Holiday rentals with a pool in Tallahassee

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, 100 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!.

4.9 out of 5 average rating, 669 reviews

A cozy sleeping area features a new memory-foam queen panel bed with a patterned blanket and decorative pillows. A kitchenette with amenities is present in the background. Soft natural light enters through the window, highlighting the rustic decor elements and wooden flooring.

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.

4.98 out of 5 average rating, 198 reviews

Townhouse in Tallahassee

FSU king bed condo, free prkng, fast WiFi, 2 pools

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.

A modern kitchen is equipped with stainless-steel appliances, including a full-size refrigerator and microwave. Granite countertops define the space, complemented by sleek dark cabinetry and a three-stool island. Polished wood flooring enhances the contemporary feel, illuminated by recessed lighting above.

4.94 out of 5 average rating, 161 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.

4.88 out of 5 average rating, 100 reviews

Rosemary Retreat: 3BR Home, Screened Pool & Grill

Welcome to Rosemary Retreat, your cozy haven in sunny Tallahassee! This pet-friendly 3BR/2BA home offers a crackling fireplace, a serene private pool, and a fully equipped kitchen. Perfect for long stays, enjoy ultra-fast WiFi, two workstations, and outdoor dining for 7 with a grill. Nestled in a quiet, safe neighborhood, it's close to parks, dining, and attractions. Whether escaping the snow or seeking a peaceful getaway, Rosemary Retreat combines comfort, convenience, and Florida sunshine!

Guesthouse in Centerville

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.

4.94 out of 5 average rating, 248 reviews

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.

A private swimming pool is surrounded by lush greenery, creating a serene environment. Two lounge chairs are positioned adjacent to the pool, providing a space for relaxation. A stone border frames the pool, enhancing the natural setting, while the sunlight filters through the trees.

4.91 out of 5 average rating, 304 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

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.

4.93 out of 5 average rating, 177 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.

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.

4.97 out of 5 average rating, 143 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.

4.97 out of 5 average rating, 130 reviews

Groups Hot Tub 4/4| Private Fun

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!

A modern living room features sleek grey walls and a stylish light fixture. Comfortable seating is provided by two armchairs and a sofa. A glass coffee table sits on a geometric patterned rug, with light filtering through the window adorned with shutters.

4.9 out of 5 average rating, 147 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.

5 out of 5 average rating, 158 reviews

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.

Home in Centerville

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.

Popular amenities for Tallahassee rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An inviting kitchen space features a large wooden dining table surrounded by six chairs. Dark cabinetry contrasts with marble countertops, while stainless steel appliances line the walls. Natural light filters through the windows, highlighting the modern design and open layout.

4.9 out of 5 average rating, 30 reviews

Quiet 4BR Retreat w/ Pool – Near FSU, FAMU

A serene backyard features a sparkling pool surrounded by a concrete deck and lush greenery. Two lounge chairs are positioned near the pool, and a spacious deck extends from the house, offering ample space for relaxation and outdoor activities.

5 out of 5 average rating, 37 reviews

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

5 out of 5 average rating, 70 reviews

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.

Home in Midtown

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

An outdoor area features a small pool surrounded by a stone patio. Four wicker chairs are arranged near the pool, and a rectangular table with stools stands in the background. Lush greenery and a wooden fence provide privacy and a natural backdrop.

4.89 out of 5 average rating, 65 reviews

Pet Friendly, Mid-Town Oasis w/Pool!

5 out of 5 average rating, 9 reviews

A two-story home is set among trees, featuring a brick façade and a slate roof. A welcoming front porch is highlighted by a decorative light. Lush greenery and manicured bushes line the pathway, leading to the entrance, creating an inviting ambiance.

Home in Centerville

Walkabout 9 Parklike Acres | Gatherings | Weddings

A screened-in pool area features clear blue water, surrounded by leafy greenery. Sun loungers and a shaded seating area provide space for relaxation, while a sheer curtain gently sways in the breeze. The overall environment offers a serene, inviting space for leisure.

4.89 out of 5 average rating, 36 reviews

Artsy Oasis w Pool, Tree House, Cottage, Pet -YES

A spacious outdoor pool is highlighted, featuring a sleek design with bright blue water. Relaxing lounge floaties rest in the pool, and surrounding wooden decking provides ample space for lounging. The backdrop showcases a two-story home with a mix of greenery and serene sunset colors.

4.88 out of 5 average rating, 42 reviews

TAL Getaway|POOL |7 Mins to FSU

The modern exterior of the house is framed by lush greenery and tall trees, showcasing a unique architectural design with large windows. A gravel driveway leads to a single-car garage, and a small set of stairs ascends to the entrance, accented by well-maintained landscaping.

4.96 out of 5 average rating, 68 reviews

Palmer & Tally - Fenced in Yard w/Pool

Condo rentals with a pool

A modern kitchen features sleek stainless steel appliances, including a refrigerator and microwave. The cabinetry is complemented by granite countertops, and a bar area provides additional seating. The space is illuminated by a stylish pendant light, enhancing the contemporary design.

FAMU/FSU: Cozy 1bd Condo 5-10 mins from Campuses

An open living area features a comfortable seating arrangement with a brown leather sofa, two wooden chairs, and circular tables. A decorative wall accent complements the space, while a ceiling fan and natural light enhance the inviting atmosphere. An island bar with seating is visible in the kitchen area.

5 out of 5 average rating, 6 reviews

Airy Tallahassee Condo ~ 5 Mi to Downtown!

4.97 out of 5 average rating, 68 reviews

FSU Condo FAMU TSC King Bed Pool Walk to Stadium!

The exterior features a two-story brick building surrounded by palm trees and lush greenery. A concrete pathway leads to the entrance, with a swimming pool visible in the background. The clear blue sky adds a bright ambiance to the scene.

4.81 out of 5 average rating, 83 reviews

Tallahassee legislation session, Near Fl Capitol

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.

5 out of 5 average rating, 92 reviews

<-Luxury at the Legends->

A welcoming living area is furnished with a comfortable couch and two armchairs, arranged around a central coffee table. A dining table with four chairs is positioned nearby. Natural light filters in through partially closed curtain panels, highlighting the wood-like flooring.

4.95 out of 5 average rating, 19 reviews

Renovated 3 Bed 3 Bath FSU Condo

A comfortable living area features a light-colored sectional sofa adorned with red and white decorative pillows. A modern coffee table sits on a textured rug, and a vibrant wall art piece depicting a football scene adds character. Natural light filters through the window with white blinds.

4.86 out of 5 average rating, 59 reviews

Renegade Retreat: Premier unit at Seminole Legends

A cozy bedroom features a king-size bed adorned with decorative pillows and a soft coverlet. Natural light filters through the window, accentuating the warm tones of the walls. A bedside table with a lamp and a framed map artwork add charm to the space.

4.93 out of 5 average rating, 54 reviews

Condo near Sports Complex

Other holiday rentals with a pool

4.93 out of 5 average rating, 163 reviews

A cozy seating area is framed by rich oriental carpets, featuring a floral-patterned couch and a glass coffee table. A plant is positioned on the table, while a wall-mounted television is visible on a shelf filled with colorful blankets. Warm lighting is provided by a nearby lamp.

Apartment in Tallahassee

Craftsman Studio near Cascade's Park - downtown

4.75 out of 5 average rating, 121 reviews

A spacious outdoor area is presented with a swimming pool surrounded by a manicured lawn. Several lounge chairs are arranged along the poolside. A table with four chairs is positioned on the grass under a large umbrella, offering shaded seating.

Townhouse in Tallahassee

Nice house with pool and wide spaces

A spacious screened-in pool is featured within a well-maintained patio area. Lush greenery surrounds the pool, enhancing the tranquil environment. The water glistens in shades of blue, and the patio surface is composed of smooth concrete, providing a clean and functional space for relaxation.

4.63 out of 5 average rating, 35 reviews

Blue Wonder Cozy and Convenient

A single-story brick home is set in a serene neighborhood, featuring a well-maintained front yard with low shrubs and a palm tree. A spacious driveway leads up to a garage door, while large windows provide ample natural light to the welcoming exterior.

4.74 out of 5 average rating, 182 reviews

Comforts of Home in the Heart of the Capital City

4.85 out of 5 average rating, 91 reviews

West Tallahassee Home 4bd/3bth

A well-maintained single-story home is set within a lush green landscape. The exterior features a light beige facade with an inviting front porch. A tidy lawn surrounds the driveway, and a flag hangs proudly from the front entry, complementing the tranquil natural surroundings.

4.7 out of 5 average rating, 10 reviews

Lovely Private Home with Pool

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.

4.98 out of 5 average rating, 163 reviews

Magnolia Manor Estate with Heated Indoor Pool

A spacious backyard features a large swimming pool bordered by a sunlit patio area. Lush greenery surrounds the pool, complemented by a shaded umbrella and seating. The inviting home is visible in the background, offering easy access to the outdoor leisure space.