
Cottage holiday rentals in Florida
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Top-rated cottage rentals in Florida
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Beach Getaway with Outdoor Space. Steps to Sand
30secs walk to the beach! This modern beach house is exactly the getaway you need! Easy 15 mins walk to both JAX Beach downtown and Beaches Town Center restaurants, but quiet neighborhood & access to less crowded part of the beaches 1 block away. Completely renovated with luxurious, modern and chic decor. Private entrance to UPSTAIRS of a beach duplex with private balcony and yard w/outdoor shower. No shared space. 2 dedicated parking spaces. Dogs ok, NO cats. No longer offer fire pit for safety

The Lakeside River House
The cottage lies on the banks of Lake Rousseau. This is a very interesting lake. The lake is fed by the crystal clear waters of the Rainbow Springs system and the dark tannin stained waters of the Withlacoochee River. Back in the 1930's, the water shed was dammed up on its far western edge. The result was a creation of a 12 mile long lake with a river twisting through the center, all of which you will enjoy from your waters edge dock. Come and enjoy the Nature Coast right from the backyard.

The Cottage at Grand Oaks Plantation
The Cottage on Grand Oaks Plantation is a hidden gem in the small town of Monticello, FL. Nestled under a canopy of 200 year old Live Oaks, you will enjoy relaxing as you watch the horses, ring-tailed lemurs, kangaroos... This restored plantation cottage housed guests in the early 1900's, and is now completely renovated with antique stained glass windows and doors, beadboard walls and a screened wrap around porch. Pool table and darts also. This cottage was featured in Country Living Magazine.

Ozello Keys Cottage on Crystal Bay
2/1 Ozello coastal cottage on stilts surrounded by nature, tranquility, and endless views of the water and estuary. Nature lovers paradise. World renowned fishing and scalloping. Regular dolphin and manatee sightings. Relax with the whole family on the large screened back porch providing gorgeous views of the Nature Coast and stunning sunrises over the salt marsh. The open floor plan opens up to a large screened porch with a dining and lounging space with private and expansive water views.

River Walk Cottage with Dock
- Come by car or boat - Water views from this 1 bed, 1 bath 800 sq. foot cottage - Located in a safe and tranquil neighborhood on historic scenic river drive - Great for biking, running & walking along river edge - Fish or watch rocket launches from our private dock and if lucky see some dolphins or manatees - Netflix & YoutubeTV included - 10 Minutes from Cocoa Village with outdoor concerts and quaint shops - 30 Minutes drive to the beach, Cape Kennedy Center or Canaveral cruise ships

Bay Lake Cottage
You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake. Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

Cozy Cottage. Surrounded by nature, not neighbors.
Our one-bedroom cottage sits in the middle of over 25 acres of the beautiful Florida Nature Coast. Even though we are secluded, we have all the comforts of home, from indoor plumbing and hot water to AC and Wi-Fi. Our TV has a Firestick, so bring your streaming accounts and relax night away after you retire from roasting Smores on the outdoor firepit. A fold out sleeper couch takes this from a 2 person cottage to 4 in just minutes. Parking is not an issue, even if you have a trailer.

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.

Screened Lanai /Clear Kayak / Waterfront / Fire Pi
Funky Flamingo River Cottage is a hidden gem on the Weeki Wachee River, designed for fun, relaxation, and adventure. Enjoy a no-see-um screened lanai, a comfy king bed, Smart TVs in every room, and a fully stocked kitchen. Paddle with manatees in our clear kayak, float on the lily pad mat, or unwind by the fire pit. With games inside and out, a hammock, and direct water access, it's the perfect escape—just off the main river, between the State Park and Roger’s Park.

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

Coastal Paradise! Kayaks+Bikes+Fishing+Boat Dock
Direct back bay access+ boat dock & lift+ kayaks + bikes. 1 mile to Everglades National Park! Minutes to shops & dining! Adorable spacious home- perfect for a seaside retreat!. Designed for dockside enjoyment: hammocks, swing chairs, outdoor dining - 5 minute boat ride to beach -12 minute car ride to beach -Walk to waterfront dining & live music -Kayak in the Everglades -Fish off the dock -Cool, rustic Old Florida vibe -Bring your boat or rent one

Salty Dolphin Cottage with Pool ❤
Welcome to the Salty Dolphin—where the St. Johns River meets the Intracoastal. This peaceful riverfront townhome offers stunning views, dolphin sightings from the decks and dock, and is just 3 miles from the Atlantic—perfect for fishing. You’re minutes from JAX Airport, downtown, Amelia Island, Ribault Club, and a ferry ride from Mayport. Relax, explore, or cast a line—this hidden gem puts the best of Florida’s First Coast at your doorstep.
Popular amenities for cottage rentals in Florida
Cottage rentals with a hot tub

Turtle Cottage - Anna Maria Island

Harbor Oasis | Hot Tub | Private | Lush Backyard

Waterfront,BoatDock,Hot Tub,7kayaks!-Private,HGTV

Mills Cottage

Charming escape | Sauna & Peloton | Hot tub oasis

The Luxury Lake Front Zen Casa

Tropical Zen Garden & Cottage Oasis Bliss!
Direct Oceanfront House on the Sand
Pet-friendly cottage rentals

1 min walk 2 Downtown!Golf Cart Rental Pickle Ball

Walk Historic Downtown! “Blue Heaven”

Luxury Beach Cottage | Walk to Dining & Sunset

Beautiful Beachfront Cottage on the Water

217 Dolphin|3min Walk Beach|March Specials!

Walk Downtown and to Waterfront, Mins to Beaches

Lakefront cottage and dock★Free bikes & paddleboat

JoMo Retreat on the Withlacoochee River!
Private cottage rentals

Quaint Cottage w/access to Peace River canoe/kayak

Oceanfront Getaway | Kayaks, BBQ & Stunning View!

Romantic Getaway “Waterside” Dockage~Canal front

The Pineapple Palace Waterfront @ Windmill Resort

uptown blue cottage

1920's Cottage by the Coast Near Beach & Downtown

A Dream Cottage!!!

Charming 2/2 Cottage ~ Walk to Historic Downtown
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