
Cottage vacation 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.

The Bishop House
The Bishop House.... Super clean... Hospitals within 2 miles and is located by both bases Eglin and Hurlburt base. WiFi only streaming only. Absolutely No parking on carport pets allowed you will pay $125 special pet cleaning fee. Travel trailer in back of fenced area This is owners private unit which Completely fenced off. There are 4motion detection cameras only. 1 camera on carport looking @driveway. 1 camera on the north side of home facing driveway. No smoking in the house. No cats allowed
LocationFamilyBackyard
4.91 out of 5 average rating, 199 reviews
Charming Cottage, 2+BR (entire home, self checkin)
Orange Tree Cottage is your home away from home, a cozy place to unwind and relax within 30 minutes of sugar-sand shores of Pensacola Beach. This hidden gem is in the center of greater Pensacola, around the corner from Pensacola Christian Academy and a short drive from Pensacola International Airport. Whether you're on a business trip, vacation, or visiting family and friends, this clean, pristine, private house features lounging space, full kitchen, bonus room, and rustic (non-fenced) backyard.
ValueLocationAir conditioning
4.89 out of 5 average rating, 271 reviews
One Block to Crystal Beach + Pool + King Bed + Con
- One block from the Crystal Beach area of Destin - 0.6 miles to Destin Commons w/ Whole Foods and shopping - 1.0 mile to Publix - This is the UPSTAIRS UNIT (downstairs rents separately through same host.) Each unit is fully separate. The Destin Doublemint, a bright and airy one-bedroom cottage, is the perfect spot for your beach vacation. It's less than a 2-minute walk to the sand, making it easy to pop back for a dip in the pool or a movie in the AC before walking back over for sunset.
LocationValueBiking
4.98 out of 5 average rating, 183 reviews
Cozy Bayou Home & game room near NAS Dtown Beaches
*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.
ValueFamilyGetting around
4.99 out of 5 average rating, 139 reviews
Waterfront Guest Studio Bungalow * Cottage Retreat
Welcome to our charming guest studio cottage at 46 Marlborough in Shalimar, FL! This cozy retreat offers a comfortable space with all the essentials for a memorable stay. Enjoy a private entrance, a well-equipped kitchenette, a comfortable bed, and a relaxing outdoor patio. Conveniently located near beaches, shopping, and dining, this cottage is the perfect home base for exploring the beautiful Emerald Coast. Experience tranquility and convenience in this delightful cottage getaway.
ValueLocationAccess
4.78 out of 5 average rating, 103 reviews
"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!)
FamilyValueKitchen
4.91 out of 5 average rating, 295 reviews
Cozy Treetop Cabin
Looking for a beach vacation while staying away from crowds? Enjoy the shady trees at our cozy cabin, across the street from East Bay. Sleep peacefully on a queen sized bed, have your morning coffee on the deck, or relax outside by the fire pit after a day at the beach. Our street features miles of sidewalks if you'd like to walk, run or bike. We are 9 miles from the beautiful white Gulf Beaches.. Need a little extra room? Check out Laura's Loft, our twin cabin next door.
FamilyValueBiking
4.77 out of 5 average rating, 284 reviews
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!
FamilyValueLaundry
4.96 out of 5 average rating, 328 reviews
Nature's Nest Cottage on the Sound - Pets Welcome!
Come spend a magical vacation with us and enjoy our comfortable cottage on Santa Rosa Sound. Close enough to town, shopping, and beaches, but off the beaten track away from the heavy tourist activity. Although YOU WILL HEAR ROAD NOISE, our nest is a private home next to a shallow beach and boat dock where you can relax along Santa Rosa Sound. The cottage has a complete kitchen, laundry, covered parking, fenced yard, grill, and patio. Life is easy at the ShipAhoy Nest!
LocationValueSleep quality
4.83 out of 5 average rating, 170 reviews
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.
LocationValueParks
4.98 out of 5 average rating, 552 reviews
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.
FamilyLocationKitchen
5.0 out of 5 average rating, 116 reviews
Beach Cottage South of 30a -Steps to Beach & More!
'SALTWATER' is south of Highway 30A on the west side and is a 3-5 min walk to the white sandy beaches and crystal clear blue waters of the Gulf Coast in this family-friendly, quieter neighborhood of Old Florida Cottages. Only steps to the community pool, "Goatfeathers" seafood market & restaurant, ice cream store, beach rentals and much more! This appealing location offers something for everyone!
ValueFamilyQuiet
4.96 out of 5 average rating, 248 reviewsPopular amenities for Crestview cottage rentals
Cottage rentals with a hot tub

Vibe! Coastal living experience! Screened pool!
ValueFamilyCondition
4.88 out of 5 average rating, 192 reviews
3BR Beach Resort Condo w Arcade & Pool
LocationFamilyQuiet
4.94 out of 5 average rating, 16 reviews
Cypress Cottage, Zen Garden, Hot Tub, Dog Welcome
ValueFamilyTV
4.87 out of 5 average rating, 490 reviews
2 bedroom cottage with hot tub
FamilyLocationBackyard
4.88 out of 5 average rating, 50 reviews
Mainsail Cottage #39
FamilyLocationParking
4.93 out of 5 average rating, 73 reviews
Great Tarpon Get-a-way
LocationValueNearby
4.65 out of 5 average rating, 37 reviews
Walk to the Beach - Private Cottage + Resort
FamilyLocationDecor
4.94 out of 5 average rating, 16 reviews
Vacation House
LocationFamilyQuiet
4.82 out of 5 average rating, 11 reviewsPet-friendly cottage rentals

Downtown Pensacola Cottage - Romantic!
FamilyValueLaundry
4.97 out of 5 average rating, 183 reviews
Modernized 2BR Historic Home w/ King bed
FamilyLocationHospitality
4.99 out of 5 average rating, 168 reviews
Hibiscus Sunrise Cottage - Walk to local dining!
LocationFamilyAccuracy
4.96 out of 5 average rating, 136 reviews
Cozy Mermaid Cottage on Pensacola Beach
ValueFamilyCondition
4.91 out of 5 average rating, 161 reviews
It’s Just Darling
LocationValueNearby
4.94 out of 5 average rating, 205 reviews
Charming Beach Cottage- with beach service
ValueLocationOutdoor spaces
4.81 out of 5 average rating, 123 reviews
Downtown Gem on G St~bikes~pets~walk to Supposey
ValueFamilyDecor
4.97 out of 5 average rating, 124 reviews
Beachside Escape: Movie Room+Private Backyard+Fun
ValueFamilyLaundry
4.99 out of 5 average rating, 78 reviewsPrivate cottage rentals

Guest Favorite Grayton -Bikes - Pool -Beach Tram
LocationFamilyBathroom
4.97 out of 5 average rating, 159 reviews
Beach Side of 30A "Hemingway" Seaside Cottage
LocationValueLaundry
4.92 out of 5 average rating, 211 reviews
The Bunkalow, A Cozy Gulf Coast Getaway
LocationFamilyGetting around
4.88 out of 5 average rating, 126 reviews
5-STAR LOCATION/SHORT WALK TO **SEASIDE** & BEACH
LocationFamilyDecor
4.73 out of 5 average rating, 123 reviews
Cozy Dream Cottage in Pensacola: 10 miles to Dtwn!
FamilyValueLaundry
4.92 out of 5 average rating, 128 reviews
Palm House Cottage
LocationValueEV charging
4.89 out of 5 average rating, 218 reviews
East Hill Studio
LocationValueAccuracy
4.98 out of 5 average rating, 193 reviews
Fisherman's Paradise-Cottage Retreat on the Canal
ValueLocationLayout
5.0 out of 5 average rating, 16 reviewsDestinations to explore
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Village of Baytowne Wharf
- Henderson Beach State Park
- Seacrest Beach
- Navarre Beach Fishing Pier
- HarborWalk Village
- Grayton Beach State Park
- Topsail Hill Preserve State Park
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Jade East Towers
- Morrison Springs
- Camp Helen State Park
- Gulfarium Marine Adventure Park
- Pensacola Bay Center
- The Track - Destin
- Dune Allen Beach Access
- Okaloosa Island Fishing Pier
- Point Washington State Forest
- Pensacola Beach Boardwalk
- Pensacola Dog Beach West





