
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.

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

Heated Pool, Bikes! Steps to Beach, Alys, Rosemary
The largest house in the upscale gated Sunset Beach Community with private beach. This 3 Bedroom/3 Bath home is located on the south (beach) side of 30A and a short walk to restaurants and shops at Rosemary, Seacrest Beach, and Alys Beach. Reverse floor plan with living area on second floor and abundant natural sunlight. Just a 90-second walk to the beach access + heated, gulf-front pool overlooking the ocean, reserved exclusively for Sunset guests! Includes 4 bikes + new outdoor tv + daybed!

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.

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.

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.

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.

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!

Stunning 30A Home, Walk to Beach, Pool, Shop, Eats
Escape to Salt Pearl, your perfect 30A retreat! This bright, 3-bedroom beach home is just an 8-minute walk to Ed Walline Beach. Comfortably sleeping your group, it features an open-concept living space, a screened porch where you can hear the waves, a fire pit, and access to a community pool. Ideal for families and groups seeking a relaxing getaway on the Emerald Coast, with bikes and beach gear included.
Popular amenities for Seaside rentals with a pool
House rentals with a pool

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

30A Beach Villa-Steps to PrivateBeach! Dogs,Bikes

New Heated Pool & Interior/Walk to Private beach!

Flip Flops in Paradise

Santa Rosa Getaway: 4BR with Pool, Golf Cart

STEPS to Camp WaterColor! LSV & 4 Bikes Included!

Blue Mtn home, EV Charging & Designer Interiors

5BR 30A Oasis, Heated Pool, Hot Tub, Golf Cart
Apartment rentals with a pool

Home at Last

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

Beachfront Panoramic Views Balcony Heated Pool

Sandy Shores Studio

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

Havenly Escape 30A - 3 bedroom 2 bathroom condo!

Beachfront 30A Private Beach Blue Mountain Paradis

NEW 1 Bdrm King Condo | Balcony | Baby Gear | Pool
Other holiday rentals with a pool

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

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

NatureWalk~Spring break~Seaside~Golf Cart Included

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

Gulf Front 30A | Stunning Views | Fresh Remodel

30A Retreat “Southern Coastal Comfort on 30A”

VitaSea/Private Beach/Walk to Seaside

New to 30A! Steps to beach, pool, 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 | £365 | £341 | £500 | £459 | £475 | £545 | £535 | £460 | £404 | £546 | £428 | £520 |
| 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 £90 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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- Rentals with pools Walton County
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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




