Holiday rentals with lake access in Anastasia Island

A bright and spacious living room is equipped with a comfortable gray sofa and two light blue chairs. A small dining table for four is positioned near a large window. A cozy fireplace adds warmth to the room, which is decorated in coastal-themed hues.

4.99 out of 5 average rating, 109 reviews

🌊A1A is The perfect DOSE of "VITAMIN SEA"

Amazing oasis embraced by two beautiful bodies of water. With one community NON-HEATED swimming pool & free parking. The beautiful white sandy beach is only a 3 minute walk out of the front door, & a 3 minute walk to our serene intracoastal out of the back door. Enjoy them both for a spectacular sunrise or sunset. The condo is also conveniently located close to historic downtown St. Augustine, it's only a 15 minute drive. St Augustine is full of history, great restaurants, shops, & nightlife.

Guest favourite

A single-story home is framed by lush greenery and vibrant pink flowers. A palm tree stands prominently in the front yard, while the driveway leads to a single-car garage. Large windows allow natural light to fill the interior space.

4.94 out of 5 average rating, 111 reviews

BYO Boat, Kayak, Golf Cart, RV

This special place is close to everything & easy to plan your visit to historic downtown or miles of sandy beaches. Located in St. Aug. South with waterfront access to the ICW & waterfront park. Fenced 3/2 can accommodate 12, with use of the OUTDOOR Lanai and air mattress, otherwise 2 king beds and bunk room are available indoors. Plenty of space to park the RV to add extra beds (no hook-ups). Bring your own boat, jet ski, kayak, paddleboard, bikes & golf cart to explore this FL paradise.

The exterior of the unit features a light-colored building with large glass doors, providing access to the space. A small patio area is visible, and palm trees frame the surroundings. The structure is two stories tall, with clean lines and a welcoming appearance.

4.95 out of 5 average rating, 180 reviews

Anastasia Steps to Downtown - MCM - Island Home #B

Nestled in a serene residential area, this home offers a tranquil escape just a stroll across the Bridge of Lions to downtown. Enjoy convenient access, with various restaurants, shopping, and nightlife on A1A within a block. Ideal for large families, friends, or couples, the clean, modern space invites relaxation. Explore nearby attractions like miniature golf and the Alligator Farm and more. Leave the vehicle behind and enjoy an stress-free stroll to downtown, avoiding parking issues.

A screened-in balcony offers views of the lush greenery and marshlands beyond. Colorful cushions adorn a comfortable seating area, while a small wooden table sits centrally. Natural light fills the space, creating a peaceful atmosphere for relaxation.

4.99 out of 5 average rating, 120 reviews

Riverfront direct views-Get it ALL in St Augustine

Do not compromise-Just get it all! This is the hidden gem you were waiting to find. Only a few minutes from historic downtown and the area's best beaches, The Conquistador offers 3 swimming pools, tennis, tennis/pickleball courts, trails, a fishing pier, playgrounds, BBQ area, pavilion and plenty of space to roam and relax under the amazing Oak canopy. The beach or Downtown a mere 12 minute drive. Stay in your very private condo and enjoy the gorgeous views of the Manatee River.

Guest favourite

A light-filled living area showcases a comfortable seating arrangement, featuring two red armchairs facing a coffee table. Large sliding glass doors provide a view of the ocean and lead to a private balcony. A flat-screen TV is mounted on the wall, enhancing the relaxed decor.

4.89 out of 5 average rating, 201 reviews

Peerless on the Pier

Newly renovated ocean front condo 2 bed/2.5 bath townhouse (2 story) Enjoy the views from the balcony offering a great place to enjoy your coffee in the morning, and watch the sunrise and the sound of the waves. The condo is walking distance to local restaurants and the St.Augustine beach pier. This is the closest condo on St. Augustine Beach to the downtown historic district. NO SMOKING 🚭 NO PETS. The unit is located on the second floor of the building. There is no elevator.

A comfortable living area is highlighted by a textured armchair and a sleek coffee table. A large flat-screen TV is mounted on the wall above a stylish cabinet, while sliding glass doors provide access to the balcony, allowing natural light to fill the space.

4.95 out of 5 average rating, 140 reviews

Bring the boat! 2 Bedroom Steps from the Beach

Newly renovated 2 bedroom 2 bath condo for your dream getaway. Boat storage and ramp available. This is a 2nd floor unit just steps to the beautiful Crescent Beach, Matanzas Inlet, pool, tennis and pickleball courts. Enjoy the sunset from the balcony with a peek view of the inlet. Just bring your swimsuit. Condo includes beach towels, chairs, boogie and skim boards, pickeball and tennis rackets,. You'll be just a short drive from historic St. Augustine with it's many attractions.

A bright living room features a comfortable brown sofa, two armchairs, and a coffee table positioned on a light area rug. Natural light fills the space through sliding glass doors leading to the outside. A tall plant in the corner adds a touch of greenery, enhancing the inviting ambiance.

4.96 out of 5 average rating, 103 reviews

Beautiful home by the Bridge of Lions

Welcome to Casa Sunshine B! Charming home with 2 beds, 2 baths just by historic downtown and near stunning beaches. Fully stocked for cooking, sleeping, laundry & kids' fun. Enjoy beach gear and games, board and mini arcade games for those chill days. Explore historic landmarks, dining, & nightlife, all within walking distance. Unwind in the spacious comfy bedrooms with ample sleeping. Ideal for families or small groups. You'll for sure enjoy a memorable St. Augustine stay!

An outdoor deck features a large dining table with a lantern at the center, surrounded by comfortable seating options. Lush greenery, including palms and large leaves, frames the view of the tranquil Lake Maria Sanchez, providing a peaceful setting for gatherings.

4.99 out of 5 average rating, 129 reviews

Lakeside Retreat |Private Pool| 8min walk Downtown

Welcome to the historical Lakeside Retreat located in the heart of the eclectic Lincolnville neighborhood of Downtown St. Augustine - Effortlessly explore the Oldest City with a quick 8min walk into the Historical Downtown for all the top historic sights, hottest bars & restaurants. 3 bedroom, 2 bathroom layout with a private, fully fenced front yard w/ sparkling clean, heated pool - Backyard is fully fenced overlooking the tranquil Lake Maria Sanchez.

Guest suite in St. Augustine

A clear view of a sandy beach stretches toward the gentle waves, with a vibrant blue sky above. Soft clouds float across the horizon, while grasses line the path leading to the shoreline, inviting relaxation and leisure.

4.99 out of 5 average rating, 251 reviews

Vilano Beach Retreat- 2 minute walk to beach

Tucked away off the main road, in Vilano Beach, this peaceful retreat is across the street from the beach, not beachfront. Enjoy privacy and beauty. Beach access, 2 min walk across coastal highway. Bring a hammock to hang out in our yard under the tree. Don’t have one? We can provide one. Need to work? There is a separate area to focus on what you need. In addition to the ocean across the street, we are a few blocks from amazing sunsets on the river.

Apartment in St. Augustine Beach

A balcony table is set for two, featuring white plates and cups, with expansive ocean views. Lush greenery and sandy beach can be seen in the distance under a clear blue sky, creating a serene and inviting outdoor space.

4.98 out of 5 average rating, 242 reviews

Ocean Front Gem: Top Floor Corner Unit

Top floor, direct ocean front, 2 bedroom, 2 bathroom corner unit condo with elevator and unobstructed beach views from both bedrooms, living room, dining room, kitchen and private balcony in beautiful St Augustine Ocean and Racquet Resort. We also offer the condo immediately next door for rent, Ocean Front Escape: https://www.airbnb.com/h/saint-augustine-oceanfrontescape. Our checkin process is contact free. We use a Nest lock on the front door.