Cottage holiday rentals in Crestview

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Top-rated cottage rentals in Crestview

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Top guest favourite
A front porch features two black chairs and a small table, surrounded by a grassy yard and lush greenery. The light-colored cottage exterior is complemented by large windows that invite natural light, creating a welcoming entrance.
Cottage in Pensacola
4.95 out of 5 average rating, 134 reviews

Pensacola Cottage Downtown & Quick Drive to Beach

My wife and I built this cottage in late 2021 in quiet downtown Pensacola with our guest in mind. Our one bedroom one bath cottage is outfitted so you will have most everything you need. This includes a full working outfitted kitchen, cleaning & paper supplies plus more. Our cottage is located near Ever'man Coop Grocery & cafe, Joe Pattis Seafood Market , Maritime Park (Wahoo Stadium) , Pensacola's popular Palafox Street and other downtown favorites. Only 9 miles away from beautiful beaches.

Top guest favourite
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
4.9 out of 5 average rating, 119 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 favourite
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, 106 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 favourite
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, 276 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 favourite
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, 301 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!

Top guest favourite
A vibrant seating area features a red sectional sofa adorned with floral accent pillows. Colorful wingback chairs provide additional seating, set against a patterned rug. Natural light enters through sheer curtains, enhancing the lively atmosphere of the space.
Cottage in Fort Walton Beach
4.91 out of 5 average rating, 181 reviews

The Bishop House Boat trailer parking

The Bishop House.... Super clean... Hospitals within 2 miles and is located by both bases Eglin and Hurlburt base. WiFi only streaming only. 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 inside the house. Outside smoking only

Top guest favourite
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, 513 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.

Guest favourite
A bright and airy living area features a light-colored sofa and a round coffee table. Two unique chairs made of wood are positioned nearby. An entertainment unit displays a colorful TV screen, while a dining area with high chairs is visible in the background.
Cottage in Santa Rosa Beach
4.96 out of 5 average rating, 107 reviews

Seagrove Escape | Renovated & Snowbird-Friendly!

Stylish Seagrove Cottage in Prime 30A Location Welcome to Seas the Day, a freshly renovated 3-bedroom, 2-bathroom beach cottage located in the golf cart–friendly Cottages at Eastern Lake community in Seagrove Beach. With all-new interiors, an unbeatable location near Seaside and local favorites, and thoughtful extras like four cruiser bikes, beach gear, and kid-friendly amenities included, this home is designed for laid-back beach days and easy 30A living.

Guest favourite
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, 115 reviews

Tiny House for 4, close to beach and activitie

30 minutes away from Destin FL, voted for it’s Beautiful Beaches. Tiny house for 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, 176 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!

Guest favourite
A welcoming entrance features a covered porch adorned with vibrant pink flowers and a birdhouse. Two white chairs are positioned beside a small table, inviting guests to enjoy the serene setting. A decorative wind chime adds a touch of charm to the doorway.
Cottage in Mary Esther
4.84 out of 5 average rating, 158 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 traffic. Our nest is a private home with a shallow beach and small 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!

Top guest favourite
A two-story house with a classic design features a welcoming front porch with multiple white railings. Lush greenery surrounds the property, with palm trees visible. A brick pathway leads to the front door, while a white picket fence encloses the yard.
Cottage in Santa Rosa Beach
4.97 out of 5 average rating, 224 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!

Popular amenities for cottage rentals in Crestview

Quick stats about cottage rentals in Crestview

  • Nightly prices starting at

    Crestview holiday rentals start at $180 SGD per night before taxes and fees

  • Verified guest reviews

    Over 100 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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