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Cottage vacation rentals in Crestview

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Top-rated cottage rentals in Crestview

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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, 238 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.

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, 246 reviews

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

Welcome to good vibes at 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 pristine 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!

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!

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!

The exterior of a two-story, light blue cottage is displayed, featuring a screened-in porch and a stone foundation. A row of colorful beach cruisers, including two children’s bikes and trailers, is positioned along a paved path, surrounded by vibrant greenery.

Cottage in Santa Rosa Beach

4.96 out of 5 average rating, 136 reviews

Grayton Beach!-Best beach access, bikes, dune lake

We can’t wait to host you at Sand Reef Cottage in Grayton Beach/ Santa Rosa Beach FL! Grayton is an unspoiled florida beach town with rare coastal dune lake for safe swimming for all ages and a bohemian, small town vibe! Florida’s iconic 30A! The cottage is an easy bike ride, or free tram ride to the white sandy beaches. ♥Comfortably sleeps 8 ♥Bikes & trailers provided ♥Free Daily Tram Short Ride to Beach ♥Community pool ☒ Booking Guest must be 25. NO PARTIES, SMOKING, PETS @GoodHostCo

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, 270 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!

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.

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!

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

4.83 out of 5 average rating, 151 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!

The cottage is shown nestled among native vegetation, featuring a wooden deck at the entrance. Lush palm leaves create a tropical ambiance, while the structure's blue exterior adds a pop of color against the natural backdrop.

Cottage in Santa Rosa Beach

4.89 out of 5 average rating, 203 reviews

Palm House Cottage

Palm House is situated on a private residential road. Your private cottage is located on our secluded property in an quiet and quaint neighborhood. Our property is located close to Blue Mountain, Grayton, Seaside and Seagrove Beach. There are 50 public beach accesses along 30-A within 6 miles from our Home. Palm House includes: Queen bed Bunk Beds Full Size Kitchen All essentials Please see additional notes for more info

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Popular amenities for Crestview cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

A two-story bungalow features a light green exterior and a metal roof, surrounded by lush greenery. Two adirondack chairs are positioned on a grassy area in front, inviting relaxation. The building is adjacent to similar structures and showcases a tropical landscape with palm trees.

Cottage in Perdido Key

4.92 out of 5 average rating, 26 reviews

Surf N Sand Cottage at Purple Parrot Resort!

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, 57 reviews

Lukow's Landing

Cottage in Seacrest

4.94 out of 5 average rating, 18 reviews

Camp Creek Cottage by Stay on 30a

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, 63 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

4.86 out of 5 average rating, 42 reviews

2 bedroom cottage with hot tub

Top guest favorite

A large outdoor pool area is visible, featuring a waterfall and surrounded by palm trees. Several thatched-roof structures are situated nearby, providing shaded seating. The clear blue water reflects the bright sky, while paved walkways are seen along the pool's edges.

Cottage in Perdido Key

4.95 out of 5 average rating, 41 reviews

Key West style villa @ Purple Parrot Village

Top guest favorite

The outdoor space features a modern pool surrounded by lounge chairs and umbrellas. Green landscaping and deck space provide a relaxing atmosphere, while trees create privacy. The sky presents a gradient of colors, indicating a serene evening.

Cottage in Seacrest

5 out of 5 average rating, 54 reviews

Peaceful Adult Retreat w/ Huge Heated Pool + Bikes

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, 30 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, 149 reviews

Cozy Mermaid Cottage on Pensacola Beach

Top guest favorite

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

4.92 out of 5 average rating, 62 reviews

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

Cottage in Laguna Beach on the Gulf of Mexico

4.93 out of 5 average rating, 138 reviews

💦LagunaBeachCottage w/fire pit! 1 min walk to 🏖

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, 270 reviews

Spacious Retreat! 3-12+weeks Deepening Discounts

Cottage in Lillian

4.88 out of 5 average rating, 105 reviews

P’s Paradise. Close to AL. Beaches

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, 159 reviews

Modernized 2BR Historic Home w/ King bed

Cottage in Pensacola Beach

4.96 out of 5 average rating, 77 reviews

The Seahorse 6mi to Pcola Bch

Private cottage rentals

Top guest favorite

A well-lit exterior reveals a charming cottage nestled among lush greenery. A wooden pathway leads to the entrance, accompanied by vibrant outdoor lighting and dense foliage, creating a serene and inviting atmosphere at dusk.

Cottage in Santa Rosa Beach

5 out of 5 average rating, 97 reviews

Historic Smith House, authentic cottage

Top guest favorite

An open living and dining area is shown, featuring a wooden dining table surrounded by white chairs. The kitchen is equipped with modern appliances. A cozy seating arrangement includes a sofa and chair beside a fireplace, with a coffee table and decorative elements enhancing the space.

Cottage in Miramar Beach

5 out of 5 average rating, 41 reviews

Steps to Beach - Beach Chair Service - Pool

A charming beachfront unit features a pastel pink exterior with light blue shutters. Two blue chairs are positioned beside a small palm, offering a cozy spot to relax. Paved stones lead to the welcoming entrance adorned with a simple sign.

Cottage in Laguna Beach on the Gulf of Mexico

4.83 out of 5 average rating, 12 reviews

Walk to Laguna Beach. 2 Bedroom

Top guest favorite

A comfortable outdoor seating area features a blue sectional sofa and wicker chair. A small table provides space for drinks. A mounted TV displays a beach scene. Surrounding greenery is visible through the screens, offering a serene view of the natural landscape.

Cottage in Santa Rosa Beach

4.94 out of 5 average rating, 51 reviews

30A's Camp Coastal - 1/2 mile from the Beach!

Top guest favorite

Cottage in Fort Walton Beach

4.98 out of 5 average rating, 55 reviews

Beachside Escape: Movie Room+Private Backyard+Fun

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, 76 reviews

Simply Unwind: a retreat style stay. EV Charger

Top guest favorite

A sunset view from a fire pit area features four yellow Adirondack chairs arranged around a circular fire pit. A vibrant sky is painted in hues of orange and pink, with silhouettes of trees in the background. The open space invites relaxation and connection with nature.

Cottage in Freeport

4.98 out of 5 average rating, 56 reviews

Bayview Cottage | Pet Friendly | 15 Min to Beach

Top guest favorite

A charming cottage is presented, featuring a front porch with white railings and steps leading up to the entrance. An American flag is displayed on the left side, while the exterior showcases a combination of red and white siding under a clear blue sky.

Cottage in Navarre

5 out of 5 average rating, 15 reviews

Pet friendly, affordable vacation rentals

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