Holiday rentals with a pool in Seaside

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Seaside

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

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Guest favourite

Condo in Seacrest

4.99 out of 5 average rating, 244 reviews

30A Balcony Studio by Rosemary Beach + Heated Pool

It's all about the location! Our top-rated and recently renovated Seacrest Beach studio condo is & just steps from all of the shopping + great restaurants in Rosemary Beach! Our Little Retreat is ideal for a couple and can also work for a family with 1-2 small kids. (max 2 adults) Enjoy a new queen bed & convertible sectional sofa (for small kids). This cozy studio makes great use of space & has a mini kitchen with a refrigerator. Enjoy your coffee or a glass of wine on the private balcony!

Guest favourite

Holiday home in Seacrest

4.98 out of 5 average rating, 123 reviews

Beautiful 30A Carriage House in Seacrest! Sleeps 4

"Crew Rest Carriage House" Our family just finished a HUGE refresh to the entire home along with a BRAND NEW BATHROOM as of March 2023! *1 Bedroom, 1 Bath w/ Balcony *Sleeps 4 (1 King, 1 Queen Sleeper Sofa) *Owner Managed 24/7 *Heart of Seacrest, by Alys and Rosemary Beach *Beach Chairs and Towels provided *12,000 SF Lagoon Community Pool *Beach is only a quick 5 min walk across the street! *Free Tram Service to the Beach: Mar-Oct!! *2 TV's *Need more space? Message us about the Main House!

Guest favourite

Condo in Santa Rosa Beach

4.94 out of 5 average rating, 248 reviews

'Seagrove Sol' -3 minute walk to the beach!!!

If you are a couple or a solo traveler who's looking to take in the best of 30A, look no further. This modern studio is located directly across 30A from the Pelayo public beach access and a 4 min walk west to the Santa Clara public beach access. Every amenity including king bed, glass enclosed tiled shower, pool, wifi, cable, 55” flat screen TV & kitchen w/ full sized appliances. A short bike ride or walk to charming Seaside and great local restaurants. Beach chairs/umbrella included!

Guest favourite

Condo in Santa Rosa Beach

4.96 out of 5 average rating, 238 reviews

Sweet Caroline - Beautiful Beach Retreat

Located on the crystal clear waters of the Panhandle, Sweet Caroline is the perfect place for a couples getaway, a trip with girlfriends, and even perfect for small families. This is a true beach oasis that will impress you the moment you walk through the door. Sweet Caroline is located in Seagrove Beach, 1.5 miles east of Seaside. Rosemary and Alys beach are a short drive away. The beach access is directly across the street, 4 minutes from our front door to the sand. 2 bikes included!

Guest favourite

Condo in Santa Rosa Beach

4.99 out of 5 average rating, 141 reviews

“KNIGHT AWAY” So close to the Beach !!- Hwy 30A !

Plan your getaway to this beautifully renovated Condo. Our unit is located in the heart of Seagrove Beach, just 200 yards from the sugar-white sand and emerald- green water of the Gulf of Mexico. It is a first floor unit in Beachwood Villas, which sits directly on scenic Hwy 30A. Condo features a king bed in bedroom, comfortable twin-xl bunk beds with lighting recessed in the living room equipped with USB ports for charging phones and a Full Sleeper Sofa in the living room.

Guest favourite

Condo in Santa Rosa Beach

4.99 out of 5 average rating, 136 reviews

LOCATION! Ground Level, Gulf Front in Seagrove!

Newly decorated in 2024, Welcome to paradise! This unit is located on the ground floor allowing quick access to the beach. Completely renovated with new flooring, walls, ceilings, kitchen, and baths. This professionally decorated condominium offers splendid furnishings. The Master offers a king size bed with luxury linens and adjoining bathroom with walk-in shower. The kids will love the triple bunk beds recessed in the hallway. Comfortable sleeper sofa with memory foam topping.

Guest favourite

Home in Santa Rosa Beach

4.97 out of 5 average rating, 130 reviews

Small Waves-30A beachhouse w golf cart/neighb pool

Small in stature but grand in design, this 30A beach house will wow you. Access to neighborhood pool, gym, & the beautiful white sand beaches a few blocks away. Small Waves is set in the Blue Mountain Beach area, which is well-known for its charm, its restaurants, & its famous ice cream shop. We have an EV car charger for electric cars (no extra fee) plus access to an electric golf cart (extra fee). Bedroom has a king size bed & twin bed & there are also 2 twin beds upstairs.

Guest favourite

Condo in Santa Rosa Beach

4.85 out of 5 average rating, 102 reviews

Beautiful Gulf View Condo 30A Sleeps up to 4

Gorgeous condo on 30A situated directly across from the Gulf of Mexico in Santa Rosa Beach. This is a corner unit located on the 3rd floor (top floor - with elevator access) above Retail and Restaurants and within walking distance to almost anything you might need. Enjoy our amazing patio (my favorite part) with fantastic view of the Gulf. 3 pools (2 are heated), shuffleboard, cornhole, and a walking trail are all available in the complex.

Guest favourite

Condo in Santa Rosa Beach

4.9 out of 5 average rating, 120 reviews

NEWLY UPDATED 30A condo in heart of Gulf Place!

Highly sought after location in beautiful Gulf Place on Scenic Highway 30A! "Cozy Coastal" offers accommodations to sleep 6. Cozy Coastal features 1 King BR, hallway bunkbeds with additional sleeper sofa. The master BR offers a king size bed with a full bathroom which has a bathtub/shower combo. The bunk hall has its own half bath. New 2021 updates include all new furnishings, new kitchen cabinets, shiplap walls and much more!

Guest favourite

Condo in Santa Rosa Beach

4.87 out of 5 average rating, 360 reviews

Modern Seagrove Getaway Steps from Beach Access

Exceptional Seagrove location! Right across the street from the beach access and 1.6 miles from downtown Seaside. Beach chairs and umbrella provided for your use. Bike rental next door. King bed with memory foam mattress, full size appliances (refrigerator, dishwasher, range and microwave), Keurig coffee maker, 55-inch Smart TV, WiFi, USB power outlet above each bedside table, hair dryer, toaster, blender, cookware.

Guest favourite

Townhouse in Watersound

4.99 out of 5 average rating, 166 reviews

Prominence 30A: 'Southern Comfort' with Golf Cart

Welcome to Southern Comfort in the Prominence community located on 30A between Seaside and Rosemary Beach. This chic 2 bedroom, 2 bathroom townhome is the perfect venue for family and friends. Easy access to the beach via golf cart or bicycles. This home has a fully equipped kitchen, king size bed, Full over Queen Bunk, sleeper sofa in Living Room, Wifi, TVs in every room, and a fully loaded 2020 golf cart.

Guest favourite

Condo in Santa Rosa Beach

4.84 out of 5 average rating, 335 reviews

30-A Getaway near Seaside 139

This spacious studio is a 2 minute walk to the beautiful, sandy white beaches of the Gulf Coast and a short bike ride to Seaside Town Square. The furnishing and decor make this condo a refreshing place to escape for a while. It is ground floor with a patio open to a large, well landscaped grassy lawn, and is steps away from the pool with lots of room for sunbathing and a nice shady area for relaxing.