
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 330 holiday rentals in Seaside

Nightly prices starting at
Seaside holiday rentals start at £155 per night before taxes and fees

Verified guest reviews
Over 1,620 verified reviews to help you choose

Family-friendly holiday rentals
260 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wifi availability
330 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

Beachfront 30A Private Beach Blue Mountain Paradis
Paradise awaits at your beautiful, beachfront condo with stunning beach views of the PRIVATE BEACH from your own private balcony. The sweeping views continue from inside, through the large windows & sliding glass doors, including an ocean view from the master bedroom. This well appointed, family friendly unit offers 3 bedrooms, sleeper sofa, & 3 full bathrooms to comfortably accommodate 6-8 people. Complimentary Beach Service (2 chairs & umbrella) is included March-October, & 4 bikes year round

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.

Renovated, Gulf Front Ground Floor A2 @ The Palms!
Welcome to The Palms at Seagrove! Our unit is located on the ground floor just steps from the beach. Private beach access right off the back patio! The kids will love playing in the yard out back while you take in great views of the Gulf. Newer furniture throughout! Master offers a King bed and adjoining fully renovated bathroom. Triple bunks are great for pre-teens. Sleeper sofa in the living room. Enjoy nearly new interior accommodations in one of the best complexes in the heart of Seagrove!

Salt&Sand 30A – Family Retreat w/ Pool & Golf Cart
Your perfect family beach escape awaits on 30A! This spacious home features 3 bedrooms, including a kid-approved bunk room, 2.5 baths, and a fully equipped kitchen for easy family meals. Little ones are covered with a high chair, baby gates, a pack ’n play, and plenty of toys and games. Walk to the beach or head to The Big Chill for food and fun. Enjoy two community pools, the 17-mile bike path, and an included golf cart to explore 30A with ease. Make unforgettable memories at Salt & Sand 30A.

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!

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.

Amazing Location! Walk to Rosemary, Pool, & Beach
The search stops here! We found the best location on 30A so you don’t have to. Welcome to Blue Skies beach retreat. Park your car and walk to the best 30A has to offer. Enjoy the five star resort style pool, the talk of the town. Walk to great restaurants, beautiful emerald coast beaches, and gorgeous downtown Rosemary. Bike down a nature trail, paddle board on the rare coastal dune lakes, catch some live music, visit a state park, go fishing, sight see, and shop.

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.

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!

30A 3BR Sleeps 10 • Golf Cart • Beach + Big Chill
⭐4.99 | Guest Favorite | Top 5% on 30A Prominence 30A retreat sleeps 10 with a 6-seat golf cart, 4 bikes & resort pools. Walk to The Big Chill, short golf cart ride to beach access points + Seaside. 3BR: 2 kings, bunk room (2 fulls + twin) & queen sleeper. Full beach gear, baby essentials, 1G Wi-Fi & stocked kitchen included. Between Rosemary & Seaside. USAF veteran hosts, 100% response rate. Good vibes. 5-star stays.
Popular amenities for Seaside rentals with a pool
House rentals with a pool

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

Heated Pool-Dog Friendly-Near 30A Beach & Seaside

Blue Mountain Beach | Pool + 6-Seat Golf Cart

Beautiful 3 Bedroom Beach Home in Highland Park

Barefoot Bungalow by Stay on 30a

30A • Sleeps 12 • 3 Kings • Pool • Beach Gear

30A • 30SecBeach • Gulf View • Sleeps16 • Elevator

The Juander Inn, cottage + saltwater pool on 30A!
Apartment rentals with a pool

Modern Seagrove studio steps from the beach

A+ beach location. Free bikes & beach gear!

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

Sandy Shores Studio

“KNIGHT AWAY” So close to the Beach !!- Hwy 30A !

Sweet Caroline - WALK to beach! 4 bikes included!

30A Chill - Seagrove

Beach Bum Bungalow
Other holiday rentals with a pool

Gorgeous Steps to Beach, Prime WaterColor Location

NEW! "Quiet Waters" - Exclusive Watersound Home

Welcome Home to 30A – FREE Golf Cart

Seaside Siesta

Prominence Salt & Light - Townhouse w/Golf Cart

Gulf-Front Glam | NEW Retro Luxury on 30A

Déjà Blue | Golf Cart • Sauna • Cold Plunge • Pets

Salt & Waves
When is the best time to visit Seaside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £524 | £433 | £638 | £691 | £765 | £825 | £528 | £455 | £399 | £557 | £630 | £630 |
| 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
- Pier Park
- Henderson Beach State Park
- St. Andrews State Park
- Village of Baytowne Wharf
- Frank Brown Park
- Seacrest Beach
- Navarre Beach Fishing Pier
- Aqua Resort
- HarborWalk Village
- Grayton Beach State Park
- Topsail Hill Preserve State Park
- Fort Walton Beach Landing
- Jade East Towers
- St. Andrew State Park Pier
- Shipwreck Island Waterpark
- Morrison Springs
- Signal Hill Golf Course
- Crooked Island Beach
- Camp Helen State Park
- Shell Island Beach





