Vacation 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, 136 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 clear view of the beachfront pool is presented, surrounded by lounge chairs. Beyond the pool, the private beach stretches along the shoreline, meeting the turquoise waters of the Gulf. The bright blue sky complements the vibrant scene, creating a tranquil atmosphere.

4.96 out of 5 average rating, 114 reviews

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

The front porch is enclosed with large screens, providing a view of the surrounding landscape. A paved pathway leads to the house, bordered by landscaped areas of mulch and greenery. A set of beach bikes sits beside the entrance, enhancing the coastal charm.

4.99 out of 5 average rating, 111 reviews

30A Winter Warm Up | Walk2Beach | Pool | Shops!

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!

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, 302 reviews

30-A Getaway near Seaside 102

Contact us for long term winter rates & winter specials! Escape to paradise and indulge in the ultimate coastal retreat. Just steps away from the sugar-white sands of South Walton, this serene & stylish haven invites you to unwind in total comfort. Take a leisurely stroll to the heart of Seaside, where charming food trucks, boutique shops, & world-class dining await. Whether you're savoring gourmet cuisine or catching a golden sunset on the beach, every moment here feels like a dream come true.

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, 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 wooden walkway leads down toward the sunlit beach, where soft white sand contrasts with the vibrant blue water. Beach umbrellas and chairs are set up along the shore, with gentle waves lapping at the edge. Clear skies further enhance the coastal scene.

4.91 out of 5 average rating, 100 reviews

StayOn30A Renovated Beach Home-Across from Beach!

Just steps from the Emerald Coast Beach entrance, this newly renovated home has everything you need for a truly memorable and stylish vacation. You are directly on North Florida's famed 30A, walking distance to beaches, restaurants, and shops. After a day at the beach, unwind with a refreshment on the peaceful back patio, or head to the pool and keep the fun going. Our home has a full kitchen if you choose to eat in, or you have easy access to 30A's fantastic dining. Come stay on 30A!

4.98 out of 5 average rating, 125 reviews

A bright living area features a spacious white sofa adorned with colorful cushions. A wooden coffee table sits on a woven rug, complemented by a leather armchair. Large windows invite natural light, revealing a view of greenery outside.

Townhouse in Inlet Beach

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.

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, 118 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, 133 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.

4.93 out of 5 average rating, 241 reviews

A vibrant blue house with a welcoming balcony overlooks a landscaped yard. Comfortable seating is positioned on the porch, surrounded by decorative plants. Large windows allow natural light to fill the home, contributing to a bright and inviting exterior.

Home in Rosemary Beach

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.

Popular amenities for Seaside rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

Home in Seacrest

5 out of 5 average rating, 3 reviews

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

A spacious living area features large windows allowing natural light to fill the room. Comfortable seating arrangements are complemented by light wood flooring. A flat-screen TV is mounted on the wall, while a decorative piece of art hangs above a couch. Stylish side tables enhance the modern design.

4.98 out of 5 average rating, 41 reviews

Lucille30A-4BR/3BA-Stunning Home in Grayton + Cart

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, 64 reviews

Seaside Close | Walk to Beach | Heated Pool

A community pool is surrounded by landscaped palm trees and comfortable lounge chairs. A circular stone deck encircles the pool, which is set against a backdrop of a winding brick pathway and lush greenery. The area offers a relaxing atmosphere for guests to cool off.

5 out of 5 average rating, 15 reviews

New | Seagrove | 2 Bd | Walk to Beach | Pool

4.96 out of 5 average rating, 116 reviews

A welcoming two-story home features a charming front porch with white railings. Flanking palm trees add a coastal touch to the exterior, while a paved pathway leads to the entrance. The building's light-colored siding and symmetrical design create a pleasant aesthetic.

Home in Inlet Beach

Guest Favorite Beach Escape Discounted Fall Rates!

A welcoming entrance features a light blue front door framed by large windows, with American flags displayed. Potted plants adorned with yellow flowers sit by the porch, while seating arrangements are visible behind white railings, providing a cozy and inviting atmosphere.

4.99 out of 5 average rating, 69 reviews

Lux 4BR | Blue Mtn Beach | Golf Cart | Firepit

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 light-filled living area features white sofas adorned with blue and patterned throw pillows. A wooden coffee table is central, surrounded by woven chairs. Natural light streams through patterned window coverings, highlighting the coastal decor including framed photographs and houseplants.

5 out of 5 average rating, 10 reviews

Somethings Gotta Give Movie Set Replica

Condo 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.

Condo 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.

4.98 out of 5 average rating, 161 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, 112 reviews

Beach Retreat 30A Seagrove

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

4.92 out of 5 average rating, 118 reviews

An inviting living space features a cozy sofa with dark blue pillows, a round coffee table in the center, and built-in bunk beds against the wall. The kitchen is visible, showcasing modern cabinets and appliances, with a dining area for four in the background.

Condo in Seacrest

"Sips & Sand" nestled b/w Rosemary & Alys Beach

4.96 out of 5 average rating, 137 reviews

A bright and spacious living area features large windows allowing natural light to fill the space. A comfortable sofa is positioned around a round coffee table, while a television is mounted on the wall. Ceiling fans circulate air, and decorative accents enhance the coastal ambiance.

Condo in Inlet Beach

Lochshire: Pool | 30A Escape 2BR Beach Home + Cart

A spacious balcony is depicted, featuring comfortable wicker seating and decorative throw pillows. A ceiling fan hangs above, providing a cooling breeze. Lush tropical landscaping and a courtyard view are visible through the railing, enhancing the relaxing outdoor setting.

4.91 out of 5 average rating, 159 reviews

2 complimentary Bikes! Directly on 30A! Beach acce

4.97 out of 5 average rating, 149 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.

Condo in Sandestin

Zen Retreat ON Beach -Golfcart* Hot Tub, SanDestin

Other vacation rentals with a pool

5 out of 5 average rating, 38 reviews

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

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!

The living area features a light-colored sofa accompanied by two patterned poufs. A coffee table sits at the center, with a ceiling fan overhead providing a relaxed ambiance. Natural light floods the space through glass doors that lead to a patio, enhancing the airy feel.

5 out of 5 average rating, 23 reviews

Creekside Cottage- Heated Pool- 4 Bikes- Prime Bea

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

Superhost

A two-story home is displayed, featuring a light-colored exterior with a spacious front porch and white railings. Three bicycles with turquoise accents are lined up on the brick-paved driveway, surrounded by green landscaping and peaceful trees.

4.76 out of 5 average rating, 87 reviews

Beautiful 3 Bedroom Beach Home in Highland Park

5 out of 5 average rating, 19 reviews

A serene bedroom showcases a spacious bed with soft linens. Light-filtering window shades allow natural light to diffuse softly. Bedside tables with lamps and artful decor pieces add a calm touch. A large mirror reflects the inviting ambiance, enhancing the room's open feel.

Townhouse in Watersound

Luxury Stay on 30A- Gym, Bikes & Custom Golf Cart!

5 out of 5 average rating, 34 reviews

Home in Miramar Beach

Modern Beachfront Luxury | Heated Private Pool/Spa