Holiday rentals with a pool in Gainesville

The entrance of a gated community is shown, featuring a stone guardhouse with a sign and a welcoming door. Lush greenery surrounds the area, including trees with hanging moss and colorful flowers lining the pathway leading to the main building.

4.84 out of 5 average rating, 219 reviews

Luxurious three-bedroom condo at Celebration Point

This well-appointed condo offers the perfect home base for your Gainesville visit—just minutes from the UF, Shands, and the city’s best shopping and dining. Ideal for families or groups, the spacious layout features three bedrooms, each with its own private bath, ensuring comfort and convenience. Nestled in a quiet, gated community, you’ll enjoy access to a recreation complex complete with: swimming pool & hot tub, fitness room, tennis and basketball courts. Plus, just ¾ mile from I-75 Exit 384.

Apartment in Haile Plantation

A peaceful park scene is presented, featuring a brick pathway meandering between manicured hedges and trees. Benches are positioned along the path, and a fountain is visible in the distance. Festive decorations adorn nearby structures, enhancing the inviting atmosphere of the community.

4.99 out of 5 average rating, 402 reviews

Condo in the Heart of Haile Village-Great Location

Stay in the heart of award-winning Haile Village, located within the community of Haile Plantation. Condo balcony overlooks a popular tranquil park. Enjoy relaxing sounds from the large fountain and twinkling lights at night. Walk to restaurants, coffee & dessert shop, plus wine & gift shopping. Condo is the perfect location for Village Hall weddings & events! Saturday morning Farmers Market, spa and kids play space are just feet away! Enjoy Haile's nature trails, Turtle Pond and nature views.

The game room features a foosball table at its center, surrounded by comfortable seating. A neutral-colored sofa is placed against a wall, and large windows allow natural light to fill the space, offering views of the backyard pool.

4.92 out of 5 average rating, 156 reviews

Salt Pool Oasis | Firepit+Pergola Near UF Stadium

Relax in your private saltwater pool oasis, minutes from UF & downtown Gainesville. 🏊 Saltwater Pool Oasis – Commercial-size pool with shade sail & remodeled deck. 🔥 Built-in Firepit + Pergola – Picnic table & bistro lights for cozy nights. 🎮 Game Room Fun – 500+ arcade games, foosball & board games. 📍 Prime Location – Walk to Publix & restaurants, just 1 mile to UF. 🚗 Free parking & ⚡ fast WiFi for work, study, or streaming. ✨ Perfect for families, groups & game-day stays in Gainesville!

A modern living area features a gray sofa adorned with colorful pillows, complemented by an area rug. A round coffee table is placed in the center. Large sliding glass doors invite natural light and offer a view of the outside space. A decorative wall with wooden accents enhances the room.

4.89 out of 5 average rating, 139 reviews

Botanical Retreat: King Comfort & Poolside Peace

Immerse yourself in a dreamy retreat with thoughtful extras like an essential oil diffuser, cooking supplies, and a comfy bed. You can take a refreshing dip in our pool or soak in the hot tub, even in November! Enjoy comfy furnishings and a great layout, with the added convenience of a washer/dryer. Our exceptional host provides you with a professional, accommodating experience, ensuring you have a truly restful stay. Book now and enjoy !!! *** If you have any questions, send us a message. ***

4.93 out of 5 average rating, 199 reviews

The tiny house features a welcoming front porch illuminated by warm lighting, enhancing its cozy appeal. The structure showcases a simple yet charming design, with windows framed by gently glowing lights, and a manicured lawn surrounds the base.

Cabin in La Crosse

Tiny Farmhouse on The Grove

Take it easy at this unique and peaceful getaway just minutes outside the city of Alachua and 20 minutes from Gainesville. A tiny house on the farm surrounded by nature, wildlife, and farm animals. We have 2 goats, 2 zebus, and 4 donkeys that make up our little farmhouse retreat. The cabin is stylish and cozy offering a full size bed, futon, WiFi and TV. . Has everything you need for a relaxing getaway. 7 min to Alachua 17 min to High Springs 15 min to Gainesville 28 min to Ginnie Springs

A two-story condo with a light beige exterior is framed by neatly trimmed bushes and hedges. The entrance features a welcoming dark-colored door, flanked by windows with white grilles. A smooth concrete pathway leads up to the entrance, enhancing accessibility.

4.95 out of 5 average rating, 111 reviews

2BR Condo Near UF, Ben Hill Griffin & Vet School

Gated Condo Near UF, Shands, Celebration Pointe & Butler Plaza-Great Location. Welcome to Grantwood, a peaceful gated condo in central Gainesville. Just minutes from UF, Shands, VA, Butler Plaza, and Celebration Pointe, it’s perfect for business trips, Gators football weekends at Ben Hill Griffin Stadium, or events at Exactech Arena. Enjoy secure, convenient access to shopping, dining, nightlife, entertainment, and local attractions while relaxing in a comfortable, well-appointed home base.

A modern living space is presented with a plush sectional sofa adorned with decorative cushions and a soft throw blanket. A coffee table holds small decorative items and candles. Natural elements are included with potted plants and a wall-mounted lamp, enhancing the cozy atmosphere.

4.94 out of 5 average rating, 327 reviews

The Farmhouse at Oaks | Modern 2BR Condo Near UF

Relax and Enjoy this fully renovated and stylish condo in the Heart of Gainesville, right off I-75 and 3 miles from UF. You'll have the entire apartment to yourself--2 bedrooms & 2.5 baths. With the extra beds, the condo can accommodate up to 10 guests. This is the perfect spot to access everything the Gainesville area offers; it's near shopping, eating, natural springs, and down the road from UF. Perfect for couples, families, or friends who want all the amenities with a touch of luxury.

A spacious outdoor swimming pool is displayed with clear, turquoise water, surrounded by greenery and an 8-foot privacy fence. A decorative tile border lines the pool, and a pergola and seating area are visible in the background under a blue sky with fluffy white clouds.

4.92 out of 5 average rating, 176 reviews

4 Bedrooms, Private Pool + HOT TUB

Hi I'm John with Gainesville STR. Check out our great ratings and reviews! Just a 10 minute drive to O'Connell Center for graduate/white coat ceremonies. Pool heating is available for extra fee. Message us for details. Your family home in Gainesville awaits - Close to the stadium and Shands with an 800 sq ft HEATED pool , hot tub, BBQ grill and XBOX Live. Ben Hill Griffin Stadium / O'Connell Center - 10 minutes Shands Medical Center - 12 minutes Ginnie Springs - 45 minutes

4.89 out of 5 average rating, 105 reviews

Short walk to Shands, VA, University of Florida 1

Comfortable condo located one block from Shands Hospital, VA Hospital, two blocks to the University of Florida Campus, and 1.5 miles to the football stadium (30 minute walk). The ground level condo is a two bedroom/1 bathroom. Each bedroom has a walk in closet, queen bed, chest of drawers. The kitchen is fully furnished with dishwasher, gas stove, microwave, and dishes. High Speed internet and cable are included. Sleeps 4 comfortably- No Dogs are allowed in the complex.

The bedroom features a spacious bed adorned with orange and blue pillows, a decorative throw, and a patterned rug. A yin-yang mural provides a calming focal point. Natural light streams in through sliding glass doors, leading to a private outdoor area complemented by greenery.

4.94 out of 5 average rating, 134 reviews

The Yin Yang Suite | Zen Condo w/ WiFi, King Bed

Fully renovated Zen condo perfect for your visit to Gainesville. Located a stone's throw from I-75, North Florida Regional Medical Center, and not far from UF and Shands, this updated cozy yet modern apartment has everything you need for a pleasant stay. Fully equipped with a KING bed, pullout sofa, and dedicated workplace. Enjoy your morning coffee or evening drink in the outdoor patio. Whether you're traveling for work or leisure, this apartment has it all.

The living area features a spacious white-sectional sofa adorned with neutral-toned throw pillows and soft blankets. A rustic coffee table sits in the center, flanked by decorative floral arrangements. Large windows allow natural light to illuminate the space, while a serene outdoor view is visible.

4.91 out of 5 average rating, 155 reviews

Modern Muse w/Firepit & Salt Pool w/Heated Option

Enjoy a Luxury stay for your next getaway. This MODERN PARADISE provides you everything and more. All lighting, TV’s and Living Area surround sound (Sonos) are Alexa controlled allowing you to sit and relax while Alexa does the work. Wonderful amenities range from heated toilet seat bidets, 4 system shower panels with rain shower, a Heated Pool Add-On Option and Cabannas, 72in Fireglass Firepit, Gym Area w/TV for Streaming Workouts, Beverage Bar and more

A modern living space is shown with a light neutral color palette. Two lounge chairs are positioned alongside a small round table and four dining chairs. A wall-mounted TV is visible, and a doorway leads to the kitchen area, enhancing the open layout.

4.92 out of 5 average rating, 280 reviews

Le Chic - Near Celebration Pointe, UF, Shands

Enjoy this gorgeous gated 1 bedroom condo located near I-75 and minutes away great shops and restaurants. Whether you're in town visiting Gainesville, at the University of Florida for an event, or on a clinical rotation, this place is in a great location. Enjoy spacious living areas, Wifi, TV, a washer and dryer, a fully equipped kitchen, seated outdoor patio, and access to neighborhood amenities which includes basketball court, tennis court, and pool.

Popular amenities for Gainesville rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A bright and airy living area features a cozy sofa and armchair, arranged around a rustic coffee table. A flat-screen TV is mounted above a modern fireplace, while a dining table with multiple chairs is visible in the background, complemented by large windows allowing natural light.

4.92 out of 5 average rating, 13 reviews

Modern 3BR Retreat with Pool + Patio Dining

A stylish living room is illuminated by natural light through large windows. A plush sectional sofa and a comfortable armchair are arranged around a low coffee table, featuring a decorative centerpiece. A contemporary chandelier hangs overhead, providing additional ambient light.

4.97 out of 5 average rating, 89 reviews

Rare & Spacious Oasis w/Pool

A two-story white house features a classic design with black shutters and a covered front entrance. The wide pathway leads to the main door, surrounded by neatly landscaped greenery. Large windows allow natural light to flow into the home, enhancing its welcoming appearance.

4.9 out of 5 average rating, 108 reviews

Coaches House - 1.5 mile from Ben Griffin Stadium

A one-story home is framed by a well-maintained lawn, featuring vibrant green grass. The front porch is adorned with white columns and a dark door. Flower beds with colorful plants are positioned near the entryway, complemented by a large tree providing shade.

4.81 out of 5 average rating, 16 reviews

Modern Home ~10 mins to UF w/Pool & Private Yard

A charming single-story home is set within a landscaped yard featuring lush green grass and mature trees. Colorful flowering plants create a welcoming entrance, while a shaded area provides cool relief. The driveway accommodates multiple vehicles, and the house offers a blend of brick and siding exterior.

4.92 out of 5 average rating, 12 reviews

Peaceful Hideaway in Gainesville Garden, Gazebo

4.83 out of 5 average rating, 236 reviews

A serene outdoor space features a wooden deck with four Adirondack chairs arranged around a central fire pit. Soft lighting is provided by hanging string lights, enhancing the ambiance. Surrounding trees provide shade and a sense of privacy in the green, grassy area.

Home in Alachua

Gated Golf Getaway close to Springs and UF

4.92 out of 5 average rating, 64 reviews

A spacious outdoor area features a large rectangular pool and a smaller adjacent hot tub. Surrounding the pool, a paved patio offers ample space for seating and relaxation. Lush greenery and open fields are visible in the background under a clear blue sky.

Home in Alachua

House in High Springs with Pool - Close to town

An aerial view showcases a spacious backyard featuring a large unheated pool surrounded by lush green grass. Several lounge chairs and umbrellas provide seating options around the pool area, while a dining set is positioned on the patio. Nearby, a storage shed is visible behind the pool.

4.93 out of 5 average rating, 42 reviews

Backyard oasis for big groups, 10 min to stadium

Apartment rentals with a pool

A well-appointed kitchen features white cabinetry and new butcher block countertops. A modern stove and microwave are included among the appliances. Four counter stools are positioned at the breakfast bar, which offers an inviting space for casual dining or socializing.

5 out of 5 average rating, 15 reviews

Close to UF Condo 2 Beds 1 Bath with parking

4.98 out of 5 average rating, 40 reviews

UF/Shands - Close, Quiet, Safe, Cute, Clean Condo!

A well-appointed bedroom features a large bed dressed with a patterned quilt. Accent walls in warm tones and soft curtains frame a window, while decorative lamps provide ambient lighting. A small green plant adds a touch of nature, complementing the overall decor.

5 out of 5 average rating, 23 reviews

Lovely Townhouse with pool and great locale

The entrance to the University of Florida is visible, featuring a distinctive archway that prominently displays the university's name. The building is made of red brick with intricate architectural details and features multiple windows that allow for natural light.

4.95 out of 5 average rating, 44 reviews

Private condo next to UF & Shands hospital

A spacious bedroom features a queen bed with a striped blue and white comforter. Two windows with horizontal blinds allow natural light, while a ceiling fan provides airflow. A dark wood nightstand and dresser complement the room's neutral tones.

4.79 out of 5 average rating, 255 reviews

Private townhouse at Foxmoor - just blocks to UF

A cozy living area is presented with a dark blue sofa and a vibrant orange ottoman, accompanied by two tables featuring floral arrangements. A decorative area rug covers the floor, while a painting of sailboats adorns the wall. Soft lighting is provided by two lamps.

4.89 out of 5 average rating, 47 reviews

Super Clean Oasis: Full Kitchen, Pool, Gym, Quiet

The living area features a modern brown leather sectional sofa and a round coffee table with a marble top. A ceiling fan provides air circulation, while large tiles contribute to the clean aesthetic. A beach-themed artwork adds a subtle touch to the wall.

5 out of 5 average rating, 18 reviews

Modern 4-Bedroom/4-Bath Apt. near UF & Shands

4.86 out of 5 average rating, 152 reviews

✨️Spacious with 2 Master suites next to I-75&Mall

Other holiday rentals with a pool

4.85 out of 5 average rating, 41 reviews

A bright bedroom is highlighted by a bold yellow accent wall and a large window allowing natural light to enter. The spacious bed is adorned with white and yellow bedding, accompanied by neatly arranged towels. A potted plant and a small nightstand add character to the room.

Flat in Gainesville

The cozy stay! With a pool

A comfortable bedroom features a spacious bed dressed in subtle grey tones. Natural light enters through sliding glass doors that lead to a private balcony. A dresser and bedside lamps add functionality, while soft curtains frame the view.

Townhouse in Gainesville

4.74 out of 5 average rating, 592 reviews

Comfy, Clean, & Easy Gainesville Stay w/ King Bed!

4.89 out of 5 average rating, 27 reviews

Townhouse in Gainesville

Clean & Cozy- Condo with Pool, WiFi & Near it All!

5 out of 5 average rating, 15 reviews

A comfortable living room features leather seating with several cushions, arranged around a light-toned coffee table. A decorative area rug adds warmth, while natural light enters through multiple windows adorned with light drapes. A dining area is visible in the background.

Farm stay in Alachua

Farm Coachhouse Apt

5 out of 5 average rating, 9 reviews

A living area is shown featuring two dark sofas with white cushions, complemented by a geometric area rug. A coffee table sits in the center, while a dining table with gray chairs is nearby. Large windows allow natural light to illuminate the space.

Flat in Haile Plantation

Condo in Haile Village Center

4.83 out of 5 average rating, 92 reviews

A spacious living area features hardwood floors and a cozy sofa adorned with pillows. A coffee table sits at the center, while a dining table with chairs is positioned in the background. A wall-mounted television is visible, adding to the inviting atmosphere.

Townhouse in Gainesville

Near UF Medical & Football •2BR •Pet-Friendly

4.91 out of 5 average rating, 43 reviews

A spacious outdoor pool is surrounded by lush greenery and palm trees, with a clear blue sky overhead. The tranquil water reflects the surrounding foliage, creating a calming atmosphere for relaxation. The pool area includes a patio space for lounging or enjoying the scenery.

Farm stay in Citra

The Ritz-Karlen - Pool Home - 10 mins to CHI