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

Total holiday rentals
Explore 330 holiday rentals in Seaside

Nightly prices starting at
Seaside holiday rentals start at €183 per night before taxes and fees

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

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

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wifi availability
330 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!
Top-rated rentals with a pool in Seaside
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

2BR/ 2Ba condo~ excellent location! Walkable to s
Please note: The balcony has recently added extra wood support beams which may slightly obstruct views of the pool and courtyard. There may be construction noise during June-August as the elevators in a nearby building are replaced. 5 Minute walk to public beach on Winston lane~5 minute walk to Rosemary Circle~ Big Bad Breakfast Restaurant on site~ Walking distance to restaurants and shopping~ 4 beach chairs~ 4 beach towels~ 2 complimentary bikes provided Enjoy the all the luxuries of a reso

Divine Beach Living at 'On Beach Time'
Leave work and worry behind and get "On Beach Time"! 5-bed 3-bath Sleeps 12 Beach House Seagrove, FL Magnolia Dunes Neighborhood Luxurious accents and features Community pool Short walk from Florida's pristine Emerald Coast Crystal clear water Sandy white beaches Convenient beach access at One Seagrove Place Featuring: Beach drop off area Beach chairs Beach towels Coolers Toys Enjoy Scenic Highway 30A's best restaurants nearby (see details below) Other amenities: 4 bicycles parking for 3 cars

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

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!

You Deserve This! Luxury 1-BR ON THE BEACH on 30A!
Large private beach is the perfect setting for an enjoyable beach experience. NOTE: Appropriate for 2 adults + 2-3 kids Blue Tide is one of the most sought-after properties on 30A, especially after its 2023 exterior renovation. It's situated between Alys Beach and WaterSound/The Big Chill. This large 1-bedroom, ground floor sanctuary is just 15 steps from our private beach access stairs and private beach. Just walk out of the door and onto the beach! It doesn't get much better than that!

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.

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.

Summer Fun on 30A | Bikes, Bunks + Beach Days
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.

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.

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

Barefoot Bungalow by Stay on 30a

Prominence Salt & Light - Townhouse w/Golf Cart

Outdoor Movie Screen | Fire Pit | Games | Bikes

Creekside Cottage- Heated Pool- 4 Bikes- Prime Bea

Seagrove Gem | 4 Bikes | Golf Cart | Yard Games

Golf Cart, Private Heated Pool/Hot Tub! Bikes!

30A Seacrest Beach Access | Pool/Golf Cart/Bikes

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

Modern Seagrove studio steps from the beach

A+ beach location. Free bikes & beach gear!

Hour Sunset

30A Seagrove Condo • Beach Access, Pool & Bikes

Escape to 30A & the beach! Heated pool! Gulf view!

Home at Last

Starr of Seagrove - 3 Min Walk to Beach!

Prime 30A Location~2 min walk to the beach~2 Pools
Other holiday rentals with a pool

Golf Cart | Bikes | Heated Pool

30A find: pool, steps to beach, close to Seaside

Private Adult Retreat on 30A | Pool + Spa + Bikes

Private Pool • Walk to Beach • Sleeps 11

30A Beach Retreat with Golf Cart + Bikes Included!

Beachfront/30A/Updated!/Heated Pool!Adorable Bunks

NEW rental on 30A near Rosemary w/Golf Cart

Private Heated Pool + Walk to Beach/Seaside
When is the best time to visit Seaside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €619 | €511 | €754 | €535 | €554 | €636 | €624 | €537 | €471 | €657 | €744 | €744 |
| 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





