Five Flags Retreat, Family and Pet Friendly

Pensacola, FL, United States
10
4
2

About

Five Flags Retreat is the perfect spot for your family vacation or work trip to Pensacola! Comfortable getaway with lots of room for your family and friends to play, gather & relax. Spread out in 2400 sq ft with 4 bedrooms, a bonus family room, and separate office — or spend quality time in the open dining room, living room & kitchen. Pet-friendly! Bring your fur family and enjoy the fenced-in backyard. A quick drive to downtown (6 miles), the beach (14 miles), NAS (10 miles) and area hospitals.

Good to know

Known as the "City of Five Flags" Pensacola is a beautiful historic town near breathtaking Pensacola Beach. Our spacious, pet- and family-friendly home captures a bit of historic Pensacola and southern charm, providing a relaxing retreat after a busy day exploring the beach or downtown. Our home features four bedrooms and sleeps 8 comfortably in beds. • The master suite with King size Tempurpedic bed has it's own full bathroom, plus a sitting room which also opens onto the covered patio; this room offers extra sleeping space on the sofa bed (on request and additional fee) and has a smart Roku TV. • There are two additional bedrooms downstairs; one with a queen bed and the other with two twin beds perfect for kids. • The large upstairs bedroom features a queen bed on one side and a cute spot on the other where you can get comfortable with a book or play games (an airbed can be set up on request for additional sleeping space - please note that guests over 8 do require an additional fee). • All bedrooms feature room darkening blinds and ceiling fans. If you are visiting for work, you'll appreciate the office, complete with desk, wi-fi (now with highspeed fiber!) and wireless printer. The kitchen is fully equipped with everything you need to enjoy a home cooked meal (including place settings for 12) at the central dining table which seats 8. The main living room features an open concept, with comfortable seating and a large smart Roku-equipped TV where you can log in to your favorite streaming services. French doors (with internal blinds) open onto the back patio and another French door opens to a storage sunroom where a collection of outdoor games (cornhole, badminton, giant horseshoes, etc) are stored. 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 an overhead fan and privacy shades!), patio seating and room to play yard games. If you prefer inside, you'll be entertained with two smart TVs, wi-fi, books and board games. Kids will enjoy the special assortment of kids games, books and the outdoor fun. Top notch amenities, with everything you need to make you feel at home, and even a beach cart with chairs, umbrella, beach towels, cooler bag & sand toys for the kids! We welcome pets, upon approval, with a $75 per pet fee. We believe in Transparent Pricing! The total price you see on Airbnb now includes all fees but we want you to understand what you are paying: a $225 cleaning fee, a $75 pet fee per pet, and an extra guest fee of $25 per night per person (for groups over 8), plus the fee that Airbnb charges guests. Our home is professionally cleaned, and we proudly pay our cleaners a living wage. We believe in fair, transparent pricing so you can book with confidence! A multi-time superhost since 2017, we know that cleanliness matters! Our home is professionally cleaned after each stay and all linens are washed between guests - including quilts, blankets, mattress pads and pillow protectors. Veteran owned and operated. Five Flags Retreat is conveniently located near downtown Pensacola, a short drive to Pensacola Beach, Gulf Islands National Seashore and multiple state parks. The environment and sustainability is important to us. Recycling is available at this location and separate bins are provided for your use. Sheets are organic cotton and we do our best to use eco-friendly toiletries, cleaning and laundry supplies when available. Please note that a signed Vacation Rental Agreement is required and is sent by email so we must collect your email address. Photo ID is also required for compliance of our minimum age requirement.

Other Details to Note

Signed Vacation Rental Agreement and ID are required. The names of all guests staying on the property are required. We provide linens for all the beds, a towel set for each registered guest, and a starter set of paper products and cleaning products (paper towels, toilet paper, dishwasher liquid, hand soap, laundry detergent) that will NOT be replenished during your stay. Our home is convenient to many grocery stores (Publix, Fresh Market, Walmart, BJs) that offer curbside pickup. Have a larger family and need the sofa bed or an air bed set up? Please ask us. Please note that there is an additional per person fee over 8. Check-out instructions will be in the house, but are very simple common courtesies. Please empty the fridge and freezer of your items, do the dishes/start the dishwasher, and take out trash & recyclables to the outdoor bins. *Security cameras are located on the exterior of the house at the entrances, and record video and audio. There are no interior cameras.* Our property is in Florida, which is a humid subtropical environment. You may see wildlife including squirrel, possum, birds, heron. You may also see insects, bugs, bats, snakes, ants, bees, wasps, spiders, raccoon, and other creatures that call Florida their home. We do have an exterminating company treat our property regularly. However, if you encounter an insect or ant that finds its way inside, please feel free to dispose of it or catch and release it to the outside world (your choice). Refunds or discounts will not be issued due to creature sightings. *Cancellation Policy Due to Weather* This home is located on the coast of the Gulf, 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.

Availability

What this place offers

Amenities

Common

  • Air conditioning
  • Cleaning products
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dishes and silverware
  • Dryer In the building, free or for a fee
  • Essentials Towels, bed sheets, soap, toilet paper, and pillows
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Kitchen Space where guests can cook their own meals
  • Dedicated workspace
  • TV
  • Washing Machine In the building, free or for a fee
  • Wifi

Outdoors

  • Alfresco dining
  • BBQ
  • Beach essentials Beach towels, umbrella, beach blanket, snorkeling gear
  • Fire pit
  • Garden or backyard
  • Outdoor seating
  • Patio

Kitchen and dining

  • Baking sheet
  • Barbecue utensils
  • Blender
  • Coffee
  • Coffee maker
  • Dining table
  • Dishwasher
  • Freezer
  • Hot water kettle
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Wine glasses

Common

  • Air conditioning
  • Cleaning products
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dishes and silverware
  • Dryer In the building, free or for a fee
  • Essentials Towels, bed sheets, soap, toilet paper, and pillows
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Kitchen Space where guests can cook their own meals
  • Dedicated workspace
  • TV
  • Washing Machine In the building, free or for a fee
  • Wifi

Outdoors

  • Alfresco dining
  • BBQ
  • Beach essentials Beach towels, umbrella, beach blanket, snorkeling gear
  • Fire pit
  • Garden or backyard
  • Outdoor seating
  • Patio

Kitchen and dining

  • Baking sheet
  • Barbecue utensils
  • Blender
  • Coffee
  • Coffee maker
  • Dining table
  • Dishwasher
  • Freezer
  • Hot water kettle
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Wine glasses

Bathroom

  • Bathtub
  • Body soap
  • Conditioner
  • Hot Water
  • Shampoo
  • Shower gel

Bedroom and laundry

  • Bed linens
  • Drying rack for clothing
  • Extra pillows and blankets
  • Hangers
  • Iron
  • Room-darkening shades
  • Clothing storage

Family

  • Board games
  • Children's books and toys
  • Children's tableware
  • Outlet covers

Entertainment

  • Books
  • Ethernet connection

Home safety

  • Carbon monoxide detector
  • Fire extinguisher
  • First aid kit
  • Smoke detector

Heating and cooling

  • Ceiling fan
  • Portable fans

Services

  • Cleaning before checkout
  • Long term stays allowed Allow stay for 28 days or more

Parking and facilities

  • Free parking on premises
  • Private living room

Location features

  • Private entrance Separate street or building entrance

House Rules

- Signed vacation rental agreement and ID are required. Must be at least 23 to book (AD military please message host for exception). All guests names and ages should be included on vacation rental agreement. - Check-in is 4 PM or after. Check-out is no later than 10 AM. Please remember, we are on Central time! - NO SMOKING of any substance or Vaping allowed. - NO parties or events. This home is perfect for families and is in a quiet family-friendly neighborhood. Please be respectful of our neighbors. We want our guests to have fun but Excessive Noise disturbing our neighbors will not be tolerated. - Pet-friendly upon advance approval and $75 PER PET fee. Please clean up after your dog and keep them on a leash when outside of the house or backyard. Pet cannot be left unattended. See Pet Rules for additional info. - Exterior security cameras are at entrances to the home. Tampering with or disabling of cameras will be grounds for immediate cancellation of the reservation with no refund. Disabling of the internet/wifi is prohibited. - Please make sure to close and lock all windows and doors when you leave the house. *Firm Cancellation Policy. No refunds due to weather unless our area is an evacuation zone. We recommend you have your own trip insurance.*

Accessibility

Neighborhood

Five Flags Retreat is located in a quiet neighborhood full of beautiful old oak trees. You'll feel comfortable walking your dogs or enjoying the backyard in the evening. It's centrally located and easy to get to everything you'll want to see and do during your stay in Pensacola!

Guest Access

We have a Schlage keyless entry door lock and you will be provided your door code the evening before your arrival. We have ample parking in the driveway. Please no on street parking or parking in the grass. Traveling with a BOAT or RV/CAMPER? Ask us about parking in our additional back lot.

Reviews

Marty
November 2025 · Airbnb
Great spot if you like a quiet neighborhood away from the hustle and bustle of the mall or downtown Pensacola. The house is still close enough to get to both locations within 10-15 minutes so it’s a win- win. We celebrated Thanksgiving with our daughters, who both live in Florida, and this house provided plenty of space for all of us to hang out - it truly felt like we were at home. It was well stocked and the beds were very comfortable. The house only has two bathrooms so you will need to plan accordingly while assigning rooms. The secret living area behind the master bedroom was a nice surprise. The weather cooled off a bit so we stayed indoors and didn’t fire up the grill or the fire pit but the back yard is setup for a nice bbq. Our grandson took his first steps during our stay so this place will forever hold some special memories for us. Thank you Joy for being a great host!
Debra
June 2025 · Airbnb
Joy was such an incredible host. She answered all of our questions quickly We were so thankful for her understanding on the late checkout. The house was a perfect place to get together with family. There were plenty of towels and bedding for everyone. When I come back I will definitely stay in this lovely home. Thank you for all the little extras too.😁
Debbie
June 2025 · Airbnb
Excellent,beautiful place to stay. House and area was very nice. Joy was very good with communication. Excellent host. Highly recommend. House is nice and roomy. Will look to rebook if back in the area.

Find us

We're located just a few minutes from I-10, 10 minutes to historic downtown Pensacola, 20 minutes to the white sand and beautiful waters of Pensacola Beach, Gulf Islands National Seashore and multiple state parks. You can also be at NAS Pensacola in less than 30 minutes (ask about our military discount!). This home is conveniently located and within 5 miles of all three major hospitals. Driving is your best bet to get around the area, but Uber and Lyft are usually available as an alternative. We're also only a few miles from the airport.

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Approximate location. Full address will be provided on booking.