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

Total vacation rentals
Explore 330 vacation rentals in Seaside

Nightly prices starting at
Seaside vacation rentals start at G$43,939 GYD per night before taxes and fees

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

Family-friendly vacation rentals
260 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
170 properties have a dedicated workspace

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

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
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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 🏖.
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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.
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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!
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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.
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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.
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Walk to Big Chill, LSV included, in Prominence
Everything you need and more!! Located in the sought after neighborhood, The Prominence with beautiful community amenities and unit backs up to the State Park. Walking distance to the pool and the The Hub/Big Chill, main attraction on 30a that has several restaurants/shops/live music/kid activities. Nearest beach is 0.5 miles, unit comes with 6 new beach cruisers! Pristine condition *Golf Cart is included and requires a separate liability waiver, insurance, and must be 25 years to drive
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Prominence 30A: Golf Cart, Bikes, Pool
Southern Bliss has the sophistication of a modern beach house with a coastal vibe. This 3B/2.5B home is a short walk to the resort style pool and The Big Chill (aka The Hub) to enjoy restaurants, shops, shows, movie nights and concerts. Minutes to the beach using the golf cart or bikes provided is an added bonus! This stunning home will guarantee your vacation needs are met. Enjoy the fully equipped kitchen, new furniture/decor, comfortable beds, beach gear, and washer/dryer!
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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.
ValueFamilyHospitality

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.
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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!
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30A 3BR Sleeps 10 • Golf Cart • Beach + Big Chill
⭐4.99 | Guest Favorite | Top 5% on 30A Prominence 30A retreat sleeps 10 with a 6-seat golf cart, 4 bikes & resort pools. Walk to The Big Chill, short golf cart ride to beach access points + Seaside. 3BR: 2 kings, bunk room (2 fulls + twin) & queen sleeper. Full beach gear, baby essentials, 1G Wi-Fi & stocked kitchen included. Between Rosemary & Seaside. USAF veteran hosts, 100% response rate. Good vibes. 5-star stays.
LocationFamilyNearby
Popular amenities for Seaside rentals with a pool
House rentals with a pool

The Juander Inn, cottage + saltwater pool on 30A!
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Seaside Gem Near Town Center - Beach & Pool Access
LocationFamilyWalkability

Sea La Vie
LocationValueCondition

30A Beach Retreat with Golf Cart + Bikes Included!
FamilyLocationDecor

Lux/Private Beach/Bikes/Pool
ValueLocationGetting around

Bird Song | Heated Pool | 4 Bikes | Dog Friendly
LocationFamilyDecor

Private Heated Pool + Walk to Beach/Seaside
FamilyValueAccess

Blue Mountain Beach Retreat: Bikes, Pool!
LocationFamilyGetting around
Condo rentals with a pool

BeachFRONT Bldg 30A, Private Beach Beach Service
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Sweet Caroline - WALK to beach! 4 bikes included!
ValueFamilyCondition

Sandy Shores Studio
ValueLocationComfort

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

Hidden Beach Villas #221 *easy public beach access
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Relaxing 30A Couple's Retreat
LocationFamilyKitchen

A+ beach location. Free bikes & beach gear!
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Other vacation rentals with a pool

Cozy Bungalow | Pool + Hot Tub | Walk to Beach |
LocationFamilyNearby

Lighthouse Loft
FamilyLocationAmenities

The Coastal View is Gulf Front on 30A with Pool
FamilyLocationNearby

Hidden Beach Hideaway
FamilyLocationBeach

Luxurious Townhouse on 30A; Golf Cart & Bikes
FamilyLocationTV

Closest Condo to Beach Club, Partial Gulf Views
ValueLocationHospitality

Swaying Palms by Stay on 30a
LocationCleanlinessBeach

30A find: pool, steps to beach, close to Seaside
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When is the best time to visit Seaside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$148,555 GYD | G$122,611 GYD | G$180,987 GYD | G$195,842 GYD | G$216,765 GYD | G$233,922 GYD | G$149,811 GYD | G$128,888 GYD | G$112,986 GYD | G$157,762 GYD | G$178,476 GYD | G$178,476 GYD |
| 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
- Pier Park
- Henderson Beach State Park
- St. Andrews State Park
- Village of Baytowne Wharf
- Seacrest Beach
- Frank Brown Park
- Navarre Beach Fishing Pier
- Aqua Resort
- HarborWalk Village
- Topsail Hill Preserve State Park
- Grayton Beach State Park
- Fort Walton Beach Landing
- Jade East Towers
- St. Andrew State Park Pier
- Shipwreck Island Waterpark
- The Boardwalk on Okaloosa Island
- Crooked Island Beach
- Morrison Springs
- Signal Hill Golf Course
- Destiny East





