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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 stars1 month ago
Awesome little place, this was our honeymoon trip and we will definitely be back! Thanks again for everything
Top Guest favourite
Cottage in Fort McCoy
5 out of 5 average rating, 9 reviews

Prime lake view cabin - Spectacular sunsets!

KellyRating, 5 stars3 weeks ago
The cabin was immaculate with everything we needed for our weekend stay. The renters were even kind enough to supply a crock pot at our request so we could enjoy the lake while the dinner cooked itself. There was an issue with the AC, which typically could ruin a weekend. Our hosts did a walk through prior to our arrival and found the problem and had if fixed before it could ever be an issue. Their communication with us was fantastic and they were a pleasure to work with. We would recommend them to anyone. We have stayed at this particular campground for several years and there are some full time residents that have been very unwelcoming. This is not a reflection on our hosts. Other host in the campground have also been very wonderful.
Cottage in Jacksonville
4.68 out of 5 average rating, 34 reviews

*The Poolside Cottage"-Wifi/Pool

AnnmarieRating, 5 stars1 week 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.
Superhost
Cottage in Fort McCoy
4.83 out of 5 average rating, 6 reviews

The Castle

AmareRating, 5 stars2 months ago
The location was fantastic; when we got there, it even looked better in person. It had all the necessities and was a fairly roomy cabin/camper. A huge advantage was the patio and grill. We would definitely return; it's a nice pace for a quick getaway.
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 DeBary
4.82 out of 5 average rating, 181 reviews

The Luxury Lake Front Zen Casa

JasmineRating, 5 stars2 weeks ago
Marissa was a great host! Very responsive and welcoming! Her home was clean and so peaceful! I would definitely recommend this place for anyone that is looking for a quiet and peaceful getaway!

Pet-friendly cottage rentals

Top Guest favourite
Cottage in New Smyrna Beach
4.97 out of 5 average rating, 146 reviews

Cozy Beach Bungalow Steps from Flagler Ave

BrittanyRating, 5 stars1 month ago
We enjoyed our stay here! Beautifully decorated and just a quick walk to the beach!
Guest favourite
Cottage in St. Augustine
4.92 out of 5 average rating, 217 reviews

Bluefish Bungalow, Funky Little Beach House

TrishRating, 5 stars1 month ago
Regina’s place was a nice cozy stay, we come down to St Augustine every year and it was nice to be so close to the beach and about 20 mins into town. Regina’s home was supplied with pretty much everything you needed from toiletries to spices to etc. we are a family of 6 and this home worked out just fine for us.
Guest favourite
Cottage in Eustis
4.96 out of 5 average rating, 109 reviews

Redbird cottage and farm. Equestrian lake cottage

MiguelRating, 5 stars4 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, 133 reviews

Heartwarming Authentic Cottage for Family Joy!

KaraRating, 5 stars1 day ago
Maribel’s cute cottage is a slice of Old Florida in a quaint and quiet neighborhood. Our goal was to be near the National Forest for hiking and springs visits, but near town as we have a tendency to forget stuff and like some convenience. It’s just over a half hour to Salt Springs, one of our further destinations, and it was nice to come back to town and wind down on the front porch- the jewel of the cottage. There’s a giant oak across the street and an old cabin- bringing you back to pioneer times. I was there with my 94-yr old parents and they loved sitting on the porch. Their minor comment was there was only one comfortable chair in the living room, the futon was a bit hard. This is a great cottage for a small young family, it has those magical characteristics that children love plus a playground and skatepark a few short blocks away. There is a coffee/bagel place on the Main Street if you need a latte fix. And Maribel is sweet, responsive and kind. I hope to return someday!
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 St. Augustine
4.92 out of 5 average rating, 178 reviews

Coastal Cottage -firepit, pet fence, kayaks, bikes

LibbyRating, 5 stars3 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!
Guest favourite
Cottage in St. Augustine
4.86 out of 5 average rating, 140 reviews

Pet Friendly Getaway 3 Blocks to Old City-Unit A

ReneeRating, 5 stars4 weeks ago
Jay’s place was perfect for my husband and I. The yard was fenced which was perfect for my little dog. The place was very clean and very cozy. Great location and Jay gave great recommendations where to eat. I would love to book again.

Private cottage rentals

Top Guest favourite
Cottage in St. Augustine
4.98 out of 5 average rating, 42 reviews

The Castle Cottage

DanielRating, 5 stars1 week ago
My girlfriend and I stayed here for her birthday and we absolutely loved it. The cottage by the castle was such a cool spot for a weekend getaway. Super cozy vibes, really unique views, and it felt like our own little hideout while still being close to everything. Definitely recommend if you’re looking to slow down and enjoy the scenery.
Top Guest favourite
Cottage in Lincolnville
5 out of 5 average rating, 44 reviews

Short Beach Drive • Stroll to Town + Free Parking!

CodyRating, 5 stars1 week ago
Such a great place to stay in St Augustine! Great area that is walking distance to most attractions in downtown and with a great coffee shop across the street. The house itself was super clean and had everything we needed for our toddler and infant. Vilma has super thorough with her instructions and quick to respond which made things very easy for us. Would highly recommend this house to others, and would stay here again whenever we come back.
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 stars3 days 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, 102 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.
Guest favourite
Cottage in St. Augustine
4.9 out of 5 average rating, 49 reviews

Mellon Haven - Island Cottage

JuliaRating, 5 stars3 weeks ago
My husband, 3 kids, & 2 dogs spent a delightful Memorial Day weekend at Mellon Cottage. It was the perfect kick off to our Summer. The full kitchen allowed us to enjoy breakfast in on Sunday. The chandelier & claw footed tub were lovely & fit the cottage built in 1924 perfectly. The outdoor shower & pull out couch increased everyone's comfort. The host was responsive without being intrusive. The screened in porch was a favorite with the whole family including our 4 footed members.
Guest favourite
Cottage in Lincolnville
4.93 out of 5 average rating, 204 reviews

119 Kings Ferry Way Historic Cottage

MyshekaRating, 5 stars2 months ago
This was a beautiful, cozy home! Close to shops, restaurants, and sights of the city. Elaine was very kind and responsive. I felt reassured that if I needed anything, Elaine would be on top of it. Definitely recommend!

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