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Cottage vacation rentals in Crestview

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Top-rated cottage rentals in Crestview

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Top guest favorite

A charming coastal cottage features a green exterior with a light-colored roof. The entrance is flanked by two rocking chairs on a wooden deck, accompanied by lush landscaping. A spacious gravel parking area offers ample room for vehicles, with a privacy fence surrounding the property.

Cottage in Santa Rosa Beach

4.99 out of 5 average rating, 109 reviews

2-bdrm coastal cottage: Close to all 30A!

Welcome to our stylish coastal cottage. Nestled in the salt pines of Pt. Washington and loaded with modern amenities, it's the perfect blend of relaxation and convenience—just minutes from the best 30A offers! KEY FEATURES: • SmartLock self check-in • Fully-equipped kitchen with Keurig • Lighting fast WiFI • Private pool access • 5 mins to Grayton Beach & world famous Red Bar • 10 mins to Seaside, Seagrove & Blue Mountain beaches • Stress-Free Checkout: No long chore list, just two quick favors!

An aerial view of the cottage showcases its light blue exterior and a covered balcony. Two chairs are positioned on the balcony, overlooking a grassy yard framed by palm trees. The pathway leads to the entrance, providing a calming coastal ambiance.

Cottage in Destin

4.92 out of 5 average rating, 131 reviews

One Block to Crystal Beach + Pool + King Bed + Convenient Location

- One block from the Crystal Beach area of Destin - 0.6 miles to Destin Commons w/ Whole Foods and shopping - Comfortable King bed - This is the downstairs unit (upstairs rents separately through same host.) The Destin Doublemint, a bright and airy one-bedroom cottage, offers you the perfect location for your next family getaway. It's less than a minute to the beach, making it easy to pop back over for a dip in the pool or to watch a movie in the AC before walking back over for a Gulf sunset.

Top guest favorite

A bright and airy entryway features a light-colored wood console table adorned with decorative items, including a vase and books. A large piece of wall art depicting a coastal scene adds interest, while a door opens to outdoor views, inviting natural light throughout the space.

Cottage in Pensacola

4.98 out of 5 average rating, 226 reviews

Coco Ro Downtown! 2 BR w/Hammock + Outdoor Shower!

Welcome to good vibes @ Coco Ro "Surf Shack" – your cozy, beachy retreat in downtown Pensacola! This charming 2 bedroom cottage offers laid-back comfort - just a stone's throw from the heart of downtown. You'll be 1 mile from trendy Palafox St, 12 blocks from the bay & a short drive to stunning beaches! Your coastal escape awaits! Enjoy: ・Outdoor shower! ・King size hammock ・Smart TV ・Washer/Dryer ・Fenced yard ・Free onsite driveway parking *Tap the ❤ in the top right to save to your wishlist!

A welcoming porch is featured at the front of a single-story house, flanked by tall trees and lush greenery. The home has a sloped metal roof and is set against a serene natural backdrop, creating a peaceful atmosphere.

Cottage in DeFuniak Springs

4.88 out of 5 average rating, 102 reviews

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!

An aerial view captures a coastal community with white-roofed homes lining the streets. Directly behind the highlighted property, the sea glistens in the sunlight, lending a blue hue to the scene. The nearby Highway 30A is visible, connecting the area to more attractions.

Cottage in Panama City Beach

4.96 out of 5 average rating, 147 reviews

Beach Cottage at the Heart of the Best of 30A

Only 800ft to beach and no roads to cross! Easy to go to and from the powdery sand multiple times a day. Easily enjoy nice interludes back at the cottage for eating, cooling off, taking a nap, or grabbing forgotten items... you won't want to miss any sunsets. A 10 min walk gets you to restaurants, coffee, ice cream, live music and more. Wind down with a movie on an 65-inch TV and free Netflix, cable, and Gigabit Ethernet. EV charging available on site. 4 bikes are included, a big savings!

A cozy living area features sloped ceilings and abundant natural light from large windows. A plush sectional sofa is arranged around a circular coffee table, complemented by a patterned area rug. A single lamp provides additional lighting, enhancing the space's comfort.

Cottage in Fort Walton Beach

4.91 out of 5 average rating, 263 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!)

Top guest favorite

A staircase with wooden railing leads to an upper level, complemented by a vibrant plant mural on the wall. The kitchen area features modern appliances, including a stove and refrigerator, with light cabinets and a tiled backsplash. Natural light brightens the open space.

Cottage in Destin

4.95 out of 5 average rating, 286 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!

A bright living space features a comfortable seating area, including a large sofa and striped chairs. Natural light streams in through large glass doors that open to a balcony, complemented by a round mirror and decorative accents. A dining table for six is also visible.

Cottage in Santa Rosa Beach

4.95 out of 5 average rating, 104 reviews

Cheeks On The Beach-30% Discount for August stays!

Step into the powdery white sands and mesmerizing emerald waters of Florida's famed coast. Let the salty air kiss your skin as you sink your toes into the sand, feeling every ounce of stress just melt away-much like the fresh, local seafood that awaits you nearby. Whether you're sunbathing by our stunning zero-entry pool, grilling your catch of the day, or just vibing to live tunes, Cheeks on the Beach is your haven for that perfect blend of relaxation & revelry.

Top guest favorite

A vintage cottage features a light blue exterior surrounded by a white picket fence. A gravel driveway leads to the entrance, complemented by tropical landscaping including palm trees.

Cottage in East Pensacola Heights

4.98 out of 5 average rating, 491 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.

A charming 1940s cottage is framed by a white picket fence, featuring a light blue exterior and multiple windows that invite natural light inside. The front steps lead to a welcoming entrance, surrounded by a grassy yard and shaded by trees.

Cottage in Pensacola

4.98 out of 5 average rating, 99 reviews

Newly Renovated Cottage: Close to Downtown/Beaches

Enjoy our newly renovated 1940s cottage with all new appliances and furniture. Home includes: - 2 queen size beds, 1 full/twin bunk bed set - 2 dedicated work stations - Full kitchen with stove, microwave, dishwasher, fridge, coffee maker, water dispenser, and ice maker. - Smart washer and dryer in unit - Gaming station - Iron and board - Deck with table and chairs - Picnic table with umbrella, firepit, and propane grill -Baby supplies - Beach supplies

A charming front porch features two white chairs adorned with geometric cushions, inviting relaxation. Lush greenery surrounds the entryway, complemented by a soft, manicured lawn. The house displays a pastel pink facade, with a welcoming entrance highlighted by a yellow door.

Cottage in Navy Point

4.78 out of 5 average rating, 165 reviews

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!

A welcoming front porch is featured, showcasing gray railings and a light gray floor. Two chairs, one green and one white, sit on the porch. A vibrant red door stands out against the light beige siding, complemented by a nearby window dressed with white curtains.

Cottage in Old East Hill

4.8 out of 5 average rating, 309 reviews

Cute Cottage Getaway Downtown!

Wonderful cottage within walking distance to enjoy everything downtown Pensacola has to offer- gallery night, festivals, concerts, market days, parades, Ice flyers games, and Pensacon are all within walking distance! Very cute 1 bedroom 1 bath, light and bright though out. Front porch for relaxing afternoons. A few blocks away from the convention center!!! We charge a pet fee of $75+tax that will be charged per pet. Collected separately.

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Popular amenities for Crestview cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Top guest favorite

A two-story cottage is depicted, featuring a lush green lawn with palm trees. Outdoor seating areas with wicker chairs and a table are seen, providing a relaxing space for guests. The building has a light-colored exterior complemented by a balcony on the upper level.

Cottage in Miramar Beach

4.97 out of 5 average rating, 64 reviews

Mainsail Cottage #39

Top guest favorite

The front entrance of Daddio's Cottage is framed by lush palm trees and greenery. The porch, featuring a wooden deck and white railing, invites guests to relax. Two chairs are positioned on the porch, welcoming visitors into the charming coastal home.

Cottage in Seacrest

5 out of 5 average rating, 87 reviews

Daddio's Cottage on 30A

Top guest favorite

A serene beach scene features gentle waves lapping at the shore, with colorful umbrellas dotting the sandy landscape. A wooden walkway leads to the beach, framed by natural vegetation that adds texture to the view. Clear blue skies stretch overhead.

Cottage in Santa Rosa Beach

5 out of 5 average rating, 53 reviews

Lukow's Landing

The image features a montage of scenes. The upper left showcases a coastal cottage with a pergola and bike racks. The upper right highlights a serene beach view with soft waves. The lower left displays a bright bedroom with decorative textures. The lower right presents a welcoming living area with light-colored furniture and a round coffee table.

Cottage in Seacrest

4.93 out of 5 average rating, 15 reviews

Private Beach ~ Bikes ~ Pool

A welcoming front porch is highlighted by colorful adirondack chairs in shades of pink and yellow. The cottage features a covered entryway with a screen door, surrounded by gravel and greenery. Bright sunlight enhances the cheerful ambiance of the exterior.

Cottage in Destin

4.64 out of 5 average rating, 36 reviews

Great Tarpon Get-a-way

A charming two-story villa features a symmetrical facade with a peaked roof. The porch is adorned with white railings and entrances on both levels. Lush greenery surrounds the property, enhancing its inviting outdoor space.

Cottage in Perdido Key

4.62 out of 5 average rating, 151 reviews

2 bedroom/ 2.5 bath Beach Condo

The exterior of a modern beach house is presented, featuring a light green façade with distinctive shingle detailing. A covered porch is highlighted, complete with seating options and expansive windows inviting natural light. The design offers a welcoming entrance to the home.

Cottage in Inlet Beach

4.89 out of 5 average rating, 62 reviews

Hwy30A House Private Beach w/ Pool Jacuzzi Bikes

A serene waterway reflects the soft colors of sunset, with trees lining the banks and tall grasses swaying gently at the water's edge. The landscape showcases a blend of greens and browns, creating a calm and tranquil atmosphere.

Cottage in Freeport

4.85 out of 5 average rating, 39 reviews

2 bedroom cottage with hot tub

Pet-friendly cottage rentals

Top guest favorite

A charming blue cottage is nestled in a leafy setting, featuring an inviting yellow door as a focal point. Flanking windows are framed by dark shutters. The well-kept front yard is bordered by a wooden fence, while a driveway provides ample parking space.

Cottage in Navy Point

5 out of 5 average rating, 23 reviews

Navy Blues Cottage

The exterior of the house is adorned with a vibrant mural depicting dolphins and coastal scenery, enhancing the tropical atmosphere. Two windows are visible, providing natural light. The entrance area features latticework, and the surrounding ground is covered in gravel and sand.

Cottage in Pensacola Beach

4.9 out of 5 average rating, 147 reviews

Cozy Mermaid Cottage on Pensacola Beach

A spacious living room is displayed, featuring a light blue couch adorned with colorful throw pillows. A large ottoman sits in the center, complemented by a patterned area rug. Natural light streams through the large window, with floor lamps providing additional illumination.

Cottage in Pensacola

4.89 out of 5 average rating, 230 reviews

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

An open-concept great room is featured, highlighted by soft beige furnishings and natural light from large windows. A fully-equipped kitchen is visible, showcasing stainless steel appliances and a granite countertop. A dining area with mirrored accents and a light-toned table is also seen, providing a welcoming space.

Cottage in Rosemary Beach

4.91 out of 5 average rating, 267 reviews

Spacious Retreat! 3-12+weeks Deepening Discounts

Top guest favorite

A welcoming exterior view of a recently renovated home features a charming porch with two white chairs and a small table. A paved brick pathway leads to the front door, framed by well-maintained grass and surrounding greenery.

Cottage in East Pensacola Heights

4.99 out of 5 average rating, 158 reviews

Modernized 2BR Historic Home w/ King bed

The cottage features a grey metal roof and a welcoming front entrance. Lush green hedges and a white picket fence frame the property, while a palm tree adds a tropical touch. A clear blue sky provides a bright backdrop.

Cottage in Destin

4.81 out of 5 average rating, 120 reviews

Charming Beach Cottage- with beach service

A modern living area is highlighted by large windows draped with sheer curtains, allowing natural light to filter in. A comfortable sofa with decorative pillows faces a wooden coffee table, complemented by a TV mounted on the wall. Light wood floors enhance the bright atmosphere.

Cottage in Pensacola

4.92 out of 5 average rating, 88 reviews

Charming Getaway | 12 minutes to Beach

Cottage in Pensacola Beach

4.88 out of 5 average rating, 64 reviews

Historical Water front cottage, Stunning views!!!!

Private cottage rentals

The exterior of the cottage features a charming porch with a wooden pergola, framed by trees. Two blue adult bikes are parked on the gravel pathway, inviting outdoor exploration. The calming design and natural surroundings create a welcoming entrance.

Cottage in Santa Rosa Beach

4.91 out of 5 average rating, 57 reviews

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

An open living area features a comfortable gray sectional sofa facing a wall-mounted television. A light wooden dining table with patterned placemats sits nearby, surrounded by white chairs. The adjacent kitchen showcases blue cabinetry and modern appliances, providing a cohesive and inviting space.

Cottage in East Hill

4.95 out of 5 average rating, 102 reviews

The East Hill Escape, A Bay View Beachy Cottage

Top guest favorite

A charming exterior of a small house is presented, featuring light purple siding and white columns supporting the front porch. Steps lead up to a solid door, with windows flanking each side, and a grassy area surrounds the structure, enhancing its connection to nature.

Cottage in Pensacola

4.97 out of 5 average rating, 79 reviews

Coastal Country Living

The exterior of the cottage features a bright coral front door set against a crisp white façade. Large windows on either side allow natural light to enter, framed by greenery. A small flower bed and path lead to the entrance, enhancing the welcoming appearance.

Cottage in Navarre

5 out of 5 average rating, 7 reviews

Peaceful Waterfront Cottage

Top guest favorite

A charming cottage is presented with vibrant blue siding and a bright yellow front door. The exterior features large windows with white trim and a garage door painted in matching blue. Surrounding greenery and potted plants add to the inviting entrance.

Cottage in East Hill

4.99 out of 5 average rating, 67 reviews

Simply Unwind: a retreat style stay. EV Charger

The charming cottage exterior features a welcoming entrance with steps leading to a covered porch. A bicycle rests beside a large blue planter, set against a backdrop of lush greenery and cloudy skies.

Cottage in Sunnyside

5 out of 5 average rating, 71 reviews

3BR Gem Big Yard, Deck, Screen Porch, Bikes & More

Top guest favorite

Four wooden lounge chairs are positioned on white sand, with a clear blue sky and ocean in the background, inviting relaxation. The cottage features a colorful exterior and a welcoming front porch. Inside, light wood paneling and modern appliances create a cozy kitchen ambiance. A stunning sunset reflects over gentle waves.

Cottage in Navarre

4.95 out of 5 average rating, 20 reviews

Cottage near beach, quiet, private area

Top guest favorite

A modern kitchen and living area is described, featuring a spacious granite island with a gas stove and stylish bar stools. A large smart TV is mounted above a decorative fireplace, while cozy seating is arranged around the living space. Soft lighting adds to the welcoming ambiance.

Cottage in Navy Point

4.99 out of 5 average rating, 93 reviews

Cozy Comfy Home & game room, near NAS & downtown

Destinations to explore