Holiday rentals in Tallahassee

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Top-rated holiday rentals in Tallahassee

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Home in Tallahassee

4.98 out of 5 average rating, 212 reviews

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!

Guest favourite

Flat in Tallahassee

4.98 out of 5 average rating, 325 reviews

Live Oak Cottages III-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 shoppI gt

Guest favourite

Cabin in Tallahassee

4.96 out of 5 average rating, 149 reviews

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.

Guest favourite

Townhouse in Tallahassee

4.96 out of 5 average rating, 28 reviews

Seminole Getaway

Looking for a cozy and comfortable place to stay during your next vacation or business trip? Look no further than our charming 1 bedroom 1 bath townhouse. Located in quiet neighborhood just minutes away from the city center, our townhouse office the perfect balance of relaxation and convenience. We offer fully equipped kitchen, King size bed with TV in bedroom and living room as well as a breakfast table in dining area. Outside you'll find fully fenced private area in back yard with seating.

Guest favourite

Home in Tallahassee

4.97 out of 5 average rating, 249 reviews

Quiet-Clean-Cottage-Dogs Kitchen

Hi speed WiFi + Desk + Dogs welcome • Fully stocked kitchen • 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.

Guest favourite

Home in Tallahassee

4.84 out of 5 average rating, 38 reviews

Wow! Comfort, Quiet, Clean! Value! Music, Killearn

Beautifully furnished 3 BR, 2 bath home. Shady Killearn. Short or long term. Couples or families. Peaceful! FSU events. Football weekends. Gate to Man-O-War Park! Playscape. Near McClay Gardens. Flowers Piano! Modern kitchen. Fast Internet. 55 inch Cable TV. Xfinity. Near restaurants and shops. Modern, clean, nicely decorated. In house Washer and Dryer. New AC/Heat! Sunroom. Fireplace. Ping pong! 2 screened porches. Shaded lot. Garage. Driveway. Ample parking. No pets, smoking!

Guest favourite

Cottage in Tallahassee

4.94 out of 5 average rating, 176 reviews

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.

Guest favourite

Home in Tallahassee

4.86 out of 5 average rating, 109 reviews

Garden Oasis Off Monroe

Welcome to your home away from home! This fully renovated, modern chic, 2 bed, 2 bath private home awaits you. This family friendly space has toys and books for your kids, lounge space and a washer and dryer. High speed internet allows for multiple devices, and the home includes 2 Queen sized beds and one sofa. The kitchen is fully stocked with cookware to satisfy any chef. Enjoy the complimentary coffee and the fruit that grows in the garden. Owners are local and easily reached

Guest favourite

Home in Tallahassee

4.97 out of 5 average rating, 150 reviews

Magnolia Manor Estate with Heated Indoor Pool

Retreat to in-town country living with massive, picture perfect live oaks and abundant wildlife. Your family and friends will enter this home in awe of its unique qualities including the incorporation of the beautiful natural environment through expansive windows in every room and an indoor pool. This is a peaceful sanctuary for you and your family and friends to enjoy a wedding weekend, Tallahassee visit, FSU/FAMU gameday, reunion, and other activities. We have a generator.

Guest favourite

Home in Crawfordville

5 out of 5 average rating, 23 reviews

Timber and Tides

Bring the whole family to this beautiful home with lots of room for fun. Centrally located between the Gulf Coast and Tallahassee. 20 minutes to FSU & FAMU or 30 minutes to Shell Point Beach. Prefer to take dip in the natural springs at Wakulla Springs State Park? It's only a short 10-minute drive away. The property is adjacent to Apalachicola National Forest with many springs, and hiking or biking trails nearby. This is an outdoor lover's dream.

Guest favourite

Home in Tallahassee

5 out of 5 average rating, 132 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.

Guest favourite

Townhouse in Tallahassee

4.9 out of 5 average rating, 135 reviews

Blushing Garden - 2- Bedroom Downtown Home

The home is designed to accommodate guests with front door keyless entry via their own personal code. A beautifully decorated home is dressed in blush, various wood tones, and clean gray design and feels like an elegant retro-boho retreat. The home is nestled in a quiet neighborhood and is very convenient for everything that Tallahassee has to offer.

Popular amenities for Tallahassee holiday rentals

Stay near Tallahassee's top sights

Florida State University95 locals recommend
Cascades Park170 locals recommend
Tallahassee Museum118 locals recommend
Alfred B. Maclay Gardens State Park102 locals recommend
Proof Brewing Company94 locals recommend
Railroad Square Art District89 locals recommend

Quick stats about holiday rentals in Tallahassee

  • Total rentals

    1.6K properties

  • Total number of reviews

    57K reviews

  • Family-friendly rentals

    950 properties are a good fit for families

  • Pet-friendly rentals

    520 properties allow pets

  • Rentals with a pool

    210 properties have a pool

  • Rentals with dedicated workspaces

    840 properties have a dedicated workspace

Destinations to explore

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