
Cottage holiday rentals in Crestview
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Top-rated cottage rentals in Crestview
Guests agree: these cottages are highly rated for location, cleanliness and more.

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.

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!

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!

"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!)

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!

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

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.

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.

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.

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!

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!

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
Cottage rentals with a hot tub

Mainsail Cottage #39

Walk to the Beach - Private Cottage + Resort

Vibe! Coastal living experience! Screened pool!

Great Tarpon Get-a-way

2 bedroom/ 2.5 bath Beach Condo

Hwy30A House Private Beach w/ Pool Jacuzzi Bikes

Spacious Miramar Beach Cottage w/ Beach Access!

2 bedroom cottage with hot tub
Pet-friendly cottage rentals

Navy Blues Cottage

Cozy Mermaid Cottage on Pensacola Beach

Charming Cottage, 2+BR (entire home, self checkin)

Coastal Country Living

Sanders Beach Sanctuary - Great Location!

Modernized 2BR Historic Home w/ King bed

Sum Beaches Paradise Cottage 8

Historical Water front cottage, Stunning views!!!!
Private cottage rentals

Gardner's Cottage - Fenced Yard, Bring Your Boat

Historic Smith House, authentic cottage

Steps to Beach - Beach Chair Service - Pool

Hermosa aqua

Best Value Cottage 3Bed steps to beach and pool

Octopus Cottage

The Church St. Cottage - Iconic Downtown Location

Perfect Pensacola Beach and Downtown Location!
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!
Destinations to explore
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- Rentals with a firepit Crestview
- Pet-friendly rentals Crestview
- Rentals with outdoor seating Crestview
- Rentals with pools Crestview
- Rentals with a washing machine and dryer Crestview
- Family-friendly rentals Crestview
- House rentals Crestview
- Rentals with a patio Crestview
- Cottage rentals Florida
- Cottage rentals United States
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Princess Beach
- Navarre Beach Fishing Pier
- James Lee Beach
- Blue Mountain Beach
- Grayton Beach State Park
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Fort Walton Beach Golf Course
- Eglin Beach Park
- Raven Golf Club
- Walton Dunes Beach Access
- The Track - Destin
- Camp Helen State Park
- Pensacola Dog Beach West
- Fred Gannon Rocky Bayou State Park
- Seacrest Beach
- Gulf Breeze Zoo
- Wayside Park, Okaloosa Island
- Eglin Matterhorn Beach Access Point
- Osceola Municipal Golf Course




