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Cottage vacation rentals in Crestview

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Crestview cottage rentals

Kitchen
Wifi
Pool
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 Sandestin
4.97 out of 5 average rating, 66 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

Guest favorite
The exterior of a coastal home is shown, featuring a light-colored facade, palm trees, and a spacious driveway. A six-seater golf cart is visible in the yard, alongside images of the nearby beach and a private screened pool.
Cottage in Santa Rosa Beach
4.89 out of 5 average rating, 175 reviews

Vibe! Coastal living experience! Screened pool!

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, 56 reviews

Lukow's Landing

Guest favorite
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
4.94 out of 5 average rating, 17 reviews

Private Beach ~ Bikes ~ Pool

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 Pensacola
4.62 out of 5 average rating, 151 reviews

2 bedroom/ 2.5 bath Beach Condo

Guest favorite
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

The exterior of a two-story cottage is shown, featuring a covered porch with seating on both levels. Lush palm trees and landscaped greenery enhance the setting, while a serene path leads towards the entrance of the property.
Cottage in Miramar Beach
4.84 out of 5 average rating, 75 reviews

Spacious Miramar Beach Cottage w/ Beach Access!

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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 Pensacola
5 out of 5 average rating, 25 reviews

Navy Blues Cottage

Guest favorite
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

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
4.91 out of 5 average rating, 58 reviews

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

Top guest favorite
An aerial view captures Garnier Beach Park, with calm waters extending toward the horizon. The scene includes several docks, lined along the shore, highlighting the neighborhood's residential area with tree-shaded streets and a mix of homes, all contributing to a serene coastal environment.
Cottage in Fort Walton Beach
5 out of 5 average rating, 50 reviews

Beachside Escape: Movie Room+Private Backyard+Fun

Top guest favorite
A comfortable seating area features a blue sofa with decorative cushions. A small dining table and bar stools are positioned near the modern kitchen, equipped with wooden cabinets and a range of appliances. Art and natural light enhance the inviting atmosphere.
Cottage in Pensacola
4.97 out of 5 average rating, 63 reviews

Sanders Beach Sanctuary - Great Location!

Guest favorite
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, 268 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 Pensacola
4.99 out of 5 average rating, 159 reviews

Modernized 2BR Historic Home w/ King bed

Top 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 Pensacola
4.95 out of 5 average rating, 98 reviews

Hibiscus Sunrise Cottage - Walk to local dining!

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Private cottage rentals

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
4.98 out of 5 average rating, 80 reviews

Coastal Country Living

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, 71 reviews

Simply Unwind: a retreat style stay. EV Charger

Guest favorite
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, 93 reviews

Charming Getaway | 12 minutes to Beach

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, 54 reviews

Retro Cottage by the Bay:15 Mins 2 Beach/Pets

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 Pensacola
4.99 out of 5 average rating, 95 reviews

Navy Point Home & game room, near NAS & downtown

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
4.92 out of 5 average rating, 24 reviews

Cottage near beach, quiet, private area

Guest favorite
A charming blue cottage with a light gray exterior features a welcoming front entryway and several windows allowing natural light. The surrounding yard is landscaped with grass and pine straw, adding to the overall inviting appearance of the home.
Cottage in Samson
4.94 out of 5 average rating, 48 reviews

The Gulf Breeze cottage

Top guest favorite
The living area features a cozy seating arrangement with low-profile sofas and chic armchairs. A light area rug complements the wood flooring. A fireplace adds a focal point, while large windows with plantation shutters allow natural light to filter in.
Cottage in Downtown Pensacola
5 out of 5 average rating, 49 reviews

Elegance & Charm: 27 Steps to Old Christ Church

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