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

Lakefront cottage and dock★Free bikes & paddleboat
Bring your fishing gear or small boat to enjoy a fun getaway at the Captain's Cottage with a dock on Lake Stella. Key-less entry allows for self check-in and welcomes you to this comfortable clean 962 sq. ft. space with two queen size beds, one bathroom, full kitchen, florida room, and a fenced-in backyard. A paddle boat is provided. Three kayaks and 2 bicycles are also available! Or you can bring your boat and go fishing! Enjoy swimming, lovely sunsets and strolls around the beautiful lake.

Walk Historic Downtown! “Blue Heaven”
Stunningly renovated cottage combines modern amenities with vintage charm... * 2 master suites with queen beds * Quiet neighborhood walking distance to explore The Nation's Oldest City * Clawfoot tubs inside and out (along with showers, of course!) * Big screened-in porch with hanging daybed * Off-street paved parking * Fully fenced backyard, Weber grill, gas fire pit * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant, LaNuvelle, trolley stop * 10 minute walk to central downtown

The Castle Cottage
Tucked away in the trees of Vilano Beach is a little known magical hideaway, the Castle Cottage. This cottage was hand-crafted by a master carpenter in the 80s and displays beautiful woodwork throughout. This perfect getaway location allows you to be free from the crowds but still within five miles of downtown St. Augustine. It is located within a half mile of three popular local restaurants and only steps to the beach! It also features a magnificent view of the nearby Castle Otttis.

St John's Cottage Astor- escape to the forest!
A little bit of Old Florida - stay in this quirky cottage on the edge of Ocala National Forest with its beautiful clear springs! Set in an acre of land away from the crowds, with plenty of room to bring your toys, you're all set for outdoor adventures - Springs galore, river boating, horseback,kayaking ,skydiving, hiking- gorgeous outdoor deck& patio, grill! We allow one non-shedding dog, no pet fee charged, we just ask that your fur baby is kept off the furniture at all times.

Cheerful lakeside 2/2 cottage with a private pool
Welcome to the writers cottage. Enjoy the peace and quiet of this lakeside cottage located close to all that Palm Coast has to offer. Close to the beach, golf courses and walking distance to restaurants, coffee and grocery. Watch the turtles line up on the log; catch some fish; read a book or even better write your book at the desk in the back enclosed patio. Take a walk in the neighborhood up to Holland Park for the free splash pad, amazing playground and recreational facilities.

~Romantic Historic 1888 Cottage~Walk to Downtown
Come live in history! This cottage traces its roots back to humble beginnings and it still stands today as one of Lincolnville's original historic treasures. Nestled in the heart of America's oldest city, this endearing circa 1888 cottage offers an intimate, refined escape with a boutique ambiance. This is the ideal retreat for travelers seeking a romantic getaway or guests who wish to be transported to a more graceful time. Modest in scale but grand in experience.

The Shire on 1 acre marshfront with dock and Spa
One of a kind 1930s historic home, newly renovated and transformed into a beautiful secluded getaway. new luxury finishes, while holding its traditional charm. No Events allowed. Rooftop deck, sunrise views of the Atlantic ocean, Downtown, and sunsets over the river. The new dock with covered roof hosts a national geographic like eco system. It’s short walk to the beach and 3 miles to downtown St George street. Follow along @carcabaroad for weekly content of the home.

Livin’ the Dream at St. Augustine Beach
Bright beachy unit with all amenities including community pool, close public beach access and essentials including bedding, towels, beach cruiser bikes and grill. Enclosed porch and outside deck are ideal for grilling out or hanging out. My home is located in Peppertree RV Resort . The public beach access is a short 10 minute walk away. The unit has parking for two vehicles with extra parking available in an overflow lot. A washer and dryer are located inside the unit.

Directly on the Beach! Your Own Private Paradise.
RELAX, RENEW, RE-CHARGE. Cottage on the Sea!! Your very own Beautiful Private Cottage DIRECTLY ON the BEACH! Enjoy DIRECT oceanfront, private, beach walkway right off the Cottage! Enjoy the waves’ lullaby, enchanting sunrises, ocean breezes, rejuvenating ocean waters, 3 separate furnished patios and of course the beautiful Cottage itself! Get away, relax, renew, re-charge. A definite ONE of a kind! A beautiful, tranquil, zen, enchanting experience. Paradise awaits

Sea La Vie Beach Studio.
Our renovated studio is on a quiet cul-de-sac, one block from the beach! It is one side of a duplex and is perfectly located within walking distance to restaurants, family-friendly activities, nightlife, and public transport. It is across the street from the pier and the piers weekly farmers market. It is a short drive to historic downtown St Augustine. The neighborhood is quiet and safe. Our place is good for couples, solo adventurers and business travelers.

Tones of Blue
Just a short walk to one of St Augustine's loveliest beaches, this completely renovated 2-bedroom, 2 bath beach cottage is sharp to say the least! Well appointed with a full kitchen, washer dryer and 2 king beds. Lots of parking and a fenced outdoor seating area. Quiet neighborhood close to downtown. There is also a detached garage apartment available to rent for additional guests. Sorry but no pets or smoking

Cane Cottage Oceanfront Oasis
Cane Cottage was renovated in 2018-2019 after extensive damage from multiple hurricanes. Our vision was to bring this old Florida beach cottage back to its original charm while also adding new life and modern amenities. From the outdoor entertaining spaces to the lavish interior finishes this AirBnB makes for the perfect beach retreat. Well designed and functional home with many well-thought-out touches.
Popular amenities for Flagler Beach cottage rentals
Cottage rentals with a hot tub

Beautiful Water Front Astor Cottage w Hot tub

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

'An Acre Paradise' Home w/ Hot Tub in St Augustine

420 Friendly & Clothing Optional waterfront cabin

The Coconut Cottage. Hot Tub. Walk To Beach

The Luxury Lake Front Zen Casa

Bryn Mawr Ocean Resort # 63

Lakefront Cottage 1-bedroom
Pet-friendly cottage rentals

Cozy Beach Bungalow Steps from Flagler Ave

Downtown House near Flagler College & St George st

Manatee & kayak friendly waterfront cottage

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

Coastal Cottage -firepit, pet fence, kayaks, bikes

Pet Friendly Getaway 3 Blocks to Old City-Unit A

Samsula Cottage peaceful setting and relaxing

Enchanting courtyard, quiet cottage by beach
Private cottage rentals

Tropical Tranquility

Cottage walk to St. Augustine Quiet Street Close

Olastay Cottage

Perfect Beach Cottage Steps from the Sand!

Mellon Haven - Island Cottage

King Neptune's Delight

Adorable Uptown Cottage

Peony Pearl
Quick stats about cottage rentals in Flagler Beach

Nightly prices starting at
Flagler Beach vacation rentals start at $232 CAD per night before taxes and fees

Verified guest reviews
Over 20 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Flagler Beach rentals

4.8 Average rating
Flagler Beach stays are highly rated by guests—averaging 4.8 out of 5!
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- Daytona International Speedway
- Ocala National Forest
- Daytona Boardwalk Amusements
- Summer Haven st. Augustine FL
- Lightner Museum
- Daytona Lagoon
- Fountain of Youth Archaeological Park
- St Augustine Amphitheatre
- Blue Spring State Park
- Ravine Gardens State Park
- St. Augustine Alligator Farm Zoological Park
- Saint Augustine Town Plan Historic District
- Ocean Center
- Daytona Beach Bandshell
- Ocean Walk Shops
- Historic Downtown Sanford
- Anastasia State Park
- Marineland Dolphin Adventure
- Vilano Beach Fishing Pier
- San Sebastian Winery
- Flagler College
- Embry Riddle Aeronautical University
- Angell & Phelps Chocolate Factory
- Sun Splash Park




