
Family-friendly holiday rentals in Crestview
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Top-rated family-friendly rentals in Crestview
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

ELET Cottage - 24 mi to beach - Horse Encounter
You won’t soon forget the Peaceful Surroundings of this Rustic Destination. The Farm Cottage at Eagles Landing offers a Country Setting & Modern Conveniences. Upstairs has 2 Open Lofts with 3 beds. Nestled within working Horse Farm, property offers a Full Kitchen, Bath and High Speed Wi-Fi. Enjoy breathtaking sunsets while relaxing by the Fire Pit. Hike nearby trails to the creek. Approx 35 min to Navarre Beach, Pensacola Beach & Milton. 7 miles to I-10. Adventures & Memories await, book today.

Blackwater glamping
If you want to escape traffic and people, this is the perfect place. Destin, Pensacola, Navarre, and Fort Walton Beach are a hour drive away. Beautiful local parks and rivers are within 10 minutes. This is the place for hunters hunting blackwater! Blackwater State Forest is steps away from the camper and river, just a two minute drive down the road. The 2022 camper has new linens and pillows, super clean and stylishly decorated. The full-size bunk beds are roomy and comfortable.l country

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 Sunset Cottage
Come make memories you won’t forget in our beautiful, romantic tiny house. Watch the sunrise over the fields while sipping a cup of coffee. You will Enjoy exploring the nearby Coldwater Creek during the day, Or if you rather relax on the most beautiful beaches in Florida, it is a short drive. After a busy day, enjoy a magnificent view of the sunset or watch the deer as they approach the fields from the East. Please understand we are still improving the outdoors with additional landscaping.

Cozy private studio suite close to beach.
Your private suite perfectly situated between 2 beautiful beaches (11 miles to Navarre Beach or 13 miles to Pensacola Beach). PLEASE READ DESCRIPTION FULLY BEFORE BOOKING. This suite is the upstairs portion of our home. It is not the entire house. There is a shared front entrance seperated from main living area by a privacy screen. The entire upstairs is yours. The suite consists of a king bed, bathroom and sitting area that includes a microwave, mini refrigerator and keurig coffe maker.

Cozy Soundside Condo - WataView2!
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.

Cozy & Contemporary Family Retreat
This home is entirely yours, and don’t forget to bring your furry 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!

Unique water front stay Houseboat Destin/FWB
Seas the Day, center on Ft. Walton Beach,quiet bayou connected to bay and gulf on private 1 acre residence. We are 1 of only 3 HB for 50 miles in area. Paddle boards, kayaks , fishing poles and outdoor fire pit. Car needed to get to white sand beaches (4 miles). Shopping close by. A comfy futon in for a second bed. Boat has AC and heat. Unit is to stay docked.Recently renovated inside and out . Larger deck area with loungers . New lighting and ceiling this past spring! Rare find

Beautiful, Peaceful East Hill Guesthouse
Beautiful, quiet, relaxing guesthouse (formerly Whitney’s ironwork studio). Private entrance. In historic East Hill, surrounded by peaceful, towering oak and pecan trees. The French doors provide lots of natural light and an open, airy feeling. Private patio. Quiet, historic neighborhood -- perfect for walks or bike rides. Only 1.2 miles from downtown. Within a few blocks are breakfast/coffee shops, restaurants, Publix Grocery, pubs. Easy 15 minute drive to the beach.

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.

Tiny House for 2-4, close to beach and activities
30 minutes away from Destin FL, voted for it’s Beautiful Beaches. Tiny house for 2-4 has all your essential needs for a cozy getaway. Start your day off drinking your morning coffee on the front deck. Grab those beach towels that we provide for you…and Go Enjoy! Back porch with privately fenced back yard. NEAR BY ACTIVITIES: Emerald Coast Zoo, Hunting, Golfing, Charter fishing, Parasailing, Snorkeling, Canoeing, Tubing down river, Hiking and Amusement Parks.
Popular amenities for Crestview family-friendly rentals
Family-friendly home rentals with a hot tub

Sun-kissed condo, fantastic location w/shared pool

Destin Miramar Walk To Beach Pet Friendly

Private Guest House on the Water | Boat Docks!

East Bay Getaway - Studio with Pool & Hot Tub

Beachfront! Newly remodeled! Right on the beach!

Soundside Paradise

Pool paradise with 75" TV - close to beach

2nd FLOceanFrontFreeChairsUmbrellaHeatedPoolArcade
Family- and pet-friendly home rentals

Lake Cabin

"Quirky Cottage"

Cozy Bayou Bungalow - just steps from the water

Adorable 1 Bedroom Guest House

Heart of Gulf Breeze only minutes to Pcola beach!

#2 4BR HUGE PET Friendly Home w/ your own pool!

Cozy Suite w/ Private Pool near Navarre Beach!

Havana House
Family-friendly home rentals with a pool

THE PINE HOUSE *October Specials*

Beachin’ on a budget!Private pool!No cleaning fee.

Sea Shell at Sunset Cottages - Beach Service Inc

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

Casa Blue Jay

Tiny Home Pool View 25 Mins to Beacha

B103 Coastal Connection at Pirates Bay

300 Steps To the Beach - Peekaboo Ocean View
Quick stats about holiday rentals that are family-friendly in Crestview
Total rentals
30 properties
Nightly prices starting at
$62 AUD before taxes and fees
Total number of reviews
980 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
30 properties include access to Wi-Fi
Destinations to explore
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- Destin Harbor Boardwalk
- Crab Island
- Princess Beach
- James Lee Beach
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- Tiger Point Golf Club
- Raven Golf Club
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Eglin Beach Park
- Fort Walton Beach Golf Course
- Camp Helen State Park
- Walton Dunes Beach Access
- Pensacola Dog Beach West
- Fred Gannon Rocky Bayou State Park
- Wayside Park, Okaloosa Island
- Seacrest Beach
- The Track - Destin
- Gulf Breeze Zoo
- Eglin Matterhorn Beach Access Point
- Osceola Municipal Golf Course
- Marcus Pointe Golf Club