Holiday rentals with a pool in Montgomery

Charming Guesthouse 2 bed- Close to Everything!

Welcome! Nestled among the trees, our Guesthouse overlooks a Mediterranean pool, and has a spacious interior. Conveniently located minutes from Maxwell AFB(7mi)and downtown Montgomery(10mi), I-65(4mi). The guesthouse feels like a private treetop oasis.The area is safe and private, with its own parking and driveway. Includes:WiFi and a smart tv. Dine in the kitchen or al fresco by the pool! Bedroom #1 is a comfortable King, and bedroom #2 is a comfy double bed. There is a private keypad entrance.

Millbrook Getaway Cottage | Pool & Near Capitol

Step into vintage charm with a touch of modern comfort at this colorful Millbrook cottage. This cozy retreat combines classic character with today’s amenities for a truly elevated stay. Wake up in the dreamy queen-sized poster bed, enjoy a refreshing shower, and prepare breakfast in the fully equipped kitchen. Spend your day lounging by the pool, exploring nearby attractions, or relaxing by the fire pit at sunset. Your unique getaway awaits—book your stay today and create unforgettable memories!

Vega Vacation Spacious 3 BR w/ king beds+pool

Bring the whole family to this great place with lots of room for fun. Safe, family-friendly Johnstown neighborhood near Maxwell-Gunter AFB, interstate, and restaurants. Landscaped, gated pool + covered patio area w/ tons of seating & gas grill. Spacious 3 bedroom/2 bath with 2 king beds & 2 twins. Office/den with futon & 58" TV. Huge kitchen with breakfast area. Open floor plan with great dining room and living room w/ 2 couches, fireplace and 65" TV. Exercise area w/ elliptical machine. WIFI.

17 Springs | RTJ Golf | Saltwater Pool | Sleeps 8

POOL. WIFI. SPACE. SMART TVs. FAMILY-FRIENDLY. This home has everything you need for a great stay in Prattville — perfect for families, golf groups, or sports trips. Relax, spread out, and enjoy the easy comforts. ☞ Saltwater Pool (Childproof Fence) ☞ Bonus Room + Smart TVs ☞ Private Patio + Grill ☞ No Checkout Chores ☞ 1,000 Mbps Wi-Fi ☞ Full Kitchen + Laundry ☞ Highchair + Pack ’n Play ☞ Self Check-in + Keyless Entry 🕓 4 mins → 17 Springs ⛳ 9 mins → RTJ Golf Trail ✈️ 18 mins → Maxwell AFB

LuxStayChapelHill@TheWaters

Welcome to LuxStay Chapel Hill at The Waters. This resort style living offers an exclusive blend of coziness and spaciousness that defies its slender footprint. The interior is a modern design to maximized space, with open-plan living that accentuates the feeling of openness. The house is a 3 bedroom, 3 full bath with full out queen sofa that can sleep 7. Guest can access to all amenities and It's more than a vacation rental – it's a vertical voyage to peace and relaxation. NO SMOKE INSIDE

Backyard Oasis with Pool & Hot Tub

Montg AL 36109 -Entire House 2400 sf w/ 4 bedrooms & 3 full baths. 4th bedroom is also a game room with air hockey & darts. Salt water pool (not heated), hot tub, and outdoor kitchen will make this your perfect home away from home. Conveniently located close to Gunter AFB, downtown, shopping, restaurants, and I 85. Large granite kitchen bar that opens into dining area and family room with gas fireplace. Spacious master suite w/ garden tub & walk in shower. Discount-15% week/20%month

Apartment at Sunset Crest.

The apartment attached to a historic mid 1800's home that is approximately 8 miles from Maxwell Air Force Base. Also close to downtown Prattville's many shops and amenities, all while offering a quiet setting on a large piece of land with a pecan orchard. The apartment has it's own exterior access door, which enters into the laundry room. You then enter into the quaint eat-in kitchen which includes an ample pantry closet, large private den, bedroom large beautiful windows throughout.

Grandmama's House + Pool

🌿 Extended Stay Special 🌿 Planning a longer visit? Book 14 days or more for just $99 per night. Send us a message here on Airbnb, and we’ll help you secure this special rate! Welcome to Grandmama’s House—a cozy 3-bed, 2-bath home where vintage charm meets comfort. Built in 1975, it features original wood paneling and shutters that add nostalgic warmth. Conveniently located in Montgomery near Maxwell AFB, ASU, Baptist Medical Center, and more!

Luxury 3 Bedroom Home w/ Pool

Quiet and Private Residential Home. This property features a privacy fenced yard, 20 x 40 ft pool, covered patio, a full eat-in kitchen, dining room, and laundry room. The three bedroom room, two bathroom -Open concept living room and dining room - sleeps upto 8 with the bedrooms and convertible sofa bed. The primary bedroom- features a king bed with on-suite. The second bedroom has a queen bed, while the third bedroom has two twin beds.

Comfort and Convenience

Comfortable 4 BR/2 BA home in the popular Pike Road community-just east of Montgomery (5 min from I-85). Close to shopping & dining. Guests have full access to the house via a combination lock (unique code for each visitor). Children can play in the large, privacy fenced backyard or at the neighborhood playground. Additional community amenities include fishing and swimming in the community pool (seasonal). Just 45 minutes to Auburn or Troy.

Comfy 4br/2ba Home + Pool & Hot tub

Welcome to your Montgomery getaway! This 4BR/2BA retreat is perfect for families and groups. Lounge by the pool, unwind in the hot tub beneath the stars, or share stories by the firepit. Enjoy morning coffee on the patio, then head inside for pool table matches while the kids take turns on Pac-Man. Conveniently near Eastchase shopping and I-85, this pet-friendly home makes it easy to relax, explore, and make lasting memories.

Pool | Fire Pit | GameRoom | 1GB WiFi | A+ Privacy

Bring the whole family — or multiple families — and actually relax. This spacious, fully renovated home was designed for memorable stays: kids entertained, adults comfortable, and zero stress from check-in to checkout. Whether you’re here for sports, golf, family time, or a quiet getaway, everything you need is already waiting. No chores. No checkout lists. Just enjoy your stay.