
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.

30A Beach Villa-Steps to PrivateBeach! Dogs,Bikes
Newly renovated! Just completed a full remodel and very excited to share the GORGEOUS results with you! For more photos &insights, follow us on IG @The30ABeachHouse Our exclusive gated community is on the south side of Scenic Highway 30A in South Walton County, situated directly between Rosemary Beach and Alys Beach. Stroll down a palm tree lined walkway, with cobblestone streets, <1 min walk to the heated pool that sits high on the dunes, above the sugar white sand beach on the Gulf of Mexico.

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!

2 complimentary Bikes! Directly on 30A! Beach acce
3 minute walk to the beach~Walking distances to restaurants~ 5 minute bike/golf cart ride to SEASIDE~ 2 Pools~ 2 beach chairs~ 2 beach towels~2 complimentary bikes provided Welcome to Beachwood Villas!! This is a 1BR/1BA condo that has been completely remodeled! Enjoy your coffee on the spacious balcony, which offers peaceful views of the courtyard of the complex and sits adjacent to one of the two pools on the grounds (one pool is heated March-April). We also provide 2 beach towels for your s

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.

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 Top Rated! Free Golf Cart+Bikes+2 Pools+Bunks
Welcome to Royal Breeze! Our breathtaking 30A home is located in a prime location in the sought after community of Prominence, located in between Seaside and Rosemary Beach and across the street from everyone's favorite - The Big Chill! Spend your days soaking up the sun at our resort-style pools or white sand beaches (only a short golf cart or bike ride away). Spend your nights at the Big Chill watching sports, concerts, and enjoying some of the best food options in the 30A Area!

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.

Carriage House 1.5 bed/1 bath located off 30A
Youâll love our place because of the ambiance, the neighborhood, the people and the location. This guest house is located in a gated community just steps from the beach with a community pool across from the home. Beach is 700 steps from front door along a paved sidewalk to private beach access for the neighborhood. The Carriage House is perfect for couples, families (with kids), and solo adventurers. Need more room? We have a larger home on property that sleeps 11.

Steps To The Beach (Private) | Sunset Views!
This PRIME location on the Gulf side of 30A features a cozy 1 BR condo that sleeps 4 and offers breathtaking ocean views from the balcony. Just STEPS from your private beach (free for guests) and a short walk / ride from top restaurants in the area such as Old Florida Fish House, Goatfeather's, and Cafe Thirty-A. This location cannot be beat! ⤠Beach Towels, Umbrella, Beach Chairs, Sand Toys ⤠Directly across from Butterfly Bike Rentals ⤠5 Min Ride To Seaside

Seagrove Winter Escape: Sun, Breezes & 30A Living
Stylish Seagrove Cottage in Prime 30A Location Welcome to Seas the Day, a freshly renovated 3-bedroom, 2-bathroom beach cottage located in the golf cartâfriendly Cottages at Eastern Lake community in Seagrove Beach. With all-new interiors, an unbeatable location near Seaside and local favorites, and thoughtful extras like four cruiser bikes, beach gear, and kid-friendly amenities included, this home is designed for laid-back beach days and easy 30A living.

Twickenham 2BR 30A PoolEscape with EV Cart
Soak up 30A life! Twickenham is a bright 2BR/2BA condo that gives you quick beach access, a sparkling community pool and a private electric cruiser for easy exploring. ⢠Comfy bedrooms with premium linens ⢠Kitchen stocked with cookware, dining ware, coffee, and more ⢠Free bikes, beach gear & parking ⢠Smart TVs + high-speed Wi-Fi ⢠Outdoor security cameras ⢠Pet friendly Superhost, 100+ glowing reviews! Reserve your dates now before they disappear.
Popular amenities for Seaside rentals with a pool
House rentals with a pool

1 House Off Beach! Private Pool, LSV, Gulf Views!

New Heated Pool & Interior/Walk to Private beach!

Flip Flops in Paradise

Private Pool - Golf Cart - Block to Beach - Destin

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

Private Heated Pool Sauna Hot Tub Outdoor Kitchen

Lux 4BR | Blue Mtn Beach | Golf Cart | Firepit

Sandpiper Cottage- Dog Friendly- 4 Bikes
Condo rentals with a pool

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

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

Sandy Shores Studio

BeachFront - Ocean View- Majestic Beach Resort 709

Beachfront 30A Private Beach Blue Mountain Paradis

Blue Breeze|Bikes|Private Beach/Chair Service

Sunrise Destination-Hot Tub&Heated Pool-Beach View

Stillwater 30A - Our Family Friendly Retreat
Other vacation rentals with a pool

Gulf-Front Corner Unit in Seagrove Facing Sunset!

Fall Deals! The Big Chill! 2 Pools! 4 Bikes!

Renovated - Balcony Beachview-great location

You Deserve This! Luxury 1-BR ON THE BEACH on 30A!

Cabana Babe

Rare summer opening! Big condo w/private beach

Sea.Away | 30A | Between Rosemary & Alys Beach!

VitaSea/Private Beach/Walk 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 | $668 CAD | $624 CAD | $916 CAD | $841 CAD | $870 CAD | $998 CAD | $981 CAD | $844 CAD | $739 CAD | $1,033 CAD | $1,168 CAD | $1,168 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 240 vacation rentals in Seaside

Nightly prices starting at
Seaside vacation rentals start at $164Â CAD per night before taxes and fees

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

Family-friendly vacation rentals
190 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
240 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 guestsâaveraging 4.8 out of 5!
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- Destin Beach
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- Navarre Beach Fishing Pier
- Blue Mountain Beach
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- St. Andrew State Park Pier
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- The Track - Destin
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