Vacation rentals in Summer Haven

Beachfront Estate | Sleeps 14 | Panoramic Views

Private beachfront estate with panoramic ocean views, wraparound decks, elevator, and room for 14 on a quiet stretch of beach. Wake up to dolphins offshore, spend the day steps from the sand, and gather with family in a spacious retreat designed for unforgettable group getaways. Perfect for multigenerational families and reunions, this beachfront home features a chef’s kitchen, direct beach access, kayaks, paddleboards, beach gear, and relaxed beachfront living away from crowded tourist areas.

Oceanfront: Ocean Crest Villa 6BR Heated Pool/Spa

Save our home &plan your next stay at Ocean Crest Villa! 🌊 Oceanfront Bliss: Stunning views ☀️ Heated* Pool & Spa (*fee applies*) 🚿 Outdoor shower 🎶 Bluetooth speaker in the family room ✨ 1,500 sq. ft. Rooftop Deck: Sunrises, sunsets, & stargazing 🎮 Game Room: Shuffleboard, Ping Pong, Xbox & more 🍴 Dining for 16 & fully stocked kitchen 🏖️ Balconies & Verandas with views for miles 🚗 Parking for 6 Vehicles 📍 25 Minutes to Downtown St. Augustine Book now for unparalleled luxury

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.

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.

Living Luxe - Oceanfront summer bliss!

Welcome to Living Luxe, your oceanfront getaway! This 4-bedroom retreat offers stunning views, a private pool, and spacious balconies to enjoy the coastal breeze. With high ceilings and open living spaces, Living Luxe combines elegance and comfort. Fire up the grill for a barbecue or relax by the pool with the sound of waves in the background. With direct beach access and minutes from dining and attractions, Living Luxe is the perfect blend of relaxation and adventure. Unwind in paradise!

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.

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!

3/bd 2/ba beach family haven

Charlies Beach House is one large home made up of 3 individual units (Casa 1, Casa 2, Casa 3) You are reserving Casa 1. About Casa 1: A spacious 3/bed 2/bath that sleeps 6-7 people. 1 King bed and master bathroom. 1 Queen bed 2 twin beds Open space with Living and Dining room and a full Kitchen. Casa 1 is located on 2nd floor. We are less than 1 mile from Matanzas Inlet and beach and 2.5 miles from Marineland Beach. Beach chairs and cooler available, two bicycles available.

Pool | Fire Pit | Close to beach | NO EXTRA FEES

Some places don't just host you - they restore you. Tucked beneath swaying palms and a canvas of Florida sky, Cottage by the Sea is where the hum of everyday life gives way to something quieter, something slower, something worth savoring. Step through the door and feel it immediately - the light, the stillness, the sense that here Wowing happens. This is more than a vacation rental. It's the setting for your next chapter. Cottage by the Sea. Come as you are. Leave transformed.