Changing hands between the English, French and Spanish before becoming US territory, Pensacola has well earned its motto of "City of Five Flags". Guests of Pensacola vacation rentals and Pensacola beach rentals will see the vestiges of the town's cultural past in the blend of architectural styles throughout the area. Visitors staying in Pensacola rentals will have no shortage of activities to fill their days. Guests can take in the naval aviation museum, explore the historic forts and neighborhoods, catch an air show by the famed Blue Angels, relax on the white sand and surf by their Pensacola beach house rentals.
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Pensacola Vacation Rentals
Pensacola Vacation Rentals - Search Over 250,000 Listings
| Featured Rentals | Type | Beds | Baths | Sleeps | Rate | |
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Largo Mar-Private Heated Pool-Gulf View-Sleeps 17 - DestinAmenities:Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, Smoking OK, Pets OK, TV Description:Paradise found! Escape to a haven where the sun rises brilliantly and warm winds whistle through the palms. This Beautiful Beach House with Gulf View has 2 houses, its own 26X13 ft. private pool and beach access. Enjoy the tropical breezes from any of the five bedrooms four of which have their own private full bathroom. |
House |
5 Beds |
5.5 Baths |
17 People |
$257 - $586 |
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Grand Caribbean West - Fantastic Gulf View - DestinAmenities:Beach, Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:GCW-301 is located in Destin's Crystal Beach area, just across the street from the emerald green waters and white sands of the Gulf of Mexico. This adorable one bedroom condo sleeps 6 and is stylishly decorated and fully stocked to make your vacation truly enjoyable. |
Condo |
1 Beds |
1 Baths |
6 People |
$32 - $141 |
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Destin Daze - DestinAmenities:Beach, Pool, Hot Tub, Kitchen, Dishwasher, Air Conditioning, TV Description:his an end unit. Only 12 of these units are in each building. Being on the end allows for a complete unobstructed view of the sunrise and sunset. Majestic Sun is one of Destin's most popular vacation sites. Majestic Sun's pool is located in the heart of the property with on side being out in the Florida sunshine and the other in an enclosed side of the building. |
Condo |
1 Beds |
2 Baths |
6 People |
$47 - $99 |
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Richly Appointed Holiday Isle Beach Vacation Condo - DestinAmenities:Beach, Ski, Golf Course, Pool, Hot Tub, Kitchen, Dishwasher, Air Conditioning, TV Description:Relax!... you're on vacation. Fully equipped two bedroom, two bath beach condo unit 413 completely refurbished and professionally redecorated. Richly appointed with a Caribbean flair! An easy stroll to the magnificent sugar white beaches of Destin. After a 'hard day' on the beach, sit back, relax, have a 'cold one,' and enjoy the beautiful sunset from the fourth floor lanai. |
Condo |
2 Beds |
2 Baths |
6 People |
$47 - $260 |
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Destin Condo w/low prices plus free passes.TOPS'L - DestinAmenities:Beach, Ski, Golf Course, Pool, Hot Tub, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Unique expansive balcony with views of the beautiful Topsail Preserve State Park, and is just steps away from The Summit Pool. Enjoy this beautiful Resort with all the amenities and Passport to Fun, but yet affordable . Short stroll to the beach , five to sever minute walk. |
Condo |
2 Beds |
2 Baths |
6 People |
$51 - $199 |
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Awesome Resort For Kids!-Save!-Kids' Splash Pad & - DestinAmenities:Beach, Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Welcome to The Palms of Destin! The Palms of Destin is an awesome resort for kids, and adults will enjoy it too! **Please visit us by clickking the link, below, where you may book online or you can reserve via email or phone** CONDO DESCRIPTION: Our beautiful condo unit #2711 is 970sq.ft. with 2 bedrooms and 2 full baths, and is located on the 7th floor in the West bld. |
Condo |
2 Beds |
2 Baths |
6 People |
$39 - $159 |
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Caribbean Dunes-Gulf View-Heated Pool-Hot tub!! - DestinAmenities:Beach, Ski, Golf Course, Pool, Hot Tub, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Caribbean Dunes in Destin at beautiful Crystal Beach. A great vacation awaits you at an exceptional rate-just 90 per night! Stay for a whole week at just 525!! These are off season rates further discounted. Go to our site at harmonybeachvacations to view more photos. |
Condo |
1 Beds |
1 Baths |
6 People |
$32 - $90 |
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Gulf of Mexico and Sabine Bay at the Door - Pensacola BeachAmenities:Beach, Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Waterfront, impeccably decorated, totally renovated, spacious three story,three bedroom, two and half bath,2400 square foot unit with incredible views of both the Gulf of Mexico and the quiet waters of Little Sabine Bay. The unit is equipped with every convenience that gives the feeling of home. The decor makes one feel they have just stepped into the newest Hemingway hideaway to relax and regain the peace lost in our daily lives. |
House |
3 Beds |
2.5 Baths |
10 People |
$164 - $370 |
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Snappin' Turtle - DestinAmenities:Beach, Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Brand new home now complete * Pool is a lagoon style 26' x 24' with a table in the pool. * Outdoor gas grill. * Stereo Speakers, pool bath. * Bunk room on the 1st floor with 4 double beds. * King room on the 1st floor. * Game room with a pool table and flat screen TV. * Large kitchen, dining, living area on 2nd floor. |
House |
5 Beds |
5.5 Baths |
18 People |
$271 - $656 |
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Walking Distance to Water - Gulf BreezeAmenities:Beach, Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:This all brick home in quiet community is fully furnished. This 3 bedroom 2 full baths has tile floors in all main living areas and carpets in the bedrooms. There is a single car garage with paved side parking. There is an arbored back porch the entire width of the home for enjoying your morning coffee or evening sunsets. Great area for walking and biking, East Bay for fishing is one-half mile, stores, grocery and shops a half mile. |
House |
3 Beds |
2 Baths |
6 People |
$40 - $79 |
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