Holiday rentals with a pool in St. Augustine

Historic St. Augustine 2/1 Cottage & Heated Pool

About this space: Welcome to this poolside cottage located in Historic St. Augustine. This cottage is close and within walking distance to all the fun downtown has to offer. It is also a short drive to the beaches! This cottage has 2 bedrooms and 1 full bathroom, living room, kitchen and direct access to the pool. This space: This is a detached cottage located behind the main house Guest access: Keyless code entry Other things to note: Please keep in mind that the pool is a shared space :)

St Augustine Beach, comfy condo

Relax on the beach or unwind at the pools. Close to shopping and restaurants. 15 min drive to historic downtown. Perfect for families, couples, friends, solo travelers. You're an 8 minute walk on property to beach with beach chairs, umbrella, and a beach mat. Fully equipped kitchen, free WiFi, 2 pools (one heated), fitness room, full size washer/dryer in unit, Smart TV, pet friendly 1 Dog Only, $50 cash reg fee plus a flat $15 Pet Fee for those bringing a dog **Strictly NON-SMOKING**

Walk to Beach! Heated Pool•Boat Parking•EV Charger

This 2022-built luxury home is steps from the beach! It’s the ultimate basecamp for families, beach-goers, and boaters who want a stress-free getaway. 💧Heated Saltwater Pool: With an outdoor dining area 🏖️Location: A 4-minute walk to the fine-grain sand of Crescent Beach 🛏️ 2 Master Suites: This 4BR layout features two primary suites with private baths ⛵️ Boat Parking: Bring your boat or jetski . The Green Road Boat Ramp is 0.5 miles south 🔌Tesla EV Charging: Included in your stay

Sheepdog Hideway - on Anastasia Island near Amp!

Awesome, private guest suite located on Anastasia Island near the St Augustine Amphitheater! Walking distance to Anastasia State Park! Enjoy staying on the island without all the hustle of a hotel. We have beach cruiser bikes available for use! We are 1.5 miles from the closest public beach access and a 3 mile bike ride to downtown St Augustine! Update for COVID-19 pandemic: We will be spraying all hard surfaces with EPA-approved sanitizer to do our best to make sure surfaces are safe.

Luxury Downtown • Gourmet Kitchen • STEPS 2 DTWN !

Off Street Parking 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet! Luxury 3-BR Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury bath. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.

Beach Condo, Pools, Bikes, Short Walk to Beach

Relax and unwind at our beautiful beach getaway. This one bedroom condo is located close to all St. Augustine has to offer. You can walk to the beach or take a quick drive to historic downtown. Ocean Village Club is a gated complex that has private beach access just a seven minute walk from your door, two swimming pools, tennis courts, grilling area, and free parking. This second floor unit is light and airy, immaculate, and beautifully decorated. We are family owned and operated.

Apartment 207

Gated Golf Resort | Private Balcony | Scenic Views | 800 Sq Ft. | Self Check in with Lock Box in main foyer of building. Whether you’re planning to perfect your golf game, learn all about historic St. Augustine or have a much-needed spa day, this condo has everything you need—from amenities to location—for avid golfers, history buffs and relaxation seekers. Working from home!? The space is equipped with High Speed (500 mb) WiFi! Relax and watch a movie on 60 inch Smart TV.

Florida Breeze |Pool & Jacuzzi| 2-min walk to BCH

Floridian-style beach home located two-min walk to quiet, secluded Vilano Beach access. Two-story, 4 bedroom, 2.5 bathroom layout with private, fully-fenced backyard with new custom heated pool & jacuzzi. Located on a quiet street in the Vilano neighborhood, our home is perfect for Florida beach vacation. Enjoy grilling out in the backyard, ping pong, corn hole, and lounging around the pool or beach all day! 12-min drive into Historical Downtown St. Augustine. Pet-Friendly.

Pool home oasis steps to ocean

Cottage style home with comfortable porches to enjoy sound of ocean waves breaking on the front and back porches. Pool in the back yard (heated by request for $50 per day) cookshed, fenced with lush trees and woods to the east. The inside looks large with high wood ceilings and multiple windows and glass doors to the beautiful pool area. Located on a dead end street in a family neighborhood with 5 star restaurants nearby. Fifteen minute drive to downtown St. Augustine.

Beautiful Beachside Vacation Home W/ Amenities

HEATED POOL This beautiful Beachside vacation home appeals to a wide variety of people ensuring the perfect vacations stay. From its modern interior to, its exterior filled with activities like the pool, beach access, ping pong, cornhole, and more; it can keep everyone entertained from adults to children. Only being a 7 min. Drive from Downtown St. Augustine, you can make sure you you experience all this town has to offer without getting too far from home base.

The Gatsby Mansion/Heated Pool/Heart of Town

Relax and experience 100 year-old “Classic meets Chic modern” architecture and design! Come enjoy lifetime memories with your family and friends in the heart of downtown Saint Augustine. Short walking distance to the heart of it all. >Pool! >Pool Heat available for $25 per day - Please inquire for terms and conditions >Mini golf course, corn hole, and **Wedding/Bach Groups please see additional information in other things to note section**

>•< Resort Style Retreat >•<

🌴 Welcome to our cozy and stylish 1-bedroom, 1-bath apartment in beautiful Saint Augustine, Florida. Perfect for couples or solo travelers 💕, this peaceful retreat is nestled near the Intracoastal Waterway 🌊 and features a private balcony with scenic views 🌅. Just minutes from the beach 🏖️, historic downtown 🏰, and local dining 🍽️, it’s the perfect blend of relaxation and coastal charm ✨