Holiday rentals with a pool in Seaside

Townhouse in Rosemary Beach

A contemporary kitchen features light cabinetry and a spacious countertop adorned with a granite surface. Modern appliances are seamlessly integrated, including an oven and a stovetop. Stylish pendant lights provide illumination above the counter where three bar stools are arranged.

4.99 out of 5 average rating, 135 reviews

Lux 30A Town Hm, Heated Pool, CART, Beach & Dining

Stay right on Scenic 30A in this Luxury Getaway & your family will be close to everything with a centrally-located villa. 30A Sandpiper perfectly interprets the Emerald Coast Seaside Spirit 🏖️ a peaceful retreat nestled along the most beautiful beaches in the Gulf of America 🇺🇸. Across 30A is The Big Chill, a 1st-class entertainment district with lots of f/b options. Master BR1 ensuite has spa-like bathroom. 2nd MBR & Great Room each offers balcony access. Property includes 5 ⭐️ Resort Style POOL

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, 216 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.

A serene sleeping area features a spacious bed with crisp white bedding and decorative pillows. Soft light emanates from two bedside lamps, creating a calm ambiance. Light-colored furniture complements the shiplap wall, enhancing the room's restful atmosphere.

4.95 out of 5 average rating, 300 reviews

Sweet Caroline - WALK to beach! 4 bikes included!

Located on the crystal clear waters of the Panhandle, Sweet Caroline is the perfect place for a couples getaway, a trip with girlfriends, and even perfect for small families. Sweet Caroline is located in Seagrove Beach, 1.5 miles east of Seaside. Rosemary and Alys beach are a short drive away. The beach access is directly across the street, 4 min walk from our front door to the sand. We have 4 bikes for use during your stay! The pool is heated March 1 - April 15 and the week of Thanksgiving.

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.

Apartment in Inlet Beach

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

Recommended by ‘TRAVEL + LEISURE’ —FlipFlopsOn II is 80 steps to Inlet Beach, where sugar-white sand meets the turquoise Gulf Coast! This sun-washed full studio for 4 (4 beds), sits beachside of the 30A National SCENIC BYWAY adjacent to Lake Powell; stroll or bike to Inlet, Alys & Rosemary Beach dining & entertainments. Featuring a clean Cali-Florida vibe with a pool, grill, pavilion, beach gear, fast Wi-Fi, 65” smart TV, & sunsets from your private patio! Park your car, walk everywhere!

A spacious outdoor area features a heated saltwater pool surrounded by a wooden deck. Comfortable lounge chairs are positioned alongside, with a covered seating area visible in the background. The structure is framed by lush vegetation and tall trees, offering a tranquil retreat.

4.82 out of 5 average rating, 158 reviews

Santa Rosa Beach Canopy House with pool

A private oasis situated among lush vegetation and gorgeous oak trees, this property is steps away from the bay and just a 5 minute car ride to all the magic of 30A and beach access. Unique finishes include a heated saltwater pool for those perfect nights in, and 2 picturesque outdoor showers. The main house features 3 beds/3 baths while the guest house features a bunk room with a full bath. This is truly a nature lovers’ paradise to relax in while enjoying all that 30A has to offer.

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.

4.97 out of 5 average rating, 179 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.

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.

4.97 out of 5 average rating, 265 reviews

Apartment 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.

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.

4.96 out of 5 average rating, 140 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!

4.99 out of 5 average rating, 145 reviews

Four Segway electric scooters are lined up on a patterned stone driveway. Each scooter features a sleek design with distinct colors, and sturdy wheels suited for various terrains. The garage door is visible in the background, highlighting the residential setting.

Townhouse in Watersound

Big Chill 30A | Scooters | Pool | Nearby Beaches!

Experience 30A luxury in this newly built, professionally designed townhome in Prominence. Just 5 min by bike or scooter to Gulf Lakes or Deer Lake beach access (PUBLIC). Located near Alys, Rosemary, pristine beaches, and top-rated local restaurants. - Fully-equipped Kitchen - 4 Segway Electric Scooters - 4 Beach Cruisers - Beach Towels, Umbrella, Chairs, Sand Toys - Heated pool - Across from The BIG CHILL

Popular amenities for Seaside rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The fully equipped kitchen features white cabinetry, stainless steel appliances, and a large island with seating for four. Natural light floods the space through multiple windows, illuminating the wood flooring and shiplap accents that enhance the room's clean and modern design.

5 out of 5 average rating, 11 reviews

Watercolor Resort|Close To Pool | 6 Pass Golf Cart

5 out of 5 average rating, 3 reviews

Home in Seacrest

So Fresh and So Green S of 30A Beach Pool Elevator

A private heated pool is set within a meticulously designed outdoor area, surrounded by manicured landscaping. Comfortable lounge chairs and a dining set are positioned on a modern patio, complemented by palm trees and greenery. Smooth surfaces and clear water create a serene space for relaxation.

5 out of 5 average rating, 9 reviews

Where Luxury Meets Charm w/ Private Pool & 6 Beach

An aerial view showcases a community pool area surrounded by lush greenery. The pool is shaped organically with a rock feature at its center, flanked by palm trees. Lounge chairs are arranged around the pool, and a fire pit is visible on the patio.

5 out of 5 average rating, 100 reviews

Santa Rosa Getaway: 4BR with Pool, Golf Cart

The two-story beach house features a welcoming front porch with two chairs positioned on each balcony. The exterior showcases light gray siding and white railings, surrounded by lush greenery and palm trees. The entrance is marked by double doors, providing a modern yet inviting appearance.

4.84 out of 5 average rating, 161 reviews

Sea-esta! Seagrove, 1 blk to beach, pets ok

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.

4.97 out of 5 average rating, 32 reviews

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

A modern living area features light-colored furnishings and large windows allowing natural light to fill the space. A flat-screen television is mounted on a feature wall, while a spacious coffee table is centered on the floor, enhancing the room's relaxed feel.

4.9 out of 5 average rating, 125 reviews

Blue Mtn home, EV Charging & Designer Interiors

A charming beach cottage showcases a southern-style front porch with ample screening, allowing for airflow. A six-passenger golf cart is positioned nearby on a stone pathway, surrounded by landscaped greenery and subtle earth tones. The exterior features light yellow siding and large windows inviting natural light.

5 out of 5 average rating, 9 reviews

New Luxury Home-New Golf Cart/6 Bikes-Resort Pool!

Apartment rentals with a pool

4.95 out of 5 average rating, 128 reviews

A spacious bed is centered against a shiplap wall, adorned with decorative pillows in soft colors. Flanking the bed are modern bedside lamps, and a round, natural wood mirror reflects light. Subtle coastal decor is incorporated throughout the arrangement.

Apartment in Seacrest

Fall dates open| Near Rosemary Beach| Pool

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.

4.97 out of 5 average rating, 159 reviews

Modern Seagrove studio steps from the beach

A spacious studio features a King size bed with a white quilt, positioned near a cozy seating area that includes a white sofa and striped accent chair. A modern kitchen island with a wooden countertop and stainless steel appliances is visible. Natural light enters through large mirrors and windows, highlighting rustic wooden beams overhead.

4.89 out of 5 average rating, 110 reviews

Beach Retreat 30A Seagrove

5 out of 5 average rating, 164 reviews

A cozy living area is adorned with a blue sofa, light wooden coffee table, and decorative accents. Large windows allow natural light to illuminate the space, while sheer curtains offer a glimpse of the balcony. A flat-screen TV sits on a stylish cabinet against the opposite wall.

Apartment in Seacrest

NEW 1 Bdrm King Condo | Balcony | Baby Gear | Pool

A modern kitchen is presented with stainless steel appliances, including a stove and refrigerator. Open shelves display dishware and decor, while a large circular mirror adds interest to the wall. The light wood flooring complements the bright, neutral color scheme.

4.88 out of 5 average rating, 301 reviews

30-A Getaway near Seaside 102

4.91 out of 5 average rating, 328 reviews

A light-filled living area features a white sofa draped with a soft, striped throw. A wooden coffee table sits center stage, accompanied by a potted plant and decorative lamp. Natural light filters through bamboo shades, illuminating the calm decor and enhancing the relaxed ambiance.

Apartment in Seacrest

Relaxing 30A Couple's Retreat

A light-filled living area features a white slipcovered sofa adorned with colorful pillows. A glass coffee table sits in front, with a woven rug below. A dining table is visible, surrounded by black chairs, and large windows offer views of the outdoor space.

4.9 out of 5 average rating, 189 reviews

Drift Away - 30A Seagrove Beach, Seaside Area

4.97 out of 5 average rating, 148 reviews

An open studio layout is presented with a spacious king-size bed and a comfortable sofa. A round table sits nearby, while large glass doors lead to a balcony with ocean views. Soft, neutral tones are used throughout, enhancing the serene atmosphere.

Apartment in Sandestin

Zen Retreat ON Beach -Golfcart* Hot Tub, SanDestin

Other holiday rentals with a pool

5 out of 5 average rating, 15 reviews

A light-filled living area is highlighted by a stone accent wall and a cozy fireplace. A large flat-screen TV is mounted above the fireplace, displaying a serene beach scene. Comfortable seating options, including a plush sectional and decorative pillows, invite relaxation while bay views are visible through expansive windows.

Home in Sandestin

BaysideBreeze-Sandestin® 3BR/3BA-Golfcart to Beach

A bright and spacious living area features large glass doors opening to a private balcony with views of the Gulf. Comfortable seating is arranged around a decorative area rug, with a dining table and chairs nearby. Natural light enhances the welcoming atmosphere of the space.

4.91 out of 5 average rating, 82 reviews

Unit 603, at OSP, is perfect for your family!

5 out of 5 average rating, 50 reviews

2026 Dates Open~Seaside~30A~Golf Cart Included

Guest house in Santa Rosa Beach

A well-lit bedroom features a spacious bed with white linens and decorative pillows. Two nightstands with unique lamps flank the bed, and light streams in from two windows, adorned with subtle shades.

4.86 out of 5 average rating, 7 reviews

Private Guest Cottage in Seaside, FL - 2 Free Bike

An open living and dining area features comfortable seating, a round dining table for six, and custom bunk beds. A textured area rug adds warmth, while large windows allow natural light to enhance the space. A stylish chandelier provides ambient lighting.

4.95 out of 5 average rating, 82 reviews

Great Location 30A! 3min to beach! Next 2 Seaside!

5 out of 5 average rating, 3 reviews

Cozy Winter Getaway with Private Pool

5 out of 5 average rating, 90 reviews

A charming two-story home is surrounded by lush greenery and palm trees. The upper porch features a blue striped umbrella, while the gated entrance leads to a welcoming façade. Bright blue sky provides a picturesque backdrop.

Home in Rosemary Beach

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

A comfortable living area is highlighted by a light-colored sofa and armchair, arranged around a unique coffee table made of natural materials. A wall-mounted TV is positioned above a cozy fireplace, flanked by large windows with wooden blinds, allowing for ample natural light.