Five Flags Retreat of Pensacola Fl

05/18/2026

Military connected? Find us on Crewdogs for discounted rates on your next visit to Pensacola!

Five Flags Retreat, Family and Pet Friendly in Pensacola - Military community vacation rental with Bbq, Free On Premise Parking, Wifi, Kitchen, Washer, Dryer, Air Conditioning, Essentials, Heating, Hot Water, Tv, Hot Water, Bathtub, Body Soap, Cleaning Products, Conditioner, Hair Dryer, Shampoo, Sho...

05/18/2026

I’ve been an Airbnb host for a decade or more. A Superhost. But the lack of support and customer service and caring about hosts is gone. If you want to book Five Flags Retreat of Pensacola Fl or Crowe’s Nest on the Lake please find it on Vrbo, CrewDogs, Houfy or reach out to me to book direct. We may be back to Airbnb but for now I’m going to do what I can to shift bookings elsewhere.

02/07/2026

It is the best!

01/23/2026

🚧 Construction on Palafox is officially underway! While the New Palafox Project progresses, check out the map below to see the 412 free on-street parking spaces available during construction!

Visit TheNewPalafox.com to learn more and support South Palafox businesses.

01/02/2026

THE BEST BEACH IN THE US, according to Condé Nast Traveler readers! 🏖️💙

Pensacola Beach was named the NUMBER 1 best beach in the United States in the 38th Annual Condé Nast Traveler Readers' Choice Awards.

"Taking the top spot on this list, Pensacola is so much more than its beach. Venture beyond its perpetually summery sands and discover a thriving arts and culture scene well worth its own full itinerary."

Read the full excerpt here: https://bit.ly/3YhZaCl

08/28/2025

Book direct on Houfy to save the guest fees!

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 with 4 bedrooms, a bonus family room, and a separate office — or spend quality time together in ...

04/25/2025

We'd like to address a few things...

04/15/2025

It’s that time of year! The splash pads are opening! Legion Field and Plaza de Luna are now open. The others will be opening in May.

03/03/2025

Good morning friends! Please like & follow my new page Southern Hospitality Vacations where I'll be promoting some fantastic vacation homes along the Emerald Coast of Florida and our lakehouse in NC. In addition to our vacation rentals, I co-host for several other homeowners, so you'll get an elevated guest experience and southern hospitality with ME as your host. 😃 Whether you're looking for amazing views on the water, fantastic pools (one is heated!), large family-friendly properties (and some are pet-friendly!), or a cozy two bedroom getaway, I can help! Please follow and share! https://www.facebook.com/southernhospitalityvacations

Experience the best in Southern Hospitality with our private vacation rentals on the FL Gulf Coast (plus a NC lakehouse!).