
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.

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.

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.

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!

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.

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.

❤Family Tides•2 Pools&HotTub•Wlk2Beach⛱2 Bikes•BBQ
Nestled among coastal colored bungalows, tropical landscaping and a private lake, this lovable family house has everything you need to enjoy your vacation at the beach! With a fully equipped kitchen, stainless steel appliances, granite counter tops and Weber BBQ grill you'll have all the essentials to cook & dine inside or out! With your stay, enjoy the use of 2 bicycles, a beach cart & more beach/pool amenities! All of this within walking distance to the beach!

Beautiful 30A Home, Walk to Beach, Pool, Shop, Eat
Escape to Salt Pearl, your perfect 30A retreat! This bright, 3-bedroom beach home is just an 8-minute walk to Ed Walline Beach. Comfortably sleeping your group, it features an open-concept living space, a screened porch where you can hear the waves, a fire pit, and access to a community pool. Ideal for families and groups seeking a relaxing getaway on the Emerald Coast, with bikes and beach gear included.
Popular amenities for Seaside rentals with a pool
House rentals with a pool

WaterColor Steps to Seaside, Tennis! LSV, 2 Bikes!

Flip Flops in Paradise

New - Saltlight Hideaway 4BR/3.5BA Gated Community

Pool | Walk to Beach | Stillwater 30A | Sleeps 8

Gone To The Beach - Fabulous Beach House on 30A

Private Heated Pool Sauna Hot Tub Outdoor Kitchen

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

Sandpiper Cottage- Dog Friendly- 4 Bikes
Apartment rentals with a pool

30A Studio "Driftwood Dream" Hidden Beach Villas

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

30A Beach Haven #1: 500ft to beach

🏝 Penthouse Ocean View • Private Beach Access 🏝

30A Beach Retreat:Pool View Balcony, 2 min > Beach

Beachfront 30A Private Beach Blue Mountain Paradis

Miramar Beach Ocean View with Large Balcony

Beachfront Renovated Condo, Spectacular Gulf Views
Other holiday rentals with a pool

Steps to Beach - Beach Chair Service - Pool

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

On the Beach • Breathtaking Views • Beach Service

Oh Happy Stay! Adorable carriage sleeps 4

HappyPlace30A-Gulf Views/Pool/Beach 3-Minute Walk

Luxurious 30A Beach Home: Just Keep Swimming 30A

Hidden Beach Hideaway

30A RIGHT In The HEART of IT! Gulf View Walk/ Rest
When is the best time to visit Seaside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $618 SGD | $578 SGD | $848 SGD | $778 SGD | $805 SGD | $924 SGD | $907 SGD | $781 SGD | $684 SGD | $955 SGD | $1,081 SGD | $1,081 SGD |
| 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 $152 SGD 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!
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