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, 139 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

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, 114 reviews

Winter Warm Up | Walk2Beach | Pool | Shops | 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!

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.

4.89 out of 5 average rating, 305 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.

Townhouse in Santa Rosa Beach

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.

4.97 out of 5 average rating, 103 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!

4.97 out of 5 average rating, 117 reviews

A light-filled living area features a spacious sectional sofa adorned with decorative pillows. A round wooden coffee table sits center stage, while a flat-screen TV is mounted on the wall. Artwork and a round mirror provide visual interest, complemented by soft blue tones throughout.

Home in Inlet Beach

30A Top Rated! Free Golf Cart+Bikes+2 Pools+Bunks

Welcome to Royal Breeze! Our breathtaking 30A home is located in a prime location in the sought after community of Prominence, located in between Seaside and Rosemary Beach and across the street from everyone's favorite - The Big Chill! Spend your days soaking up the sun at our resort-style pools or white sand beaches (only a short golf cart or bike ride away). Spend your nights at the Big Chill watching sports, concerts, and enjoying some of the best food options in the 30A Area!

4.99 out of 5 average rating, 177 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.

The living area showcases a light-colored sectional sofa, complemented by two armchairs. A coffee table is centrally placed, with decorative items arranged on it. Natural light flows through large sliding glass doors, enhancing a relaxed ambiance. Nearby, a dining table sits with simple styling.

4.99 out of 5 average rating, 169 reviews

“KNIGHT AWAY” So close to the Beach !!- Hwy 30A !

Plan your getaway to this beautifully renovated Condo. Our unit is located in the heart of Seagrove Beach, just 200 yards from the sugar-white sand and emerald- green water of the Gulf of Mexico. It is a first floor unit in Beachwood Villas, which sits directly on scenic Hwy 30A. Condo features a king bed in bedroom, comfortable twin-xl bunk beds with lighting recessed in the living room equipped with USB ports for charging phones and a Full Sleeper Sofa in the living room.

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, 180 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.

4.99 out of 5 average rating, 169 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

Praised by ‘TRAVEL + LEISURE’, FlipFlopsOn II is 80 steps to one of Florida’s most beautiful beaches, Inlet Beach! This dreamy full-studio sleeps 4 (4 beds), & is located beachside of the 30A National Scenic Gulf Coast Byway; walk to Rosemary Beach & Inlet’s dining & stylish town centers. Featuring a clean Cali-Florida vibe, POOL, GRILL pavilion, beach gear, 65” TV, ultra-equipped kitchen, & sunsets from your private outdoor living area. Park your car, walk everywhere!

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, 123 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, 134 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.

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, 147 reviews

Divine Beach Living at 'On Beach Time'

Home in Panama City Beach

A wooden staircase descends toward the white sand beach, framed by lush greenery. The tranquil ocean reflects a pastel sky at sunrise, with gentle waves lapping at the shore. Seaside chairs are visible in the distance, inviting beachgoers to relax and enjoy the scenery.

4.9 out of 5 average rating, 136 reviews

Ocean View, Closest to Beach & Pool, Bikes, on 30A

The living area features a spacious white countertop with bar seating, complemented by a flat-screen TV on the wall. Large windows offer views of the nearby outdoor space, allowing natural light to fill the room. Comfortable seating is arranged for relaxation.

5 out of 5 average rating, 87 reviews

BlueBreeze2/Private Beach/Bikes

Superhost

5 out of 5 average rating, 3 reviews

Pets! Private Pool! Walk to Beach! Bikes and LSV

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

Private Heated Pool + Walk to Beach/Seaside

Superhost

5 out of 5 average rating, 3 reviews

Private Pool | Steps to Beach & 30A | Near Seaside

5 out of 5 average rating, 52 reviews

The Cali Bea~30A~Seaside~Golf Cart Included

Condo rentals with a pool

4.9 out of 5 average rating, 144 reviews

A bright and airy living area features a white sofa accented by neutral cushions and a woven throw. Natural light flows through two large windows, illuminating a small wooden table and an area rug, while a textured wall hanging adds warmth to the space.

Condo in Seacrest

Soleil Studio on 30A btwn Rosemary & Alys Bch

4.95 out of 5 average rating, 305 reviews

Sweet Caroline - WALK to beach! 4 bikes included!

The living area features a spacious layout with a comfortable sofa and two armchairs positioned around a wooden coffee table. A dining area with four chairs is visible near a fully-equipped kitchen. Light fills the room through large windows, highlighting the king bed in the background.

4.98 out of 5 average rating, 128 reviews

Prime 30A Location/Pool/200 feet to beach/Wi-Fi

4.98 out of 5 average rating, 108 reviews

A large resort-style pool is visible, surrounded by palm trees and lounge chairs. The bright blue water reflects the clear sky, while the community's buildings are positioned in the background, enhancing the inviting atmosphere of the oasis.

Condo in Inlet Beach

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

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, 117 reviews

Beachfront 30A Private Beach Blue Mountain Paradis

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, 171 reviews

Modern Seagrove studio steps from the beach

4.91 out of 5 average rating, 196 reviews

The living area features a spacious layout with modern furnishings, including a light-colored sofa and a wooden dining table. Large windows offer views of the surrounding landscape, while a flat-screen TV is mounted on the wall, enhancing the contemporary feel.

Condo in Sandestin

Sandestin LUAU 6th flr. 1 bedroom - Close to beach

4.89 out of 5 average rating, 327 reviews

A spacious studio is presented with neutral tones and wood accents. A king-size bed, adorned with layered bedding, is complemented by a cozy pull-out sofa. A dining table for four is positioned nearby, and decorative wall art enhances the inviting atmosphere.

Condo in Rosemary Beach

Renovated Studio on 30a / Walk to Rosemary & ALYS

Other holiday rentals with a pool

5 out of 5 average rating, 9 reviews

The Firefly Poolside Cottage close to all of 30A

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, 37 reviews

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

5 out of 5 average rating, 20 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!

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, 10 reviews

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

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.

4.91 out of 5 average rating, 43 reviews

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

5 out of 5 average rating, 6 reviews

Walk to Beach, 2 Shared Pools, Enclosed Porch

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.

5 out of 5 average rating, 21 reviews

30A|Seagrove|Seaside Bikes+Golf Cart&WinterDeals!

Luxe

The kitchen features modern cabinetry with a white tile backsplash and light wood accents. An island with three wooden stools provides seating, while a dining table with wooden chairs is positioned near large windows that allow natural light to fill the space.