
Holiday 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.

Modern Seagrove studio steps from the beach
Steps from the beach, The Seagrove Studio is the perfect place for a family holiday, romantic getaway, or remote work. Neighbored by an organic cafe, local-favorite restaurants, and a fresh seafood market, the modernized space includes luxurious linens, a well-equipped kitchen, dedicated workspace, Samsung Frame smart TV, Nespresso machine, and beach chairs. Enjoy your morning coffee in an Adirondack chair on the private patio or take the short walk across the street to the world-class beach 🏖.

30A Winter | Walk2Beach | Pool | Fire Pit | 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!

30A Studio "Driftwood Dream" Hidden Beach Villas
It's all about the location! This unit is located on the ground floor allowing quick access to the beach. Enjoy the luxury of being only a two-minute walk to the beach without paying gulf-front prices. Our newly updated condo is new to Airbnb rental market! Come and see why this is our happy place. Our Driftwood Dream is perfect for a couple wanting to get away. This cozy studio makes great use of space and has a full kitchen. Enjoy your morning coffee on the patio that over looks the pool.

“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.

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.

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.

30A Spring Break Favorite | Heated Pool & Bikes
Experience an unforgettable tropical holiday in this charming townhouse in Prominence North on 30A. Its bright, open interiors and two bedrooms are ideal for smaller families or a couple's getaway. Tastefully decorated with a coastal ambiance, this luxury townhome offers a carefree and relaxing atmosphere! The 5,000 square foot community pool and "The Big Chill" (formerly known as "The Hub"), a lively entertainment, shopping, and dining mecca, are both within an easy walk.

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.

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!

Big Chill 30A | Scooters | Pool | Nearby Beaches!
Experience 30A luxury in this newly built, professionally designed townhome in Prominence. Just 5 min by bike or scooter to Gulf Lakes or Deer Lake beach access (PUBLIC). Located near Alys, Rosemary, pristine beaches, and top-rated local restaurants. - Fully-equipped Kitchen - 4 Segway Electric Scooters - 4 Beach Cruisers - Beach Towels, Umbrella, Chairs, Sand Toys - Heated pool - Across from The BIG CHILL

Prominence 30A: Cozy & Comfy w/ Golf Cart & Bikes
Welcome to Southern Comfort in the Prominence community located on 30A between Seaside and Rosemary Beach. This chic 2 bedroom, 2 bathroom townhome is the perfect venue for family and friends. Easy access to the beach via golf cart or bicycles. This home has a fully equipped kitchen, king size bed, Full over Queen Bunk, sleeper sofa in Living Room, Wifi, TVs in every room, and a Golf Cart!
Popular amenities for Seaside rentals with a pool
House rentals with a pool

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

Divine Beach Living at 'On Beach Time'

Golf Cart! Walk to Beach! Pool! Bikes! Beach Gear!

WaterColor Steps to Seaside, Tennis! LSV, 2 Bikes!

Sea La Vie

New Heated Pool & Interior/Walk to Private beach!

Flip Flops in Paradise

Lux 4BR | Blue Mtn Beach | Golf Cart | Firepit
Apartment rentals with a pool

Home at Last

Seaside Gulf Front Condo with Endless Ocean Views

Beachfront Panoramic Views Balcony Heated Pool

Sweet Caroline - WALK to beach! 4 bikes included!

Sandy Shores Studio

⛱️ New Luxury 1BR Beachfront Sleeps 6!

Beachfront 30A Private Beach Blue Mountain Paradis

FlipFlopsOn II • 80 steps to the Beach • FL 30A
Other holiday rentals with a pool

Happily Ever After w/golf cart on 30A! ALL NEW!

Spacious studio on 30A Hidden Beach Villas

1-bedroom beach loft/condo w/pool and hot tub

Unit 603, at OSP, is perfect for your family!

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

Lux 30A Town Hm, Heated Pool, CART, Beach & Dining

Prominence 30A ~ Golf Cart ~ Bikes

30A Retreat “Southern Coastal Comfort on 30A”
When is the best time to visit Seaside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $629 SGD | $588 SGD | $862 SGD | $791 SGD | $818 SGD | $939 SGD | $923 SGD | $794 SGD | $696 SGD | $941 SGD | $737 SGD | $897 SGD |
| 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 holiday rentals with a pool in Seaside

Total holiday rentals
Explore 240 holiday rentals in Seaside

Nightly prices starting at
Seaside holiday rentals start at $155 SGD per night before taxes and fees

Verified guest reviews
Over 1,430 verified reviews to help you choose

Family-friendly holiday rentals
190 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
240 of Seaside holiday 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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- Point Washington State Forest
- Destin Beach
- Aqua Resort
- Crab Island
- Destin Harbor Boardwalk
- WonderWorks Panama City Beach
- Opal Beach
- Frank Brown Park
- St. Andrews State Park
- MB Miller County Pier
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- St. Andrew State Park Pier
- Shell Island Beach
- Crooked Island Beach
- Gulfarium Marine Adventure Park
- The Track - Destin
- Camp Helen State Park
- Signal Hill Golf Course
- Shipwreck Island Waterpark
- Gulf World Marine Park
- Panama City Beach Winery
- Coconut Creek Family Fun Park




