
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.

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

Escape to 30A & the beach! Heated pool! Gulf view!
*The perfect beach vacation! * This centrally-located condo in the Cabanas at Gulf Place on 30A is close to everything! * Top 4th floor unit is perfect to relax on your private balcony and take in the breathtaking views of the Emerald Coast! * Private beach access is directly across 30A from the unit. * 3 pools, hot tub, tennis courts, shuffle board and a lovely green space. * Perfect for up to 6 guests with a King size bedroom, twin bunk area w/ blackout curtains & sleeper sofa in LR

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.

Salt&Sand 30A – Family Retreat w/ Pool & Golf Cart
Your perfect family beach escape awaits on 30A! This spacious home features 3 bedrooms, including a kid-approved bunk room, 2.5 baths, and a fully equipped kitchen for easy family meals. Little ones are covered with a high chair, baby gates, a pack ’n play, and plenty of toys and games. Walk to the beach or head to The Big Chill for food and fun. Enjoy two community pools, the 17-mile bike path, and an included golf cart to explore 30A with ease. Make unforgettable memories at Salt & Sand 30A.

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!

Heated Pool-Dog Friendly-Near 30A Beach & Seaside
"Serendipity in Seagrove" is located on charming and secluded Barcelona Avenue and nestled within the whimsical tree canopy that steals the hearts of those who visit Seagrove. You'll be incredibly close to all the action and enjoyment of the beach, 30A and Seaside, yet privacy is yours the moment you need it. It’s the best of both worlds. You have access to our private pool with an option to be heated during the cooler months. We do ask a fee of $30 per day to offset our additional costs.

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.

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

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.
Popular amenities for Seaside rentals with a pool
House rentals with a pool

Peacock Place|Easy Beach Access|Gulf Views|Pool

New - Saltlight Hideaway 4BR/3.5BA Gated Community

Spring Break Open~Seaside~30A~Golf Cart Included

The Crown Jewel of 30A! Gulf-Views! Sleeps 20!

Casa del Mar! New 30A Home w/ Private Heated Pool

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

Somethings Gotta Give Movie Set Replica

Beachfront/30A/2Balconies+King+Queen+Bunks/ Pool
Condo rentals with a pool

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

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

Modern Seagrove studio steps from the beach

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

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

Blue Breeze|Bikes|Private Beach

Hidden Beach Villas #221 *easy public beach access

Zen Retreat ON Beach -Golfcart* Hot Tub, SanDestin
Other vacation rentals with a pool

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

Creekside Cottage- Heated Pool- 4 Bikes- Prime Bea

The Firefly Poolside Cottage close to all of 30A

Newly Renovated! Walk to Beach! 2 Pools! Nature!

Salt Haus 30A by AvantStay | Amazing Ocean Views

Modern Beachfront Luxury | Heated Private Pool/Spa

Luxury Stay on 30A- Gym, Bikes & Custom Golf Cart!

* Brand New Luxury 4BR Seacrest Rosemary Alys 30A
When is the best time to visit Seaside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,792 | ﺩ.ﺇ1,675 | ﺩ.ﺇ2,457 | ﺩ.ﺇ2,255 | ﺩ.ﺇ2,332 | ﺩ.ﺇ2,677 | ﺩ.ﺇ2,630 | ﺩ.ﺇ2,262 | ﺩ.ﺇ1,983 | ﺩ.ﺇ2,681 | ﺩ.ﺇ2,101 | ﺩ.ﺇ2,556 |
| 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 ﺩ.ﺇ477 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
310 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!
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- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Princess Beach
- Frank Brown Park
- St. Andrews State Park
- Navarre Beach Fishing Pier
- James Lee Beach
- Blue Mountain Beach
- Grayton Beach State Park
- St. Andrew State Park Pier
- Shell Island Beach
- Crooked Island Beach
- Gulfarium Marine Adventure Park
- Eglin Beach Park
- Fort Walton Beach Golf Course
- Raven Golf Club
- Walton Dunes Beach Access
- The Track - Destin
- Camp Helen State Park
- Fred Gannon Rocky Bayou State Park
- Shipwreck Island Waterpark
- Signal Hill Golf Course
- Seacrest Beach




