Holiday rentals with outdoor seating in Tallahassee

Live Oak Cottages II InTown-Nature Retreat

Private long driveway to a quiet setting. Beautiful Live Oak trees around the grounds. It’s the upstairs cottage apartment with tall windows giving you a view to the Live Oak trees canopying together. The one by the cottage is 200 +years old!! Charming and cozy place to relax or work! Living room windows are tinted for privacy. Comfy bed and all the bedding is cleaned in between guests. There are plenty of towels, linens, and the essentials you need to be comfortable. Smart tv and Wifi too

The Beachum House

Updated with brand new furniture! Cozy & comfortable, the Beachum House is a relaxation destination tucked away in a quaint, quiet neighborhood in downtown Tallahassee. This home is the perfect, peaceful getaway with quick access to Tallahassee's finest restaurants, shopping, and of course, the Florida State Seminoles! 2 minutes from Target, 3 minutes from the Governor's Square Mall, 5 minutes from Cascades Park, under 8 minutes from FSU. Oversized fenced back yard, perfect for doggos & friends!

Centrally Located 2b/2b Tallahassee Retreat

Serene home less than ten minutes away from Universities, the Capitol, Midtown, and Hospitals. Nestled in a quiet neighborhood with minimal traffic, where you can get to your desired destination(s) quickly or relax off the beaten path. Amenities include: New AC, Fully stocked kitchen, washer/dryer, 50 inch Smart TV, 32 inch smart TV's in each bedroom, High Speed Wi-Fi, dinning table/laptop friendly work space and game nook, keyless entry for quick and convenient check-in! The search stops here!

3 Bedroom Trendy Elegant Vibe close to Colleges

Relax in this calm, stylish space! Enjoy this oasis in Florida's capital. Recently renovated, this home is close to downtown, FSU, and FAMU. Wake up in this bright modern smoke-free and pet-free home. You get the entire place with no space shared. This home comes equipped with 2 queen size beds, a set of twin beds, and Smart TV's in each room with your favorite apps! Free Netflix, DIsney, Hulu and ESPN+ The home comes with a nice sized screened in porch and large back yard. We are kid friendly.

Charming Charley - Cozy and Comfy near Everything

Welcome to "Charming Charley" where simplicity and southern charm flourish in this cute townhouse suited for up to four. We are nestled and conveniently located near EVERYTHING. Just minutes from the colleges or a 5-minute drive to the hottest nightlife, restaurants, and shops in the city. We specialize in affordable elegance and are committed to providing you with a complete and accurate depiction of your modest vacation rental home. Any questions...just ask, that is what we are here for.

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.

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.

Pet Friendly Townhome, less than 1mile to FSU

Spacious, newly remodeled 2BR/1.5Bath Townhome within walking distance to FSU. King in Master bed/bath & amenities include fully equipped kitchen, Wifi, Smart TV’s in each room, a coffee/cocktail bar with wine cooler, a pet nook for your furry friend, and a new beautiful wooden patio deck in the private fenced backyard. Bring a friend/family as we have a sofa bed in the living room and outdoor dining and/or leisure area on the back patio.

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.

Birdie's Modern Pool House Paradise

Enjoy your stay in this cozy, newly remodeled (2020) studio! This studio is centrally located and is short drive from downtown and the universities. FREE wifi and parking are included. Quaint and nice pool house in a nice and quiet golf course community. The property is tastefully decorated with colorful modern designs with a touch of traditional accents. You’ll find a great variety of restaurants, cafes, and shops nearby.

Convenient Cottage | Midtown TLH

Welcome to our charming, cozy cottage in Tallahassee's Midtown, less than ten minutes from Doak Campbell Stadium, the Florida State Capitol, Cascades Park, and the city's best restaurants. This is the perfect two queen bedroom stay for game day, concerts, graduation, and more. Make yourself at home with WiFi, live YouTube TV, full kitchen with Keurig coffee maker, washer/dryer, back deck, and free off-street parking.

ADORABLE TALLAHASSEE EXPERIENCE - CAMPUS + CAPITOL

Newly renovated 1940’s charmer perfect for your Tallahassee visits. Steps away from FSU’s campus. (Yes, you can walk to the stadium!) 3 bedrooms, renovated bath + kitchen - super clean, comfy, and convenient. We also include extra amenities to make your stay more comfortable, recommendations on all our local favorites and tips to make sure your visit to Tallahassee is exceptional.