Vacation rentals in Crestview

The Blue Pearl

The Blue Pearl is a nearly 100 year old cottage style home! It has been fully renovated with much of the renovations paying homage to a previous era thus keeping the charm of the original structure. Spacious front porch with large swing, rear patio and privacy fenced backyard are perfect for relaxing! The 3 bd/1 ba cottage near historic downtown Crestview. A short commute to the worldfamous beaches of the Emerald Coast as well as numerous rivers and recreational opportunities in the local area.

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!

The Camping Dutchman

Just a few hundred yards from the edge of Blackwater River State Forest, The Camping Dutchman is on one of several large wooded campsites on 14 acres of fully fenced in property. We have a gated entrance and a 1/2 mile hiking trail on property. Hosts live on front corner of the property. Destin, Pensacola, Ft. Walton Beach, & Navarre are each only a 40-45 mins drive and several river accesses are < than 10 mins away, with a couple of creeks <2 miles away. A grocery store is 3 miles away.

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!

**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.

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.

Renovated 2 Bedroom Cottage in Crestview

Clean, newly renovated and well appointed property in the center of Crestview. This is not a “high class” area or home, but it is a clean, comfortable place that offers more room and comfort than the local Super 8. This neighborhood is not the nicest in Crestview, but the property is fully fenced, has room for Fido and is a good space for those needing to be near the 7th Special Forces Compound or needing to commute to Eglin AFB.

Kennedy’s Place

Bring the whole family to this newly renovated home with lots of room for fun. This 3 bedroom, 2 bath farmhouse with an open floor plan and oversized bedrooms is perfect to accommodate larger parties. Plenty of parking for RV’s, boats and cars. Situated on 3 beautiful acres in North Crestview (near the high school & middle school) with a fully fenced back yard for the fur baby! Only 40 minutes to the Emerald Coast beaches!

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.