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

Total vacation rentals
Explore 320 vacation rentals in Seaside

Nightly prices starting at
Seaside vacation rentals start at ﺩ.ﺇ 588 per night before taxes and fees

Verified guest reviews
Over 1,450 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
320 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!
Top-rated rentals with a pool in Seaside
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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 🏖.

Barefoot Bungalow by Stay on 30a
Running to the store after check-in isn’t a vacation. Two nights in and you’re rationing toilet paper like it’s a reality show.. ✨ We fixed that. With Stay on 30A, every stay is designed to feel effortless from start to finish. 🚲 FREE luxury bikes 🏖️ Easy beach access + resort-style pools 🧴 Full-size amenities (no starter kits) 🧹 Arrival inspections + meticulous cleans 📞 24/7 local support ⚡ Rapid-response maintenance & care We host our stays the way we’d want our own vacation to feel.

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!

A Shore Thing | Steps to Beach | 4 Bikes Included
Nestled south of 30A, this luxury cottage is just 0.3 miles from the beach and features two master suites and high-end finishes. Prime South of 30A Location: Just a quick walk to the sand. Two Luxurious Master Suites: King beds and spa-inspired baths on both floors. Gourmet Chef's Kitchen: Large marble island and a premium gas range. 4 Complimentary Bikes: Perfect for cruising to Seagrove or The Big Chill. Quiet Community Pool: Refreshing escape within the exclusive Cottages at Eastern Lake.

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!

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.

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.

30A • 30SecBeach • Gulf View • Sleeps16 • Elevator
Just 30 seconds to beach access, this luxury 6BR 30A retreat features Gulf views, a private heated pool, elevator access, and en suite baths. Designed for effortless group getaways, enjoy a 6-seater golf cart, bikes, and a full arcade with ping pong, Pac-Man, Big Buck Hunter, and more. Relax on top-floor balconies, cook in a fully stocked kitchen, or grill outdoors. Perfect for families and groups seeking comfort, space, and a true 30A experience.

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

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

Modern NatureWalk 4B/4BA w/Golf Cart, Bikes

Flip Flops in Paradise

NEXT to Camp WaterColor! LSV/Golf Cart & 4 Bikes!

Heated Pool- Steps from Seaside- View of the Gulf

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

Prominence Salt & Light - Townhouse w/Golf Cart

30A beach studio| Dog-Friendly! | Steps to beach!
Condo rentals with a pool

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

Soleil Studio on 30A btwn Rosemary & Alys Bch

The Coastal View is Gulf Front on 30A with Pool

Beachfront 30A Private Beach Blue Mountain Paradis

Private Beach Access 3Br Right On 30A! Ocean View

NEW 1 Bdrm King Condo | Balcony | Baby Gear | Pool

30A Seagrove Condo • Beach Access, Pool & Bikes

Drift Away - 30A Seagrove Beach, Seaside Area
Other vacation rentals with a pool

30A Oasis! Walk to beach/pool/Rosemary&Alys Beach

Ride to the Beach, Bike to Alys, Walk to Big Chill

Gulf-Front Glam | NEW Retro Luxury on 30A

Private Heated Pool + Walk to Beach/Seaside

Charming 3 bedroom cottage w/ pool near the beach

Where Luxury Meets Charm w/ Private Pool & 6 Beach

Blue Sky Cottage

Oceanfront Pool Seagrove
When is the best time to visit Seaside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 2,607 | ﺩ.ﺇ 2,152 | ﺩ.ﺇ 3,177 | ﺩ.ﺇ 2,255 | ﺩ.ﺇ 2,332 | ﺩ.ﺇ 2,677 | ﺩ.ﺇ 2,630 | ﺩ.ﺇ 2,262 | ﺩ.ﺇ 1,983 | ﺩ.ﺇ 2,769 | ﺩ.ﺇ 3,133 | ﺩ.ﺇ 3,133 |
| 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 |
Destinations to explore
- Atlanta Vacation rentals
- New Orleans Vacation rentals
- Panama City Beach Vacation rentals
- Tampa Vacation rentals
- Destin Vacation rentals
- Gulf Shores Vacation rentals
- Jacksonville Vacation rentals
- Orange Beach Vacation rentals
- St. Augustine Vacation rentals
- Clearwater Vacation rentals
- St. Petersburg Vacation rentals
- Birmingham Vacation rentals
- Rentals with a fireplace Seaside
- Rentals with a patio Seaside
- Waterfront rentals Seaside
- Villa rentals Seaside
- Rentals with lake access Seaside
- Apartment rentals Seaside
- Mansion rentals Seaside
- Fitness-friendly rentals Seaside
- Beachfront rentals Seaside
- Rentals with outdoor seating Seaside
- Pet-friendly rentals Seaside
- House rentals Seaside
- Luxury rentals Seaside
- Condo rentals Seaside
- Family-friendly rentals Seaside
- Rentals with a washer and dryer Seaside
- Cottage rentals Seaside
- Beach house rentals Seaside
- Rentals with beach access Seaside
- Beach condo rentals Seaside
- Rentals with pools Walton County
- Rentals with pools Florida
- Rentals with pools United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- St. Andrews State Park
- Henderson Beach State Park
- Frank Brown Park
- Seacrest Beach
- Village of Baytowne Wharf
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Aqua Resort
- Grayton Beach State Park
- HarborWalk Village
- Topsail Hill Preserve State Park
- St. Andrew State Park Pier
- Fort Walton Beach Landing
- Pier Park
- Jade East Towers
- Crooked Island Beach
- The Boardwalk on Okaloosa Island
- Shipwreck Island Waterpark
- Shell Island Beach
- Signal Hill Golf Course





