Family-friendly vacation rentals in Crestview

Bayfront Forest Camper with kayaks/nature trail

The best of both worlds. Our 11-acre waterfront family’s retreat is the ideal getaway for outdoor enthusiasts and beach lovers. With RVs on the front of the property and the occasional tent camper dispersed through out the acreage, you’ll enjoy time away from the crowds walking the mulched trail to the water or using the two kayaks provided for guest use. We offer additional experiences. Outdoor brunch for two/group, afternoon teatime, boho picnic, s’mores bundles, etc. Message with interest.

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!

Cozy & Contemporary Family Retreat

This home is entirely yours, and don’t forget to bring your four legged family members! Located in a quiet neighborhood in South Crestview 40 minutes from Destin, 30 min from Fort Walton Beach, our favorite spots for fun in the sun. We hope you’ll choose us to make your next vacation unforgettable! If there is anything you would like us to stock the house with or if you have any questions prior to your arrival please let us know and we will be happy to make it happen and answer any questions!

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.

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

Waterfront with kayaks* Blackwater River Shanty

Enjoy nature in this 2 bedroom stilt house on Paradise Island surrounded by the Blackwater River- just a 30 minute drive to Gulf Beaches! Kayak around the island, enjoying the turtles & birdwatching, or boat or drive to downtown Milton to dock and dine at Blackwater Bistro or Boomerang Pizza. There is a boat ramp, boat house, 4 kayaks and life jackets for guest use. Easily visit Navarre Beach, vibrant Downtown Pensacola, Pensacola Beach, or Ponce de Leon Springs.

The Sand Dollar Stay!

Welcome to The Sand Dollar Stay—your cozy coastal retreat. Ideal for beach vacations, military personnel, travel nurses. Nestled near the sugar-white sands of Fort Walton Beach and just minutes from Destin, Hurlburt Field, and Eglin Air Force Base. Newly renovated, fully equipped, and designed to sleep four comfortably. Discover the Emerald Coast in style—without breaking the bank.