
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 320 holiday rentals in Seaside

Nightly prices starting at
Seaside holiday rentals start at $284 NZD per night before taxes and fees

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

Family-friendly holiday rentals
240 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
320 of Seaside holiday 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.

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 🏖.

The Juander Inn, cottage + saltwater pool on 30A!
The Juander Inn 400 sq ft., 1 BR beach cottage. Located in prestigious South Walton, our Seagrove Beach community is centrally located making it an ideal location for getting around 30A. A quick 1/2 mile to the beach, walk or bike to the gorgeous white sand & emerald waters or head into the quaint Town of Seaside for dining & entertainment. Miles of forest trails, pedestrian paths, boutiques, cuisine & more are all steps from your door. House comes with 2 bikes and shared saltwater pool access.

Heaven on 30a 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

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 - Walk to Beach - Pool - Golf Cart - Bikes
@SandyCheeks30A is a 5 minute walk to the beach or take the 6 seater Golf cart. 4 bicycles and Large heated private pool surrounded by 7 large palm trees. About 1 mile (5 mins) to Seaside. Perfect location with walkability to great restaurants, Farmers markets, Shops, yoga studio & within 15 mins to Rosemary Beach & Grayton Beach, plenty of great shops, food, and a fun Beachy aesthetic. We hope you enjoy your getaway to the beautiful emerald coast and find it a new vaca home away from home!

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!

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.

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 a newly renovated 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!

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!

Direct Oceanfront Condo w/ Pool and Private Beach
Escape to our stunning 2-bed beachfront condo in Seagrove with breathtaking ocean views! This updated 2nd-floor oasis comfortably sleeps your group and features a private balcony, king bed, and bunk room. Enjoy direct beach access to a private beach, a shared pool, and free parking. Perfect for a relaxing family or group getaway on the coast.
Popular amenities for Seaside rentals with a pool
House rentals with a pool

Flip Flops in Paradise

Lux/Private Beach/Bikes/Pool

Private Heated Pool + Walk to Beach/Seaside

Summer on 30A | 2BR Near Big Chill + Beach

Private Heated Pool, Pet friendly, Bikes, LSV

Prominence Salt & Light - Townhouse w/Golf Cart

30A • 15Sec Pvt Beach • Heated Pool • GolfCart

Private Beach Access And Pool/Amazing Gulf Views
Condo rentals with a pool

Soleil Studio on 30A btwn Rosemary & Alys Bch

Sandy Shores Studio

Beachfront 30A Private Beach Blue Mountain Paradis

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

30A Chill - Seagrove

30A Seagrove Condo • Beach Access, Pool & Bikes

Drift Away - 30A Seagrove Beach, Seaside Area

2 complimentary Bikes! Directly on 30A! Beach acce
Other holiday rentals with a pool

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

Charming 3 bedroom cottage w/ pool near the beach

NEW rental on 30A near Rosemary w/Golf Cart

WaterColor Park District - Pools - Beach Access

Gulf Front 30A | Stunning Views | Fresh Remodel

Private Adult Retreat on 30A | Pool + Spa + Bikes

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

30A find: pool, steps to beach, close to Seaside
When is the best time to visit Seaside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,258 NZD | $1,038 NZD | $1,533 NZD | $1,088 NZD | $1,125 NZD | $1,292 NZD | $1,269 NZD | $1,092 NZD | $957 NZD | $1,336 NZD | $1,512 NZD | $1,512 NZD |
| 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
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- Rentals with pools Walton County
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- St. Andrews State Park
- Frank Brown Park
- Henderson Beach State Park
- Seacrest Beach
- Navarre Beach Fishing Pier
- Village of Baytowne Wharf
- Blue Mountain Beach
- Aqua Resort
- Grayton Beach State Park
- HarborWalk Village
- Topsail Hill Preserve State Park
- St. Andrew State Park Pier
- Pier Park
- Jade East Towers
- Fort Walton Beach Landing
- The Boardwalk on Okaloosa Island
- Shell Island Beach
- Shipwreck Island Waterpark
- Crooked Island Beach
- Signal Hill Golf Course





