Cottage vacation rentals in Florida

Red Bird 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

Location · Family · Indoor spaces

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.

Location · Family · View

The Glass House

*WIFI Now Available * The Glass House was built by local artist, Ira Winarsky. A charming cottage nestled on 12.5 acres just 7 miles from Gainesville. This cozy fully air-conditioned, retreat offers a perfect blend of nature and comfort, featuring a full kitchen, living room, and spacious deck with scenic views for an evening under the stars. Ideal for couples, adventurers, birdwatchers and Gator friends and fans alike. Seeking a peaceful escape? Come unwind and recharge. *LAKE IS CURRENTLY DRY

Value · Location · Outdoor spaces

Lakefront Cottage • Private Dock + Bikes + Kayaks

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.

Location · Family · Beach

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.

Value · Family · Comfort

Modern Cottage on Private Spring Fed Lake

Nestled on a gorgeous spring-fed private lake in the woods, our charming cottage is your ideal retreat. Whether you're dreaming of peace and quiet, a romantic getaway, or fun with your kids, this is the place to be! Kayak around the serene lake as you witness breathtaking sunsets, take a dip in the cool water or simply unwind amidst the beautiful surroundings. As night falls, gather around a fire and gaze up at the many stars lighting the sky. Come and create many cherished memories ☀️

Family · Location · Hiking

Where the Pavement Ends- Ichetucknee Getaway!

Beautiful serene 2026 remodeled home one mile from Ichetucknee State Park! Also close to Ginnie, Blue, Poe, Royal, and Little River Springs. Step outside with your coffee and enjoy the wooded neighborhood and river views. Large screened porch and well appointed open kitchen perfect for cooking. The house is elevated which creates a separate covered outdoor area with hammocks and a full second bathroom. Perfect cozy space for a couples retreat! Treehouse as an add on for extra guests.

Location · Value · Backyard

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! Delightful rustic home- perfect for a seaside retreat!. Designed for dockside enjoyment: hammocks, swing chairs, outdoor dining. Enjoy a taste of old Florida! - 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

Location · Value · Walkability

~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.

Family · Value · EV charging

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

Value · Family · Backyard

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.

Value · Location · Quiet

Private Country House | 16 Guests | Gatherings

Bring the whole family to this private 5-acre retreat, situated in one of the few hilly regions of Florida. Enjoy privacy, nature, spectacular sunsets, and starry nights—perfect for relaxing or enjoying outdoor activities. ⚠️ Gatherings require prior approval—please contact us before booking. Note: There is another house on the property that may be rented by other guests. Both are completely private, with no shared areas or parking.

Value · Family · Nearby