
Vacation rentals with a pool in Seaside
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Seaside

Total vacation rentals
Explore 330 vacation rentals in Seaside

Nightly prices starting at
Seaside vacation rentals start at €184 per night before taxes and fees

Verified guest reviews
Over 1,620 verified reviews to help you choose

Family-friendly vacation rentals
260 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wi-Fi availability
330 of Seaside vacation rentals include wi-fi 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!
Top-rated rentals with a pool in Seaside
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

WaterColor! Pool, LSV, & Bikes! Walk to Seaside!
PRIME WaterColor Location! Just steps to community tennis courts and back of Seaside town center (meaning you don't have to go around and park to get there)! 6-Seater LSV/golf cart & 4 bikes INCLUDED! Charming 3-bed, 3-bath cottage featuring a private pool, outdoor shower, BBQ grill, multiple living rooms, multiple fireplaces, expansive wraparound balcony and more! Quick walk to WaterColor Beach Club, Camp WaterColor, and Seaside Town Center! WaterColor amenity access included complimentary

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 🏖.

Turtley Awesome by Stay on 30A
Running to the store after check-in isn’t a vacation. Two nights in and you’re rationing toilet paper like it’s a reality show.. ✨ We fixed that. With Stay on 30A, every stay is designed to feel effortless from start to finish. 🚲 FREE luxury bikes 🏖️ Easy beach access + resort-style pools 🧴 Full-size amenities (no starter kits) 🧹 Arrival inspections + meticulous cleans 📞 24/7 local support ⚡ Rapid-response maintenance & care We host our stays the way we’d want our own vacation to feel.

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.

Summer Deals on 30A | Pet Friendly + Resort Pool
Relaxation awaits as you walk through the front door of this idyllic 2 bedroom townhome nestled in the picturesque community of Prominence, one of Scenic Highway 30A's newest gems. Perfect for a small family or ideal for a couple’s getaway the coastal inspired theme woven throughout the home makes the travails of every day life seem like a distant land far off on the horizon. Once you are here, we are confident that “Shore Beats Working” will become your favorite beach vacation destination.

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!

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.

Flip Flops in Paradise
‘Flip Flops in Paradise’ is a great two bedroom two bathroom bungalow located in the heart of Seagrove, just a few blocks away from beautiful beaches! This newly renovated bungalow is fully furnished, has all the charm and feel of a relaxing ultimate vacation at the beach. Come and enjoy this fabulous 30A location (close to absolutely everything), includes community swimming, pool and grills for grilling out located at the pool area as well. Minimum rental age is 25.

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!

Songbird on 30A ~ Pool ~ the Big Chill~ Prominence
Songbird on 30A is a gorgeous townhome perfect for families. Walk to the Big Chill, Golf Cart to the Beach, or Lounge by the Pool. Our kitchen is equipped for cooking family meals, and the balcony is ideal for your morning coffee. Our home is on the 2nd floor and provides plenty of room for gathering in the open floor plan. Located in Prominence North, guests have access to all neighborhood amenities.

"Just a Dream" Beach Home on 30A
A dream vacation awaits in our "Just A Dream" home in the Prominence community on 30A with resort style pool and BBQ grills. Our luxury 3 bedroom, 2.5 bath home is sure to make your family and guests feel right at home. Easy access to the beach either by LSV (golf cart) and bicycles that we provide at no extra cost. Walk across the street to "The Big Chill" to enjoy dinner or entertainment.

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

Sawgrass Retreat- Sleeps 10- Minutes to the Beach!

The 30A Beach House | Private Beach + Dune Pool

Divine Beach Living at 'On Beach Time'

Lux/Private Beach/Bikes/Pool

Watersound~Private Beach | Heated Pool | Golf Cart

Look no Further for Your Fall Retreat

Eagles Nest on 30A

30A Walk to Beach Access FREE Golf Cart Pool/Gated
Condo rentals with a pool

Home at Last

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

Beachfront 30A Private Beach Blue Mountain Paradis

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

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

Beach Retreat 30A Seagrove

Drift Away - 30A Seagrove Beach, Seaside Area

30A Seagrove Condo • Beach Access, Pool & Bikes
Other vacation rentals with a pool

30A Beach Retreat with Golf Cart + Bikes Included!

Cozy Bungalow | Pool + Hot Tub | Walk to Beach |

Charming 3 bedroom cottage w/ pool near the beach

NEW rental on 30A near Rosemary w/Golf Cart

Beach | Bikes | Great Location | Amazing Pools

Private Pool • Walk to Beach • Sleeps 11

Golf Cart | Bikes | Heated Pool

30A find: pool, steps to beach, close to Seaside
When is the best time to visit Seaside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €621 | €513 | €757 | €537 | €556 | €638 | €627 | €539 | €473 | €660 | €747 | €747 |
| 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 |
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- St. Andrews State Park
- Henderson Beach State Park
- Frank Brown Park
- Village of Baytowne Wharf
- Seacrest Beach
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Aqua Resort
- Grayton Beach State Park
- HarborWalk Village
- Topsail Hill Preserve State Park
- Pier Park
- St. Andrew State Park Pier
- Fort Walton Beach Landing
- Jade East Towers
- Crooked Island Beach
- Shipwreck Island Waterpark
- The Boardwalk on Okaloosa Island
- Shell Island Beach
- Signal Hill Golf Course





