Vacation rentals with a pool in Gainesville

Condo in Haile Plantation

The entrance to Haile Village Center is framed by lush greenery and vibrant flowers. A decorative sign indicates the location, inviting visitors to explore the area filled with restaurants, shops, and cafes. The pathway is lined with brick pavers, enhancing the welcoming atmosphere.

4.95 out of 5 average rating, 131 reviews

Haile Village Getaway Chic 2/2

BRAND NEW AC for the summer! Welcome to your Haile Village getaway, an ideal spot for short-term and mid-term stays. Nestled in the vibrant Haile Village Center, you're just steps away from Hawkstone Golf Course, cozy coffee shops, delightful restaurants, and a bustling weekly farmers market. - 7 miles to UF - 7 miles to Shands - 6 miles to North FL Regional Medical Center A great place to relax after visiting family, a day of golf, a shift at the hospital, a UF Gator event & much more!

Condo 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, 401 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.

4.91 out of 5 average rating, 152 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.

4.9 out of 5 average rating, 138 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. ***

4.87 out of 5 average rating, 151 reviews

A cozy bedroom features a twin trundle bed alongside a full-size bed, separated by a sliding red door. Natural light shines through window coverings, illuminating the modern decor. A small ottoman rests in front of the twin bed, adding functionality to the space.

Cabin in La Crosse

Tiny House on the Grove

Kick back and relax in this calm, peaceful, and stylish space. This modern farmhouse brings convenience and country together. Located far enough from the hustle and bustle to stargaze at night and watch wildlife in the morning, but close enough to everything you need. Situated on an 8 acre mini farm with the cutest Zebu, goats, and donkeys. We have worked hard to cultivate a unique, relaxing and serene getaway that is inviting and refreshing. On the Grove, our guests become friends.

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, 175 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

The living area features two comfortable sofas facing a large television. A coffee table sits in the center on a colorful striped rug. A workspace with a desk and chair is visible, alongside two lamps providing soft illumination, enhancing the welcoming ambiance.

4.88 out of 5 average rating, 104 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

Ying Yang Suite | King Bed - Zen Condo

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, 152 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, 279 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.

A spacious pool area is surrounded by lush palm trees and lounge chairs. A shaded gazebo provides seating nearby, while the clear blue water of the pool reflects the sunny sky. Access steps and a gentle slope lead into the inviting pool.

4.9 out of 5 average rating, 102 reviews

Cozy Retreat 2BR Escape Near Celebration Pointe

Stay in this stylish, renovated Gainesville condo with a private one-car garage and reserved parking. Centrally located, you’re steps from restaurants, coffee shops, dessert spots, shopping, and a movie theater. Perfect for UF events, Gators football, graduations, or visits to Shands/UF Health, this modern, comfortable retreat offers everything you need for a relaxing, hassle-free stay with easy access to Midtown Gainesville and downtown attractions.

A bright living room is presented with large windows allowing natural light to fill the space. A gray sofa adorned with colorful cushions faces a wooden coffee table, while a potted plant adds a touch of greenery. Framed art pieces are displayed on the walls.

4.95 out of 5 average rating, 131 reviews

Sanctuary Gainesville Bright 2 BR King Condo

↞----- Designer Sanctuary | Fully-Renovated Condo -----↠ ▻ Right off I-75 & 3 miles to University of Florida ▻ 2 bedrooms & 2.5 baths ▻ 5 beds for up to 8 guests ▻ Bright and Spacious ▻ Thoughtful, concept design 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.

Popular amenities for Gainesville rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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, 88 reviews

Rare & Spacious Oasis w/Pool

5 out of 5 average rating, 22 reviews

A cozy living area showcases a comfortable light gray sofa with decorative pillows and a matching ottoman. A textured area rug lies beneath, while a floor lamp provides soft lighting. The open kitchen is visible in the background, featuring modern cabinets and ample countertop space.

Home in Williston

Corner Cottage Oasis with 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, 107 reviews

Coaches House - 1.5 mile from Ben Griffin Stadium

5 out of 5 average rating, 3 reviews

Huge townhouse super close to UF!

4.82 out of 5 average rating, 28 reviews

The outdoor space features a sparkling pool surrounded by a paved area with lounge chairs. Lush greenery and decorative planters add to the serene setting. The historic home's multiple levels and balconies are visible, complemented by the clear blue sky above.

Home in Duckpond

Grand Downtown Pool Home: 5 BR

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, 63 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.

4.95 out of 5 average rating, 41 reviews

Backyard oasis for big groups, 10 min to stadium

Condo 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

A cozy living room is highlighted by a gray couch with a sleeping option, a glass coffee table, and a large area rug. Light enters through sheer curtains, and a flat-screen TV sits atop a wooden storage unit, alongside a small chair and side table.

4.97 out of 5 average rating, 39 reviews

Free Parking • Walk to UF Shands – Renovated 1BR

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, 43 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, 46 reviews

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

4.86 out of 5 average rating, 151 reviews

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

The community pool is surrounded by a spacious deck equipped with lounge chairs. A clubhouse with large windows overlooks the water, providing a place for relaxation. Shaded trees add to the outdoor ambiance, creating a pleasant environment for leisure activities.

4.93 out of 5 average rating, 15 reviews

Campus Edge

Other vacation rentals with a pool

5 out of 5 average rating, 10 reviews

An RV is parked on a paved area, accompanied by a golf cart. Two outdoor dining tables with umbrellas are set up nearby. The bottom images showcase a lakefront pool with lounge chairs, a game room with a pool table, and a peaceful lake view at sunset.

Camper/RV in Citra

Lakeside Retreat

4.89 out of 5 average rating, 27 reviews

Townhouse in Gainesville

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

4.93 out of 5 average rating, 55 reviews

The exterior of the villa is framed by lush tropical landscaping, featuring palm trees and vibrant green foliage. The multi-level brick structure presents a welcoming entrance with a covered porch, inviting visitors to explore the naturally serene environment surrounding the home.

Villa in Alachua

Luxury 3Level 6Bedroom Villa Nature Reserve Views

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

Apartment in Haile Plantation

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.

5 out of 5 average rating, 9 reviews

Condo in Haile Village Center

A covered outdoor patio features a circular table surrounded by six metal chairs, each with colorful cushions. A wooden deck extends towards a well-maintained pool, with lush greenery visible in the background, creating a peaceful outdoor dining space.

4.86 out of 5 average rating, 74 reviews

Vacation home, Pool,gazebo, yard

4.8 out of 5 average rating, 70 reviews

A spacious bedroom features a queen-sized bed with a patterned duvet and coordinating pillows. A modern dresser stands against one wall, while a bedside lamp adds soft lighting. Two pieces of framed art adorn the wall, and a textured area rug provides warmth on the tiled floor.

Townhouse in Gainesville

Spacious & Cozy 8min UF/Shands