
Cottage holiday 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.

Samsula Cottage peaceful setting and relaxing
1926 Samsula cottage has a relaxed quiet beach feel. It is off highway 44 and ten minutes to the beach close to Daytona racing. The cottage sits on 10 acres room for bikes, and Rv’s. It can sleep 4. Pet friendly and there is an enclosed pet run or shed for bikes. Golfing and good restaurants are three minutes. DisneyWorld is one hour away. We have one bedroom with queen bed and one queen sleeper in the patio area. The space sleeps four. We are following cleaning guidelines recommended by Airbnb.

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

Charming 2/2 Cottage ~ Walk to Historic Downtown
This St. Augustine home is right in the heart of quaint & historic downtown! The lovely two level cottage has an upstairs full bath and two private bedrooms each with a queen bed. Downstairs is a second full bath, as well as a living room and full kitchen. The space is perfect for 1-4 guests. A short 8-10 minute walk allows visitors to explore the many downtown historic sites, museums & restaurants. One parking spot is available on our lot. Free street parking for additional cars.

Location! Stylish Downtown Cottage Getaway
Charming and centrally-located 2 Bedroom Cottage. Only a 12 min walk to the Historic Core so park your car and enjoy a beautiful stroll Downtown! After a day spent sightseeing you will appreciate the comfort of this little getaway. The open floor plan w/vaulted ceilings in the main space has a well equipped Kitchen, Dining space, Living Room w/TV plus work space. Two comfy Queen Beds w/TV and a roomy walk in shower round out the space. Relax on the porch swing or patio w/fenced yard.

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.

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.

Enchanting courtyard, quiet cottage by beach
Very comfortable, relaxed island breezy appeal. King and queen bedrooms, additional quality blow up queen mattress. Open living space with French doors leading to back deck. Spacious kitchen, dining & breakfast nook. Gorgeous private courtyard with string lights for magical night time ambiance. Expect everything you may need with complimentary wine and baked goods upon arrival. Local dining scene is incredible! No smoking inside! *See house rules for pet info.

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.

Couples Boho Bungalow close to Beach and Downtown
Enjoy St. Augustine – the nation’s oldest city – and everything it has to offer from this cozy, Boho themed 1 bed / 1 bath getaway. Located near the heart of the city, it is close enough to walk to the historic St. George Street while also maintaining privacy and quiet comfort. With new, modern amenities, a back porch, a yard, and ample dedicated parking, this home is everything you could want on your trip to beautiful St. Augustine, Florida.

Oceanfront cottage; great view. Pet ok
Oceanfront cottage in quiet Ormond-by-the-Sea (N. of Daytona). 2 bedrooms, 1.5 baths (w/garage), fully furnished, on a private beachfront street. Enjoy great ocean views on no-driving beach, 1 hr. from Orlando. Ideal for couple. Small pet may be ok (must be contained to house and our yard). Had an unexpected cancellation due to tenant illness for January 2026.
Popular amenities for cottage rentals in Flagler Beach
Cottage rentals with a hot tub

The Coconut Cottage. Hot Tub. Walk To Beach

Cozy Cottage on the River.

Cozy River Retreat w/ Hot Tub and an Amazing View

Brand New Immaculate Cottage

420 Friendly & Clothing Optional waterfront cabin
Pet-friendly cottage rentals

Cozy Beach Bungalow Steps from Flagler Ave

Manatee & kayak friendly waterfront cottage

Vedder cottage

Waterfront home with private dock, walk to beach

Charming Cottage in St. Aug | Kids Room & Firepit

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

Coastal Cottage -firepit, pet fence, kayaks, bikes

Mellon Haven - Island Cottage
Private cottage rentals

Olastay Cottage

Cozy Cottage

Perfect Beach Cottage Steps from the Sand!

Driftwood Cottage by the Sea

The Retreat at Hammock Dunes Beach

River Retreat

Little Sister's Carriage House w/ Parking

King Neptune's Delight
Quick stats about cottage rentals in Flagler Beach

Nightly prices starting at
Flagler Beach holiday rentals start at €146 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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- Ocean Center
- Daytona International Speedway
- Crescent Beach
- St Augustine Amphitheatre
- Ocala National Forest
- Daytona Boardwalk Amusements
- Saint Augustine Town Plan Historic District
- Lightner Museum
- Daytona Lagoon
- Blue Spring State Park
- Fountain of Youth Archaeological Park
- Summer Haven st. Augustine FL
- Vilano Beach Fishing Pier
- Historic Downtown Sanford
- Ravine Gardens State Park
- Daytona Beach International Airport
- Daytona Beach Bandshell
- St. Augustine Alligator Farm Zoological Park
- Marineland Dolphin Adventure
- De Leon Springs State Park
- San Sebastian Winery
- Ponce Inlet Beach
- Anastasia State Park
- Flagler College





