Family-friendly holiday rentals in Crestview

Enjoy The Journey #1 - Near beaches, river & I-10

Your family will be close to everything when you stay at this centrally-located home. This new construction home is perfect for a family vacation or visiting friends. The location is central to beautiful beaches, rivers, culture and only a 3 min drive to I-10. The 3 bed/2 bath home has all the amenities you are looking for plus a cozy outdoor firepit area to enjoy Florida evenings with family and friends. There are beautiful historical homes and great parks and bike paths only minutes away.

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!

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

Tiny Home Pool View 25 Mins to Beacha

Welcome to our cozy tiny home located in my secured backyard, where a queen-sized bed promises a peaceful night’s sleep and our well-equipped kitchenette simplifies meal preparation. You will have free parking in the backyard located just steps away from the tiny home. Additionally, you’ll have the opportunity to gather around the outdoor fire pit for cozy evenings under the stars. Inside, unwind with a smart TV and stay connected with complimentary Wi-Fi.

Vet-Owned 3BR Home Near Beach & Base|Pet-Friendly!

★ "This is a very nice house and Blake is an outstanding host. Great communication through the whole stay and everything was very smooth." ✩ Renovated, modern property ✩ King w/ ensuite Bath ✩ Pet friendly* ✩ Beach access ⛱ (10 min drive) ✩ Fully fenced private backyard ✩ Fully equipped + stocked kitchen ✩ 65” Smart TV w/ Netflix + Hulu ✩ Private patio w/ dining ✩ Onsite parking for 4 cars ✩ Central AC + Heating

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.

The Heroes Hideaway

Step into our meticulously renovated 'mother-in-law' guest suite, tailor-made for your Florida retreat! Nestled in a serene and secure neighborhood, we offer swift access to downtown Fort Walton Beach, mere minutes away. Surround yourself with pristine beaches and a plethora of culinary delights. Get set to indulge and bask in the glory of our renowned Emerald Coast beaches!

Entire home in Niceville

Bring the whole family to this great place with lots of room for fun. Beautiful 3-bedroom 2 bath home located in Niceville. Only 12 miles from Destin and 15 miles to Ft. Walton Beach. located near Eglin AFB (7 miles) and 7th Special Forces Group (18 miles). VPS airport is only 6 miles away. Home is centrally located and close to many grocery stores and restaurants.