Holiday rentals with a pool in Orange Beach

Beachfront Tradewinds Condo, Heart of Orange Beach

BEACHFRONT/WATERFRONT LIVING! Nothing between you and the beach but a stroll by the indoor/outdoor pool. This 5th floor condo is located in the heart of Orange Beach, directly on the beach and overlooking the gorgeous Gulf of Mexico. Your family will enjoy breathtaking sunrises and sunsets in the comfort and privacy of your own panoramic gulf front balcony. This is a fully furnished and comfortably equipped second home, so you'll only need to bring your swimsuit, beach towel, and some sunscreen.

Location · Family · Beach

Direct Gulf Front Studio on the Beach.

You'll love the DIRECT GULF FRONT view of the beach from the private balcony of this studio! Enjoy a cup of coffee or late night drinks listening to the sound of the waves. Just steps from the sandy white beaches and the clear emerald waters. Newer furnishings and whole unit freshly painted. New dishwasher and counters, ductless AC, queen sized bed and full size pull out sofa, remodeled bathroom with walk-in shower, large flat screen TV, updated full kitchen, washer/dryer in unit and Free WiFi.

Family · Location · Quiet

Caribe Resort on the Bay-Lazy River/Cabanas! B208

Newly decorated Caribe condo is a dream! This condo is in building B on the 2nd floor (3rd because parking is below) & sleeps 8 comfortably. The new 65 inch tv is loaded with all the apps such as ESPN and Netflix. This kitchen has a new refrigerator and all the appliances and cookware needed! The resort has tennis courts, pools, hot tubs, arcade, golf, a marina and a lazy river and cabanas. This is a boaters paradise! This unit also comes with 2 parking passes and additional parking if needed.

Value · Family · River

Posh 2 BR w/2 KING *Sky Nest"@ Summerchase on Gulf

Welcome to SKY NEST 2! 🦩🍊🌊 🧳 Stay 'n Play at Our Family Beach Condo ⛱️ 👋☎️Local Superhost Easy to Reach 📍 Located at Popular Summerchase Condos 💎 Stunning 10th Floor Sweeping Views ⭐5 Stars Property on The Gulf ⏩ 2 Master Bedrooms w/ Comfy Kings and Private Baths 💗 Open & Spacious Kitchen and Living 💍 Luxury Touches 🏊 Indoor and Outdoor Pool 🏋️‍♂️👙Fitness Room and Saunas 🚶‍♀️🚶Walk to Eateries & Shopping 🩴🐚Relax with us! 🗓️Must be 25 to book. 🛟Best vacation ever!

Location · Family · Bathroom

Bluewater 306 Direct Gulf Front, HUGE Wrap Balcony

Bring the whole family together in this beautifully designed & thoughfull laid out beachfront condo. Offering spectacular views, multiple generous living areas & comfort for every generation. With room to gather & space to unwind, this home is perfect for grandparents, parents & kids or friend groups to share unforgettable beach days to enjoy together without feeling crowded. With panoramic views from floor-to-ceiling windows, this spacious condo offers breathtaking scenery sunrise to sunset.

Location · Value · Air conditioning

Gameroom*Pool*Bikes*4 Arcades*Firepit*Ping Pong

"Shipwrecked Orange Beach" ☀ 8 bikes provided ☀ Ping pong & Foosball ☀ 4 Arcades w/ Star Wars Pinball & Wheel of Fortune, NBA Jam and Pacman ☀ Beach – 5 min walk (cart, chairs & toys provided) ☀ Pool – 1 min walk out front door ☀ Direct access to Gulf State Park's 25+ miles of walking/jogging/biking trails – 1 min walk ☀ EV Charger + free parking for 3 vehicles ☀ Digital board game table ☀ Private, fenced sandy backyard w/ hanging chairs + cornhole + hammocks + firepit + grill ☀ Baby gate

Family · Value · Checkout

Private Pool | Walk to Beach | Designer Inspired

Discover this newly renovated 2-bedroom, 2-bath cottage in Gulf Shores, AL. Accommodating up to 6 guests and 2 blocks from the beach. Enjoy designer interiors, a heated pool, and a luggage lift. Perfect for families, couples, or friends, it’s also walking distance to The Hangout. Relax in style and comfort, making unforgettable memories at this coastal gem. Book your stay at Pelican’s Perch on E. 2nd and experience the best of Gulf Shores! You're in for a treat!

Value · Family · Outdoor spaces

Price Reduced - Beach Front 3BD 2BA Gulf Shores

Stay in the middle of everything! Easy walking distance to restaurants, bars, and the beach! We have other units in the same complex! Perfect for large groups! Great amenities! Heated pool, outdoor hot tub. Gulf Shores' finest fitness center with 2,000+ square feet of professional grade fitness equipment. We are the only complex in Gulf Shores with on-site water sports rentals including jet skiing, banana boat rides and parasailing.

Location · Family · Beach

Casa Verde: Heated Pool +JET SKI & Pontoon rental

Across the street is the ocean & behind the house is the lagoon; it's the best of both worlds. Swim, fish, crab & paddle board in the lagoon, then swim in the ocean & chill on the beach. Rinse off in the outdoor shower & enjoy the heated pool. FYI: pool heating costs extra: $50 per day (for 8 hours of heating - you pick the hours). You're welcome to use the Green Egg grill. We rent kayaks, a paddle board & a jet ski too.

Location · Value · Nearby

Beach Bliss: Coastal Getaway!

Discover blissful relaxation and endless coastal adventures at our family-friendly beach house in Orange Beach AL. Bask in the radiance of our sun-kissed shores, savor delicious meals at local restaurants, and enjoy a round of mini-golf at your doorstep. Our community pool and backyard fire pit create a tranquil oasis, perfect for creating lasting memories. Book now and experience the ultimate beach getaway! #SeasTheDayVaca

Family · Value · Outdoor spaces

Stunning Beach View! Heated Pools! Family Friendly

DIRECT GULF FRONT! STUNNING VIEWS! Beachfront Harbour Place 412 is direct gulf front and perfect for families. 74 steps from the elevator to toes in the sand. Awesome heated indoor/outdoor pass-through pool & hot tub. Near shopping, restaurants, & attractions. Next to the Gulf State park. Spacious 2 bedroom 2 bath with everything guests may need: Loads of beach gear including beach chairs, Umbrellas, toys, & beach towels.

Location · Value · Quiet

Private Pool + Walk to Beach | Orange Beach House

🌴 Just a short walk to the sand, with your own private pool waiting back at the house. This 3BR / 2BA Orange Beach retreat gives you that rare combo of easy beach access + a private pool — no elevators, no crowded decks, just relaxed beach days and space to unwind with your people. Close to Flora-Bama, Adventure Island, and The Wharf when you want to get out, but set up perfectly for easy, laid-back stays. ☀️

Family · Value · Check-in