Holiday rentals with a pool in Enterprise

Find and book unique homes with a pool on Airbnb

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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Guest favourite
A spacious bed is centered in the room, adorned with large green and orange accent pillows. On either side of the bed, nightstands support lamps, creating a warm glow. Two artistic wall prints featuring bird nests add a subtle touch to the serene environment.
Townhouse in Enterprise
4.94 out of 5 average rating, 52 reviews

Novosel Nest

Enjoy a stylish experience at this centrally-located townhome. Visiting Enterprise or Fort Novosel (Rucker). This 3 bedroom 2-1/2 bath end unit townhome will be your “nest” away from home. All the space you need and conveniently located just off of Rucker Blvd. Garage and driveway parking via back of townhome. Cozy patio to relax with morning coffee or at the end of a busy day. Community Pool available for your use. Every detail has been taken care of so you can enjoy your time in south Alabama.

Guest favourite
A sparkling outdoor pool is centered in the backyard, surrounded by a neatly manicured lawn and shaded by towering trees. Two lounge chairs are positioned nearby, and a small shed is present in the background, completing the serene outdoor setting.
Home in Dothan
4.74 out of 5 average rating, 23 reviews

Cozy, 3 Bed 2 Bath Home in Dothan - Private Pool!

Discover our delightful three-bedroom getaway house in Dothan! Nestled just a 5-minute drive from Westgate Recreation Center, this property offers the perfect home base for your getaway. If you love golf, the beautiful Robert Trent Jones Highland Oaks course is just a ten-minute drive! You'll love relaxing by the outdoor pool, With its prime location, this 1650 Sq. ft. vacation home is the perfect choice for your next Dothan getaway. Book your stay today! Pets allowed with owner approval!

Superhost
A cozy living area features two comfortable brown sofas positioned around a textured area rug. Natural light filters in through nearby windows, enhancing the neutral decor. A coffee table with decorative items sits in front of a television against a contrasting wall.
Home in Enterprise
4.86 out of 5 average rating, 7 reviews

Cozy Stay Near Ft. Novosel Gate

This cozy home is ideally located near the Ft. Novosel gate, offering convenient access to the base and nearby attractions. Perfect for a relaxing stay, the space features comfortable furnishings, a fully equipped kitchen, and a welcoming atmosphere. Whether you're in town for business, leisure, or visiting loved ones, this home provides a peaceful retreat with everything you need for a great stay. Enjoy the comfort and convenience of a private residence, just minutes away from all the action!

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
4.91 out of 5 average rating, 11 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, 11 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 townhouse exterior features a mix of light-colored siding and red brick accents. Large windows with decorative shutters are present on the upper level, while a secure garage door offers convenient parking. Landscaping includes neatly trimmed shrubs and a small tree.
Townhouse in Enterprise
4.97 out of 5 average rating, 145 reviews

Townhouse 2/Self Check-in/Convenient to Ft Rucker

This 2 bedroom 2 1/2 bath townhouse is conveniently located 5 minutes from Fort Rucker 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.

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.
Guest house in Enterprise
5 out of 5 average rating, 35 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
A dining area features a large wooden table surrounded by six black chairs. A decorative vase filled with dried flowers stands at the center, complemented by a round mirror on the wall. The backdrop showcases a vibrant floral mural in warm colors.
Home in Enterprise
5 out of 5 average rating, 10 reviews

Peaceful 3 Bedroom Townhouse

Relax with the whole family at this peaceful place to stay just minutes to everything you need! Only 5 minutes to base or to downtown Enterprise for shopping or restaurants, you will be in the heart of everything! This 3 bedroom 2.5 bath townhouse has 2 queen beds and 1 twin bed and 2 single foldout ottoman beds with large closets and enough relaxing space for the whole family. A community pool is available from May-Sept and the clubhouse has a small gym to work out in.

Top guest favourite
Apartment in Enterprise
5 out of 5 average rating, 11 reviews

Aviator’s Haven

Welcome to the Flyer’s Retreat, a spacious, 2-bed, 2.5-bath townhome designed for adventurers and travelers alike! 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 a grill and enjoy high-speed Wi-Fi, smart TVs, in-unit laundry, and a dedicated garage for stress-free parking.

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, 150 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
Townhouse in Enterprise
4.93 out of 5 average rating, 147 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.

Guest favourite
Townhouse in Enterprise
4.87 out of 5 average rating, 30 reviews

Style & Comfort 5 Min from Base

This stylish 2BR/2.5BA townhome is perfect for short or long stays. Enjoy a fully stocked kitchen, 3 smart TVs loaded with your favorite streaming apps, high-speed Wi-Fi, and a peaceful outdoor space. The primary suite features a workspace, and there's a pull-out sofa for extra guests. Located in a safe, quiet neighborhood just minutes from Fort Rucker. Guest have access to a community pool (seasonal), treadmill, and Bowflex.

Popular amenities for Enterprise rentals with a pool

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Quick stats about holiday rentals with a pool in Enterprise

  • Total holiday rentals

    Explore 30 holiday rentals in Enterprise

  • Nightly prices starting at

    Enterprise holiday rentals start at € 52 per night before taxes and fees

  • Verified guest reviews

    Over 1,650 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Enterprise holiday 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!

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