
Holiday rentals with a pool in Seaside
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Top-rated rentals with a pool in Seaside
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Beachfront 30A Private Beach Blue Mountain Paradis
Paradise awaits at your beautiful, beachfront condo with stunning beach views of the PRIVATE BEACH from your own private balcony. The sweeping views continue from inside, through the large windows & sliding glass doors, including an ocean view from the master bedroom. This well appointed, family friendly unit offers 3 bedrooms, sleeper sofa, & 3 full bathrooms to comfortably accommodate 6-8 people. Complimentary Beach Service (2 chairs & umbrella) is included March-October, & 4 bikes year round

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 🏖.

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

30A Winter Warm Up | Walk2Beach | Pool | Shops!
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!

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.

"Sips & Sand" nestled b/w Rosemary & Alys Beach
Located along the infamous 30a! This light and airy 1/1 condo is perfectly nestled between Alys and Rosemary Beach. It's a short 5 minute walk or free tram ride to the deeded beach access where you will be greeted by the beautiful emerald waters of the Florida Panhandle. The condo sits beside the complex's two pools, hot tub and grilling area. Conveniently located on the property are a variety of shops, restaurants, bike rentals and seasonal activities including live music and fire pits.

1st flr lakeview near 30A/Pets & Snowbirds welcome
Welcome to Fins Up @Carillon. Far West end next to Rosemary Beach. Seaside, Pier Park, St Andrew’s Park within 15 mins. Newly renovated studio with full kitchen,king bed, pullout sofa & twin air mattress. 5 pools onsite (1 heated), hot tub, playground, tennis/pickleball/basketball courts, 8 beach access points. General store onsite with bike rentals. Condo backs to Lake with a 5-7 minute walk to beach. No traffic here, private beach. Snowbirds welcome. Golf courses closeby

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!

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.

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

South of 30A. Golf Cart. Pool. Gym.

Sea La Vie

Steps to 30As Longest Public Beach,Private Pool,&

Elegance on Eastern Lake by Stay on 30a

Heated Pool included- Golf Cart- Bikes!

Fall Special ~Heated Pool & Private Beach~ 4 Bikes

RESET BUTTON | East end 30A beach house | Seacrest

30A Charmed Waters ~ 5BR, Golf Cart, Pool
Apartment rentals with a pool

Beachfront Panoramic Views Balcony Heated Pool

Fall dates open| Near Rosemary Beach| Pool

Miramar Luxe: Gorgeous 1BR steps from the beach

Beach Views on 30A!

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

Updated KING 1 Bdrm Condo Balcony, Baby Gear, Pool

Blue Breeze|Bikes|Private Beach

Drift Away - 30A Seagrove Beach, Seaside Area
Other holiday rentals with a pool

Summer breeze house beach view

Nestled in 30a | 3 minutes to beach | Golf cart

Fully Renovated Beach Retreat w/Private Pool

Pura Vida-Views, Private Beach-High Pointe Resort!

Modern Beachfront Luxury | Heated Private Pool/Spa

New Luxury Home-New Golf Cart/6 Bikes-Resort Pool!

*Luxury Baytowne Wharf- Bahia Breeze* w/Pool View

Petite Frog/Golf Cart/Heated Pools
When is the best time to visit Seaside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 421 | € 393 | € 577 | € 529 | € 548 | € 629 | € 617 | € 531 | € 466 | € 629 | € 493 | € 600 |
| 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 310 holiday rentals in Seaside

Nightly prices starting at
Seaside holiday rentals start at € 112 per night before taxes and fees

Verified guest reviews
Over 1,520 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
310 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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- Crab Island
- Destin Harbor Boardwalk
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- Princess Beach
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- Blue Mountain Beach
- Grayton Beach State Park
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- St. Andrew State Park Pier
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- Fort Walton Beach Golf Course
- Gulfarium Marine Adventure Park
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