
Holiday rentals with a pool in Seaside
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Seaside

Total holiday rentals
Explore 330 holiday rentals in Seaside

Nightly prices starting at
Seaside holiday rentals start at £156 per night before taxes and fees

Verified guest reviews
Over 1,620 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wifi availability
330 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!
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

Modern Seagrove studio steps from the beach
Steps from the beach, The Seagrove Studio is the perfect place for a family holiday, romantic getaway, or remote work. Neighbored by an organic cafe, local-favorite restaurants, and a fresh seafood market, the modernized space includes luxurious linens, a well-equipped kitchen, dedicated workspace, Samsung Frame smart TV, Nespresso machine, and beach chairs. Enjoy your morning coffee in an Adirondack chair on the private patio or take the short walk across the street to the world-class beach 🏖.

Luxury Townhouse in Santa Rosa Beach - The Zen Pad
Top Reasons to Book this 30A Luxury Townhome: * Few minute walk to the beach access point: Directly across 30A * Beautifully renovated in 2024 * Spacious and Peaceful * 3 Balconies * 2 Pools, Tennis / Pickle Ball Courts, Fishing Ponds, BBQ area, etc. * 25+ miles of hiking trails just steps away * Perfectly located near the beach, trails, shopping, grocery, dining, & more! * Great for families or individuals * Fast Wifi for remote work or streaming * Voted as Guest Favorite AIRBNB!

Sun & Fun at The Swell Club 30A (with golf cart!)
Welcome to The Swell Club! We have everything you need for a fun stay on 30A: a large balcony for morning coffee, a fully-equipped kitchen, two king beds and a pullout sofa, smart TVs, an inviting and airy living area, and a new 6-seat golf cart you can use to get around the 30A! We are about a 30-second walk to the large and friendly resort pool, and a quick zip to the most beautiful beaches in the country. Entertainment, restaurants, and shops are just across the street at The Big Chill.

30A Top Rated! Free Golf Cart+Bikes+2 Pools+Bunks
Welcome to Royal Breeze! Our breathtaking 30A home is located in a prime location in the sought after community of Prominence, located in between Seaside and Rosemary Beach and across the street from everyone's favorite - The Big Chill! Spend your days soaking up the sun at our resort-style pools or white sand beaches (only a short golf cart or bike ride away). Spend your nights at the Big Chill watching sports, concerts, and enjoying some of the best food options in the 30A Area!

Prominence 30A: Golf Cart, Bikes, Pool
Southern Bliss has the sophistication of a modern beach house with a coastal vibe. This 3B/2.5B home is a short walk to the resort style pool and The Big Chill (aka The Hub) to enjoy restaurants, shops, shows, movie nights and concerts. Minutes to the beach using the golf cart or bikes provided is an added bonus! This stunning home will guarantee your vacation needs are met. Enjoy the fully equipped kitchen, new furniture/decor, comfortable beds, beach gear, and washer/dryer!

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.

Summer Fun on 30A | Bikes, Bunks + Beach Days
Experience an unforgettable tropical holiday in this charming townhouse in Prominence North on 30A. Its bright, open interiors and two bedrooms are ideal for smaller families or a couple's getaway. Tastefully decorated with a coastal ambiance, this luxury townhome offers a carefree and relaxing atmosphere! The 5,000 square foot community pool and "The Big Chill" (formerly known as "The Hub"), a lively entertainment, shopping, and dining mecca, are both within an easy walk.

30A Chill - Seagrove
Newly Renovated and furnished, ready for your enjoyment… Studio Condo, 1 Bath (Sleeps 2) Hidden Beach Villas is a well loved landmark along scenic 30A. But when you open the front door to our unit, nostalgia gives way to modern convenience and tranquil atmosphere. You will enjoy this peaceful 2nd floor unit and the ambience created modernized recessed lighting and new furnishings. Rest easy on the Casper Queen size bed or enjoy the pool just a few steps out the back door.

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.

Flip Flops in Paradise
‘Flip Flops in Paradise’ is a great two bedroom two bathroom bungalow located in the heart of Seagrove, just a few blocks away from beautiful beaches! This newly renovated bungalow is fully furnished, has all the charm and feel of a relaxing ultimate vacation at the beach. Come and enjoy this fabulous 30A location (close to absolutely everything), includes community swimming, pool and grills for grilling out located at the pool area as well. Minimum rental age is 25.

Sea.Away | 30A | Between Rosemary & Alys Beach!
Nestled between Rosemary Beach + Alys Beach, Sea.Away is your ideal getaway location. The 3 bedroom, 3 bath home features an upper deck with partial ocean views, a lower patio with outdoor grill and shower, and gated front door parking. No need for a golf cart or shuttle in this gated community, as the Gulf’s sugar sands and private community pool are a 1 minute walk from the front door!
Popular amenities for Seaside rentals with a pool
House rentals with a pool

WaterColor! Pool, LSV, & Bikes! Walk to Seaside!

Golf Cart, Private Heated Pool/Hot Tub! Bikes!

Look no Further for Your Fall Retreat

30A Walk to Beach Access FREE Golf Cart Pool/Gated

Prominence Salt & Light - Townhouse w/Golf Cart

30A • 30SecBeach • Gulf View • Sleeps16 • Elevator

Barefoot Bungalow by Stay on 30a

Beachfront/30A/Updated!/Heated Pool!Adorable Bunks
Apartment rentals with a pool

Sun-Splashed 30A Gem w/ Loft, Pool & Beach Access

Sweet Caroline - WALK to beach! 4 bikes included!

Beachfront 30A Private Beach Blue Mountain Paradis

You Deserve This! Luxury 1-BR ON THE BEACH on 30A!

Drift Away - 30A Seagrove Beach, Seaside Area

30A Seagrove Condo • Beach Access, Pool & Bikes

A+ beach location. Free bikes & beach gear!

2BR/ 2Ba condo~ excellent location! Walkable to s
Other holiday rentals with a pool

5BR Seagrove Beach Home on 30A~Pools, Bikes, Beach

30A Beach Retreat with Golf Cart + Bikes Included!

Private Pool | Golf Cart | 4 Bedrooms + Bunks

Gulf-Front Glam | NEW Retro Luxury on 30A

Private Pool • Walk to Beach • Sleeps 11

Blue Mountain Beach Retreat: Bikes, Pool!

Eagles Nest on 30A

Private Adult Retreat on 30A | Pool + Spa + Bikes
When is the best time to visit Seaside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £528 | £436 | £643 | £456 | £472 | £542 | £532 | £458 | £401 | £561 | £634 | £634 |
| 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 |
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- St. Andrews State Park
- Henderson Beach State Park
- Frank Brown Park
- Village of Baytowne Wharf
- Seacrest Beach
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Aqua Resort
- Grayton Beach State Park
- HarborWalk Village
- Topsail Hill Preserve State Park
- Pier Park
- St. Andrew State Park Pier
- Fort Walton Beach Landing
- Jade East Towers
- Crooked Island Beach
- Shipwreck Island Waterpark
- The Boardwalk on Okaloosa Island
- Shell Island Beach
- Signal Hill Golf Course





