Holiday rentals in Summer Haven

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Top-rated holiday rentals in Summer Haven

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Guest favourite
A three-story oceanfront home is depicted against a colorful sky at sunset. The building features multiple balconies and a spacious driveway leading up to it. Waves can be seen gently crashing along the sandy shoreline, surrounded by lush greenery.
Home in St. Augustine
4.93 out of 5 average rating, 41 reviews

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

Top guest favourite
A wooden dock extends over a calm waterfront, featuring two green camping chairs positioned for relaxation. Fishing gear sits nearby, and lush greenery surrounds the waterway. The sky is bright with scattered clouds, enhancing the tranquil outdoor setting.
Home in St. Augustine
5 out of 5 average rating, 36 reviews

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

Guest favourite
Home in St. Augustine
4.91 out of 5 average rating, 22 reviews

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

Top guest favourite
Flat in St. Augustine
5 out of 5 average rating, 10 reviews

*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!

Top guest favourite
Townhouse in St. Augustine
4.96 out of 5 average rating, 54 reviews

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!

Top guest favourite
A spacious living area features a light gray sectional sofa with a chaise, positioned on a natural fiber rug. A round mirror enhances the sense of space, while a dining area is visible in the background, complete with wooden chairs and a table.
Villa in St. Augustine
5 out of 5 average rating, 127 reviews

VILLA One

The Villas are designed for short stays, long weekends or for a unique styled location for brands to shoot their products. The space features warm tones, natural finishes and local art for an effortless vibe that allows visitors to relax the second they walk in the door. Complete with two bedrooms, two bathrooms and a backyard complete with tropical landscaping, lounge area, dining and outdoor shower. One of 4 Villas located in St. Augustine Beach. Not pet friendly. @staugustinebeachvillas

Top guest favourite
An open living area with wooden beams offers panoramic ocean views through large sliding glass doors. A modern dining table is paired with high chairs, while a cozy seating arrangement features a plush sofa. A mounted TV and decor add warm touches to the space.
Townhouse in St. Augustine
4.94 out of 5 average rating, 217 reviews

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.

Top guest favourite
The charming beach cottage features a classic design with a green metal roof and a screened porch. A white picket fence surrounds the front yard, complemented by lush palm trees and grass. Rocking chairs are placed on the porch, inviting relaxation.
Cottage in St. Augustine
4.92 out of 5 average rating, 66 reviews

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.

Guest favourite
The living room features sliding glass doors that open to a private balcony overlooking the ocean. A comfortable blue armchair by the window is complemented by light blue curtains, while natural light fills the space, creating a serene ambiance.
Apartment in St. Augustine
4.93 out of 5 average rating, 112 reviews

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!

Top guest favourite
A serene sunset is captured over calm waters, reflecting warm hues of orange, pink, and purple. The horizon is lined with subtle clouds, enhancing the tranquil scene. The peaceful atmosphere invites relaxation and appreciation of nature's beauty.
Apartment in St. Augustine
5 out of 5 average rating, 129 reviews

Windjammer 208, Oceanfront and Riverview

Beautiful newly renovated condo in Crescent Beach, with spectacular views of the beach as well as the Matanzas river. Coffee while watching sunrise on your east balcony and wine while watching the sunset on the Windjammer fishing pier, while dolphins are entertaining you. 10 miles from historic St Augustine, a couple of miles from Marine land and a variety of restaurants close by. Flatscreen TV'S in all the rooms for your convenience when the weather does not allow you on the beach.

Guest favourite
An open-plan living area is depicted, featuring a light-colored sofa adorned with textured throw blankets and decorative pillows. A modern kitchen with bar stools is visible in the background, complemented by natural light streaming through glass doors leading to a balcony.
Home in St. Augustine
4.96 out of 5 average rating, 24 reviews

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.

Top guest favourite
Several shorebirds are seen foraging along the wet sand, where gentle waves create a shimmering effect in the sunlight. The horizon displays a soft, illuminated backdrop, enhancing the tranquil beach scene.
Home in Flagler Beach
4.95 out of 5 average rating, 97 reviews

Magical Beach Sunrises & Surf Oceanfront 3BR/2BA

Beachfront home - no road to cross to put your toes in the sand! Oceanfront living and waking to the sparkling blue waters & sunrise will start your days off on the right sandy foot! Whale and dolphin watch from your patio. Walk out the Back door and onto the private beach. We are not surrounded by high-rise condos but offer a more peaceful getaway. Nearby golf, farm market, ice cream or visit the pier, then Orlando, St Augustine, Daytona and LPGA. We have a 50’ driveway.

Popular amenities for Summer Haven holiday rentals