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Holiday Rentals in Pensacola

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1093 rentals in Pensacola.
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East Hill Bungalow #1 (4 bungalows on site, all with private entrances), holiday rental in Pensacola
East Hill Bungalow #1 (4 bungalows on site, all with private entrances), holiday rental in Pensacola
East Hill Bungalow #1 (4 bungalows on site, all with private entrances), holiday rental in Pensacola

East Hill Bungalow #1 (4 bungalows on site, all with private entrances)

Private Room
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Modern cottage in historic East Hill, holiday rental in Pensacola
Modern cottage in historic East Hill, holiday rental in Pensacola
Modern cottage in historic East Hill, holiday rental in Pensacola

Modern cottage in historic East Hill

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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HangLoose14AD-Beautiful Beach Cottage* the Purple Parrot Resort/Perdido Key FL, holiday rental in Pensacola
HangLoose14AD-Beautiful Beach Cottage* the Purple Parrot Resort/Perdido Key FL, holiday rental in Pensacola
HangLoose14AD-Beautiful Beach Cottage* the Purple Parrot Resort/Perdido Key FL, holiday rental in Pensacola

HangLoose14AD-Beautiful Beach Cottage* the Purple Parrot Resort/Perdido Key FL

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Slow Mo 17AD-Beautiful Beach Cottage * the Purple Parrot Resort/Perdido Key FL, holiday rental in Pensacola
Slow Mo 17AD-Beautiful Beach Cottage * the Purple Parrot Resort/Perdido Key FL, holiday rental in Pensacola
Slow Mo 17AD-Beautiful Beach Cottage * the Purple Parrot Resort/Perdido Key FL, holiday rental in Pensacola

Slow Mo 17AD-Beautiful Beach Cottage * the Purple Parrot Resort/Perdido Key FL

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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The "Jesse", a 1903 cottage in Historic District of downtown Pensacola., holiday rental in Pensacola
The "Jesse", a 1903 cottage in Historic District of downtown Pensacola., holiday rental in Pensacola
The "Jesse", a 1903 cottage in Historic District of downtown Pensacola., holiday rental in Pensacola

The "Jesse", a 1903 cottage in Historic District of downtown Pensacola.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Rated #1(VRBO) Includes ground floor storage stocked with chairs & umbrellas., holiday rental in Pensacola
Rated #1(VRBO) Includes ground floor storage stocked with chairs & umbrellas., holiday rental in Pensacola
Rated #1(VRBO) Includes ground floor storage stocked with chairs & umbrellas., holiday rental in Pensacola

Rated #1(VRBO) Includes ground floor storage stocked with chairs & umbrellas.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Amazing views - 18th Floor Penthouse - 2 BR / 2 BA - Beautiful decor, holiday rental in Pensacola
Amazing views - 18th Floor Penthouse - 2 BR / 2 BA - Beautiful decor, holiday rental in Pensacola
Amazing views - 18th Floor Penthouse - 2 BR / 2 BA - Beautiful decor, holiday rental in Pensacola

Amazing views - 18th Floor Penthouse - 2 BR / 2 BA - Beautiful decor

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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STUNNING BEACH FRONT!  4 Bedrm, 4 Bath Banana Bay Home on Private Beach!, holiday rental in Pensacola
STUNNING BEACH FRONT!  4 Bedrm, 4 Bath Banana Bay Home on Private Beach!, holiday rental in Pensacola
STUNNING BEACH FRONT!  4 Bedrm, 4 Bath Banana Bay Home on Private Beach!, holiday rental in Pensacola

STUNNING BEACH FRONT! 4 Bedrm, 4 Bath Banana Bay Home on Private Beach!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Vacation Paradise at Purple Parrot Resort  Relax at the Tiki Bar New on, holiday rental in Pensacola
Vacation Paradise at Purple Parrot Resort  Relax at the Tiki Bar New on, holiday rental in Pensacola
Vacation Paradise at Purple Parrot Resort  Relax at the Tiki Bar New on, holiday rental in Pensacola

Vacation Paradise at Purple Parrot Resort Relax at the Tiki Bar New on

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Our  8th floor condominium has unobstructed views of the Gulf of Mexico., holiday rental in Pensacola
Our  8th floor condominium has unobstructed views of the Gulf of Mexico., holiday rental in Pensacola
Our  8th floor condominium has unobstructed views of the Gulf of Mexico., holiday rental in Pensacola

Our 8th floor condominium has unobstructed views of the Gulf of Mexico.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beachfront Retreat on Perdido Key. Two Pools, Hot Tub, and Gym, holiday rental in Pensacola
Beachfront Retreat on Perdido Key. Two Pools, Hot Tub, and Gym, holiday rental in Pensacola
Beachfront Retreat on Perdido Key. Two Pools, Hot Tub, and Gym, holiday rental in Pensacola

Beachfront Retreat on Perdido Key. Two Pools, Hot Tub, and Gym

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Baydream (Houseboat 1) at Seville Harbour, holiday rental in Pensacola
Baydream (Houseboat 1) at Seville Harbour, holiday rental in Pensacola
Baydream (Houseboat 1) at Seville Harbour, holiday rental in Pensacola

Baydream (Houseboat 1) at Seville Harbour

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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The RED DOOR circa 1880 - Downtown Pensacola, holiday rental in Pensacola
The RED DOOR circa 1880 - Downtown Pensacola, holiday rental in Pensacola
The RED DOOR circa 1880 - Downtown Pensacola, holiday rental in Pensacola

The RED DOOR circa 1880 - Downtown Pensacola

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Beautiful Pool Home for 10 ppl, holiday rental in Pensacola
Beautiful Pool Home for 10 ppl, holiday rental in Pensacola
Beautiful Pool Home for 10 ppl, holiday rental in Pensacola

Beautiful Pool Home for 10 ppl

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Perdido House - Your Home Away with Private Pool and Dock, holiday rental in Pensacola
Perdido House - Your Home Away with Private Pool and Dock, holiday rental in Pensacola
Perdido House - Your Home Away with Private Pool and Dock, holiday rental in Pensacola

Perdido House - Your Home Away with Private Pool and Dock

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Private family home close to fishing, beaches, shopping, Navy base, holiday rental in Pensacola
Private family home close to fishing, beaches, shopping, Navy base, holiday rental in Pensacola
Private family home close to fishing, beaches, shopping, Navy base, holiday rental in Pensacola

Private family home close to fishing, beaches, shopping, Navy base

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Private Waterfront Home with small beach and boat slip on Intracoastal Waterway, holiday rental in Pensacola
Private Waterfront Home with small beach and boat slip on Intracoastal Waterway, holiday rental in Pensacola
Private Waterfront Home with small beach and boat slip on Intracoastal Waterway, holiday rental in Pensacola

Private Waterfront Home with small beach and boat slip on Intracoastal Waterway

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Beautiful gulf front condo located on the third floor, holiday rental in Pensacola
Beautiful gulf front condo located on the third floor, holiday rental in Pensacola
Beautiful gulf front condo located on the third floor, holiday rental in Pensacola

Beautiful gulf front condo located on the third floor

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Newly Built Modern Downtown Pensacola Cottage, holiday rental in Pensacola
Newly Built Modern Downtown Pensacola Cottage, holiday rental in Pensacola
Newly Built Modern Downtown Pensacola Cottage, holiday rental in Pensacola

Newly Built Modern Downtown Pensacola Cottage

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Historic Downtown Bayfront New Home - Mins to Beach, Walk Downtown, Pool, Bikes, holiday rental in Pensacola
Historic Downtown Bayfront New Home - Mins to Beach, Walk Downtown, Pool, Bikes, holiday rental in Pensacola
Historic Downtown Bayfront New Home - Mins to Beach, Walk Downtown, Pool, Bikes, holiday rental in Pensacola

Historic Downtown Bayfront New Home - Mins to Beach, Walk Downtown, Pool, Bikes

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Cute, Peaceful Home, Centrally Located in Pensacola, holiday rental in Pensacola
Cute, Peaceful Home, Centrally Located in Pensacola, holiday rental in Pensacola
Cute, Peaceful Home, Centrally Located in Pensacola, holiday rental in Pensacola

Cute, Peaceful Home, Centrally Located in Pensacola

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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You Can Be One of Our 1st Guests to Experience Our Renovations & Updates!, holiday rental in Pensacola
You Can Be One of Our 1st Guests to Experience Our Renovations & Updates!, holiday rental in Pensacola
You Can Be One of Our 1st Guests to Experience Our Renovations & Updates!, holiday rental in Pensacola

You Can Be One of Our 1st Guests to Experience Our Renovations & Updates!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Enjoy premier views of sugar sand beach and glorious sunsets on a huge balcony, holiday rental in Pensacola
Enjoy premier views of sugar sand beach and glorious sunsets on a huge balcony, holiday rental in Pensacola
Enjoy premier views of sugar sand beach and glorious sunsets on a huge balcony, holiday rental in Pensacola

Enjoy premier views of sugar sand beach and glorious sunsets on a huge balcony

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Beach Colony West Perdido Key Dynamic Gulf Views Located Directly on Beach, holiday rental in Pensacola
Beach Colony West Perdido Key Dynamic Gulf Views Located Directly on Beach, holiday rental in Pensacola
Beach Colony West Perdido Key Dynamic Gulf Views Located Directly on Beach, holiday rental in Pensacola

Beach Colony West Perdido Key Dynamic Gulf Views Located Directly on Beach

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Saufley House - Intracoastal Beach Cottage, Perdido Key, FL, holiday rental in Pensacola
Saufley House - Intracoastal Beach Cottage, Perdido Key, FL, holiday rental in Pensacola
Saufley House - Intracoastal Beach Cottage, Perdido Key, FL, holiday rental in Pensacola

Saufley House - Intracoastal Beach Cottage, Perdido Key, FL

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Spacious Family Ready- 3 BR/3BA! Lots Of Amenities In Beautiful Banana Bay!, holiday rental in Pensacola
Spacious Family Ready- 3 BR/3BA! Lots Of Amenities In Beautiful Banana Bay!, holiday rental in Pensacola
Spacious Family Ready- 3 BR/3BA! Lots Of Amenities In Beautiful Banana Bay!, holiday rental in Pensacola

Spacious Family Ready- 3 BR/3BA! Lots Of Amenities In Beautiful Banana Bay!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Tranquil, Cozy, and Convenient; New Decor 1st floor Beach Condo * Perdido Key, holiday rental in Pensacola
Tranquil, Cozy, and Convenient; New Decor 1st floor Beach Condo * Perdido Key, holiday rental in Pensacola
Tranquil, Cozy, and Convenient; New Decor 1st floor Beach Condo * Perdido Key, holiday rental in Pensacola

Tranquil, Cozy, and Convenient; New Decor 1st floor Beach Condo * Perdido Key

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Private Suite in Historic Home, holiday rental in Pensacola
Private Suite in Historic Home, holiday rental in Pensacola
Private Suite in Historic Home, holiday rental in Pensacola

Private Suite in Historic Home

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Family home , Large salt water pool (not heated) and tropical courtyard, holiday rental in Pensacola
Family home , Large salt water pool (not heated) and tropical courtyard, holiday rental in Pensacola
Family home , Large salt water pool (not heated) and tropical courtyard, holiday rental in Pensacola

Family home , Large salt water pool (not heated) and tropical courtyard

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Family Friendly 2 bdrm/2 Bath, on Perdido Key, holiday rental in Pensacola
Family Friendly 2 bdrm/2 Bath, on Perdido Key, holiday rental in Pensacola
Family Friendly 2 bdrm/2 Bath, on Perdido Key, holiday rental in Pensacola

Family Friendly 2 bdrm/2 Bath, on Perdido Key

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Beautiful, Peaceful, Restored 1950 Bungalow!, holiday rental in Pensacola
Beautiful, Peaceful, Restored 1950 Bungalow!, holiday rental in Pensacola
Beautiful, Peaceful, Restored 1950 Bungalow!, holiday rental in Pensacola

Beautiful, Peaceful, Restored 1950 Bungalow!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
More info
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Waterfront Luxury Condo with Fantastic 8th Floor View!, holiday rental in Pensacola
Waterfront Luxury Condo with Fantastic 8th Floor View!, holiday rental in Pensacola
Waterfront Luxury Condo with Fantastic 8th Floor View!, holiday rental in Pensacola

Waterfront Luxury Condo with Fantastic 8th Floor View!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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Loft Townhouse in East Hill - Across from Park, Near Pensacola  Beach!, holiday rental in Pensacola
Loft Townhouse in East Hill - Across from Park, Near Pensacola  Beach!, holiday rental in Pensacola
Loft Townhouse in East Hill - Across from Park, Near Pensacola  Beach!, holiday rental in Pensacola

Loft Townhouse in East Hill - Across from Park, Near Pensacola Beach!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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CHARMING HOME PENSACOLA�, holiday rental in Pensacola
CHARMING HOME PENSACOLA�, holiday rental in Pensacola
CHARMING HOME PENSACOLA�, holiday rental in Pensacola

CHARMING HOME PENSACOLA�

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Beach Bungalow, holiday rental in Pensacola
Beach Bungalow, holiday rental in Pensacola
Beach Bungalow, holiday rental in Pensacola

Beach Bungalow

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Walking distance to downtown, 15 min to Pensacola Beach, holiday rental in Pensacola
Walking distance to downtown, 15 min to Pensacola Beach, holiday rental in Pensacola
Walking distance to downtown, 15 min to Pensacola Beach, holiday rental in Pensacola

Walking distance to downtown, 15 min to Pensacola Beach

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Private Waterfront--Scenic Serenity, holiday rental in Pensacola
Private Waterfront--Scenic Serenity, holiday rental in Pensacola
Private Waterfront--Scenic Serenity, holiday rental in Pensacola

Private Waterfront--Scenic Serenity

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Chic Updated Beach Colony Unit, on Gulf with Large Balcony & Best Views!, holiday rental in Pensacola
Chic Updated Beach Colony Unit, on Gulf with Large Balcony & Best Views!, holiday rental in Pensacola
Chic Updated Beach Colony Unit, on Gulf with Large Balcony & Best Views!, holiday rental in Pensacola

Chic Updated Beach Colony Unit, on Gulf with Large Balcony & Best Views!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Perdido Key Bungalow, holiday rental in Pensacola
Perdido Key Bungalow, holiday rental in Pensacola
Perdido Key Bungalow, holiday rental in Pensacola

Perdido Key Bungalow

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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The Peachy Cottage - 1 mile to Pensacola NAS & Corry Station, 13 miles to Beach!, holiday rental in Pensacola
The Peachy Cottage - 1 mile to Pensacola NAS & Corry Station, 13 miles to Beach!, holiday rental in Pensacola
The Peachy Cottage - 1 mile to Pensacola NAS & Corry Station, 13 miles to Beach!, holiday rental in Pensacola

The Peachy Cottage - 1 mile to Pensacola NAS & Corry Station, 13 miles to Beach!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Fabulous Beach Colony Penthouse on Gulf- Incredible Beach Views!, holiday rental in Pensacola
Fabulous Beach Colony Penthouse on Gulf- Incredible Beach Views!, holiday rental in Pensacola
Fabulous Beach Colony Penthouse on Gulf- Incredible Beach Views!, holiday rental in Pensacola

Fabulous Beach Colony Penthouse on Gulf- Incredible Beach Views!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Treasure Place 4U, Multiple Dog Friendly,  Free Boats Usage, holiday rental in Pensacola
Treasure Place 4U, Multiple Dog Friendly,  Free Boats Usage, holiday rental in Pensacola
Treasure Place 4U, Multiple Dog Friendly,  Free Boats Usage, holiday rental in Pensacola

Treasure Place 4U, Multiple Dog Friendly, Free Boats Usage

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Sandy Key 823 Two Bedroom Beachfront Penthouse Condo by PKRM, holiday rental in Pensacola
Sandy Key 823 Two Bedroom Beachfront Penthouse Condo by PKRM, holiday rental in Pensacola
Sandy Key 823 Two Bedroom Beachfront Penthouse Condo by PKRM, holiday rental in Pensacola

Sandy Key 823 Two Bedroom Beachfront Penthouse Condo by PKRM

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Luxury Downtown Townhome on the coast **Winter Special-25% off weekly 10/1--3/11, holiday rental in Pensacola
Luxury Downtown Townhome on the coast **Winter Special-25% off weekly 10/1--3/11, holiday rental in Pensacola
Luxury Downtown Townhome on the coast **Winter Special-25% off weekly 10/1--3/11, holiday rental in Pensacola

Luxury Downtown Townhome on the coast **Winter Special-25% off weekly 10/1--3/11

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Perdido Key/Pensacola Pass sleeps 14, holiday rental in Pensacola
Perdido Key/Pensacola Pass sleeps 14, holiday rental in Pensacola
Perdido Key/Pensacola Pass sleeps 14, holiday rental in Pensacola

Perdido Key/Pensacola Pass sleeps 14

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
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Updated Condo * Family Friendly Purple Parrot Island Resort in Perdido Key, FL, holiday rental in Pensacola
Updated Condo * Family Friendly Purple Parrot Island Resort in Perdido Key, FL, holiday rental in Pensacola
Updated Condo * Family Friendly Purple Parrot Island Resort in Perdido Key, FL, holiday rental in Pensacola

Updated Condo * Family Friendly Purple Parrot Island Resort in Perdido Key, FL

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Beautiful Banana Bay Intracoastal Waterfront Townhouse - On The Beach, holiday rental in Pensacola
Beautiful Banana Bay Intracoastal Waterfront Townhouse - On The Beach, holiday rental in Pensacola
Beautiful Banana Bay Intracoastal Waterfront Townhouse - On The Beach, holiday rental in Pensacola

Beautiful Banana Bay Intracoastal Waterfront Townhouse - On The Beach

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Email Me!!  Corner Unit!  Beautiful Views!, holiday rental in Pensacola
Email Me!!  Corner Unit!  Beautiful Views!, holiday rental in Pensacola
Email Me!!  Corner Unit!  Beautiful Views!, holiday rental in Pensacola

Email Me!! Corner Unit! Beautiful Views!

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Grand Lagoon Waterfront Home that sleeps 10! Military Discounts offered!, holiday rental in Pensacola
Grand Lagoon Waterfront Home that sleeps 10! Military Discounts offered!, holiday rental in Pensacola
Grand Lagoon Waterfront Home that sleeps 10! Military Discounts offered!, holiday rental in Pensacola

Grand Lagoon Waterfront Home that sleeps 10! Military Discounts offered!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Cute & Comfortable Condo, holiday rental in Pensacola
Cute & Comfortable Condo, holiday rental in Pensacola
Cute & Comfortable Condo, holiday rental in Pensacola

Cute & Comfortable Condo

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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