Holiday rentals with a kayak in Leon County

4.99 out of 5 average rating, 102 reviews

A cozy room features a spacious bed dressed in colorful bedding, accompanied by decorative pillows. A vintage chair sits nearby, complementing the natural wood wall. Sunlight filters gently through the curtains, while a mirror reflects the inviting atmosphere of the space.

Tiny home in Tallahassee

Cozy Country Cottage - Waterfront!

Enjoy the sounds of nature when you stay in this unique country cottage on private Turkey Pond. Deer, turkey & raptors are just some of the wildlife you may encounter. Stunning sunsets are common & kayaks are on hand for a paddle. There is outdoor seating & a sun umbrella for the porch and stars twinkle on clear nights. Special touches make your stay comfy & cozy including on-demand hot water, a luxurious queen bed w/ a cozy comforter, mini-split heat/ac, dish network, smart tv & much more.

LocationValueKitchen

4.99 out of 5 average rating, 138 reviews

Lake Home | By FSU | White Squirrels!

* Lake Water severely is low, Tallahassee is in a drought* ✈️ 5 minutes from Tallahassee Airport! 🏟️ 12 minutes from Capitol, FSU, FAMU and TCC 🤪 No crazy check out instructions! 🐕 Pet friendly! 🛶 Kayaks available! 🔋Remote control bed! 🌺Nature trails! ⛵️Private Lake access! 👩‍💻Traveling work friendly! 🎣Fish off the dock! 🔑 Remote and keyless entry. ⛳️ Golf course 10 minutes away! 🚿 Walk in shower and separate tub! 🎸 Piano, guitar, and board games available 🍳Awesome Grill set up!

Outdoor spacesValueDecor

5 out of 5 average rating, 170 reviews

A wooden cabin with a screened porch is set in a lush green landscape. Surrounding trees provide dappled shade, while colorful flowering plants enhance the serene atmosphere. The cabin features a metal roof and is partially obscured by greenery, emphasizing the secluded environment.

Cabin in Tallahassee

Twisted Pine Lake Cabin, secluded & near town

Close to everything, a million miles away....... Down the two-track driveway, past the view of the nearest neighbors, our new custom cabin awaits. Rest easy on the screened porch, with its view of the two-acre lake or cross the adjacent foot bridge to the island. Fish for bass and bream, stroll the walking path, paddle around and enjoy the wildlife, or just relax far from the madding crowd. This slice of paradise sits on 12 acres; our home is across the lake, out of sight and out of mind.

ValueOutdoor spacesHospitality

An outdoor dining area is set under a large umbrella, featuring a wooden table surrounded by six black chairs. Potted flowers add a touch of color, with a scenic lake view visible in the background. Natural wood accents create a warm atmosphere.

4.96 out of 5 average rating, 27 reviews

Sunset Memories - fishing dock, pool table

Kick back and relax in this calm, stylish space. Enjoy the beautiful lake view from the spacious living room, kitchen/ dining area. The kitchen is equipped with everything to make your favorite meal. Watch a good movie, while warming up to the cozy fireplace. Play a competitive game of pool, while enjoying that amazing view. Relax in the bed swing with a good book or sit on the dock and take in the amazing sunsets. You'll love the dock house; it gives you the feel of being on a houseboat.

Outdoor spacesLocationParking

An aerial view showcases a peaceful home set against a lush green landscape. A private dock extends over the water, featuring seating and a covered area. The well-maintained lawn complements the surroundings, creating a serene outdoor space ideal for relaxation.

4.94 out of 5 average rating, 16 reviews

Lake Talquin's Cozy Cove

Relax with the whole family at this peaceful 3 bd/2 bath home. The serene atmosphere and terrific amenities like AC, heating, adjustable primary bed, kayaks and games will make your stay memorable. 2 bathrooms include convenient features to help you feel at home. Grab a morning coffee from the coffee bar and enjoy a seat on the back deck as well as a beautiful sunset in the evening. Lots of parking included with parking pad for your boat and trailer, as well as a private dock to fish from.

Outdoor spacesLocationQuiet

4.94 out of 5 average rating, 250 reviews

A serene view of a small lake is reflected in calm waters, surrounded by lush green trees. An arched wooden footbridge spans the lake, positioned against a backdrop of vibrant foliage under a cloudy sky.

Cottage in Tallahassee

Twisted Pine Lake Cottage, secluded & near town

Close to everything, a million miles away....... Down the two-track driveway, past the view of the nearest neighbors, our three-bedroom cottage awaits. Rest easy on the patio, with its view of the two-acre lake or cross the adjacent foot bridge to the island. Fish for bass and bream, stroll the walking path, paddle around and enjoy the wildlife, or just relax far from the madding crowd. This slice of paradise sits on 12 acres; our home is across the lake, out of sight and out of mind.

Outdoor spacesValueWi-Fi

A serene view of Lake Talquin is captured, featuring a wooden dock extending into the calm water. Trees with autumn foliage frame the scene, while a lamp post stands beside the deck. A bird is visible near the water's edge, adding to the peaceful ambiance.

5 out of 5 average rating, 13 reviews

WatersEdge at Lake Talquin

"Welcome to WatersEdge, a comfortable 4 bedroom, 2 full and 2 half bath home located on beautiful Lake Talquin. Perfect to accommodate 6 Adults and 4 Children. This well-maintained home offers breathtaking views of the lake. Spend your days relaxing on the spacious back porch, complete with rocking chairs and a cozy porch swing, all while soaking in the peaceful lake scenery. Whether you're kayaking, fishing, or simply unwinding by the water, you'll find plenty of activities to enjoy.

LocationOutdoor spacesComfort

4.93 out of 5 average rating, 880 reviews

Eclectic Midtown home by Whole Foods near I-10

An eclectic home away from home. Diverse ideas and style from a broad range of sources and millennia. If you thrive on creativity, diversity and a bit of thought provoking conversation , you may love this house. This is not the Holiday Inn. Expect the unexpected. Located in a quiet neighborhood and the middle of town. The house has been remodeled and I am working on a carport with a solar panel roof. There is some construction happening outside though not while guests are present.

Outdoor spacesLocationCheck-in

Superhost

4.86 out of 5 average rating, 37 reviews

3/3 Midtown Home by Whole Foods near I-10

An eclectic home away from home. Diverse ideas and style from a broad range of sources and millennia. If you thrive on creativity, diversity and a bit of controversy, you may love this house. This is not the Holiday Inn. Expect the unexpected. Located in a quiet neighborhood and the middle of town. The house has been remodeled and I am working on a back deck and carport with a solar panel roof. There is some construction happening outside though not while guests are present.

LocationOutdoor spacesBackyard

Superhost

Two young goats are depicted in close proximity, showcasing their soft, textured fur and expressive eyes. One goat leans in to nuzzle the other, demonstrating a gentle interaction. The ground is covered with straw and natural elements, creating a rustic farm environment.

Campsite in Tallahassee

4.8 out of 5 average rating, 56 reviews

Goat House Farm Stay - BYO CAMPSITE #2

Goat House Farm is a 501(c)3 nonprofit educational farm. All profits go toward supporting the mission of the farm. Come and de-stress by snuggling our goats. These bouncing bundles of joy are guaranteed to make you smile! We also have chickens, peacocks, honeybees, and even a pig. We are near Tallahassee but in a rural area, down a bumpy dirt road, but we promise the trip is worth it. Kayaking and hiking right off the property, plus beautiful sunsets on the lake.

LocationValueGetting around

4.91 out of 5 average rating, 88 reviews

A serene wooded area showcases tall trees with green foliage, casting dappled shadows on the forest floor. Sunlight filters through the leaves, illuminating the ground covered in fallen leaves, creating a tranquil outdoor setting.

Campsite in Tallahassee

Goat House Farm Stay - BYO CAMPSITE #1

Goat House Farm is a 501(c)3 nonprofit educational farm. All profits go toward supporting the mission of the farm. Come and de-stress by snuggling our goats. These bouncing bundles of joy are guaranteed to make you smile! We also have chickens, peacocks, and a pig. We are near Tallahassee but in a rural area, down a bumpy dirt road, but we promise the trip is worth it. Kayaking and hiking right off the property, plus beautiful sunsets on the lake.

ValueLocationTV