Vacation rentals with a pool in Leon County

A modern living area features a light grey sofa adorned with patterned throw pillows, paired with a rustic wooden table. A large television is mounted on the wall, while a well-lit kitchen and dining area are visible in the background, enhancing the open layout.

4.99 out of 5 average rating, 135 reviews

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!.

ValueLocationCleanliness

4.87 out of 5 average rating, 108 reviews

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.

ValueLocationTV

4.9 out of 5 average rating, 738 reviews

Apartment in Tallahassee

COZY Studio Escape CLOSE-IN Kitchen Pool WRK-SPACE

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

FamilyValueView

A vibrant living area showcases cozy seating around a central fireplace, accented by natural light streaming through large windows. The pool area features a refreshing saltwater pool, surrounded by a wooden deck with lounge chairs. A modern kitchen highlights stainless steel appliances and ample counter space.

4.99 out of 5 average rating, 107 reviews

Midtown*Pool*Walk to Dining*2 miles to FSU/Capitol

Steps from all that Midtown has to offer, Midtown Retreat’s private POOL & deck is an oasis to enjoy it all from! Our light-filled midcentury charmer is spacious/cozy. Only 2 miles to Capitol & FSU, this home is a treat to stay! 3 miles to Doak Campbell Stadium makes for a quick trip for FSU games. Ideal spot for FSU visits, Capitol business trips & Midtown nightlife! Heart of Tallahassee! ✅Pool ✅Wi-Fi ✅Pet-friendly ✅Work-from-home space ✅Free Parking ✅Walk to Midtown’s best dining/bars

LocationFamilyIndoor spaces

Guesthouse in Tallahassee

The illuminated pool glows in shades of blue under the night sky, featuring a tanning shelf and an umbrella for shade. Surrounding the pool, soft landscape lighting highlights lush greenery, enhancing the tranquil outdoor space.

The Carriage House

Our lovely French inspired guest house features an open floor plan, 12-foot ceilings with real wood beams, a fully equipped kitchen and large brick patio overlooking a spacious backyard with shared pool. The two bedrooms are connected by a jack and jill bathroom featuring a tub/shower combination. the second bathroom, located just down the hall, has a standup shower. For additional guests, there are more sleeping arrangements in the family room on a single bed pullout love seat.

LocationValueBathroom

4.94 out of 5 average rating, 275 reviews

An indoor pool area is highlighted, featuring a granite pool surrounded by various seating options. Sunlight streams in through large windows, illuminating the wooden walls and creating a bright, inviting atmosphere. A dining area with multiple chairs and a light blue table is also visible.

4.97 out of 5 average rating, 181 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.

LocationValueBreakfast

Guesthouse in Tallahassee

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.

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.

ValueFamilyLaundry

4.9 out of 5 average rating, 231 reviews

4.95 out of 5 average rating, 178 reviews

A cozy living room features a light-colored sofa adorned with various throw pillows. Two abstract paintings hang above the couch, complementing the neutral tones. A wooden coffee table, accented with a decorative plant and book, sits on a textured rug, while a floor lamp provides soft illumination.

Condo in Tallahassee

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.

FamilyLocationCheckout

5.0 out of 5 average rating, 122 reviews

An aerial view captures the vibrant surroundings of a condo complex near Doak Campbell Stadium. The stadium is prominently featured alongside the complex, which includes a swimming pool and several buildings. The expansive cityscape and a clear sky set a lively backdrop.

Condo in Tallahassee

<-Luxury at the Legends->

Score the ultimate FSU stay! 🏈 Right across from Doak Campbell Stadium, this renovated, upscale condo is a game-changer for Nole families and alumni. Walk to everything—the stadium, campus, sports fields, and Collegetown's vibrant dining and nightlife scene. Unwind in style with brand-new interiors, a smart Roku TV, and premium comforts. Features secure, gated entry and your own assigned parking space. Welcome to your luxury game-day headquarters! 🍁✨

LocationFamilyNearby

4.94 out of 5 average rating, 156 reviews

Groups Hot Tub 4b 4b Private Retreat

Your ultimate group getaway starts here—fun, space, and memories await! This 2,350 sq. ft. ranch on 3 acres is packed with everything you need: 11 beds, a chef’s kitchen, tons of cozy seating, and endless entertainment. Splash in the pool, soak in the hot tub, shoot hoops, paly Corn-Hole, or gather around the fire pit. With Smart TVs, lightning-fast Wi-Fi, games, and more, there’s never a dull moment. Close to everything—Private, serene and FUN!

LocationValueAccuracy

4.92 out of 5 average rating, 193 reviews

Modern 4BR Retreat w/ Private Pool | Sleeps 12

Whether you're in town for an FSU or FAMU event, graduation, family getaway, or business trip, this renovated 4-bedroom home is the perfect home base. Relax by the private pool, unwind in the spacious indoor and outdoor living areas, and enjoy accommodations for up to 12 guests. Just minutes from FSU, downtown Tallahassee, the Capitol, and top local attractions, this home has everything you need for a memorable stay.

ValueFamilyCheckout

The charming exterior of the home is framed by large live oak trees, providing shade and a serene setting. A wide porch, bordered by white railings, invites relaxation, while manicured shrubs line the pathway leading to the front entrance.