Home Vacation Home Rentals By Owner In Saint Augustine, FL

Showing 1480 Of 1529 Vacation Rentals
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Exceptional(27)

$623.68

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Private Vacation Home

4 Min Walk to Beach~Golf Sim~Hot Tub~Private Backyard~Fire Pit~Outdoor Shower

Saint Augustine, Florida, United States

Welcome to your perfect beachside escape! Located just a 4-minute walk from the stunning Vilano Beach shoreline, our coastal retreat offers you a seamless blend of relaxation, convenience, and luxury. With its prime location and thoughtfully designed interiors, this property promises an unforgettable stay. Explore local attractions, savor nearby cuisines, and immerse yourself in the vibrant offerings just steps away from your serene retreat.brbrInside the RetreatbrbrLiving Room:br- High vaulted ceilings with a refreshing fan br- Plush, comfortable sofas bathed in natural light br- Access to a serene screened-in lanai br- LG Smart TV ready for your Netflix, Hulu, or Apple TV accounts br brKitchen:br- A natural gas stove for gourmet cooking br- Fully stocked with everything you need, including a Keurig and regular coffee maker br- A spacious island with seating and an elegant dining table br- Walk-in pantry for easy storagebr brPrimary Bedroom:br- Luxurious king-sized bed and walk-in closet br- Private access to the screened-in lanai br- Elegant bathroom with dual vanity, private toilet closet, free-standing tub, and a walk-in shower with dual shower heads, including a waterfall option br- Shower heater for added comfort br brAdditional Rooms and Space:br- Cozy upstairs family room/loft with a queen pull-out sofa br- Guest Room 1: A peaceful oasis with a queen bed and closet br- Guest Room 2: Accommodates guests with two full beds and a closet br- A full bathroom with shower/tub for shared usebr brOutdoor Paradise:br- 6-person hot tub featuring 67 massage jets and an outdoor shower for ultimate relaxation br- A covered patio and gazebo with direct lanai access br- Weber grill and outdoor dining table for al fresco meals br- Double fire pit with lounge chairs ft. wine stem holder and drink holderbr- Private fenced yard bordered by palm trees and bamboo for a tropical ambiancebr brNearby Attractions:brOur retreat places you at the heart of Vilano Beach, with excellent access to some of the area's best attractions and amenities:brbr0.1 miles from Pesca Rooftop Bar br0.2 miles from Vilano Beach & Porpoise Point Beach entrance br0.2 miles from Publix and local breakfast options br0.3 miles from Vilano Beach Pier & nearby restaurants br3.1 miles from downtown St. Augustine (Historic District) br5.3 miles from St. Augustine Alligator Farm Zoological Park br5.5 miles from Anastasia State Park br5.6 miles from St. Augustine Lighthouse & Maritime Museum br9.8 miles from St. Augustine Beach br22.3 miles from TPC Sawgrass (Ponte Vedra Beach) br51.7 miles from Jacksonville International Airportbr brExperience the Ultimate in Coastal Living:brWhether you’re planning a weekend getaway or an extended vacation, our beach retreat is designed for comfort, convenience, and unforgettable memories. Reserve today to discover Vilano Beach and beyond in style!brbrbrATTENTION TO DETAILbrbr✔ Cleanliness is a top priority for us and we pride ourselves on welcoming you into a sparkling clean home.brbr✔ Our home has a washer and dryer along with ironing board and iron for your use. No detergent or dryer sheets included due to skin sensitivity. brbr✔We keep a first aid kit in the primary bathroom for minor cuts and scrapes.brbr✔ We provide fresh premium linens for each guest.brbr✔ We provide basic paper goods and consumables - paper towels, tissues, toilet paper, dishwasher tablets, dish soap, sponges.brbr✔ Coffee & tea are included.brbrGuest Access:brFull access to the home besides the owners closets that are located at the entrance of the home and upstairs.brbrThe Neighborhood:brIn The Sun is situated in a charming neighborhood with a mix of residential homes. The area offers a peaceful atmosphere and is known for its natural beauty. It is conveniently located near amenities such as shops, restaurants, grocery store and local attractions. The neighborhood is renowned for its historic significance and retains a unique character with tree-lined streets and well-maintained properties. Residents and visitors alike appreciate the proximity to the beach, making it an ideal location for those seeking coastal living and outdoor activities.brbrGetting Around:brAn easy walk to shops, a grocery store, restaurants, Vilano Beach, and Vilano pier. Vilano beach is Car-Friendly, but if you'd like to walk it is only 0.2 miles away. An easy car ride will get you to downtown St. Augustine as it is only 3 miles away. This property is conveniently located in the heart of Vilano Beach St. Augustine!brbrOther Things to Note:brThis property is managed by In The Sun Vacation Rentals. brbrExceptional Stays & Memorable Getaways! brbrMake sure the house rules have been read and accepted! Unlike a hotel we do not have staff on-site 24/7. However, we take every measure necessary to ensure a top quality stay. This home also has weekly and monthly services such as landscaping, spa cleaning, and pest control. Upon check-in we will notify you of dates and times when crews can be on-site. brbrInteraction with Guests:brWe will always be available for our guests to ensure they have a remarkable stay.
Bed 3

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Bath 3

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Sleep 10

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Exceptional(12)

$361.86

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Private Vacation Home

Beachside Bliss – Renovated Private Home in Sea Place Community with Resort

Saint Augustine, Florida, United States

Welcome to your private beachside escape in the sought-after Sea Place community of St. Augustine Beach! This fully renovated 3-bedroom, 2-bathroom home offers all the perks of a luxury condo—with no shared walls and plenty of privacy.brbrStep inside to a bright, open-concept living area with brand-new everything—from stylish furnishings to modern finishes. The spacious living room features a large, comfy sectional and a 75 Smart TV, perfect for movie nights or relaxing after a day at the beach.brbrHome Highlights:brbrFully updated kitchen with stainless steel appliances, cookware, dishware & utensilsbrbrDining area seats 6 comfortablybrbrMaster Suite with King bed, en-suite bath (walk-in shower), and walk-in closetbrbrGuest Room 1: Queen bedbrbrGuest Room 2: Two twin bedsbrbrAll bedrooms include 42 Smart TVsbrbrWasher/dryer in attached garagebrbrHigh-speed Wi-Fi throughoutbrbrSea Place Community Amenities:brbrResort-style swimming poolbrbrTennis & racquetball courtsbrbrPrivate beach walkway just steps awaybrbrPet-Friendly: Small dogs welcome with prior approval and $150 pet fee.brbrWith its unbeatable location, spacious layout, and full access to community amenities, this beach home is perfect for families, couples, or groups looking for a relaxing and fun-filled St. Augustine vacation. Skip the shared walls and elevator waits—enjoy the comfort of your own home by the sea!brbrBook your stay at Beachside Bliss today—and start making coastal memories that last!
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Bath 2

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Sleep 6

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Exceptional(1)

$522.99

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Private Vacation Home

3BR Coastal Home Near Beach w/ Fire Pit

Saint Augustine, Florida, United States

Summary:brbr Bright, Beachy, and Beautiful – Your Coastal Escape Awaits!☀️brbrbrbrBright and beachy 3BR/2BA home in Butler Beach! Just minutes from both the ocean and the Intracoastal Waterway, this well-maintained retreat features modern upgrades and a relaxed coastal vibe. Unwind in comfort and style while enjoying easy access to local shops, restaurants, and family-friendly beach amenities.brbrbrbrThe perfect blend of comfort, location, and Florida charm—welcome to your Butler Beach getaway! ️ brbrbrbrThe Space:brbr Welcome to your Butler Beach Getaway – Perfectly Located Between the Ocean & Intracoastal! brbrbrbrThis beautifully maintained 3-bedroom, 2-bathroom home sits on a high and dry corner lot in the sought-after Butler Beach neighborhood. Whether you're planning a beach vacation, a relaxing getaway, or looking for a home base while exploring the nation's oldest city, this home offers the perfect blend of comfort, convenience, and coastal charm.brbrbrbr✨ SEAMLESS LIVING ✨brbrAs you step inside, you're welcomed into a bright and airy open-concept living area that flows effortlessly into the dining space and fully equipped kitchen—perfect for gathering and making memories.brbrbrbrTo the right, you'll find the primary suite, featuring a king-size bed, a dedicated workspace, and a spacious en suite bathroom complete with a walk-in shower & soaking tub.brbrbrbrTo the left side of the home, there’s a cozy queen bedroom and a double bunk room—ideal for kids or extra guests. These rooms share a full hallway bathroom with a shower/tub combo, providing both comfort and convenience.brbrbrbrThroughout the home, you’ll find thoughtful upgrades, including a new roof, fully re-piped plumbing, and a UV air purification system for enhanced air quality and year-round peace of mind.brbrbrbr✨ OUTDOOR LIVING ✨brbrEnjoy the Florida sunshine in your private backyard oasis, complete with a gas fire pit, barbecue grill, and plenty of space to unwind after a day at the beach. Whether you're enjoying a morning coffee, grilling up dinner, or stargazing by the fire, this home’s outdoor spaces make it easy to relax and recharge.brbrbrbr✨ LAYOUT ✨brbrLiving Space:brbr ️ Open living area with large TV, indoor electric fireplace, and seating for the whole groupbrbr ️ Dining area with seating for 8brbr Fully equipped kitchen with everything you need to cook and entertainbrbrbrbrBedroom 1 – Primary Suite:brbr ️ King bedbrbr ️ Dedicated workspacebrbr Smart TVbrbr En suite bathroom with soaking tub, walk-in shower, and single vanitybrbrbrbrBedroom 2 – Queen Room:brbr ️ Queen bedbrbr Smart TVbrbr Shared full bathroombrbrbrbrBedroom 3 – Bunk Room:brbr ️ Two sets of twin bunk beds – sleeps up to 4brbr Shared full bathroombrbrbrbr Laundry: Full-size washer & dryerbrbr Attached Garage: Available for parking or extra storagebrbrbrbr✨CONCIERGE SERVICE✨ brbrWe’re excited to offer all of our distinguished guests a selection of personalized concierge services designed to elevate your stay. Available options include but are not limited to: brbrbrbr- Private chefbrbr- Grocery shoppingbrbr- Special occasion decor setup (e.g., balloons for birthdays) brbr- Private in-home massage brbr- In-home yoga sessions brbr- Mid-stay cleaningsbrbr- Bike rentalsbrbr- Golf cart rentalsbrbr- & more!brbrbrbrGuest Access:brbrYou will have full access to the entire home via smart lock. Enjoy complete privacy during your stay—make yourself at home!brbrbrbrThe Neighborhood:brbrButler Beach blends laid‑back coastal living with historic roots, water access on both ocean and intracoastal, and just enough nearby action—making it the perfect neighborhood for your vacation rental experience. Most points of interest are easily accessible by car. Nearby highlights include Matanzas Inlet, Marineland, Downtown St. Augustine, Palm Coast and World Golf Village. If you choose to drive onto the beach, please only do so if you have all-wheel drive!brbrbrbrGetting Around:brbr Walkable to both the beach and intracoastal—no need to drive for sunrise or sunset strollsbrbr Just a short drive to historic downtown St. Augustine (about 15 minutes)brbr Easy access to A1A for shops, restaurants, and groceriesbrbr Plenty of free parking at the beach and nearby parksbrbr Rideshare apps like Uber and Lyft are available in the areabrbr Great for biking along the coast or to local cafes and attractionsbrbrbrbrOther Things to Note:brbr ️ The beach is a 10 minute walk across A1A. Drive on beach access point at Matanzas Ave is a 3 minute drive away. Must have 4 wheel drive. The intracoastal is a 5 minute walk down the street. Beach accessories can be found in the garage. brbrbrbr✨ Our floors have recently been updated throughout the entire home!brbrbrbr Credit card processing fees will NOT be refunded in the event of a cancellation.brbrbrbr Minimum age to rent is 25. ID verification is required. brbrbrbr Pets allowed with a fee. Please inquire before bringing pets to ensure you do not incur additional fees.brbrPet Policy: For the safety and comfort of your pets, please do not leave your pets unattended inside the property at any time.brbrbrbr No parties, no smoking, and quiet hours are from 10pm to 8am.brbrbrbr NOTE: If your stay is 21 days or longer, $100 will be added to your cleaning fee to accommodate a deep cleaning. We will coordinate payment upon booking!brbrbrbrInteraction with Guests:brbr We are always available by message or phone. If an issue arises at the property that requires on-site attention, our crew is happy to assist.
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Bath 2

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Sleep 8

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Exceptional(4)

$254.63

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Private Vacation Home

Charming St Augustine Cottage, 6 minute walk to the beach, on Anastasia Island

Saint Augustine, Florida, United States

Get ready to relax in this 3-bedroom cottage in St. Augustine. This fantastic property offers WiFi, a washing machine and dryer, heating, and AC, and fully stocked kitchen for your convenience. With 2 full bathrooms, this island cottage provides ample space for your group. There is a children’s park 1 block from the home. The home is also conveniently located with a direct route to a protected pedestrian crossing for safe access across the A1A, to reach the beach. For a fun day at the beach, there are bikes, beach chairs and umbrellas, beach wagons and beach toys available for use. There are many restaurants, and a grocery store (Winn Dixie) within minutes from the home, with options such as Walmart or Aldi a short 15 minute drive away. The location provides quick access to the historic downtown, and other local attractions such as the St Augustine lighthouse, Amphitheatre, and the Alligator farm. We hope you enjoy experiencing everything St. Augustine has to offer.brbrNOTE: Your safety matters. This property features a Ring-type doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video when motion is detected by the device (including devices linked to the camera such as the alarm system’s motion detector) or when the video doorbell button is pressed
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Bath 2

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Sleep 12

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$643.36

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Private Vacation Home

Entire Beach House, Heated Pool, Only Steps to Beach and Shops, Large Porches, $300 in FREE Tickets!

Saint Augustine, Florida, United States

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! See below for more details!brbrWHOLE HOUSE - 2 Full Units Together - each with separate large living and kitchen space and front porch - and now with PRIVATE POOL!! brbr brbrEnjoy premiere accommodations just a few steps from gorgeous beachfront and short walks to numerous restaurants, coffee shops, miniature golf and the St. Johns County Ocean Pier. This 4 bedroom, 4 bath house boasts a large front porch on both levels to enjoy the sea breeze and watching passers-by, and is freshly refinished inside with beach colors and pleasing decor. You will find everything you need for your vacation including two fully stocked kitchens, clean and fresh linens, bathroom amenities, and beach and pool supplies. Fully rinse off in an enclosed outdoor shower provided outside the house. Whether you are wanting to surf, fish, swim, enjoy family time, or take in the night life, Seascape is the perfect location! brbr brbrWhile in St. Augustine, don't miss out on the great history and activities the area has to offer. Ride Ripley’s Red Train 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 galleries and book stores. brbr brbrLooking for local tips and inspiration for your stay We share area recommendations, attractions, dining ideas, and property video tours on IG: staugustinevacations brbr brbr**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. *** brbr brbr***Note: The pool heater season is from November 1st - April 15th. Pool heat is available upon request. Pool heat must be requested 24-48 hours in advance. Please inquire for pool heat fees. Depending on the weather conditions, the pool may not hit the set point of the heater. Please note, when night temperatures go below 50 degrees the heater cannot operate effectively. Please plan your vacation activities accordingly. No refunds are issued based on weather conditions. *** brbr brbrAmenities: brbr brbr- 2 large flatscreen TV's on each level brbr brbr- Cable, WIFI brbr brbr- Free, Private pull-up parking in front of house (4 cars) brbr brbr- Fully stocked Kitchens brbr brbr- Dining tables seats 6 each brbr brbr- Breakfast bars brbr brbr- Washer and Dryer each floor brbr brbr- Coffee Makers brbr brbr- Coffee, tea and other kitchen essentials brbr brbr- Beach Supplies - chairs, beach towels brbr brbr- Enclosed Outdoor Shower w/hot water brbr brbr- Code Entry - no keys brbr brbr brbr brbrLet iTrip help you make the most of your vacation!brbrFREE FUN! Each booking will include one free entry per attraction each day of your stay! The following attractions are included: brbr brbr- St. Augustine Alligator Farm brbr brbr- St. Augustine Pirate & Treasure Museum brbr brbr- Old Town Trolley One Day Tour brbr brbr- Royal St. Augustine Golf & Country Club Course brbr brbr-The Fountain of Youth brbr brbr brbrAdditional attractions may be available, so feel free to reach out with any questions! brbr brbr brbr brbrNOTE: $500 cancellation fee applies to all bookings 27 days or more. brbr brbrStartup bathroom, kitchen, and laundry supplies are provided with each booking. brbr brbr25 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. brbr brbrNoise 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. *Decibel levels are monitored at this property to abide by city and county noise ordinances. brbr brbrNo smoking or vaping on the property. $500 fine for rule violation.
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Bath 4

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Sleep 12

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$2211.41

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Private Vacation Home

LUXURY 8BR OCEANFRONT, LARGE HEATED POOL, FOOSBALL, SLEEPS 22!

Saint Augustine, Florida, United States

Newly built 8 bedroom, 9.5 bath direct oceanfront home ready for rental! This is the only 8 bedroom oceanfront home with a pool AND elevator in all of Saint Augustine! 4 of the 8 bedrooms are direct oceanfront with sliders to ocean facing decks. Take in the sweeping views while sipping coffee and watching the sunrise over the ocean in the morning! Over 1300 square feet of outdoor living on decks and a large paver patio surrounding the pool!brWe have built this luxurious coastal style 4500 square foot home for large groups of families and friends traveling together and we have thought of your every vacation need! Outside you will find plenty of parking, a spacious 14x30 pool with lots of seating and your own private boardwalk to the beach! brFor convenience the house offers 8 bedrooms all with King beds and en suite bathrooms, most with double vanities. Comfortable mattresses, tiled showers, granite vanities and TV’s in each room make these suites ideal! The setup is perfect. There are two bedrooms on the first floor AND a living area with bunk beds and a sleeper sofa and a kitchenette. The second floor has five bedrooms, and the 8th bedroom is on the 3rd floor.brTraveling with kids They will love the second living area on the first floor! Complete with two bunk beds, a sleeper sofa, kitchenette, and large HDTV. This way they can have their own area to sleep up to 6 kids and hang out in their own space! Have little ones that need to sleep in the same room as their parents One of our second floor bedrooms has a built in toddler bunk for 2 young ones!brThere are two laundry areas, two grilling areas, multiple living and dining areas, multiple decks for outdoor lounging and al fresco dining and plenty of areas for privacy! brTake the elevator up to the third floor for an amazing oceanfront experience! The great room has plenty of space to spread out, dine inside or outside, serve meals with ease in our large chef’s kitchen with gas cooking, two dishwashers, double ovens and a large island! You will have all the dinnerware, cookware, bakeware, and even spices - everything you could possibly need to serve your friends and family! There is a gas grill just off the kitchen for the outdoor chef!brAhh, the pool. The 14 x 30 foot pool, (heated October through April) is one of the largest in the area and has an enormous 30 foot long submerged bench for hot days. There is also a shallow tanning ledge for young ones. Surrounding the pool are multiple seating areas with tables and chairs, lounge chairs, cocktail bench, umbrellas, and a gas grill for cooking up your favorite meals. Tucked around the side of the house is a large enclosed, private outdoor shower. And a foosball table in the garage for rainy days!brThis house is one of a kind and can sleep up to 22! You will be amazed by the design, luxury finishes and large comfortable spaces! Located in a quiet residential neighborhood, set away from all the condos, you will find the beach in front of this neighborhood extra wide and uncrowded! Only 15 minutes to historic downtown and just minutes from island shopping, restaurants and activities!brBook now and enjoy this fabulous home!brbrASK ABOUT PRIVATE CHEF RECOMMENDATIONS!brbr*PLEASE SEE OUR OTHER TWO VACATION RENTAL HOMES! PROPERTY ID 4086153 AND PROPERTY ID 9459027.
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Bath 9

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Sleep 22

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Exceptional(9)

$218.54

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Private Vacation Home

Modern Waterfront Hideaway with Hot Tub & Peaceful River Views

Saint Augustine, Florida, United States

Experience the epitome of modern luxury in our newly revitalized haven, nestled along the enchanting St. Johns River. Relax in your private hot tub, where breathtaking river panoramas will mesmerize you.brbrIndulge in opulence within this contemporary masterpiece, adorned with Euro furnishings, a 60” OLED TV, Smart Fridge, and other lavish amenities.brbrBring your four-legged companions along. Just a 20-minute drive from historic St. Augustine, this is your portal to unparalleled comfort and serenity.brbrThe Space:brWelcome to your delightful 3-bedroom retreat! Discover pure tranquility in the spacious master bedroom, featuring its own bathroom, walk-in closet, a charming office nook, and a cozy chaise lounge. The master bedroom provides direct access to the backyard and the enticing hot tub, creating your personal sanctuary.brbrTwo charming bedrooms, each boasting queen beds and generous closet space, share a well-appointed bathroom—perfect for your family or friends.brbrThe heart of the home, the kitchen, showcases hickory wood cabinets and gleaming quartz countertops. Fully equipped for all your culinary endeavors, it opens up to a patio with an enchanting bistro table and chairs for al fresco dining.brbrThe living room features an expandable dining table and comfortable seating, allowing you to pamper your furry friends in the designated pet corner. Sink into the cloud-like couch, sipping your favorite beverages around the coffee table.brbrStep outside to the backyard to discover the inviting hot tub and a fenced oasis from both sides. Whether you're in the master bedroom or the backyard, a captivating view awaits, setting the stage for your perfect getaway!
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Bath 2

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Sleep 6

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Exceptional(10)

$224.31

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Private Vacation Home

Charming Cottage, Bike to Downtown Attractions, Private Fenced Yard, Hot Tub, $300 in Free Tickets!

Saint Augustine, Florida, United States

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! See below for more details!brbrA true Southern Belle! Little Blue Cottage is a charming 1930's bungalow nestled in a quiet neighborhood within the city limits of Historic St. Augustine. The home has been beautifully furnished and designed with a Cajun flair. You are sure to love the solid oak floors, high ceilings, and designer touches. Step outside to sip your morning coffee on the covered front porch and spend your evenings gathered around the fire pit or stargazing as you relax and unwind in the hot tub. The fully fenced yard offers privacy, plenty of seating, and features an outdoor shower. At Little Blue Cottage, you can bike to all downtown attractions and will be just a short walk to local favorite restaurants and coffee shops such as, The Bog Brewery, Tacos My Blessing, The West Egg, Blue Hen Cafe, Maracuya by Llama, and Buena Onda Cafe on trendy West King Street. brbr brbrKey Features: brbr-Fully fenced private backyard brbr-Hot tub brbr- Outdoor seating and dining brbr- Fire pit brbr-Free driveway parking brbr-Fully stocked kitchen brbr-Dining table brbr-TV in living room brbr-Wi-Fi brbr brbrProximity: brbr-Biking and walking distance to many attractions, restaurants, bars, shops, historical sites, and more brbr-10 min. drive to Ampitheatre, Alligator Farm, St. Augustine Lighthouse brbr-10-15 min. drive to beaches brbr brbrTake the Old City 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 galleries and bookstores just steps from your front door! brbr brbrIf you are interested in making a reservation more than 365 days in advance, please contact us directly at iTrip St. Augustine. brbr brbrLet iTrip help you make the most of your vacation!brbrFREE FUN! Each booking will include one free entry per attraction each day of your stay! The following attractions are included: brbr brbr- St. Augustine Alligator Farm brbr brbr- St. Augustine Pirate & Treasure Museum brbr brbr- Old Town Trolley One Day Tour brbr brbr- Royal St. Augustine Golf & Country Club Course brbr brbr-The Fountain of Youth brbr brbr brbrAdditional attractions may be available, so feel free to reach out with any questions! brbr brbr brbr brbrNOTE: $500 cancellation fee applies to all bookings 27 days or more. brbr brbrStartup bathroom, kitchen, and laundry supplies are provided with each booking. brbr brbr25 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. brbr brbrNoise 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. *Decibel levels are monitored at this property to abide by city and county noise ordinances. brbr brbrNo smoking or vaping on the property. $500 fine for rule violation.
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Bath 1

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Sleep 4

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Exceptional(4)

$196.42

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Private Vacation Home

Coconut Cottage-Quiet/Garage

Saint Augustine, Florida, United States

Summary:brThis stylish, new construction house is a perfect place to unwind and enjoy all that St. Augustine has to offer. Downtown and most beaches are only a 15 minute drive away. brbr3 bedrooms plus a pull out sofa bed ensure you have enough room for all. If not, you can rent the sister home next door to double your space.brbrWe are your hosts as well as the property owners and take great pride in giving you a 5 star experience. Happy guests are our number one goal!brbrThe Space:brThe primary bedroom has a king sized bed with attached full bathroom. The 2nd bedroom has a queen sized bed. The third bedroom has 2 twin beds. There is also a full sized bathroom in the hallway. The living room has a sleeper sofa with 2 additional chairs and a large smart tv. There is counter and table seating for dining. The kitchen is fully stocked with essential tools.brbrGuest Access:brThe entire house and yard are yours to enjoy.brbrThe Neighborhood:brThere is a 2 hours limit on street parking. Cars will get ticketed if parked there longer than 2 hours.brbrGetting Around:brWhile there is public transportation through the bus system, we suggest renting a car or using Uber/Lyft to get around. brbrOnce you are in downtown St. Augustine, most attractions are within a short walking distance, or you can use the Trolley system to get around.brbrBEACHES: br-12 min to Vilano Beach br-16 min to North Beach br-16 min to Anastasia State Park br-22 min to St. Augustine Beach brbrATTRACTIONS: br-8 min to Old Town St. Augustine/Historic District br-8 min to Pirate & Treasure Museum br-9 min to Ponce de Leon's Fountain of Youth Park br-9 min to Whetstone Chocolate Factory br-11 min to Castillo de San Marcos br-11 min to the Black Raven Pirate Ship Voyages br-12 min to St. George Street in Old St. Augustine Historic District br-12 min to Ximenez-Fatio House Museum br-16 min to Alligator Farm & Zipline br-17 min to the Amphitheater brbrGOLF: br-4 min to Royal St. George's br-17 min to Slammer & Squire Golf Course br-18 min to the World Golf Village br-18 min to The Palencia Club br-23 min to Marsh Creek Country Club br-23 min to St. John's Golf and Country Club br-23 min to King & Bear Golf Course br-24 min to St. Augustine Shores Club brbrGROCERIES: br-4 min to Publix br-2 min to Dollar GeneralbrbrOther Things to Note:brINTERNET & STREAMING SERVICES: High speed wireless internet service is provided as a convenience only and is not integral to the agreement. No refund of rents shall be given for outages, content, lack of content, speed, access problems, lack of knowledge of use, or personal preferences with regard to internet and television service. Please bring your logon information for access to the smart tv apps.brbrInteraction with Guests:brPlease message me or Ken through the app and we will respond to you as quickly as possible.
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Bath 2

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Sleep 8

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Exceptional(8)

$195.0

/ Nightly
Private Vacation Home

Bahama Breeze-Quiet/Garage

Saint Augustine, Florida, United States

Summary:brThis stylish, new construction house is a perfect place to unwind and enjoy all that St. Augustine has to offer. Downtown and most beaches are only a 15 minute drive away.brbr3 bedrooms plus a pull out sofa bed ensure you have enough room for all. If not, you can rent the sister home next door to double your space.brbrWe are your hosts as well as the property owners and take great pride in giving you a 5 star experience. Happy guests are our number one goal!brbrThe Space:brThe primary bedroom has a king sized bed with attached full bathroom. The 2nd bedroom has a queen sized bed. The third bedroom has 2 twin beds. There is also a full sized bathroom in the hallway. The living room has a sleeper sofa with 2 additional chairs and a large smart tv. There is counter and table seating for dining. The kitchen is fully stocked with essential tools.brbrGuest Access:brThe entire house and yard are yours to enjoy.brbrThe Neighborhood:brThere is no street parking allowed for longer than 2 hours. Cars will get ticketed if parked on the street longer than 2 hours.brbrGetting Around:brWhile there is public transportation through the bus system, we suggest renting a car or using Uber/Lyft to get around. brbrOnce you are in downtown St. Augustine, most attractions are within a short walking distance, or you can use the Trolley system to get around.brbrBEACHES: br-12 min to Vilano Beach br-16 min to North Beach br-16 min to Anastasia State Park br-22 min to St. Augustine Beach brbrATTRACTIONS: br-8 min to Old Town St. Augustine/Historic District br-8 min to Pirate & Treasure Museum br-9 min to Ponce de Leon's Fountain of Youth Park br-9 min to Whetstone Chocolate Factory br-11 min to Castillo de San Marcos br-11 min to the Black Raven Pirate Ship Voyages br-12 min to St. George Street in Old St. Augustine Historic District br-12 min to Ximenez-Fatio House Museum br-16 min to Alligator Farm & Zipline br-17 min to the Amphitheater brbrGOLF: br-4 min to Royal St. George's br-17 min to Slammer & Squire Golf Course br-18 min to the World Golf Village br-18 min to The Palencia Club br-23 min to Marsh Creek Country Club br-23 min to St. John's Golf and Country Club br-23 min to King & Bear Golf Course br-24 min to St. Augustine Shores Club brbrGROCERIES: br-4 min to Publix br-2 min to Dollar GeneralbrbrOther Things to Note:brINTERNET & STREAMING SERVICES: High speed wireless internet service is provided as a convenience only and is not integral to the agreement. No refund of rents shall be given for outages, content, lack of content, speed, access problems, lack of knowledge of use, or personal preferences with regard to internet and television service. Please bring your logon information for access to the smart tv apps.brbrInteraction with Guests:brMessage me or Ken through the app and we will respond to you as quickly as possible.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

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Exceptional(37)

$1021.72

/ Nightly
Private Vacation Home

Oceanfront 3BR,Game Room, Crescent Beach Retreat!

Saint Augustine, Florida, United States

Delight in breathtaking sunrise vistas just 200 steps from dreamy Crescent Beach! From your private oceanfront balcony, master-bedroom windows, and main living area, you can observe playful dolphins, seabirds, and even sea turtles gliding through the surf. Unwind in your own private game room featuring over 30 retro arcade games, a pool table, and a poker set—perfect for family bonding or friendly competition. Resort-style amenities round out your experience, including a sparkling community pool (open until 10 PM), pickleball and tennis courts, and beach accessories like chairs and towels ready for your use.brbr Location HighlightsbrbrJust 20 minutes (or less) from downtown St. Augustine—famous for its historic charm, cobblestone streets, restaurants, museums, and nightlifebrbrClose to iconic attractions like Fort Matanzas, Matanzas Inlet, Marineland, St. Augustine Alligator Farm, and the Lighthouse & Maritime MuseumbrbrSurrounded by top-rated golf courses, hiking trails, kayak rentals, and deep-sea fishing chartersbrbrIdeal for a relaxing beach getaway or an active outdoor vacationbrbrDuring the holiday season, enjoy the enchanting “Nights of Lights” celebration in nearby St. Augustinebrbr The SpacebrThis private, three-level townhome-style condo provides all the comforts of a standalone home—no upstairs or downstairs neighbors! Guests enter via the first-floor garage. The main living space and kitchen are on the second floor, while both bedrooms are located on the top level with stunning ocean views.brbrSleeping Arrangements (Sleeps 9)brMaster Bedroom (3rd floor): King bed, ensuite bath, ocean viewbrbrGuest Bedroom (3rd floor): Queen bed, steps from guest ¾ bathbrbrBunk/Game Room (1st floor): Triple-twin bunk bed + two convertible twin sleeper chairsbrbrBathroomsbrMaster Ensuite: Spacious stand-up showerbrbrGuest Bath: ¾ bath with showerbrbrMain Level: ½ bath (guests in bunk room will need to go upstairs for access)brbrKitchen & DiningbrFully stocked kitchen with drip coffee maker, grinder, crockpot, double oven, microwave, ice makerbrbrSeating for 4 at the dining table + 2 at the breakfast barbrbrAll dishware, cookware, utensils, and glassware providedbrbrWork‑from‑Home FriendlybrTwo dedicated ocean-view workstationsbrbrBlazing-fast 500+ Mbps Wi-FibrbrIdeal for remote workers, digital nomads, or teens needing homework spacebrbr Entertainment & AmenitiesbrGame Room: 30+ retro arcade games, full-size pool table, board games & poker setbrbrSmart TVs: Five total with cable in main areas and bedroomsbrbrPrivate Balcony: Oceanfront seating area—perfect for morning coffee or evening winebrbrOutdoor Grill: gas grill for cookoutsbrbrCommunity Amenities: Pool (open until 10 PM), pickleball and tennis courtsbrbr House Rules & EssentialsbrAbsolutely no parties or eventsbrbrNo pets allowed (ADA-compliant service animals accepted)brbrNo smoking indoors—designated outdoor space onlybrbrLifeguard not onsite—please supervise childrenbrbrStairs required—property may not be suitable for guests with mobility issues or very young childrenbrbrRing exterior camera (facing driveway for security)brbr ️ Parking & Accessbr1-car private drivewaybrbrAdditional free guest parking available directly in frontbrbrSmart lock for self check-inbrbrAccess codes activate before 4:00 PM check-in and expire shortly after 10:00 AM check-outbrbr❤️ Guest FavoritesbrThis place is awesome. It is perfectly located on a quiet beach with stunning ocean views. We even saw dolphins and eagles from the balcony! I'd recommend it to anyone—but maybe I shouldn’t, because I want to stay here again! — PhillipbrbrWe loved our stay! The unit, location, and beach were all perfect. It was truly paradise, and we can’t wait to return! — LeannebrbrThis condo is in the best spot—quick and easy access to both the beach and pool. It was never overcrowded, and the condo was beautifully designed with spa-like bathrooms and comfy beds. We had everything we needed! — Irabrbr Included EssentialsbrHigh-speed 500+ Mbps Wi-FibrbrCentral A/C and heatingbrbrWasher/dryer in-unitbrbrTowels, beach towels, bed linensbrbrPaper towels, trash bags, complimentary toiletriesbrbrHair dryer, iron/boardbrbrBeach chairs and umbrellabrbr Departure ChecklistbrStrip used beds and start laundrybrbrStart dishwasher and remove trashbrbrClose and lock all doors before check-outbrbr Why Guests Keep Coming BackbrGuests consistently tell us that what makes this home so special isn’t just the views—it’s the vibe. Whether it’s sipping your morning coffee with the sound of waves in the background, watching dolphins play just offshore, or winding down with family game night in the arcade room, this place has a soul of its own.brbrWe’ve poured heart and intention into every corner—from the lighting to the bedding to the cookware—so you can feel at home the moment you walk in. This isn't a cookie-cutter rental—it's a place where you can truly unplug, recharge, and reconnect with what matters.brbrNeed a romantic getaway A remote working sabbatical A big family beach adventure Whatever your reason for visiting, this space adapts to you. And if you need anything during your stay, we're only a message away—committed to making sure your trip is effortless, memorable, and five-star worthy.brbrThis is more than just a place to stay—it’s your ultimate beachfront escape on one of Florida’s most serene and uncrowded stretches of coastline. Whether you're here to relax, explore, or play, you'll find everything you need to create unforgettable memories. ☀️
Bed 3

Bed

Bath 2

Bath

Sleep 9

Sleeps

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Exceptional(3)

$186.38

/ Nightly
Private Vacation Home

Tlay Cottage-Downtown St Augustine FL

Saint Augustine, Florida, United States

Cozy St Augustine Home 5 minutes from Beautiful downtown St Augustine- pet friendlybrbrA 3-bedroom, 2-bathroom home with a privacy fence, located just 5 minutes from the historic charm of St. Augustine, Florida, offers the perfect blend of tranquility and accessibility. This cozy abode provides a private retreat for families or groups of friends, while being conveniently situated to explore the city`s rich history, stunning beaches, and vibrant nightlife. brbrImagine relaxing in your own private backyard, enjoying the Florida sunshine, while knowing that the historic district, with its cobblestone streets and ancient fort, is just a short drive away. This home offers the best of both worlds: a peaceful escape and easy access to all that St. Augustine has to offer.brbr**A Pet-Friendly Airbnb: A Home Away From Home for You and Your Furry Friend**brbrA pet-friendly Airbnb offers a comfortable and welcoming stay for both you and your furry companion. These accommodations are designed to cater to the needs of pet owners, providing a safe and enjoyable experience.brbrbrBy choosing a pet-friendly Airbnb, you can explore new destinations without leaving your furry friend behindbrbrThe luxury of keyless entry is a modern convenience that offers a seamless and secure way to access your home. Imagine arriving home after a long day, approaching your door, and it automatically unlocks as you get closer. No more fumbling for keys in your purse or pockets, just a smooth and effortless entry.brbrGuest will receive a door code to access the propertybrbr24-hour guest services provide peace of mind and convenience for travelers. Whether it`s a late-night arrival, an early morning departure, or a sudden issue that arises during your stay, having dedicated staff available around the clock ensures you`re always taken care of. brbrbrbr* **Assistance with check-in and check-out:** No matter the time of day, you can rely on efficient and friendly assistance with your check-in and check-out processes.br* **Problem resolution:** If you encounter any issues during your stay, such as a malfunctioning appliance or a lost item, 24-hour guest services can quickly address your concerns.br* **Local recommendations:** Need recommendations for dining, shopping, or attractions 24-hour guest services can provide expert advice on the best places to visit and things to do.br* **Emergency assistance:** In case of an emergency, 24-hour guest services can provide immediate assistance and support.brbrWith 24-hour guest services, you can enjoy a worry-free and comfortable stay, knowing that help is always just a phone call away.brbrGuess can interact with host through Airbnb or through SMS messaging
Bath 2

Bath

Sleep 10

Sleeps

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