Holiday rentals in Big Blue Spring

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.

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.

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.

Paradise Point! Direct Beachfront Florida Oasis!

Paradise Point is a Direct Beach front home perched on the shores of the Gulf of Mexico! This rare to find Beach House embodies relaxation and solitude. The white sand beach of Florida’s Forgotten coast is just out front. One of the most incredible locations for miles, the views and peacefulness are unrivaled. This is an elevated and updated Beach home with a Brand new appliance suite, custom granite counters & more updates. Wake to the sounds of waves on the beach just outside your door.

"Finest Kind" - Direct Oceanfront & Bay Access

Newly renovated beachfront bungalow with a captivating direct unobstructed (100 foot) oceanfront view. (note, directly in front of house is a rock wall - not beach.) Crowd-free public beach nearby & private bay right outside your door. Great location for star-gazing at night & beautiful ocean view sunrises & sunsets. Perfect location for fishing, kayaking, boating, bicycling & other beachside activities. Catch shrimp from the gulf & hook up in the bay only footsteps away. Outdoor Shower

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.

Bayside Oasis: Pool, Tiki Hut, Pickleball & Slip

- Spacious 40 ft Glamper with king bed, recliners and 2 sleeper sofas - Dock - Resort Pool - pickle ball - keyless check in - on-site parking for up to 2 vehicles - picnic table with waterfront views - fully equipped kitchen - smart TV in living room - 10 min to bald point state park - 25 min to ochlockonee river state park -15 min to alligator point Beach - 6 min to Mashes sands Beach -5 min to Mashes sands boat ramp - convenient to multiple local restaurants

Relaxation cottage

No pets! This house was designed specifically for Airbnb guest. New Serta mattress, clean sheets, and super clean house. I’m a super host you can trust. The house is located in a quiet area close to all attractions. Fenced in private backyard. Fire pit and modern patio! State of the art grill!! House is 3 bedroom/ 2 bath. Come getaway and make this your home base to explore Wakulla County. Close to state parks, beaches, and great seafood ;).

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

Wakulla River House - Watch the Manatees Swim By

Only 20 minutes south of Tallahassee, leave your cares behind and enjoy the beauty of the Wakulla River. The unique house includes 4 kayaks and 2 SUPs for you to explore this pristine river. Enjoy your own private dock; you might see the river otters first thing in the morning there as you enjoy your coffee. The boat ramp is nearby. The house is tastefully appointed and features artwork from several artists who capture the local flavor.

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.