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 330 vacation rentals in Seaside

  • Nightly prices starting at

    Seaside vacation rentals start at $210 per night before taxes and fees

  • Verified guest reviews

    Over 1,620 verified reviews to help you choose

  • Family-friendly vacation rentals

    260 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wi-Fi availability

    330 of Seaside vacation 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.

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Guest favorite
A two-story beach house displays a welcoming front porch, framed by palm trees and lush landscaping. A stone pathway leads to the entrance, and bicycles are positioned nearby, adding to the beach ambiance. The structure features light-colored siding and a variety of large windows.
Home in Santa Rosa Beach
4.97 out of 5 average rating, 158 reviews

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

ValueFamilyGetting around

Top guest favorite
A modern studio space features an open layout with a comfortable sofa and a queen bed. The kitchen area is equipped with stainless steel appliances and bar seating for three. Soft blue accents are present throughout, offering a calm ambiance.
Condo in Santa Rosa Beach
4.97 out of 5 average rating, 211 reviews

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 🏖.

LocationFamilyHospitality

Guest favorite
An outdoor area features a private saltwater pool illuminated in blue. Surrounding the pool are wooden lounge chairs and a covered seating area with soft lighting. The backdrop includes lush trees and a well-equipped outdoor kitchen, making it an inviting space for relaxation.
Home in Seacrest
4.93 out of 5 average rating, 237 reviews

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.

FamilyValuePool

Top guest favorite
A bright living area is showcased with natural wood flooring and warm lighting. Comfortable seating is arranged around a spacious coffee table, complemented by a textured area rug. A dining area with light chairs is visible in the background, enhanced by a decorative light fixture.
Townhouse in Santa Rosa Beach
4.98 out of 5 average rating, 129 reviews

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!

LocationFamilyNearby

Top guest favorite
A bright and airy living space features a comfortable sofa with decorative pillows. A staircase leads to a loft area, while woven pendant lights hang above a modern kitchen with sleek appliances and a breakfast counter. Tropical greenery adds a touch of nature.
Condo in Santa Rosa Beach
4.99 out of 5 average rating, 208 reviews

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

Step into The Hideaway At Palms North and immerse yourself in this sun-filled airy space with vaulted ceilings and a modern, coastal chic interior. Our recently renovated beach condo offers an inviting place to unwind after a day spent soaking up the sun on 30A's iconic white sand beaches. Whether you're here on a honeymoon or bringing the kids along, The Hideaway's private beach access, desirable location, amenities, and thoughtful design touches are sure to make your vacation memorable.

ValueLocationOutdoor spaces

Top guest favorite
A private pool area is outlined by stone-paved flooring, featuring a sparkling pool with smooth edges. Two green lounge chairs are positioned nearby, accompanied by a small round table. A colorful floral lounge chair adds a vibrant touch against the backdrop of fencing and landscaping.
Home in Santa Rosa Beach
4.99 out of 5 average rating, 144 reviews

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.

ValueFamilyParks

Top guest favorite
A modern living area features a spacious sectional sofa and a coordinating armchair, surrounded by natural light from large windows. A decorative coffee table sits in the center, with an open kitchen visible in the background, showcasing bright cabinetry and stainless-steel appliances.
Townhouse in Santa Rosa Beach
4.97 out of 5 average rating, 145 reviews

Walk to Big Chill, LSV included, in Prominence

Everything you need and more!! Located in the sought after neighborhood, The Prominence with beautiful community amenities and unit backs up to the State Park. Walking distance to the pool and the The Hub/Big Chill, main attraction on 30a that has several restaurants/shops/live music/kid activities. Nearest beach is 0.5 miles, unit comes with 6 new beach cruisers! Pristine condition *Golf Cart is included and requires a separate liability waiver, insurance, and must be 25 years to drive

ValueLocationBathroom

Top guest favorite
A golf cart is parked on a paved path, featuring comfortable seating for up to four passengers. The background is filled with palm trees and a pergola, with a sunset sky displaying shades of orange and purple.
Townhouse in Watersound
5 out of 5 average rating, 142 reviews

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!

FamilyValueBiking

Guest favorite
A charming beach house with a light-colored facade is framed by greenery. A paved driveway leads to the entrance, flanked by two beach cruiser bikes and a small outdoor seating area with a table. Sunlight filters through the trees, enhancing the inviting appearance.
Home in Santa Rosa Beach
4.95 out of 5 average rating, 210 reviews

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.

FamilyLocationBiking

Top guest favorite
A charming bungalow is presented with a light grey exterior and white trim. Two rocking chairs are positioned on the front porch, inviting relaxation. Lush green landscaping enhances the curb appeal. A small decorative sailboat accentuates the entrance, adding a subtle coastal touch.
Home in Santa Rosa Beach
5 out of 5 average rating, 118 reviews

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.

ValueLocationAir conditioning

Guest favorite
A bright living area features a modern gray sectional sofa adorned with light-colored pillows. A wooden coffee table sits in front of the sofa. A large mirror reflects the space, while a plant is placed on a bar-style countertop with seating for three. Ample natural light enters through the multi-paned windows.
Condo in Santa Rosa Beach
4.96 out of 5 average rating, 168 reviews

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!

LocationValueAccuracy

Top guest favorite
The open-concept living area showcases a comfortable arrangement of light gray sofas and armchairs, accented with blue pillows. A round coffee table sits at the center on a natural fiber rug. Bright light fills the space through large windows, complemented by stylish white drapes.
Home in Inlet Beach
4.99 out of 5 average rating, 100 reviews

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.

FamilyLocationParks

Popular amenities for Seaside rentals with a pool

When is the best time to visit Seaside?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$710$586$865$936$1,036$1,118$716$616$540$754$853$853
Avg. temp53°F57°F62°F68°F76°F82°F83°F83°F80°F71°F61°F55°F

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