A rare find — beach equipment ready to go for your days by the sea.
Centrally-located
You're never far from where you need to be with this convenient location.
4 bedrooms2 bathroomsSleeps 10
Popular amenities
Onsite parking available
Dog-friendly
Kitchen
Washing machine
Air-conditioning
Barbecue
Explore the area
Pensacola, FL
University Town Plaza
Place, University Town Plaza
6 min drive
University of West Florida
Place, University of West Florida
14 min drive
Pensacola Naval Air Station
Place, Pensacola Naval Air Station
22 min drive
Pensacola, FL (PNS-Pensacola Intl.)
Airport, Pensacola, FL (PNS-Pensacola Intl.)
10 min drive
Rooms & beds
4 bedrooms (sleeps 10)
Master Bedroom
1 King Bed
Master Sitting Area
1 Double Futon
Queen Bedroom #2
1 Queen Bed
Twin Bedroom #3
2 Single Beds
Upstairs Bedroom #4
1 Queen Bed
2 bathrooms
Bathroom 1
Bathtub or shower · Toilet
Master Bathroom
Bathtub or shower · Toilet
Spaces
Deck or patio
Porch or lanai
Kitchen
Office
Outdoor play area
Garden
Dining area
About this property
Escape to Five Flags Retreat, Family & Pet Friendly
Five Flags Retreat is the perfect spot for your family vacation or work trip to Pensacola, Florida. Our home is a comfortable getaway with lots of room for your family and friends to gather. Spread out in 2400 sq feet, with 4 bedrooms, a bonus family room, and a separate office — or spend quality time together in the open dining room, living room & kitchen. Bring your fur family to enjoy the large fenced-in backyard. A quick drive to downtown (6 miles), the beach (13 miles), NAS (10 miles) and area hospitals.
Known as the "City of Five Flags" Pensacola is a beautiful historic town. Our spacious home captures a bit of historic Pensacola and southern charm. It features four bedrooms and sleeps 8 (10 is max using the sofa bed). The master suite has it's own full bathroom and a sitting room which also opens onto the covered patio; this room offers extra sleeping space on the sofa bed. There are two additional bedrooms downstairs; one with a queen bed and the other with two twin beds. The large upstairs bedroom features a queen bed on one side and a cute spot to get comfortable with a book or games. If you are visiting for work, you'll appreciate the office, complete with desk, wi-fi and wireless printer. The kitchen is fully stocked with everything you need to enjoy a home cooked meal at the dining table which seats 8. Enjoy the beautiful Florida weather in the large fenced-in yard featuring a fire pit, propane grill, covered outdoor dining area (table for 6 with a fan!), patio seating and yard games. If you prefer inside, you'll be entertained with two smart TVs, wi-fi, books and board games. Veteran owned & operated.
Stays are limited to a minimum of three and maximum of 27 nights (may vary by season and there may be exceptions). A "starter set" of toiletries, toilet paper, paper towels, trash bags is provided. This will not be replenished during your stay. Longer term stays may be negotiated with additional cleanings required. Please contact the owner.
*NOTE: Security cameras at exterior entry doors. There are no interior security cameras. Tampering with or disabling security cameras is a violation of house rules and grounds for immediate cancellation of your reservation without refund.
**For us to consider your inquiry, please respond with answers to the following: What is the purpose of your visit to our area? Number of people (adults and children) who will be staying? Are you bringing any pets and how many? As listed in our house rules, we require a signed rental agreement and photo ID (age requirement of 23). Request to book means that you have read and agree to house rules and rental agreement.
WILDLIFE: Our property is in Florida. You may see wildlife including birds, squirrel, frogs, skinks, lizards, and maybe the occasional possum or armadillo in our yard. You may also see insects, bugs, bats, snakes, ants, bees, wasps, spiders, mice, raccoon, and other creatures that call Florida their home. The Gulf, bay, rivers will also contain fish, snakes, sharks and the creatures that reside in those habitats. Please take care when hiking and in the Gulf and other waters in the area. For the safety of your pet, dogs should be supervised when outside. Refunds or discounts will not be issued due to creature sightings or bug bites while exploring the surroundings. We do have quarterly pest control.
*Cancellation Policy Due to Weather* This home is located on the coast of the Gulf in Florida, which is subject to seasonal weather variations. Per our Firm Cancellation Policy, no refunds or discounts are offered for weather-related cancellations unless a named storm triggers a recommended or mandatory evacuation order for our area. We strongly recommend purchasing trip insurance to protect your stay.
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Booking request must include:
1. What brings you to the area?
2. Number of adults/children;
3. Number and description of pets. ($75 fee PER pet)
Signed rental agreement & ID required. Must be min 23 to book (AD mil exception). Respect our neighbors. Excessive Noise will not be tolerated.
- See complete House Rules on Rental Agreement.
Disconnecting internet or security cameras is prohibited and grounds for cancellation with no refund.
Important information
You need to know
Property # 2537005vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a security system, a first aid kit and a deadlock
About the area
Pensacola
Located in Pensacola, this holiday home is in the city centre and near the beach. Vinyl Music Hall and Saenger Theatre are cultural highlights, and some of the area's attractions include DeLuna Lanes Bowling Center and Pensacola Interstate Fairgrounds. Ready for a night out? Consider Handlebar and Wild Greg's Saloon. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking/biking trails and cycling.
University of West Florida - 14 min drive - 12.0 km
Pensacola Naval Air Station - 22 min drive - 20.1 km
Perdido Key Beach - 39 min drive - 42.9 km
Getting around
Pensacola Station - 7 min drive
Pensacola, FL (PNS-Pensacola Intl.) - 7 min drive
Restaurants
Smalls Sliders - 5 min drive
McDonald's - 5 min drive
Texas Roadhouse - 4 min drive
McDonald's - 5 min drive
Whataburger - 4 min drive
Frequently asked questions
Is Escape to Five Flags Retreat, Family & Pet Friendly pet-friendly?
Yes, this property allows dogs (limit 3 total).
How much does it cost to stay at Escape to Five Flags Retreat, Family & Pet Friendly?
As of 19 August 2026, prices found for a 1-night stay for 2 adults at Escape to Five Flags Retreat, Family & Pet Friendly on 28 September 2026 start from NZ$1,885, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Escape to Five Flags Retreat, Family & Pet Friendly?
On-site parking is available at the property.
What time is check-in at Escape to Five Flags Retreat, Family & Pet Friendly?
Check-in begins at 4:00 PM.
What time is check-out at Escape to Five Flags Retreat, Family & Pet Friendly?
Checkout is at 10:00 AM.
Where is Escape to Five Flags Retreat, Family & Pet Friendly located?
Located in the heart of Pensacola, this holiday home is within 3 miles (5 km) of University Town Plaza, Grizzly Axes and Baptist Health Care. Cordova Mall and Pensacola State College are also within 3 miles (5 km).
About the host
Hosted by Joy Crowe
As a retired military family, and now self employed, we split time between our homes in NC and FL. We are happy to share NC lake life with others seeking a wonderful family vacation spot, Crowe's Nest on the Lake, surrounded by water and amazing sunsets! In Pensacola, FL, we welcome guests to Five Flags Retreat, where you can gather with loved ones and explore all that historic Pensacola (and the nearby beach!) has to offer! We are especially honored to welcome military families that are visiting their loved ones at nearby Fort Bragg, NC or NAS Pensacola. We hope to give our guests the little details that we appreciate when traveling. It’s the little things in life that count!
Why they chose this property
Five Flags Retreat is close to everything! 6 miles to downtown Pensacola, a quick drive of 13 miles to the white sand beaches of Pensacola Beach. Spacious home with four bedrooms, quiet neighborhood and we are pet friendly!
Languages:
English
Premier Host
They consistently provide great experiences for their guests