
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.

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.
ValueLocationCheck-in
4.89 out of 5 average rating, 267 reviews
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
ValueLocationCleanliness
4.91 out of 5 average rating, 199 reviews
South of 30A - Walk to Beach - Bikes Included!
Welcome to Lil' Tan, a charming cottage in Seagrove along scenic 30A. This adorable home offers convenient beach access by foot or bike for a memorable getaway experience. Step inside and be greeted by ocean-inspired interior decor, featuring a well-equipped kitchen, comfortable living areas, king bed for 2, bathroom with shower/tub combo, laundry room, a serene porch and a spacious backyard. From Lil' Tan, you can easily bike along 30A to your favorite spots between Grayton and Inlet Beach.
LocationFamilyQuiet
4.95 out of 5 average rating, 103 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.
FamilyValueParks
4.99 out of 5 average rating, 137 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.
LocationFamilyWifi
4.77 out of 5 average rating, 102 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!)
FamilyValueSleep quality
4.91 out of 5 average rating, 293 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.
ValueLocationDecor
4.77 out of 5 average rating, 283 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!
FamilyLocationAccess
4.96 out of 5 average rating, 327 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!
ValueFamilySleep quality
4.83 out of 5 average rating, 169 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.
LocationFamilyLaundry
4.98 out of 5 average rating, 551 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.
LocationFamilyLayout
5.0 out of 5 average rating, 114 reviews
The Bunkalow, A Cozy Gulf Coast Getaway
Originally designed for our close family and friends, The Bunkalow is now open to ALL! We are approximately 10 miles from the white sand beaches of Pensacola and Perdido Key. We are mere minutes from the NAS gate and a short 10 minute drive from all the fun to be had downtown! This space is ATTACHED to our home but has its own parking and garden entrance. The connecting door to your unit remains locked during your stay.
FamilyValueIndoor spaces
4.89 out of 5 average rating, 124 reviewsPopular amenities for Crestview cottage rentals
Cottage rentals with a hot tub

Vibe! Coastal living experience! Screened pool!
LocationFamilyGrill
4.87 out of 5 average rating, 191 reviews
Spacious 3BR Beach Condo, Pool & Golf Course
LocationFamilySleep quality
4.92 out of 5 average rating, 13 reviews
Tropical Zen Garden & Cottage Oasis Bliss!
ValueLocationView
4.87 out of 5 average rating, 488 reviews
2 bedroom cottage with hot tub
FamilyLocationParking
4.88 out of 5 average rating, 50 reviews
Mainsail Cottage #39
LocationFamilyDecor
4.93 out of 5 average rating, 73 reviews
Walk to the Beach - Private Cottage + Resort
LocationFamilyOutdoor spaces
4.94 out of 5 average rating, 16 reviews
Great Tarpon Get-a-way
ValueLocationIndoor spaces
4.65 out of 5 average rating, 37 reviews
Spacious Miramar Beach Cottage w/ Beach Access!
LocationValueView
4.84 out of 5 average rating, 75 reviewsPet-friendly cottage rentals

Downtown Pensacola Cottage - Romantic!
LocationFamilyOutdoor spaces
4.97 out of 5 average rating, 182 reviews
Charming Getaway | 12 minutes to Beach
ValueLocationOutdoor spaces
4.93 out of 5 average rating, 145 reviews
Cozy Mermaid Cottage on Pensacola Beach
LocationFamilyCheck-in
4.91 out of 5 average rating, 161 reviews
Hibiscus Sunrise Cottage - Walk to local dining!
LocationValueLaundry
4.96 out of 5 average rating, 134 reviews
Modernized 2BR Historic Home w/ King bed
LocationFamilyDecor
4.99 out of 5 average rating, 167 reviews
It’s Just Darling
FamilyLocationTV
4.94 out of 5 average rating, 204 reviews
Charming Beach Cottage- with beach service
FamilyValueLaundry
4.81 out of 5 average rating, 123 reviews
Downtown Cottage Gem~bikes~pets~walk to Supposey
LocationValueSleep quality
4.97 out of 5 average rating, 122 reviewsPrivate cottage rentals

Cozy Dream Cottage in Pensacola: 10 miles to Dtwn!
FamilyLocationQuiet
4.92 out of 5 average rating, 128 reviews
The East Hill Escape, A Bay View Beachy Cottage
FamilyValueWalkability
4.93 out of 5 average rating, 141 reviews
Palm House Cottage
FamilyLocationAccuracy
4.89 out of 5 average rating, 217 reviews
One Block to Crystal Beach + Pool + King Bed + Con
FamilyLocationIndoor spaces
4.98 out of 5 average rating, 180 reviews
Weekend Escapes to Seagrove | Newly Renovated Home
LocationValueShared spaces
4.97 out of 5 average rating, 119 reviews
Beach Side of 30A "Hemingway" Seaside Cottage
LocationValueBeach
4.92 out of 5 average rating, 211 reviews
5-STAR LOCATION/SHORT WALK TO **SEASIDE** & BEACH
LocationValueCondition
4.73 out of 5 average rating, 123 reviews
*Magical Priv Cottage * No Cleaning Service Fees*
LocationFamilySleep quality
5.0 out of 5 average rating, 238 reviewsDestinations to explore
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Henderson Beach State Park
- Village of Baytowne Wharf
- 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
- Pensacola Bay Center
- Gulfarium Marine Adventure Park
- The Track - Destin
- Dune Allen Beach Access
- Okaloosa Island Fishing Pier
- Point Washington State Forest
- Pensacola Beach Boardwalk
- Pensacola Dog Beach West





