
Vacation rentals with a pool in Seaside
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Top-rated rentals with a pool in Seaside
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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!

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.

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.

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.

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!

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.

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!

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.

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.

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.

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.

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
House rentals with a pool

The Juander Inn, cottage + saltwater pool on 30A!

South of 30A. Golf Cart. Pool. Gym.

Elsie's Cove on 30A

SuperHost Beachfront Condo ~ Fontainebleau Terrace

Salt Haus 30A by AvantStay | Amazing Ocean Views

Blue Mtn home, EV Charging & Designer Interiors

30A Walk to Beach & Cafes! Pool and EV Charger!

Heated Pool, Bikes! Steps to Beach, Alys, Rosemary
Condo rentals with a pool

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

Sweet Caroline - WALK to beach! 4 bikes included!

Beach Views on 30A!

Havenly Escape 30A - 3 bedroom 2 bathroom condo!

Modern Seagrove studio steps from the beach

FlipFlopsOn II • 80 steps to the Beach • FL 30A

Private Beach Access 3Br Right On 30A! Ocean View

30A Studio “Hidden Paradise” Hidden Beach Villas
Other vacation rentals with a pool

Prominence Townhome 3 bedroom

Songbird on 30A ~ Pool ~ the Big Chill~ Prominence

Flip Flops in Paradise

Soleil Studio on 30A btwn Rosemary & Alys Bch

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

Grand Playa | Gulf Front! | Private Beach! | Pool!

Beachfront 8th Fl. 1 BR at Pelican, Stunning Views

Sea.Away | 30A | Between Rosemary & Alys Beach!
When is the best time to visit Seaside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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. temp | 12 °C | 14 °C | 17 °C | 20 °C | 24 °C | 28 °C | 29 °C | 28 °C | 27 °C | 22 °C | 16 °C | 13 °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!
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- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Princess Beach
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- St. Andrews State Park
- Navarre Beach Fishing Pier
- James Lee Beach
- Blue Mountain Beach
- Grayton Beach State Park
- St. Andrew State Park Pier
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- Gulfarium Marine Adventure Park
- Eglin Beach Park
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