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.

Relaxing 4-Bedroom Oasis

Have fun with the whole family at this stylish place. Granite countertops, gas stove, free wifi with smart TV’s, keyless check-in and more. This complete remodel is perfect for your family or friends looking for a space close to the highway, minutes from downtown and east side shopping! Two bedrooms have queen beds, one has two twins, the office has a desk with comfy futon and even a sleeper sofa in the living room! No matter the reason, our relaxing home is perfect for your Montgomery stay.

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

Halcyon Oasis Pool+Dog Friendly! Near Eastchase

This stylish 4BR/2BA home is perfect for family vacations or groups. Cool off in the private pool or relax on the patio while grilling and watching TV. As evening falls, gather around the firepit to share stories under the stars. Conveniently located just 1 mile from Eastchase shopping and dining and 1 mile from I-85, the home offers easy access for exploring or commuting. Whether you’re here to relax or explore, this home provides the perfect balance of comfort, convenience, and fun.

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.

Capital City Lycoming

Welcome to Capital City Lycoming! Centrally located on Lycoming Road, this home is perfect for exploring Montgomery's attractions. It features 4 large bedrooms, including one with office space, and 2 bathrooms. The backyard boasts a salt water pool for swimming and relaxation. The kitchen is fully equipped with stainless steel appliances. Come rest, relax, and enjoy your stay. We are honored to welcome you!

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.