
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.

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.

FlipFlopsOn II • 80 steps to the Beach • FL 30A
Recommended by ‘TRAVEL + LEISURE’, FlipFlopsOn II is 80 steps to Inlet Beach, one of FL’s most beautiful white-sand Gulf Coast beaches! This dreamy full studio sleeps 4 (4 beds), & sits beachside of the 30A National SCENIC BYWAY adjacent to Lake Powell; walk/bike to Inlet, Alys & Rosemary Beach dining & entertainments Featuring a clean Cali-Florida vibe, POOL, GRILL, beach gear, fast wi-fi, smart TV, fully-equipped kitchen, & sunsets from your private patio! Park your car, walk everywhere!

30A Rosemary*Alys Beach-5min Walk to Beach-Sleeps
Unwind in this centrally located & renovated studio condo. Enjoy the bright & breezy studio nestled btwn Rosemary & Alys Beach. It features a thoughtfully appointed kitchenette, a comfortable lounging area & a selection of amenities. You're right on scenic Hwy 30A, so it's an easy stroll/bike ride to all the shops & delicious eats. You're about a quick 5-min walk, door to sand, to the beach. When you're not out exploring, the relaxing pool & bubbly hot tub are steps from your patio.

A+ beach location. Free bikes & beach gear!
Immerse yourself in the popular seaside 30A lifestyle. Steps to beach and an enjoyable walk or bike ride to Seaside restaurants and cafes. ✯✰Bikes, 10ft paddleboard, boogie boards, beach umbrella and chairs ✰✯ ✔ Perfectly located right on 30A, just steps to beach. ✔ Full refund available one day prior to arrival. ✔ Full kitchen ✔ Pool ✔ Fast Wi-Fi w/ space to work ✔ Convenient keyless entry ✔ 60” Smart TV ✔ Indoor electric fireplace ✔ LED lighting Minutes to Seaside

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.

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!

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.

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!

Pool | 30A Escape 2BR Beach Home + Cruiser
Steps to the sugar-white beach, The Big Chill, and bike paths! Relax in Lochshire, our bright 2-bed, 2-bath hideaway on scenic 30A. • 4-seat electric cruiser included • Community pool for sunny dips • Beach gear & bikes included • Smart TVs, fast Wi-Fi & full kitchen Grill dinner by the pool after a day in the Gulf, then watch the sunset. Your perfect 30A escape starts here.
Popular amenities for Seaside rentals with a pool
House rentals with a pool

Watercolor Resort|Close To Pool | 6 Pass Golf Cart

Walk to Beach and Seaside Square!

New - Saltlight Hideaway 4BR/3.5BA Gated Community

Seaside Close | Walk to Beach | Private Pool

Cancelation Steal~Oct 24-31~Golf Cart Included

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

Blue Mountain Beach Retreat: Bikes, Pool!

Seagrove’s 30A Window to Heaven: Pool & Beach
Condo rentals with a pool

30A Studio "Driftwood Dream" Hidden Beach Villas

Hidden Beach Gem

Sandy Shores Studio

Sweet Caroline - WALK to beach! 4 bikes included!

Modern Seagrove studio steps from the beach

Beach Retreat 30A Seagrove

"Sips & Sand" nestled b/w Rosemary & Alys Beach

1/ Br/ 1 Ba condo @ Gulf Place! ~Private beach ac
Other holiday rentals with a pool

Beachside 30A Condo with Private Beach

Luxurious 30A Beach Home: Just Keep Swimming 30A

Salt Haus 30A by AvantStay | Amazing Ocean Views

Watercolor/Golf Cart/Heated Pools/Bikes

2/2.5 Townhouse/Private Beach/2 Kings!/Gulf Views/

Seagrove|Seaside|30A Oasis+Golf Cart–Fall Deals!

Gulf Front Paradise with Private Beach on 30A

Salt & Waves
Quick stats about holiday rentals with a pool in Seaside
Total rentals
310 properties
Nightly prices starting at
$200 AUD before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
250 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
140 properties have a dedicated workspace
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- Destin Harbor Boardwalk
- Crab Island
- Princess Beach
- St. Andrews State Park
- Frank Brown Park
- James Lee Beach
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- St. Andrew State Park Pier
- Shell Island Beach
- Crooked Island Beach
- Raven Golf Club
- Gulfarium Marine Adventure Park
- Eglin Beach Park
- Fort Walton Beach Golf Course
- Camp Helen State Park
- Walton Dunes Beach Access
- Fred Gannon Rocky Bayou State Park
- Wayside Park, Okaloosa Island
- Shipwreck Island Waterpark
- Seacrest Beach
- The Track - Destin
- Gulf World Marine Park