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Pensacola Vacation Rentals

1 - 42 of 54 rentals
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Fisherman's Paradise - Pensacola, FL Vacation Rental

Fisherman's Paradise

Pensacola, FL
3 Bed 3 Bath Sleeps 8
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The Terrace at Pelican Beach Resort #101 Unit A - Destin, FL Vacation Rental
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Beachy Beaut at Emerald Isle - Pensacola Beach, FL Vacation Rental
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Pirates' Bay A-209: Dread Pirate Roberts' Suite - Fort Walton Beach, FL Vacation Rental
70 70 70 70 70 70 70 70 70 90 90 70 70 70 70 70 90
Chateau La Mer #7A - Destin, FL Vacation Rental

Chateau La Mer #7A

Destin, FL
2 Bed 2 Bath Sleeps 6
- - - - 70 75 75 99 99 99 - - - - - 99 99
Dolphin Point #406A - Destin, FL Vacation Rental

Dolphin Point #406A

Destin, FL
2 Bed 2 Bath Sleeps 6
70 - - - 80 85 85 90 90 150 150 85 - - - - 120
Navarre Beach Upscale Super Family-Friendly Gulf View Home - Navarre, FL Vacation Rental
90 - - 125 115 115 115 240 240 230 - - - - - - -
Harbor View Heaven - Destin, FL Vacation Rental

Harbor View Heaven

Destin, FL
3 Bed 2.5 Bath Sleeps 10
- - 99 99 85 85 85 99 99 125 - - - - - - -
Pelican Beach #101 - Destin, FL Vacation Rental

Pelican Beach #101

Destin, FL
3 Bed 3 Bath Sleeps 8
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Portofino Bliss - Pensacola Beach, FL Vacation Rental

Portofino Bliss

Pensacola Beach, FL
2 Bed 2.5 Bath Sleeps 6
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White Sands Bay Front Pensacola Condo  - Gulf Breeze, FL Vacation Rental
- - - - - 85 85 175 175 240 240 175 175 175 175 175 195
Pirates' Bay A-113: Swashbuckler's Suite - Fort Walton Beach, FL Vacation Rental
- - - - - - - - - 99 99 85 85 85 85 85 99
Pirates' Bay A-415: The Blackbeard - Fort Walton Beach, FL Vacation Rental
70 70 70 70 70 70 70 70 70 85 85 70 70 70 70 70 85
Navarre Beach Sunset Condo - Navarre, FL Vacation Rental

Navarre Beach Sunset Condo

Navarre, FL
3 Bed 2 Bath Sleeps 8
75 75 - - - 80 80 115 115 160 160 115 115 115 115 99 -
Pirates' Bay A-307: Smee's Retreat - Fort Walton Beach, FL Vacation Rental
70 70 70 70 70 70 70 115 115 130 130 115 115 115 115 115 130
Executive Canal Home and Dock - Gulf Breeze, FL Vacation Rental
99 - - - 115 120 120 225 225 295 295 225 225 225 225 225 295
Soundside Beach Cottage with Amazing Views - Gulf Breeze, FL Vacation Rental
- - - - - 80 85 185 185 220 220 185 185 185 185 185 220
Villa On The Gulf - Pensacola Beach, FL Vacation Rental

Villa On The Gulf

Pensacola Beach, FL
2 Bed 1.5 Bath Sleeps 8
- - - - 70 70 70 - - 145 155 99 99 99 99 99 155
Navarre Beach Beauty - Navarre, FL Vacation Rental

Navarre Beach Beauty

Navarre, FL
3 Bed 3 Bath Sleeps 10
- - 99 99 - - - - - - - 150 160 160 160 160 190
Pirates Bay A-309 - Fort Walton Beach, FL Vacation Rental
- - 60 65 60 60 60 99 99 115 115 99 99 99 99 99 115
Luxury and a Beautiful Sound View - Pensacola Beach, FL Vacation Rental
90 - - - 90 90 90 150 140 - - 160 165 165 165 165 225
Pirates' Bay A-409: The Anne Bonney - Fort Walton Beach, FL Vacation Rental
- - - - - 50 55 99 99 115 99 - - - 99 99 115
Pirates Bay A-414 & Dock B13 - Fort Walton Beach, FL Vacation Rental
- - - - - - 49 90 90 99 99 90 90 90 90 90 99
Pensacola Bay Life - Gulf Breeze, FL Vacation Rental

Pensacola Bay Life

Gulf Breeze, FL
3 Bed 2 Bath Sleeps 6
99 99 115 115 99 99 99 190 190 240 240 190 190 190 190 190 240
The Charm of Crystal Beach - Destin, FL Vacation Rental

The Charm of Crystal Beach

Destin, FL
3 Bed 2.5 Bath Sleeps 6
90 90 99 99 90 90 90 130 130 170 170 125 - - - - 140
Pirates Bay B-408 - Fort Walton Beach, FL Vacation Rental
55 55 60 60 55 55 55 99 99 115 115 99 99 99 99 99 99
Southbay by the Gulf #106 - Destin, FL Vacation Rental

Southbay by the Gulf #106

Destin, FL
2 Bed 2.5 Bath Sleeps 6
- - - - - - 80 135 135 180 180 135 135 135 135 135 155
Navarre Beach Upscale Vacation Home - Navarre, FL Vacation Rental

Navarre Beach Upscale Vacation Home

Navarre, FL
3 Bed 3 Bath Sleeps 10 (8 Adults Max)
75 80 99 99 85 85 85 165 160 - - - - 160 165 165 165
Portofino Elite Home in the Sky - Pensacola Beach, FL Vacation Rental
- - - - 135 140 140 220 220 285 285 220 220 220 220 220 285
Veranda 202 - Fort Walton Beach, FL Vacation Rental

Veranda 202

Fort Walton Beach, FL
1 Bed 1 Bath Sleeps 4
- - - - - - 80 140 140 135 - - - - 135 140 160
Pirates Bay B-205 - Fort Walton Beach, FL Vacation Rental
50 50 60 60 55 55 55 99 99 115 115 99 99 99 99 99 115
Sundestin Gem #709 - Destin, FL Vacation Rental

Sundestin Gem #709

Destin, FL
1 Bed 1.5 Bath Sleeps 4
- - - - - - - - 99 - - - - - - - 145
Shore Thing - Pensacola Beach, FL Vacation Rental

Shore Thing

Pensacola Beach, FL
2 Bed 2 Bath Sleeps 6
70 - - - - - - 125 130 175 175 125 - - - - -
Pirates' Bay B-206: Bootstrap Bill's Escape - Fort Walton Beach, FL Vacation Rental
50 50 60 60 55 55 55 70 70 90 90 70 70 70 70 70 90
Magnificent Beach Point Townhome - Destin, FL Vacation Rental
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Portofino Paradise - Pensacola Beach, FL Vacation Rental

Portofino Paradise

Pensacola Beach, FL
2 Bed 2.5 Bath Sleeps 7
120 115 - - - 135 145 225 225 295 295 225 225 225 225 225 250
Pirates' Bay B-112: Parrot's Perch - Fort Walton Beach, FL Vacation Rental
- - - 65 70 70 70 90 90 115 115 90 90 90 90 90 115
Pirates Bay A-211 - Fort Walton Beach, FL Vacation Rental
49 49 55 55 50 50 50 99 99 99 99 - - - - - -
Sandestin Estate - Destin, FL Vacation Rental

Sandestin Estate

Destin, FL
4 Bed 2.5 Bath Sleeps 8
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Beautiful Views at Navarre Beach - Navarre, FL Vacation Rental
- - - - - - - - - - - - - 99 99 - -
Bayview Beach Escape - Pensacola Beach, FL Vacation Rental
- 70 - - - - - - - - - 85 90 90 90 90 99
Pirates Bay A-402 - Fort Walton Beach, FL Vacation Rental
49 49 55 55 50 50 50 99 99 99 99 99 99 99 99 99 99
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About Pensacola

Pensacola rated 4.6 out of 5 based on 36 reviews Pensacola, FL

Families and history buffs alike enjoy Pensacola vacation rentals, which combine the sun and fun of the Sunshine State with the historical legacy and innovation of this great nation.

The city has a rich cultural history, including roots to the Native Americans that inhabited the land, and the Spanish who settled there. The Spanish influence is apparent in gorgeous architectural gems like the T.T. Wentworth Jr. Florida State Museum. Pensacola also offers deep maritime history, serving as both a sea port on the Pensacola Bay, and home of the first United States Naval Air Station.

This historical connection to the past and present, and proud military history, makes the city unlike many other beach towns.

Where is Pensacola, Florida?

Pensacola is in the westernmost Florida Panhandle, along the Pensacola Bay. The beachside city is protected by the Santa Rosa barrier island, which connects into the Gulf of Mexico. Modern attractions include family fun at the Gulf Breeze Zoo and tastings at Palafox World Of Beer (http://worldofbeer.com/palafox).

Historic Pensacola Attractions

The city is nicknamed “The City of Five Flags” because of the five national governments who have controlled the area. Each government left a unique mark on the culture and landscape of the sunny city, providing guests at our Pensacola vacation rentals with endless forts and museums to explore!

The National Naval Aviation Museum boasts 150 restored aircrafts and unique exhibits over 37-acres. Sign up for a 3D flight simulator, watch a movie on the IMAX, or view a live presentation from the Blue Angels Flight Squadron! Climb the 177 steps the active Pensacola Lighthouse & Museum, which offers breathtaking views of the Pensacola Pass, the historic Navy Yard, and three forts. The lighthouse even offers ghost tours in the historic 1869 keeper’s quarters!

The past comes alive at Historic Pensacola Village which offers self-guided museum tours from the Museums of Commerce and Industry, Julee Panton Cottage, Manuel Barrios Cottage, and the McMillen House. Living history programs and walking tours occur throughout the village, which consists of 20 historic properties. A trip to Gulf Island will reveal Fort Barrancas, which sits on a bluff overlooking the bay. The fort was built in 1763 by the British Royal Navy.

Pensacola Beaches

Pack your flip flops, bikinis, and sand shovels for your next stay in a Pensacola vacation rental. The city offers beautiful beaches, which have become hot spots for both families and college students on spring break. Johnson Beach is quiet, with sandy beaches, picnic shelters, and sand dunes perfect for families. The Pensacola Beach Gulf Pier is ideal for fishing for King Mackerel and viewing wildlife such as dolphins and manatees!

Pensacola Beach on Santa Rosa Island is the most popular beach, offering emerald-green waters and sugar-white sand beaches. The island offers something for everyone, including snorkeling, stand up paddle boarding, and parasailing. The Gulf Islands National Seashore offers a more peaceful retreat with sandy swimming beaches, and historic landmarks like Fort Massachusetts, Fort Pickens, and Fort Barrancas, which were active during the Civil War.

Sandy beaches, historic landmarks, and a friendly, welcoming atmosphere all make our Pensacola vacation rentals the perfect home away from home for your next Florida getaway!

Photo credit: James Willamor via Flickr

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