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 spacious blue sectional sofa arranged around a circular wooden coffee table. Two light-colored accent chairs complement the seating. Abstract artwork adorns the walls, and the open kitchen area is visible in the background, showcasing sleek appliances and bright cabinetry.
Home in Tallahassee
5 out of 5 average rating, 105 reviews

Luxury Living w/ Abundant 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!.

Top guest favourite
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
4.99 out of 5 average rating, 102 reviews

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.

Top guest favourite
Flat in Tallahassee
4.98 out of 5 average rating, 386 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.

Guest favourite
Home in Tallahassee
4.86 out of 5 average rating, 124 reviews

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

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, 156 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.

Guest favourite
Apartment in Tallahassee
4.97 out of 5 average rating, 195 reviews

Luxury King Downtown Tallahassee Condo

You are renting this entire luxury king condo flat (3rd floor with no elevator) in the quiet art district of downtown Tallahassee. Park free or take a short walk to the Capitol, Civic Center, FSU Law School, DOE, Gaines St, Parks, College Town, FSU stadium, Cascades, fine/casual dining/nightlife. Master enjoys stunning sunsets from this European architecture multi-use complex. Fully-equipped kitchen, wifi, Keurig, laundry, 2 TV's. Sectional sofa sleeps 2. Game weekends require 2-night min.

Top guest favourite
Flat in Tallahassee
4.96 out of 5 average rating, 153 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.

Top guest favourite
Home in Tallahassee
4.99 out of 5 average rating, 134 reviews

Walk to Museum | By FSU | Pergola w/ Grill

* Lake Water 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!

Guest favourite
A private pool area is surrounded by lush greenery and features a wooden pergola in the background. Two pink adirondack chairs face the water, creating a serene space for relaxation. The water's surface reflects the natural light, enhancing the serene ambiance.
Guest house in Tallahassee
4.91 out of 5 average rating, 201 reviews

Woodsy Loft near I-10

A short 2 mile drive from I-10 for those traveling you can unwind at this garage-loft with private entrance surrounded by trees with a backyard oasis. ✨ Step inside to a modern main room with canopy bed and well-equipped kitchen. Find your haven in comfy bedrooms and soak up the sunshine on the expansive deck☀️ Splash in the sparkling pool, have water gun fights in the yard and have dinner in the poolside pergola! Minutes from downtown, museums, and natural attractions.

Top guest favourite
Home in Tallahassee
4.94 out of 5 average rating, 112 reviews

Smart Home Near FSU, Big Backyard, Family Friendly

Modern 4BR smart home in Tallahassee, minutes from Florida State University (FSU), FAMU, and downtown. Ideal for game-day weekends, graduations, family visits, and group getaways. Minimalist modern interior with 4 bedrooms, 3.5 baths, and a spacious lanai with patio lounge chairs. Large fenced backyard surrounded by lush greenery, perfect for kids, pets, and outdoor gatherings. BBQ grill and outdoor dining available. Free parking and smart home features throughout.

Top guest favourite
A two-story studio is surrounded by lush greenery, featuring a well-maintained yard with ornamental plants and pathways. The exterior showcases large windows and a welcoming entry, while a screened porch is visible alongside the main structure.
Guest suite in Tallahassee
4.97 out of 5 average rating, 764 reviews

Private/Entire Studio, Private Keyless Entry

"Private Entrance" 2nd-story STUDIO w/lots of windows. Wood floors, central AC/heat, 1/2 bath, queen bed with new mattress, fridge, Krueig, microwave, WIFI, TV, closet space, ROBES FOR PRIVATE OUTDOOR WATER-HEATED SHOWER and towels. Established neighborhood less than 2 miles from FSU and downtown; 1 block to Tallahassee Memorial Hospital. Restaurants under 1/2 mile! It is on our property and we personally clean the studio. Go Noles!

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, 117 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.

Popular amenities for Tallahassee holiday rentals

When is the best time to visit Tallahassee?

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Avg. price$158 SGD$166 SGD$165 SGD$157 SGD$194 SGD$153 SGD$156 SGD$197 SGD$198 SGD$236 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 1,720 holiday rentals in Tallahassee

  • Nightly prices starting at

    Tallahassee holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 69,000 verified reviews to help you choose

  • Family-friendly holiday rentals

    950 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 580 rentals that welcome pets

  • Holiday rentals with a pool

    220 properties feature pools

  • Rentals with dedicated workspaces

    900 properties have a dedicated workspace

  • Wifi availability

    1,670 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, Tallahassee Museum and Alfred B. Maclay Gardens State Park

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