Holiday rentals with a pool in Gainesville

An outdoor pool area is surrounded by palm trees and lounge chairs. A spacious clubhouse with large windows is visible in the background. Bright umbrellas provide shade, while a stone chimney adds visual interest to the tranquil setting under a clear blue sky.

4.9 out of 5 average rating, 123 reviews

1BR Condo Near UF, Shands & Ben Hill Griffin

Stylish Gated 1-Bedroom Condo This beautifully updated 1-bedroom condo is located near I-75, just minutes from Celebration Pointe, Alachua County Event Ctr Shopping, restaurants, UF, Shands, & the VA Hospital. Enjoy spacious living areas with high-speed WiFi, Smart TVs, a fully equipped kitchen, and a washer/dryer for convenience. Relax on the outdoor patio or take advantage of the community amenities, including a pool, hot tub, and basketball courts. Perfect for both short and extended stays!

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.

4.83 out of 5 average rating, 221 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, 403 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.

4.83 out of 5 average rating, 238 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

A clean and comfortable home, situated in a gated community with a public 18 hole golf course and practice range, reasonably priced restaurant, swimming pool (seasonally, quick walk or drive), playground, and tennis courts available to guests. The home features a screened patio with table, chairs and gas grill. There are 3 bedrooms each with a queen bed. Located on U.S. highway 441 just 20 minutes from U.F. sports stadiums and Hospitals. Convenient shopping and restaurants 10 minutes by car.

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, 157 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, 141 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. ***

4.88 out of 5 average rating, 153 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.

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, 136 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, 159 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, 281 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.

An outdoor space features a wooden gazebo with a hot tub underneath, illuminated by string lights. The area is surrounded by trees, and fallen leaves are scattered on the ground, enhancing the relaxed ambiance of the setting.

4.98 out of 5 average rating, 120 reviews

Orange Blossom Retreat | Pool, Hot Tub, and Game's

Welcome to the Orange Blossom Retreat! This home has an above ground pool surrounded by a deck, a hot tub under a wooden gazebo, and a climate controlled garage with a game room! The living room features a large couch facing the 75inch Tv and sound bar. The master bed has a nectar king mattress with a Tv for late night television. Orange Blossom Retreat is centrally located in Gainesville making it an easy commute to any side of town.

4.83 out of 5 average rating, 227 reviews

A view of the community pool area is captured, featuring a turquoise pool surrounded by palm trees and green lounge chairs. Umbrellas provide shade near the seating area, and well-maintained grass borders the paved surroundings.

Flat in Gainesville

Comfy 2B/2B across from Shands, walk to UF

A warm, comfy spot just across from Shands hospital and a short walk away from UF (you can walk to the stadium in 10min). Everything you need is within walking distance (CVS, Food, UF, Running Trails). Relax next to the pool, enjoy a worry free lodging with all necessary amenities provided such as WiFi, Pots/Pans, Tableware, etc..

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.

4.96 out of 5 average rating, 91 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, 110 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.

4.82 out of 5 average rating, 17 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

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.

4.87 out of 5 average rating, 77 reviews

Vacation home, Pool,gazebo, yard

4.91 out of 5 average rating, 66 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.

4.91 out of 5 average rating, 44 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, 17 reviews

Close to UF Condo 2 Beds 1 Bath with parking

4.98 out of 5 average rating, 41 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, 25 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.

4.93 out of 5 average rating, 45 reviews

Ground Floor Condo - Near UF & Shands-Pool-Parking

Apartment 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, 134 reviews

Haile Village Getaway Chic 2/2

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

4.89 out of 5 average rating, 105 reviews

Short walk to Shands, VA, University of Florida 1

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.

4.9 out of 5 average rating, 49 reviews

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

Other holiday rentals with a pool

5 out of 5 average rating, 12 reviews

Family Oasis w/ Pool, Lanai & Basketball Court

5 out of 5 average rating, 16 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

4.92 out of 5 average rating, 59 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, 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

A stunning outdoor area features a sparkling pool and spa, surrounded by a screened enclosure. Several lounge chairs are positioned nearby, with a gentle glow from the setting sun visible. The main house, with large glass doors, offers seamless access to the pool area.

4.7 out of 5 average rating, 60 reviews

Spacious 5 Bed/4Bath House w/ Private Pool!

4.88 out of 5 average rating, 85 reviews

A charming bungalow is surrounded by well-kept grassy areas and lush shrubs. A fountain stands at the center of the front yard, enhancing the serene setting. The inviting porch features decorative plants, and the structure boasts a fresh white exterior with a dark roof under a clear blue sky.

Home in Alachua

The Boujee Bungalow ~with Soak Tub & Private Yard!