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Pensacola Vacation Rentals

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792 rentals in Pensacola.
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East Hill Bungalow #4 (full kitchen and laundry, private entrance) , vacation rental in Pensacola
East Hill Bungalow #4 (full kitchen and laundry, private entrance) , vacation rental in Pensacola
East Hill Bungalow #4 (full kitchen and laundry, private entrance) , vacation rental in Pensacola

East Hill Bungalow #4 (full kitchen and laundry, private entrance)

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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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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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Gorgeous carriage house close to everything! NO HIDDEN FEES, vacation rental in Pensacola
Gorgeous carriage house close to everything! NO HIDDEN FEES, vacation rental in Pensacola
Gorgeous carriage house close to everything! NO HIDDEN FEES, vacation rental in Pensacola

Gorgeous carriage house close to everything! NO HIDDEN FEES

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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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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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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
3 bedrooms
2 bathrooms
Sleeps 6
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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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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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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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 10
Match: Sleeps
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AUG 17-24 AVAIL. Beach Colony Resort- 10th Floor; Middle Tower on the Gulf, vacation rental in Pensacola
AUG 17-24 AVAIL. Beach Colony Resort- 10th Floor; Middle Tower on the Gulf, vacation rental in Pensacola
AUG 17-24 AVAIL. Beach Colony Resort- 10th Floor; Middle Tower on the Gulf, vacation rental in Pensacola

AUG 17-24 AVAIL. Beach Colony Resort- 10th Floor; Middle Tower on the Gulf

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
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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1928 Tudor in Historic East Hill - Across from Park, Near Pensacola Beach!, vacation rental in Pensacola
1928 Tudor in Historic East Hill - Across from Park, Near Pensacola Beach!, vacation rental in Pensacola
1928 Tudor in Historic East Hill - Across from Park, Near Pensacola Beach!, vacation rental in Pensacola

1928 Tudor in Historic East Hill - Across from Park, Near Pensacola Beach!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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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Palafox Perfection Sparkling Clean in Historic Downtown, vacation rental in Pensacola
Palafox Perfection Sparkling Clean in Historic Downtown, vacation rental in Pensacola
Palafox Perfection Sparkling Clean in Historic Downtown, vacation rental in Pensacola

Palafox Perfection Sparkling Clean in Historic Downtown

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
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 4
Match: Sleeps
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East Hill cottage retreat, perfect for couples, newly renovated, vacation rental in Pensacola
East Hill cottage retreat, perfect for couples, newly renovated, vacation rental in Pensacola
East Hill cottage retreat, perfect for couples, newly renovated, vacation rental in Pensacola

East Hill cottage retreat, perfect for couples, newly renovated

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Cozy Beach Cottage, 1 block to beach, tropical landscaping,near beach, vacation rental in Pensacola
Beautiful Cozy Beach Cottage, 1 block to beach, tropical landscaping,near beach, vacation rental in Pensacola
Beautiful Cozy Beach Cottage, 1 block to beach, tropical landscaping,near beach, vacation rental in Pensacola

Beautiful Cozy Beach Cottage, 1 block to beach, tropical landscaping,near beach

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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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Great Golf, Beaches & Weather--UNLIMITED GOLF TRANSFER FOR 2 PEOPLE, vacation rental in Pensacola
Great Golf, Beaches & Weather--UNLIMITED GOLF TRANSFER FOR 2 PEOPLE, vacation rental in Pensacola
Great Golf, Beaches & Weather--UNLIMITED GOLF TRANSFER FOR 2 PEOPLE, vacation rental in Pensacola

Great Golf, Beaches & Weather--UNLIMITED GOLF TRANSFER FOR 2 PEOPLE

Condo/Apartment
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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Houseboat 1 at Seville Harbour, vacation rental in Pensacola
Houseboat 1 at Seville Harbour, vacation rental in Pensacola
Houseboat 1 at Seville Harbour, vacation rental in Pensacola

Houseboat 1 at Seville Harbour

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Family friendly one bedroom/one bath In Grand Caribbean East, vacation rental in Pensacola
Family friendly one bedroom/one bath In Grand Caribbean East, vacation rental in Pensacola
Family friendly one bedroom/one bath In Grand Caribbean East, vacation rental in Pensacola

Family friendly one bedroom/one bath In Grand Caribbean East

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Fabulous East End Unit at Beach Colony Resort, vacation rental in Pensacola
Fabulous East End Unit at Beach Colony Resort, vacation rental in Pensacola
Fabulous East End Unit at Beach Colony Resort, vacation rental in Pensacola

Fabulous East End Unit at Beach Colony Resort

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
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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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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BEACH FRONT PARADISE - 4 bedroom - Gated / pool / hot tub - w/ opt 30' boat slip, vacation rental in Pensacola
BEACH FRONT PARADISE - 4 bedroom - Gated / pool / hot tub - w/ opt 30' boat slip, vacation rental in Pensacola
BEACH FRONT PARADISE - 4 bedroom - Gated / pool / hot tub - w/ opt 30' boat slip, vacation rental in Pensacola

BEACH FRONT PARADISE - 4 bedroom - Gated / pool / hot tub - w/ opt 30' boat slip

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Lazy Daze 10AU-Beautiful Poolside Cottage with Loft * the Purple Parrot, vacation rental in Pensacola
Lazy Daze 10AU-Beautiful Poolside Cottage with Loft * the Purple Parrot, vacation rental in Pensacola
Lazy Daze 10AU-Beautiful Poolside Cottage with Loft * the Purple Parrot, vacation rental in Pensacola

Lazy Daze 10AU-Beautiful Poolside Cottage with Loft * the Purple Parrot

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Bright & Sunny Beach Colony Condo, Directly Beachfront Amazing Views!, vacation rental in Pensacola
Bright & Sunny Beach Colony Condo, Directly Beachfront Amazing Views!, vacation rental in Pensacola
Bright & Sunny Beach Colony Condo, Directly Beachfront Amazing Views!, vacation rental in Pensacola

Bright & Sunny Beach Colony Condo, Directly Beachfront Amazing Views!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sparkling Clean Exquisite Find on Palafox in the Heart of Historic Downtown, vacation rental in Pensacola
Sparkling Clean Exquisite Find on Palafox in the Heart of Historic Downtown, vacation rental in Pensacola
Sparkling Clean Exquisite Find on Palafox in the Heart of Historic Downtown, vacation rental in Pensacola

Sparkling Clean Exquisite Find on Palafox in the Heart of Historic Downtown

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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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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Harbour Pointe Luxury Condo-4 Bedrooms, 3 Baths..Incredible Views!, vacation rental in Pensacola
Harbour Pointe Luxury Condo-4 Bedrooms, 3 Baths..Incredible Views!, vacation rental in Pensacola
Harbour Pointe Luxury Condo-4 Bedrooms, 3 Baths..Incredible Views!, vacation rental in Pensacola

Harbour Pointe Luxury Condo-4 Bedrooms, 3 Baths..Incredible Views!

Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Downtown Getaway For Two!, vacation rental in Pensacola
Downtown Getaway For Two!, vacation rental in Pensacola
Downtown Getaway For Two!, vacation rental in Pensacola

Downtown Getaway For Two!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beachfront Condo - Rental includes Ground Floor Storage for Beach Gear, vacation rental in Pensacola
Beachfront Condo - Rental includes Ground Floor Storage for Beach Gear, vacation rental in Pensacola
Beachfront Condo - Rental includes Ground Floor Storage for Beach Gear, vacation rental in Pensacola

Beachfront Condo - Rental includes Ground Floor Storage for Beach Gear

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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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Labor Day Weekend still available! Private dock! Get the Boat and BOOK NOW !, vacation rental in Pensacola
Labor Day Weekend still available! Private dock! Get the Boat and BOOK NOW !, vacation rental in Pensacola
Labor Day Weekend still available! Private dock! Get the Boat and BOOK NOW !, vacation rental in Pensacola

Labor Day Weekend still available! Private dock! Get the Boat and BOOK NOW !

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
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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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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Large 2700 sf Luxury Pool Home near Perdido Beaches, Heated Pool!, vacation rental in Pensacola
Large 2700 sf Luxury Pool Home near Perdido Beaches, Heated Pool!, vacation rental in Pensacola
Large 2700 sf Luxury Pool Home near Perdido Beaches, Heated Pool!, vacation rental in Pensacola

Large 2700 sf Luxury Pool Home near Perdido Beaches, Heated Pool!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
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
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Grand Lagoon Waterfront Home that sleeps 10!, vacation rental in Pensacola
Grand Lagoon Waterfront Home that sleeps 10!, vacation rental in Pensacola
Grand Lagoon Waterfront Home that sleeps 10!, vacation rental in Pensacola

Grand Lagoon Waterfront Home that sleeps 10!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Brand New Home - Beautifully Decorated and Close to Downtown Pensacola - Perfect, vacation rental in Pensacola
Brand New Home - Beautifully Decorated and Close to Downtown Pensacola - Perfect, vacation rental in Pensacola
Brand New Home - Beautifully Decorated and Close to Downtown Pensacola - Perfect, vacation rental in Pensacola

Brand New Home - Beautifully Decorated and Close to Downtown Pensacola - Perfect

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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New Retreat ,  FREE Bikes,  Walk to everything ! Enhanced Cleaning, vacation rental in Pensacola
New Retreat ,  FREE Bikes,  Walk to everything ! Enhanced Cleaning, vacation rental in Pensacola
New Retreat ,  FREE Bikes,  Walk to everything ! Enhanced Cleaning, vacation rental in Pensacola

New Retreat , FREE Bikes, Walk to everything ! Enhanced Cleaning

Holiday Rental House
3 bedrooms
3 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 6
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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Payment Protection

Home near Perdido keys with pool in Pensacola 1.7m from beach. Near NAS, vacation rental in Pensacola
Home near Perdido keys with pool in Pensacola 1.7m from beach. Near NAS, vacation rental in Pensacola
Home near Perdido keys with pool in Pensacola 1.7m from beach. Near NAS, vacation rental in Pensacola

Home near Perdido keys with pool in Pensacola 1.7m from beach. Near NAS

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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