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Pensacola Vacation Rentals

1 - 42 of 51 rentals
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Fisherman's Paradise - Pensacola, FL Vacation Rental

Fisherman's Paradise

Pensacola, FL
3 Bed 3 Bath Sleeps 8
- - 130 - - - - - - - - - - 99 99 - -
Beachy Beaut at Emerald Isle - Pensacola Beach, FL Vacation Rental
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Portofino Bliss - Pensacola Beach, FL Vacation Rental

Portofino Bliss

Pensacola Beach, FL
2 Bed 2.5 Bath Sleeps 6
- 290 290 - - - - - 235 - - - - - - 175 -
Portofino Elite Home in the Sky - Pensacola Beach, FL Vacation Rental
- - - - - - - - - - - - - - - - 185
Chateau La Mer #7A - Destin, FL Vacation Rental

Chateau La Mer #7A

Destin, FL
2 Bed 2 Bath Sleeps 6
- 99 99 - - 90 90 - - - - - - - - 135 140
Harbor View Heaven - Destin, FL Vacation Rental

Harbor View Heaven

Destin, FL
3 Bed 2.5 Bath Sleeps 10
- - - 90 - - - - - - - - - - - - -
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)
- - - - - - - - - 155 - - - - - 145 -
Executive Canal Home and Dock - Gulf Breeze, FL Vacation Rental
- - - - - - - - 230 - - - - - - - 195
Dolphin Point #406A - Destin, FL Vacation Rental

Dolphin Point #406A

Destin, FL
2 Bed 2 Bath Sleeps 6
- - 140 130 130 130 130 125 - - - - - - 125 175 175
Soundside Beach Cottage with Amazing Views - Gulf Breeze, FL Vacation Rental
- - - - 195 195 195 195 240 240 130 130 130 125 - - -
The Terrace at Pelican Beach Resort #101 Unit A - Destin, 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
- - - 99 - - - 125 145 - - - - - - - -
White Sands Bay Front Pensacola Condo  - Gulf Breeze, FL Vacation Rental
- - 220 195 195 195 195 195 220 - - - - - - - 165
Navarre Beach Upscale Super Family-Friendly Gulf View Home - Navarre, FL Vacation Rental
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Southbay by the Gulf #106 - Destin, FL Vacation Rental

Southbay by the Gulf #106

Destin, FL
2 Bed 2.5 Bath Sleeps 6
155 160 - - - - - - 160 - - - - - - - -
Pirates Bay B-205 - Fort Walton Beach, FL Vacation Rental
85 99 99 99 99 99 99 99 99 - - - - - - - 85
Pirates' Bay A-209: Dread Pirate Roberts' Suite - Fort Walton Beach, FL Vacation Rental
80 99 99 85 85 85 85 85 99 99 80 75 - - - - 85
Luxury and a Beautiful Sound View - Pensacola Beach, FL Vacation Rental
- - - 140 145 145 140 - - - - - - - - - -
Magnificent Beach Point Townhome - Destin, FL Vacation Rental
- - - - - - - - - 150 - - - - - - -
Navarre Beach Beauty - Navarre, FL Vacation Rental

Navarre Beach Beauty

Navarre, FL
3 Bed 3 Bath Sleeps 10
- - - - - - - - 260 275 155 - - - - - 170
Pelican Beach #101 - Destin, FL Vacation Rental

Pelican Beach #101

Destin, FL
3 Bed 3 Bath Sleeps 8
- - - - - - - - - - - - - - - - -
Shore Thing - Pensacola Beach, FL Vacation Rental

Shore Thing

Pensacola Beach, FL
2 Bed 2 Bath Sleeps 6
- - - - - - - 130 170 170 99 99 99 99 - - -
Bayview Beach Escape - Pensacola Beach, FL Vacation Rental
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Pirates' Bay A-307: Smee's Retreat - Fort Walton Beach, FL Vacation Rental
80 99 99 85 85 85 85 - - - 85 85 85 85 85 99 99
Pirates Bay A-201 - Fort Walton Beach, FL Vacation Rental
- - - - - - - - - - - - - - - 99 99
Pirates Bay A-414 & Dock B13 - Fort Walton Beach, FL Vacation Rental
- - - - - - - - 99 99 60 60 60 60 55 - -
Pirates Bay A-309 - Fort Walton Beach, FL Vacation Rental
- - - - - 75 80 75 - - 65 - - - - - -
Pirates' Bay A-113: Swashbuckler's Suite - Fort Walton Beach, FL Vacation Rental
85 99 99 99 99 99 90 - - - - - - - - - 85
Sundestin Gem #709 - Destin, FL Vacation Rental

Sundestin Gem #709

Destin, FL
1 Bed 1.5 Bath Sleeps 4
99 - - - - - - - - - - - - - - - -
Veranda 202 - Fort Walton Beach, FL Vacation Rental

Veranda 202

Fort Walton Beach, FL
1 Bed 1 Bath Sleeps 4
- - - - - - - 130 130 - - - - - - 99 -
The Charm of Crystal Beach - Destin, FL Vacation Rental

The Charm of Crystal Beach

Destin, FL
3 Bed 2.5 Bath Sleeps 6
- - - 99 99 - - - 135 - - - - - - - 135
Pirates Bay A-211 - Fort Walton Beach, FL Vacation Rental
- - 85 90 90 90 90 90 99 99 60 60 - - - - 70
Pirates Bay A-402 - Fort Walton Beach, FL Vacation Rental
80 99 99 90 90 90 90 90 99 99 60 - - - - - -
Beautiful Views at Navarre Beach - Navarre, FL Vacation Rental
- - - - - 99 - - 140 - - - - - - 99 -
Pirates' Bay B-112: Parrot's Perch - Fort Walton Beach, FL Vacation Rental
90 99 99 99 99 99 99 99 99 99 99 99 99 99 99 99 99
Pirates' Bay A-415: The Blackbeard - Fort Walton Beach, FL Vacation Rental
- - - - - 70 - - - - 70 75 75 75 75 99 99
Pirates Bay B-408 - Fort Walton Beach, FL Vacation Rental
- - 85 80 - - - - - - - - - - - - 85
Floridays - Destin, FL Vacation Rental

Floridays

Destin, FL
3 Bed 3 Bath Sleeps 10
295 385 385 330 330 330 330 330 395 395 295 285 - - - - -
Portofino Paradise - Pensacola Beach, FL Vacation Rental

Portofino Paradise

Pensacola Beach, FL
2 Bed 2.5 Bath Sleeps 7
- - - - - - - 185 - - - - - - - - -
Hidden Golf Retreat - Navarre, FL Vacation Rental

Hidden Golf Retreat

Navarre, FL
3 Bed 2.5 Bath Sleeps 12
- - - - - - - - - - - - - - - 200 -
Pirates' Bay B-206: Bootstrap Bill's Escape - Fort Walton Beach, FL Vacation Rental
80 99 99 - - - - - - - - - 65 65 - - -
The Terrace at Pelican Beach Resort  #101 Unit B - Destin, FL Vacation Rental
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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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