Casa Contera

Home w/Huge Heated Pool .5 mile to Amphitheatre, State Park w/Beach Access, Trails, 2.5 mi.-Downtown

3 BR
2 Baths
Sleeps 6


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!

Be the first to enjoy this gorgeous family house with huge heated pool tucked away in a tropical paradise which borders Anastasia State Park and St. Augustine Amphitheater, where you can take in the beach, nature walks, summer concerts, and the weekly Farmer's Market. Ideally located just 2.5 miles from downtown, you will be able to walk or bike to historic downtown attractions, as well as other island attractions such as the Alligator Farm, the St. Augustine Lighthouse, and the St. John's County Ocean Pier. Both Anastasia Island and historic downtown are loaded with locally owned restaurants, bars, and coffee shops, along with galleries and all things to satisfy a shopaholic!

The stunning feature of this home is the oversized 20x40' family pool with spacious outdoor deck featuring plenty of seating, gas grill, firepit, and the privacy of tropical foliage and trees all around. A home with Spanish style, Casa Contera has been lovingly and thoughtfully finished and decorated with nautical themes, and perfectly furnished with guests in mind. From a fully-stocked kitchen, to a reading library, pool towels and toys, and crisp linens and bathroom essentials, you will find everything you need for the perfect vacation.

**PET POLICY: Only dogs are permitted, and must be approved by management PRIOR to booking. You must inquire with the number, weight, and breed to get approval before you book as some breed and size restrictions apply. A pet fee will be required upon approval.


- Private Screened, Heated Pool

- Pool toys and towels

- Gas Grill

-All Smart TVs (no cable)

- Firepit

- Outdoor Dining

- Oversized Deck

- Fully Stocked Kitchen

- Two Living Rooms

- Linens, Towels, and Bath Essentials

- Free Oversized Driveway Parking - Room for Boat

Note: If you would like the pool temperature higher than the set temp, there is a $150 fee.


- Half mile to Amphitheatre

- Half mile to Anastasia State Park

- 2 miles to Beach and Ocean Pier

- 1 mile to The Alligator Farm

- 1 mile to St. Augustine Lighthouse and Boat Ramp

- 2.3 miles to The Lion's Bridge and Historic Downtown

Take an Old Town Trolley Tour around the area and take in the historic beauty of Downtown St. Augustine! Explore the oldest fort in the continental United States, the Castillo San Marcos, and stroll down colorful St. George Street filled with shops and restaurants of irresistible local flare. You might even spot a Pirate or Spanish Conquistador in period attire! Breathe in the warm, salty air as you enjoy a romantic walk along the waterfront as the sun sets, casting its final rays on the sparkling water, the drifting boats, and the picturesque Bridge of Lions. But don’t forget to make good use of the night by experiencing the Ghost train or Haunted House tour. Enjoy the endless variety of restaurants, coffee shops, ice cream, art, book stores and more just a walk away from your front door.

*Decibel levels are monitored at this property to abide by city and county noise ordinances.

FREE FUN! Each booking will include one free entry per attraction each day of your stay! The following attractions are included;

- St. Augustine Alligator Farm

- Old Town Trolley Tours: Potter's Wax Museum

- Old Town Trolley One Day Tour

- Old Town Trolley Ghost and Graveyards Tour

- Royal St. Augustine Golf & Country Club Course

- St. Augustine Pirate & Treasure Museum

- St. Augustine Eco Tours: Boat Expedition

- St. Augustine Eco Tours: Salt Marsh Kayaking

- Yoga Bohemia St. Augustine: Beach Yoga

NOTE: $500 cancellation fee applies to all bookings 28 days or more.

Startup bathroom, kitchen, and laundry supplies are provided with each booking.

25 year age requirement to book and stay: Tenant must be at least twenty-five (25) years of age (an "adult") and will be an occupant of the unit during the entire reserved dates.

Noise Ordinance: The city of St. Augustine has a noise ordinance that prohibits noise between the hours of 10:00pm-6:00am Sunday-Thursday, and 11:00pm-7:00am Friday-Saturday. Violations can result in a $500 fee.

No smoking or vaping on the property. $500 fine for rule violation.

14 Contera Dr St. Augustine, FL 32080

Sleeping Arrangements

Pool View Master King
Pool Access Guest Queen
Guest Queen

Bathroom Configuration


Property Rules

Check In: After 4pm
Check Out: Before 10am
Smoking: Not Allowed


Air Conditioning
Bbq Area
Beach Chairs
Beach Towels
Big Screen TV
Carbon Monoxide Detector
Children Welcome
Cleaning Disinfection
Coffee Maker
Cooking Basics
Deck Patio Uncovered
Dining Table
Dishes Utensils
Dishes and Silverware
Eco Tourism
Enhanced Cleaning Practices
Fenced Yard
Fire Extinguisher
Fire Pit
Free Parking
Free Wifi
Hair Dryer
Heated Pool
Hot Water
Internet Access
Iron Board
Living Room
Long Term Stays Allowed
Minimum Age Limit
Near Ocean
Outlet Shopping
Pets Considered
Private Entrance
Private Living Room
Private Pool
Self Checkin Checkout
Single Level Home
Smart Tv
Smoke Detector
Wildlife Viewing
Winery Tours
Wireless Internet



Frequently Asked Questions

25 year age requirement to book and stay: Tenant must be at least twenty-five (25) years of age (an "adult") and will be an occupant of the unit during the entire reserved dates. 
For your safety, the weight limit for bunk beds is 100 pounds.

We hope you enjoyed your stay! Check Out Time is at 10:00 AM! But before you leave, be sure to:

  • Please empty the refrigerator.

  • Place all dirty dishes in the dishwasher and start the cleaning cycle.

  • Please do not strip sheets but leave beds unmade.

  • Pile all dirty towels in the bathroom or laundry room.

  • If you have rearranged any furniture or placed any items out of sight, please put them back as they were when you arrived.

  • Please be sure to collect all of your belongings.

  • Please remove all trash and place it in the respective trash recepticle. 

*Please be considerate of the check out time since the cleaners need to get in to prepare the property for the next guests. A delay in check out will result in a charge of additional fees. Thanks so much and we hope you will come again soon!

Guest violation of house rules will result in a minimum $500 fine.

Minimum $500 Fee for House Rule Violations


Please report any maintenance needs for the premises to the us and we will respond as quickly as possible. Refunds will not be made for maintenance issues including, but not limited to heating and air conditioning, appliances, televisions, and stereos.  Check out instructions as provided must be complied with. 


Tenant and all other occupants willingly occupy these premises.  In exchange for being allowed to occupy the premises, Tenant, on behalf of himself, his heirs, assigns, and descendants, agrees to the fullest extent permitted by law, to release and forever discharge  iTrip or the Owner from any and all injuries, costs, damages, loss, death, or other claim or injury suffered of any nature whatsoever arising out of Tenant’s own negligence or gross negligence; the negligence or gross negligence of  the Owner or iTrip or any of its employees, managers, principals, owners, representatives, agents, authorities, leaders, or other person affiliated with it in any way; and the negligence or gross negligence of any other occupant in connection with the stay whether that be prior to, during, or immediately after the stay. By agreeing to these terms, and in exchange for being allowed to stay on the premises, you further agree that you will indemnify iTrip and the Owner and hold iTrip and the Owner harmless for any and all injuries, costs, damages, loss, or other claims made by all other occupants other than yourself arising out of or in any way caused by your actions undertaken in the course of your stay on the premises. Tenant understands that he/she does not have to stay on the premises and that without agreeing to these terms whereby he/she chooses voluntarily to waive any liability of iTrip and the Owner under the above terms, he/she will not be allowed to stay on the premises.

Common Areas and Shared Spaces
If your property shares a common indoor or outdoor space, please be respectful of the other tennants in conduct and language. 

Clicking the box below provides consent to receive text communication from iTrip St. Augustine relating to your reservation.  Guests can opt out of this text communication at any time by following specified opt out procedures.

Noise Ordinance: The city of St. Augustine has a noise ordinance that prohibits noise between the hours of 10:00pm-6:00am Sunday-Thursday, and 11:00pm-7:00am Friday-Saturday. Violations can result in a $500 fee. 

There will also be a $500 fine for smoking or vaping in the home. 

Please keep these house rules in mind, thank you!
For pet friendly properties, pets must be approved prior to booking.  Request approval with number, size and breed.  A pet fee and/or pet deposit will apply.  Do not leave dog unattended in house unless in kennel. If your dog is interrupting the neighbors with any barking or noise, the dog will have to be removed and there will be a fine of $250. If you bring a pet to a non-pet friendly property, you will be subject to our $500 fee for house rule violation! 


Best house rental ever
5/5 stars
My Wife and I spent a week in this wonderful house in ST. Augustine FL. It has everything you could ask for a great time. The pool is so big I was able to swim laps every morning. Our Host David was amazing, He help us in every way possible. We give it 5 stars and more. Located in an secluded area for privacy makes you feel very tropical with a great landscaping scheme. The Home is beautiful with all needs met. Bed in master bedroom was very comfortable & the kitchen had all the stuff needed to make a gourmet meal or cook outside in the Weber grill (WE did). I highly recommend this house for anyone Family or couple. It's close to everything and has 3 bedrooms and 2 bathrooms
- Michael

Michael, thank you for the glowing review! We are so glad you enjoyed this incredible home and all it has to offer, including the massive pool and ideal location! We strive to make every guest feel at home and to facilitate all you need to make lasting memories in St. Augustine! It was our pleasure to host you and we would love to have you back!

- Manager Response

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Contact Manager

Phone (904) 824-9974