Holiday rentals 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
An expansive backyard features a refreshing saltwater pool and a hot tub, surrounded by lush turf landscaping. A two-story building with a wooden staircase overlooks the serene outdoor space, framed by palm trees and vibrant plants. Lounge chairs are positioned nearby for relaxation.
Home in St. Augustine
4.98 out of 5 average rating, 120 reviews

Driftmark Cabin - RV friendly, Pool + Beach!

Experience the ultimate beachside getaway at our fully renovated Airbnb, just steps away from the sun-kissed sands. This luxurious retreat offers modern comfort with a private pool and inviting hot tub, allowing you to unwind in style. The recently upgraded interior boasts premium amenities, ensuring a relaxing stay. Outside, lush turf landscaping surrounds the pool, creating an oasis of comfort. Whether you're lounging by the pool, or enjoying the beach a stone's throw away, Driftmark delivers.

Superhost
Villa in St. Augustine
5 out of 5 average rating, 4 reviews

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

Guest favourite
Two colorful folding chairs are positioned on a small wooden deck, facing a large glass door that provides access to the tiny house. A bottle and glasses are placed on the deck, inviting relaxation in a charming outdoor setting.
Tiny home in St. Augustine
4.79 out of 5 average rating, 106 reviews

H2O Weekender

The H2O Weekender is the ultimate beach teeny tiny 120 sq ft house equipped with modest amenities. An adventurous pair will enjoy the H2O glamping experience. Opt for the secluded Crescent Beach to the East or the Atlantic Intracoastal H2Oway to the West, a perfect spot to drop-in a H2O craft or sea a spectacular sunset via the Green Street boat ramp. Upon booking the H2O Weekender a 5.0% Tourist Development Tax will be collected in addition to your booking rate imposed by St. Johns County.

Top guest favourite
A panoramic view of a beach scene at sunset, featuring vibrant clouds in shades of pink, orange, and purple. The sun dips below the horizon, reflecting off the water's surface. Grassy dunes are visible in the foreground, framing the tranquil scene.
Guest suite in St. Augustine
5 out of 5 average rating, 317 reviews

Entire guest suite short walk to beach.

Enjoy exploring beautiful, historical St. Augustine then kick back and take it easy at this private, quiet beach retreat within a short walk to the beach. Separate keyless entry allows for self check-in. Queen size bed, fully furnished, with amenities including a Keurig coffee maker, iron, hair dryer, beach cruiser bicycles, beach chairs, towels, umbrella and gas grill for cooking out. Flat screen TVs in both the living room and bedroom with Netflix and Amazon Prime included and Free WiFi

Top guest favourite
The living room features a sliding glass door that provides a direct view of the beach. A comfortable sofa is positioned near a coffee table, while a side table and chair complement the seating arrangement. Natural light brightens the space, enhancing coastal decor.
Apartment in St. Augustine
4.98 out of 5 average rating, 124 reviews

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

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
4.93 out of 5 average rating, 192 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.

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
4.91 out of 5 average rating, 58 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.

Top guest favourite
A spacious balcony overlooks a sandy beach and the ocean, where gentle waves meet the shore. Palm trees are visible in the foreground, providing a tropical backdrop. Beachgoers can be seen enjoying the sun and surf under clear blue skies.
Apartment in St. Augustine
4.94 out of 5 average rating, 139 reviews

Summerhouse - Direct Oceanfront Corner Unit

Newly Renovated & Updated Direct Oceanfront Corner Unit With Miles of White Sandy Beaches Directly Accessible Right Outside! UNBELIEVABLE VIEWS! Freshly repainted! New: High-End Memory Foam Mattresses! Capri swivel gliders in living room, so comfy and amazing views from every seat! 65" & 2x 50" 4K Smart TV's! High-End Berlin Gardens Patio Furniture! Decorations, Linens and Towels! Amazing Female-Owned, Local Cleaning Service, Well-Paid & Very Thorough, Disinfected Throughout!

Top guest favourite
A wooden walkway leads from a grassy area to the sandy beach, flanked by two benches on either side. The beach is visible in the distance, with gentle waves and a clear blue sky above.
Home in St. Augustine
4.96 out of 5 average rating, 272 reviews

St Augustine Beachside Home - Walk to Beach

Time to Relax at our St Augustine canal front getaway! Great family destination just 15 min. to Historic Downtown St Augustine. Neighborhood features PRIVATE Beach Access with a less than 10 minute . walk, depending on pace, to the Beach. Boating and Fishing at your Fingertips with private, over-the-water dock and ramp to floating dock where you can tie up your own boat/kayak/jet skis. The perfect end to your beachside dream day will be watching the sunset while on your private dock.

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, 121 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
Home in St. Augustine
5 out of 5 average rating, 3 reviews

The Inlet at Summer Haven

This two-bedroom two-bath home is a short walk from the backyard to the ocean and a few minutes from the Matanzas River inlet and St Augustine beach on Summer Heaven. You will be exposed to world-class fishing, golf, water sports, kite surfing, and much more from this home. Indulge yourself with some coffee or tea and a short walk to the beach to feel the cool morning sand on your toes and experience the peacefulness of a sunrise on the beach to start your day.

Guest favourite
A cozy living space features a plush couch and armchair, set on a textured rug. A modern kitchenette is visible, equipped with cabinets and appliances. Large windows allow natural light to fill the room, complemented by curtains that gently frame the view.
Flat in Palm Coast
4.94 out of 5 average rating, 109 reviews

Oceanview Paradise Hammock Beach_King Bed

Escape to a world of luxury and tranquility at our oceanfront condo, located just moments from St Augustine and Daytona Beach. with panoramic views of the Atlantic Ocean and the promise of magnificent sunrises each day. From king bed to a mini kitchen perfect for light meals and fast wifi. Whether you're seeking the rush of adrenaline or the tranquility of serenity, our condo offers an endless array of possibilities to fulfill your every desire.

Popular amenities for Summer Haven holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. St. Johns County
  5. Summer Haven