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

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

3 minute walk to the beach~Walking distances to restaurants~ 5 minute bike/golf cart ride to SEASIDE~ 2 Pools~ 2 beach chairs~ 2 beach towels~2 complimentary bikes provided Welcome to Beachwood Villas!! This is a 1BR/1BA condo that has been completely remodeled! Enjoy your coffee on the spacious balcony, which offers peaceful views of the courtyard of the complex and sits adjacent to one of the two pools on the grounds (one pool is heated March-April). We also provide 2 beach towels for your s

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, 113 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!

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 Rosemary Beach

A bright kitchen area features white cabinetry and modern stainless steel appliances. A spacious island is surrounded by comfortable seating, while two woven pendant lights hang overhead. Fresh greenery adds a touch of nature, enhancing the overall open and inviting ambiance.

4.96 out of 5 average rating, 100 reviews

Sun & Fun at The Swell Club 30A (with golf cart!)

Welcome to The Swell Club! We have everything you need for a fun stay on 30A: a large balcony for morning coffee, a fully-equipped kitchen, two king beds and a pullout sofa, smart TVs, an inviting and airy living area, and a new 6-seat golf cart you can use to get around the 30A! We are about a 30-second walk to the large and friendly resort pool, and a quick zip to the most beautiful beaches in the country. Entertainment, restaurants, and shops are just across the street at The Big Chill.

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!

5 out of 5 average rating, 119 reviews

A golf cart is parked on a paved path, featuring comfortable seating for up to four passengers. The background is filled with palm trees and a pergola, with a sunset sky displaying shades of orange and purple.

Townhouse in Watersound

Prominence 30A: NEW Golf Cart, Bikes, Pool

Southern Bliss has the sophistication of a modern beach house with a coastal vibe. This 3B/2.5B home is a short walk to the resort style pool and The Big Chill (aka The Hub) to enjoy restaurants, shops, shows, movie nights and concerts. Minutes to the beach using the golf cart or bikes provided is an added bonus! This stunning home will guarantee your vacation needs are met. Enjoy the fully equipped kitchen, new furniture/decor, comfortable beds, beach gear, and washer/dryer!

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.

Apartment 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, 122 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

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

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'

4.82 out of 5 average rating, 162 reviews

Santa Rosa Beach Canopy House with heated pool

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, 43 reviews

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

5 out of 5 average rating, 3 reviews

Private Pool Home | Steps to Beach & Gulf Coast

WaterColor! Pool, LSV, & Bikes! Walk to Seaside!

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

5 out of 5 average rating, 6 reviews

Walk to Beach, 2 Shared Pools, Enclosed Porch

Apartment rentals with a pool

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, 170 reviews

Sun-Splashed 30A Gem w/ Loft, Pool & Beach Access

4.89 out of 5 average rating, 142 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.

Apartment in Seacrest

Soleil Studio on 30A btwn Rosemary & Alys Bch

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.

Apartment in Inlet Beach

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

4.96 out of 5 average rating, 102 reviews

Blue Breeze|Bikes|Private Beach

A light-filled living area features a spacious sectional sofa in soft beige, accented by decorative pillows. Two white side tables with lamps are positioned beside the sofa, and a round coffee table is centered on a textured area rug. Natural light filters through blinds over a window.

4.91 out of 5 average rating, 148 reviews

Hidden Beach Villas #221 *easy public beach access

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

Apartment in Rosemary Beach

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.

4.89 out of 5 average rating, 327 reviews

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

5 out of 5 average rating, 51 reviews

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

4.95 out of 5 average rating, 21 reviews

A golf cart and four bicycles are displayed in the driveway, surrounded by well-maintained landscaping that includes green grass and shady trees. The charming two-story home is visible in the background, featuring a covered front porch and multiple windows.

Home in Seacrest

Seacrest Pearl:3BR, Pool, Golf Cart,Private Beach

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, 34 reviews

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

4.99 out of 5 average rating, 68 reviews

A bright studio space features a spacious bed with crisp white linens and a soft gray blanket. Framed botanical prints hang above the headboard, and a round mirror reflects light in the room. A small dining table and two chairs are positioned nearby.

Flat in Santa Rosa Beach

Hidden Beach Hideaway

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.

4.94 out of 5 average rating, 36 reviews

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

5 out of 5 average rating, 93 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 spacious sleeping area features a king-size bed dressed in white linens and a textured throw. A comfortable seating arrangement includes a light-colored sofa and a stylish armchair. Natural light fills the room, filtered through multiple window panes adorned with shutters, while a ceiling fan adds functionality.