Vacation rentals with a pool in Enterprise

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Enterprise

  • Total vacation rentals

    Explore 30 vacation rentals in Enterprise

  • Nightly prices starting at

    Enterprise vacation rentals start at $98 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,800 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Enterprise vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Enterprise rentals

  • 4.9 Average rating

    Enterprise stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated rentals with a pool in Enterprise

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favourite
Condo in Enterprise
5 out of 5 average rating, 17 reviews

Aviator’s Haven

Welcome to the Aviator’s haven, a spacious, 2-bed, 2.5-bath townhome designed for adventurers and travelers alike! We offer discounted rates for PCS, TDY, and flight school students. The primary suite features an adjustable king bed, walk-in closet, and a cozy workspace perfect for remote work or study. The second bedroom offers a queen bed and its own private full bath, ideal for privacy. Unwind on the patio with drinks and a grill, 85 inch smart TV, in-unit laundry, and a dedicated garage.

Top guest favourite
The townhouse exterior features a brick façade with a garage door and a welcoming front porch. Large windows allow natural light to brighten the entrance, while neatly trimmed bushes frame the pathway leading to the front door.
Townhouse in Enterprise
4.97 out of 5 average rating, 162 reviews

Townhouse -convenient to Ft. Rucker-self check in

This 2 bedroom 2 1/2 bath townhouse is conveniently located 5 minutes from Fort Novosel and just minutes from the shopping areas and restaurants in Enterprise Alabama. It's packed with amenities to include 3 large TVs and High-speed wireless internet. The kitchen has all the necessities; dinnerware, silverware, knives, pots and pans, toaster, Kurig coffee maker, and more. We pride ourselves in hosting a place that we would want to stay in that has comfortable beds, very clean, and safe.

Guest favourite
A welcoming entryway features a white console table with open shelving and a framed sign that reads 'Just Breathe.' A decorative plant stands in a black pot beside the table, complemented by small vases of greenery and a wall art piece showcasing botanical prints.
Home in Enterprise
4.9 out of 5 average rating, 20 reviews

Honey Hush Hideway

Welcome to our Home Whether you're a traveling professional or a family on the go, this cozy townhome offers the perfect blend of comfort, convenience, and community. *Comfortable Living -Unwind in a thoughtfully furnished space with plush seating, cozy bedrooms, and all the modern amenities. *Community Perks – Take a dip in the sparkling community pool or host a gathering in the on-site event room. *Ideal Location – Centrally located with easy access to shops, dining, and major roadways.

Guest favourite
A cozy living area features a pair of leather sofas facing a wooden coffee table, set on a patterned rug. Two lamps provide soft lighting next to the seating. A door with multiple panels opens to the outdoor space, framed by a window with blue curtains.
Townhouse in Enterprise
5 out of 5 average rating, 17 reviews

Short & Long Stays King Ste, 5 min to Fort Rucker

The whole group will enjoy easy access to everything from this centrally located place. Perfect for TDY, PCSing families, or other mid-term stays, this 2BR/2.5BA townhouse is just 5 minutes from the Fort Rucker. Enjoy a spacious king suite with a private bath, plus a second bedroom with a queen bed. Ideal for extended work trips, relocating families, or travel nurses. Fully furnished and designed for comfort with access to a pool and privacy fenced in back yard —your home away from home!

Top guest favourite
The sleeping area showcases a spacious bed with decorative pillows, positioned against a textured wall. Two bedside tables with lamps flank the bed, while a woven wall hanging adds texture. A large area rug covers the floor, and a small desk chair is visible nearby.
Guesthouse in Enterprise
5 out of 5 average rating, 57 reviews

Main St Oasis w/King Bed | Pool + Walk to Downtown

Welcome to the Main Street Oasis! This stylish 2BR guest house features a king bed, full kitchen, walk-in shower, Wi-Fi TVs, ½ bath, bunk beds, washer/dryer & fast internet. Enjoy the ONLY downtown saltwater pool in town (shared only occasionally with our family), a smart lock entry, & off-street parking. Relax with coffee in the morning or grill out at night. Just steps from downtown shops and the farmers market. Perfect for couples, remote workers, or small families. No pets.

Guest favourite
The master bedroom features a large wooden bed with a gray duvet and decorative pillows, complemented by matching bedside tables. Soft light filters through sheer curtains, with a red accent ceiling enhancing the room's character. A plush red area rug adds warmth to the hardwood floor.
Home in Enterprise
4.9 out of 5 average rating, 154 reviews

The Short Final-We welcome pets!

This beautiful home has so much to offer for someone looking for aTDY unit or a fully furnished home.. This home sits in a beautiful neighborhood and within walking distance of a peaceful neighborhood pond. Features include a saltwater pool(open year-round), a hot tub, a small garage gym, 3 bedrooms, and 2 baths. Fully stocked coffee bar! Kid & pet friendly .Close to Shell Field so you will see 🚁 Welcome to the home of Ft. Rucker and the sound of freedom!

Guest favourite
Home in Enterprise
5 out of 5 average rating, 7 reviews

Cozy 3BR/2.5 Bath with THREE King Beds & Fun Patio

Find your home away from home in our 3bedroom/2.5 bathroom town home with 3 KING beds .Nestled in Enterprise, Alabama a short distance off of Rucker Blvd is The Magnolia Townhome . You'll find a cozy escape from the city but close enough to order take-out or go have a night out on the town. The Fort Rucker Enterprise Gate is just 6 minutes away. This location comes with a patio where you can sit outside and enjoy some fresh Air and sunlight.

Top guest favourite
Townhouse in Enterprise
4.93 out of 5 average rating, 155 reviews

Modern 3BR Townhome Retreat - Close to Ft Rucker

Be our guest! Enjoy this 3 Bedroom, 2 1/2 bath townhouse conveniently located in the heart of Enterprise. You will be 9 minutes from Downtown Enterprise, 5 minutes from the Ft. Rucker Enterprise gate, 12 minutes from Boll Weevil Circle and only a 30 minute drive to Dothan. The home also includes a spacious backyard, one car garage and 2 driveways. Whether you’re here for a visit, in town for graduation, or PCS, our home is perfect for you.

A spacious living area features light-colored walls and hardwood flooring. A comfortable gray sofa is placed on a vibrant rug, complemented by a decorative wall art piece. A dining table with four chairs and bar stools at the kitchen counter are visible in the background.
Home in Enterprise
4.67 out of 5 average rating, 93 reviews

Cozy Corner

Prime centrally located townhome – just minutes from Fort Rucker gate! Perfect for military TDY, flight training, or PCS stays with an easy, quick commute to the base. Spacious layout featuring full kitchen, comfy beds, fast Wi-Fi & smart TVs. Unwind in the sparkling community pool & clubhouse. Private garage parking + fully fenced patio (great for grilling or relaxing outdoors). Convenient central spot, peaceful retreat – book today!

Guest favourite
Home in Enterprise
4.82 out of 5 average rating, 105 reviews

4BR Oasis w/ Pool & Pet Friendly -Rucker

Relax with the whole family at this peaceful retreat. This family-friendly home will be your private oasis conveniently located in Enterprise AL. Enjoy the pool and backyard featuring a grill and fire pit! The home features a full kitchen, living room with 55in TV, two bathrooms, and four bedrooms! Make this your home away from home while you enjoy what Enterprise has to offer! Only minutes away from Ft. Rucker!

The kitchen features white cabinetry and a light countertop, equipped with essential appliances including a stove, microwave, and refrigerator. A window allows natural light to brighten the space. A dining table is visible in the foreground, enhancing the layout.
Home in Enterprise
4.85 out of 5 average rating, 13 reviews

Cozy Stay Near Ft. Novosel Gate

This cozy home is perfect for families, work travelers, or visits with loved ones. Conveniently located near shopping, dining, and local attractions, it offers everything you need for a relaxing stay. Enjoy a fully equipped kitchen and comfortable living spaces for quality time together. Whether you’re here for work, family, or fun, this home provides the perfect blend of comfort and convenience. Book today!

Superhost
A modern townhome is presented, featuring a well-maintained exterior with a neatly landscaped front yard. The driveway leads to a single-car garage, framed by lush greenery on either side. A bright blue sky enhances the inviting appearance of the property.
Home in Enterprise
4.84 out of 5 average rating, 79 reviews

Spacious Townhome Retreat - Mins to Ft Novosel

Welcome to the Retreat on Baldwin! This 2 bedroom 2 1/2 bath townhome is the perfect place to call home while visiting Enterprise. Centrally located - only 5 minutes from Fort Novosel and close to all the great restaurants and shopping Enterprise has to offer. Located in a quiet neighborhood right of Rucker Blvd. The community swimming pool and exercise room is right across the street - no need to drive!

Popular amenities for Enterprise rentals with a pool

When is the best time to visit Enterprise?

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