Explore Sunny Florida

38 vacation homes  

$118-610/night

Bay Breeze Bungalow

3 Bedrooms • 2 Baths • Sleeps 1-8
Allows pets Internet Near Ocean Downtown
Location Location Location! Nestled in a serene residential street on the beautiful Anastasia Island, our charming bungalow offers the perfect blend of tranquility and convenience. This centrally located gem is just a mile from the iconic Bridge of Lions, the gateway to the historic old town of St. Augustine, and within reach of all the island's exciting attractions.

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$97-675/night

Beachfront Community Sunny Walk to Ocean Pool Spa

2 Bedrooms • 2 Baths • Sleeps 1-6
Allows pets Internet Hot Tub

Stay beachside and soak up the sun at this beautiful coastal condo! Just a short walking distance to the ocean w/ beach, community pool, hot tub, and tennis court access. After a fun filled day in the sun, retreat to this costal haven and sit on the balcony to watch the sunset or take a short drive to Downton St. Augustine and explore what the oldest city in America has to offer. Discover rich history at the fort Castillo de San Marcos and the Lighthouse or indulge in some local cuisine.


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$79-698/night

Beachfront Condo Great Sunset View Oceanfront Pool

1 Bedroom • 1 Bath • Sleeps 1-4
Allows pets Internet Oceanfront
Enjoy long-range sunset views from your balcony! Be the first in the ocean every day, soak up the sun, or lounge by the oceanfront pool with soothing waves crashing in the background. Retreat every night to your stylish condo w/ coastal decor, an open concept living area, king size bed and ensuite bathroom. Smell the crisp ocean air from the 6th floor balcony while you reflect on a relaxing, fun day. Located near top attractions and unit has view of river

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$500-1,400/night

Beachfront Resort Steps to Ocean Private Pool Golf

4 Bedrooms • 5 Baths (4 full, 1 half) • Sleeps 1-14
Allows pets Internet Oceanfront Private Pool Hot Tub

Escape to this beachfront resort community steps away from the ocean. Your coastal getaway offers abundant relaxation, adventure, and fun. Stroll along the pristine beach or indulge in the myriad of amenities like oceanfront pool, golf close by, fitness center, and kids splash park. Kickback at your private oasis with an umbrella drink on your balcony watching the sunset or by your private pool. Amazing location close to St. Augustine’s delectable local cuisine, historic landmarks, shopping, and more.


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$275-650/night

Beachfront Vilano Sunkissed Retreat

3 Bedrooms • 4 Baths (3 full, 1 half) • Sleeps 1-8
Allows pets Internet Oceanfront
Nestled gracefully along the sandy shores, this three-story coastal retreat stands as a beacon of luxurious seaside living. Positioned mere steps from the lapping waves, it offers an unparalleled connection to the rhythm of the ocean. With three bedrooms, each boasting its own ensuite bathroom, this property epitomizes comfort, elegance, and convenience. When you open the sliders to your private balcony and feel the ocean mist on your face, you'll know your vacation has begun!

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$275-3,000/night

Beachside Pool Lighthouse Arcade Theater Firepit

5 Bedrooms • 4 Baths • Sleeps 1-14
Internet Ocean View Private Pool
Gather friends and family at your Vilano Beach Paradise! Private beach access, new pool swim spa and hot tub, lighthouse themed game room & theater, colorful coastal bedrooms, EPIC bunkbed with tube slide, firepit, and mini-golf! Most fun in St Augustine! 5 bedrooms for 14 guests. Savor cocktails at the kitchen island, enjoy FL themed loft Nintendo Switch, kayaks, and paddleboards. Smart TVs and speedy Wi-Fi. 6 minutes to Historic St. Augustine. A short walk to Publix, restaurants, & shops.

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$145-350/night

Blue Crescent Beach Retreat

2 Bedrooms • 2 Baths (1 full, 1 half) • Sleeps 1-5
Allows pets Accessible Internet Near Ocean
The home features a private, enclosed back patio where you can relax with your favorite beverage and delicious snacks and soak up the Florida sunshine after a splendid day at the beach. Spread out comfortably on the sectional and binge-watch a favorite series on the smart TV. Or gather around the dining table for some board game action. The kitchen is fully equipped with all the essentials needed to prepare meals. Both bedrooms are located upstairs. Located .6 miles from public beach access.

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$89-444/night

Casa Nueve Close to Downtown St. Augustine

4 Bedrooms • 2 Baths • Sleeps 1-9
Allows pets Internet
St. Augustine Nights of Lights Celebration Happening now through January 26th 2025! Designed with large groups in mind, ‘Casa Nueve’ is the ideal vacation rental for St. Augustine travelers who desire comfort and privacy. The 4-bedroom, 2-bathroom interior boasts modern accents, custom artwork, and pops of bold Spanish decor, while the fenced backyard offers a spot to enjoy meals fresh off the grill. Stay less than 4-miles from the robust Historic District, home to Ponce de Leon's Fountain of Youth, Old Jail, ghost tours, and the Castillo de San Marcos National Monument!

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$88-437/night

Coastal Canal Cottage

3 Bedrooms • 2 Baths • Sleeps 1-6
Internet Fireplace
Welcome to this inviting canal-front home, a serene escape designed for relaxation and waterfront enjoymen with its own boat lift and private dock. With three spacious bedrooms and two well-appointed bathrooms, this coastal-inspired property blends charm and functionality. Step into an open-concept living area that seamlessly integrates the kitchen and living room, creating the perfect space for entertaining and everyday living.

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$145-325/night

Cottage by the Sea - Pet Friendly

3 Bedrooms • 2 Baths • Sleeps 1-6
Allows pets Internet Near Ocean
Welcome to our lovely Treasure Beach Escape! This home is perfect for families or couples looking to escape to St. Augustine for so much-needed beach time or explore the oldest city in the nation! We are only 15 minutes from the downtown historic area and only 3 minutes to the beach across the street from our community. You get to take advantage of our spacious and well-outfitted home, which is the second home that our family also enjoys. You will find everything you need to host the family!

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$125-325/night

Country Comfort FirePit, Games, BBQ All Dog Breeds

3 Bedrooms • 2 Baths • Sleeps 1-6
Allows pets Internet Firewood Provided
Welcome to your country retreat, where comfort and charm intertwine to create a haven of relaxation and warmth. As you step through the door, you're greeted by the inviting embrace of a home that allows you to relax and unwind. Prepare to be wowed by the expansive fenced backyard of this stunning property – a paradise waiting to be explored by both humans and furry friends alike. Fire up the grill, play a game of corn hole or hang out by the fire pit, all just minutes away from downtown!

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$218-889/night

Direct Beachfront Home near Downtown St. Augustine DOGS

3 Bedrooms • 2 Baths • Sleeps 1-6
Allows pets Internet Oceanfront
This oceanfront home is a serene getaway where every corner feels like it was thoughtfully designed. The house boasts expansive windows that frame breathtaking views of the rolling ocean waves, allowing natural light to pour in and inviting the soothing sounds of the sea. The refreshing ocean breeze flows effortlessly throughout, making the whole space feel open and airy. Throughout the home, personal touches reflect the love and care the owners have put into maintaining the property.

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