St. Augustine Florida Vacation Rentals, Hotels & Resorts

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We have partnered with a major provider for Vacation Rentals by Owner, directly through Vacation Places To Stay. There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to St. Augustine, FL. Browse hundreds of Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer.

Hayley's Hideaway: St. Augustine Cottage - Family Friendly - Close to Downtown!

St. Augustine Private vacation home - 5.0 5.0 Star Review

Come on in! Our home is a remodeled 1920\'s cottage with the perfect balance of historic charm and modern comforts. Located in a residential neighborhood just minutes from downtown you will truly get a feel of what it is to live like a local in our city!

The main cottage is spacious with 1500 sq ft of living area and plenty of space to rela.......read more

3 Bedroom(s)
Sleeps 9
Private vacation home

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Salt Run Hideaway(Unit B) at Downtown St Augustine

St. Augustine Private vacation home


Located just over The Bridge of Lions from historic St. Augustine on Anastasia Island, you\'ll love that you can walk to some of St. Augustine\'s best local restaurants and bars (The Blackfly, O\'Steen\'s, Osprey Tacos, and more--all just 0.1 miles away). You\'re also only a 0.6 mile walk to historic downtown St. Augustine and 3 mile bike ride .......read more

2 Bedroom(s)
Sleeps 4
Private vacation home

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Ground Floor Oceanfront Home w/ Private Beach Access, Free WiFi, and Shared Pool

St. Augustine Condo - 4.81818 4.8 Star Review

Seawinds Unit #58

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'

Featuring a furnished patio, a gas grill, and lots of on-site amenities that include a shaded community pool, a shared tennis court, and even private beach access, this home is go.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Island House B107, Ocean View, 2 Bedrooms, Pool, Tennis, Sleeps 6

St. Augustine Condo - 3.66667 3.7 Star Review

An ocean-view unit that sleeps 6 with the most convenient location in the resort condominium complex! Less than a 30 second walk to the clubhouse and private beach access, and one of the closest units to the pool! Parking is just outside your door and it’s no distance at all to the gorgeous white sand beach. Island House B107 is the ideal condo fo.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Watch the SUNRISE and SUNSET - House w/Spectacular Ocean Views from Living area, Bedrooms, 3 Decks

St. Augustine Private vacation home - 4.6875 4.7 Star Review

Book now for Nights of Lights (November 19 - January 31)!
We help make the most of your vacation by providing Free Admission to some of the area\'s top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination!


Watch the ocean waves roar up the beach all day at Sunshine Daydream, pe.......read more

5 Bedroom(s)
Sleeps 12
Private vacation home

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Pet Friendly-Fenced Backyard-Oyster Creek Retreat

St. Augustine Private vacation home

Romantic Getaway, Getaway with friends or for a Business Trip - Pet friendly. Recently renovated home with comfy queen size beds in both bedrooms- Bonus Sitting Room/office in Loft off of Master Bedroom. Comfy sofa and chairs in Living Room with 65" HD Smart television with local stations, Peacock TV Premium (for streaming thousands of TV series an.......read more

2 Bedroom(s)
Sleeps 4
Private vacation home

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Stylish Condo with Balcony | Walk to Private Beach & Sparkling Pools

St. Augustine Condo - 1.0 1.0 Star Review

Ocean Village Club L31

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'

Take in garden views on the balcony of your coastal-cool 2BR/2BA condo. Located in the gated community of Ocean Village Club with a prime location on the east side of the A1A.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Walk to St. Augustine Beach in 5 minutes!

St. Augustine Apartment

Walk to the beach from this newly renovated two-story townhome unit in St. Augustine Beach! Pura Vida was completely renovated at the beginning of 2022 and is now ready to be enjoyed by vacationers, professionals working remotely or anyone else looking for a great place to call home for a few months. Pura Vida is centrally located so you\'ll have c.......read more

3 Bedroom(s)
Sleeps 4
Apartment

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Villas of Ocean Gate, Great Beachfront in St Augustine Beach

St. Augustine Villa - 4.91837 4.9 Star Review

Arguably the best and largest ocean-view rental home in St. Augustine Beach. The beach and ocean are only steps away (about 40-50 yards to the boardwalk).

The interior and exterior are gorgeous and large; 4000 air-conditioned square feet of marbled floor, 500 square feet of decks, four full baths and two half-baths. TV\'s available in each b.......read more

4 Bedroom(s)
Sleeps 10
Villa

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New listing! Inviting beach house, short walk from the beach, shopping & dining!

St. Augustine Private vacation home - 4.66667 4.7 Star Review

212 Beach Getaway

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'

This open layout beach house is made for making memories and relaxing beach getaways! Boasting a private enclosed backyard for fresh-air fun, a large flatscreen TV with free WiFi .......read more

3 Bedroom(s)
Sleeps 7
Private vacation home

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Anastasia Grand #4 -Between Town and the Beach

St. Augustine Apartment - 5.0 5.0 Star Review

Located on beautiful Anastasia Island, this 1920\'s fully renovated luxury apartment is walking distance to historic St Augustine via the Bridge of Lions and biking distance to St Augustine Beach. In the early Florida boom period of the 1920\'s, British developer D.P. Davis fell in love with St. Augustine and designed the Davis Shores neighborhoo.......read more

Studio
Sleeps 2
Apartment

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BOOK NOW | Private Home w/ 2 Kings | Coffee bar

St. Augustine Private vacation home - 5.0 5.0 Star Review

Family-owned and managed

We are now booking for the magnificent Night of Lights!! The Festival kicks off with the Light-Up! Night (Flipping the Switch) at 6PM November 19th 2022 and run nightly till January 31st 2023. The Night of Lights has been listed as National Geographic\'s Top 10 Holiday Light displays in the World!

The Vilano.......read more

3 Bedroom(s)
Sleeps 8
Private vacation home

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2 bedroom, 1 bath unit with beach access. Just minutes from St. Augustine!

St. Augustine Private vacation home - 4.33333 4.3 Star Review

Welcome to the "Battened Hatches" at The Captain\'s Fleet. This casual 2 bedroom apartment is part of a triplex that all have a shared, private beach access. Battened Hatches is a 1st floor apartment. There are 2 bedrooms and 1 full bathroom and it sleeps 4.

The living room is cozy with seating for 4. There is a TV with cable provided by Com.......read more

2 Bedroom(s)
Sleeps 4
Private vacation home

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Perfect Location to Downtown and Beaches!

St. Augustine Private vacation home - 4.93333 4.9 Star Review

Location, Location, Location! A short walk over the famous Bridge of Lions to downtown and a five minute drive from St. Augustine Beach. The house is located in the highly desired neighborhood of Davis Shores. Fully furnished with all of your families needs for an incredible stay in historic St. Augustine. Brand new pool/ spa for endless summer f.......read more

3 Bedroom(s)
Sleeps 9
Private vacation home

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Steps from Beach with Heated Salt Pool, Private Office, Garage, Dogs OK!

St. Augustine Private vacation home - 4.8 4.8 Star Review

Three Y\'s

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'

Why do guests like Three Y\'s? Two block walk from the best beach in the area, private saltwater pool, a mile to a boat ramp, and lots of fantastic restaurants near, this four-bedroom, t.......read more

3 Bedroom(s)
Sleeps 8
Private vacation home

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Look No Further! 4 Comfortable Units, Near Castillo de San Marcos, Free Parking!

St. Augustine Hotel

Enjoy unique shops, sites, and sightseeing trains in St. Augustine, and take advantage of trolley pick up directly from our hotel. Learn about the Spanish conquistadors of Florida at Fountain of Youth, the world-famous archaeological park, or visit Castillo de San Marco and see amazing reenactments and historic exhibits. Watch the largest reptiles .......read more

4 Bedroom(s)
Sleeps 16
Hotel

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Bright and Sunny Downtown Retreat In Historic St Augustine!

St. Augustine Private vacation home - 4.8 4.8 Star Review

The Sunny Skies Downtown Retreat is walking distance to all of the downtown attractions! Just a 7 minute walk to Ripley\'s Believe it or Not and less than 15 minute walk to the Castillo de San Marcos. Stroll along the waterfront and maybe spot some dolphins frolicking between the boats on the Matanzas River, then enjoy a meal at one of the many loc.......read more

3 Bedroom(s)
Sleeps 8
Private vacation home

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PINE BREEZE COTTAGE - A Beautiful Place To Rest Your Head

St. Augustine Guest house - 4.89091 4.9 Star Review

Where the ocean breeze really DOES whisper through the pines, you\'ll find yourself unwinding and de-stressing before you\'ve unpacked your bags! The tranquil setting will energize you for exploring the history, attractions and nightlife of beautiful St. Augustine.

Located "next door" to the Matanzas National Forest, Moses Creek Conservati.......read more

Studio
Sleeps 4
Guest house

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The Pink Door - Walk to Downtown - 19th Century

St. Augustine Private vacation home - 4.9375 4.9 Star Review

Make The Pink Door your St. Augustine resting spot and enjoy the comfort of our completely refurbished 1900 home with shops and restaurants just at the end of the street. Then it\'s an easy walk to the Castillo de San Marcos, St. George Street, and much more. And you\'re just a 5-minute drive from the beach!

Your hosts live across the street.......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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Chic Family Beach House 1 mile from St. Augustine Beach! Great for Families, Free Fun Attractions!

St. Augustine Private vacation home - 4.24138 4.2 Star Review

Book now for Nights of Lights (November 19 - January 31)!
We help make the most of your vacation by providing Free Admission to some of the area\'s top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination!


Bay Bridge Beach Boho is just the place for a getaway at historic St Aug.......read more

3 Bedroom(s)
Sleeps
Private vacation home

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Quail Hollow B2-1U, 1 Bedroom, Sleeps 2, Ocean Front, Pool, Tennis, WiFi

St. Augustine Condo - 4.64 4.6 Star Review

Discover the joy of oceanfront living on Crescent Beach at Quail Hollow B2-1U, our top-floor condo in St. Augustine. The perfect getaway for two, it is as snug and exciting as a ship at sea, with all the comforts of home in a choice spot on the coast!
The balcony of Quail Hollow B2-1U overlooks the sugary sands of Crescent Beach, with a sweeping.......read more

Studio
Sleeps 2
Condo

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Perfect for a Family Trip! 2 Great Units Close to Ripley s Believe It Or Not

St. Augustine Hotel - 4.0 4.0 Star Review

Enjoy unique shops, sites, and sightseeing trains in St. Augustine, and take advantage of trolley pick up directly from our hotel. Learn about the Spanish conquistadors of Florida at Fountain of Youth, the world-famous archaeological park, or visit Castillo de San Marco and see amazing reenactments and historic exhibits. Watch the largest reptiles .......read more

2 Bedroom(s)
Sleeps 8
Hotel

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Classic Charm in the City w/ 2 Units, Sunroom & Patio, Walkable Locale

St. Augustine Private vacation home - 5.0 5.0 Star Review

Time Square - Main

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'

Wall-to-wall windows, original hardwood floors, and beautiful architecture await at this gorgeous 4BR/2BA property. Located in the heart of the city, walk to local attractions or.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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Sandpiper 217 - Crescent Beach Townhouse

St. Augustine Condo - 5.0 5.0 Star Review

You will love this two-story oceanfront condo. The kitchen, dining, living room, full bath, and balcony are downstairs and overlook the ocean and common grounds. Upstairs you have 2 bedrooms and another full bathroom. The master bedroom offers beautiful sunrise views! One of only a couple condos at Crescent Sandpiper with in-unit Washer/Dryer and d.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Island Oasis - 3br 2ba - steps to the ocean!

St. Augustine Condo - 4.76923 4.8 Star Review

Summary:
Located with a stylish beachside resort is this bright, sun filled townhouse with everything you need for a relaxing stay just steps from the beach.
The townhouse is perfect for groups or couples with 3 spacious bedrooms, open plan living, a fully equipped kitchen and a sunny covered patio. Guests also have access to the two resort s.......read more

3 Bedroom(s)
Sleeps 6
Condo

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RESORT LIVING: Golf, Beaches and St Augustine

St. Augustine Condo - 5.0 5.0 Star Review

Light airy studio w/ a private entrance, private bathroom and a kitchenette in the beautiful LATERRA Resort. Laterra is in a gated community and includes the World Golf Village Spa in the lobby, and a Resort Style pool. The King and Bear Amenity Center (a 5 minute walk) includes a heated Lap Pool, a Family Pool, several tennis courts, a playgroun.......read more

Studio
Sleeps 2
Condo

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Bright and Spacious 3 bedroom ocean front, ground floor condo

St. Augustine Condo - 4.85714 4.9 Star Review

Come stay in this newly remodeled 3 bedroom 2 bath oceanfront condo! Bermuda Run # 8 is a beautiful ground floor oceanfront condo in a quiet gated neighborhood in St Augustine Beach. As soon as you enter this condo you will welcomed by the newly remodeled kitchen with granite counters and stainless appliances. The living area will invite you in .......read more

3 Bedroom(s)
Sleeps 6
Condo

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Huge updated cottage - 5 min to historic downtown and beach!

St. Augustine Cottage

Sun \'n Games Cottage is perfect for families and small groups! Just minutes from historic downtown, beach, the Fort, Flight School and Fountain of Youth, this charming 3/2 fully renovated craftsman cottage is in a quiet neighborhood when you\'re ready to unwind. Our spacious historic home has vintage charm yet premium features such as a stunning c.......read more

3 Bedroom(s)
Sleeps 6
Cottage

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Creston House 3E- Ocean View Two Bedroom Townhome

St. Augustine Apartment - 5.0 5.0 Star Review

A New Addition to our Ocean View Beauties! This 2 Bedroom, 2 Bath Ocean View with a Pool view as well, is waiting for you. Sit on the balcony off of the Living Room and take it all in! There is a King size bed in the Master Bedroom and a Queen and Twin in the Guest, so there is plenty of room for the whole family. There is a Queen sleeper sofa too .......read more

2 Bedroom(s)
Sleeps 6
Apartment

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High Tide - Crescent Beach, Saint Augustine

St. Augustine Apartment - 4.3913 4.4 Star Review

If your perfect vacation is being on the white sand beach of Florida, then you have found your paradise. Come and enjoy the beautiful weather, soft breezes & early morning sunrises. There are many great restaurants with food delights from all over the world. Come join us for all that\'s on our island........read more

Studio
Sleeps 4
Apartment

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Find Affordable St. Augustine Hotels, Vacation Rentals & Oceanfront Condos

Plan your St. Augustine Florida Vacation here and get the best value possible for the trip! Find affordable Resort Hotels with oceanfront condo rentals, pool and much more. We have a great selection of 2,3 or 4 bedroom villas, condos or cottages that offer you the best available places to stay in St. Augustine, Florida. Our Vacation Rentals, including Pet Friendly Rentals, let you get the most from your vacation on the North East Coast of Florida.


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