
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 €181 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.

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.

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!

Heated Pool-Dog Friendly-Near 30A Beach & Seaside
"Serendipity in Seagrove" is located on charming and secluded Barcelona Avenue and nestled within the whimsical tree canopy that steals the hearts of those who visit Seagrove. You'll be incredibly close to all the action and enjoyment of the beach, 30A and Seaside, yet privacy is yours the moment you need it. It’s the best of both worlds. You have access to our private pool with an option to be heated during the cooler months. We do ask a fee of $30 per day to offset our additional costs.

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.

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.

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!

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 an 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

Beautiful 3 Bedroom Beach Home in Highland Park

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

Barefoot Bungalow by Stay on 30a

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

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

Private Pool | Golf Cart | 4 Bedrooms + Bunks

Prominence Salt & Light - Townhouse w/Golf Cart

30A Beach Retreat with Golf Cart + Bikes Included!
Apartment rentals with a pool

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

A+ beach location. Free bikes & beach gear!

Modern Seagrove studio steps from the beach

Renovated, Gulf Front Ground Floor A2 @ The Palms!

Sandy Shores Studio

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

Private Beach/Chair Service/Bikes

30A Chill - Seagrove
Other holiday rentals with a pool

Gulf-Front Glam | NEW Retro Luxury on 30A

Gorgeous Steps to Beach, Prime WaterColor Location

NEW! "Quiet Waters" - Exclusive Watersound Home

30A - Walk to Beach - Pool - Golf Cart - Bikes

Welcome Home to 30A – FREE Golf Cart

Beachfront/30A/2Balconies+King+Queen+Bunks/ Pool

Stay LUXE on 30A|Golf Cart|Coffee Bar| Sleeps 8

Déjà Blue | Golf Cart • Sauna • Cold Plunge • Pets
When is the best time to visit Seaside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €613 | €506 | €746 | €808 | €894 | €965 | €618 | €532 | €466 | €651 | €736 | €736 |
| 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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- 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





