Vacation rentals

St. Augustine vacation homes

Every First Choice Florida rental in St. Augustine, from beachfront condos to pet-friendly homes. Live availability and rates on each one.

Beach houses, downtown condos, and family-sized rentals , why repeat visitors switch from hotels to vacation rentals.

Vacation Rentals in St. Augustine

Beach houses, downtown condos, and family-sized rentals , why repeat visitors switch from hotels to vacation rentals.

Vacation rentals are the lodging category that grew the most in St. Augustine over the past decade. The historic district has dozens of cottage rentals, the beach communities have entire neighborhoods of vacation homes, and the price point sits between a hotel room and what you’d pay for a multi-bedroom condo elsewhere in Florida.

First-time visitors usually book hotels. Repeat visitors usually switch to vacation rentals , more space, kitchens, washer/dryers, often pools, almost always cheaper per-person for groups of four or more. The tradeoff is no front desk and no daily housekeeping.

Locally-owned operators handle most of the inventory. The major booking platforms have everything, but many of the best-reviewed properties are also listable through First Choice Florida, a regional management company with a curated portfolio across St. Augustine, Vilano Beach, Crescent Beach, and Anastasia Island.

Booked Directly on SATG. No Third-Party Redirects. Every vacation rental on this page is bookable through our integrated booking flow , real dates, real availability, instant confirmation.

What to Know

Where to Look

St. Augustine Beach and Crescent Beach concentrate the larger family-sized homes. Anastasia Island has condos with pools. Downtown has small historic cottages and apartments. Vilano sits between beach and bay and has a quieter mix.

What's Included

Most rentals come with linens, towels, and basic kitchen supplies. Some boutique properties expect you to bring your own , read the listing carefully.

Cleaning Fees

Cleaning fees vary widely. Always check the total nightly rate after fees before booking , what looks like a $180 rental can easily land at $260 with cleaning and service.

Sunday-to-Sunday

Beach-side rentals often run Saturday-to-Saturday or Sunday-to-Sunday in peak season (June-August). Mid-season and off-season are more flexible.

Beach Gear

Some rentals include beach chairs and umbrellas. If yours doesn’t, the local rental operators (see Beach Equipment Rental) deliver gear straight to your door.

Pet-Friendly

A growing number of rentals welcome dogs. Filter early , pet-friendly inventory is a smaller subset and books fast.

Related Categories

72 rentals in St. Augustine

A Peace of Paradise A Peace of Paradise 5 bd · 5.5 ba Check Availability & Rates Among the Oaks Among the Oaks 2 bd · 2 ba Check Availability & Rates Anastasia Condos #104 Anastasia Condos #104 2 bd · 2 ba Check Availability & Rates Anastasia Condos #214 Anastasia Condos #214 2 bd · 2 ba Check Availability & Rates Anastasia Condos #407 Anastasia Condos #407 3 bd · 2 ba Check Availability & Rates Anastasia Condos #702 Anastasia Condos #702 2 bd · 2 ba Check Availability & Rates Athena by the Sea Athena by the Sea 3 bd · 2 ba Check Availability & Rates Atlantic Bliss Atlantic Bliss 5 bd · 3.5 ba Check Availability & Rates Barefoot Beach Cottage Barefoot Beach Cottage 1 bd · 1 ba Check Availability & Rates Beach Haven Beach Haven 3 bd · 2.5 ba Check Availability & Rates Beach Therapy Beach Therapy 3 bd · 2 ba Check Availability & Rates Beacher's Lodge 202 Beacher's Lodge 202 1 bd · 1 ba Check Availability & Rates Beacher's Lodge 232 Beacher's Lodge 232 1 bd · 1 ba Check Availability & Rates Beachfront Bliss - #126 Beachfront Bliss - #126 1 bd · 1 ba Check Availability & Rates Beachside Bungalow Beachside Bungalow 2 bd · 1.5 ba Check Availability & Rates Blue Ocean Blue Ocean 2 bd · 1.5 ba Check Availability & Rates Captains Quarters 112 Captains Quarters 112 3 bd · 2 ba Check Availability & Rates Carpe Diem Carpe Diem 4 bd · 4.5 ba Check Availability & Rates Casa de' San Marco Casa de' San Marco 2 bd · 1 ba Check Availability & Rates Casita 1860 Casita 1860 1 bd · 1 ba Check Availability & Rates Circa 1900 Circa 1900 3 bd · 2 ba Check Availability & Rates Coastal Bliss Coastal Bliss 4 bd · 3.5 ba Check Availability & Rates Coastal Cottage A Coastal Cottage A 2 bd · 1.5 ba Check Availability & Rates Coastal Cottage B Coastal Cottage B 2 bd · 1.5 ba Check Availability & Rates Coastal Village Retreat Coastal Village Retreat 3 bd · 2 ba Check Availability & Rates CoCo's Beach Cottage CoCo's Beach Cottage 3 bd · 2.5 ba Check Availability & Rates Colony Reef 3101 Colony Reef 3101 3 bd · 2 ba Check Availability & Rates Creston House 11E Creston House 11E 3 bd · 2 ba Check Availability & Rates Endless Summer Endless Summer 4 bd · 4.5 ba Check Availability & Rates Fanta Sea Fanta Sea 3 bd · 2.5 ba Check Availability & Rates Hibiscus I-201 Hibiscus I-201 2 bd · 2 ba Check Availability & Rates Island Charm Island Charm 2 bd · 2 ba Check Availability & Rates Island Retreat - Unit A Island Retreat - Unit A 3 bd · 2 ba Check Availability & Rates Island Retreat - Unit B Island Retreat - Unit B · 1 ba Check Availability & Rates Island Retreat - Unit C Island Retreat - Unit C 3 bd · 2 ba Check Availability & Rates Island Retreat - Unit D Island Retreat - Unit D 2 bd · 2 ba Check Availability & Rates Island South Condominium #18 Island South Condominium #18 2 bd · 2 ba Check Availability & Rates Island Time Island Time 3 bd · 3 ba Check Availability & Rates Laughing Gull Cottage Laughing Gull Cottage 2 bd · 1 ba Check Availability & Rates Ocean and Racquet 8304 Ocean and Racquet 8304 2 bd · 2 ba Check Availability & Rates Ocean Oasis Ocean Oasis 3 bd · 2.5 ba Check Availability & Rates Ocean Sunrise Ocean Sunrise 5 bd · 3 ba Check Availability & Rates Ocean Village Club M-15 Ocean Village Club M-15 1 bd · 1 ba Check Availability & Rates Pier Point South #9 Pier Point South #9 2 bd · 2.5 ba Check Availability & Rates Purple Pelican Purple Pelican 4 bd · 3.5 ba Check Availability & Rates Quail Hollow - B5-1TH Quail Hollow - B5-1TH 3 bd · 2.5 ba Check Availability & Rates Salty Biscuit Salty Biscuit 3 bd · 3 ba Check Availability & Rates Sand Dollar 4-105 Sand Dollar 4-105 3 bd · 2 ba Check Availability & Rates Sea Matanzas #4 Sea Matanzas #4 2 bd · 2 ba Check Availability & Rates Sea Matanzas #5 Sea Matanzas #5 2 bd · 2 ba Check Availability & Rates Sea Matanzas #6 Sea Matanzas #6 2 bd · 2 ba Check Availability & Rates Sea Matanzas #8 Sea Matanzas #8 2 bd · 2 ba Check Availability & Rates Sea Matanzas #9 Sea Matanzas #9 2 bd · 2 ba Check Availability & Rates Sea Place #14245 Sea Place #14245 2 bd · 2.5 ba Check Availability & Rates Sea Ray Shores #302 Sea Ray Shores #302 3 bd · 2 ba Check Availability & Rates Sea Winds #6 Sea Winds #6 2 bd · 2.5 ba Check Availability & Rates Sea Winds #74 Sea Winds #74 2 bd · 2 ba Check Availability & Rates Sea Winds #75 Sea Winds #75 2 bd · 2 ba Check Availability & Rates Seahorse Cottage Seahorse Cottage 2 bd · 1 ba Check Availability & Rates Seaside at Anastasia C301 Seaside at Anastasia C301 3 bd · 2 ba Check Availability & Rates Seaside at Anastasia G306 Seaside at Anastasia G306 3 bd · 2 ba Check Availability & Rates Seawatch 2B Seawatch 2B 2 bd · 2 ba Check Availability & Rates Serenity by the Sea Serenity by the Sea 2 bd · 2.5 ba Check Availability & Rates Spanish Trace #241 Spanish Trace #241 2 bd · 2 ba Check Availability & Rates Spanish Trace #350 Spanish Trace #350 2 bd · 2 ba Check Availability & Rates Sugar Sand Villa - A (down) Sugar Sand Villa - A (down) 2 bd · 1 ba Check Availability & Rates Sugar Sand Villa - B (up) Sugar Sand Villa - B (up) 2 bd · 1 ba Check Availability & Rates Summerhouse 102 Summerhouse 102 2 bd · 2.5 ba Check Availability & Rates Summerhouse 307 Summerhouse 307 2 bd · 2 ba Check Availability & Rates Tarpon Run - 35 Tarpon Run - 35 3 bd · 2.5 ba Check Availability & Rates Tiki Hut Tiki Hut 2 bd · 1.5 ba Check Availability & Rates Villas of Ocean Gate #341 Villas of Ocean Gate #341 4 bd · 3 ba Check Availability & Rates

Rentals are managed and booked by First Choice Florida. Prices and availability are live on their site; we may earn a referral.