Holiday rentals in Tallahassee

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Top-rated holiday rentals in Tallahassee

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Top guest favourite
A modern living area features a light grey sofa adorned with patterned throw pillows, paired with a rustic wooden table. A large television is mounted on the wall, while a well-lit kitchen and dining area are visible in the background, enhancing the open layout.
Home in Tallahassee
4.99 out of 5 average rating, 112 reviews

Luxury Haven w/ Many Amenities

I live in NJ close to my parents, and my sister lives in Tallahassee. To make it easier for my parents (who are separated) to see my sister and their grandchildren, I surprised them with the keys to a "his and her" condo in the same complex. You won't find an Airbnb in the area with more abundant amenities because I wanted to give my parents the home away from home they have always dreamed of. If the listing is available, my family isn't in town, and so this beautiful condo is available to use!.

Guest favourite
The living area features a black leather sofa, a red couch, and a wooden coffee table centered on a colorful area rug. A modern fireplace is built into a white brick wall below a mounted television. Natural light enters through a window, complemented by dark curtains.
Flat in Tallahassee
4.94 out of 5 average rating, 109 reviews

3 miles to FSU-Upper Midtown Luxe-Prime Location

This is a renovated 2BR 1 Bath apartment on the first floor located central off Meridian, a Canopy Road, in Tallahassee, just a short ride or walk to shopping, Whole Foods, Riccardos, ABC, Publix, Walmart, Food Glorious Food, Winthrop Park, Planet Fitness and hundreds of nearby restaurants and coffee shops, wide well maintained sidewalks take you to Lake Ella just 1.5 miles south. About 2.5 miles to the Capitol Building,. Walk to the Tallahassee Aquatic Center less than a mile or several parks.

Top guest favourite
Flat in Tallahassee
4.98 out of 5 average rating, 374 reviews

Live Oak Cottages III. 2/2 In Town Nature Retreat

A Beautiful private location with the cottage nestled under 100-300 Plus yrs old Live Oak trees. Sits off the street, very private. Comfortable, stylish interior with all that you need. Sparkling clean! Quality linens. W&D.All bedding and throws washed every time. Kitchen supplies, extra towels. Sodas, water, creamer for free. 2 full baths, 3 Tvs and WiFi. It's the right side of a duplex where the wall between is completely soundproof. Close to the Capital,Colleges, restaurants and shopping.

Superhost
The kitchen features a modern design with a spacious table made of light-colored wood, accompanied by two stools. A sleek countertop provides ample space for meal preparation, while stainless steel appliances are visible in the background. Soft lighting from a hanging fixture enhances the inviting environment.
Townhouse in Tallahassee
4.92 out of 5 average rating, 225 reviews

Updated 2/2•Pets allowed($)•near FSU & I10

This newly renovated home, ideal after a long day of traveling, working, or celebrating the Noles. This home offers close proximity to universities, shopping centers, & restaurants. You’ll find two fully furnished bedrooms, each walk-in closets. The entire space has been thoughtfully updated, providing a modern and comfortable atmosphere. The kitchen is fully equipped, ensuring that you have everything you need to prepare delicious meals. A washer & dryer are available for your convenience.

Top guest favourite
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
5 out of 5 average rating, 135 reviews

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.

Top guest favourite
The kitchen showcases modern cabinetry with a sleek marble countertop. Stainless steel appliances, including an over-the-range microwave and an oven, are visible. A herringbone backsplash adds texture, while essential cookware is neatly organized on the counters.
Flat in Lafayette Park
4.96 out of 5 average rating, 139 reviews

1940’s Midtown Beard St. Charmer

Located in the heart of midtown within walking distance to many delicious restaurants and local shops, this space is hard to beat. Private entrance, private (unshared) space, small studio apartment with queen sized mattress. Kitchen has fridge, microwave, oven, dishwasher. Smart TV, Wifi, off street parking (1 assigned space), situated in an adorable neighborhood full of Tallahassee charm and history. Fits 1 person perfectly or up to 2 max. Non-Smoking unit! Pets accepted with fee.

Superhost
A spacious living area is featured with a blue sofa and a circular hanging chair. A wooden coffee table sits on a patterned rug, while a dining table with chairs is positioned nearby. Natural light streams through the windows, illuminating the wall decor and plants.
Home in Tallahassee
4.85 out of 5 average rating, 125 reviews

The Greywood, by Blackhouse

There’s a moment - often within the first few minutes - when your shoulders drop. Your breathing slows. And you realize how tired you’ve been. That moment is why we exist. The Blackhouse brand was created as a response to modern life: the noise, the pace, the constant pull on your attention. Our homes are designed to help you slow down, reset, and reconnect. Here, the goal isn’t escape - it’s restoration. A return to yourself. May you find rest, - Blackhouse

Guest favourite
A cozy living room features a light-colored sofa adorned with various throw pillows. Two abstract paintings hang above the couch, complementing the neutral tones. A wooden coffee table, accented with a decorative plant and book, sits on a textured rug, while a floor lamp provides soft illumination.
Apartment in Tallahassee
4.95 out of 5 average rating, 153 reviews

Convenient Game Day 1BR Condo Near FSU Stadium

Welcome to our charming one bedroom, one bathroom condo located at Seminole Legends in the heart of Tallahassee! Perfectly situated just minutes away from Florida State University, this beautifully appointed unit is the ideal home base for couples or solo travelers seeking a comfortable and convenient stay. With its unbeatable location, stylish decor, and top-notch amenities, our Seminole Legends unit 102 is the perfect choice for your next trip to Tallahassee.

Guest favourite
The living area features a neutral-toned seating arrangement with two sofas facing a television unit and a decorative fireplace. A coffee table sits in the center, and a soft rug lies beneath, introducing warmth to the space. Natural light filters through the window adorned with blinds.
Townhouse in Tallahassee
4.96 out of 5 average rating, 452 reviews

Lovely in-town home away from home

Lovely, private townhome, completely renovated, close and convenient location to all amenities in Tallahassee. No stairs, with easy access. Private parking for 2 cars. As the owner of a commercial cleaning corporation, we have implemented all necessary measures to make sure the space is properly disinfected after each and every guest. There is no catering/commercial food prep allowed from this unit, as it will overwhelm the space. No violations tolerated.

Top guest favourite
The treehouse is elevated on stilts, surrounded by lush greenery and ancient oaks. A spacious deck with wooden railings features steps leading to the ground, while decorative plants enhance the outdoor space. The structure showcases large windows, allowing natural light to fill the interior.
Treehouse in Tallahassee
4.99 out of 5 average rating, 107 reviews

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.

Top guest favourite
A bright and open living area features a comfortable couch, coffee table, and dining table with chairs. Large windows allow natural light to fill the space, highlighting the wooden flooring and decorative area rug.
Home in Old Town
5 out of 5 average rating, 147 reviews

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.

Top guest favourite
The charming exterior of the home is framed by large live oak trees, providing shade and a serene setting. A wide porch, bordered by white railings, invites relaxation, while manicured shrubs line the pathway leading to the front entrance.
Home in Centerville
5 out of 5 average rating, 160 reviews

Sienna Lee Gardens: A Beautifully Renovated Home

Relax and unwind in this beautifully renovated 4 bedroom/3 bath home nestled on 20 acres of picture perfect live oaks, organic blueberry orchard, and abundant wildlife. There are so many places for entertaining including a large heated swimming pool (heated from March-Nov). There's a fully equipped kitchen, luxury beds and hotel quality linens. Every room has cable TV and internet throughout the house.

Popular amenities for Tallahassee holiday rentals

When is the best time to visit Tallahassee?

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Avg. price$147 SGD$150 SGD$157 SGD$157 SGD$194 SGD$153 SGD$156 SGD$197 SGD$198 SGD$237 SGD$194 SGD$167 SGD
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Frequently Asked Questions

  • What are the best places to stay in Tallahassee?

    Historic neighborhoods around Midtown, downtown, and the area near College Town have a welcoming mix of walkable dining, green spaces, and local culture. These areas are often suggested for travelers looking to experience the city’s energy and laid-back Southern character.

  • What are the best things to do in Tallahassee with kids?

    Tallahassee has family-friendly destinations like Tallahassee Museum, which features wildlife exhibits and outdoor activities, and Tom Brown Park with large playgrounds and open fields. Exploring Cascades Park is also frequently suggested for outdoor play and seasonal splash pads.

  • What are some of the best things to do in Tallahassee?

    Explore Alfred B. Maclay Gardens State Park’s landscaped grounds, tour the Florida Historic Capitol Museum, and walk scenic paths in Cascades Park. The city’s mix of outdoor spaces and local history is often highlighted by visitors.

  • How is the weather in Tallahassee?

    Tallahassee has mild winters around 40–66°F (5–19°C) and warm, humid summers reaching up to 92°F (33°C). Rain is frequent in summer, so packing a light rain jacket is useful throughout much of the year.

  • What are the best places to visit in Tallahassee?

    Alfred B. Maclay Gardens State Park draws visitors with its floral displays, while the Florida State Capitol invites exploration of local government history. The Tallahassee Museum blends interactive exhibits with boardwalks through natural habitats.

  • What are some hiking trails in Tallahassee?

    Hikers can explore forested trails in the Lafayette Heritage Trail Park, shaded walks at Elinor Klapp-Phipps Park, and the popular loop path at Alfred B. Maclay Gardens State Park. These trails showcase North Florida’s diverse landscapes and birdlife.

  • What are some family activities we can do in Tallahassee?

    Families can explore the Tallahassee Museum’s wildlife habitats, visit the Challenger Learning Center’s interactive exhibits, or enjoy an afternoon at Tom Brown Park’s playgrounds. Local parks and science centers frequently host hands-on activities for all ages.

  • What are some of the best day trip ideas from Tallahassee?

    Day trips often include exploring nature preserves, historic sites, and state parks surrounding the city. Visitors also venture to nearby coastal areas, freshwater springs, or traditional markets to experience North Florida’s natural and cultural variety.

  • Are there any pet friendly accommodations available in Tallahassee?

    Many stays welcome pets, especially in areas like Midtown and near the city's parks. Bark-friendly spaces and outdoor patios make it comfortable to explore Tallahassee with your companion.

  • What are some local tips for visiting Tallahassee?

    Bring comfortable walking shoes to navigate hilly neighborhoods and nature parks. Exploring farmers’ markets is a great way to taste local produce, and staying hydrated is helpful, especially during humid months.

  • What is Tallahassee known for?

    Tallahassee is known as Florida’s capital and a center for education, with vibrant political history and two major universities. The city also has locally rooted music traditions, green spaces, and a blend of Southern and coastal influences.

  • What are the best hidden gems to explore in Tallahassee?

    The Lichgate on High Road is known for its distinctive live oak tree and serene gardens, while Railroad Square Art District showcases local studios, galleries, and makers. Exploring lesser-known nature trails and independent coffee shops also brings out Tallahassee’s creative energy.

  • What are the best foods to try in Tallahassee?

    Tallahassee has Southern staples like fried green tomatoes, barbecue specialties, and shrimp and grits, as well as locally influenced seafood. Farm-to-table restaurants and classic comfort food are frequently suggested for visitors.

  • What should I bring for a trip to Tallahassee?

    Pack lightweight clothing for warm weather, comfortable walking shoes, and a light rain jacket for sudden showers. A reusable water bottle and sunscreen are also helpful, especially if you plan to explore outdoor parks and trails.

  • What is the nightlife in Tallahassee like?

    Tallahassee’s nightlife centers around lively bars, college hangouts, and live music venues in College Town and Midtown. Local breweries and late-night eateries add a relaxed, social atmosphere on weekends.

  • What are the most popular events or festivals in Tallahassee?

    Springtime Tallahassee with its parade and arts events is frequently suggested, while the Tallahassee Film Festival showcases independent cinema. The city also has music gatherings and cultural celebrations throughout the year.

  • Are there family friendly vacation rentals in Tallahassee?

    Tallahassee has many family-friendly stays, especially in quiet neighborhoods near parks and outdoor attractions. Look for rentals with extra living space, kitchens, or yard access for added comfort during your visit.

  • When is the best time to visit Tallahassee?

    Spring and autumn are often recommended for pleasant temperatures, blooming flowers, and outdoor events. Summers are warm and humid, while the winter months are cooler and generally quieter.

Quick stats about holiday rentals in Tallahassee

  • Total holiday rentals

    Explore 1,670 holiday rentals in Tallahassee

  • Nightly prices starting at

    Tallahassee holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 67,310 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,020 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 570 rentals that welcome pets

  • Holiday rentals with a pool

    210 properties feature pools

  • Rentals with dedicated workspaces

    900 properties have a dedicated workspace

  • Wifi availability

    1,620 of Tallahassee holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Monthly stays and Gym across Tallahassee rentals

  • 4.8 Average rating

    Tallahassee stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Tallahassee’s top spots include Cascades Park, Alfred B. Maclay Gardens State Park and Tallahassee Museum

  1. Airbnb
  2. United States
  3. Florida
  4. Leon County
  5. Tallahassee