Holiday rentals in Summer Haven

Surf Haven | A Luxury Stay Oceanfront!

Have you ever wanted to wake up with the sunrise over the Atlantic Ocean & enjoy the evening sunset with views of the intracoastal waterway? This direct ocean front home offers many expansive decks of both amazing views! Fully updated and equipped with all your needs, this home will be a place you come back to year after year to make vacation memories that will last a lifetime! Come enjoy the sand on your toes just steps outside the front door & all the comforts of home at Surf Haven Beach House

Dolphins and Dream Water Views, Dock Your Boat!

Save this home, click the <3 in the upper corner! >Private Waterfront Retreat with Dock, Kayaks and Stunning Sunset >Wildlife encounters from the property include dolphin, manatee, sea turtles, wading birds, and much more! >Old Florida setting in a quiet river environment >High Speed Wi-Fi – Remote work friendly >Spacious 2 bedrooms that comfortably accommodates up to 6 guests >Washer/Dryer >Starter supplies of paper goods, soaps, laundry pods and household essentials are provided for your con

Walk to Beach! 4BR Coastal Retreat • Summer Haven

✨ Welcome to Your Coastal Retreat in St. Augustine! ✨ Escape to this vibrant three-story retreat in the heart of historic Summer Haven, where charm meets coastal adventure. Nestled between the Atlantic Ocean and the Intracoastal, this bohemian-eclectic beach house is your gateway to serene, uncrowded shores and exciting local attractions. Just a block from the ocean, half a mile from the Matanzas Inlet Bridge, and a short drive to downtown St. Augustine, it’s perfectly positioned for both relax

Downtown • Historic Whitney House • Luxury Baths!

Off Street Parking for 2 vehicles 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.

*New Listing* ~ Oceanfront Condo ~ Great Location!

Make some memories at this unique and family-friendly place. The spectacular views will take your breath away, and best of all, there are no stairs to climb for the exceptional views of the beach and ocean! The primary bedroom features a king-size bed and offers incredible ocean views. The secondary bedroom also has a king bed. With a queen sleeper sofa in the living room. The kitchen is equipped with everything you need! You can enjoy beach views and dine on your oceanfront outdoor patio!

361 Fun in the Sun | Direct Oceanfront Ground Floor

Direct Oceanfront, ground floor flat unit, no stairs. Located in Crescent Beach at Summerhouse. Family oriented complex located on over 25 acres with four pools and large grass areas. Highly desired 2 bedroom unit. This property is ground level and directly oceanfront. Flat style layout not a townhouse, there are two steps to the front door but otherwise no stairs. Sliding door opens directly to covered back porch. Please see our our other property 461 More Fun in the Sun, 3 Bedroom

7 Steps to Sand | Beach Gear | Grill | Large Deck

🌟 "Wow! You can’t get more OCEANFRONT... Everything was over the top!" - Guest Review Luxury 3-story midcentury modern beach home sleeping 8 with rare, direct beachfront access and stunning ocean views from every level. Enjoy a seamless coastal escape featuring: 🌊 Direct beach access (no roads to cross) 🛏️ Ultra-comfortable beds & premium linens 🍳 Fully stocked chef's kitchen 🏖️ High-quality beach gear & kid-friendly essentials Experience pristine comfort & breathtaking sunrises!

Penthouse Artist Haven Ocean front Penthouse

Nestled along a pristine stretch of semi-private beach is this historic artists haven offering an absolute beachfront location like no other. This unique home is split into 3 separate floors, where you will be renting the entire top penthouse level. Inside you will find open studio living with a luxe king bed and a front and rear balcony. Enjoy uninterrupted ocean views from the panoramic windows while you relax & watch dolphins play in the surf and stunning sunsets spread across the sky.

Mellon Haven - Island Cottage

This 1924 Beach Cottage was part of the original Mellon Estate located in Summer Haven. Literally steps from the Atlantic Ocean (one of the best surfing spots in St Augustine), it is the perfect hideaway to escape to an island! Equipped with WIFI, they will never know you are working remotely! It's quiet area to spend some time with your family with popular activities nearby. The home is updated, and features a screened porch that doubles the living space. The hardest part is going home.

Hideaway at Crescent Breach - St. Augustine

Recently updated, two-story townhouse, just steps to the beach! We have everything you need for a relaxing vacation on Crescent Beach in St. Augustine!, FL! Amazing views! Great for families and snowbirds alike! Weekly & monthly discounts available. Wide beaches, temp-controlled swimming pools, pickleball, tennis, racquetball, a basketball area, a new children's play area, and a lending library with books, puzzles, and games. This is the PERFECT place for families and active adults!

Historic Home in Downtown St. Augustine

The Triay-Hall house is one of the oldest Spanish Colonial houses in St. Augustine. It was recently fully restored and offers two bedrooms and two bathrooms. One bedroom/bathroom downstairs and the primary bedroom and en-suite bathroom is upstairs along with the Kitchen. The private courtyard is a serene oasis away from the busy streets of St. Augustine. The location is in the heart of downtown and the house comes with dedicated parking. Walking distance to the shops and restaurants.

St Augustine Entire Home, King Bed, Pet Friendly

Casita Luxe Retreat Near Historic St. Augustine – Pet-Friendly Haven! Discover this luxurious 3-bedroom, 2-bath retreat! Designed with a modern luxe aesthetic, it features custom wood paneling, a fully equipped kitchen with a chic island, and a king-size plush mattress. Enjoy the large, fenced yard, fire pit, outdoor shower, and fun family games. Pet-friendly, with Wi-Fi, smart TVs, and parking included this home offers comfort and style in an up-and-coming neighborhood. Book now!