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Vacation Rentals in St. Augustine Florida

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Browse Vacation Rentals, Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer in St. Augustine, Florida.

Priate's Paradise - St. Augustine House

Oceanfront Pirate's Paradise w/Pool, Balconies & Ocean View - Walk Everywhere

Priate's Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!' Experience the laid-back luxury of beach living at this 5BR/4.5BA raised home, affectionately known as Pirate’s Paradise. Enjoy 3,200 square feet of indoor/outdoor living space across two levels. Highlights include a lavish master suite, nautical-inspired design elements, an elevator, two o.......read more

5 Bedroom(s)
5 Bath(s) - Sleeps 10 House Rentals

Vacation Home

Sea Winds 77 - Remodeled Sea W - St. Augustine Apartment

Sea Winds 77 - Remodeled Sea Winds 2 Bedroom/Steps to the Pool/Lagoon View

Seawinds 77 - This unit is not pet friendly. Unit 77 at Sea Winds is a 2 bedroom, 2 bathroom second floor flat (one floor) that has been completey updated with a new kitchen, new bathrooms, new paint and new furniture throughout. It has all of the amenities of home including full size washer and dryer, a new 60 inch flat screen TV in the living room and all of the kitchen appliances and utensils you could ask for. The master bedroom has a b.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 6 Apartment Rentals

Vacation Home

Sea Place 15277 - St. Augustine Apartment

Sea Place 15277 Offers Amazing Direct Oceanfront Views!!!

Relax in this beautiful oceanfront townhome in Sea Place. The first floor offers a fully equipped kitchen, dining area and living room with a sleeper sofa, along with a convenient half bath. Off the living area is a balcony with direct beachfront views. Upstairs are the bedrooms, with a Queen in the master and 2 twins in the guest. There is an ensuite bath off the master and a second balcony with more fabulous ocean views. Another full bath and a.......read more

3 Bedroom(s)
3 Bath(s) - Sleeps 6 Apartment Rentals

Vacation Home

The Bridge Tender - Crescent Beach 4 Bedroom Ocean and River View Pool Home - St. Augustine House

The Bridge Tender - 4 Bedroom Pool home with Ocean and River Views

Private Pool and just steps to the Crescent Beach, “The Bridge Tender" is the perfect vacation home for your Crescent Beach getaway. Located in Crescent Beach just a short walk to the Beach, the River and restaurants. Three large decks with a beautiful view of the beach and Matanzas River complete the relaxed aura of Crescent Beach's salt-air lifestyle. The Big Blue's main level (second floor) has the kitchen, dining, living area, half bath .......read more

5 Bedroom(s)
4 Bath(s) - Sleeps 8 House Rentals

Vacation Home

Casa Sloop 25 at Seawinds - St. Augustine Apartment

Casa Sloop 25 at Seawinds

Seawinds 25 - This unit is not pet friendly. Sea Winds 25 is a beautiful 2 bedroom, 2 1/2 bath townhouse style (2 floors) condo with the south facing balcony highly desired by winter guests and a peek of the ocean from the master bedroom balcony. The master and guest bedrooms are carpeted with a king bed in the master and two twins in the guest bedroom. There is also a queen sleeper sofa for extra guests. This Sea Winds condo has all the am.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 6 Apartment Rentals

Vacation Home

SH 302 - ST. AUGUSTINE Condo

Oceanfront 2 Bedroom Townhouse Summerhouse 302

Unit 302 is a special unit due to the detail in the decor alone, every inch of it is a reminder that you are at the beach and urges you to the bar stool height patio furniture overlooking the ocean to the Master Suite with the king size master bed set up on risers. Each spot is perfect for sitting or laying and relaxing while watching the waves roll in! Also if you are so inclined after spending a long day enjoying the beach, the unit comes wi.......read more

2 Bedroom(s)
3 Bath(s) - Sleeps 6 Condo Rentals

Vacation Home

Vacation Rentals - St. Augustine House

Just Beachy! ¤ 3 Mins to St. Augustines #1 Beach!

This 3 bedroom coastal home with a large, open layout is perfect for your next getaway to enjoy quality time with family and friends, relax on the beach, explore St Augustine, and soak up the Florida sun! Crescent Beach is only a 3 minute drive with scenic views of Matanzas River along the way. Crescent Beach is known for being quiet and airy, and allows for on-beach driving, surfing, horseback riding, fishing, yoga, and more. Ask about the many .......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 8 House Rentals

Vacation Home

Birdie Business - St. Augustine Condo

Laterra in World Golf Village

"Spectacular private penthouse end unit, 2/2 with relaxing view of the lagoon and private wooded wildlife preserve. Located in King and Bear Country Club, just, a short walk to the clubhouse, golf, tennis and newly multi-million dollar renovated fitness center. Three heated pools. Fully furnished and immaculate for an enjoyable stay short or long term! Close proximity to Publix and major shopping malls. Visit St. Augustine s historic downtown and.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 6 Condo Rentals

Vacation Home

Royal Palm - 3 Bedroom Home - St. Augustine House

Royal Palm: 3 bedroom home with beach access, Pet Friendly - shared fenced yard

-3 BR, 2 Bath all stocked with wash cloths, bath towels and linens. -This house comes with a cozy living area, with plenty of seating for everyone. -Kitchen comes fully stocked with pots, pans and the basics -Almost directly ocean front, you have a beautiful ocean view from the sitting porch -Location is amazing, making the beach restaurants and shopping all walk-able -Additional 1 Bedroom guest cottage available for larger parties that can be r.......read more

4 Bedroom(s)
2 Bath(s) - Sleeps 6 House Rentals

Vacation Home

Seaside Escape (SE) - St. Augustine Condo

Seaside Escape - Spacious 3 Bedroom Ground Floor Condo - Steps to Atlantic Ocean

Summary: Located within a picturesque complex only steps to the beach is this bright lakefront condo with everything you need for a relaxing stay. The condo features sun-filled living with a fully equipped kitchen, 3 spacious bedrooms with Smart TVs and a beautiful, covered patio overlooking the lake. Stay just steps from the St. Augustine Beach Pier Park and within walking distance to restaurants and bars along the Golden Mile, then relax by t.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 6 Condo Rentals

Vacation Home

Peaceful Pearl (PR) - St. Augustine House

Peaceful Pearl Retreat- 5 Minutes to Downtown 10 Minutes to Beach

Summary: A charming 3 bedroom home in the historical West King district of St. Augustine. Just a short 3-5 minute drive to downtown, with many popular cafes and local brewery right around the corner. The Space: Walk through the front door into a bright, open living room with smart tv and cozy seating for everyone. Kick back and relax in one of the recliners while binging your favorite Netflix show. Pull out one of the various board games to enjo.......read more

3 Bedroom(s)
2 Bath(s) House Rentals

Vacation Home

Quaint Downtown Studio Apt. - St. Augustine Studio

Quaint Downtown Small Studio Apt. Just Park Your car and Walk Everywhere in Town

A small recently renovated studio apartment comfortable for two people not planning to prepare meals at home. located in a superb location within 10 minutes walk to historic Saint Augustine town center and a 10 minute drive to the beaches, pier and lighthouse. Includes Smart Roku TV and high speed wifi. Parking up to mid size is in the rear of the property. Extended cab vehicles you may park on the street, there is always space available. Furnish.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 2 Studio Rentals

Vacation Home

Crescent Sandpiper 225 - St. Augustine Condo

Oceanfront getaway w/ a shared pool - close to downtown St. Augustine

Crescent Sandpiper 225 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!' This two-story, waterfront condo features a spacious living room and a furnished balcony from where you can enjoy the ocean breezes and stunning sunrises. Guests of this rental will also enjoy access to a shared pool and tennis courts, both on-site. What's nearby: The cool waters of the.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 6 Condo Rentals

Vacation Home

Ocean Villas 1 - St. Augustine Condo

3 bedroom 2 bath ground floor condo with 2 pools (1 heated) and beach access

This ground floor unit in Ocean Villas Condos has two large patios, 3 bedrooms and 2 baths. There are two pools that are only a short walk away as well as the beach access with gazebo. With three bedrooms, two bath this unit can easily accommodate 6 guests. There is a King bed in the master, Queen in the 2nd bedroom and another King in the 3rd. Wireless internet is offered to guests. This is a perfect place to relax and enjoy comfortable, well eq.......read more

4 Bedroom(s)
2 Bath(s) - Sleeps 6 Condo Rentals

Vacation Home

Sandfrey's Sancturary 6103-1P - St. Augustine Condo

Refreshing ground floor 1 BR w/ fenced patio & landscaped views! 6103-1P

Refresh in this ground floor 1 BR sanctuary with fenced patio & landscaped views! Full kitchen with all necessities and large dining table invite memorable meals and time around the table. Beautiful laminate wood floors throughout. No carpet. Washer & Dryer closet in bathroom. Ceiling fans in main room and bedroom. Private fenced and gated lanai is great for relaxing as you enjoy the beautiful Florida climate. Read a good book or just enjoy .......read more

1 Bedroom(s)
1 Bath(s) Condo Rentals

Vacation Home

Sand Dollar 404 New - St. Augustine Condo

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3 Bedroom(s)
2 Bath(s) - Sleeps 6 Condo Rentals

Vacation Home

Tradewinds 92 - St. Augustine Apartment

Tradewinds 92-Cute Beachy 2BR/2BA OCEANVIEW 2nd Floor Condo!

This 2 Bedroom/2 Bathroom renovated unit is bright and cheerful with hardwood floors throughout, beachy furniture, and best of all a view of the ocean from both the living room and master bedroom. Wake up to the the sunrise over the ocean, have meals on the oceanview balcony, and relax to the sound of waves all day long. The pool and beach boardwalk are right below you to soak up the sun and splash! You are sure to have a wonderful vacation in.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 4 Apartment Rentals

Vacation Home

Vacation Rentals - St. Augustine Condo

Ocean Views- Renovated

Townhome with two Balconies with views of the Ocean. Sleeps 6, King Bed in the Primary Bedroom, Two Twin beds in the Secondary Bedroom. Sofa Bed that pulls out to a Queen Size Bed. Two full bathrooms upstairs, Half bath on the main floor. Close proximity to the Beach walk over which makes it very nice on Hot Days! Close to the pool you can call down to your family when it's time to eat. Pool closes at dusk so you will not be disturbed when .......read more

2 Bedroom(s)
3 Bath(s) - Sleeps 6 Condo Rentals

Vacation Home

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