
Holiday houses in Summer Haven
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Top-rated holiday rentals in Summer Haven
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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.

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

Walk Historic Downtown! “Blue Heaven”
Stunningly renovated cottage combines modern amenities with vintage charm... * 2 master suites with queen beds * Quiet neighborhood walking distance to explore The Nation's Oldest City * Clawfoot tubs inside and out (along with showers, of course!) * Big screened-in porch with hanging daybed * Off-street paved parking * Fully fenced backyard, Weber grill, gas fire pit * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant, LaNuvelle, trolley stop * 10 minute walk to central downtown

Historic Designer Home • Luxury Baths • Steps2DWTN
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

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.

Oceanview Home
My place is between Saint Augustine and Palm Coast. This is my second home and I am only here 3-5 days per month. It is located in a historical island called Summer Haven where Floridians have taken vacations for generations, not to mention is a great place for surfing, fishing, paddle boarding, etc. or if you just enjoy reading on the beach. The house is about 100 yards to the water and a very short walk to very quiet and private-like beach. Read Guidebook for more detail about the area.

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!

The Shire on 1 acre marshfront with dock and Spa
One of a kind 1930s historic home, newly renovated and transformed into a beautiful secluded getaway. new luxury finishes, while holding its traditional charm. No Events allowed. Rooftop deck, sunrise views of the Atlantic ocean, Downtown, and sunsets over the river. The new dock with covered roof hosts a national geographic like eco system. It’s short walk to the beach and 3 miles to downtown St George street. Follow along @carcabaroad for weekly content of the home.

Beachside Bliss. Walk to restaurants and shopping.
Easy beach access 2 minutes away by car with free parking. Walk to Starbucks, restaurants, grocery and shopping. Newly renovated with beautiful furnishings and everything you need including coffee bar, bikes, beach chairs and grill. Top of the line mattresses. Outdoor furniture and gorgeous private patio with rocking chairs for lounging and outdoor dining table. Drive 10 to 15 minutes to the old city of St. Augustine. Perfect location. Easy self check-in.

7 Steps to Sand | Beach Gear | Grill | Large Deck
🌟"Wow! You can’t get more OCEANFRONT...! Everything was over the top! Linens, beds, plush towels, amenities, and especially the view!" - Guest Review Luxurious midcentury modern beach home with stunning ocean views from every level, breathtaking sunrises, and rare direct beach front access. Spanning 3 light-filled levels, it sleeps 8 in comfort with sleek design and premium details. Enjoy a fully-stocked kitchen, quality beach equipment, and kid-friendly gear.
Popular amenities for Summer Haven holiday rentals
Other great holiday rentals in Summer Haven

Luxury Florida Escape | Pets, Fire Pit, & Beach!

Windjammer 207, Oceanview and river view

Salty Sunrise • Oceanfront • Heated Pool

Tradewinds at Crescent Beach #113 (monthly Jan-Mar

Bridgekeeper's Cottage

Waterfront • Heated Pool • Dock & Game Room

Rare Oceanfront On the Beach,Pool,Picklball,Grill

New Home + Heated Salt Pool | 5 Min. Walk to Beach
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
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- Miami Beach Holiday rentals
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- Ocean Center
- Daytona International Speedway
- Crescent Beach
- EverBank Stadium
- Ocala National Forest
- Daytona Boardwalk Amusements
- St Augustine Amphitheatre
- Saint Augustine Town Plan Historic District
- Lightner Museum
- Kathryn Abbey Hanna Park
- Daytona Lagoon
- Fountain of Youth Archaeological Park
- Summer Haven st. Augustine FL
- St Johns Town Center
- Vilano Beach Fishing Pier
- TPC Sawgrass
- Adventure Landing Jacksonville Beach
- University of North Florida
- Ravine Gardens State Park
- Daytona Beach International Airport
- Daytona Beach Bandshell
- St. Augustine Alligator Farm Zoological Park
- San Sebastian Winery
- De Leon Springs State Park





