
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 $207 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wifi availability
320 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 🏖.

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.

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.

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

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!

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.

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.

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!

Prominence Salt & Light - Townhouse w/Golf Cart
Prominence Salt & Light Watersound, Florida - Newly Listed Welcome to Salt & Light, a stylish 2-bedroom, 2-bathroom vacation home in the heart of Prominence on 30A—one of the most sought-after communities along Florida’s Emerald Coast. This beautifully appointed retreat offers all the comforts of home, plus premium perks like a 6-seater golf cart, seasonally heated pool, and walking distance to the Big Chill.

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!
Popular amenities for Seaside rentals with a pool
House rentals with a pool

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

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

Flip Flops in Paradise

New Beginnings-Private Beach, Resort Pool 4 Bikes

Watersound~Private Beach | Heated Pool | Golf Cart

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

Heated Pool- Steps from Seaside- View of the Gulf

30A Walk to Beach Access FREE Golf Cart Pool/Gated
Apartment rentals with a pool

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

Soleil Studio on 30A btwn Rosemary & Alys Bch

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 Chill - Seagrove

30A Seagrove Condo • Beach Access, Pool & Bikes

Relaxing 30A Couple's Retreat
Other holiday rentals with a pool

30A | Rooftop Pool | Gulf Views | 2 Min To Beach!

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

Gulf-Front Glam | NEW Retro Luxury on 30A

NEW rental on 30A near Rosemary w/Golf Cart

Charming 3 bedroom cottage w/ pool near the beach

The Coastal View is Gulf Front on 30A with Pool

Gulf Front 30A | Stunning Views | Fresh Remodel

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 | $917 SGD | $757 SGD | $1,117 SGD | $793 SGD | $820 SGD | $941 SGD | $925 SGD | $795 SGD | $697 SGD | $974 SGD | $1,101 SGD | $1,101 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 |
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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
- 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





