Home Vacation Home Rentals By Owner In Saint Augustine, FL

Showing 1020 Of 1529 Vacation Rentals
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Exceptional(13)

$633.49

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Private Vacation Home

Walk to Historic District, Pets OK, Free Parking, Fire Pit, Laundry, + Porch

Saint Augustine, Florida, United States

Spacious Downtown Retreat — Two Homes, Fire Pit, Walk to It AllbrGather your crew and settle into this one-of-a-kind St. Augustine escape, just steps from the charm of the nation’s oldest city. With both a beautifully updated Main House and a private Carriage House, this property is ideal for group getaways, multi-generational families, or friends traveling together.brbrWhat You’ll Love:br– Prime location in the Historic District — walkable to restaurants, shops, and attractionsbr– Full access to both homes and all outdoor spacesbr– Fire pit, private driveway parking, and pet-friendly conveniencebr– Perfect blend of historic character and modern comfortbrbrMain House Highlights:br– 4 Bedrooms / 3 Bathrooms: Spacious, thoughtfully designed, and equipped with plush beddingbr– Gourmet Kitchen: Stocked and ready with high-end appliances and all the essentialsbr– Open-Concept Living & Dining: Ideal for meals, movie nights, or reconnecting with friends and familybr– Outdoor Gathering Space: Fire pit, grill, and seating for starlit eveningsbr– Private Driveway: Parking for 3–4 vehiclesbrbrCarriage House Highlights:br– 1 Bedroom / 1 Bathroom: Peaceful and private with a queen bed and full bathbr– Kitchenette: Simple setup for coffee, snacks, or light prepbr– Separate Entrance & Parking: Ideal for couples or those seeking extra quiet and privacybrbrWalkable to Everything:brLocated in the heart of the Historic District, you’re just a short stroll from:br– Castillo de San Marcosbr– St. George Street’s shops, cafés, and galleriesbr– The Lightner Museum and historic landmarksbr– Aviles Street and the Colonial Quarterbr– Ripley’s, the Old Jail, and trolley stopsbr– Quick drive or Uber to St. Augustine BeachbrbrThe Details:br– You’ll have full, exclusive use of both homes and the outdoor spacesbr– Great for groups of all ages; layout offers privacy and togethernessbr– Pet-friendly with approvalbr– Security camera on-site (driveway only, no interior monitoring)br– Local guest support just a message away
Bed 5

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Bath 4

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Sleep 12

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Exceptional(31)

$365.04

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Private Vacation Home

Walk to Everything Historic Downtown 3BR/3BA

Saint Augustine, Florida, United States

Summary:brbrWalk to Everything | Historic Downtown St. Augustine | 3BR/3BA Family HomebrbrbrbrThe Space:brbrStep out the front door and into one of America's most charming cities — this spacious 3-bedroom, 3-bathroom home puts you right in the heart of historic St. Augustine, just steps from the cobblestone streets, world-class dining, boutique shops, and iconic landmarks that make this city unforgettable.brbrThe SpacebrbrSpread out and relax in this thoughtfully designed home with three full levels of living. The grand open-concept living, dining, and kitchen area is the heart of the home — perfect for family game nights with board games and puzzles, movie nights on the flat-screen TV, or gathering after a long day of exploring. The fully equipped kitchen has everything you need to cook like you're at home.brbrRetreat to the luxurious primary suite featuring a spa-like en-suite bath — your own private sanctuary after a day on your feet. Two additional bedrooms (one upstairs, one downstairs) offer flexible sleeping arrangements ideal for families with kids of all ages, and each has access to its own full bathroom.brbrWhy Guests Love This LocationbrbrSt. Augustine is best experienced on foot — and you're right in the middle of it all. Walk to the Castillo de San Marcos, St. George Street, the historic district, award-winning restaurants, and local shops without ever needing your car. In summer, the neighborhood Willie Galimore Pool is just around the corner — a local gem for families.brbrParking Covered.brbrSkip the parking garage fees. This home includes private off-street parking for guests, so you can arrive, park once, and spend your days exploring on foot.brbrThis Home Is Perfect For:brbrbrbrFamilies with children of all agesbrbrMulti-generational tripsbrbrGroups who want space to spread out without sharing a single bathroombrbrAnyone who wants to be within walking distance of St. Augustine's bestbrbrbrbrDog friendly for dogs under 35lbs.brbrbrbrGuest Access:brbrFront Door has a digital lock. Guests will receive the code the day before arrival.brbrbrbrThe Neighborhood:brbrLincolnville NeighborhoodbrbrbrbrGetting Around:brbrWalking is the best way to get around!brbrbrbrInteraction with Guests:brbrIf a guest would like us to meet them at check-in, we can.
Bed 3

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Bath 3

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Sleep 7

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Exceptional(94)

$500.25

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Private Vacation Home

Sandy Feet - Heated Pool! Near: Amphitheatre, Historic Downtown, & Beach

Saint Augustine, Florida, United States

***This home will be listed for sale Mid-April of 2026. No showings will be scheduled during guest stays. When we are made aware of an offer with a closing date, we will inform guests asap. Once there is a closing date, guests who cancel their stay due to the sale of the house will be fully refunded.***brbrOur Sandy Feet Beach Retreat has a heated pool! This is island living at it's best!brbrSpacious 4 bedroom, 2 bathroom home located in the heart of Anastasia Island, only about 2 minutes away from the beach/pier, and about 5 minutes away from historical downtown St. Augustine. Our home has an in ground pool, fenced yard, circular driveway, updated bathrooms, stainless appliances, granite counter tops, and a large screened in porch. Fully renovated home with large yard for the kids. There is one smart TV in the living room, one in the master bedroom, and one in a king bedroom.brbrThere is not a light in the pool. The pool heater thermostat is set to a temperature between 78 and 85 degrees F, depending on the time of the year. If the daytime air temp doesn't get above 58 degrees the pool will have a difficult time staying heated. Our pool technician comes on Tuesdays to check the chemicals and Fridays to clean. Our lawn/landscape professional comes on Wednesdays. These dates are subject to change based on weather or other factors, but in general that is when they are scheduled.brbrThe history of St. Augustine is incomparable with almost any other on our coast. Founded in 1565 it is chock full of amazing places to visit, from the oldest house to the first schoolroom, to the impenetrable fort built by the Spanish. Lincolnville, just south of downtown St. Augustine takes you on a walking tour of the history of the civil rights movement noting where Martin Luther King stayed on numerous occasions. Needless to say, there’s also so many unique shops, and the restaurants are so varied and truly have an international flavor! There are things to do no matter the weather! You can take a free boat ride to Fort Matanzas and learn the history about the battles fought. Further south is Marineland where you can swim with dolphins! brbrThe St. Augustine and St Johns County area have a great variety of golf courses for players of every level and skill. There are always concerts at St. Augustine Amphitheatre and events at Francis Field as well. You will never run out of things to do here in St. Augustine. It is probably one of the most beautiful places in all of Florida, and for sure one of the most photographed! Come and see for yourself!brbrPets and Service Animals: You must let us know if you are bringing an animal to the home, even if it is a service animal! It's important to let the cleaners know. Up to 2 dogs are allowed with a nonrefundable pet fee. They must be less than 50lbs each and no aggressive breeds. NO CATS! Please do not allow your dogs to jump up onto the beds or couches. If the dogs are accustomed to being allowed on the furniture at home, please bring blankets to protect the surfaces. If you forget to bring blankets, let us know and we will provide you with some. If you bring a pet and do not tell us or pay the fee, we will charge your damage deposit for the pet fee plus $100 for the unexpected extra services required to clean the house. brbrIf you have a large family and need a second location please inquire with the host about our other property that is nearby.brbrThe cleaning company provides a limited amount of basic necessities (toilet paper, trash bags, dishwasher/laundry soap, etc.) to get you started, you will want to bring some with you. Garbage and recycling must be taken out to the street Sunday night for Monday morning pickup.brbrWe don't offer refunds or reschedule stays during hurricane season, even if there is an evacuation order. Please purchase trip insurance for your stay if this is a concern.
Bed 4

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Bath 2

Bath

Sleep 10

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$526.84

/ Nightly
Private Vacation Home

Backyard Oasis & Modern Upgrades • Walkable Downtown Location • Spacious

Saint Augustine, Florida, United States

Welcome to The Lovett House in Historic St. AugustinebrbrExperience the charm of a beautifully restored historic home in the heart of Lincolnville, one of St. Augustine’s most walkable and culturally rich neighborhoods. Just minutes to downtown, top-rated restaurants, and beautiful beaches, The Lovett House offers the perfect blend of comfort, history, and convenience.brbrHighlights:brWalkable to downtown St. Augustine (less than 1 mile)brUnder 10 minutes to multiple beachesbr3 off-street parking spaces (garage + driveway)brTrolley stop at the cornerbrFenced yard and dog-friendly (see pet policy)brbrCommunity pool access ($2 per person)brbrBedrooms & Layout:brSleeps up to 8 adults or 8 adults plus 2 children.brWe also provide a mini crib for infants.brbrUpstairs: 4 bedroomsbr1 King, 3 Queens, 2 Twins (twin beds are in an adjoined suite with a Queen bed)brbrFirst floor: 1 Queen bedroom and full bathbrbrOffice with desk brTVs in all upstairs bedrooms and living roombrbrBathroomsbr2 full bathrooms (one on each floor)brMarble finishes, quality towels, and toiletries providedbrbrKitchen & DiningbrA fully stocked gourmet kitchen with everything you need to cook and entertain:brbrSharp knives, pots, baking pans, and cooking essentials (oil, spices)brCoffee stationbrDishwasher and dish soapbrPlastic wrap, foil, and paper products included for a few nights' staybrTwo indoor dining areasbrOutdoor deck with dining tablebrOutdoor & Beach AmenitiesbrFenced yard for privacy and pet safetybrBeach towels, 4 chairs, cooler, and beach bag providedbrLess than 10 minutes to Anastasia State Park, Vilano Beach, and St. Augustine BeachbrBike rentals available nearbybrFamily-Friendly Features:brMini cribbrHigh chairbrChildren’s plates, cups, utensilsbrToys, books, and board gamesbrbrPet Policy:brUp to 2 dogs allowed with prior approval and $70 pet feebrDogs must be under 30 lbs or non-shedding breedsbrNo German Shepherds, Golden Retrievers, Dalmatians, Great Pyrenees, Dobermans, or any aggressive breedsbrExcessive barking or disturbances may result in cancellation without refundbrDogs may not be left unattended in the yardbrbrProvided with Your Stay:brbrShampoo, conditioner, body wash, hand soapbrLinens, towels, and hair dryersbrToilet paper, paper towels, laundry detergent (free & clear), trash bagsbrDish soap, dishwasher detergent, sponge, plastic wrap, foilbrbrNeighborhood & Location:brLincolnville is a historic district rich in cultural heritage and architecture. Originally settled after the Civil War, the neighborhood features preserved homes from the 19th and early 20th centuries. Enjoy:brbrLocal restaurants and coffee shops within walking distancebrbrHistoric sites and museums nearby: Lincolnville Museum, St. Augustine Black Heritage Trail, Fort Mose Historic State ParkbrbrLess than 1 mile to downtown shops and restaurants (walk or take a short Uber)brbrNote: While the home is near the water and sightseeing, the nearest beaches are a short drive away.brbrOther Important Informationbrbr3 total off-street parking spaces (2 driveway, 1 garage)brbrOffice closet is locked for cleaning/supply storagebrbrNo parties or third-party bookingsbrbrWe recommend travel insurance as we cannot cover last-minute cancellations, including weather-relatedbrbrWe are in Florida’s sub-tropical climate and routinely spray for bugs, but occasional sightings may occur. Please keep doors and windows closed.brbrContact & AvailabilitybrbrWe’re available daily from 9 AM to 9 PM via text or the app.brbrFollow us on Instagram and Facebook: @staugustine_lovett_house
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Bath 2

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Sleep 10

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$912.05

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Private Vacation Home

Saragossa Poolside Paradise

Saint Augustine, Florida, United States

Step back in time at our Poolside Paradise on Saragossa Street, a historic house with a detached unit and dedicated office. Our charming 3-bed / 4-bath retreat is less than a 10-minute walk to downtown St. Augustine, offering the perfect blend of convenience and relaxation. Take a dip in the pool or explore the city`s rich history and attractions. Ideal for families or groups seeking a unique and memorable stay. Book now for an unforgettable vacation experience!brbrThe property features a covered attached garage for one car, as well as three additional parking spaces. brbrOutside, you`ll find a beautiful outdoor space with a small pool, outdoor TV, grill, and patio seating - perfect for soaking up the Florida sunshine. At the front of the house, there is a cozy fire pit and rocking chairs, ideal for enjoying a quiet evening under the stars. brbrFor those looking to cool off, an outdoor shower is available to use with the pool. The loft, accessed by a flight of stairs, offers a private balcony overlooking the pool, creating a serene retreat within the property. brbrInside, there is ample space for dining and relaxing, with two electric fireplaces adding a cozy touch to the space. Whether you`re looking to explore the city`s rich history or simply unwind in a tranquil setting.brbrGuests will have access to the entire property.brPlease be respectful of our neighbors! They are in close proximity to our home. Please respect our quiet hours.
Bed 4

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Bath 4

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Sleep 8

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Exceptional(155)

$340.58

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Private Vacation Home

Renovated Romantic Guesthouse Historic Downtown Easy 2 Block Stroll - Beach only 3 Miles!

Saint Augustine, Florida, United States

ROMANTIC DOWNTOWN GETAWAY GUESTHOUSEbr brbrNewly renovated 1920's ROMANTIC Upstairs Guesthouse behind our Historic Lady located at 28 Riberia Street. Easy walking distance of all the attractions in Downtown St Augustine. Park your car and step into another world. Loads of Restaurants and activities within Walking Distance. Amazingly charming at night with the lights and live music. Great location! Plus easy access to the Beach only 3 miles away. Check out the WALK THRU Videos under the Floor Plan Tab. It is the best way to get a feel of the house. Just use your mouse to walk thru. I think you will love it. Also see my other 6 Downtown homes or 5 Oceanfront at the links below. brbrOriginal Heart of Pine Floors throughout. Everything else new!brbrNEW White Shaker Kitchen with Stainless Appliances and all the Dishes and Pans you need to cook a gourmet meal.brbrVaulted Wood Ceilings in both the Greatroom and the Master Bedroom. Both with Ceiling Fans. NEW Windows and Doors.br brCharming NEW Marble Bath. Marble Floors, Marble Shower, even Marble Wainscot. You will love the RAIN Shower and the Barn Door leading to the Master.br br2 Flat Screen TVS - Free Wireless Internet - Streaming Video - DVD.br brSmall balcony with seating and Grill.brbrWasher and Dryer on the first floor in Garagebrbr1 Parking SpotbrbrStrict No Smoking and No Pets.brbrWANT MORE SPACE Check out the 3 Bedroom 4 Bath Main house located on the same lot called the Historic Lady which sleeping up to 10. Or rent any of my 6 other Downtown homes or 5 Oceanfront homes. You can see them all on my website LindasBeach.com or see the single listings below. They are clustered together to accommodate large gatherings or wedding guests. Often the Husband's side can take one group of homes and wife's the other. Everyone is close but not too close. Just send my website to all your friends and guest and they can be sure they have booked near each other and the action. Makes choosing your Vacation Rental easy.brbr1. Downtown- 28 Riberia St & Guesthouse - 2 Blocks to Historic DT - 2 Optionsbrbr brbrHistoric Lady - Main House (3 BD 4 BA - Sleeps 10) https://lindasbeach.com/Historical-Lady/brbrRomantic Getaway - Guesthouse (1 BD 1 BA - Sleeps 4) https://lindasbeach.com/romantic-studio/ (Shown Here)brbr brbr2. Downtown- 67 Lemon St & Guesthouse in Alley - 2 Blocks to Riberia and the Historic Downtown - 4 Options brbr brbrLemon Street Retreat - Main House (3 BD 3 BA - Sleeps 8) https://lindasbeach.com/755368/brbrLemon Guesthouse - Both Floors (4 BD 3.5 BA - Sleeps 14) https://lindasbeach.com/373726/brbrPalm View - 2nd Floor Guesthouse (3 BD 2 BA - Sleeps 9) https://lindasbeach.com/Palm-View/brbrSecret Garden - 1st Floor Guesthouse (1 BD 1.5 BA) - Sleeps 5) https://lindasbeach.com/373723/brbr brbr3. Downtown- 28 Saragossa St - 1 Block to Lemon and Riberia - 1 Block to Historic DT - 2 Options brbr brbrGrand Oak (1 BD 1 BA - Sleeps 4) https://lindasbeach.com/755361/brbrPalm Paradise (1 BD 1 BA - Sleeps 4) https://lindasbeach.com/755364/brbr4. Oceanfront - 2 1st Lane - 5 Miles South of Downtown - Direct Oceanfrontbrbr brbrChautauqua (7 BD 6.5 BA - Sleeps 21) https://lindasbeach.com/chautauqua/brbr brbr5. Oceanfront - 2 9th St - 15 Houses north of Chautauqua - Direct Oceanfront - 4 Optionsbrbr brbrSeaside Cottage 1 (6 BD 5 BA - Sleeps 19) https://lindasbeach.com/372392/brbrSeaside Cottage 2 (2 BD 3 BA - Sleeps 7) https://lindasbeach.com/372394/brbrSeaside Cottage 3 (2 BD 2 BA - Sleeps 6) https://lindasbeach.com/372396/brbrSeaside Cottage 4 (1 BD 1.5 BA - Sleeps 5) https://lindasbeach.com/372397/brbrBOOKMARK ME - Please bookmark at www.LindasBeach.com or see the individual homes above. brbrRemember you save 5-15% when you book directly with me vs VRBO or Airbnb.brbrCALL LINDA - My goal is to create the Ultimate Vacation Experience and have it become a part of Your Family Tradition so that you will grow to consider us Your second home in St Augustine.br brFeel free to call me anytime at 904.465.3852. I always answer my phone and am here to help. I am also a Realtor so if you Fall in Love like I did, I can help you find a great deal on a Vacation Home. I would love to take you Shopping.br brThank you for considering us,brbrLinda Baylesbr904.465.3852 brEmail Info@LindasBeach.combrWebsite www.LindasBeach.combrI am also Realtor at FL Homes Realty & Mortgage if you decide you want to stay
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Bath 1

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Sleep 4

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$752.97

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Private Vacation Home

Cottage & Bungalow | Coastal 2-Unit Retreat

Saint Augustine, Florida, United States

2 Unit Dog-Friendly Cottage and BungalowbrbrCrescent Beach Cottage & Bungalow – Dog-Friendly Coastal RetreatbrbrExperience the best of Crescent Beach at this cozy two-unit coastal getaway, just a short walk from the beach ramp and steps from the scenic Intracoastal Waterway. Both units blend vintage Florida charm with modern upgrades, including in-unit washers and dryers for convenience. The fully fenced yard makes it easy to bring your furry friends along—this property is perfectly dog-friendly—and parking is available right at the door.brbrThe Cottage features two bedrooms, a full-size sofa bed, two full bathrooms, a full kitchen, and a comfortable living and dining area. The adjacent Bungalow offers two bedrooms, a sofa bed, one full bath, and a living, dining, and kitchen space with a microwave, cooktop, and refrigerator. Both units include outdoor seating, a gas grill, and fenced yards with a shared gate for easy access.brbrSet on the quieter south end of Anastasia Island, Crescent Beach offers soft white sand for long walks, biking, and surf fishing, while the Intracoastal Waterway provides scenic views and fishing spots. Local restaurants, bars, and shops are just a short drive away, with historic St. Augustine 11 miles north and Daytona Beach 45 miles south. Enjoy sunrises on the beach, evening strolls to watch ghost crabs, and a relaxing coastal escape with all the comforts of home.
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Bath 3

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Sleep 12

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$324.43

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Private Vacation Home

The ArtHouse: Where Industrial Charm Meets Creative Inspiration

Saint Augustine, Florida, United States

Welcome to our one-of-a-kind accommodation option in Downtown St. Augustine! If you're looking for a unique and memorable stay, you've come to the right place. Our property has undergone a Peace, Love & Happiness-inspired renovation, and the results are truly extraordinary. We poured our love into every piece of this build.brbrAs soon as you step inside, you'll be captivated by the artistry that went into creating this space. Local artisans poured their talent into crafting the handmade kitchen and bathroom cabinets, and out of state crafters handmade the beds and headboards. The centerpiece of the kitchen is an exquisite red cedar epoxy island countertop, a true work of art in itself, created by a local St. Augustine crew.brbrOne of the most eye-catching features is the wall adorned with the renowned Spread Love graffiti and a stunning St. Augustine mural greeting you outside, which sets the tone for the entire space. This graffiti art not only adds a unique character to the property but also serves as a constant reminder of the positive vibes and love that permeates your stay here.brbrThe outside space is appropriately named The Bamboo Garden. In the corner you'll find tall bamboo, with colorful bottle caps lining the ground underneath. A picnic table, games, and cafe lights lend to a peaceful break from touring the city.brbrOur property is more than just a place to stay; it's an experience, a celebration of art, love, and positivity. We invite you to immerse yourself in the unique atmosphere we've created, and to explore the vibrant city of St. Augustine, knowing that you can always return to your peaceful and eclectic sanctuary. Peace, Love and happiness await you here, and we can't wait to share it with you.brbrIMPORTANT TO NOTE:brbrNeed more space In the front of the property we have a separate Vacation Rental. Separate parking and entrances, and no shared space. We welcome your friends or family to book our Artsy, 2 bed/2 bath Cottage that sleeps 4-6 guests! Guests will find 2 King en suites, plus an additional twin over full Renovation Hardware bunk bed in the second suite. A delightful screened in porch separates the two suites. In front, is a porch with 2 rocking chairs. Life is Good!
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Bath 2

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Sleep 6

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$319.45

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Private Vacation Home

LunaSea Beach House - Family friendly, steps to beach, private pool & hot tub

Saint Augustine, Florida, United States

Plan your awesome beach getaway here. Steps to St. Augustine Beach, beautiful living area, private tropical outdoor oasis with salt-water pool, hot tub, tiki hut and lounge areas. Located in the heart of St. Augustine Beach. Walk to multiple stores, coffee shops, restaurants and bars. Take a 10 minute drive to historical Downtown St. Augustine, the Castillo San Marco, the Amphitheater, the Alligator Farm, the Light House, Anastasia State Park and multiple other tourist destinations. Stay in style & comfort in the perfect location. Make LunaSea Beach House your vacation destination!brbrGuests stay on the ground floor of a clean, family -friendly home. The space is beachy chic with tile throughout and an open layout. The living area opens onto a private, tropical backyard paradise. There are two bedrooms, each with queen-sized beds, and a bonus area with a queen-sized futon and all are fitted with high-count cotton sheets. brbrGuests have access to the ground floor, salt water pool, hot tub, shaded outdoor tiki lounge, sun loungers, pool toys and floats, a beach wagon, beach chairs, beach umbrellas and a washer & dryer. If you're into peace and relaxation, this is the spot.brbrLunaSea is located in a safe, friendly, eclectic beach community.brbrYou can catch the Sunshine Bus (public transportation) on A1A, 1 block from LunaSea Beach House. There are 2 free on-site parking spots and a free parking area across the street. Historic Downtown St Augustine is a short 10 minute drive away.brbrSt. Augustine is the nation’s oldest city and a top tourist destination any time of the year. There's spring break and summer vacation beach time, March through August. Fall and winter brings multiple festivals and the the Nights of Lights throughout the holiday season that runs from November to January. And of course our Snowbird Season in January and February where our neighbors to the north escape the most frigid weather for more temperate climates. brbrWhether you're into chill time at the beach or pool, history, food experiences, culture or the great outdoors, we have it all and LunaSea is perfectly situated in the middle of it all. Location, location, location....
Bed 2

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Bath 1

Bath

Sleep 6

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Exceptional(10)

$386.67

/ Nightly
Private Vacation Home

The Daydream at St Augustine

Saint Augustine, Florida, United States

The Daydream at St. Augustine - Your Ultimate Vacation Oasis!brbrbrbrEscape to The Daydream, a beautifully appointed vacation rental nestled in the heart of St. Augustine, Florida – the oldest city in the New World and a favorite destination of pirates and history lovers alike. This charming retreat offers the perfect blend of modern comfort and historic charm, just minutes away from St. Augustine's iconic landmarks, cobblestone streets, and scenic waterfront.brbrbrbrbrbrAt The Daydream, the only thing more refreshing than our private pool and jacuzzi is your sense of adventure! Nestled on charming Anastasia Island, this 3-bedroom, 2-bath gem is your home away from home—if your home had a sweet pool and a beach just a flip-flop away.    Our place is perfectly located for when you want to dive into history or dive into the ocean (we recommend both).brbrbrbrbrbrOur comfy bedrooms make napping an Olympic sport and a kitchen ready for your culinary masterpieces (or just reheating last night’s takeout), The Daydream is equipped for both relaxation and entertainment.  And when the beach gets too crowded, just retreat to your personal oasis—complete with a jacuzzi for those who believe that every day deserves a bubbly celebration.  brbrbrbrbrbrWith the historic tourist area just a leisurely stroll away and St. Augustine Beach calling your name, you can have your sun and history too. So kick off your sandals, grab your sunscreen, and book The Daydream—where every moment feels like a vacation and every guest leaves with a tan and a smile! brbrbrbrbrbrbrbrAttractions:  brbr  ►  Castillo de San Marcos;  6 min drive.  30-35 min walk.       ►  St Augustine Pirate Museum; 6 min drive. 30-35 min walk.                           ►  Saint George Street; 5 min drive.  25-30 min walk.              ►  Ponce de Leon's Fountain of Youth.  10 min drive.                                             ►  St Augustine Alligator Farm.  3 min drive.  20 min walk.    ►  Lighthouse.  4 min drive.                                                                                              ►  St Augustine Beach.  5-10 min drive.                                          ►  Anastasia Miniature Golf.   3 min drive.  15 min walk.brbrbrbrbrbrbrbr✷✷What you’ll love about our home✷✷brbrbrbr★ Location brbr★ Private pool/spa/backyard grill                                                                                                                                                                                                              ★ Privacy- quiet neighborhood, fenced in yardbrbr★ Fully equipped kitchenbrbr★ Coffee & tea starter setbrbr★ High speed WIFI                                                                                                                                                                                                                                          ★  Pool table/Ping pong tablebrbr------------------------------------------------------------------brbrbrbr✷✷ What you may not like ✷✷brbrbrbr► This is not a party housebrbr► Not pet friendly- Sorry, we have serious allergies!brbr► No smoking or vaping in the house or the premisesbrbr►Guests assume responsibility for pool and spa usebrbrbrbrbrbrPlease note:  guests are expected to act responsibly and swim at their own risk.   Owners are not responsible for injuries related to the pool/backyard.   Extra fees will be applied for damaged equipment.  brbrPool and Spa can be heated (controlled remotely), but additional fees may apply depending on time of year.
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(11)

$501.7

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Private Vacation Home

St. Augustine Escape—Pool, Hot Tub & Game Room Fun

Saint Augustine, Florida, United States

Summary:brbrWelcome to your St. Augustine getaway, perfectly designed for families and friends!brbrbrbrEnjoy resort-style amenities including a heated pool, hot tub, and private game room, all within minutes of St. Augustine Beach, the Amphitheater, and Historic Downtown.brbrbrbrWhether you’re relaxing poolside or exploring the coast, this home offers the ideal mix of comfort, convenience, and fun.brbrbrbrPLEASE READ the entire description to ensure accurate expectations.brbrbrbrThe Space:brbrDiscover Your Perfect Beachside Getaway with Patalan Hospitality!brbrbrbrWelcome to our beautifully designed Saint Augustine Beach Pool Home, where every detail has been thoughtfully crafted for the perfect vacation experience! Ideal for families and friends, our spacious retreat sits in a peaceful, central neighborhood, offering both relaxation and adventure at your fingertips.brbrbrbrStep inside to a light-filled, airy interior with cozy coastal touches that instantly make you feel at home. With four bedrooms, the home comfortably sleeps up to 10 guests, featuring three king-size beds, two queen beds, and an additional pull-out queen sofa. Two newly remodeled bathrooms ensure that everyone can unwind with ease.brbrbrbrThe private backyard is truly the heart of the home. Step into your own heated pool*, soak under the stars in a hot tub shaded by a charming vine encompassed pergola or gather around the firepit for cozy evenings. Enjoy BBQs in the outdoor dining space, with plenty of seating and games to keep everyone entertained. Our home makes outdoor living as fun and relaxing as it gets!brbrbrbrBook your stay today and make unforgettable memories in this one-of-a-kind coastal retreat!brbrbrbr*PLEASE NOTE: POOL HEAT IS SET TO 88 DEGREES & it is not guaranteed to reach this temp at all times, especially when overnight lows go below 60 degrees consistently. brbrbrbrKEY FEATURES:brbr☀ Family Friendly Neighborhood Loopbrbr☀ Spacious Accommodationsbrbr☀ Two Full Bathroomsbrbr☀ Upgraded & Fully Equipped Kitchenbrbr☀ Cozy Living Roombrbr☀ Fireplacebrbr☀ Garage Converted Game Roombrbr☀ Outdoor Oasisbrbr☀ Heated Pool & Hot tubbrbr☀ Beach Gearbrbr☀ Propane BBQ Grill & Fire Pitbrbr☀ ROKU SMART TVs throughout the homebrbr☀ Blackout Curtains in all bedroomsbrbr☀ Dedicated Workspacebrbr☀ Fitness Equipment (yoga mat, Pilates ball & strap)brbr☀ Full Size W/Dbrbrbrbr☆☆☆☆☆You can expect a Five Star stay with us! ☆☆☆☆☆brbrbrbrHere’s what a few guests have said:brbrbrbr“The home was beautiful! Great pool and game room for the kids! Loved everything about the home! Roberta was a great host and highly recommend staying here!” – Brandonbrbrbrbr“Of all the Airbnb’s with pools that we’ve stayed at, this was the best of all! The kitchen was gorgeous, bedrooms were comfortable, property was well maintained, and the pool was absolutely the crown jewel. Our family swam every day! Would absolutely stay here again!” – Joshbrbrbrbr“The location was beautiful; everything was clean and comfortable. You can tell a lot of thought went into this bnb.” - Catherinebrbrbrbrbrbr☆☆ BEDROOMS ☆☆brbrbrbrSpacious and Thoughtfully Designed Sleeping QuartersbrbrThe primary suite is a luxurious retreat, featuring a spacious layout, custom-tiled shower, and upgraded vanity with premium fixtures—perfect for relaxing after a day at the beach. Two additional bedrooms on the same side of the home each offer king-size beds, ensuring everyone has room to unwind in comfort.brbrAt the opposite end of the house, the fourth bedroom provides flexible sleeping arrangements with two queen-size beds, ideal for families or friends traveling together.brbrEach bedroom features curtains and blinds, allowing for a restful night’s sleep at any time of day. All bedrooms are outfitted with a 50-inch Roku Smart TV for personalized entertainment, and additional sleeping space can be found in the living room with a queen-size pull-out couch.brbrFor those needing a dedicated workspace, one bedroom includes a desk with a lamp, offering a quiet spot to catch up on emails or work remotely.brbrbrbr☆☆ BATHROOMS ☆☆brbrbrbrConvenient Bathroom Amenities for Your StaybrbrbrbrOur home features two full bathrooms to comfortably accommodate your group. The primary suite includes a private bathroom with a walk-in shower, while a second hall bathroom offers a tub-shower combination for versatility. Both bathrooms are equipped with single-sink vanities, and we’ve thoughtfully added a full-length mirror in each bedroom to help everyone get ready with ease—even with a full house of 10 guests!brbrbrbr☆☆ KITCHEN & LIVING ROOM ☆☆brbrbrbrStylish Kitchen and Cozy Living Room for Quality Time TogetherbrbrCreate delicious family meals in our upgraded & well equipped kitchen, featuring stainless steel appliances, sleek quartz countertops, and modern fixtures that make cooking a joy. Just off the kitchen, the formal dining room seats six—perfect for gathering around the table for meals or planning your next day’s adventures. Step through the sliding glass doors to find an additional teak dining table that seats 8 on the back porch, offering a lovely outdoor option for enjoying meals or morning coffee.brbrbrbrIn the main living room, cozy up in front of the luxurious, lighted fireplace, and enjoy movie nights on the large 65-inch Roku Smart TV. This warm, inviting space is ideal for relaxing together after a day of exploring!brbrbrbr☆☆ Outdoor Space ☆☆brbrYour Private Outdoor Oasis for Fun and RelaxationbrbrAs mentioned, our outdoor space is truly the heart of this property, designed to bring everyone together for endless fun and relaxation. Begin on the spacious, covered porch, featuring two full-size couches and an 8-seat teak dining table—ideal for al fresco meals, evening conversations, or catching a game on the outdoor TV. Challenge friends to a game of ring toss or foosball and soak up the lively atmosphere.brbrStep beyond the porch to cozy seating around a propane fire pit, perfect for unwinding under the stars. Nearby, fire up the BBQ for a casual meal and refresh after a beach day in the unique bamboo-walled, solar-heated outdoor shower.brbrThe pool area is a sun-soaked paradise, complete with loungers for relaxation and ample space to enjoy ladder golf or bean bag toss games (provided). For even more relaxation, settle into the hot tub beneath a vine-covered pergola, softly illuminated by string lights—perfect for cozy, tranquil evenings.brbrTo make your beach and pool days effortless, we provide the essentials: beach/pool towels, a buggy, toys, and more. This outdoor oasis invites you to experience the ultimate blend of fun, comfort, and coastal charm!brbrFun-Filled Game Room for All AgesbrbrOur single-car garage has been transformed into an action-packed game room, offering fun and entertainment for everyone! Challenge a friend on the 2-seater arcade game, try your hand at ring toss, or stack up some friendly competition with an oversized Jenga set. Enjoy a game of shuffleboard and discover even more activities designed to keep everyone engaged. This vibrant space is perfect for adding a little friendly rivalry and making unforgettable memories, rain or shine!brbrConvenient Full-Size Washer and Dryer Located in the Garage for use during your stay.brbrbrbr★☆ Book Today & Enjoy all that Saint Augustine Beach has to offer you! ☆★brbrbrbrGuest Access:brbrGuests will have complete access to the home and backyard, with the exception of a locked supply closet and outdoor storage bin with tools.brbrbrbrInteraction with Guests:brbrI can be reached thru the Airbnb App throughout your stay. Emergency contact information has also been provided in the home.
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Exceptional(69)

$320.1

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Private Vacation Home

Sea Horse Haven .... Matanzas Inlet Beach House. White sandy barrier island!!

Saint Augustine, Florida, United States

Our Matanzas Beach House is an amazing mix of the old charm and the new modern updates. It is positioned between the beautiful Matanzas Inlet Beach and the Intracoastal Waterway.brbrIt is listed in the historical magazine of St Augustine. It is a sprawling property with so much natural beauty all around. There are paths, fountains, a beach tower for viewing and a large swing for relaxing after a day at the beach or fishing in the intracoastal. You can literally walk across A 1 A south and you are on the spectacular white sandy beach. There are two very large barn doors for access that keeps the property private and secure. The property is two lots with a separate listing on the second lot a 2019 airstream VRBO # ...you can book both for an additional 155 per nite.brbrThe house features two platform queen bedrooms and a loft queen . There is also a single bed swing in the large living room for additional sleeping or relaxing. There is one large double sink bath with tub shower and also a private hot cold shower outside for additional private showering. brbrWe keep the guest total at six but there is parking for four vehicles/ boat and or water toys.brbrThe linens are top of the line along with everything you will need in the kitchen and outdoors so you will be exceedingly comfortable and happy.brbrI personally go to this beach house to relax and hang with best friends. There is great private gathering area behind the cottage with a proper cover so you can sit and relax on comfy furniture after a day of fun. There is also a hot tub for 18 and older guests on the property.brbrPlease come and join will be a vacation you love and will remember for many years!
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$185.04

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Modern Bungalow Retreat with Private Outdoor Oasis

Saint Augustine, Florida, United States

Modern Bungalow Retreat with Private Outdoor OasisbrbrCasa Madeore is located just 6 minutes from historic downtown St. Augustine. This fully renovated 2-bedroom bungalow is set on half an acre of lush palms and tropical greenery—offering the perfect mix of comfort, charm, and Old Florida vibes. brbrInside, you’ll find a bright and cozy living room perfect, a full kitchen, dining area, and laundry—all the comforts of home with modern farmhouse flair. Sleeps four guests.brbrThe main bedroom features a queen-sized bed, dresser, side tables and closet. brbrThe back bedroom features a full-sized bed, closet, side tables.brbrThe kitchen is fully stocked with plates, utensils, serving bowls, pots and pans. It has a Keurig for your morning coffee, full stove, microwave and refrigerator.brbrYou`ll find a stackable washer and dryer tucked into the kitchen closet. brbrThe living area has a sofa and bench for extra seating. You`ll also find bar stools at the breakfast bar.brbrThe porch is one of the places our guests love to sit and enjoy watching the world go by. You may see the occasional rooster or cat. There are two chairs plus a cafe table with chairs as well.brbrIn the back you can enjoy sitting on the Adirondack chairs in the privacy of the fenced back yard. There is also a Weber BBQ for your use.brbrYou can access the house by keypad. The keypad code will be provided to you on your day of check-in. It is easy to lock and unlock the door with the keypad.brbrPetsbrWe welcome one pet per stay for $100 fee. Please add them to the booking. Emotional Support Animals are also included and should be added to the booking for $100 fee. Please keep pets on a leash outside at all times. The property is not fully fenced. We also have cats and chickens on property. You are responsible for picking up poop and any damage. Please do not leave your pet unattended in the bungalow.brbrAccessbrThe house is self check-in with keypad access. brbrLaundrybrThere is a washer & dryer in the closet in the kitchen. brbrCasa Madeore Cancellation Policy br• Our cancellation policy is moderate which means you will get a full refund up to 5 days before check-in. On Airbnb we also have a non-refundable option. brFor the non refundable price, you will get a discount of 10% off your booking but the payment is non-refundable no matter the circumstances.br• We encourage guests to purchase travel insurance.brbrLast minute cancellation requests due to extreme weather: brbr* We will consider refunds or partial refunds on a case-by-case basis if there is a National State of Emergency issued for the State of Florida, or other major weather event such as a named Tropical Storm or Cyclone warning. brbr* Airbnb does have a Major Disruptive Events policy for national events, outages, natural disasters and government mandated travel restrictions.
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$780.5

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Charming + Spacious 4-bed Victorian w/ WiFi and AC in historic Old St. Augustine

Saint Augustine, Florida, United States

** Professional pictures coming soon that better showcase all of the fantastic updates and renovations!**brbrWelcome to The Lady M, your home away from home! Enjoy being in the heart of Old St Augustine (Nights of Lights anyone !), where you can explore the historic city and tourist attractions, enjoy nearby beaches and harbors, and experience different cuisines at a plethora of nearby (yes, walking distance) restaurants. brbrThis historic home was built between 1905 and 1910 and still has many of the original features! Spanning over three floors and over 3000 square feet, The Lady M has been tastefully and respectfully updated to include modern amenities and creature comforts.brbrYou'll find hardwood floors throughout the first two floors, a large open third floor for adults and kids alike, a newly renovated kitchen and baths, all new mattresses, quality linens and towels to ensure you're not sacrificing any conveniences of home when you're on vacation. brbrFirst Floor:br- Newly renovated spacious kitchen is bright and open to the family room and the back courtyard, and stocked with everything you'll need to cook a great meal or enjoy a nice cup of hot (or iced) coffee - includes a gas stove, designer appliances, beautiful quartz countertops, pantry, dishwasher, and washer/dryer closet br- Dining Room with a table for 6br- 2 private bedrooms (each with a King-size bed and ROKU TVs), closet and dressersbr- Newly renovated spacious full bath (shower only), with access from the primary bedroom and the hallway, and with amenities such as shampoo, conditioner, body wash, cotton rounds, cotton swabs, makeup remover toilets, hair dryerbr- Two Family Rooms, one with a more formal set up, and one off the kitchen where a large family can sit and watch TV, movies, or play games together. The sofa in the family room off the kitchen has a ROKU TV br- Two Porches with seating so you can enjoy the breeze, people watch, or read a good book. One looks out over Cordova Street and The Lightener Museum and one overlooks Palm RowbrbrSecond Floor:br- Room with two twin beds, closet and dresser/side tablebr- Newly renovated spacious full bath (shower only), with amenities such as shampoo, conditioner, body wash, cotton rounds, cotton swabs, makeup remover toilets, hair dryerbr- Second floor suite which includes queen-size bed, separate family room with (queen size) pull out sofa, and patio off the bedroom and a patio off the family roombrbrThird Floor:brThe 3rd floor loft area is a great place for kids (or adults) to hang out and watch a movie or play games. brbrAttached 1 Bed/1 Ba Guest Suite (The Elizabeth Myrtle Residence):brFor an additional charge, there is an attached 1 Bed/1 Ba residence that can also be rented (for an additional nightly rate), and is only available as an add on to the house. If you choose to rent the attached apartment, you can enter through the second floor queen bedroom, or keep that door completely closed and enter through the separate exterior entrance in the back of the house.brbrThe apartment has a newly renovated kitchen and bath (shower only), with a spacious king-size bedroom, bright and airy family room overlooking the back courtyard, patio overlooking historic Palm Row, and a dedicated ground floor courtyard.brbrThis Victorian gem is in the PERFECT location--- just steps away from dining and entertainment, yet private and quiet. The lighter museum is directly across the street and Flagler college is a stones throw away.
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$322.46

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Casa De Sol in Historic District St. Augustine. Dog Friendly

Saint Augustine, Florida, United States

Reservations with Dogs- must include the $100 pet fee option (includes up to 2 dogs) at time of booking; message me if you need help!brbrWelcome to Casa Del Sol, a charming 2/1 retreat nestled in Historic Downtown St. Augustine! Built in 1928, our family and dog-friendly abode offers a cozy atmosphere and unbeatable proximity to all the treasures this historic city has to offer. Just steps from vibrant St. George Street, immerse yourself in St. Augustine's rich history and culture. Flagler College is a short stroll away, and the shores of St. Augustine Beach are just a 15-minute drive from our doorstep.brLocated just a stone's throw away from the vibrant St. George Street, our Casa Del Sol (house of the sun) cottage boasts a prime location where you can immerse yourself in the rich history and culture of St. Augustine. brAs you step inside, you'll be greeted by an inviting living area seamlessly connected to the kitchen and dining space. Relax on the ample seating while enjoying entertainment on the large smart TV, or gather around the dining table to enjoy time together.brOur well-equipped kitchen features stainless steel appliances, including a range/oven, dishwasher, and more, allowing you to whip up delicious meals during your stay. The dining room offers ample space for gathering around the table, allowing guests to spread out comfortably. Additionally, a separate desk space and chair are provided for those needing to catch up on work or attend to tasks. And for coffee enthusiasts, our coffee/tea station offers a variety of brewing options to start your day off right. Enjoy the flexibility and convenience of these dedicated areas during your stay!brbrRest and rejuvenate in our two cozy bedrooms, each appointed with king beds, blackout curtains, and smart TVs for your entertainment. The bathroom, situated between the bedrooms, offers a convenient shower to freshen up after a day of exploration.brFor moments of harmony and balance, our Harmony corner provides a basket full of essential self-care amenities, including a yoga mat, foam roller, yoga blocks, stretch bands, essential oil sprays and more. And for our furry friends, we offer a range of amenities, from a crate & bedding, bowls, leash, poop bags and toys to assure your pet's stay as comfortable and enjoyable as possible!brNestled in a peaceful neighborhood at the end of a historic, narrow street, Casa Del Sol offers a tranquil retreat where you can unwind and recharge amidst the charm of St. Augustine. Book your stay with us and discover the perfect balance of relaxation and adventure in America's oldest city! Pet fee is $100 per stay (not night) for a max of 2 dogs; prefer no cats- be sure to select pet when making your reservation.
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