Holiday rentals in Wacissa River

Fisherman’s Oceanfront Dream Home w/Dock & Kayaks

35% discount for monthly stays, 15% for weekly. Million$$ views of Oyster Bay & Gulf from every room. Only 40 minutes to the Florida Capital, FSU, FAMU, TSC & the Tallahassee International Airport. Private dock, trailer parking & boat ramp. Screened porch & 2 walkout decks. Views from any room are breathtaking! Enjoy the hammocks under the house. Kayaks, fish cleaning station & crab trap are provided. With the well appointed kitchen, gas grill & laundry you will have everything you need.

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.

2 king beds private side home

This is an entire house, minus one bedroom/bathroom that’s rented separately. It has no access inside. Two different private front doors. No shared spaces. You will have 2 bedrooms, 1 bathroom, kitchen, dining, living, and laundry rooms to yourself. Please be courteous & respectful of noise at front door and living room. Security- fully fenced property with large gate, ADT, security camera system, ext. floodlights 2 Acropolis king bed sets, nectar hybrids, silk sheets, Dyson air purifiers

Coastal City Cabin: a Cozy Florida Getaway A-Frame

Picture this.. Spend the day fishing out on the coast or swimming in the world's largest freshwater spring then some fun in town with great eats & live music! Finish the night with a hot tub soak under the stars. No worries, you can do it all again tomorrow! Conveniently nestled between Tallahassee and the 'Forgotten Coast', our cabin is a perfect match for your adventure-filled vacation. A quick 15 minute ride from the Tallahassee airport has you enjoying the sunset from our rocking chairs.

Private Hot tub, Adjusting Kingbed, Gated Property

Read All to get Pet Discount! Walk to Historic District: famous for Ghost Tours, Good eats, Antique shopping, Live theatre, and Music on Fri. Nite @ THE Social. Returning Guests - before booking, send an "inquiry" for 50% Less Pet Fee! Also applies to "One Nite" booking with Pet! - Please Be Sure To Add Pets & Any Guest with you Upon Booking (list service animals as guest for insurance purposes). Pet fees are per stay, not per nite. - Any Smoking: Outside Only! [Medical also outside Only].

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.

Little Piece of Paradise/No stairs/Bike/Boat/Bird

This clean, cozy, site built home is located in the quaint riverside village of St. Marks. Strategically located between the St. Marks + Wakulla Rivers, accessing the Gulf in just 3 miles. Perfect for nature lovers, fishing enthusiasts (fresh and saltwater), biking, kayaking, birding and just relaxing. The Florida Trail/ bike trail can be accessed from the culdesac of this neighborhood at mile 15. Minutes from the St. Marks NWR and Wakulla Springs State Park. 1 mile to marina/boat ramp.

River Front Cottage Aucilla River, Taylor County

Furnished cottage with river view windows and a walk around deck. Open floor plan with king size bed and choice of either the full-size sleeper sofa or (2)comfy twin mattress beds . Enjoy relaxing and watch the river flow by from the swivel rocker recliner. Newly installed AC/Heating unit. Wall mounted swivel TV for easy viewing 200 channel Dish TV. Wi-Fi. The cottage is fully furnished, mini frig, microwave, toaster, coffee pot, dishware, bed and bath linens & basic cooking condiments.

Luxurious River Paradise

Welcome to one of the most extraordinary places on earth, where untouched beauty and adventure surround you. Just steps away, the breathtaking trails and world-class birding of the St. Marks National Wildlife Refuge await. Launch into the pristine Wakulla River or St. Marks River for unforgettable fishing, kayaking, and boating. Enjoy waterfront dining, charming village shops, and quick access to the iconic St. Marks Lighthouse and the crystal-clear springs of Edward Ball State Park.

Vickie's Hideway

Hideaway says it all, Located in a peaceful beautiful country setting. You have 1 acre to sit back, relax, and enjoy what Mother nature has to offer and just a short drive back to Tallahassee for all the amenities of the city. Nearest Walmart - 8 miles Capital Regional Hospital (CRMC) - 12 miles Tallahassee Memorial Hospital - 13 miles Tallahassee Regional Airport - 17 miles Donald Tucker Civic Center - 12 miles Doak Campbell Stadium - 13 miles

Shangri-La Treehouse

Shangri-La Treehouse is the 1st and only luxury treehouse in Tallahassee, Florida's Capital City. Nestled between ancient oaks, Shangri-La Treehouse is luxury in the wild where serenity is found. You are invited to enjoy 9.5 acres of verdant land amidst ducks, deer, owls, and other assorted wildlife that call Shangri-La home. A thoughtful, adults only (21+) romantic getaway for 2 that can accommodate up to 4 guests comfortably.

Cottage in the Woods

Newly listed in August 2025! Enjoy a private getaway in our 1,100 sq. ft. guest house, tucked at the back of a 3.5-acre wooded lot with your own driveway and entrance. Just minutes from Maclay Gardens, Lake Overstreet Trail, and Elinor Klapp-Phipps Park, it’s perfect for outdoor lovers who also want a peaceful place to unwind after a day at the Capitol or a big game at FSU. The house can accommodate up to two guests.