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Pensacola Vacation Rentals

1 - 42 of 53 rentals
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Fisherman's Paradise - Pensacola, FL Vacation Rental

Fisherman's Paradise

Pensacola, FL
3 Bed 3 Bath Sleeps 8
- - 99 99 - - 99 99 99 99 90 - - - - 90 -
Portofino Elite Home in the Sky - Pensacola Beach, FL Vacation Rental
- - 140 - - - - 155 160 160 155 - - - - - -
Beachy Beaut at Emerald Isle - Pensacola Beach, FL Vacation Rental
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The Terrace at Pelican Beach Resort #101 Unit A - Destin, FL Vacation Rental
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Harbor View Heaven - Destin, FL Vacation Rental

Harbor View Heaven

Destin, FL
3 Bed 2.5 Bath Sleeps 10
- - - - - - - 99 115 115 115 195 195 115 115 115 115
Portofino Bliss - Pensacola Beach, FL Vacation Rental

Portofino Bliss

Pensacola Beach, FL
2 Bed 2.5 Bath Sleeps 6
- - 145 145 - - 155 155 - - - - - - - - 145
White Sands Bay Front Pensacola Condo  - Gulf Breeze, FL Vacation Rental
- 140 145 140 - - 160 170 170 170 170 195 195 170 170 170 170
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)
150 155 155 155 180 180 160 - - - - - - - - 135 -
Luxury and a Beautiful Sound View - Pensacola Beach, FL Vacation Rental
99 99 - - - - - 115 120 120 115 - - 99 - - -
Navarre Beach Upscale Super Family-Friendly Gulf View Home - Navarre, FL Vacation Rental
195 215 215 215 220 - - 185 195 195 195 195 - - - - -
Pelican Beach #101 - Destin, FL Vacation Rental

Pelican Beach #101

Destin, FL
3 Bed 3 Bath Sleeps 8
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Sea Glass - Navarre, FL Vacation Rental

Sea Glass

Navarre, FL
4 Bed 2.5 Bath Sleeps 7
180 185 185 185 215 215 195 195 195 195 195 225 225 195 195 195 195
Pensacola Sound Getaway - Pensacola Beach, FL Vacation Rental
135 140 140 140 185 185 150 150 150 140 - - - - 125 135 135
Dolphin Point #406A - Destin, FL Vacation Rental

Dolphin Point #406A

Destin, FL
2 Bed 2 Bath Sleeps 6
- 99 99 99 140 140 115 115 115 115 99 - - - - - -
Pirates' Bay A-113: Swashbuckler's Suite - Fort Walton Beach, FL Vacation Rental
75 75 75 75 90 90 80 75 75 75 75 - - - - 75 75
Portofino Paradise - Pensacola Beach, FL Vacation Rental

Portofino Paradise

Pensacola Beach, FL
2 Bed 2.5 Bath Sleeps 7
- - - - - - 155 155 - - 145 - - 170 180 180 180
Magnificent Beach Point Townhome - Destin, FL Vacation Rental
115 125 125 125 165 165 130 130 130 130 130 155 - - - - -
Pirates' Bay A-209: Dread Pirate Roberts' Suite - Fort Walton Beach, FL Vacation Rental
- - - - - - - - - - - - - - 70 70 70
Pirates Bay B-205 - Fort Walton Beach, FL Vacation Rental
75 75 75 75 99 99 80 80 80 80 80 99 99 80 80 80 80
Pirates Bay A-201 - Fort Walton Beach, FL Vacation Rental
- - - - - - - - - - - - - 85 90 90 90
Southbay by the Gulf #106 - Destin, FL Vacation Rental

Southbay by the Gulf #106

Destin, FL
2 Bed 2.5 Bath Sleeps 6
115 120 120 120 155 155 125 120 120 120 120 140 - - - - -
Navarre Beach Sunset Condo - Navarre, FL Vacation Rental

Navarre Beach Sunset Condo

Navarre, FL
3 Bed 2 Bath Sleeps 8
- - 70 - - - - - - 75 75 - - 75 - - -
Navarre Beach Beauty - Navarre, FL Vacation Rental

Navarre Beach Beauty

Navarre, FL
3 Bed 3 Bath Sleeps 10
135 140 140 135 - - - 140 150 140 - - - - 135 - -
Shore Thing - Pensacola Beach, FL Vacation Rental

Shore Thing

Pensacola Beach, FL
2 Bed 2 Bath Sleeps 6
- - - - - - 99 99 99 99 99 - - - - - -
Soundside Beach Cottage with Amazing Views - Gulf Breeze, FL Vacation Rental

Soundside Beach Cottage with Amazing Views

Gulf Breeze, FL
2 Bed 1.5 Bath Sleeps 6 (4 Adults Max)
- - - - - - 130 135 135 135 135 175 175 130 - - -
Pirates Bay A-309 - Fort Walton Beach, FL Vacation Rental
- - - - 99 99 85 85 85 85 85 90 - - 75 75 75
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 - - - - 130 130 130 130 130 175 - - 99 115 115
Executive Canal Home and Dock - Gulf Breeze, FL Vacation Rental
- - - - 220 235 195 180 170 - - - - 170 180 180 180
Bayview Beach Escape - Pensacola Beach, FL Vacation Rental
99 99 99 99 - - - - - - 85 - - - - - -
Pirates Bay A-402 - Fort Walton Beach, FL Vacation Rental
- - - - - - 55 55 55 55 - - - - - 60 65
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
- - - - - - - - - - - - - - - - -
Pirates Bay B-408 - Fort Walton Beach, FL Vacation Rental
- 70 75 70 - - 80 85 85 85 85 90 - - - - -
Sandestin Estate - Destin, FL Vacation Rental

Sandestin Estate

Destin, FL
4 Bed 2.5 Bath Sleeps 8
- - - - - - - - - - - - - 130 135 135 135
Pirates' Bay A-409: The Anne Bonney - Fort Walton Beach, FL Vacation Rental
65 70 65 - - - 70 75 75 70 - - - - - - 70
Chateau La Mer #7A - Destin, FL Vacation Rental

Chateau La Mer #7A

Destin, FL
2 Bed 2 Bath Sleeps 6
99 99 99 99 125 125 99 90 90 85 - - - - - - 75
Pirates Bay A-211 - Fort Walton Beach, FL Vacation Rental
55 60 60 60 80 80 65 65 65 65 60 - - - - - 55
Pirates' Bay A-415: The Blackbeard - Fort Walton Beach, FL Vacation Rental
- 70 70 70 - - 75 70 70 70 70 75 - - - 65 70
Pirates' Bay B-112: Parrot's Perch - Fort Walton Beach, FL Vacation Rental
75 80 80 80 99 99 85 80 80 80 80 80 - - 75 80 80
The Terrace at Pelican Beach Resort  #101 Unit B - Destin, FL Vacation Rental
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Beautiful Views at Navarre Beach - Navarre, FL Vacation Rental
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Hidden Golf Retreat - Navarre, FL Vacation Rental

Hidden Golf Retreat

Navarre, FL
3 Bed 2.5 Bath Sleeps 12
- - - - - - - - - - - - - - - - -
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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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