Vacation rentals with a pool in Seaside

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Seaside

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favourite
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.
Home in Santa Rosa Beach
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!

Guest favourite
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.
Condo in Santa Rosa Beach
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.

Guest favourite
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.
Townhouse in Rosemary Beach
4.96 out of 5 average rating, 101 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.

Top guest favourite
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.
Condo in Santa Rosa Beach
4.98 out of 5 average rating, 172 reviews

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

Step into The Hideaway At Palms North and immerse yourself in this sun-filled airy space with vaulted ceilings and a modern, coastal chic interior. Our recently renovated beach condo offers an inviting place to unwind after a day spent soaking up the sun on 30A's iconic white sand beaches. Whether you're here on a honeymoon or bringing the kids along, The Hideaway's private beach access, desirable location, amenities, and thoughtful design touches are sure to make your vacation memorable.

Top guest favourite
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
5 out of 5 average rating, 120 reviews

Prominence 30A: 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!

Guest favourite
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.
Home in Santa Rosa Beach
4.96 out of 5 average rating, 181 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.

Top guest favourite
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.
Condo in Santa Rosa Beach
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!

Top guest favourite
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.
Home in Santa Rosa Beach
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.

Top guest favourite
A bright studio unit features a comfortable sleeping area with a plush bed framed by large windows. Two white armchairs and a small table are positioned on a textured rug, creating a cozy seating arrangement. Artwork depicting birds adorns the wall, adding a serene touch.
Condo in Seacrest
4.95 out of 5 average rating, 183 reviews

Posto Felice! Seacrest Beach 30A (Rosemary & Alys)

This light filled, second floor corner unit, located in the heart of the Village of South Walton in ever-popular Seacrest Beach, is nestled steps between Rosemary Beach and Alys Beach. It is close to a variety of dining and shopping – and of course the beach, where beautiful sunsets can be appreciated! It’s the perfect getaway destination for two--babymoon, honeymoon, girl's trip. Please contact me for additional discounts for longer stays from Sept - Feb.

Top guest favourite
A modern kitchen area is showcased, featuring white cabinetry and a stainless steel dishwasher. A sleek black microwave and stove are visible. Light wood flooring complements the space. A cozy sitting area with rattan chairs is positioned alongside a wooden side table, creating an inviting atmosphere.
Condo in Santa Rosa Beach
4.95 out of 5 average rating, 104 reviews

Hidden Beach Gem

Welcome to paradise! Walk to the beach or pool in a few short steps. Newly renovated from top to bottom. Modern décor with costal touches. My home-away-from-home is easily bike-able to Seaside and other local attractions. The Seaside Pavilion is exactly 1.3 miles (7 min by bike) to the West, and The Hub on 30A is 3.4 miles (15 min by bike) to the East. This lovely studio features a fully equipped kitchen and a fold down couch that converts into a twin bed.

Guest favourite
A spacious living area features white seating and a kitchen island with wood accents. Large windows allow natural light to enter, highlighting modern decor and a neutral color palette. Mirrors create the illusion of additional space, while a television is mounted on the wall.
Condo in Santa Rosa Beach
4.88 out of 5 average rating, 206 reviews

Luxe 30A Seagrove Studio Steps From Beach Access

Exceptional Seagrove location! Right across the street from the beach access and 1.6 miles from downtown Seaside. Beach chairs and umbrella provided for your use. Bike rental next door. Queen bed with memory foam mattress, butcher-block countertops, full size appliances (refrigerator, dishwasher, range and microwave), Keurig coffee maker, 50-inch TV with connected Amazon Fire Stick, WiFi, USB power outlet, hair dryer, toaster, blender, cookware.

Guest favourite
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.
Condo in Santa Rosa Beach
4.96 out of 5 average rating, 144 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!

Popular amenities for Seaside rentals with a pool

When is the best time to visit Seaside?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$677 CAD$632 CAD$928 CAD$851 CAD$880 CAD$1,011 CAD$993 CAD$854 CAD$749 CAD$1,012 CAD$793 CAD$965 CAD
Avg. temp12 °C14 °C17 °C20 °C24 °C28 °C29 °C28 °C27 °C22 °C16 °C13 °C

Quick stats about vacation rentals with a pool in Seaside

  • Total vacation rentals

    Explore 310 vacation rentals in Seaside

  • Nightly prices starting at

    Seaside vacation rentals start at $180 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,520 verified reviews to help you choose

  • Family-friendly vacation rentals

    250 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wifi availability

    310 of Seaside vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Seaside rentals

  • 4.8 Average rating

    Seaside stays are highly rated by guests—averaging 4.8 out of 5!

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Walton County
  5. Seaside
  6. Rentals with pools