Cottage vacation rentals in Crestview

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Top-rated cottage rentals in Crestview

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Top guest favorite

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, 107 reviews

The East Hill Escape, A Bay View Beachy Cottage

Welcome to The East Hill Escape, a beautifully refinished 1940's cottage spacious enough for your entire group. Feel at home with all amenities you need, including full kitchen with all necessary appliances, mudroom equipped with W/D, cozy reading nooks and a private office. While this charming home is the perfect secluded getaway, it's location makes it convenient for you to get around. You are only: 5 min walk to Bayview Park 7 min drive to downtown Palafox St 15 min drive to Pensacola Beach

Top guest favorite

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

4.89 out of 5 average rating, 109 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!

Top guest favorite

A bright living area is highlighted by large windows allowing natural light to fill the space. A white couch adorned with textured cushions sits on a vibrant blue area rug. A small round table with a plant stands beside the couch, while wall art features a motivational phrase.

Cottage in Pensacola

4.98 out of 5 average rating, 246 reviews

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

Welcome to good vibes @ Coco Ro Surf Shack – your cozy, beachy retreat in downtown Pensacola! This inviting 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!

Guest favorite

A charming cottage is displayed with a bright yellow front door, framed by two light blue windows. A small outdoor seating area with two blue chairs sits on the driveway, surrounded by manicured shrubs and a wooden fence offering privacy.

Cottage in East Pensacola Heights

4.95 out of 5 average rating, 100 reviews

Hibiscus Sunrise Cottage - Walk to local dining!

Enjoy our quaint cottage centrally located in East Pensacola Heights and within walking distance to local restaurants and Bayou Texar! In this family-friendly neighborhood you're sure to see folks out for a run, an evening stroll, a bike ride, or walking their dogs. You'll enjoy an amazing tree canopy on a short walk to the Bayou for fishing or boating! Popular downtown Pensacola is only 3 miles away, the airport is 4.5 miles, and our beautiful white sand beaches are a quick 15 minute drive!

Guest favorite

A light green cottage features a spacious porch with white railings and two outdoor chairs, surrounded by palm trees and well-maintained gardens. The design harmonizes with the bright blue sky and nearby structures, creating an inviting beach atmosphere.

Cottage in Destin

4.96 out of 5 average rating, 142 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 - 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.

Guest favorite

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

4.92 out of 5 average rating, 271 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, 297 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!

Guest favorite

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, 105 reviews

Cheeks On The Beach-30% Discount for Fall 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, 504 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.

Top guest favorite

The front porch of the tiny house features a welcoming sign and a pair of chairs, creating a cozy entryway. Bright flowers and a gravel path enhance the outdoor space, while a privacy fence separates the yard, providing a peaceful atmosphere.

Cottage in Crestview

4.96 out of 5 average rating, 107 reviews

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.

Superhost

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, 171 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!

Top guest favorite

A charming cottage exterior is presented with light yellow siding and black shutters. A white front door, adorned with a small light fixture, complements the inviting entrance. Lush greenery frames the entrance, with a paved driveway leading up to the house.

Cottage in Pensacola

4.99 out of 5 average rating, 230 reviews

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.