Cottage vacation rentals in Crestview

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Top-rated cottage rentals in Crestview

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Superhost

A welcoming living area is presented with a large area rug on polished wooden floors. Two comfortable chairs and a black sofa are arranged to create a cozy seating space. Natural light is allowed through a front door and windows, enhancing the room's bright and airy feel.

Cottage in Pensacola

4.89 out of 5 average rating, 224 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.

Top guest favorite

The exterior of the cottage presents a welcoming front porch with two white chairs facing a small table. Lush greenery surrounds the area, and potted plants are positioned by the steps, enhancing the inviting appeal of the home.

Cottage in Pensacola

4.99 out of 5 average rating, 215 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 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.

Guest favorite

Three plush white towels hang neatly on a rustic wooden hook with black iron accents, adding a touch of charm to the bathroom. A patterned shower curtain with intricate designs is partially visible in the background, enhancing the overall aesthetic of the space.

Cottage in Pensacola

4.94 out of 5 average rating, 125 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.

Superhost

A serene beach scene depicts soft white sand meeting clear turquoise waters. Gentle waves roll onto the shore under a bright blue sky with scattered clouds. A lone figure can be seen wading in the water, emphasizing the peacefulness of the setting.

Cottage in Gulf Breeze

4.76 out of 5 average rating, 247 reviews

Cozy Treetop Cabin Near East Bay & Beaches

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 beaches of the Gulf of Mexico. Need a little extra room? Check out Laura's Loft, our twin cabin next door.

Top guest favorite

Two wooden shelves display a framed artwork featuring leaf designs in warm tones and a small potted plant. A bottle of lotion is positioned on the lower shelf, providing a subtle touch of decor.

Cottage in Laguna Beach On The Gulf Of Mexico

4.98 out of 5 average rating, 168 reviews

NEW cozy beach cottage 3 blocks from beach!

Welcome to your home away from home! Our fully renovated & modern beach cottage is the perfect place to relax & reset, whether that's lounging in our bright, cozy living room, spending the day at the beach (a quick 3 block walk) or sipping on your drink of choice by the fire pit in the backyard. We are centrally located between 30a & Pier Park with plenty of amazing restaurants, shops & nightlife to experience. Come stay with us, we're always open! Follow us on IG @its.alwaysopen

Top guest favorite

Cottage in Destin

4.95 out of 5 average rating, 281 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 light blue cottage is framed by a white railing, leading to a wooden gate. The grassy yard is highlighted by a hammock strung between palm trees, inviting relaxation. Gravel pathways border the entry, connecting the cottage to the outdoor space.

Cottage in East Pensacola Heights

4.98 out of 5 average rating, 481 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.

Superhost

A compact kitchen area features white cabinetry and sleek countertops enhanced by modern appliances. Natural light filters in through the window, illuminating the space. A coffee maker and decorative items are positioned on a counter, with a view of the private backyard visible through the glass door.

Cottage in Navy Point

4.78 out of 5 average rating, 161 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 favorite

The exterior of a large multi-purpose arena is showcased, with a modern architectural design featuring smooth lines and a white facade. Lush greenery surrounds the entrance, and a view of the water is visible in the distance, enhancing the venue's setting.

Cottage in Old East Hill

4.8 out of 5 average rating, 303 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.

Superhost

Cottage in Mary Esther

4.84 out of 5 average rating, 143 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!

Superhost

A screened porch area features two blue metal chairs with cushioned seats and a small side table adorned with a potted flower. Lush greenery is visible through the screen, creating a serene setting for relaxation.

Cottage in Santa Rosa Beach

4.89 out of 5 average rating, 189 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

Top guest favorite

Two stylish soap dispensers are placed on a counter, one labeled 'HANDS' and the other 'DISHES.' A minimalist holder keeps them organized. The background features a textured hexagonal tile wall, complemented by a wooden countertop that adds warmth to the modern design.

Cottage in East Pensacola Heights

4.99 out of 5 average rating, 156 reviews

Modernized 2BR Historic Home w/ King bed

Recently renovated - this is the perfect home base for whatever brings you to Pensacola. Located in a safe and convenient neighborhood, guests are walking distance to a local grocery store, coffee shop, restaurants, parks, and water access at Bayou Texar. It is only a short drive to the airport, shopping, downtown, and the beach. There is also ample parking for you and your guests in a large unfenced yard.