Holiday rentals in Seaside

Seaside Artist District/Private Beach for 2

Please consider Our unique "penthouse" near Ruskin Place artist colony' Living is like being in a busy city, with early city noises, late night quiet. Situated above my shop in the heart of Seaside, the THIRD FLOOR (no elevator) Picasso Roost has 10' ceilings , walls filled with artwork, a spacious living/dining area and a bedroom with King bed plus two bathrooms.........sorry, no tub. You have a small uncovered balcony, a small covered balcony down the front stairs and an open rooftop

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. Convenient lower floor condo with access to a private patio and common lawn area. ✰Includes free bikes & beach gear✰ ✔ 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 ✔ HD Smart TV ✔ LED lighting Minutes to Seaside

The Snug Shell

Relax just steps from the beach, The Snug Shell Studio is the perfect place for a romantic getaway, family vacation, girls' trip, or remote work. The Snug Shell is a short bike ride to SEASIDE, an organic cafe, local-favorite restaurants, and a fresh seafood market. Our cozy space includes luxurious linens, a well-equipped kitchen, a TV, and beach chairs. Enjoy your morning coffee and ocean breeze on our private balcony or take a 3-minute walk across the street to the world-class beach.

30A 30sectoBeach Views BikesGolfCrt Arcade HtdPool

Just a 30 second walk to beach access, this luxury 6BR retreat offers Gulf views, private heated pool, elevator access, and en suite baths. Enjoy 6 cruiser bikes, a 6-seater golf cart, and an arcade room with ping pong, Pac-Man, Big Buck Hunter & Need for speed arcades. Relax on top-floor balconies, cook in the fully stocked kitchen, or grill outdoors. Luxury bedding, linens, and year-round pool fun make it perfect for families & groups seeking comfort, convenience, and fun along 30A.

HP 12W Gulf View @ High Pointe w/Pool & Pickleball

30A ESCAPES presents… "HP 12W Gulf Front Condo" at Highpointe Resort, located in Seacrest Beach. Wake up to endless Gulf views, unwind by the Community Pool, and grab a drink at Crabby Steve’s Beach Bar, just 1-min walk away. This 2-suite haven blends cozy vibes with modern comforts, offering a private patio for golden sunsets. Nestled perfectly between Rosemary and Alys Beach, it’s more than a stay—it’s where unforgettable memories begin. Ready to escape? Learn more below… 👇

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.

89.HotzAvenue - Downtown Grayton Beach 1

Relax in old Florida's charming Grayton Beach, just steps from the powder white beaches of South Walton. Downtown Grayton #1 is centrally located on world-famous Scenic 30A - minutes from Seaside, Watercolor, Alys Beach, and Rosemary Beach. Your recently refurbished condo offers an eclectic, comfortable, convenient escape for couples, solo travelers and families. One story above a Grayton Beach staple, The Zoo Gallery & directly across the street from the legendary Red Bar!

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!

Spin Echo

Spin Echo is a cottage located within walking distance to the white sand beach, shopping and dining in Central Square. The first floor will find a hall bath and two bedrooms; both have queen beds and one bedroom includes a private bath. The second floor includes a very spacious open living room, dining room, and a pristine kitchen that is clean, and bright. Outside, there is a cozy balcony porch with a charming swing. This cottage is a spacious getaway for all to enjoy.

Gulf-Front Corner Unit in Seagrove Facing Sunset!

You won't believe these sunset views from the top floor of TAKE IT EASY - a quiet and beautiful southwest corner unit GULF FRONT condo in the fabulous and relaxed "The Palms at Seagrove" community! MOST UNITS AT THE PALMS DO NOT FACE THE SUNSET, THIS CORNER UNIT DOES! You drove all this way to go to the beach, so stay DIRECTLY ON THE BEACH! Very important - PRIVATE BEACH! AVOID THE CROWDS!

Steps to the Beach- Golf Cart! Private Pool!

Welcome to your Casa Del Mar, just steps from the beach, where poolside relaxation & sunset views make every moment special: - Sleeps 15 | 6 bedrooms | 8 beds | 7.5 baths - Private pool w/ heating option - 3rd-floor sunset deck & outdoor shower - Carriage house w/ queen BR, kitchen & laundry - Fully stocked kitchen & dining table - Bikes, Pack ’n Play, WiFi & TV

Super Easy Beach Access with Private Pool

Welcome to Lazy Day Lanai, a spacious 5-bedroom, pet-friendly coastal retreat in Seacrest, FL. Perfect for families and groups, this home features a private pool, fenced yard, and is just steps from the beach. Enjoy easy access to the best of 30A, including Alys Beach and Rosemary Beach. Comfortably sleeps multiple families with a variety of bed configurations.