Holiday rentals in Summer Haven

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Top-rated holiday rentals in Summer Haven

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Villa in St. Augustine
4.88 out of 5 average rating, 8 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

Top guest favourite
The exterior view of the unit is illuminated at dusk, showcasing a two-story building with a spacious balcony. A circular fire pit is surrounded by stone seating and accent lights, creating a cozy ambiance. Lush landscaping frames the outdoor space, leading to the beach.
Guest suite in Flagler Beach
4.96 out of 5 average rating, 164 reviews

DIRECTLY on the ocean. Entire private first floor.

Recently reopened after two months undergoing major renovation! Previously had 110 very favorable reviews while with a different vacation rental company. The only non-five star ratings (a few 4 stars) of the 110 cited the "somewhat outdated" kitchen. That has been totally remedied with keen attention to the highest quality! Everything has been thought of for your enjoyment, even FREE pinball! You need to bring nothing except your enthusiasm for having a relaxing, stress-free and amazing time!!!

Top guest favourite
Bungalow in St. Augustine
4.96 out of 5 average rating, 223 reviews

Ooo Laa Laaah Pets welcome

Private, fenced in yard and private Free standing cottage in quiet neighborhood. Private, fenced in yard! Pets are welcome. Fees apply. 2 washers and dryers, internet/wifi, 2 smart TVs. All kitchen appliances. One story. The beach is a one block stroll with no major streets to cross. Keep your car at home..walk to the beach 2 minutes stroll . Downtown, St. Aug. is a 10 minute car ride. Not a condo scene. Crescent Moon cottage is in front but completely separate. Shared laundry room.

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, 208 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
A classic 43-foot Gulf Star yacht is moored in calm waters, exhibiting a spacious deck with a covered seating area. The hull is painted in a crisp white, reflecting sunlight, while nearby masts and boats frame the picturesque marina scene.
Boat in St. Augustine
4.96 out of 5 average rating, 117 reviews

Funshine - Vacation on a 43' Gulfstar Yacht

A unique, memorable place, anything but ordinary. Try living the boating lifestyle on a classic and quaint vintage 43 foot Gulf Star yacht. Only 1.2 miles to the historical St. Augustine Bayfront and less than 10 miles to many of our gorgeous beaches. This 2-bedroom 1.5 bath beauty allows you to experience a life on a live-a-board. You will vacation within a reasonable walking distance to many of the attractions in St Augustine, a winery, distillery, several museums, many restaurants.

Guest favourite
Home in St. Augustine
4.95 out of 5 average rating, 19 reviews

Living Luxe |A Luxury Oceanfront and Pool Retreat!

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!

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
An aerial view captures the beachfront property surrounded by lush landscaping. The building features multiple levels with a terracotta roof, positioned near the ocean. A serene expanse of water and a path lined with palm trees can be seen alongside the property, enhancing the coastal setting.
Flat in Palm Coast
5 out of 5 average rating, 36 reviews

Luxury top floor beachfront view

Experience luxury on the top floor in Palm Coast, FL. This beachfront gem offers breathtaking views, including spacecraft launches Enjoy 2 bedrooms with a view, 2 full baths, and premium amenities: 3 pools including one heated, tennis, pickleball, jogging paths, kayaking, fishing dock, and clubhouses. Eco-friendly with electric car charging. Ideal for relaxation or adventure, close to dining and shops. Close to historic St. Augustine. Your unforgettable coastal escape awaits!

Top guest favourite
An open-plan living area is shown, featuring a light-filled kitchen with bar stools and a dining table. A spacious couch faces a large TV, while windows provide views of a landscaped outdoor area. Natural tones and textures create a welcoming environment.
Home in Palm Coast
4.96 out of 5 average rating, 109 reviews

3 Min to Beach - Coastal Zen Escape!

When you arrive at our brand-new beach house, you’ll easily be able to kick back and unwind for a relaxing vacation. Just a quick 3-minute drive to the beach and the intercostal waterway, this home is your perfect retreat! Whether you’re planning to relax at the beach, explore the waterway, or simply take it easy, you’ll find everything you need right here. Your perfect coastal vacation starts the moment you step through the door.

Guest favourite
An open living area features a comfortable sofa facing a mounted television. A small dining table with four chairs is positioned beside a kitchenette, providing essential appliances. Shelves above the cabinet display decorative items. Natural light illuminates the space through a nearby window.
Guest suite in St. Augustine
4.82 out of 5 average rating, 17 reviews

Beach Escape for 4, 1bd 1ba, short walk to beach

Charlies Beach House is one home made up of three individual units Casa 1, Casa 2 and Casa 3. You are reserving Casa 2. It is a cute and cozy 1bd/1ba. 1 Queen bed and full bathroom. Open space with Living, Dining and a Kitchenette with a brand new two range glass cook top. There is a sofa with trundle. It opens to a full size bed and may fit two people.

Top guest favourite
A view of the inviting swimming pool area is captured, featuring a large pool and a smaller hot tub surrounded by lounge chairs. The beach stretches out beyond, meeting the calm Atlantic Ocean under a clear blue sky, with palm trees framing the scene.
Apartment in St. Augustine
4.93 out of 5 average rating, 100 reviews

B207 Entire Oceanfront Condo Steps From Pool & Bch

(B207 - "Shore Beats Work") Greetings from Coquina Condominiums where a white, sandy beach and the Atlantic Ocean are your personal playground! When you desire not just any coastal destination, but one that takes you right to the water’s edge – no obstructed views, no crowded catwalks – then you’ll want to make this your vacation home-away-from-home.

Top guest favourite
A spacious bedroom is equipped with a large bed adorned with plush, blue pillows. A sliding glass door opens to a private balcony offering a scenic view. A small seating area with two chairs is visible outside. A flat-screen TV is positioned on a dresser.
Apartment in St. Augustine
4.95 out of 5 average rating, 196 reviews

After Dune Delight, BEACH FRONT w/Fishing Pier

Oceanfront & intercoastal access Water views every room Private beach access, never too crowded Fishing dock/ benches & cleaning station Bike rack storage w/ramp walkway to the beach Tennis & Pickleball Court Pool (beach Boat-bring your boat/ramp 2 min away *addtl fees apply w/d in unit **Nights of Lights (Nov-Jan 11) Over 3 million lights!!!

Popular amenities for Summer Haven holiday rentals

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  4. St. Johns County
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