Holiday rentals in Lakeside

Beachside Ocean & Pool View- New Listing!

Experience the charm of our beachfront condo, where the ocean's waves greet you. Steps from the white, sandy beach, enjoy ocean views, sunrises, and sunsets from our balcony. Our two-story condo overlooks a large pool and ocean waves in a quiet, family-friendly area. Newly remodeled, king bedrm looks out to the beach, 2 full bathrms, & bright kitchen. Close to historic St. Augustine's exquisite dining, shopping, and the charm of historic streets. Perfect place to stay to visit Nights of Lights!

Tasteful 3/2 vacation rental

This modern and beautiful vacation home offers guest space, comfort, and luxury. The home has a 3 bedrooms 2 full bathrooms, master suite offers a private bathroom. Fully equipped kitchen, living room, and separate family room with a Q size pull out sofa. Features also include WiFi and 2 Samsung 65’ inch smart tv’s with surround sound attached to each. We do our best to make this place cozy so you can have a great and comfortable time with your family. Leather sofas include charging station.

Paradise Retreat*Vilano Beach*Sand & Ocean Breeze

Come and escape to the Florida sun and beaches at Paradise Retreat! This completely renovated home is only a few minute's walk to the beach with access to miles of tranquil, quiet stretches of beautiful sand, abundant sea seashells and a fantastic blue ocean. It is located in a quiet residential neighborhood, perfect for bike riding and evening walks under the stars. Paradise Retreat is your peaceful getaway only minutes to everything Vilano Beach and historic Saint Augustine has to offer.

Updated Cottage in Heart of Town / Park & Walk

Located in the Historic Abbott District of St Augustine, Florida in the heart of it all. Walk to everything, you will never need your car! This 2-bedroom cottage has all the historic charm was lovingly updated with an open floor plan is beautifully decorated and tastefully furnished. Enjoy a five-minute walk through the neighborhood to famed Castillo De San Marcos (the fort) and Historic St. George Street in the ancient “Colonial Quarter”. Extremely clean, and well-maintained.

Newly renovated! Steps to BEACH & POOL!

Our little slice of paradise is situated in the heart of St. Augustine Beach right on A1A Beach Blvd. Our unit, recently renovated, is just steps from the beach and closest building to the pool! 2 outdoor pools (1 heated in winter), 5 hot tubs & tennis courts. Perfect location to enjoy our beautiful beaches & all that Anastasia Island has to offer! Historic St. Augustine is less than 7 miles away. Unit is equipped with everything you need for a perfect beach vacation!

WOW* Beach* Pool* Golf Bungalow!

The perfect island getaway. Located within the Omni resort, and newly remodeled with a bright and airy boho theme, this spacious retreat is a place of pure peace. Within steps of two community pools, on-site golf course, and private beach - which is less than a half a mile away. Completely remodeled and sparkling clean. Beautiful, fully stock kitchen with two bedrooms, two full bathrooms and a warm, comfortable living room with a large TV and electric fireplace.

The Place to Bee. Make your memory with us!

The Place to be🐝 St.Augustine and this condo! Our location is perfect any time of the year. One of kind condo experience: a setting which is a short walk to the beautiful flat beaches or free parking next to the pier. All your beach needs: umbrella,towels, beach chairs...and a beach cart! As a fellow vacationer explains: it’s the 🐝hive to begin your exploration of the most ancient city in America! So many adventures if you choose to partake or not🦄

Crescent Cove at St. Augustine

Escape to this charming townhome for an unforgettable beach getaway near Crescent and St. Augustine beaches! Discover the perfect retreat with its inviting ambiance and convenient location, just a short drive away from the historic downtown. Relax in the hammock in the serene backyard, take a leisurely stroll to the beach via the walkway across A1A, or explore the nearby Fort Matanzas National Monument. Your dream vacation awaits!

Perfect location 2 Bedroom Private Hot Tub

Couples retreat, grill out in your own private courtyard while listening to the relaxing water fountain. “Wine” down and watch the sunset. Private brand new 4 person hot tub. Beautiful courtyard night lighting. 0.5 miles walking distance to the bridge of lions and historic downtown. Off-street parking. Food bars and fun within 300 feet location is directly off the downtown boulevard entrance. Special requests are available.