Luxury rentals in Seaside

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Top-rated luxury holiday rentals in Seaside

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Luxe
The main living area features an open-concept design with a spacious seating arrangement and modern furnishings. A large sectional sofa is complemented by round coffee tables. The kitchen boasts sleek cabinetry and stainless steel appliances, while natural light filters through large windows.
Home in Seacrest
5 out of 5 average rating, 5 reviews

New 30A Retreat Beach Access Hot Tub & Guest Suite

Welcome to Ebb & Flow — a newly built, designer-crafted coastal retreat in the heart of FL's iconic 30A, tucked between Alys Beach and Big Chill. Nestled in the serene Magnolia Cottages by the Sea community, this luxury beach house offers rare, deeded beach access, a treetop hot tub, and a separate Private Guest Suite — ideal for multi-family vacations, wellness retreats, or remote work escapes. Discover a light-filled, open-concept floor plan with luxury finishes and curated designer touches.

Luxe
The exterior of a modern coastal home features a private heated pool surrounded by a spacious deck. White railings and outdoor seating enhance the area. Large glass doors connect interior spaces to the outdoor environment, set against a backdrop of lush greenery and clear blue skies.
Home in Watersound
5 out of 5 average rating, 18 reviews

Gulf Bridge by Stay on 30a

Running to the store after check-in isn’t a vacation. Two nights in and you’re rationing toilet paper like it’s a reality show.. ✨ We fixed that. With Stay on 30A, every stay is designed to feel effortless from start to finish. 🚲 FREE luxury bikes 🏖️ Easy beach access + resort-style pools 🧴 Full-size amenities (no starter kits) 🧹 Arrival inspections + meticulous cleans 📞 24/7 local support ⚡ Rapid-response maintenance & care We host our stays the way we’d want our own vacation to feel.

Luxe
Home in Santa Rosa Beach
5 out of 5 average rating, 7 reviews

Beach Bliss on 30A by Stay on 30a

Running to the store after check-in isn’t a vacation. Two nights in and you’re rationing toilet paper like it’s a reality show.. ✨ We fixed that. With Stay on 30A, every stay is designed to feel effortless from start to finish. 🚲 FREE luxury bikes 🏖️ Easy beach access + resort-style pools 🧴 Full-size amenities (no starter kits) 🧹 Arrival inspections + meticulous cleans 📞 24/7 local support ⚡ Rapid-response maintenance & care We host our stays the way we’d want our own vacation to feel.

Luxe
The exterior of a spacious home features a modern design with multiple large windows. An inviting pool area is visible on the patio, alongside comfortable seating and a fire pit surrounded by chairs. Lush greenery and tall trees enhance the home's natural setting.
Home in Santa Rosa Beach
5 out of 5 average rating, 14 reviews

NEW! Heated Pool, LSV, FirePit, Bikes! Lake-Front!

6-Seater LSV/golf cart + 6 Bikes + 2 Stand Up Paddleboards INCLUDED! This spacious, luxurious custom new home with STUNNING lake views + direct boardwalk access to the beach awaits! Private pool, outdoor kitchen w/ built-in grill, fire pit, indoor fireplace, wet bar, multiple living rooms + open concept layout! bedrooms with en-suite bathrooms, bunk room + an additional half bath! Sonos system in all living, bedroom, + outdoor spaces. Perfect for an amazing beach getaway! NO PETS ALLOWED

Luxe
The exterior of the beach home is presented, showcasing a three-story structure with a white facade and multiple balconies. Lush green landscaping surrounds the property, enhancing its coastal charm against a vibrant sunset sky.
Home in Santa Rosa Beach
4.73 out of 5 average rating, 26 reviews

Seacrest Stunner! STEPS to Beach & Town! 4 Bikes!

Brand NEW!! In the heart of Seacrest just STEPS to the town center! Nestled between Alys and Rosemary Beaches, this location cannot be beat! 4 beach cruiser bikes INCLUDED!! Easy walking distance to the deeded beach access (less than a 5 minute walk)! Or take advantage of the seasonal tram services! Designer finishes throughout, loaded with amenities including a first floor bedroom, 2 master suites, a bunk room, indoor fireplace, wet bar, + more! GULF VIEWS from the 3rd floor balcony!

Luxe
A spacious outdoor deck is furnished with multiple lounge chairs facing the ocean. Expansive views of the beachfront and waves are visible, while a wooden staircase leads down to the sandy shore. The sky is bright with a few clouds, enhancing the serene coastal setting.
Home in Inlet Beach
4.83 out of 5 average rating, 6 reviews

Nifty Shades of Gray | Beachfront | chairs, bikes

ABOUT NIFTY SHADES OF GRAY: Welcome to Nifty Shades of Gray. Discover the epitome of luxury, an exquisite beachfront home offering breathtaking panoramic ocean views and stunning, professionally curated décor. With 5 bedrooms, 4 bathrooms, and parking for up to 4 vehicles, this beautiful property is ideally situated on the east end of 30A, just a short stroll from the vibrant downtown of Rosemary Beach, where you’ll find charming open markets, boutique shops, and delightful restaurants.

Luxe
Home in Rosemary Beach
5 out of 5 average rating, 48 reviews

Resort Like Paradise-Steps to Beach! Award Winning

Imagine a vacation home so thoughtfully designed that every detail has been incorporated to provide guests memories and experiences they will enjoy for years to come. Welcome to Paradise Found 30A! The home is located between the most attractive areas on the coveted East end of 30A. The HUB, Rosemary, Alys, Seacrest are all within 1-2 miles of the home and are easy to access by walking or biking. The home is 4 houses back (100 Yards) from a Beautiful, Private, Deeded Beach Access.

Luxe
Home in Santa Rosa Beach
5 out of 5 average rating, 3 reviews

Stunning Watercolor Home Close to Beach or Seaside

Serenity on Western Lake | 63 Western Lake Drive | WaterColor, FL This property is presented by Dune Vacation Rentals ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ Home Highlights Sleeps 16 7 Bedrooms 7 1/2 Baths Private Pool (can be heated for $65/day) Outdoor Fireplace and Shower Carriage House 4 Living Room Areas Parking for 2 Cars in the Garage and 2 in the Driveway (4 total vehicles) 16 Amenity Wristbands Access to All WaterColor Community Swimming Pools & Beach Club

Luxe
The exterior of a two-story home is presented, featuring light blue siding and large windows that reflect warm hues from the sunset. A golf cart is parked in front on a paved driveway, surrounded by landscaped gardens with trees and shrubs.
Home in Santa Rosa Beach
4.92 out of 5 average rating, 12 reviews

Private Pool, Spa! NEW in WaterColor! LSV, 4 Bikes

6-Seater LSV/golf cart & 4 Bikes INCLUDED! Featuring a private heated pool, hot tub, 6 bedrooms (including 2 masters and 2 bunk rooms!), screened-in back porch, BBQ Grill, indoor fireplace, reading nook, open-concept floor plan, and more! Just a short walk or ride to the lovely WaterColor Dragonfly Pool! Complimentary access to all of WaterColor amenities & pools included! Unique private location - backs up to a beautiful nature preserve, with easy access to local attractions!

Luxe
The exterior of Sadie's Cottage showcases a white two-story structure with multiple windows, allowing natural light to illuminate the interior. Surrounded by lush greenery and palm trees, steps lead to a welcoming entrance. Two bikes are parked nearby, hinting at outdoor adventure.
Home in Rosemary Beach
5 out of 5 average rating, 12 reviews

Rosemary: Private Heated Pool,Private Beach,Bikes

❄️ Ask us about Snowbird stays! Sadie's Cottage at Rosemary Beach ~ Escape to the ultimate beachside paradise at Sadie’s Cottage, your dreamy getaway in the heart of Rosemary Beach! This stunning property features room for 14 guests in the main house and an additional 4 in the cozy carriage house—ideal for family get-togethers or fun group retreats. Dive into luxury with your own private pool, outdoor shower, and a fireplace that sets the perfect vibe for s’mores under the stars.

Luxe
The exterior of a multi-story beach home is displayed, featuring large windows and balconies with seating arrangements. Lush greenery surrounds the property, and bicycles are neatly lined up in front. A warm evening sky provides a calming backdrop to the inviting structure.
Home in Santa Rosa Beach
5 out of 5 average rating, 4 reviews

Seagrove Social|Easy Beach Access|Private Pool

Simple and beautifully curated, Seagrove Social does beach life the natural way. The down-to-earth decor and comfortable living space feels inviting and warm. In the mornings, stop by the local farmers’ market and seafood shops. When the sun goes down, cook your fresh finds in the outdoor kitchen while the kids swim and play. We love how close this home is to the beaches but when you’ve had enough sun and sand, take a dip in your own private pool!

Luxe
Home in Santa Rosa Beach
4.57 out of 5 average rating, 21 reviews

New! 30A Dream Home! Spa, Pool, LSV, Pet Friendly!

Spectacular 5-bedroom, 5.5 bath BRAND NEW beach home! Pet Friendly!! PRIME LOCATION with over 3,300 square ft inside & a gorgeous outdoor living space! LAKE VIEWS! LOADED with amenities - large private heated pool & hot tub, outdoor kitchen with built-in gas grill, multiple balconies, 3 king masters, game room (with pool table), and fire pit! 6-Seater LSV and 6 bikes included! EASY walk to the beach, restaurants, ice cream shops & boutiques!

Popular amenities for Seaside luxury holiday rentals

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