Holiday rentals with a pool in Seaside

4.99 out of 5 average rating, 136 reviews

A bright living area features a neutral sofa adorned with decorative pillows and a light textured throw. Two wicker chairs, a glass coffee table, and an artisan wood accent piece enhance the space. Natural light is welcomed through multiple windows, surrounded by plantation shutters.

Home in Inlet Beach

30A Beach Villa-Steps to PrivateBeach! Dogs,Bikes

Newly renovated! Just completed a full remodel and very excited to share the GORGEOUS results with you! For more photos &insights, follow us on IG @The30ABeachHouse Our exclusive gated community is on the south side of Scenic Highway 30A in South Walton County, situated directly between Rosemary Beach and Alys Beach. Stroll down a palm tree lined walkway, with cobblestone streets, <1 min walk to the heated pool that sits high on the dunes, above the sugar white sand beach on the Gulf of Mexico.

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.

4.98 out of 5 average rating, 161 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 🏖.

A comfortable living area features a light-colored sofa with decorative pillows, accompanied by a round wooden coffee table. Natural light filters in through large windows, illuminating the space. A small dining table with light chairs is positioned nearby, enhancing the cozy atmosphere.

4.91 out of 5 average rating, 186 reviews

1bd/2ba condominium on the ground floor~ Right on

5-7 minute walk to the beach~fitness center and pool on property~10% off for golf cart rentals~ Walking distance to restaurants~ 2 beach backpack chairs provided~one beach wagon~2 beach towels Stay at ‘Happy Hour Hideaway’ & leave your worries behind! Located on infamous Highway 30a, you will love staying so close to the action while still enjoying the seclusion of this complex. This is a 1Bedroom + hallway bunks/ 2 bathroom condo, located on the first floor of the complex. For your conveni

A spacious living area is filled with natural light, showcasing a comfortable sectional sofa adorned with a fringe throw. A large television is positioned on a wooden console, while sliding glass doors open to a view of the outdoors. Elegant decor and a high ceiling add to the open atmosphere.

4.99 out of 5 average rating, 111 reviews

Winter Warm Up | Walk2Beach | Pool | Shop | Eats!

8 minute walk to Ed Walline the most beautiful public beach on the Emerald Coast! Warm up on the sands of 30A enjoying beach life! Safe & peaceful community w/ pool 3 doors down! Walk to nearby restaurants! Run, walk, or ride bikes on the 19 mile 30A path Vaulted ceilings / open floor plan / beautiful rooms Features: Amazing natural light, 4 smart TV's, fast WiFi, Stocked kitchen / new appliances, Washer/Dryer, Weber Grill (BYOC), 4 beach bikes, 4 beach chairs, umbrella, beach towels & more!

4.95 out of 5 average rating, 217 reviews

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

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.

4.99 out of 5 average rating, 172 reviews

The bedroom features a spacious bed with a light gray quilt, complemented by decorative pillows. Shelves hold coastal-themed decor, while a blue dresser provides additional storage. Soft lighting is provided by wall-mounted lamps on either side of the bed, enhancing the serene ambiance.

Condo in Rosemary Beach

30A Rosemary*Alys Beach-5min Walk to Beach-Sleeps

Unwind in this centrally located & renovated studio condo. Enjoy the bright & breezy studio nestled btwn Rosemary & Alys Beach. It features a thoughtfully appointed kitchenette, a comfortable lounging area & a selection of amenities. You're right on scenic Hwy 30A, so it's an easy stroll/bike ride to all the shops & delicious eats. You're about a quick 5-min walk, door to sand, to the beach. When you're not out exploring, the relaxing pool & bubbly hot tub are steps from your patio.

4.89 out of 5 average rating, 103 reviews

A stylish living area features a comfortable white sofa adorned with decorative pillows in calming hues. A round coffee table stands center stage, layered with decorative bowls. Natural light filters through sheer curtains, highlighting modern artwork on the walls and creating a warm ambiance.

Condo in Destin

Hidden Gem on the Beach - Coastal Luxury!

This condo features a fully equipped kitchen with granite countertops, stainless steel appliances, and all necessary cookware. The bedroom has a king-sized bed and attached full bathroom. Additional sleeping space is provided with a queen-sized sleeper sofa in the living room. Step outside onto your private balcony and take in the stunning views of the resort and the Gulf of Mexico. Watch the sunset over the water or relax with your morning coffee and listen to the waves.

A bright dining area features a large wooden table surrounded by stylish chairs. A crystal chandelier hangs above, adding elegance. The open space connects to a cozy living area with soft seating and large glass doors revealing ocean views and natural light.

5 out of 5 average rating, 116 reviews

Oceanfront in Seagrove w/private beach!

Welcome to our little piece of paradise in Seagrove! Our 2nd floor beachfront condo boasts breathtaking ocean views, private beach access, free parking, beach chairs, toys and umbrella and a fully updated interior for a comfortable and relaxing stay. Unwind in the open-concept living space, cook up a storm in the fully-equipped kitchen, and soak in the sun on your private balcony. With direct access to a private beach, you can enjoy endless days of sand, sea, and sunshine!

The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.

4.95 out of 5 average rating, 132 reviews

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.

5 out of 5 average rating, 111 reviews

The exterior of a coastal home is showcased, featuring white siding and multiple large porches. Palm trees and tropical landscaping frame the entrance, which is accessed by a set of stairs. The porches are equipped with ceiling fans and black railing, offering a stylish outdoor space.

Holiday home in Seacrest

*Crew Rest* 4BR & Sleeps 10 in Seacrest-HUGE POOL!

Welcome to "Crew Rest!" - BRAND NEW Photos as of April 2025! :) * ALL 5 STAR REVIEWS! *4 Bedrooms, 4.5 Baths, Sleeps 10 *2 Kings, 1 Queen, 2 Bunk Beds *Every bedroom has an En Suite Bath *Located in Seacrest Beach Community between Alys & Rosemary *Free Tram to beach - or 5 min walk *Private Beach Access- Seacrest Beach *12,000 SF Community Pool *2 huge porches *Carriage House available for rent next door *4 TV's *Discounts for airline pilots or flight attendants

A bright bedroom is furnished with a spacious bed adorned with white linens and several decorative pillows. Two bedside lamps provide soft lighting, and a woven area rug covers the wooden floor. A chair offers an additional seating option, while artwork depicting sailboats decorates the walls.

4.96 out of 5 average rating, 123 reviews

Starr of Seagrove - 3 Min Walk to Beach!

Beautiful, renovated condo in Seagrove Beach! Steps from the beach & Cafe Thirty-A, & many other local favorites! Just a short (1-2 mile) bike ride from Seaside, Publix, shops & restaurants. On-site pools & tennis courts. Perfect for a couple's or small family beach vacation. We are open to renting directly to guests 18+ (i.e. college or high school students; children traveling with families are also welcome, of course!) See policies & rules for details.

4.97 out of 5 average rating, 265 reviews

Condo in Sandestin

Sleek & Sexy @ Sandestin Golf & Beach Resort

Newly remodeled pool & hot tub are now open!! TOP RATED 6th floor oceanfront studio at Sandestin Golf & Beach Resort's Beachside Two complex. Guests can enjoy dining, retail, entertainment, golf, tennis and other activities without leaving the gates of this 2400 acre resort on Florida's Emerald Coast. Sandestin Tram pass included. This property is highly ranked amongst Airbnb's Top 10% of homes based on ratings, reviews, and reliability.

Popular amenities for Seaside rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A charming beach cottage is framed by lush greenery, featuring a welcoming porch with white railings and hanging plants. Two white bicycles are parked on a wooden deck, offering a convenient way to explore the surrounding area.

5 out of 5 average rating, 34 reviews

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

A two-story green beach house is featured in a quiet cul-de-sac, with a golf cart parked in front. The house has a covered porch and multiple windows, surrounded by greenery and palm trees, offering a relaxing coastal vibe.

4.85 out of 5 average rating, 115 reviews

South of 30A. Golf Cart. Pool. Gym.

4.82 out of 5 average rating, 159 reviews

Santa Rosa Beach Canopy House with heated pool

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.

5 out of 5 average rating, 84 reviews

Flip Flops in Paradise

Luxe

An outdoor area features a heated saltwater pool surrounded by lounge chairs on green grass, inviting relaxation. A fire pit sits centrally, offering warmth. Multiple umbrellas provide shade, and a two-story house with large windows overlooks the space, promoting a welcoming atmosphere for gatherings.

4.88 out of 5 average rating, 24 reviews

Pool, Spa, Cold Plunge, LSV! Pets OK! Walk 2 Beach

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.

4.99 out of 5 average rating, 128 reviews

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

The exterior of the house features a spacious wrap-around porch, accessible from multiple entrances. Lush greenery surrounds the property, with palm and pine trees adding to the natural setting. A subtle American flag is displayed, enhancing the home's welcoming appearance.

4.94 out of 5 average rating, 34 reviews

Seagrove’s 30A Window to Heaven: Pool & Beach

A modern kitchen is visible, featuring a stylish sink faucet with gold accents. Beyond the kitchen, large sliding glass doors open to a balcony with an ocean view, revealing white furniture and greenery in the living area, illuminated by natural light.

4.9 out of 5 average rating, 39 reviews

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

Condo rentals with a pool

A spacious studio is showcased with a large bed adorned with a floral pattern. A small seating area includes a light grey couch and a round table. Natural light filters through multiple windows, illuminating the neutral-toned walls and warm wood flooring.

4.88 out of 5 average rating, 170 reviews

Home at Last

5 out of 5 average rating, 218 reviews

Condo in Destin

Majestic Sun A711*Remodeled*Golf Cart*Heated Pools

A cozy sleeping area features a spacious bed with a light-colored quilt and decorative pillows. Two bedside tables with lamps enhance the ambiance. Wall art depicting shells and coral adds a beach-inspired touch. Soft lighting creates a calming atmosphere.

4.96 out of 5 average rating, 176 reviews

30A Studio "Driftwood Dream" Hidden Beach Villas

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.

4.98 out of 5 average rating, 169 reviews

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

4.81 out of 5 average rating, 352 reviews

A light and airy bedroom features a spacious bed adorned with fluffy white pillows and a cozy throw. A woven basket rests on the bed, complemented by soft textures in a neutral palette. Natural light filters through sheer curtains, enhancing the serene ambiance.

Condo in Seacrest Beach

Studio in 30A between Rosemary Beach & Alys Beach

A wooden boardwalk extends toward the beach, leading to the vibrant turquoise waters of the Gulf of Mexico. The scene is framed by lush greenery on either side, contrasting the calm blue horizon and clear sky above.

4.9 out of 5 average rating, 235 reviews

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

4.99 out of 5 average rating, 168 reviews

The sleeping area features a spacious bed adorned with crisp white linens and decorative throw blankets. Natural light fills the room through large windows draped with sheer curtains, while a cozy dining set is positioned nearby, integrating a relaxed coastal aesthetic.

Condo in Inlet Beach

FlipFlopsOn II • 80 steps to the Beach • FL 30A

4.99 out of 5 average rating, 216 reviews

A bright living area features light blue walls and large windows adorned with sheer white curtains. A white sofa is paired with a decorative coffee table at the center, while a cozy chair is positioned to the side. Natural light fills the space, creating a welcoming ambiance.

Condo in Seacrest

Updated KING 1 Bdrm Condo Balcony, Baby Gear, Pool

Other holiday rentals with a pool

5 out of 5 average rating, 4 reviews

Happily Ever After on 30A NEW Condo w/Golf Cart

A light-filled living area features a plush sofa and textured armchairs, arranged around a round coffee table. Large sliding glass doors provide an unobstructed view of the ocean, while lush potted plants add a touch of greenery. Soft throws and decorative pillows enhance the comfort.

5 out of 5 average rating, 19 reviews

Gulf-Front Corner Unit in Seagrove Facing Sunset!

5 out of 5 average rating, 38 reviews

Steps to 30As Longest Public Beach,Private Pool,&

A heated pool is complemented by a soothing spa, both set within a serene outdoor area. Comfortable lounge chairs are positioned around the pool, surrounded by lush greenery and tall trees, offering a tranquil retreat under the sun.

5 out of 5 average rating, 16 reviews

Walk to Beach and Seaside Square!

4.95 out of 5 average rating, 19 reviews

A golf cart and four bicycles are displayed in the driveway, surrounded by well-maintained landscaping that includes green grass and shady trees. The charming two-story home is visible in the background, featuring a covered front porch and multiple windows.

Home in Seacrest

Seacrest Pearl:3BR, Pool, Golf Cart,Private Beach

A newly built two-story home features a light-colored exterior with white siding and a welcoming front porch. Palm trees frame the entrance, and a golf cart is parked nearby on the paved driveway. The clear skies suggest a bright and sunny day.

5 out of 5 average rating, 31 reviews

Casa del Mar! New 30A Home w/ Private Heated Pool

A spacious outdoor terrace is showcased, featuring a wooden dining table surrounded by wicker chairs. The stunning beachfront view of the Gulf of Mexico is visible, with the shoreline and beach chairs in the distance. The area is partially shaded, providing a comfortable atmosphere.

5 out of 5 average rating, 5 reviews

Grand Playa | Gulf Front! | Private Beach! | Pool!