
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 $227 CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wifi availability
320 of Seaside vacation 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 🏖.

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!

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!

Small Waves-30A beachhouse w golf cart/neighb pool
Small in stature but grand in design, this 30A beach house will wow you. Access to neighborhood pool, gym, & the beautiful white sand beaches a few blocks away. Small Waves is set in the Blue Mountain Beach area, which is well-known for its charm, its restaurants, & its famous ice cream shop. We have an EV car charger for electric cars (no extra fee) plus access to an electric golf cart (extra fee). Bedroom has a king size bed & twin bed & there are also 2 twin beds upstairs.

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.

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.

Flip Flops in Paradise
‘Flip Flops in Paradise’ is a great two bedroom two bathroom bungalow located in the heart of Seagrove, just a few blocks away from beautiful beaches! This newly renovated bungalow is fully furnished, has all the charm and feel of a relaxing ultimate vacation at the beach. Come and enjoy this fabulous 30A location (close to absolutely everything), includes community swimming, pool and grills for grilling out located at the pool area as well. Minimum rental age is 25.

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!

Songbird on 30A ~ Pool ~ the Big Chill~ Prominence
Songbird on 30A is a gorgeous townhome perfect for families. Walk to the Big Chill, Golf Cart to the Beach, or Lounge by the Pool. Our kitchen is equipped for cooking family meals, and the balcony is ideal for your morning coffee. Our home is on the 2nd floor and provides plenty of room for gathering in the open floor plan. Located in Prominence North, guests have access to all neighborhood amenities.
Popular amenities for Seaside rentals with a pool
House rentals with a pool

StayOn30A Renovated Beach Home-Across from Beach!

Lux/Private Beach/Bikes/Pool

Private Pool • Walk to Beach • Sleeps 11

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

Prominence Salt & Light - Townhouse w/Golf Cart

Sea.Away | 30A | Between Rosemary & Alys Beach!

Barefoot Bungalow by Stay on 30a

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

Home at Last

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

Sandy Shores Studio

Beachfront 30A Private Beach Blue Mountain Paradis

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

Updated KING 1 Bdrm Condo Balcony, Baby Gear, Pool

2 complimentary Bikes! Directly on 30A! Beach acce

A+ beach location. Free bikes & beach gear!
Other vacation rentals with a pool

60 Secs to [Private] Beach Seagrove - Gulf views!

Gulf-Front Glam | NEW Retro Luxury on 30A

Private Heated Pool + Walk to Beach/Seaside

Charming 3 bedroom cottage w/ pool near the beach

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

The Coastal View is Gulf Front on 30A with Pool

Heated Pool- Steps from Seaside- View of the Gulf

Gulf Front 30A | Stunning Views | Fresh Remodel
When is the best time to visit Seaside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,006 CAD | $830 CAD | $1,226 CAD | $870 CAD | $900 CAD | $1,033 CAD | $1,014 CAD | $873 CAD | $765 CAD | $1,068 CAD | $1,209 CAD | $1,209 CAD |
| 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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- 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
- Pier Park
- Fort Walton Beach Landing
- Jade East Towers
- Crooked Island Beach
- Shipwreck Island Waterpark
- The Boardwalk on Okaloosa Island
- Shell Island Beach
- Signal Hill Golf Course





