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Holiday houses in Summer Haven

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Top-rated holiday rentals in Summer Haven

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 38 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

Top Guest favourite
A spacious living area features wood-paneled walls and large glass doors, offering views of the ocean. A chandelier hangs from the ceiling. The seating area includes a comfortable couch and a dark coffee table, while a television with vibrant display adds a touch of modernity.
Condo in St. Augustine
4.92 out of 5 average rating, 117 reviews

Treehouse Artist Haven Direct Oceanfront 2br

Located along a stretch of pristine beach is this spectacular house with a beachfront location like no other. This unique home encompasses 3 separate floors. This is the middle of the 3 floors “The Artists Haven”. Inside you will find 2 bedrooms, a bath and an open plan living/dining area that opens out to a surrounding deck with seating. Enjoy uninterrupted ocean views from the wrap around deck with many places to relax & watch dolphins, sip your morning coffee or watch the pink sunsets. 1002

Top Guest favourite
Apartment 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!

Guest favourite
A serene view of the ocean at dusk, showcasing smooth waves under a gradient sky that transitions from deep blue to vibrant orange at the horizon. The calm water reflects the fading light, creating a tranquil atmosphere.
Home in St. Augustine
5 out of 5 average rating, 15 reviews

Large families welcome,Walking distance to beach

Unique Large Family Home! Pet Friendly. This 5 bedroom 4 bath home is made up of 3 individual units under one roof. You and your family/friends will enjoy : Casa 1 (upstairs) 3bd/2ba with full kitchen, living and dining room. Casa 2 (downstairs) 1bd/ba with kitchenette, living and dining room. Casa 3 (downstairs) 1bd/ba with full kitchen, living and dining room. Each “Casa” has its own private entrance and patio. However, the whole house is available for you and your family to enjoy!

Top Guest favourite
Townhouse in St. Augustine
4.96 out of 5 average rating, 55 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, 128 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
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
4.93 out of 5 average rating, 67 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.
Condo in St. Augustine
4.93 out of 5 average rating, 113 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.
Condo in St. Augustine
4.99 out of 5 average rating, 130 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.

Superhost
A newly renovated historic home is set against a serene natural backdrop, featuring a large deck accessible via a wooden walkway. The exterior showcases multiple arched windows and a modern roof deck, surrounded by lush vegetation and reflected in the calm waters of the marsh.
Cottage in St. Augustine
4.9 out of 5 average rating, 178 reviews

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.

Guest favourite
Home in St. Augustine
4.89 out of 5 average rating, 9 reviews

Heated Pool, Waterfall, Fire Pit, By the Beach

Save to your wishlist, click the <3 in upper right corner! Book 2 nights, get the 3rd 30% off! >Sparkling Pool! >Pool heat for a fee ($60/day $350/wk) >Dogs OK w Fee >Serene coastal decor >Screened Outdoor Patios >Beach access a short walk or drive >Sleeps 10 comfortably >Includes separate suite for 2 >25 min to Downtown St. Augustine >Smart TVs, Fast Wifi, Cable >Keurig Coffee Maker >Washer + Dryer in unit >3 days of supplies (TP, trash bags, pods, etc)

Top Guest favourite
The view from open cabana doors reveals a sandy beach with inviting turquoise beach chairs arranged facing the ocean. A colorful umbrella and a thatched cabana roof are visible, framing the serene waters and cloudy sky beyond.
Home in St. Augustine
4.92 out of 5 average rating, 110 reviews

MARE Florida Direct Beachfront St Augustine/JAXNEW

Beachy eclectic shabby chic decor Awesome patio overlooking the beach Amazing cabana with dining table and Adirondack chairs. Chaise sun lounges Beach chairs, beach towels and umbrella for the beach Super close to night of lights downtown St Augustine that offers great restaurants, shopping and night life Ask about our snowbird specials for monthly stays. Time to get Out of the cold and on the beach:)

Popular amenities for Summer Haven holiday rentals