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Cottage holiday rentals in Flagler Beach

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Popular amenities for Flagler Beach cottage rentals

Cottage rentals with a hot tub

Cottage in Astor
4.8 out of 5 average rating, 15 reviews

Beautiful Water Front Astor Cottage w Hot tub

JeffRating, 5 stars28 months ago
Stephen was a pleasure to work with, very responsive and flexible as possible. He was proactive in letting us know that the check-in time was available sooner than listed. His keyless entry made it very easy to access his house and made it easy for all in my party to come and go as they pleased. His house was very clean and you could tell that as soon as you walked in the door. Everything worked well, his AC system provided arctic level cooling, his pool and hot tube was ready for use, his screened in game room was fun and actually stayed cool throughout the day, his outside gathering areas had plenty of seating, and his dock provided plenty of room to fish. This location on the canal was beautiful and easily accessible to St John's River. Definitely would stay here again and would recommend this place to anyone who wants a cool place to stay, relax and have fun. Thank you, Stephen, for your allowing us to stay at your house it was well worth the cost.
Top Guest favourite
Cottage in St. Augustine
4.98 out of 5 average rating, 185 reviews

3BR/2 Bath/Outdoor Kitchen/Hot Tub/Ocean 3 blocks

MikeRating, 5 stars3 weeks ago
Lynne’s home was perfect in every way. Every detail was thought of and accounted for. Comfiest beds I have ever stayed in on vacation. She was an incredible host. Extremely helpful and responsive. Cannot recommend enough or rate highly enough. Grateful for the opportunity to stay here.
Superhost
Cottage in St. Augustine
4.83 out of 5 average rating, 70 reviews

Sandy Feet Retreat-Hot Tub! Heated Pool Available

DeborahRating, 5 stars4 weeks ago
Awesome little place, this was our honeymoon trip and we will definitely be back! Thanks again for everything
Cottage in Jacksonville
4.68 out of 5 average rating, 34 reviews

*The Poolside Cottage"-Wifi/Pool

AnnmarieRating, 5 stars5 days ago
Had a nice stay and grandkids loved the pool. Games to be play. Also great for large families with the multiple cottages on the property. Definitely recommend this place. Would definitely stay again. Andrew & Melody are great hosts theyresponded quick if we had any issues.
Guest favourite
Cottage in St. Augustine
4.91 out of 5 average rating, 93 reviews

The Coconut Cottage. Hot Tub. Walk To Beach

SummerRating, 5 stars1 month ago
Everything about this cottage was perfect! The location had a little trail right across the street to the beach. My mom and I stayed there for Mother’s Day week and LOVED everything about it. The hot tub was perfect! And the jasmine smell so good. Tamara was amazing with recommendations and communication!
Guest favourite
Cottage in St. Augustine
4.9 out of 5 average rating, 30 reviews

Bryn Mawr Ocean Resort # 63

ChelleRating, 5 stars1 month ago
We had an enjoyable time in St. Augustine! Bryn Mawr, the beach & local restaurants are always amazing! We like riding our beach cruisers throughout the park & makes for a short ride to the beach or adult pool, the unit is very close to bigger pool which is also convenient! The unit had everything we needed & the front porch was perfectly shaded to have morning coffee! We would definitely stay there again, Stephen the owner is super accommodating!
Guest favourite
Cottage in Orange City
4.98 out of 5 average rating, 60 reviews

Lakefront Cottage 1-bedroom

JuliRating, 5 stars1 month ago
We truly appreciated this sweet little home. It was in a central location to family members we were visiting. It was very clean, organized, comfortable, and had everything you needed. The deck overlooking the pond always had a wonderful breeze- very peaceful place to spend time. I enjoyed figuring out the layout of the neighborhood and it made for an enjoyable walk every morning. The hosts are super KIND!! From the first confirmation message, check-in instructions, and throughout our stay they were attentive and responsive. We would definitely stay again if the opportunity arises!! Thank YOU Larry Karen for sharing your lovely home❤️- side note: the RV community had a couple events for the residents during our stay. A karaoke music thing Friday evening and then water inflatables for the kids on Saturday— very kind for the kids especially- nice community!
Guest favourite
Cottage in Palm Coast
4.96 out of 5 average rating, 28 reviews

Nirvana Nook- Walk to Beach, St. Augustine Nearby

LexiRating, 5 stars1 week ago
This home was perfect for our family of 6. 15 minute walk (2 minute drive) to Malacompra Beach, which was extremely peaceful and not crowded whatsoever. This home was perfectly located between St. Augustine and Daytona Beach. The host was extremely responsive and friendly. As for the home itself, it was in a quiet area/neighborhood and everything in the home was very clean and organized. Highly highly recommend!

Pet-friendly cottage rentals

Guest favourite
Cottage in Astor
4.84 out of 5 average rating, 373 reviews

St John's Cottage Astor- escape to the forest!

CourtneyRating, 5 stars3 weeks ago
Such a peaceful stay, the hosts were very responsive and accommodating, beautiful little cozy cabin, and the little town of Astor was a nice quiet relaxing place to stay.
Guest favourite
Cottage in Eustis
4.96 out of 5 average rating, 109 reviews

Redbird cottage and farm. Equestrian lake cottage

MiguelRating, 5 stars3 weeks ago
Very nice place for my husband and I anniversary. We had a lovely time.
Superhost
Cottage in St. Augustine
4.89 out of 5 average rating, 194 reviews

Downtown House near Flagler College & St George st

LisaRating, 5 stars1 month ago
We loved our stay in Elizabeth’s cottage! The cottage is charming and cozy. The kitchen is well equipped with everything you could need.. Bedrooms are comfortable and supplied with lots of extra blankets and pillows. The cottage is perfectly located. It’s set back from the road. So, it is very quiet and is within a 10 minute walk to almost everything. Elizabeth is an amazing host! Very responsive and caring. This was a wonderful getaway for us!
Guest favourite
Cottage in Umatilla
4.94 out of 5 average rating, 132 reviews

Heartwarming Authentic Cottage for Family Joy!

BrittanyRating, 5 stars2 weeks ago
This place was a very cozy and unique cottage to stay. Perfect size for a small family that wants to enjoy some of the most scenic parts of Florida. It was very quite, near a playground and skate park at a walking distance. The place has a fenced in yard that the kids can run around safely.
Guest favourite
Cottage in St. Augustine
4.92 out of 5 average rating, 178 reviews

Coastal Cottage -firepit, pet fence, kayaks, bikes

LibbyRating, 5 stars2 weeks ago
I am a native Florida I've been to St. Augustine many times. I have to say this was my absolute favorite visit! It was wonderful having a fenced-in backyard for our dog to run around in, and it was so nice having the screened in Breezeway to enjoy the evenings free of bug bites. Details in accessing the cottage were impeccable. The location is peaceful and far enough away from the hustle and bustle to be private, but right across the street from a great Putt-Putt spot, of an extremely short drive from the Alligator Farm, Anastasia State Park, and downtown. Parking downtown can be a mess, but for a few $10 Uber rides this entire stay was stress-free! My husband and I packed a ton of activities into a long weekend, and still had a great full kitchen to make a few meals "at home" as well. The garage offered a range of additional activities, loved having the grill, bikes, and kayaks; Anastasia St Park is one of our favorite kayaking spots. So pleased with our stay!
Superhost
Cottage in Elkton
4.88 out of 5 average rating, 108 reviews

Cottage w/pool on horse property, St. Augustine.

TaylorRating, 5 stars1 month ago
The perfect place to stay if you want to get downtown away from the busy town, but also be close by. The property is dreamy!
Guest favourite
Cottage in Mount Dora
4.91 out of 5 average rating, 103 reviews

Refreshing 1930s Cottage in Mount Dora

HeatherRating, 5 stars1 month ago
Lovely home in a friendly neighborhood and close to so many attractions. Kenneth was friendly and very welcoming and responsive to my questions.
Guest favourite
Cottage in Mount Dora
4.93 out of 5 average rating, 107 reviews

Cozy Cottage 3 blocks from town

AlexisRating, 5 stars3 weeks ago
The Cozy Cottage was just that, cozy!! It was so clean, smelled fresh, and even the carpet felt clean and soft. It had everything we needed and wanted for my birthday weekend getaway. We were two adults and one fur baby, and we probably could’ve fit comfortably with our two young kids, too (they just weren’t invited 😜). It was a less than 1 minute drive from downtown/mainstreet Mount Dora. Everyone was friendly and we felt safe and welcome at all times. The town does seem to be a dead zone for cell service and even wifi was tough everywhere we went, so keep that in mind if you’re traveling and working. Other than that, this was a perfect cozy home and town!! We will be back!

Private cottage rentals

Top Guest favourite
Cottage in St. Augustine
4.96 out of 5 average rating, 57 reviews

Olastay Cottage

BrelynnRating, 5 stars6 days ago
We had the best experience here! Everything was exactly how it was communicated, extremely clean, and felt like a home away from home. My husband and I will definitely be staying here again!
Top Guest favourite
Cottage in Lincolnville
5 out of 5 average rating, 43 reviews

Short Beach Drive • Stroll to Town + Free Parking!

JerryRating, 5 stars1 week ago
One of the best Airbnbs I’ve stayed in! The house was spotless, well-stocked, and felt very homey, just like the photos. Great location, just a short walk to a trolley stop. It rained during our stay, and having raincoats in the house was such a thoughtful touch. Vilma was a fantastic and very responsive host. She provided clear instructions, helpful local recommendations, and checked in regularly to make sure everything was going smoothly. Highly recommend!
Guest favourite
Cottage in Ormond Beach
4.92 out of 5 average rating, 50 reviews

Manatee & kayak friendly waterfront cottage

LindaRating, 5 stars2 months ago
Maria's home is located on a canal that connects to the Tomoka River, and the kayak adventures are not to be missed! We enjoyed the wonderful Florida wildlife a short paddle away (manatees, gators, so many birds!). For the less adventurous, the backyard is perfect for relaxing in the sun and outdoor dining, very private with lots of comfy seating. The house inside was very clean and well stocked, with great restaurants and shopping at nearbyTrails Shopping Center. Maria was very responsive to any questions we had, and our two-week stay at her place was the perfect "snowbird escape" for us!
Top Guest favourite
Cottage in St. Augustine
5 out of 5 average rating, 47 reviews

Waterfront home with private dock, walk to beach

TeresaRating, 5 stars1 day ago
-Beautiful home in a nice, quiet neighborhood. -Loved the Florida decor. -The canal view was very peaceful. -Really enjoyed watching all the birds on the feeder. -The white lights around porch and on the palms were beautiful and relaxing. -Very informative book of local sights and restaurants. -Home stocked with everything you need, including a great pod selection of coffee, tea and hot chocolate. -Snack basket was a wonderful touch, including everything to make s’mores. -Michele and Kelly were very friendly and helpful and responded quickly to messages. -I loved staying there so much, I didn’t want to leave.
Superhost
Cottage in St. Augustine
4.78 out of 5 average rating, 101 reviews

Beach House Getaway @ 46 Peppertree RV Resort

BellaRating, 5 stars3 weeks ago
This was a wonderful accommodation. The host was extremely proactive and provided useful recommendations, tips, etc. in their binder. Everyone else who lived in the community was extremely friendly and welcoming. It was a wonderful anniversary trip!
Guest favourite
Cottage in St. Augustine
4.91 out of 5 average rating, 86 reviews

Tones of Blue

NicoleRating, 5 stars1 month ago
Stayed for almost 2 weeks. Great location-walking distance to the beach. The fenced backyard was nice to sit in the evenings. Beds were comfortable. I would stay again.
Top Guest favourite
Cottage in St. Augustine
5 out of 5 average rating, 22 reviews

The Salty Pearl

HannahRating, 5 stars3 weeks ago
We had a wonderful stay! The space was clean, comfortable, and exactly as described. The host was friendly, responsive, and made check-in a breeze. We especially appreciated the welcome gifts. It was the perfect home base for our trip, and we’d absolutely stay again. Highly recommend!
Top Guest favourite
Cottage in Ormond Beach
4.98 out of 5 average rating, 42 reviews

King Neptune's Delight

KurtRating, 5 stars1 month ago
Veronica‘s place went beyond our expectations. It was super clean,, thoughtfully stocked, and gave us the opportunity to focus on fun and visiting a great location. Anyone looking for the ideal cottage by the sea would have a hard time finding a better place. If our plans bring us back to Ormond Beach, this will be the first location we check. Thank you so much Veronica.

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