Family-friendly holiday rentals in Crestview

Stillwater Ranch

Welcome to Stillwater Ranch! Come to the country with pastures in your back yard and enjoy the privacy of 52 acres, 5 potential rental units (if you have a large crowd), a beautifully remodeled farm house and all of this just 1 hour to the beaches of Destin! Easy drive with one stop light before you hit the beach. This property offers space for a family getaway and will the perfect place to make memories that last a lifetime. This home is a 5/3 and lovely back porch overlooking the pastures.

Cozy 1-bedroom Guest House

🏖️ Summer Sale - Daily Pricing now currently 10% off! 🔥MILITARY DISCOUNT - If you’re active duty or retired. Please ask about our military discount and receive 10% off your total trip price! 📍 The airbnb is located around the corner from Publix on Eglin Parkway in Fort Walton Beach. Make sure this location suits you before booking. Our 1-bedroom guest house is perfect for a couple of friends or a couple that want to stay in a relaxing and quiet place 10 minutes or less from the beach!

Beautiful cottage nestled in the country

Relax with the whole family at this peaceful and serene place to stay. Surrounded by mature trees and beautiful foliage. Quiet and majestic, spend the days at the beach or springs and the nights listening to nature as you star gaze away from the bright lights of the city. Take a nice nature walk down the trails or relax reading a book. A country escape to recharge and just a few miles from town and close to the beach, so you can have the best of both worlds. Your little piece of heaven awaits!

Relaxing Soundside Condo - WataView!

Vacation or work at our comfortable waterfront kitchenette studio in the heart of Fort Walton Beach. The sugar white sand beaches are just a short drive away, and adventure awaits right at your doorstep on Santa Rosa Sound. Includes pool and marina! Boat slip (28 Ft) available! The unit has a queen bed and futon that lays down to a full size bed. It's very comfortable for small groups. We are real owner-hosts and strive to keep our unit spotless and well supplied for our cherished guests.

Tucked Away Tiny

Reconnect with nature at this unforgettable escape. The “Tucked Away Tiny” is a tiny home with HUGE style! It is located in the country woods of Milton, FL on family-owned farm land, but not too far off the beaten path. Only 15 minutes to the heart of the city, and 45 minutes to beaches. It is next door to Sowell Farms which is home to several wedding venues, fenced exotic wildlife (may or may not be seen during your stay), and home of the Trophy for Great American Christmas Light Fight!

Lake Cabin

Take it easy at this unique and tranquil getaway cabin on 11 acres/2 beautiful ponds. Only 15 minutes away from the most beautiful beaches in Florida! Take a walk "out back" on Eglin's Reservation and true Florida nature trails. Visit our horses at the stable; give them a carrot or two. Do you have a horse? Bring him with you! We board our Horse Guests too! Trail ride your horse one day and go to the beach the next day! Need more rooms? See our STABLE CABIN and NUT HOUSE Listings!

**Lovely Condo 3 minutes to Beach!!**

Location! Location! Location! Only a three minute drive to the white sand beaches of the emerald coast, and only two minutes to downtown! This cute condo will not disappoint with it's beachy decor. This condo is open and airy with lots of natural lighting. Has balcony seating for those breezy summer nights. Free parking, beach chairs, and a laundry room offered inside unit. We also offer a huge weekly and monthly discount rate. No pets policy. No parties. No smoking inside unit.

4 bd/rm, 15 min to beach & private pool

4br/2ba vacation home beside Fort Walton Beach Golf Club. 15 minute drive to beach! Themed w/ Art Deco furnishings/vintage “Golden Age” Hollywood decor. Huge, fully-fenced, private backyard oasis w/ pool, lush lawn, gardens, mature trees, deck, patio lounge, alfresco dining, BBQ & mood lighting. Main floor king suite w/ pool access, walk-in closet & ensuite bath. “Disney” themed loft for kids w/ 3 beds, games, TV. 15 mins from Okaloosa Isl. Beach. Btwn Destin & Pensacola.

Siesta Cottage on the Blackwater

Looking for convenience to all of the Gulf Coast's treasures without breaking the bank? Have a boat or jet skis? Coastal guest house on 3 acre waterfront estate on Ward Basin/Blackwater Bay. Close to beaches, downtown Pensacola, and all of the natural wonders of NW FL. Nearby boat ramp, space for boat trailer, and ability to tie up to the dock on site. Sleeps four (queen bed and queen sleeper). No Pets - 2 min to I-10 -20 min to Navarre Beach -30 min to Downtown Pensacola