SERENE BEACH GETAWAY...
GRAND CARIBBEAN #310: A SERENE BEACH GETAWAY...
GRAND CARIBBEAN #310: A SERENE BEACH GETAWAY...
GRAND CARIBBEAN #310: A SERENE BEACH GETAWAY...

GRAND CARIBBEAN #310: A SERENE BEACH GETAWAY...

1 bedroom·1 bath
Perdido Key • Florida
4.91(174 reviews)

$935.00 USD total for 3 nights

Dec 7 – 10, 2026

Family Villa: Pool, Beach, Bountiful Amenities!
Family Villa: Pool, Beach, Bountiful Amenities!
Family Villa: Pool, Beach, Bountiful Amenities!
Family Villa: Pool, Beach, Bountiful Amenities!
Family Villa: Pool, Beach, Bountiful Amenities!

Family Villa: Pool, Beach, Bountiful Amenities!

4 bedrooms·4 baths
Pensacola • Florida
4.96(51 reviews)

$1,342.15 USD total for 3 nights

Oct 20 – 23, 2026

Gourmet open concept kitchen w upgraded appliances - cook your fave recipes!
Open concept living room w large cozy sofa for relaxing
Full bathroom 1 in primary bedroom suite - spacious double vanity
Community pool & private beach access - Lost Key Golf and Beach Club
Upscale gas fire pit for cozy conversation in cooler evenings

Coastal Oasis @ Lost Key Golf & Beach Club

4 bedrooms·4 baths
Perdido Key • Florida
5(48 reviews)

$1,617.12 USD $1,491.30 USD total for 3 nights

Oct 20 – 23, 2026

View from your porch
Upgraded seating
Less than 10 steps to the pool. Chairs have been upgraded.
Oceanfront | Gated Entry | Pool | King Bed
Oceanfront | Gated Entry | Pool | King Bed

Oceanfront | Gated Entry | Pool | King Bed

2 bedrooms·1 bath
Perdido Key • Florida

$914.00 USD total for 3 nights

Oct 20 – 23, 2026

Sunset Grill located just down the road. There is also a children play area at the restaurant.
Walkway from the back door to the pool.
Pool and workout room with Sauna and Steamroom
Private Beach within the gated community.
Community view when driving over the Theo Barrs bridge. Notice the private beach and boat on the intercoastal waterway.

Your Ultimate Family Getaway: Perdido Key Florida

3 bedrooms·2½ baths
Perdido Key • Florida
5(15 reviews)

$1,426.40 USD total for 4 nights

Oct 20 – 24, 2026

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

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

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

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

Wonderful home up on pilings.
Come on up!
Dine Al fresco on our new quiet deck nestled up against a treed area on the side of our home. Enjoy your coffee listening to the birds or a glass of wine in the evening as you relax outdoors.
Private spacious yard.
Enter into the cozy kitchen fully equipped with with everything you need.

Innerarity Hide-A-Way

3 bedrooms·2 baths
Escambia County • Florida
5(13 reviews)

$976.80 USD total for 4 nights

Oct 20 – 24, 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

Fred’s Nest-Perdido Bay Golf Villa-Close to Beach image 1
Unwind in this inviting Pensacola townhome complete with chic nautical decor and a large smart TV - the ideal spot for movie nights or morning coffee before exploring the Gulf Coast.
Fred’s Nest-Perdido Bay Golf Villa-Close to Beach image 3
Spacious backyard with lush greenery and plenty of room to relax that overlooks the golf course.
Fred’s Nest-Perdido Bay Golf Villa-Close to Beach image 5

Fred’s Nest-Perdido Bay Golf Villa-Close to Beach

2 bedrooms·1½ baths
Pensacola • Florida
5(32 reviews)

$470.40 USD $440.16 USD total for 3 nights

Oct 25 – 28, 2026

NAS Pensacola Blue Angels 15 min to Beach Family Friendly
NAS Pensacola Blue Angels 15 min to Beach Family Friendly
NAS Pensacola Blue Angels 15 min to Beach Family Friendly
NAS Pensacola Blue Angels 15 min to Beach Family Friendly
NAS Pensacola Blue Angels 15 min to Beach Family Friendly

NAS Pensacola Blue Angels 15 min to Beach Family Friendly

1 bedroom·1 bath
Pensacola • Florida

$714.66 USD total for 3 nights

Oct 20 – 23, 2026

Private Gulf Beach by Flora-Bama Perdido Key FL
Private Gulf Beach by Flora-Bama Perdido Key FL
Private Gulf Beach by Flora-Bama Perdido Key FL
Private Gulf Beach by Flora-Bama Perdido Key FL
Private Gulf Beach by Flora-Bama Perdido Key FL

Private Gulf Beach by Flora-Bama Perdido Key FL

2 bedrooms·3 baths
Pensacola • Florida
5(22 reviews)
Bright open living room with balcony access and river views at Perdido Key waterfront condo
Sparkling bayside pool with waterfront views at Needle Rush Point in Perdido Key Florida
Primary bedroom with queen bed and coastal décor at Needle Rush Point waterfront condo
Covered balcony with wicker furniture and Intracoastal views at Needle Rush Poin
Bright open living room with balcony access and river views at Perdido Key waterfront condo

Needle Rush Point sleeps 8- pool- boat parking- tennis

2 bedrooms·2 baths
Escambia County • Florida

$1,005.25 USD total for 3 nights

Oct 20 – 23, 2026

Mediterranean West 702W
Mediterranean West 702W
Mediterranean West 702W
Mediterranean West 702W
Mediterranean West 702W

Mediterranean West 702W

4 bedrooms·5 baths
Escambia County • Florida

$3,389.88 USD total for 3 nights

Oct 28 – 31, 2026

Pool
Living area
Terrace/patio
Exterior
Outdoor dining

Coral Creek Beach Haven

4 bedrooms·2 baths
Pensacola • Florida

$1,261.70 USD $1,212.36 USD total for 3 nights

Oct 20 – 23, 2026

THE CRABSHACK: Waterview Retreat in Pensacola
THE CRABSHACK: Waterview Retreat in Pensacola
THE CRABSHACK: Waterview Retreat in Pensacola
THE CRABSHACK: Waterview Retreat in Pensacola
THE CRABSHACK: Waterview Retreat in Pensacola

THE CRABSHACK: Waterview Retreat in Pensacola

2 bedrooms·1 bath
Pensacola • Florida
4.83(117 reviews)

$1,654.44 USD total for 7 nights

Jun 18 – 25, 2027

Bedroom #1
You'll enjoy the comfy sectional sofa.
Refinished original hardwood flooring throughout
Plenty of space to stretch out and relax.
You'll enjoy your favorite programs on the 55in smart tv

The Revere House

3 bedrooms·2 baths
West Pensacola • Florida
5(1 review)

$2,544.00 USD total for 30 nights

Oct 27 – Nov 26, 2026