Vacation rentals with outdoor seating in Leon County

4.89 out of 5 average rating, 643 reviews

Apartment in Tallahassee

COZY Studio Escape CLOSE-IN Kitchen Pool WRK-SPACE

Cozy~Quiet~Close~In Work-Space! FSU/ Collegetown!, Midtown, Capital, FAMU. EnSuite, Kitchenette, Cottage-feel, New Memory-Foam Queen Panel Bed & Luxurious Oriental. Private Side Entrance. Private Bath & Pool Access. Shadey~Oaks, Lovely Flowers & Birds. Microwave, Huge Toasteroven, Stovetop, Barsink, Granite Counter, Minifridge, Singleserve Coffee Maker, Utensils. Safe~Quiet~Shady Sidewalk 'Walking Neighborhood'. Poolside Patio & Porch w/ Glass Table. We Love Our Dog! No Children Or Animals Plz.

4.87 out of 5 average rating, 486 reviews

Townhouse in Tallahassee

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.

4.95 out of 5 average rating, 199 reviews

Cabin in Tallahassee

Coastal City Cabin: A Cute 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.

4.88 out of 5 average rating, 112 reviews

The Greywood | A Blackhouse Property

Welcome to The Greywood; a Blackhouse property. At Blackhouse, we believe in the transformative power of rest. Through thoughtful design and carefully curated features, our homes invite you to relax, reset, and renew. Enjoy a Nespresso, unwind in our book nook or with our selection of vinyl records, and indulge in a spa-like shower with soothing eucalyptus and lavender. We hope you enjoy the space as much as we do, and look forward to welcoming you soon. May you find rest, - Blackhouse

5 out of 5 average rating, 142 reviews

Apartment in Tallahassee

Private Garden Retreat | King Bed | TMH + Downtown

Welcome to your peaceful getaway, central to everything in Tallahassee! King bed ✔ Spacious patio with an original mural and fenced back yard ✔ Private Parking ✔ Dogs Welcome ✔ Well stocked kitchenette ✔ Mid-century charm ✔ Coffee, tea, snacks ✔ Cozy up with a movie in front of the custom wood slat wall, cook dinner with a well-stocked kitchenette, and get a quiet night's rest under a stylish wood ceiling. You are: - 5 mins from TMH - 8 mins to downtown - 8 mins to FSU - 7 mins from I-10

4.94 out of 5 average rating, 210 reviews

Cottage in Tallahassee

Twisted Pine Lake Cottage, secluded & near town

Close to everything, a million miles away....... Down the two-track driveway, past the view of the nearest neighbors, our three-bedroom cottage awaits. Rest easy on the patio, 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.

4.98 out of 5 average rating, 216 reviews

BEST location Quiet Cottage Pets Kitchen

• Fully stocked kitchen! • Hi speed WiFi + Desk • Smart TV's in every room • Nespresso + Keurig w/ pods • Washer + Dryer • Safe, quiet Neighborhood in Old Town/Midtown. Join the locals for dog walking, jogging, or casual strolling while taking in the beautiful historic homes of Old town/Midtown! Situated along canopy tree lined streets. The atmosphere here is serene, welcoming, peaceful and quiet. Fully stocked spacious kitchen has everything for those who prefer to dine in.

Guesthouse in Tallahassee

4.92 out of 5 average rating, 158 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.

4.96 out of 5 average rating, 148 reviews

King Bed- 10 Guests- Dogs-fenced yrd-deck

Spacious, stylish, and packed with comfort—your perfect NE Tallahassee escape! This 2,000 sq. ft. home features 5 comfy beds, a queen pull-out sofa, and Smart TVs in every room. The fully stocked open kitchen makes dining a breeze, while the fenced yard, deck, and fire pit create the perfect outdoor hangout (pets welcome!). Located in a peaceful neighborhood just minutes from top shopping and dining, plus a 2-car garage with remote for easy indoor parking.

4.96 out of 5 average rating, 100 reviews

Quaint Cottage Duplex in Midtown

Our cozy duplex in Midtown is located within walking distance to restaurants, wine bars, cafes and parks. Less than one mile to Tallahassee Memorial Hospital, 1.6 miles to FSU and 1.8 miles to FAMU. Offers private parking, washer and dryer, and a side patio to dine al fresco. The inside has been completely renovated with new appliances, a full-kitchen stocked with everything you need to cook, a dedicated work space and a walk-in shower.

4.98 out of 5 average rating, 106 reviews

Lakefront | 9 min to FSU | Pergola w/ Grill | EVSE

✈️ 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!