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, 133 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 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

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 spacious living area features a comfortable sofa adorned with decorative pillows. A dining table is set with woven placemats and blue-themed dishware. Large glass doors offer views of the coastline and provide ample natural light, blending indoor and outdoor living.

4.99 out of 5 average rating, 147 reviews

Escape to 30A & the beach! Heated pool! Gulf view!

*The perfect beach vacation! * This centrally-located condo in the Cabanas at Gulf Place on 30A is close to everything! * Top 4th floor unit is perfect to relax on your private balcony and take in the breathtaking views of the Emerald Coast! * Private beach access is directly across 30A from the unit. * 3 pools, hot tub, tennis courts, shuffle board and a lovely green space. * Perfect for up to 6 guests with a King size bedroom, twin bunk area w/ blackout curtains & sleeper sofa in LR

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, 110 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.

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

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 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, 264 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.

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, 139 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

Wi-Fi

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

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.

4.97 out of 5 average rating, 146 reviews

Divine Beach Living at 'On Beach Time'

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 two-story home features a light green exterior with a welcoming front porch. Two sets of double doors lead to the upper balcony, while large windows provide a view of the front yard, landscaped with palm trees and shrubs. A driveway leads to a garage on the right.

5 out of 5 average rating, 62 reviews

Seaside Close | Walk to Beach | Heated Pool

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, 30 reviews

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

Superhost

5 out of 5 average rating, 3 reviews

Cozy Winter Getaway with Private Pool

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!

Condo rentals with a pool

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!

A private patio is furnished with two lounge chairs, each draped with a light blanket. An umbrella provides shade, overlooking palm trees and the pool area, with views of nearby buildings. Sunlight brightens the space, contributing to a relaxed outdoor ambiance.

4.86 out of 5 average rating, 188 reviews

Beach Views on 30A!

4.98 out of 5 average rating, 107 reviews

A bright open-concept living space features a cozy sectional sofa and two armchairs. A coffee table sits in the center, complemented by a patterned area rug. Large windows provide natural light, with a modern pendant light hanging from the ceiling. A TV is mounted on a white cabinet.

Condo in Inlet Beach

Twickenham - 30A 2BR Gem | Pool, Beach & Cruiser

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.

Condo in Seacrest

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

4.89 out of 5 average rating, 102 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!

4.96 out of 5 average rating, 101 reviews

Modern Condo near Seaside + Private Beach

4.96 out of 5 average rating, 133 reviews

A spacious studio unit features a comfortable king bed and a twin bed, complemented by soft neutral-toned furnishings. Floor-to-ceiling windows invite natural light and showcase a stunning view of the Gulf, while a private balcony provides outdoor relaxation.

Condo in Long Beach

Cozy Gulf-Front Studio at Majestic w/chair service

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

Other holiday rentals with a pool

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!

The open-concept living area features a comfortable seating arrangement with a large sofa and cozy armchairs. A sizable television is mounted on the wall, surrounded by large windows which allow natural light to fill the space. The adjacent kitchen showcases stylish pendant lighting and a spacious island.

5 out of 5 average rating, 14 reviews

New - Saltlight Hideaway 4BR/3.5BA Gated Community

4.97 out of 5 average rating, 36 reviews

A bright living area features large windows providing ample natural light. A plush sectional sofa is centered around a round coffee table adorned with decorative items. Two comfortable chairs sit nearby, and a dining area can be seen in the background, enhancing the open and airy feel.

Townhouse in Watersound

NEW rental on 30A near Rosemary w/Golf Cart

Superhost

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.

Guesthouse in Santa Rosa Beach

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!

A view from the balcony showcases the ocean in the distance, framed by tropical palm trees and white exterior walls of the nearby buildings. The second-floor structure with arched entryways provides a scenic setting, with lush greenery highlighting the landscape.

4.83 out of 5 average rating, 46 reviews

30A Condo at Seagrove|Private Beach|Updated|Pool

A private heated pool is featured, with three slender fountains creating gentle water features. Surrounding the pool, a sun deck is equipped with bright cushions. The vibrant red exterior of the home contrasts with the lush greenery visible in the background.

4.88 out of 5 average rating, 56 reviews

Heated Pool- Steps from Seaside- View of the Gulf