Holiday rentals with a pool in St. Augustine Beach

Driftmark Cabin - RV friendly, Pool + Beach!

Experience the ultimate beachside getaway at our fully renovated Airbnb, just steps away from the sun-kissed sands. This luxurious retreat offers modern comfort with a private pool and inviting hot tub, allowing you to unwind in style. The recently upgraded interior boasts premium amenities, ensuring a relaxing stay. Outside, lush turf landscaping surrounds the pool, creating an oasis of comfort. Whether you're lounging by the pool, or enjoying the beach a stone's throw away, Driftmark delivers.

St.Augustine Beach,Seaside at Anastasia,Condo

Seaside at Anastasia is directly across the street from the ocean, St. Johns pier, weekly farmers market, walk to great restaurants. Just minutes away from historical downtown Saint Augustine. Enjoy our heated pool and exercise room. This condo is a 3 bedroom, 2 bath, laundry room, full upgraded kitchen and patio with access to pool. No stairs to worry about. 1st floor Condo with parking directly in front of the unit. Handicapped parking and access to the unit is also in front of this condo.

Oceanfront Condo! Located at Pier Park!

Come stay in your own oceanfront Condo! From the moment you walk into this vacation paradise, you will experience the tranquility that comes from living directly on the beach! Located on the heart of St. Augustine Beach with direct access to the Pier Park. The Pier area offers a splash park, covered pavilion, volleyball courts and bocce courts. The Pier also offers fishing and sightseeing! This oceanfront condo is also in walking distance to swim and apparel shops, seaside restaurants and bars.

100 Feet to the Beach|Bikes|Waffles|Pools

100 feet to the beach! Imagine: sunrise coffee on your private patio, next build yourself a waffle, then build a sandcastle, surf the waves, and finally cool off in the pool. This modern beachfront condo is your launchpad for Summer fun! Whip up meals in the expansive kitchen, relax in stylish comfort, and unwind in luxurious bathrooms. Drive to charming Old Town (10 min) for music, shops, and history. 2 bikes! Beach gear, bites, and adventure await nearby. Unforgettable memories start here!

Beachside, Pool, Super Clean, steps 2 beach, 5star

"Our stay was perfect! The home was spotless and well appointed with everything we needed. Dominick was a great host" * Less than 500 steps to St Augustine Beach! ⛱️ * Super comfortable and meticulously clean. ✨️ * 75 steps to beautiful community pool 🏊‍♂️ * towels + beach chairs + beach cart ⛱️ * 100% cotton sheets and towels ☁️ * comfy beds and pillows, extra pillows + blankets, living room + den * Upper and lower decks. * Fully stocked kitchen * On the Golden Mile

New Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach

🌴 Featured in Good Housekeeping & Designed by HGTV-featured Builders ✨ 🏡 New 2023 Luxury Coastal Home 🛏️ 2 King Suites + 2 Queen Bedrooms 🛁 3.5 Bathrooms 💦 Private Saltwater Pool + Heated Spa/Hot Tub 🍹 Poolside Cabana & Outdoor Kitchen 🚲 Bikes, Beach chairs, Cooler & Toys included 🌿 Tropical Backyard Oasis w/ Mature Palms, Lounge Chairs, Outdoor Shower & Turf 👣 Walk 0.2 miles to the beach 🌅 Stroll 0.2 miles to Cap’s for Waterfront Sunset Dinner 🏰 10 min to Historic St. Augustine

Sunset Cove 2 - Pool - Sea Views - Walkable

Stunning new luxury 2br/2.5ba pool home with peeks of Salt Run and Anastasia State Park: * Pool Heat Available for $30 per day - Contact us after booking for details * Private pool + backyard * Parking for 3 cars * 2 king bedrooms w/ en-suite bathrooms & smart TVs w/ Netflix * 2 min drive (or 20 minute walk) to historic downtown St. Augustine * 2 min drive to the beach (Anastasia State Park) * 5 min walk to lighthouse, Alligator farm, restaurants & bars * Fully stocked and equipped kitchen

Downtown • Parking for 2 + Wraparound Porch

Historic Whitney House • Newly renovated 1,700 sq ft designer home Private driveway parking for 2 • Steps to trolley & St. George Street Gourmet kitchen, 2 en-suite bedrooms, 3 luxury baths, Starlink WiFi, wrap-around porch + sunny deck. Fitness club & pool passes included. Modern luxury in the heart of historic downtown St. Augustine. Perfect for couples or small groups seeking modern luxury, easy parking, and a walkable base right in the heart of historic downtown St. Augustine.

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.

The Flirty Flamingo St Augustine Beach 3 BR Condo

This beautiful 3 bedroom/ 2 bath condo is just steps from St. Augustine Beach. There is a view of the heated lagoon pool from the open living area, master bedroom, and large balcony. The condo is a 1 level corner unit, on the top floor with elevator access. The condo itself does not have neighbors above it and there are no stairs in the unit. It’s centrally located and walking distance to restaurants, shopping, activities, and a short drive away from downtown St. Augustine.

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!

Ocean Front Gem: Top Floor Corner Unit

Top floor, direct oceanfront, 2 bedroom, 2 bathroom corner end 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 for rent the condo immediately next door, Ocean Front Escape: https://www.airbnb.com/h/saint-augustine-oceanfrontescape. Our checkin process is contact free. We use a smart lock on the front door.