
Cottage holiday rentals in Crestview
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Top-rated cottage rentals in Crestview
Guests agree: these cottages are highly rated for location, cleanliness and more.

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!

East Hill Studio
Closed for Jan and Feb to remodel the kitchen. Photos coming soon. Experience a clean, comfortable getaway minutes from downtown Pensacola and a short drive to the beach. We treat our guests like family and make sure you have everything you need to experience a fantastic stay. We are always updating to ensure our guests have the best experience. Perfect for a couple’s retreat, the space features a cozy living room opening to the bedroom with pocket doors, a small kitchen, and a full bath.

Navy Point Home & game room, near NAS & downtown
*No Pets or children under 10* No Parties $500 fine Bayou Grande Casita is a block from the water with chef's kitchen, lush beds and sofa, & game room w/ ping pong & darts. Take the kayaks to the bayou for a nice paddle where dolphins play. Screened porch for coffee, drinks or a meal outside. Miles of walking paths along the water where we watch the Blue Angels practice. Navy Point has great fishing, a boat ramp, 20 min to beaches, & 10 min to downtown. See our guidebook for local spots.

"Quirky Cottage"
Our "Quirky" Cottage is just that!! If you want to experience "old Florida" come and stay with us in our quirky cottage nestled in old oak trees! It was originally built in 1960 as a camping cabin, it came in a box as a do it yourself kit! There are a few left around town - really unique and private space! Located just 5-10 minutes from the Okaloosa Island beaches and everything downtown Fort Walton Beach has to offer and just 15 minutes to Destin. (all depending on traffic!)

Two blocks to the beach! Bikes included!
Newly remodeled ⭐️Private beach bungalow in Crystal Beach! ⭐️This property is a private guest house two blocks from the beach! You will have your own entrance and parking for one car. Downstairs you will find living area, full kitchen, washer/dryer, and bathroom. The loft has 2 queen beds. Small courtyard for outdoor seating & outdoor shower. Wonderful neighborhood with sidewalks for biking or walking! I have a driver as well for airport pickup. Just send me a message!

Pensacola Pelican Retreat
Beautifully remodeled and updated in the summer of 2017, this vintage 1943, one bedroom, one bath, full kitchen cottage home is located in classic East Pensacola Heights. This 570 sq foot home is located in a safe, family oriented, quiet neighborhood. Its palm tree shaded yard with large deck, gas grill, seating and hammock is conveniently located only minutes to interstate 10, Pensacola's Airport, downtown and beautiful, sugar white beaches and turquoise water.

Historic Smith House, authentic cottage
Originally built in 1925, our renovation provides all the modern conveniences while maintaining its true southern “old Grayton” charm. Guests love the vaulted ceilings and exposed beams, wood floors, large screened porch, and the vintage Florida decor. We have a 7-night minimum during the Summer, with a Saturday check-in, and 3-night min during most of the year. The maximum number of guests is limited to four (4) persons, including infants and toddlers.

Plum Orchid Cottage - New Floors!
Plum Orchid Cottage is a tiny hideaway, ideal for your visit to Pensacola! After a day at the beach (20 min to Perdido or Pensacola Beach) or visiting family at NAS Pensacola (5 min) you come home to a fully equipped kitchen, private back yard, washer/dryer, and luxury amenities. Head out to the fantastic restaurants and night life of downtown Pensacola just 10 minutes away. You will feel right at home during your vacation when staying with us!

*Couples - Priv Cottage, Parking, Patio, Central*
🌴 Your Perfect Pensacola Getaway! In the heart of Pensacola, this cozy, private cottage is perfect for solo travelers or couples. *Vacationing *Visiting family *College visit * Medical stays * Military travel * Work You’ll love the peaceful privacy Your own parking, patio and fenced area & all centrally located ~20-30 minute drive to beaches ~5 minutes - Airport ~2 minutes - Shopping mall ~2 Blocks - Best Bistro/food/drink

Beach Vibes on Downtown’s Side
This eco-friendly cottage hosts a peaceful Gulf Coast theme on a quiet street, just blocks away from all the action. Located on the edge of downtown, you're never too far away from all Pensacola has to offer, and a quick jaunt to Pensacola or Perdido Beach. This home offers Excellent access to Wahoos Stadium, Sanders Beach, The Oar House, Pensacola Yacht Club, Pensacola Country Club, Joe Patti's, and Pensacola's Naval Air Station.

Palm House Cottage
Palm House is situated on a private residential road. Your private cottage is located on our secluded property in an quiet and quaint neighborhood. Our property is located close to Blue Mountain, Grayton, Seaside and Seagrove Beach. There are 50 public beach accesses along 30-A within 6 miles from our Home. Palm House includes: Queen bed Bunk Beds Full Size Kitchen All essentials Please see additional notes for more info

Navarre Hide-a-Way #4
The whole group will enjoy easy access to everything from this centrally located place. Private location, seperate from our house! This is a 2 queen bed private cabin. Enjoy the private back porch shower when returning from the beach! Enjoy the deer that visit our yard! You might even catch a glimpse of our secretive black bears! This listing is strictly Transient Occupant!
Popular amenities for cottage rentals in Crestview
Cottage rentals with a hot tub

Mainsail Cottage #39

Walk to the Beach - Private Cottage + Resort

Vibe! Coastal living experience! Screened pool!

Great Tarpon Get-a-way

Hwy30A House Private Beach w/ Pool Jacuzzi Bikes

Spacious Miramar Beach Cottage w/ Beach Access!

2 bedroom cottage with hot tub

Peaceful Adult Retreat w/ Huge Pool + Bikes + Beac
Pet-friendly cottage rentals

Navy Blues Cottage

Cozy Mermaid Cottage on Pensacola Beach

South of 30A - Walk to Beach - Bikes Included!

Charming Cottage, 2+BR (entire home, self checkin)

Beachside Escape: Movie Room+Private Backyard+Fun

Modernized 2BR Historic Home w/ King bed

Cottage in the Woods

Charming Beach Cottage- with beach service
Private cottage rentals

Gardner's Cottage - Fenced Yard, Bring Your Boat

Lukow's Landing

Destin Crystal Beach Bungalow Steps to Beach&Pool

Sanders Beach Sanctuary - Great Location!

Camp Creek Cottage by Stay on 30a

Sum Beaches Paradise Cottage 8

“The Peaceful Cottage”

1/2 mile to bch access. Com Pool heated March
Quick stats about cottage rentals in Crestview

Nightly prices starting at
Crestview holiday rentals start at $164 SGD per night before taxes and fees

Verified guest reviews
Over 110 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Crestview rentals

5 Average rating
Crestview stays are highly rated by guests – averaging 5 out of 5!
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- Cottage rentals Florida
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Pensacola Beach
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- Gulf Breeze Zoo
- Gulfarium Marine Adventure Park
- Camp Helen State Park
- The Track - Destin
- Henderson Beach State Park
- Village of Baytowne Wharf
- The Boardwalk on Okaloosa Island
- Pensacola Beach Boardwalk
- Pensacola Bay Center
- Destiny East
- Point Washington State Forest
- Topsail Hill Preserve State Park
- Jade East Towers
- Pensacola Museum of Art
- Shaggy's Pensacola Beach
- HarborWalk Village




