
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.

Divine Beach Living at 'On Beach Time'
Leave work and worry behind and get "On Beach Time"! 5-bed 3-bath Sleeps 12 Beach House Seagrove, FL Magnolia Dunes Neighborhood Luxurious accents and features Community pool Short walk from Florida's pristine Emerald Coast Crystal clear water Sandy white beaches Convenient beach access at One Seagrove Place Featuring: Beach drop off area Beach chairs Beach towels Coolers Toys Enjoy Scenic Highway 30A's best restaurants nearby (see details below) Other amenities: 4 bicycles parking for 3 cars

30-A Getaway near Seaside 102
Contact us for long term winter rates & winter specials! Escape to paradise and indulge in the ultimate coastal retreat. Just steps away from the sugar-white sands of South Walton, this serene & stylish haven invites you to unwind in total comfort. Take a leisurely stroll to the heart of Seaside, where charming food trucks, boutique shops, & world-class dining await. Whether you're savoring gourmet cuisine or catching a golden sunset on the beach, every moment here feels like a dream come true.

Spring Break Fun | Heated Pool & Pets Welcome
Relaxation awaits as you walk through the front door of this idyllic 2 bedroom townhome nestled in the picturesque community of Prominence, one of Scenic Highway 30A's newest gems. Perfect for a small family or ideal for a couple’s getaway the coastal inspired theme woven throughout the home makes the travails of every day life seem like a distant land far off on the horizon. Once you are here, we are confident that “Shore Beats Working” will become your favorite beach vacation destination.

A+ beach location. Free bikes & beach gear!
Immerse yourself in the popular seaside 30A lifestyle. Steps to beach and an enjoyable walk or bike ride to Seaside restaurants and cafes. Convenient lower floor condo with access to a private patio and common lawn area. ✰Includes free bikes & beach gear✰ ✔ Perfectly located right on 30A, just steps to beach. ✔ Full refund available one day prior to arrival. ✔ Full kitchen ✔ Pool ✔ Fast Wi-Fi w/ space to work ✔ Convenient keyless entry ✔ HD Smart TV ✔ LED lighting Minutes to Seaside

30A Seagrove Condo • Beach Access, Pool & Bikes
Welcome to HB Hideaway, your cozy retreat in the heart of Seagrove Beach on 30A. This updated 1-bedroom condo offers the perfect blend of comfort, style, and convenience—just a short walk to a beautiful public beach access and minutes to Seaside. Relax on your private patio, cruise 30A on the included bikes, or spend the afternoon at the sparkling community pool. Whether you’re a couple seeking a quiet escape or a small family looking for a laid-back beach getaway, this space is for you.

Oceanfront in Seagrove w/private beach!
Welcome to our little piece of paradise in Seagrove! Our 2nd floor beachfront condo boasts breathtaking ocean views, private beach access, free parking, beach chairs, toys and umbrella and a fully updated interior for a comfortable and relaxing stay. Unwind in the open-concept living space, cook up a storm in the fully-equipped kitchen, and soak in the sun on your private balcony. With direct access to a private beach, you can enjoy endless days of sand, sea, and sunshine!

Luxury 30A Cottage w/ Private Pool and Golf Cart
A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

Carriage House 1.5 bed/1 bath located off 30A
You’ll love our place because of the ambiance, the neighborhood, the people and the location. This guest house is located in a gated community just steps from the beach with a community pool across from the home. Beach is 700 steps from front door along a paved sidewalk to private beach access for the neighborhood. The Carriage House is perfect for couples, families (with kids), and solo adventurers. Need more room? We have a larger home on property that sleeps 11.

Twickenham 2BR 30A PoolEscape with EV Cart
Soak up 30A life! Twickenham is a bright 2BR/2BA condo that gives you quick beach access, a sparkling community pool and a private electric cruiser for easy exploring. • Comfy bedrooms with premium linens • Kitchen stocked with cookware, dining ware, coffee, and more • Free bikes, beach gear & parking • Smart TVs + high-speed Wi-Fi • Outdoor security cameras • Pet friendly Superhost, 100+ glowing reviews! Reserve your dates now before they disappear.

Big Chill 30A | Scooters | Pool | Nearby Beaches!
Experience 30A luxury in this newly built, professionally designed townhome in Prominence. Just 5 min by bike or scooter to Gulf Lakes or Deer Lake beach access (PUBLIC). Located near Alys, Rosemary, pristine beaches, and top-rated local restaurants. - Fully-equipped Kitchen - 4 Segway Electric Scooters - 4 Beach Cruisers & Small Child Bike Trailer (Fits 2) - Beach Towels, Umbrella, Chairs, Sand Toys - Heated pool - Across from The BIG CHILL

Hour Sunset
Hour Sunset is located just a short walk across 30A to the beautiful sands and emerald beach waters of the Florida Gulf Coast! From the balcony you'll overlook a manicured greenspace, newly resurfaced pool, and even get a glimpse of the Gulf of Mexico. Freshly renovated to create a comfy feel for guests and ourselves to relax. We hope you make some time during your stay to enjoy the beauty of the sunsets - that's why we chose the name!

Prominence 30A: Cozy & Comfy w/ Golf Cart & Bikes
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 Golf Cart!
Popular amenities for Seaside rentals with a pool
House rentals with a pool

30A Beach Villa-Steps to PrivateBeach! Dogs,Bikes

StayOn30A Renovated Beach Home-Across from Beach!

Heated Pool-Dog Friendly-Near 30A Beach & Seaside

Lux 4BR | Blue Mtn Beach | Golf Cart | Firepit

Newly Renovated! Walk to Beach! 2 Pools! 4 Bikes

30A Walk to Beach & Cafes! Pool and EV Charger!

Heated Pool, Bikes! Steps to Beach, Alys, Rosemary

Lux Beach Home Pool Sauna Golf Cart Fenced Yard
Apartment rentals with a pool

Posto Felice! Seacrest Beach 30A (Rosemary & Alys)

Hidden Beach Gem

Majestic Sun B613*Remodeled* Gulf Views*Beach Gear

Sandy Shores Studio

Beachfront 30A Private Beach Blue Mountain Paradis

Modern Seagrove studio steps from the beach

BeachFront-5 Pools, Starbucks, Movies@Majestic-809

Beach Retreat 30A Seagrove
Other holiday rentals with a pool

Game Room, Golf Cart, Bikes, Walk to The Big Chill

Flip Flops in Paradise

1-bedroom beach loft/condo w/pool and hot tub

Private Pool | Steps to Beach & 30A | Near Seaside

Oh Happy Stay! Adorable carriage sleeps 4

Casa del Mar! New 30A Home w/ Private Heated Pool

Hidden Beach Hideaway

VitaSea/Private Beach/Walk to Seaside
When is the best time to visit Seaside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 415 | € 388 | € 569 | € 522 | € 540 | € 620 | € 609 | € 524 | € 459 | € 641 | € 725 | € 725 |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 28°C | 29°C | 28°C | 27°C | 22°C | 16°C | 13°C |
Quick stats about holiday rentals with a pool in Seaside

Total holiday rentals
Explore 240 holiday rentals in Seaside

Nightly prices starting at
Seaside holiday rentals start at € 102 per night before taxes and fees

Verified guest reviews
Over 1,430 verified reviews to help you choose

Family-friendly holiday rentals
190 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
240 of Seaside holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Seaside rentals

4.8 Average rating
Seaside stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Rentals with pools Walton County
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- Rentals with pools United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Frank Brown Park
- St. Andrews State Park
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- St. Andrew State Park Pier
- Shell Island Beach
- Crooked Island Beach
- Gulfarium Marine Adventure Park
- The Track - Destin
- Camp Helen State Park
- Signal Hill Golf Course
- Shipwreck Island Waterpark
- Panama City Beach Winery
- Gulf World Marine Park
- Village of Baytowne Wharf
- Henderson Beach State Park
- Coconut Creek Family Fun Park
- The Boardwalk on Okaloosa Island
- Topsail Hill Preserve State Park




