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Pensacola Vacation Rentals

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Windemere 601 - Pensacola, FL Vacation Rental

Windemere 601

Pensacola, FL
3 Bed 3 Bath Sleeps 6
- - - - - - - - - - - - 132 136 139 176 187
Fisherman's Paradise - Pensacola, FL Vacation Rental

Fisherman's Paradise

Pensacola, FL
3 Bed 3 Bath Sleeps 8
- - - - - - - - - - - - - - - - 227
The Lost Key of Perdido - Pensacola, FL Vacation Rental

The Lost Key of Perdido

Pensacola, FL
4 Bed 2.5 Bath Sleeps 10 (8 Adults Max)
- - - - - - - - - 114 116 119 114 115 114 178 239
Sittin' on Top of the Bay - Pensacola, FL Vacation Rental

Sittin' on Top of the Bay

Pensacola, FL
3 Bed 2 Bath Sleeps 6 (4 Adults Max)
- - - - - - - - - - - - - - 89 115 153
Portofino Bliss - Pensacola Beach, FL Vacation Rental

Portofino Bliss

Pensacola Beach, FL
2 Bed 2.5 Bath Sleeps 6
- - - - - - - 87 83 - - 99 108 108 108 181 190
Navarre Beach Upscale Vacation Home - Navarre, FL Vacation Rental

Navarre Beach Upscale Vacation Home

Navarre, FL
3 Bed 3 Bath Sleeps 10 (4 Adults Max)
- - - - - - - 78 73 - - 83 90 87 87 122 -
Via Portofino  - Pensacola Beach, FL Vacation Rental

Via Portofino

Pensacola Beach, FL
2 Bed 2.5 Bath Sleeps 6
- - - - - - - 123 120 - - 155 149 148 149 181 190
Dolphin Point #406A - Destin, FL Vacation Rental

Dolphin Point #406A

Destin, FL
2 Bed 2 Bath Sleeps 6
- - - - - - - - - - 88 106 99 - - 133 148
Sterling Shores #1017 - Destin, FL Vacation Rental

Sterling Shores #1017

Destin, FL
2 Bed 2 Bath Sleeps 7
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Destin West Gulfside Villa #V410 - Fort Walton Beach, FL Vacation Rental
- - - - - - - 73 73 99 99 81 81 81 81 133 153
Portofino Island Pinnacle - Pensacola Beach, FL Vacation Rental
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The Treehouse On the Bay - Pensacola Beach, FL Vacation Rental
- - - - - - - - - 118 - - 138 144 145 166 147
Navarre Beach Upscale Super Family-Friendly Gulf View Home - Navarre, FL Vacation Rental
- - - - - - - - - - 132 123 126 115 - - -
Peace O' Mind (Formerly 'Good Day Sunshine') - Destin, FL Vacation Rental
- - - - - - - 279 279 351 - - - - - - -
Pensacola Bay Life - Gulf Breeze, FL Vacation Rental

Pensacola Bay Life

Gulf Breeze, FL
3 Bed 2 Bath Sleeps 6
- - - - - - - - - - - - - - - 139 152
Pirates' Bay A-113: Swashbuckler's Suite - Fort Walton Beach, FL Vacation Rental
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Navarre Beach Sunset Condo - Navarre, FL Vacation Rental

Navarre Beach Sunset Condo

Navarre, FL
3 Bed 2 Bath Sleeps 8
- - - - - - - 66 65 - - 83 81 82 76 158 230
Unwind in Navarre - Navarre, FL Vacation Rental

Unwind in Navarre

Navarre, FL
3 Bed 2 Bath Sleeps 8
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White Sands Bay Front Pensacola Condo  - Gulf Breeze, FL Vacation Rental
- - - - - - - 125 124 140 143 144 148 148 148 156 -
Sonnyside - Destin, FL Vacation Rental

Sonnyside

Destin, FL
4 Bed 3.5 Bath Sleeps 12
- - - - - - - 157 158 177 177 183 179 175 174 231 242
Chateau La Mer #7A - Destin, FL Vacation Rental

Chateau La Mer #7A

Destin, FL
2 Bed 2 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
Pirates' Bay A-415: The Blackbeard - Fort Walton Beach, FL Vacation Rental
- - - - - - - 54 50 59 59 58 58 57 57 74 83
Shore Thing - Pensacola Beach, FL Vacation Rental

Shore Thing

Pensacola Beach, FL
2 Bed 2 Bath Sleeps 6
- - - - - - - 76 74 - - 99 99 99 89 156 213
Pensacola Beach Breeze - Pensacola Beach, FL Vacation Rental

Pensacola Beach Breeze

Pensacola Beach, FL
1 Bed 1 Bath Sleeps 5 (4 Adults Max)
- - - - - - - - 89 81 - 99 99 99 99 111 115
Pirates' Bay A-204: Captain Hook's Bunk - Fort Walton Beach, FL Vacation Rental
- - - - - - - 55 49 - - - 62 64 64 83 99
Pirates' Bay B-204: Gold Doubloon - Fort Walton Beach, FL Vacation Rental
- - - - - - - 49 49 - - 49 49 49 - - 74
Sangria Sunset - Fort Walton Beach, FL Vacation Rental

Sangria Sunset

Fort Walton Beach, FL
1 Bed 1 Bath Sleeps 6
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Tristan Towers 10C - Pensacola Beach, FL Vacation Rental

Tristan Towers 10C

Pensacola Beach, FL
2 Bed 2 Bath Sleeps 6
- - - - - - - 120 122 112 - - - - - - -
Luxury and a Beautiful Sound View - Pensacola Beach, FL Vacation Rental
- - - - - - - - - - - - - 89 90 - -
Executive Canal Home and Dock - Gulf Breeze, FL Vacation Rental
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Pirates' Bay B-206: Bootstrap Bill's Escape - Fort Walton Beach, FL Vacation Rental
- - - - - - - 49 49 - - 55 58 57 57 74 71
Sundestin Gem #709 - Destin, FL Vacation Rental

Sundestin Gem #709

Destin, FL
1 Bed 1.5 Bath Sleeps 4
- - - - - - - - - - - - - - - - -
Ronay Bayside Residence #9 - Fort Walton Beach, FL Vacation Rental

Ronay Bayside Residence #9

Fort Walton Beach, FL
2 Bed 1 Bath Sleeps 7 (6 Adults Max)
- - - - - - - 82 80 88 88 87 87 86 86 110 123
Dunes on the Bay - Pensacola Beach, FL Vacation Rental

Dunes on the Bay

Pensacola Beach, FL
1 Bed 1.5 Bath Sleeps 4
- - - - - - - 89 84 - - 99 99 99 99 - -
Portofino Paradise - Pensacola Beach, FL Vacation Rental

Portofino Paradise

Pensacola Beach, FL
2 Bed 2.5 Bath Sleeps 7
- - - - - - - 152 157 170 168 181 166 164 166 201 211
Pirates Bay A-402 - Fort Walton Beach, FL Vacation Rental
- - - - - - - 54 49 - - 62 65 64 64 77 86
406E Silver Beach Towers - Destin, FL Vacation Rental

406E Silver Beach Towers

Destin, FL
3 Bed 3 Bath Sleeps 8
- - - - - - - - - - 165 199 195 191 190 252 265
Ronay Bayside Residence #1 - Fort Walton Beach, FL Vacation Rental

Ronay Bayside Residence #1

Fort Walton Beach, FL
2 Bed 1 Bath Sleeps 6 (4 Adults Max)
- - - - - - - - - - - - - - - - -
Southbay by the Gulf #106 - Destin, FL Vacation Rental

Southbay by the Gulf #106

Destin, FL
2 Bed 2.5 Bath Sleeps 6
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Point of View - Destin, FL Vacation Rental

Point of View

Destin, FL
3 Bed 3.5 Bath Sleeps 10
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Pirates Bay B-205 - Fort Walton Beach, FL Vacation Rental
- - - - - - - 57 53 61 61 61 61 60 60 73 80
Sterling Shores #305 - Destin, FL Vacation Rental

Sterling Shores #305

Destin, FL
1 Bed 1 Bath Sleeps 4
- - - - - - - 82 79 - - 99 99 99 99 137 142
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About Pensacola

Pensacola rated 4.4 out of 5 based on 58 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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