Holiday rentals with a pool in Gadsden County

5 out of 5 average rating, 25 reviews

Modern Elegance: Luxury Retreat

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!.

4.89 out of 5 average rating, 624 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.

4.88 out of 5 average rating, 32 reviews

Apartment in Tallahassee

Hilltop Château

Charming Condo Near FSU, FAMU & TSC Discover comfort and convenience in this 1-bedroom, 1-bathroom first-floor condo in Tallahassee. Enjoy a spacious living room with a large flat-screen TV and a private patio for relaxation. Just 5 minutes from FSU, 10 minutes from FAMU, and 7 minutes from TSC, it's perfect for students, parents, and business travelers. Close to Publix, Target, and a variety of restaurants and retail stores. Book your stay today and explore all that Tallahassee has to offer!

4.65 out of 5 average rating, 23 reviews

Home in Havana

Welcome to Tallahassee with a capital hospitaliTEE

Welcome to Tallahassee with a capital hospitaliTEE! We are not your typical Florida. Just on the outskirts of Florida's capital, so close to the Georgia state line, yet still convenient to everything both areas have to offer. Our peaceful, private retreat offers luxury accommodations for 12 guests, (including 4 legged ones,) sparkling pool, private hot tub, 2 master suites, (1 with a jacuzzi tub!) a fire pit, a master chef's kitchen all within 14 miles of the Capitol and college campuses.

4.93 out of 5 average rating, 153 reviews

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.

4.91 out of 5 average rating, 295 reviews

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. No parties allowed. Minimum of 25 years of age to book. Seasonal guests interested in staying longer than 2 weeks, pls inquire for pricing. FEMA per diem rates allowed with verifiable work travel.

Guesthouse in Tallahassee

4.91 out of 5 average rating, 136 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.

4.98 out of 5 average rating, 123 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.

4.93 out of 5 average rating, 59 reviews

Home in Havana

Rural Estate Near Tallahassee. Sleeps 16

Forget your worries in this spacious and serene Southern Aloha estate, nestled on over 30 acres of peaceful countryside. Perfect for FSU/FAMU visits, intimate gatherings, corporate retreats, or simply unwinding in comfort while exploring Florida’s capital city. Inside, you’ll find multiple cozy living areas, a chef’s kitchen, and a private pool (not heated) with a wrap-around deck. The estate also accommodates small weddings and events for an additional fee.

5 out of 5 average rating, 45 reviews

Perfect for Campus Visit 5Walk Doak FSU FAMU TSC

Centrally located and perfect for campus visits and working/visiting downtown. Convenient to FSU, FAMU, TCC, Civic Center, Airport and Government Buildings Downtown. This second floor condo is in a gated community and has free reserved parking for 2 cars and private back gate that leads out towards Doak Stadium. Enjoy the full kitchen, coffee, fast wifi, Roku TV, pool, bbq grill, outdoor dining areas by pool and on-site laundry.

4.9 out of 5 average rating, 125 reviews

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.

4.97 out of 5 average rating, 152 reviews

Close to FSU pool home, Sleeps 8, pet friendly

Your home away from home in Tallahassee!! Enjoy this spacious pool home in a lively neighborhood close to FSU, FAMU, area parks and Downtown activities. Our home provides 3 bedrooms, 2 bath, 2 living spaces, fully equipped kitchen, privacy-fenced backyard with pool, full laundry room, master on-suite with jacuzzi tub, and lots more!

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Popular amenities for Gadsden County rentals with a pool

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House rentals with a pool

4.94 out of 5 average rating, 16 reviews

Casa Azul

DwanaRating, 5 stars4 days ago

This was just what my family needed! Lots of space to visit and cook…we were able to enjoy the pool and relax even though it rained almost a full day. We enjoyed just being together inside the house! Lots of room to make memories! Super clean!

5 out of 5 average rating, 6 reviews

Stadium Stay Condo @ Doak

ChristopherRating, 5 stars1 month ago

Really well located and easy to find. This would work especially well for football games. Would rent again.

5 out of 5 average rating, 27 reviews

Beautiful, Heated* Pool Home Oasis 3/2 King Bed

JuliaRating, 5 stars1 week ago

A great stay! Located in a great spot, wonderful for families! My kids had the best time in the backyard. Would 100% reccomended to anyone traveling through Tallahassee

4.58 out of 5 average rating, 26 reviews

Blue Wonder Cozy and Convenient

DalmaRating, 5 stars6 days ago

Awesome place to stay, Todd was very nice and informative. I would definitely recommend staying here. Very responsive.

4.95 out of 5 average rating, 40 reviews

Cozy, Comfy, Townhouse, perfect for all.

CarlaRating, 5 stars1 month ago

The property was well appointed with bathrooms in every room, an efficient kitchen, comfortable living space and plenty of sitting areas. The host was very responsive and accommodating. We had a comfortable, enjoyable stay. I highly recommend this townhouse.

4.82 out of 5 average rating, 71 reviews

Welcome In

JamileRating, 5 stars1 week ago

Enjoy the stay .

5 out of 5 average rating, 8 reviews

Stylish and New! Casa Del Carmel- with pool!

ColbyRating, 5 stars1 month ago

Kenley's place was beautiful and so clean.. great location close to everything, quite area and felt safe. would definitely stay again

4.85 out of 5 average rating, 34 reviews

Collegetown House w/ private pool. Walk to FSU

JocelynRating, 5 stars2 weeks ago

The hostess was very prompt when asked questions. The place was more than perfect for my family!!! The descriptions on the site is accurate for the listing!!! Would definite stay again!! Thank you for a wonderful stay!!! ❤️

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Condo rentals with a pool

5 out of 5 average rating, 27 reviews

2 Pools, FSU Campus tours/2 blocks to Doak/Gated/

TylerRating, 5 stars1 month ago

Excellent spot just in a pocket of town that lets you easily access all the hip places while giving you a nice quiet location to take a break from the hustle and bustle of the big city. The hosts are fantastic, had clear communication, and had ensures the location was well prepped for our visit. They also assisted with some information on local spots to see which was very appreciated! Will definitely stay again!

5 out of 5 average rating, 5 reviews

Pool/2 King Beds/gated/5 min walk to FSU campus!

LynetteRating, 5 stars1 week ago

Brad’s place was super cute, looks just like pics. It’s a newer listing for him and there were a couple of issues but he immediately responded and handled appropriately. I would say it is a great place for a short stay, especially if you’re coming in for any FSU activities because it’s super close and easy to walk to. Brad is a great host, very friendly, always quick to respond, and flexible with check in and out to meet our needs. I would definitely rent from him again.

4.84 out of 5 average rating, 76 reviews

Newly remodeled Tally Charm 1 mile to FSU stadium

BradenRating, 5 stars1 month ago

I stayed here for two months and it was the perfect fit. I will be back when I come again next year!

5 out of 5 average rating, 82 reviews

<-Luxury at the Legends->

GretchenRating, 5 stars6 days ago

Thank you for such a great place to stay in Tally! This location made it very easy to get around to any part of the campus. Kerry helped with local recommendations as well, which was nice! We definitely hope to stay again!

4.94 out of 5 average rating, 18 reviews

Renovated 3 Bed 3 Bath FSU Condo

CynthiaRating, 5 stars8 months ago

Apartment was very clean and spacious. Host was friendly and accommodating. Definitely recommend!!

4.54 out of 5 average rating, 24 reviews

Townhome located seconds from stadium/downtown

TonyaRating, 5 stars1 month ago

Area was very convenient to graduation. Apartment was older but remodeled nicely. Extremely clean. Outlets in bathrooms did not work so we had to do our hair in the kitchen. I probably needed to get instructions to work TV’s. I couldn’t get the sliding glass door to open. Excellent communication and flexibility !! Charles even had a graduation balloon with flowers. Such a nice touch. Thank you.

TiffanyRating, 5 stars13 months ago

Apartment in Tallahassee

I truly enjoyed my 2 night stay. The location was very convenient. It was just as advertised. I will definitely stay again. This is one of my top 3 places to stay when in Tallahassee.