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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Maldonado Beach CottageAmenities:Air Conditioning, TV Description:Welcome to your own piece of paradise. This three bedroom cottage will help ease you into a relaxing and carefree vacation. From the living room balcony you may enjoy your morning coffee while watching the gentle waves of the Gulf of Mexico lap against the white sandy shores. Or even watch dolphins playing. This three bedroom cottage is comfortable and quaint. Each bedroom is individually decorated for your visual enjoyment. Sitting in the living room or the dining room you can enjoy gre |
Condo |
3 Beds |
2 Baths |
7 People |
$155 - $180 |
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Starboard Village Unit 623: A Discreet HideawayAmenities:Air Conditioning, TV Description:Situated on the quiet and desolated beaches and overlooking wide and expansive emerald blue ocean, this Starboard Village Unit 623, a Pensacola Beach vacation rental condo is a perfect place to cherish some private moments with your loved ones. Soak in the tranquil setting, get inspired by the lapping ocean waves and discover the true art of living. Decorated with contemporary style and design, our comfy 2 bedroom condo rental Pensacola Beach FL comes with a king-size bed, a queen-size bed, a |
Condo |
2 Beds |
2.5 Baths |
8 People |
$110 - $285 |
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Magnificent Waterfront TownhouseAmenities:Pool, Air Conditioning, TV Description:Located in the San De Luna Complex, near Ft. Pickens National Seashore, our Pensacola Beach vacation rental townhouse offers spectacular sunset views and unobstructed views of the Gulf of Mexico. Perfect for a family vacation or romantic getaway, this air-conditioned 2 bedroom townhouse rental in Pensacola Beach can comfortably lodge up to six vacationers. Sleeping arrangements include a king-size bed, a queen-size bed, a queen-size sofa sleeper, a child size bed and a crib.All the bedrooms ha |
House |
2 Beds |
2.5 Baths |
6 People |
$179 - $250 |
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Palm Beach Club Condo 230Amenities:Beach, Air Conditioning, TV Description:One day a fabulous (couple, family, group) took a much needed vacation. They ventured down to the Emerald Coast of Florida to spend their days playing in the sun, enjoying one another?s company and most of all Relaxing.... They rented this absolutely wonderful condo with the most gorgeous views of the white sand and the Gulf of Mexico. During their days the walking right out in front of the condo (65 yards) to the beach and play on the sand and surfed the waves. Some days they changed it up |
Condo |
2 Beds |
2 Baths |
7 People |
$130 - $130 |
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New and Improved Beach Front HomeAmenities:Beach, Air Conditioning, TV Description:New and improved beach front home! This house is a five bedroom, three bath and can accommodate up to 16 people! Large gourmet kitchen with stainless steel appliances, wet bar, ice machine, and solid surface counters. Video area includes a 42 inch flat panel television, dvd player, and stereo. You can enjoy unobstructed gulf views from the master bedroom, livingroom, dining room, and guest rooms. Lots of decks - great for sunning and relaxing! All new interior and lots of extras, including Fr |
House |
5 Beds |
3 Baths |
16 People |
$505 - $630 |
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Dolphin Watch TownhomeAmenities:Air Conditioning, TV Description:Wake up in the morning and watch Dolphins play and swim right from your vacation rental. This townhome located on Gulf Beach Highway and is DIRECTLY across the street from the Gulf of Mexico with nothing obstructing the beautiful views of the Gulf. Come enjoy our home. It is built for comfort. Let me walk you through the home. Entering from carport front stairway you will travel to the second floor. On the second floor you have a full bath, one bedroom with queen bed and TV, a full kitche |
Condo |
3 Beds |
2 Baths |
8 People |
$95 - $130 |
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Charming Condo in Pensacola Beach very near the beachAmenities:Beach, Air Conditioning, Pets OK, TV Description:Book now, call Evelyn immediately at 931-648-4949. Part of the Villas on the Gulf Condominium Complex, our vacation rental in Pensacola Beach, Florida commands stunning views of the sugar white beach and the hues of of Gulf of Mexico.This 2 bedroom condo rental in Pensacola Beach can comfortably lodge up to six guests. The first bedroom hosts a queen-size bed and a TV. The second bedroom includes a double bed. The living room sofa converts into a queen-size bed. Our vacation condo comes with a |
Condo |
2 Beds |
1.5 Baths |
6 People |
$145 - $145 |
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Beautiful Beachfront Vacation House in Pensacola BeachAmenities:Beach Description:Situated at beachfront, our vacation house in Pensacola Beach, Florida, is an excellent getaway for you to spend a few days with your dear ones. Our two bedroom retreat can comfortably accommodate up to four guests. The bedrooms are well maintained and bathrooms are well stocked with all modern amenities. To take care of your culinary demands, there is a fully equipped kitchen as well. Relax at the deck of our vacation house in the evenings catching up with splendid ocean views with your d |
House |
2 Beds |
2 Baths |
4 People |
$171 - $171 |
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Deep Water Cove Condo 105Amenities:Air Conditioning, TV Description:If you want the serene feel of getting away to the beach but you want to be in the heart of the beach action .... this vacation condo is for you! This spacious condo is nestled right in the heart of Casino Beach, the primary business and entertain section of Pensacola Beach. From the entrance of your vacation condo you can check the waves on the Gulf of Mexico and view the busy Pensacola Beach Pier, the longest fishing pier on the Coast. Forget about getting in your car, driving to the beac |
Condo |
2 Beds |
2 Baths |
6 People |
$130 - $130 |
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Fabulous Upscale Coastal Home On Pensacola BeachAmenities:Beach, Pool, Air Conditioning, TV Description:BeachWaves is a great beach house for your family gathering. This five bedroom home has 3200 square foot of indoor space plus a garage/game room and another 3000 square feet of open and covered decks! The house is in a gated community on the East end of Pensacola Beach with a private pool, community fishing pier. The quiet neighborhood is nestled between the Gulf of Mexico and Santa Rosa Sound - both a short walk South or North. This house is very elegantly decorated for family living |
House |
5 Beds |
5 Baths |
16 People |
$357 - $543 |
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