Cottage holiday rentals in Crestview

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Popular amenities for Crestview cottage rentals

Cottage rentals with a hot tub

Superhost
Cottage in Pensacola
4.89 out of 5 average rating, 18 reviews

Surf N Sand Cottage at Purple Parrot Resort!

ReannaRating, 5 stars1 week ago
Couldn’t recommend booking at Lisa’s place more. 10/10. Lisa was so friendly and hospitable. She went above and beyond for our family to ensure we were comfortable and well informed of all the resort amenities and entertainment/ dining around the surrounding area. Lisa was very prompt with n answering my questions and she was very accommodating. Everything about our stay was wonderful and we look forward to booking with Lisa again!
Guest favourite
Cottage in Santa Rosa Beach
4.9 out of 5 average rating, 172 reviews

Vibe! Coastal living experience! Screened pool!

CrystalRating, 5 stars3 weeks ago
Amazing house for our boys Senior Trip! Home everything we needed! Cottage was perfect. Pool was perfect!
Top Guest favourite
Cottage in Santa Rosa Beach
5 out of 5 average rating, 48 reviews

Lukow's Landing

AngelaRating, 5 stars3 days ago
Courtney's place was just perfect for my daughter's Senior Trip! The house was so cute and plenty big for all of us to spread out and relax. The bikes were perfect for the girls to go to and from the beach. It was also very walkable to the beach if you prefer to walk instead. Courtney was very responsive and so helpful, we would stay here again in a heart!
Guest favourite
Cottage in Seacrest
4.91 out of 5 average rating, 11 reviews

Private Beach ~ Bikes ~ Pool

LindaRating, 5 stars1 month ago
Great location with beach access very close to the cottage. It was nice to have a pool and hot tub option as well. The house is situated on the corner which was nice and quiet. Definitely will stay here again.
Top Guest favourite
Cottage in Panama City Beach
5 out of 5 average rating, 47 reviews

LUX Vibe! Any Dogs OK! Fenced Yard! FreeGolf Cart!

JuanRating, 5 stars1 week ago
Elizabeth’s home felt comfortable and she made it simple to find items around the home. We had a great time using the hot tub and the golf cart. I would definitely stay at their home again! Appreciate it!
Guest favourite
Cottage in Panama City Beach
4.89 out of 5 average rating, 61 reviews

Hwy30A House Private Beach w/ Pool Jacuzzi Bikes

MichaelRating, 5 stars1 month ago
The cottage was perfect. It was spotless clean when we arrived. Jason was super fast in responding. The location couldn’t have been better. The private access white powder beach was beautiful. The bicycles were a nice touch as we rode them to Aly’s Beach. We didn’t leave without enjoying the pool also. Wouldn’t hesitate to stay here again.
Top Guest favourite
Cottage in Pensacola
4.95 out of 5 average rating, 37 reviews

Key West style villa @ Purple Parrot Village

VirginiaRating, 5 stars1 week ago
We just loved the condo , it was beautiful furnished and very well decorated, The bathroom was just beautiful Maureen was very quick to answer any questions that we had . She was also a very thoughtful host , it was so nice to find a bottle of wine and fresh flowers when we arrived We will definitely stay again
Top Guest favourite
Cottage in Seacrest
5 out of 5 average rating, 48 reviews

Summer Specials l Private Cottage w/ Heated Pool +

Lisa PittsRating, 5 stars1 week ago
Perfect for our Honeymoon! Private and comfortable. Fabulous 30a location!! One of the rare beach access points is right down the street plus bikes and beach chairs available to get there easily. Wonderful responsive host. Great Pool, hot tub and outdoor shower!

Pet-friendly cottage rentals

Guest favourite
Cottage in Pensacola Beach
4.9 out of 5 average rating, 144 reviews

Cozy Mermaid Cottage on Pensacola Beach

CraigRating, 5 stars1 month ago
We truly enjoyed our stay at the Mermaid Cottage, everything that is posted is accurate to include images. We have been coming to Pensacola Florida for years and usually stayed at the hotels so this was the first experience we had using Airbnb and due to Ella’s hospitality we will continue to use Airbnb when we travel. Ella was very responsive when I had questions. As new empty nesters our 2 dogs are like our children and it was amazing to bring them with us to share this experience. This couldn’t have happened without the opportunity Ella provided us to bring our pets. All in all this was an amazing experience, I would highly recommend the Mermaid Cottage and Ella if you are looking for the opportunity to enjoy Pensacola Beach.
Superhost
Cottage in Santa Rosa Beach
4.89 out of 5 average rating, 109 reviews

"Good To Go" on 30A Bike to Seaside! Pet Friendly

LeslieRating, 5 stars2 weeks ago
Carol was a phenomenal host- super kind and responsive - she took care of an issue with a charge from AirBnB super fast! The house was amazing- even cool (great ac! Many places we stay are never cool!)). Everything was super clean and looked great which I’m sure can be challenging when pet friendly! Obviously it’s not super close to the beach so be prepared to rent a golf cart or extra bikes if needed. Bc parking is so difficult at the beach, one person would drop everyone off and then go back to the house and ride one of the bikes back to the beach. It was so nice to have two bikes included as well!
Guest favourite
Cottage in Gulf Beach
4.92 out of 5 average rating, 120 reviews

Intracoastal Beach Cottage

SaraRating, 5 stars1 week ago
Overall this was one of the best places we’ve stayed at. So much provided you only needed food. We really enjoyed our stay and hope to visit again.
Guest favourite
Cottage in Laguna Beach On The Gulf Of Mexico
4.93 out of 5 average rating, 127 reviews

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

SteveRating, 5 stars3 weeks ago
Isaac and Irena are great hosts. They are super responsive and the couple of minor issues were handled quickly. The cottage is in a great location with short walks to beach and grocery. Being in a neighborhood was great for riding bikes and out of the hustle and bustle of the hotel district but close enough to drive to great restaurants. Price and comfort of the cottage is excellent
Guest favourite
Cottage in Rosemary Beach
4.91 out of 5 average rating, 263 reviews

Spacious Retreat! 3-12+weeks Deepening Discounts

BradyRating, 5 stars1 day ago
Amy was such a hospitable and responsive host. This place felt like home. It was in a perfect location; within walking distance to restaurants, shops, the pool, the beach, while also feeling private and very safe. A drive away you can find Destin and Panama City beach which are full of any activity you can think of; but rosemary keeps you nestled in a private elegant little town. We will 100% be back!
Top Guest favourite
Cottage in Pensacola
4.99 out of 5 average rating, 156 reviews

Modernized 2BR Historic Home w/ King bed

DeniseRating, 5 stars5 days ago
This beautiful little place was just what we needed. We were visiting a relative in assisted living nearby, yet wanted a place to retreat to at the end of the day, close to restaurants and the beaches for our down time. Our host provided everything we needed and more: comfortable beds, well-equipped kitchen, great bathroom, and lots of extras such as nice bathroom toiletries, snacks, Keurig pods, sunglasses and suntan lotion, restaurant suggestions, beach chairs, a hose for rinsing off the sand..... We really had everything we needed and then some! We were within easy walking distance to a number of good restaurants, and easy road access to the rest of Pensacola. Quiet neighborhood for walks, no dogs barking, etc.
Superhost
Cottage in Destin
4.81 out of 5 average rating, 118 reviews

Charming Beach Cottage- with beach service

CherylRating, 5 stars2 months ago
My husband and I enjoyed our month long stay at Maravilla (March 2025). We had a condo (building 1) last year and chose the cottage this year….more privacy, less noise. We had several guests throughout the month and there was plenty of room/space for all. Beautiful kitchen for cooking our meals. Large table to accommodate our guests. Enjoyed time on the back patio as well. Easy walk to pool, pickleball courts and beach. Beach umbrellas and chairs, which are included, are great. Bernadette was quick to respond if we had any concerns or questions throughout our stay. Thank you Bernadette for renting your cottage to us. We’ll be back because we love this area of Florida.
Guest favourite
Cottage in Santa Rosa Beach
4.95 out of 5 average rating, 171 reviews

It’s Just Darling

RachelRating, 5 stars5 days ago
Our multi-generational family stay at JUST DARLIN' was such a wonderful vacation! The house was clean, the beds comfy, and the rooms spacious. It was so bright, and open, and we all felt right at home. All the little touches were perfect. There were plenty of cooking utensils in the kitchen, towels in the bathrooms, and throw blankets to use in the living room. We also really appreciated the night lights in the evening. My daughter loved ''her room" w/the vanity. My parents took the downstairs master and loved stepping into the back patio for their tea and toast each morning. My husband and I enjoyed having the upstairs room to ourselves for quiet naps in the afternoon. We loved going to the pool a few houses up the hill everyday and the Ice Cream Shoppe around the corner was a delight. Julie was responsive and helpful and we can't wait to return! :)

Private cottage rentals

Top Guest favourite
Cottage in Pensacola
4.97 out of 5 average rating, 39 reviews

Bayou Cottage-4 Minutes to Beach-Perdido Key

LydiaRating, 5 starstoday
Such a great place to stay! It is so cozy and in a fantastic location! Shauna was very easy to reach and friendly. We would definitely stay here again!
Superhost
Cottage in Pensacola
4.93 out of 5 average rating, 42 reviews

P'Cola at Nightfall. 1 bed 1 bath Cottage

PaigeRating, 5 stars3 weeks ago
We had a great stay!
Guest favourite
Cottage in Santa Rosa Beach
4.92 out of 5 average rating, 37 reviews

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

DavidRating, 5 stars2 weeks ago
Camp Coastal was the ideal retreat for my wife and me during our long weekend getaway. Nestled in the heart of 30A, it offers unbeatable access to the beach, charming local restaurants, and coffee shops. The property provides both comfort and convenience, making it a fantastic choice for anyone visiting the area. We highly recommend it and can't wait to return!
Top Guest favourite
Cottage in Laguna Beach On The Gulf Of Mexico
4.96 out of 5 average rating, 23 reviews

Newly Updated beach cottage by 30A with golf cart!

MadelineRating, 5 stars1 week ago
I had an amazing stay at this beach Airbnb! The location was absolutely perfect—the golf cart was so convenient to get to the beach and restaurants. The home was clean and stocked with everything we needed, from beach towels and chairs to a fully equipped kitchen. I would 100% stay here again and highly recommend it to anyone looking for a relaxing and memorable beach vacation!
Top Guest favourite
Cottage in Pensacola
4.97 out of 5 average rating, 75 reviews

Coastal Country Living

SloaneRating, 5 stars2 weeks ago
Such a cute cozy place! My boyfriend and I loved the decor and it was so clean!! Kimberly was in top of everything she’s such a great host. Definitely book here so worth it. The beds are so comfy too you will sleep like a baby!
Top Guest favourite
Cottage in Pensacola
4.94 out of 5 average rating, 90 reviews

Hibiscus Sunrise Cottage - Walk to local dining!

AllieRating, 5 stars1 week ago
My parents were the ones to stay in this cottage and they loved it! They said it was very clean and decorated very well! It was exactly like the description provided with the hosts very easy to get ahold of! Location was great! My parents said when they go back to Pensacola they would love to stay there again!!
Top Guest favourite
Cottage in Gulf Breeze
4.97 out of 5 average rating, 65 reviews

Seahorse Suite 6mi to Pcola Bch

GianyRating, 5 stars2 weeks ago
I absolutely enjoyed my stay here! It was perfect and super equipped with everything you need for a long weekend at the beach. I loved that beach chairs and beach umbrellas were provided. The best part was the covered patio and nice sized back yard for my dog. She also loved it! The place is super cozy and makes you feel right at home. Will definitely book again if I am in the area!
Top Guest favourite
Cottage in Pensacola
4.99 out of 5 average rating, 95 reviews

Newly Renovated Cottage: Close to Downtown/Beaches

KathrynRating, 5 stars6 months ago
This place was amazing! They had so many amenities to make trips more enjoyable. They accommodated a last minute booking and even turned the heat on so it would be nice and toasty when we arrived.

Destinations to explore

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  3. Florida
  4. Okaloosa County
  5. Crestview
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