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, 137 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 well-maintained outdoor pool is surrounded by a spacious patio area with multiple lounge chairs available for relaxation. Lush palm trees add a tropical feel, while a shaded pavilion offers a place for gathering. The clear blue sky brings natural light to the inviting scene.

4.81 out of 5 average rating, 382 reviews

30-A Getaway near Seaside 139

Contact us for long term winter specials & winter rates. Escape to paradise & 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, and 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!

Townhouse in Santa Rosa Beach

A large outdoor pool is surrounded by palm trees and lounge chairs. Water features are visible, creating an inviting atmosphere. The pool is set against a clear blue sky, offering a perfect setting for relaxation and leisure.

4.96 out of 5 average rating, 146 reviews

Hub House-Sleep 6, 2BR 2BA, Golf Cart, Heated Pool

Prominence 30A is the hottest new place to spend a family beach vacation with 2 pools with one pool being heated! It is located directly across from The Hub - the best entertainment space for families with live music, nightly activities, and movie nights on the big screen! It is between popular Seaside and Rosemary Beaches. This home has WiFi, 3 Smart TVs, and use of beach chairs, beach toys, and umbrella included in your stay. Use of new 2023 6-seat golf cart included at no additional fee.

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, 113 reviews

Beach Retreat 30A Seagrove

Studio Condo, 1 Bath (Sleeps 2) Hidden Beach Villas is a well loved landmark along scenic 30A. But when you open the front door to our unit, nostalgia gives way to modern convince and tranquil atmosphere. You will enjoy this peaceful ground floor unit and the ambience created with natural limestone floors, rustic wood ceilings, modernized recessed lighting and slip covered seating. Rest easy on the pillow top, King size bed or enjoy the pool just a few steps out the back door.

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, 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, 121 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.

4.95 out of 5 average rating, 102 reviews

The image displays a serene beach scene during sunset. Soft waves gently lap against a sandy shoreline, while colorful clouds reflect a blend of purples, pinks, and oranges in the sky. Silhouettes of beachgoers can be seen along the water's edge.

Condo in Seagrove Beach

Steps To The Beach (Private) | Sunset Views!

This PRIME location on the Gulf side of 30A features a cozy 1 BR condo that sleeps 4 and offers breathtaking ocean views from the balcony. Just STEPS from your private beach (free for guests) and a short walk / ride from top restaurants in the area such as Old Florida Fish House, Goatfeather's, and Cafe Thirty-A. This location cannot be beat! ⏤ Beach Towels, Umbrella, Beach Chairs, Sand Toys ⏤ Directly across from Butterfly Bike Rentals ⏤ 5 Min Ride To Seaside

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, 35 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.

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'

4.9 out of 5 average rating, 216 reviews

A spacious living area features a light-colored sectional sofa adorned with soft cushions. A decorative coffee table sits on a colorful area rug, complemented by a small plant on a side table. Natural light streams through large windows, illuminating the cozy environment.

Home in Sunnyside

Free Golf Cart, 5 min to Beach, Community Pool

The elegant three-story home is surrounded by lush greenery and palm trees. The exterior features a white facade with large windows and a tiled roof. The evening sky displays a serene blend of purple and orange hues, illuminating the property.

4.81 out of 5 average rating, 104 reviews

1 House Off Beach! Private Pool, LSV, Gulf Views!

4.82 out of 5 average rating, 162 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, 88 reviews

Flip Flops in Paradise

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

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

A wrap-around balcony is visible, featuring colorful adirondack chairs in orange and turquoise. A small white table adds to the seating area, while the ocean can be seen in the distance along with a glimpse of tall buildings against a clear sky.

4.83 out of 5 average rating, 169 reviews

30A Beach Haven #1: 500ft to beach

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

4.88 out of 5 average rating, 102 reviews

A serene bedroom features large floor-to-ceiling windows showcasing stunning Gulf views. A spacious bed is dressed in soft linens, and a TV is positioned on a wooden dresser. Natural light fills the room, complemented by light curtains and coastal decor.

Condo in Sandestin

CostaVista-Sandestin®: Steps to Beach/Gulf Views!

4.98 out of 5 average rating, 108 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

A modern kitchen and living area are presented, featuring white cabinetry and stainless-steel appliances. A comfortable seating area is arranged with a yellow and navy sofa. A ceiling fan and wall-mounted TV enhance the space, while marble flooring reflects natural light.

4.95 out of 5 average rating, 169 reviews

30A Studio “Hidden Paradise” Hidden Beach Villas

A wooden walkway extends towards the beach, flanked by railing on either side. The vibrant blue water sparkles under a bright sky, with soft sand visible at the shoreline. The scene captures the peaceful transition from the walkway to the inviting beach ahead.

4.85 out of 5 average rating, 202 reviews

30A Seagrove Condo • Beach Access, Pool & Bikes

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, 160 reviews

2 complimentary Bikes! Directly on 30A! Beach acce

Other holiday rentals with a pool

4.97 out of 5 average rating, 31 reviews

Condo in Miramar Beach

Summer breeze house beach view

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

Condo in Panama City Beach

A bright living room features a comfortable white sofa with blue accent pillows. Large floor-to-ceiling windows provide panoramic views of the ocean, with soft natural light illuminating the space. A white coffee table sits on a textured area rug, enhancing the coastal decor.

4.83 out of 5 average rating, 104 reviews

Free Beach Chair/Umbrella Service Sunbird Beach Re

4.92 out of 5 average rating, 160 reviews

A bright studio condominium features a spacious sleeping area with a patterned comforter. A comfortable sectional sofa sits adjacent, with large windows framing views of the beach beyond. Light-colored furniture and a flat-screen TV contribute to the inviting atmosphere.

Home in Bid-a-wee Beach

SuperHost Beachfront Condo ~ Fontainebleau Terrace

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 spacious living area is highlighted by high ceilings and natural light. A staircase leads to an upper level, while a light-colored sofa and a wooden coffee table create a cozy seating arrangement. A modern kitchen area is visible in the background.

4.97 out of 5 average rating, 66 reviews

30-A Loft with Gulf Views

5 out of 5 average rating, 5 reviews

Golf Cart, Private Heated Pool/Hot Tub! Bikes!