
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.

Redbird cottage and farm. Equestrian lake cottage
Step back into “Old Florida” charm at this updated 1968 lake cottage, on a 7-acre equestrian farm. Secluded from main roads yet just minutes from downtown Mount Dora and Eustis, this peaceful retreat offers the perfect blend of rustic serenity and comfort. Located on a lake that offers direct water access. Campfires are welcomed, and the tranquil setting is made even more magical by the sight of horses. Inside, you'll find cozy touches and comfortable furnishings, including pillow-top mattresses

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.

The Luxury Lake Front Zen Casa
The Zen Lake Front Cutie is teaming with wildlife! Enjoy exquisite sunsets while lounging on the wrap around deck or relaxing in the therapeutic hot tub. A star gazer's delight, a bird watcher's paradise. Zen & eclectic: original art, exotic décor, Zen lighting, & Indonesian wood. Just a hop from I4, 30 mins from New Smyrna beach, 40 mins from Orlando, 50 from MCO airport/Disney/Sea World. 5-10 mins from the natural Blue Springs, Green Springs, Gemini Springs & the iconic St. John's River.

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.

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.

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.

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.
Popular amenities for Flagler Beach cottage rentals
Cottage rentals with a 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

Lakefront Cottage 1-bedroom

Nirvana Nature Nook – Golf, Beach, Trails, St. Aug

Cozy Cottage on the River.

Cozy River Retreat w/ Hot Tub and an Amazing View
Pet-friendly cottage rentals

Cozy Beach Bungalow Steps from Flagler Ave

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

Downtown House near Flagler College & St George st

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

Enchanting courtyard, quiet cottage by beach

Vilano Charmer, Capo’s Cottage, 1/2 block to beach
Private cottage rentals

Manatee & kayak friendly waterfront cottage

Fun Waterfront Retreat, Heated Pool, Rooftop Deck

Perfect Beach Cottage Steps from the Sand!

Mellon Haven - Island Cottage

Walk to beach Bchside Privte Cottg 2bdrm 1bth wifi

King Neptune's Delight

Classy Casita Crescent Lake. Entire Guesthouse

Oceanview Cottage at Vilano Beach
Quick stats about cottage rentals in Flagler Beach

Nightly prices starting at
Flagler Beach holiday rentals start at $242 AUD 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
- St Augustine Amphitheatre
- Daytona Lagoon
- Fountain of Youth Archaeological Park
- Blue Spring State Park
- Ocean Center
- Ravine Gardens State Park
- Saint Augustine Town Plan Historic District
- Daytona Beach Bandshell
- St. Augustine Alligator Farm Zoological Park
- Historic Downtown Sanford
- Embry Riddle Aeronautical University
- Anastasia State Park
- Ocean Walk Shops
- Vilano Beach Fishing Pier
- Marineland Dolphin Adventure
- Sun Splash Park
- San Sebastian Winery
- Flagler College
- De Leon Springs State Park




