Holiday rentals with a pool in Gadsden County

Tallahassee bound? Stay in Historic Havana!

King Bed,2.65 acres,Private pool,Dogs OK-$50 non refundable pet fee. 15 min to Tallahassee for sport events, colleges, legislation & business. A taste of Old FL with country breezes & wide open spaces. Stroll to quaint antique shops & eat in our cute cafes. Learn about “The Old Spanish Trail” & the many antique tobacco barns in the area. Cool off in our lovely pool or read under sprawling centuries old Oak trees. End the day at the firepit with a glass of wine or cup of cocoa. Relax & recharge!

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!.

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

FSU–Doak Stay, King Bed, Fast WiFi, Pool, Parking

Wake up in the heart of Seminole country! This 2nd-floor, updated condo is in a quiet, gated community in the shadow of Florida State University & Doak Campbell Stadium, near CollegeTown & the Capitol . On game day mornings, you may hear the Marching Chiefs warming up in the stadium—an unforgettable FSU experience. Perfect for football weekends, campus tours, concerts, business travel, or relaxing getaways, this thoughtfully equipped condo delivers comfort, convenience & unbeatable location.

Tallahassee Pool Home: FSU/FAMU, Families, WFH!

Searching for your ideal summer spot near Tallahassee universities or a family getaway? Welcome to Rosemary Retreat! This 3BR/2BA home features a private pool, ultra-fast WiFi (515 Mbps), and two dedicated workspaces—perfect for FSU/FAMU faculty, visiting students, or remote-working families. Enjoy a pet-friendly, fenced backyard & outdoor dining. Nestled in a quiet, safe neighborhood, you're minutes from FSU, FAMU, local campuses, parks, & dining. Ideal for extended stays or summer vacations.

Renovated Doak Campbell Stadium Condo

Condo is right next to Doak Campbell Stadium. Walk to the stadium, sports fields and courts, FSU circus, and more. Walking distance to Gaines St District and College Town with all the bars and restaurants you'll ever need. TV has most apps pre-loaded (Hulu, Netflix, etc.) and you can log into your own streaming accounts. There is no cable television, only the apps you sign into with your own account. This is a gated complex and occupant will have one assigned parking space during their stay.

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.

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.

The Honolulu - Modern 3BR Condo Near FSU with Pool

Modern 3-bed, 3-bath condo in gated complex just minutes from FSU and downtown Tallahassee. Each bedroom features a private ensuite bath, ideal for students, families, or professionals sharing space. Enjoy an open living area, fully equipped kitchen, in-unit laundry, and community pool access. Convenient parking, fast Wi-Fi, and secure entry make this the perfect stay for comfort, privacy, and location near campus, dining, and nightlife.

Cheerful 4 Bdr Pool Home [4mile (10min) 2 Capitol]

This stylish place to stay is perfect for group trips. The home is fully equipped and literally minutes to everything. Its convenient location make this the ideal spot for You can enjoy lazy days by the pool (3ft to 7.5ft deep), laughed filled evening in our modern living room or just crash in the SUPER comfortable beds after a day out on the town. This home is 4 miles and a quick and easy 10 minute drive to the Capitol.

The Cottages, Unit 2

Discover a delightful getaway surrounded by nature at The Cottages, Unit 2. This cozy two-bedroom, one-bathroom haven is perfect for couples or small families seeking a peaceful getaway. With its serene surroundings and modern amenities, you'll find everything you need for a relaxing stay. Located 20 minutes from Tallahassee, 20 minutes from Bainbridge, GA and 45 minutes from Thomasville, GA.

The Secret Garden near FSU and Downtown

Vintage private house on a big lot. 2 BR/1 BA. Sleeps up to 4. Queen bed; full bed + couch in guest BR that folds into single. $50/nt for extra guests. Fully furnished. FP, TV, pool, dishwasher, walled-in backyard. W/D for guests staying 3+ nights. Pls give advance notice of pets along with description of breed and size. No parties allowed. Minimum 25 years old to book.