
Vacation 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.

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.

Pet Friendly 30A Heated Pool Ocean View Beach 0.10
SEARENITY is a 3 Bed/ 3 FULL bath single family home located on 30A in Old Seacrest. Enjoy beautiful ocean views and a 3 min/ 0.1 walk (map quest walking) to a quiet, gorgeous beach. Our PUBLIC Beach access is RARE. There is NO PARKING so it is always quieter than any other access points. All beach necessities provided. Secluded back yard with outdoor kitchen and private salt water pool (Heated off season). Well equipped kitchen with coffee bar/regular bar. Balcony with ocean views and sunsets.

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

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!

2 Pools ~ Golf Cart ~ Bikes ~ Xbox!
You have to 'Sea' it to 'Believe' it - come hang at our home for the summer! Sea'n is Believe'n is a newly redesigned home with extra special details - right in the heart of Prominence on 30A. This 3 bed, 2.5 bath home is great for families and comes with a brand-new golf cart, incredible amenities, and it's situated right across the street from “The Big Chill”! The Prominence community features 2 Resort style pools, outdoor space, outdoor grills, and easy access to the beach.

30A Family Favorite | Bunks, Bikes & Heated Pool
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.

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!
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!

Divine Beach Living at 'On Beach Time'

Elsie's Cove on 30A

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

New Interior | New Golf Cart | Pool | Beach

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

Heated Pool, Bikes! Steps to Beach, Alys, Rosemary
Condo rentals with a pool

30A Beach Haven #1: 500ft to beach

Hidden Beach Gem

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

Sandy Shores Studio

Beach Views on 30A!

Beachfront 30A Private Beach Blue Mountain Paradis

Modern Seagrove studio steps from the beach

Hidden Beach Villas #221 *easy public beach access
Other vacation rentals with a pool

WaterColor! STEPS to BEACH CLUB! 2 Bikes! Pets OK!

The Juander Inn, cottage + saltwater pool on 30A!

Gulf-Front Corner Unit in Seagrove Facing Sunset!

Flip Flops in Paradise

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

Creekside Cottage- Heated Pool- 4 Bikes- Prime Bea

New - Saltlight Hideaway 4BR/3.5BA Gated Community

Oh Happy Stay! Adorable carriage sleeps 4
When is the best time to visit Seaside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 413 | € 386 | € 566 | € 520 | € 537 | € 617 | € 606 | € 521 | € 457 | € 638 | € 722 | € 722 |
| 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 vacation rentals with a pool in Seaside

Total vacation rentals
Explore 240 vacation rentals in Seaside

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

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

Family-friendly vacation rentals
190 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
240 of Seaside vacation rentals include wi-fi 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!
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