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Pensacola Vacation Rentals

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1098 rentals in Pensacola.
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East Hill Bungalow #2 (4 bungalows on site, all with private entrances), vacation rental in Pensacola
East Hill Bungalow #2 (4 bungalows on site, all with private entrances), vacation rental in Pensacola
East Hill Bungalow #2 (4 bungalows on site, all with private entrances), vacation rental in Pensacola

East Hill Bungalow #2 (4 bungalows on site, all with private entrances)

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Modern cottage in historic East Hill, vacation rental in Pensacola
Modern cottage in historic East Hill, vacation rental in Pensacola
Modern cottage in historic East Hill, vacation rental in Pensacola

Modern cottage in historic East Hill

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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HangLoose14AD-Beautiful Beach Cottage* the Purple Parrot Resort/Perdido Key FL, vacation rental in Pensacola
HangLoose14AD-Beautiful Beach Cottage* the Purple Parrot Resort/Perdido Key FL, vacation rental in Pensacola
HangLoose14AD-Beautiful Beach Cottage* the Purple Parrot Resort/Perdido Key FL, vacation 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
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Slow Mo 17AD-Beautiful Beach Cottage * the Purple Parrot Resort/Perdido Key FL, vacation rental in Pensacola
Slow Mo 17AD-Beautiful Beach Cottage * the Purple Parrot Resort/Perdido Key FL, vacation rental in Pensacola
Slow Mo 17AD-Beautiful Beach Cottage * the Purple Parrot Resort/Perdido Key FL, vacation 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
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The "Jesse", a 1903 cottage in Historic District of downtown Pensacola., vacation rental in Pensacola
The "Jesse", a 1903 cottage in Historic District of downtown Pensacola., vacation rental in Pensacola
The "Jesse", a 1903 cottage in Historic District of downtown Pensacola., vacation 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., vacation rental in Pensacola
Rated #1(VRBO) Includes ground floor storage stocked with chairs & umbrellas., vacation rental in Pensacola
Rated #1(VRBO) Includes ground floor storage stocked with chairs & umbrellas., vacation 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, vacation rental in Pensacola
Amazing views - 18th Floor Penthouse - 2 BR / 2 BA - Beautiful decor, vacation rental in Pensacola
Amazing views - 18th Floor Penthouse - 2 BR / 2 BA - Beautiful decor, vacation rental in Pensacola

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

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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STUNNING BEACH FRONT!  4 Bedrm, 4 Bath Banana Bay Home on Private Beach!, vacation rental in Pensacola
STUNNING BEACH FRONT!  4 Bedrm, 4 Bath Banana Bay Home on Private Beach!, vacation rental in Pensacola
STUNNING BEACH FRONT!  4 Bedrm, 4 Bath Banana Bay Home on Private Beach!, vacation 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
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Vacation Paradise at Purple Parrot Resort  Relax at the Tiki Bar New on, vacation rental in Pensacola
Vacation Paradise at Purple Parrot Resort  Relax at the Tiki Bar New on, vacation rental in Pensacola
Vacation Paradise at Purple Parrot Resort  Relax at the Tiki Bar New on, vacation 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
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Our  8th floor condominium has unobstructed views of the Gulf of Mexico., vacation rental in Pensacola
Our  8th floor condominium has unobstructed views of the Gulf of Mexico., vacation rental in Pensacola
Our  8th floor condominium has unobstructed views of the Gulf of Mexico., vacation 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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Baydream (Houseboat 1) at Seville Harbour, vacation rental in Pensacola
Baydream (Houseboat 1) at Seville Harbour, vacation rental in Pensacola
Baydream (Houseboat 1) at Seville Harbour, vacation rental in Pensacola

Baydream (Houseboat 1) at Seville Harbour

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful gulf front condo located on the third floor, vacation rental in Pensacola
Beautiful gulf front condo located on the third floor, vacation rental in Pensacola
Beautiful gulf front condo located on the third floor, vacation rental in Pensacola

Beautiful gulf front condo located on the third floor

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Private Waterfront Home with small beach and boat slip on Intracoastal Waterway, vacation rental in Pensacola
Private Waterfront Home with small beach and boat slip on Intracoastal Waterway, vacation rental in Pensacola
Private Waterfront Home with small beach and boat slip on Intracoastal Waterway, vacation 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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Perdido House - Your Home Away with Private Pool and Dock, vacation rental in Pensacola
Perdido House - Your Home Away with Private Pool and Dock, vacation rental in Pensacola
Perdido House - Your Home Away with Private Pool and Dock, vacation rental in Pensacola

Perdido House - Your Home Away with Private Pool and Dock

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

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Historic Downtown Bayfront New Home - Mins to Beach, Walk Downtown, Pool, Bikes, vacation rental in Pensacola
Historic Downtown Bayfront New Home - Mins to Beach, Walk Downtown, Pool, Bikes, vacation rental in Pensacola
Historic Downtown Bayfront New Home - Mins to Beach, Walk Downtown, Pool, Bikes, vacation 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
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Beautiful Pool Home for 10 ppl, vacation rental in Pensacola
Beautiful Pool Home for 10 ppl, vacation rental in Pensacola
Beautiful Pool Home for 10 ppl, vacation rental in Pensacola

Beautiful Pool Home for 10 ppl

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cute, Peaceful Home, Centrally Located in Pensacola, vacation rental in Pensacola
Cute, Peaceful Home, Centrally Located in Pensacola, vacation rental in Pensacola
Cute, Peaceful Home, Centrally Located in Pensacola, vacation rental in Pensacola

Cute, Peaceful Home, Centrally Located in Pensacola

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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You Can Be One of Our 1st Guests to Experience Our Renovations & Updates!, vacation rental in Pensacola
You Can Be One of Our 1st Guests to Experience Our Renovations & Updates!, vacation rental in Pensacola
You Can Be One of Our 1st Guests to Experience Our Renovations & Updates!, vacation 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
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The RED DOOR circa 1880 - Downtown Pensacola, vacation rental in Pensacola
The RED DOOR circa 1880 - Downtown Pensacola, vacation rental in Pensacola
The RED DOOR circa 1880 - Downtown Pensacola, vacation rental in Pensacola

The RED DOOR circa 1880 - Downtown Pensacola

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beachfront Retreat on Perdido Key. Two Pools, Hot Tub, and Gym, vacation rental in Pensacola
Beachfront Retreat on Perdido Key. Two Pools, Hot Tub, and Gym, vacation rental in Pensacola
Beachfront Retreat on Perdido Key. Two Pools, Hot Tub, and Gym, vacation 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
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Spacious Family Ready- 3 BR/3BA! Lots Of Amenities In Beautiful Banana Bay!, vacation rental in Pensacola
Spacious Family Ready- 3 BR/3BA! Lots Of Amenities In Beautiful Banana Bay!, vacation rental in Pensacola
Spacious Family Ready- 3 BR/3BA! Lots Of Amenities In Beautiful Banana Bay!, vacation 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
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Tranquil, Cozy, and Convenient; New Decor 1st floor Beach Condo * Perdido Key, vacation rental in Pensacola
Tranquil, Cozy, and Convenient; New Decor 1st floor Beach Condo * Perdido Key, vacation rental in Pensacola
Tranquil, Cozy, and Convenient; New Decor 1st floor Beach Condo * Perdido Key, vacation 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
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Newly Built Modern Downtown Pensacola Cottage, vacation rental in Pensacola
Newly Built Modern Downtown Pensacola Cottage, vacation rental in Pensacola
Newly Built Modern Downtown Pensacola Cottage, vacation rental in Pensacola

Newly Built Modern Downtown Pensacola Cottage

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Private Suite in Historic Home, vacation rental in Pensacola
Private Suite in Historic Home, vacation rental in Pensacola
Private Suite in Historic Home, vacation rental in Pensacola

Private Suite in Historic Home

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Family home , Large salt water pool (not heated) and tropical courtyard, vacation rental in Pensacola
Family home , Large salt water pool (not heated) and tropical courtyard, vacation rental in Pensacola
Family home , Large salt water pool (not heated) and tropical courtyard, vacation 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
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Family Friendly 2 bdrm/2 Bath, on Perdido Key, vacation rental in Pensacola
Family Friendly 2 bdrm/2 Bath, on Perdido Key, vacation rental in Pensacola
Family Friendly 2 bdrm/2 Bath, on Perdido Key, vacation rental in Pensacola

Family Friendly 2 bdrm/2 Bath, on Perdido Key

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Saufley House - Intracoastal Beach Cottage, Perdido Key, FL, vacation rental in Pensacola
Saufley House - Intracoastal Beach Cottage, Perdido Key, FL, vacation rental in Pensacola
Saufley House - Intracoastal Beach Cottage, Perdido Key, FL, vacation rental in Pensacola

Saufley House - Intracoastal Beach Cottage, Perdido Key, FL

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

CHARMING HOME PENSACOLA�

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful, Peaceful, Restored 1950 Bungalow!, vacation rental in Pensacola
Beautiful, Peaceful, Restored 1950 Bungalow!, vacation rental in Pensacola
Beautiful, Peaceful, Restored 1950 Bungalow!, vacation rental in Pensacola

Beautiful, Peaceful, Restored 1950 Bungalow!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Beach Colony West Perdido Key Dynamic Gulf Views Located Directly on Beach, vacation rental in Pensacola
Beach Colony West Perdido Key Dynamic Gulf Views Located Directly on Beach, vacation rental in Pensacola
Beach Colony West Perdido Key Dynamic Gulf Views Located Directly on Beach, vacation 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
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Waterfront Luxury Condo with Fantastic 8th Floor View!, vacation rental in Pensacola
Waterfront Luxury Condo with Fantastic 8th Floor View!, vacation rental in Pensacola
Waterfront Luxury Condo with Fantastic 8th Floor View!, vacation rental in Pensacola

Waterfront Luxury Condo with Fantastic 8th Floor View!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Beach Bungalow, vacation rental in Pensacola
Beach Bungalow, vacation rental in Pensacola
Beach Bungalow, vacation rental in Pensacola

Beach Bungalow

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Private Waterfront--Scenic Serenity, vacation rental in Pensacola
Private Waterfront--Scenic Serenity, vacation rental in Pensacola
Private Waterfront--Scenic Serenity, vacation rental in Pensacola

Private Waterfront--Scenic Serenity

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Chic Updated Beach Colony Unit, on Gulf with Large Balcony & Best Views!, vacation rental in Pensacola
Chic Updated Beach Colony Unit, on Gulf with Large Balcony & Best Views!, vacation rental in Pensacola
Chic Updated Beach Colony Unit, on Gulf with Large Balcony & Best Views!, vacation 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
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The Peachy Cottage - 1 mile to Pensacola NAS & Corry Station, 13 miles to Beach!, vacation rental in Pensacola
The Peachy Cottage - 1 mile to Pensacola NAS & Corry Station, 13 miles to Beach!, vacation rental in Pensacola
The Peachy Cottage - 1 mile to Pensacola NAS & Corry Station, 13 miles to Beach!, vacation 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
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Loft Townhouse in East Hill - Across from Park, Near Pensacola  Beach!, vacation rental in Pensacola
Loft Townhouse in East Hill - Across from Park, Near Pensacola  Beach!, vacation rental in Pensacola
Loft Townhouse in East Hill - Across from Park, Near Pensacola  Beach!, vacation 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
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Perdido Key Bungalow, vacation rental in Pensacola
Perdido Key Bungalow, vacation rental in Pensacola
Perdido Key Bungalow, vacation rental in Pensacola

Perdido Key Bungalow

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Fabulous Beach Colony Penthouse on Gulf- Incredible Beach Views!, vacation rental in Pensacola
Fabulous Beach Colony Penthouse on Gulf- Incredible Beach Views!, vacation rental in Pensacola
Fabulous Beach Colony Penthouse on Gulf- Incredible Beach Views!, vacation rental in Pensacola

Fabulous Beach Colony Penthouse on Gulf- Incredible Beach Views!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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East Hill Bungalow #1 (4 bungalows on site, all with private entrances), vacation rental in Pensacola
East Hill Bungalow #1 (4 bungalows on site, all with private entrances), vacation rental in Pensacola
East Hill Bungalow #1 (4 bungalows on site, all with private entrances), vacation 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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Sandy Key 823 Two Bedroom Beachfront Penthouse Condo by PKRM, vacation rental in Pensacola
Sandy Key 823 Two Bedroom Beachfront Penthouse Condo by PKRM, vacation rental in Pensacola
Sandy Key 823 Two Bedroom Beachfront Penthouse Condo by PKRM, vacation rental in Pensacola

Sandy Key 823 Two Bedroom Beachfront Penthouse Condo by PKRM

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Downtown Townhome on the coast **Winter Special-25% off weekly 10/1--3/11, vacation rental in Pensacola
Luxury Downtown Townhome on the coast **Winter Special-25% off weekly 10/1--3/11, vacation rental in Pensacola
Luxury Downtown Townhome on the coast **Winter Special-25% off weekly 10/1--3/11, vacation 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
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Perdido Key/Pensacola Pass sleeps 14, vacation rental in Pensacola
Perdido Key/Pensacola Pass sleeps 14, vacation rental in Pensacola
Perdido Key/Pensacola Pass sleeps 14, vacation rental in Pensacola

Perdido Key/Pensacola Pass sleeps 14

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Treasure Place 4U, Multiple Dog Friendly,  Free Boats Usage, vacation rental in Pensacola
Treasure Place 4U, Multiple Dog Friendly,  Free Boats Usage, vacation rental in Pensacola
Treasure Place 4U, Multiple Dog Friendly,  Free Boats Usage, vacation rental in Pensacola

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

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Grand Lagoon Waterfront Home that sleeps 10! Military Discounts offered!, vacation rental in Pensacola
Grand Lagoon Waterfront Home that sleeps 10! Military Discounts offered!, vacation rental in Pensacola
Grand Lagoon Waterfront Home that sleeps 10! Military Discounts offered!, vacation rental in Pensacola

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

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Updated Condo * Family Friendly Purple Parrot Island Resort in Perdido Key, FL, vacation rental in Pensacola
Updated Condo * Family Friendly Purple Parrot Island Resort in Perdido Key, FL, vacation rental in Pensacola
Updated Condo * Family Friendly Purple Parrot Island Resort in Perdido Key, FL, vacation 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
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Enjoy premier views of sugar sand beach and glorious sunsets on a huge balcony, vacation rental in Pensacola
Enjoy premier views of sugar sand beach and glorious sunsets on a huge balcony, vacation rental in Pensacola
Enjoy premier views of sugar sand beach and glorious sunsets on a huge balcony, vacation 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
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Beautiful Banana Bay Intracoastal Waterfront Townhouse - On The Beach, vacation rental in Pensacola
Beautiful Banana Bay Intracoastal Waterfront Townhouse - On The Beach, vacation rental in Pensacola
Beautiful Banana Bay Intracoastal Waterfront Townhouse - On The Beach, vacation rental in Pensacola

Beautiful Banana Bay Intracoastal Waterfront Townhouse - On The Beach

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Downtown Happy House - Happy Guest - Happy Life, vacation rental in Pensacola
Downtown Happy House - Happy Guest - Happy Life, vacation rental in Pensacola
Downtown Happy House - Happy Guest - Happy Life, vacation rental in Pensacola

Downtown Happy House - Happy Guest - Happy Life

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Email Me!!  Corner Unit!  Beautiful Views!, vacation rental in Pensacola
Email Me!!  Corner Unit!  Beautiful Views!, vacation rental in Pensacola
Email Me!!  Corner Unit!  Beautiful Views!, vacation rental in Pensacola

Email Me!! Corner Unit! Beautiful Views!

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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