Home Vacation Rentals By Owner In Saint Augustine, FL

Showing 3580 Of 3587 Vacation Rentals
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Exceptional(1)

$228.88

/ Nightly
Apartment

Crystal Room | Team Joseph Ellen

Saint Augustine, Florida, United States

Summary:brbrWelcome to the Crystal Room at Southern Wind Inn — a stylish and tranquil hideaway in the heart of historic downtown St. Augustine. This inviting suite features a Queen bed and a cozy Twin daybed surrounded by elegant dark walls, soft pink and blue accents, and plenty of natural light. Perfect for couples or small groups seeking a peaceful retreat just steps from the city’s best cafés, boutiques, and historic landmarks.brbrbrbrThe Space:brbrStep into the Crystal Room — your serene sanctuary in a beautifully restored historic home. The room features a comfortable Queen bed, a Twin daybed ideal for lounging or extra sleeping space, and a private ensuite bathroom. French doors open to a sunlit nook perfect for morning coffee or reading.brbrbrbr Amenities:brbrbrbrPrivate room with Queen bed & Twin daybedbrbrbrbrEnsuite bathroombrbrbrbrSmart TV & complimentary Wi-FibrbrbrbrShared dining area & welcoming lobbybrbrbrbrPARKING INFO: brbrbrbrPlease note that this room includes one parking pass for the Tolomato lot (across from the hotel), which we pay for on your behalf. The parking pass will be in your room upon arrival. However, per the City of St. Augustine, this lot remains first-come, first-served, and a parking spot is not guaranteed.brbrbrbrIf the lot is full, guests are responsible for parking and paying elsewhere. During busier seasons—including Nights of Lights—parking throughout the city becomes extremely limited, so we recommend planning ahead and allowing extra time.brbrbrbrImportant: Failure to leave the parking pass in your room at checkout will result in a $100 fee.brbrbrbr Nearby Attractions:brbrbrbrSt. George Street – shops, cafés & live musicbrbrbrbrCastillo de San Marcos National MonumentbrbrbrbrLightner Museum & Flagler CollegebrbrbrbrSt. Augustine Historic District & MarinabrbrbrbrUnwind in style and comfort — your Crystal Room getaway awaits in the heart of downtown St. Augustine.brbrbrbrGuest Access:brbrYou will have access to Crystal Room (Upstairs Room) and Common Spaces. There are nine other rooms that are also for rent in the home, each are completely private.brbrbrbrThe Neighborhood:brbrSt. Augustine is known as the nation's Oldest City, it provides more than just picturesque cobblestone streets, historical landmarks, and immaculate beaches. It is the oldest continuously inhabited European-established community in the continental United States. There are a ton of fascinating tales and historical facts here as well.brbrbrbrGetting Around:brbrCar or Uber.brbrbrbrOther Things to Note:brbr​Please note, this property is not a bed & breakfast, however we do provide:brbrbrbr●Complimentary coffee dailybrbr●Light pastries on Saturday & Sundaybrbrbrbr​Southern Wind Inn was built in 1916, so the walls have a bit of old-fashioned “character.” To help with this, each room includes a plug-in sound machine for your comfort.brbrbrbrHealth & Safety: We prioritize the health, safety, and comfort of our guests. Each stay is followed by a thorough cleaning to maintain a welcoming environment.brbrbrbrLate Check-Outs & Early Arrivalsbrbrbrbr1-2 hours: $100brbr2-3 hours: $200brbrbrbrNote: Early arrivals and late check-outs are not guaranteed due to our tight cleaning schedule. Please request approval in advance.brbrbrbrRefund PolicybrbrbrbrA 3.9% processing fee on refunds is non-refundable. Refunds will be the amount paid minus this fee, per Stripe's policy. This applies to direct booking and bookings made through select booking channels.brbrbrbrGeneral Guidelinesbrbr●NO PETS ALLOWED.brbr●Age Requirement: Primary guest must be 21+, with an adult over 21 present during the stay.brbrFood & Drink: No food or drink in bedrooms (closed water bottles allowed); extra cleaning fees for stains.brbr●No Smoking: Smoking of any kind is prohibited; $200 fine for violations. Additional charges will incur to cover repair or cleaning costs.brbr●Trash: Dispose of all trash in outside bins before departure.brbr●Damages: Report any damages within 24 hours of occurrence or immediately upon arrival. Failure to report damages could result in liability for repair or replacement costs.brbr●Dishes: Wash all dishes and run the dishwasher (if applicable) before leaving.brbr●Windows: Keep windows closed for security.brbr●Storage Closet: Keep this area closed and locked.brbr●Consumables: Leftover items are at your discretion; freshness is not guaranteed.brbr●Furniture: Do not rearrange.brbr●Parties & Events: Unauthorized parties are not allowed; violations will result in additional charges and immediate eviction.brbr●Only registered guests are permitted to stay at the property. If you would like to add extra guests beyond the number initially registered, please request approval before finalizing your booking. Any additional guests that exceed the maximum allowed at the property will incur an additional charge of $100 per person. This requires approval from us prior to booking.brbr●Illegal Activities: Will result in immediate eviction.brbr●Quiet Hours: 10pm to 7am. Please be respectful of neighbors.brbrbrbrThank you for your cooperation, and enjoy your stay!brbrbrbrInteraction with Guests:brbrAvailable when needed
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Exceptional(1)

$217.03

/ Nightly
Apartment

Rosita Room | Team Joseph Ellen

Saint Augustine, Florida, United States

Summary:brbrWelcome to the Rosita Room at the Southern Wind Inn — a bright and cozy retreat for two in the heart of historic downtown St. Augustine. Unwind in your private room with a TV and ensuite bathroom, then step out to explore nearby cafés, boutique shops, and famous landmarks. After a day of sightseeing, return to your peaceful haven for a restful night. Perfect for couples seeking relaxation, charm, and a touch of local history.brbrbrbrThe Space:brbrStep into the Rosita Room — your inviting sanctuary inside a beautifully preserved historic home. Enjoy comfort and privacy while having access to thoughtfully designed shared spaces that reflect the warmth and charm of St. Augustine.brbrbrbr Amenities:brbrbrbrPrivate room with cozy bed and TVbrbrbrbrPrivate ensuite bathroombrbrbrbrShared dining area and welcoming lobbybrbrbrbrComplimentary Wi-FibrbrbrbrPARKING INFO: brbrbrbrPlease note that this room includes one parking pass for the Tolomato lot (across from the hotel), which we pay for on your behalf. The parking pass will be in your room upon arrival. However, per the City of St. Augustine, this lot remains first-come, first-served, and a parking spot is not guaranteed.brbrbrbrIf the lot is full, guests are responsible for parking and paying elsewhere. During busier seasons—including Nights of Lights—parking throughout the city becomes extremely limited, so we recommend planning ahead and allowing extra time.brbrbrbrImportant: Failure to leave the parking pass in your room at checkout will result in a $100 fee.brbrbrbr Nearby Attractions:brbrbrbrSt. George Street – shops, cafés & live entertainmentbrbrbrbrCastillo de San Marcos National MonumentbrbrbrbrLightner Museum & Flagler CollegebrbrbrbrSt. Augustine Historic District & MarinabrbrbrbrLocal restaurants and boutiques within walking distancebrbrbrbrEnd your day surrounded by comfort and character — your Rosita Room escape awaits.brbrbrbrGuest Access:brbrYou will have access to Rosita Room and Common Spaces. There are nine other rooms that are also for rent in the home, each are completely private.brbrbrbrThe Neighborhood:brbrSt. Augustine is known as the nation's Oldest City, it provides more than just picturesque cobblestone streets, historical landmarks, and immaculate beaches. It is the oldest continuously inhabited European-established community in the continental United States. There are a ton of fascinating tales and historical facts here as well.brbrbrbrGetting Around:brbrCar or Uber.brbrbrbrOther Things to Note:brbr​Please note, this property is not a bed & breakfast, however we do provide:brbrbrbr●Complimentary coffee dailybrbr●Light pastries on Saturday & Sundaybrbrbrbr​Southern Wind Inn was built in 1916, so the walls have a bit of old-fashioned “character.” To help with this, each room includes a plug-in sound machine for your comfort.brbrbrbrHealth & Safety: We prioritize the health, safety, and comfort of our guests. Each stay is followed by a thorough cleaning to maintain a welcoming environment.brbrbrbrLate Check-Outs & Early Arrivalsbrbrbrbr1-2 hours: $100brbr2-3 hours: $200brbrbrbrNote: Early arrivals and late check-outs are not guaranteed due to our tight cleaning schedule. Please request approval in advance.brbrbrbrRefund PolicybrbrbrbrA 3.9% processing fee on refunds is non-refundable. Refunds will be the amount paid minus this fee, per Stripe's policy. This applies to direct booking and bookings made through select booking channels.brbrbrbrGeneral Guidelinesbrbr●NO PETS ALLOWED.brbr●Age Requirement: Primary guest must be 21+, with an adult over 21 present during the stay.brbrFood & Drink: No food or drink in bedrooms (closed water bottles allowed); extra cleaning fees for stains.brbr●No Smoking: Smoking of any kind is prohibited; $200 fine for violations. Additional charges will incur to cover repair or cleaning costs.brbr●Trash: Dispose of all trash in outside bins before departure.brbr●Damages: Report any damages within 24 hours of occurrence or immediately upon arrival. Failure to report damages could result in liability for repair or replacement costs.brbr●Dishes: Wash all dishes and run the dishwasher (if applicable) before leaving.brbr●Windows: Keep windows closed for security.brbr●Storage Closet: Keep this area closed and locked.brbr●Consumables: Leftover items are at your discretion; freshness is not guaranteed.brbr●Furniture: Do not rearrange.brbr●Parties & Events: Unauthorized parties are not allowed; violations will result in additional charges and immediate eviction.brbr●Only registered guests are permitted to stay at the property. If you would like to add extra guests beyond the number initially registered, please request approval before finalizing your booking. Any additional guests that exceed the maximum allowed at the property will incur an additional charge of $100 per person. This requires approval from us prior to booking.brbr●Illegal Activities: Will result in immediate eviction.brbr●Quiet Hours: 10pm to 7am. Please be respectful of neighbors.brbrbrbrThank you for your cooperation, and enjoy your stay!brbrbrbrInteraction with Guests:brbrAvailable when needed
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$216.32

/ Nightly
Apartment

Coquina Room | Team Joseph Ellen

Saint Augustine, Florida, United States

Summary:brbrWelcome to the Coquina Room at the Southern Wind Inn — a charming and tranquil retreat for two in the heart of historic downtown St. Augustine. Relax in your private room with a TV and ensuite bathroom before heading out to explore nearby cafés, boutiques, and iconic landmarks. After a day of soaking in the city’s rich history and coastal charm, return to unwind in peace and comfort. Perfect for couples seeking a cozy and elegant escape. ✨brbrbrbrThe Space:brbrStep into the Coquina Room — your peaceful haven within a beautifully restored historic home. Enjoy privacy and relaxation in your own space while also having access to inviting shared areas that reflect the timeless beauty of St. Augustine. brbrbrbrAmenities:brbrbrbrPrivate room with comfortable bed and TVbrbrbrbrPrivate ensuite bathroombrbrbrbrShared dining area and welcoming lobbybrbrbrbrComplimentary Wi-FibrbrbrbrPARKING INFO: brbrbrbr​This room includes one parking spot in our back lot (small vehicles only; large SUVs and trucks will not fit). The lot is to the left of the hotel.brbrbrbrPlease display the parking tag in your window at all times. Failure to display the tag could result in your vehicle being towed.brbrbrbrImportant: Failure to leave the tag in your room at checkout will result in a $100 fee.brbrbrbr Nearby Attractions:brbrbrbrSt. George Street – boutiques, cafés, and live musicbrbrbrbrCastillo de San Marcos National MonumentbrbrbrbrLightner Museum & Flagler CollegebrbrbrbrSt. Augustine Historic District & MarinabrbrbrbrLocal restaurants and shops within walking distancebrbrbrbrEnd your day surrounded by warmth and charm — your Coquina Room retreat awaits.brbrbrbrGuest Access:brbrYou will have access to Coquina Room and common spaces of the Inn. There are nine other rooms that are also for rent in the home, each are completely private. brbrbrbrParking Reminder:brbrIf you’re arriving in a large SUV or truck, please be aware that the assigned parking spaces in the back lot cannot accommodate oversized vehicles. We recommend parking on the street or using nearby public parking options instead to avoid any issues.brbrbrbrThe Neighborhood:brbrSt. Augustine is known as the nation's Oldest City, it provides more than just picturesque cobblestone streets, historical landmarks, and immaculate beaches. It is the oldest continuously inhabited European-established community in the continental United States. There are a ton of fascinating tales and historical facts here as well.brbrbrbrGetting Around:brbrCar or Uber.brbrbrbrOther Things to Note:brbr​Please note, this property is not a bed & breakfast, however we do provide:brbrbrbr●Complimentary coffee dailybrbr●Light pastries on Saturday & Sundaybrbrbrbr​Southern Wind Inn was built in 1916, so the walls have a bit of old-fashioned “character.” To help with this, each room includes a plug-in sound machine for your comfort.brbrbrbrbrbrHealth & Safety: We prioritize the health, safety, and comfort of our guests. Each stay is followed by a thorough cleaning to maintain a welcoming environment.brbrbrbrLate Check-Outs & Early Arrivalsbrbrbrbr1-2 hours: $100brbr2-3 hours: $200brbrbrbrNote: Early arrivals and late check-outs are not guaranteed due to our tight cleaning schedule. Please request approval in advance.brbrbrbrRefund PolicybrbrbrbrA 3.9% processing fee on refunds is non-refundable. Refunds will be the amount paid minus this fee, per Stripe's policy. This applies to direct booking and bookings made through select booking channels.brbrbrbrGeneral Guidelinesbrbr●NO PETS ALLOWED.brbr●Age Requirement: Primary guest must be 21+, with an adult over 21 present during the stay.brbrFood & Drink: No food or drink in bedrooms (closed water bottles allowed); extra cleaning fees for stains.brbr●No Smoking: Smoking of any kind is prohibited; $200 fine for violations. Additional charges will incur to cover repair or cleaning costs.brbr●Trash: Dispose of all trash in outside bins before departure.brbr●Damages: Report any damages within 24 hours of occurrence or immediately upon arrival. Failure to report damages could result in liability for repair or replacement costs.brbr●Dishes: Wash all dishes and run the dishwasher (if applicable) before leaving.brbr●Windows: Keep windows closed for security.brbr●Storage Closet: Keep this area closed and locked.brbr●Consumables: Leftover items are at your discretion; freshness is not guaranteed.brbr●Furniture: Do not rearrange.brbr●Parties & Events: Unauthorized parties are not allowed; violations will result in additional charges and immediate eviction.brbr●Only registered guests are permitted to stay at the property. If you would like to add extra guests beyond the number initially registered, please request approval before finalizing your booking. Any additional guests that exceed the maximum allowed at the property will incur an additional charge of $100 per person. This requires approval from us prior to booking.brbr●Illegal Activities: Will result in immediate eviction.brbr●Quiet Hours: 10pm to 7am. Please be respectful of neighbors.brbrbrbrThank you for your cooperation, and enjoy your stay!brbrbrbrInteraction with Guests:brbrAvailable when needed
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$217.03

/ Nightly
Apartment

Pullman Room | Team Joseph Ellen

Saint Augustine, Florida, United States

Summary:brbrWelcome to the Pullman Room at Southern Wind Inn — a stylish and tranquil retreat for two in the heart of historic downtown St. Augustine. Relax in your private room with a TV and ensuite bathroom before setting out to explore nearby cafés, shops, and iconic landmarks. After a day of sightseeing, return to unwind in comfort and elegance. Perfect for couples seeking a cozy escape surrounded by the timeless charm of the nation’s oldest city. ✨brbrbrbrThe Space:brbrStep into the Pullman Room — your private retreat within a beautifully restored historic home. Enjoy peace and comfort in your own space while also having access to inviting shared areas thoughtfully designed to reflect the classic charm and character of St. Augustine. brbrbrbrAmenities:brbrbrbrPrivate room with comfortable bed and TVbrbrbrbrPrivate ensuite bathroombrbrbrbrShared dining area and welcoming lobbybrbrbrbrComplimentary Wi-FibrbrbrbrPARKING INFO: brbrbrbr​This room includes one parking spot in our back lot (small vehicles only; large SUVs and trucks will not fit). The lot is to the left of the hotel.brbrbrbrPlease display the parking tag in your window at all times. Failure to display the tag could result in your vehicle being towed.brbrbrbrImportant: Failure to leave the tag in your room at checkout will result in a $100 fee.brbrbrbr Nearby Attractions:brbrbrbrSt. George Street – boutiques, cafés, and live musicbrbrbrbrCastillo de San Marcos National MonumentbrbrbrbrLightner Museum & Flagler CollegebrbrbrbrSt. Augustine Historic District & MarinabrbrbrbrLocal restaurants and shops within walking distancebrbrbrbrEnd your day surrounded by warmth and character — your Pullman Room getaway awaits.brbrbrbrGuest Access:brbrYou will have access to Pullman room + common spaces at the Inn. There are nine other rooms that are also for rent in the home, each are completely private. brbrbrbrParking Reminder:brbrIf you’re arriving in a large SUV or truck, please be aware that the assigned parking spaces in the back lot cannot accommodate oversized vehicles. We recommend parking on the street or using nearby public parking options instead to avoid any issues.brbrbrbrThe Neighborhood:brbrSt. Augustine is known as the nation's Oldest City, it provides more than just picturesque cobblestone streets, historical landmarks, and immaculate beaches. It is the oldest continuously inhabited European-established community in the continental United States. There are a ton of fascinating tales and historical facts here as well.brbrbrbrGetting Around:brbrCar or Uber.brbrbrbrOther Things to Note:brbr​Please note, this property is not a bed & breakfast, however we do provide:brbrbrbr●Complimentary coffee dailybrbr●Light pastries on Saturday & Sundaybrbrbrbr​Southern Wind Inn was built in 1916, so the walls have a bit of old-fashioned “character.” To help with this, each room includes a plug-in sound machine for your comfort.brbrbrbrHealth & Safety: We prioritize the health, safety, and comfort of our guests. Each stay is followed by a thorough cleaning to maintain a welcoming environment.brbrbrbrLate Check-Outs & Early Arrivalsbrbrbrbr1-2 hours: $100brbr2-3 hours: $200brbrbrbrNote: Early arrivals and late check-outs are not guaranteed due to our tight cleaning schedule. Please request approval in advance.brbrbrbrRefund PolicybrbrbrbrA 3.9% processing fee on refunds is non-refundable. Refunds will be the amount paid minus this fee, per Stripe's policy. This applies to direct booking and bookings made through select booking channels.brbrbrbrGeneral Guidelinesbrbr●NO PETS ALLOWED.brbr●Age Requirement: Primary guest must be 21+, with an adult over 21 present during the stay.brbrFood & Drink: No food or drink in bedrooms (closed water bottles allowed); extra cleaning fees for stains.brbr●No Smoking: Smoking of any kind is prohibited; $200 fine for violations. Additional charges will incur to cover repair or cleaning costs.brbr●Trash: Dispose of all trash in outside bins before departure.brbr●Damages: Report any damages within 24 hours of occurrence or immediately upon arrival. Failure to report damages could result in liability for repair or replacement costs.brbr●Dishes: Wash all dishes and run the dishwasher (if applicable) before leaving.brbr●Windows: Keep windows closed for security.brbr●Storage Closet: Keep this area closed and locked.brbr●Consumables: Leftover items are at your discretion; freshness is not guaranteed.brbr●Furniture: Do not rearrange.brbr●Parties & Events: Unauthorized parties are not allowed; violations will result in additional charges and immediate eviction.brbr●Only registered guests are permitted to stay at the property. If you would like to add extra guests beyond the number initially registered, please request approval before finalizing your booking. Any additional guests that exceed the maximum allowed at the property will incur an additional charge of $100 per person. This requires approval from us prior to booking.brbr●Illegal Activities: Will result in immediate eviction.brbr●Quiet Hours: 10pm to 7am. Please be respectful of neighbors.brbrbrbrThank you for your cooperation, and enjoy your stay!brbrbrbrInteraction with Guests:brbrAvailable when needed
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$217.03

/ Nightly
Apartment

Porcelain Room | Team Joseph Ellen

Saint Augustine, Florida, United States

Summary:brbrWelcome to the Porcelain Room at Southern Wind Inn — a peaceful and elegant retreat for two in the heart of historic downtown St. Augustine. Relax in your private room with a TV and ensuite bathroom, then wander through charming streets lined with cafés, boutiques, and landmarks. After a day of exploring the city’s timeless beauty, return to unwind in comfort and tranquility. Perfect for couples seeking a serene stay filled with history and local charm. ✨brbrbrbrThe Space:brbrStep into the Porcelain Room — your cozy sanctuary within a beautifully preserved historic home. Enjoy privacy and comfort in your room while having access to shared spaces designed with warmth and character that reflect St. Augustine’s old-world charm. brbrbrbrAmenities:brbrbrbrPrivate room with comfortable bed and TVbrbrbrbrPrivate ensuite bathroombrbrbrbrShared dining area and welcoming lobbybrbrbrbrComplimentary Wi-FibrbrbrbrPARKING INFO: brbrbrbrPlease note that this room includes one parking pass for the Tolomato lot (across from the hotel), which we pay for on your behalf. The parking pass will be in your room upon arrival. However, per the City of St. Augustine, this lot remains first-come, first-served, and a parking spot is not guaranteed.brbrbrbrIf the lot is full, guests are responsible for parking and paying elsewhere. During busier seasons—including Nights of Lights—parking throughout the city becomes extremely limited, so we recommend planning ahead and allowing extra time.brbrbrbrImportant: Failure to leave the parking pass in your room at checkout will result in a $100 fee.brbrbrbr Nearby Attractions:brbrbrbrSt. George Street – boutiques, cafés, and live musicbrbrbrbrCastillo de San Marcos National MonumentbrbrbrbrLightner Museum & Flagler CollegebrbrbrbrSt. Augustine Historic District & MarinabrbrbrbrLocal restaurants and shops within walking distancebrbrbrbrEnd your day surrounded by comfort and elegance — your Porcelain Room escape awaits.brbrbrbrGuest Access:brbrYou will have access to Porcelain Room and all common spaces at the Inn. There are nine other rooms that are also for rent in the home, each are completely private.brbrbrbrThe Neighborhood:brbrSt. Augustine is known as the nation's Oldest City, it provides more than just picturesque cobblestone streets, historical landmarks, and immaculate beaches. It is the oldest continuously inhabited European-established community in the continental United States. There are a ton of fascinating tales and historical facts here as well.brbrbrbrGetting Around:brbrCar or Uber.brbrbrbrOther Things to Note:brbrPlease note, this property is not a bed & breakfast, however we do provide:brbrbrbr●Complimentary coffee dailybrbr●Light pastries on Saturday & SundaybrbrbrbrSouthern Wind Inn was built in 1916, so the walls have a bit of old-fashioned “character.” To help with this, each room includes a plug-in sound machine for your comfort.brbrbrbrHealth & Safety: We prioritize the health, safety, and comfort of our guests. Each stay is followed by a thorough cleaning to maintain a welcoming environment.brbrbrbrLate Check-Outs & Early Arrivalsbrbrbrbr1-2 hours: $100brbr2-3 hours: $200brbrbrbrNote: Early arrivals and late check-outs are not guaranteed due to our tight cleaning schedule. Please request approval in advance.brbrbrbrRefund PolicybrbrbrbrA 3.9% processing fee on refunds is non-refundable. Refunds will be the amount paid minus this fee, per Stripe's policy. This applies to direct booking and bookings made through select booking channels.brbrbrbrGeneral Guidelinesbrbr●NO PETS ALLOWED.brbr●Age Requirement: Primary guest must be 21+, with an adult over 21 present during the stay.brbrFood & Drink: No food or drink in bedrooms (closed water bottles allowed); extra cleaning fees for stains.brbr●No Smoking: Smoking of any kind is prohibited; $200 fine for violations. Additional charges will incur to cover repair or cleaning costs.brbr●Trash: Dispose of all trash in outside bins before departure.brbr●Damages: Report any damages within 24 hours of occurrence or immediately upon arrival. Failure to report damages could result in liability for repair or replacement costs.brbr●Dishes: Wash all dishes and run the dishwasher (if applicable) before leaving.brbr●Windows: Keep windows closed for security.brbr●Storage Closet: Keep this area closed and locked.brbr●Consumables: Leftover items are at your discretion; freshness is not guaranteed.brbr●Furniture: Do not rearrange.brbr●Parties & Events: Unauthorized parties are not allowed; violations will result in additional charges and immediate eviction.brbr●Only registered guests are permitted to stay at the property. If you would like to add extra guests beyond the number initially registered, please request approval before finalizing your booking. Any additional guests that exceed the maximum allowed at the property will incur an additional charge of $100 per person. This requires approval from us prior to booking.brbr●Illegal Activities: Will result in immediate eviction.brbr●Quiet Hours: 10pm to 7am. Please be respectful of neighbors.brbrbrbrThank you for your cooperation, and enjoy your stay!brbrbrbrInteraction with Guests:brbrAvailable when needed
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Exceptional(1)

$214.03

/ Nightly
Apartment

Honeymoon Room | Team Joseph Ellen

Saint Augustine, Florida, United States

Summary:brbrWelcome to the Honeymoon Room at Southern Wind Inn — a romantic retreat for two in the heart of historic downtown St. Augustine. This beautifully designed space features a plush king bed, rich green walls, vintage décor, and a cozy corner jacuzzi tub perfect for unwinding. Whether you’re relaxing on the pink velvet loveseat or exploring nearby cafés and cobblestone streets, every moment here feels timeless and intimate.brbrbrbrThe Space:brbrStep into the Honeymoon Room — your private, romantic hideaway inside a lovingly restored historic home. The room blends vintage charm with modern comfort, featuring deep green walls, floral art, and soft pink accents. Relax in the king-sized bed or soak in the corner jacuzzi after a day of exploring St. Augustine’s enchanting streets.brbrbrbrEnjoy the privacy of your own suite while also having access to beautifully maintained shared areas that reflect the home’s warm, welcoming character.brbrbrbrAmenities:brbrbrbrPrivate room with plush king bed and TVbrbrbrbrRomantic corner jacuzzi tubbrbrbrbrEnsuite bathroombrbrbrbrShared dining area and inviting lobbybrbrbrbrComplimentary Wi-FibrbrbrbrPARKING INFO: brbrbrbr​This room includes one parking spot in our back lot (small vehicles only; large SUVs and trucks will not fit). The lot is to the left of the hotel.brbrbrbrPlease display the parking tag in your window at all times. Failure to display the tag could result in your vehicle being towed.brbrbrbrImportant: Failure to leave the tag in your room at checkout will result in a $100 fee.brbrbrbr Nearby Attractions:brbrbrbrSt. George Street – boutiques, cafés, and live musicbrbrbrbrCastillo de San Marcos National MonumentbrbrbrbrLightner Museum & Flagler CollegebrbrbrbrSt. Augustine Historic District & MarinabrbrbrbrLocal restaurants and shops within walking distancebrbrbrbrEnd your day surrounded by style, comfort, and romance — your perfect Honeymoon Room escape awaits. brbrbrbrGuest Access:brbrYou will have access to Fern Room and the common spaces of the Inn. There are nine other rooms that are also for rent in the home, each are completely private. .brbrbrbrThis room is upstairs with shared access to the balcony.brbrbrbrParking Reminder:brbrIf you’re arriving in a large SUV or truck, please be aware that the assigned parking spaces in the back lot cannot accommodate oversized vehicles. We recommend parking on the street or using nearby public parking options instead to avoid any issues.brbrbrbrThe Neighborhood:brbrSt. Augustine is known as the nation's Oldest City, it provides more than just picturesque cobblestone streets, historical landmarks, and immaculate beaches. It is the oldest continuously inhabited European-established community in the continental United States. There are a ton of fascinating tales and historical facts here as well.brbrbrbrGetting Around:brbrCar or Uber.brbrbrbrOther Things to Note:brbr​Please note, this property is not a bed & breakfast, however we do provide:brbrbrbr●Complimentary coffee dailybrbr●Light pastries on Saturday & Sundaybrbrbrbr​Southern Wind Inn was built in 1916, so the walls have a bit of old-fashioned “character.” To help with this, each room includes a plug-in sound machine for your comfort.brbrbrbrHealth & Safety: We prioritize the health, safety, and comfort of our guests. Each stay is followed by a thorough cleaning to maintain a welcoming environment.brbrbrbrLate Check-Outs & Early Arrivalsbrbrbrbr1-2 hours: $100brbr2-3 hours: $200brbrbrbrNote: Early arrivals and late check-outs are not guaranteed due to our tight cleaning schedule. Please request approval in advance.brbrbrbrRefund PolicybrbrbrbrA 3.9% processing fee on refunds is non-refundable. Refunds will be the amount paid minus this fee, per Stripe's policy. This applies to direct booking and bookings made through select booking channels.brbrbrbrGeneral Guidelinesbrbr●NO PETS ALLOWED.brbr●Age Requirement: Primary guest must be 21+, with an adult over 21 present during the stay.brbrFood & Drink: No food or drink in bedrooms (closed water bottles allowed); extra cleaning fees for stains.brbr●No Smoking: Smoking of any kind is prohibited; $200 fine for violations. Additional charges will incur to cover repair or cleaning costs.brbr●Trash: Dispose of all trash in outside bins before departure.brbr●Damages: Report any damages within 24 hours of occurrence or immediately upon arrival. Failure to report damages could result in liability for repair or replacement costs.brbr●Dishes: Wash all dishes and run the dishwasher (if applicable) before leaving.brbr●Windows: Keep windows closed for security.brbr●Storage Closet: Keep this area closed and locked.brbr●Consumables: Leftover items are at your discretion; freshness is not guaranteed.brbr●Furniture: Do not rearrange.brbr●Parties & Events: Unauthorized parties are not allowed; violations will result in additional charges and immediate eviction.brbr●Only registered guests are permitted to stay at the property. If you would like to add extra guests beyond the number initially registered, please request approval before finalizing your booking. Any additional guests that exceed the maximum allowed at the property will incur an additional charge of $100 per person. This requires approval from us prior to booking.brbr●Illegal Activities: Will result in immediate eviction.brbr●Quiet Hours: 10pm to 7am. Please be respectful of neighbors.brbrbrbrThank you for your cooperation, and enjoy your stay!brbrbrbrInteraction with Guests:brbrAvailable when needed
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$225.74

/ Nightly
Apartment

Veranda Room | Team Joseph Ellen

Saint Augustine, Florida, United States

Summary:brbrWelcome to the Veranda Room at Southern Wind Inn—a private, tranquil retreat for two in the heart of historic downtown St. Augustine. Enjoy your cozy room with a TV and ensuite bathroom, then step out to explore charming cafés, boutique shops, and renowned restaurants just minutes away. Wander the cobbled streets, visit historic landmarks, soak in the local vibe, and return home to comfort and quiet. Ideal for couples looking to experience city life with a restful hideaway.brbrbrbrThe Space:brbrStep into the Veranda Room — a cozy, private retreat perfect for two. Enjoy the comfort of your own space while having access to charming shared areas within this historic St. Augustine home.brbrbrbr Amenities:brbrbrbrPrivate room with comfortable bed and TVbrbrbrbrPrivate bathroombrbrbrbrShared dining area and welcoming lobbybrbrbrbrComplimentary Wi-FibrbrbrbrPARKING INFO: brbrbrbrPlease note that this room includes one parking pass for the Tolomato lot (across from the hotel), which we pay for on your behalf. The parking pass will be in your room upon arrival. However, per the City of St. Augustine, this lot remains first-come, first-served, and a parking spot is not guaranteed.brbrbrbrIf the lot is full, guests are responsible for parking and paying elsewhere. During busier seasons—including Nights of Lights—parking throughout the city becomes extremely limited, so we recommend planning ahead and allowing extra time.brbrbrbrImportant: Failure to leave the parking pass in your room at checkout will result in a $100 fee.brbrbrbr Nearby Attractions:brbrbrbrSt. George Street – shops, cafés, and live musicbrbrbrbrCastillo de San Marcos National MonumentbrbrbrbrLightner Museum & Flagler CollegebrbrbrbrSt. Augustine Historic District & MarinabrbrbrbrLocal restaurants and boutique stores within walking distancebrbrbrbrRelax and unwind after a day of exploring — your St. Augustine getaway awaits.brbrbrbrGuest Access:brbrYou will have access to Veranda Room and Common Spaces. There are nine other rooms that are also for rent in the home, each are completely private.brbrbrbrThe Neighborhood:brbrSt. Augustine is known as the nation's Oldest City, it provides more than just picturesque cobblestone streets, historical landmarks, and immaculate beaches. It is the oldest continuously inhabited European-established community in the continental United States. There are a ton of fascinating tales and historical facts here as well.brbrbrbrGetting Around:brbrCar or Uber.brbrbrbrOther Things to Note:brbr​Please note, this property is not a bed & breakfast, however we do provide:brbrbrbr●Complimentary coffee dailybrbr●Light pastries on Saturday & Sundaybrbrbrbr​Southern Wind Inn was built in 1916, so the walls have a bit of old-fashioned “character.” To help with this, each room includes a plug-in sound machine for your comfort.brbrbrbrHealth & Safety: We prioritize the health, safety, and comfort of our guests. Each stay is followed by a thorough cleaning to maintain a welcoming environment.brbrbrbrLate Check-Outs & Early Arrivalsbrbrbrbr1-2 hours: $100brbr2-3 hours: $200brbrbrbrNote: Early arrivals and late check-outs are not guaranteed due to our tight cleaning schedule. Please request approval in advance.brbrbrbrRefund PolicybrbrbrbrA 3.9% processing fee on refunds is non-refundable. Refunds will be the amount paid minus this fee, per Stripe's policy. This applies to direct booking and bookings made through select booking channels.brbrbrbrGeneral Guidelinesbrbr●NO PETS ALLOWED.brbr●Age Requirement: Primary guest must be 21+, with an adult over 21 present during the stay.brbrFood & Drink: No food or drink in bedrooms (closed water bottles allowed); extra cleaning fees for stains.brbr●No Smoking: Smoking of any kind is prohibited; $200 fine for violations. Additional charges will incur to cover repair or cleaning costs.brbr●Trash: Dispose of all trash in outside bins before departure.brbr●Damages: Report any damages within 24 hours of occurrence or immediately upon arrival. Failure to report damages could result in liability for repair or replacement costs.brbr●Dishes: Wash all dishes and run the dishwasher (if applicable) before leaving.brbr●Windows: Keep windows closed for security.brbr●Storage Closet: Keep this area closed and locked.brbr●Consumables: Leftover items are at your discretion; freshness is not guaranteed.brbr●Furniture: Do not rearrange.brbr●Parties & Events: Unauthorized parties are not allowed; violations will result in additional charges and immediate eviction.brbr●Only registered guests are permitted to stay at the property. If you would like to add extra guests beyond the number initially registered, please request approval before finalizing your booking. Any additional guests that exceed the maximum allowed at the property will incur an additional charge of $100 per person. This requires approval from us prior to booking.brbr●Illegal Activities: Will result in immediate eviction.brbr●Quiet Hours: 10pm to 7am. Please be respectful of neighbors.brbrbrbrThank you for your cooperation, and enjoy your stay!brbrbrbrInteraction with Guests:brbrAvailable when needed
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Exceptional(2)

$271.33

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Apartment

Just steps from the beach

Saint Augustine, Florida, United States

Bright ground‑floor 2‑bed/2‑bath apartment just steps from St. Augustine Beach. Comfortably sleeps four with a king bedroom and a second bedroom with two twin beds (sleeper sofa available if needed). Private fenced yard welcomes pets and is perfect for morning coffee. Fully equipped kitchen, comfortable living/dining area, central A/C, Wi‑Fi and TVs. Linens, towels and beach gear provided. Walk to restaurants and shops or explore historic downtown—your ideal pet‑friendly beach base.br1.Please don’t set AC lower than 70 degrees!Lower setting may cause the unit to be froze,it can take 24 hours to thaw out!2. No smoking: Please refrain from smoking or vaping inside the house. If you need to smoke, please do so outside and dispose of the cigarette butts properly. 3. No parties or events: Our space is intended for quiet enjoyment, so please respect our neighbors by avoiding loud gatherings or parties. 4.If you will arrive with pets please pay pet fee at the time of the booking.Please pick up after your pets! 5. Respect the property: Please treat our home with care and respect. Any damages or excessive mess caused during your stay will be the responsibility of the guest. 6. Keep noise levels down: Please be mindful of noise levels, especially during nighttime hours, to ensure a peaceful stay for everyone. 7. Check-in and check-out times: If you need any adjustments, kindly inform us in advance. 8. No additional guests without prior approval: The number of guests staying should match the number specified in the booking. Any additional guests must be approved by the host beforehand. 9. Keep the property clean: Extra cleaning fee may be charged if excessive cleaning is required. 10. Respect the neighborhood: Please be considerate of our neighbors by keeping noise levels down, especially during late hours. 11. Be mindful of utilities: Help us conserve energy by turning off lights, air conditioning, and other electrical devices when not in use.
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Exceptional(86)

$194.18

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Condo

Sea Place 11209 | Two Private Balconies + Resort-Style Amenities

Saint Augustine, Florida, United States

Located just steps from the beach in America's oldest city, Sea Place 11209 is also just minutes from St. Augustine's wide range of restaurants, shopping and live entertainment, and picturesque pier. Between the European charm of the historic city architecture with its tree-lined streets, centuries-old buildings, hidden courtyards and horse-drawn carriages, and 42 miles of beautiful beaches there's so much to see and so many amazing activities the whole family can experience together, including fishing, boating, wildlife spotting, and so much more. Located within the resort itself is a tennis court and community pool.brbr Sea Place 11209 is the perfect place to perch while you enjoy the magic and charm of St. Augustine and the surrounding area. Ideal for smaller families or two couples traveling together, this two-bedroom, 2.5-bath beach condo is spacious and comfortable, keeping everyone connected while giving them space to do their own thing.brbrGather at the distressed wood dining table and break out a deck of cards or meet in the comfortable living room to enjoy a movie night courtesy of the enormous smart HDTV. The stylish and spacious kitchen is equipped with everything you need to prepare anything from a quick snack to a full meal. A covered balcony offers respite from the sun and is an ideal place to enjoy your morning coffee.brbrThe primary bedroom holds a comfortable king-size bed, flat-screen cable TV, ceiling fan and private balcony access. The second bedroom features a comfortable queen-size bed with ocean-motif headboard, dual reading lamps, and a cushioned wicker chair. Two full bathrooms make it easier for everybody to get ready so you can start the day's adventures earlier. All bedding and towels are provided, too.brbrOffering equal parts sea, sand, adventure and relaxation, Sea Place 11209 is the ideal place to spend your beach vacation. Lock down your travel plans and book your stay today!
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Exceptional(12)

$350.19

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Condo

Seaside at Anastasia B106- Ocean, pool, Wifi, gated community

Saint Augustine, Florida, United States

Elegant 3-Bedroom Ground-Floor Corner Unit in St. AugustinebrDiscover a bright and beautifully appointed 3-bedroom, 2-bathroom corner unit on the ground floor, designed to provide comfort and tranquility. Featuring new soundproof windows and a screened, south-facing lanai, this home offers added privacy and a serene retreat.brLuxurious Accommodationsbr• The master suite boasts a king-size bed, an HD flat-screen TV, and an en suite bathroom with a large walk-in shower and a garden soaking tub for ultimate relaxation.br• The first guest bedroom features a queen-size bed and a flat-screen TV, while the second guest bedroom offers two twin beds, also equipped with an HD TV.brCommunity AmenitiesbrNestled within a well-maintained gated community, this property offers access to a Clubhouse, a heated pool with complimentary water aerobics classes, and a 24-hour fitness center.brPrime LocationbrSituated just a short walk from the St. Augustine Beach Pier and the ocean, this unit provides the perfect blend of convenience and relaxation for your coastal getaway.brBeach-Ready ExtrasbrMake your beach day effortless with the included amenities:br• Beach towels (minimum of 4)br• Beach chairs (2)br• A beach wagon to carry your essentialsbrParkingbrThis unit includes one assigned parking spot and two additional guest parking spaces, accommodating up to three vehicles on-site at any time.brReservation DetailsbrYour reservation includes a $55 Damage Protection Plan with coverage up to $3,000. If you prefer to opt out of this plan, a refundable security deposit will be required—details will be provided upon request.brExperience the perfect blend of comfort, privacy, and convenience in this exquisite coastal retreat. Book your stay and create unforgettable memories in St. Augustine!br• Anastasia State Park and Beach – 0.25 mi (1 min drive)br• Fiesta Falls Mini Golf – 1.4 mi (4 min drive)br• Alligator Farm – 3 mi (6 min drive)br• Downtown Historic District – 5 mi (11 min drive)br• Marineland – 14 mi (20 min drive)br• Jax Airport – 57 mi (1hr 4min drive)
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Exceptional(50)

$132.03

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House Boat

Blue Oasis in Downtown St. Augustine ★★★★★

Saint Augustine, Florida, United States

Summary:brBeautifully decorated 30' catalina sailboat, located uniquely outside historic Downtown St. Augustine, 5 min from St. George St.brbrEnjoy morning coffee with dolphins & evening cocktails overlooking a gorgeous sunset in the San Sebastian River.brbrPlease message us about our additional rates and availability for our captain-chartered private cruises!brbrThe Space:brVery comfortable 30 foot Catalina sailboat that sleeps 2. Plenty of room to move around with a kitchenette, decorated seating, and one double V-berth.brbr-Private Catalina Sail boatbr-Full V Berth bed (sleeps two)br-Portable Air Conditioningbr-Mini Fridgebr-Bathroom, manual pump toiletbr-Large new bathroom facilities with showers at Marinabr-WiFibr-Amazon Fire equipped TVbr-Kitchenette with mini refrigerator, toaster, coffee maker, hot platebr-Pets allowedbrbrImportant: Our properties are protected by SUPERHOG, the digital trust platform that enables Hosts, Operators and Guests to confidently transact in the short-term rentals space.brbrPlease note that once you have booked, you will be contacted by SUPERHOG directly to verify yourself. Please make sure this is completed prior to check-in.brbrWHAT YOU SHOULD CONSIDER:br• CLASSIC: Our boat is classic, which is a polite way to say that it’s a little old. It’s clean and well maintained, but does have some age and outdoor related wear.br• SMALL SPACE: This studio, 1 bathroom vessel measures 446 square feet. It’s perfect for 2 guests.br• BOAT BATHROOM: Boats have different bathrooms and are best for #1's so we built a marina bathroom facility exclusively for our Airbnb guests equipped with traditional showers and toiletsbrbrQ: Location brA: English Landing less than 1-mile to the heart of the historic district. A five minute Uber away! brThe boat is located in a private marina where our boat is slipped. This accommodation is for people looking for peace and tranquility over the river in the St. Augustine historic district.brbrQ: How big is the space brA: Taller sailors may need to duck but at 6'3 you can still stand tall. Photos may not be accurate to size. For more spacious vessels please visit our bigger listings available.brbrQ: What is a V-Berth bed brA: A V-berth bed is usually located at the bow (front) of the boat and has a V-shape so the bed tapers to the bow of the vessel.brbrQ: What is a Quarter berth bed brA: A Quarter berth is a single bunk tucked under the cockpit (end where the captain wheel is) of the boat.brbrQ: How can I see all of your places for rent brA: Click on our Airbnb profile (the round photo) & scroll all the way to the bottom below the aggregated reviews (on Mobile) or look to the left (on Desktop). You’ll see all of our listings - or check them out by clicking the link below:brbrQ: 1 Night Reservations brbrA: Yes! You can instant book or send us an inquiry!brbrQ: Is it comfortable brA: VERY! Our boats are designed with live-aboard / stay-aboard in mind with all the creature comforts of home. Fully stocked kitchenettes, premium furnishings, TV, Keurig coffee makers… etc.brbrQ: Any restaurants close by brA: TONS! Some of St. Augustine’s best are within a mile of the marina.brbrThere is also a gorgeous waterside food truck park in The English Landing Marina. Features the area's most loved food trucks. Open 11-8 daily. Enjoy dining at our umbrella-covered picnic tables spaced ten feet apart. Handicap accessible and pet friendly.brbrQ: How to book:brA: If you don’t have any questions after reading over the FAQ below then simply instant book. If you send an inquiry we’ll respond promptly, if not immediately.brbrQ: Why is the price so different for my dates brA: We automatically sets our prices based on demand & seasonality. If you don’t search with exact dates Airbnb shows the lowest price throughout the season. Prices range from $99 per night for weekday day-of bookings in January all the way to $499 per night for weekends during peak season summer and everywhere in-between.brbrQ: Bathroom… explain!brA: The boat has a full sized marine toilet that is easy to use as long as you follow our simple instructions. The bathroom on the boat can be used for number 1's. Otherwise there can be odors from the tank. There is a bathroom facility for everything else!brbrQ: Heat Air Conditioning brA: There is a portable A/C and a portable heater for the colder months with plenty of insulation to stay warm at night! The portable AC is not like central Air so it may not be as cool as a house. For more powerful A/C vessels please see our bigger vessel listings.brbrQ: Wifi brA: The Marina is equipped with a WiFi network. Codes will be provided shortly prior to check-inbrbrQ: Can we take the boats out & drive them brA: We have our own captain to charter the vessels. We do not have bare bone charters. Please message us about our private cruises.brbrQ: Can we check-in early brA: Early check-in is available as early as 2pm for an additional fee of $20. Early check-in is subject to availabilitybrbrQ: Can I checkout late brA: We will do our best. Most days there’s someone checking in the same day there’s a checkout but we try & go above and beyond if this is requested. Subject to availability and charges may apply.brbrQ: What to expect that's different than a hotel brA: It's a boat, it is a unique FUN experience. There may be noises and smells that you'd expect from a boat. Pumps, motors, ocean water, etc. Every boat is broken the day it hits the water, especially salt water. We take great care of our fleet but we expect guests to tell us if anything isn’t working properly & we will PROMPTLY respond & will try to repair it in a timely manner.brbrQ: Waves Storm brA:. There is still a small amount of wave action and you'll feel a slight rock from time-to-time. If there's a bad storm or the wave action gets to a point that your stay is no longer enjoyable, we will do our best (no guarantees) to work out alternative accommodations for you. Your comfort is our top priority. 99% of the time the marina is almost totally flat and calm. If there is a tropical storm or hurricane warning issued in our county we offer full credits toward another stay on any of our vessels to accommodate the situationbrbrQ: Do you allow pets brA: You bet! We ask that dogs not be puppies, don’t scratch at doors, and don’t bark incessantly while you’re away. The boats are close together & a non-stop barking dog isn’t appreciated. We DEEP clean the boats after pets stay aboard due to future guests’ possible allergies so a $50 pet fee per pet is applied for those who travel with pets with a maximum of two.brbrQ: Can we leave our pets unattended in the boat brA: No. But in case you have to, it should only be for a really short period of time( 30 minutes) and you should leave at least the bathroom hatch open. Pets might be uncomfortable or react to unexpected situations while inside the boat and during the summertime when temperatures are higher and if the power goes out and AC is off it might trigger some discomfort too. brbrQ: Can we hold events or parties brA: No. This is a place to relax. We ask that there be no events or parties on the boats so the other guests can enjoy their stay. Quiet time after 10pm.brbrQ: Is the marina safe brA: VERY. We have 24/7 surveillance. The parking lot & dock is well lit & the marina is right off US-1 which is one of the main roads in St. Augustine. All boats lock from inside & you can padlock the door when you leave if you wish to lock up your belongings. We’re here daily looking over the fleet.brbrQ: Handicap accessible brA: No. You'll need to get on the boat which requires a 1-2' step and there are steps on the boat. The deck stairs are steep and you'll need to be sure footed.brbrQ: Parking brA: Yes, you can park your car. Since it’s a small private marina the walk to the parking lot from the boat is only roughly yards away.brbrQ: What if there is a hurricane advisory brA: If there are hurricane advisories issued in the local area we are happy to move the reservations to a later date or issue a full credit toward another reservation with us. This credit can also be applied to our cruises and is transferable to other vessels.brbrOther Things to Note:br*** Please note: This is like a camping experience on the water in beautiful Downtown St. Augustine. These boats are here to provide a unique experience getting you close to the historic district and next to the marine life. Please do not mistake this experience with a house. Enjoy the breeze and open the windows during the day. A/C is constantly flowing and is great at night but may not be as strong as central A/C. We have built an entire bathroom facility right next to the dock equipped with great showers and restrooms. Please use them entirely if you are not used to boat smells. Boat bathrooms do not have the same plumbing. We do our absolute best to accommodate all our guests needs with constant communication and we’re here to make sure you enjoy your time in St. Augustine! ***brbrFor our more luxurious vessels please see our bigger vesselsbrbrWe appreciate our military, law enforcement, first responders, nurses, and offer a 10% discount! Simply book with us and send us a form of proof, and we will apply the discount in the form of a credit back to you.
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Exceptional(65)

$603.76

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Private Vacation Home

Serenity Now | Pet-Friendly Beach House with Ocean Views + Beach Access

Saint Augustine, Florida, United States

Serenity Now Beach House is a stunning four-bedroom retreat offering the perfect blend of modern comfort and coastal charm. Located just steps from the ocean to the east and the waterway to the west, this pet-friendly home accommodates up to 10 guests and is designed for unforgettable family getaways.brbrStep inside to find an open-concept living space with elegant hardwood flooring, coastal-inspired décor, and floor-to-ceiling windows that showcase breathtaking ocean views. The spacious living area is furnished with overstuffed leather sofas, a decorative fireplace, and an HDTV, making it an inviting space to relax after a day of exploring. The fully equipped kitchen is a chef’s dream, featuring granite countertops, stainless steel appliances, and a large bar area perfect for casual meals or entertaining.brbrDine indoors at the family-style table or take your meals outside to one of the two ocean-view decks, where you can soak in the sunrise with your morning coffee or watch the sunset with a glass of wine. These serene outdoor spaces provide the perfect spot for lounging, stargazing, and enjoying the salty ocean breeze.brbrThe primary suite offers a tranquil escape with a plush king-size bed, a private en-suite bathroom, and peaceful ocean views. The additional bedrooms provide ample space for guests, including a bunk room that kids will love. With two full bathrooms, two half baths, and an outdoor shower, there’s plenty of room for everyone to refresh and unwind. Looking for entertainment The garage includes a ping pong table, gas grill, and beach gear, providing added entertainment and convenience for your coastal getaway.brbrLocated just minutes from historic St. Augustine, this beach house places you near some of Florida’s most cherished attractions. Explore the cobblestone streets, visit centuries-old landmarks, dine at waterfront restaurants, or simply relax on the sandy shores.brbrWith modern amenities, a prime location, and plenty of space for the whole family, Serenity Now Beach House offers the ultimate beachside escape. Book your stay today and experience coastal living at its finest!
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Exceptional(46)

$249.12

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Condo

Summerhouse 228 - 2 Bedroom Ocean View Condo - 4 Heated Pools, Tennis

Saint Augustine, Florida, United States

Welcome to the best kept secret in St. Augustine. Summerhouse has everything you need to have the vacation of your dreams, with 4 heated pools(in winter), tennis courts, shuffleboard, playgrounds, gym, racquetball courts, private beach access and so much more.brbrThis ground floor ocean view condo features a private patio with a direct view of the beautiful sandy beach and the Atlantic ocean. Sit back, and enjoy the view and ocean breezes.brbrWonderfully decorated, comfortable and cozy will come to mind when you step into our condo. Featuring a fully stocked kitchen with coffeemaker, dishwasher, blender, and microwave, just to name a few. Our condo also has a breakfast bar, dining room with seating for six (6). The living room has plenty of seating as well to enjoy family time or sit back and enjoy that favorite movie.brbrWhen it’s time to call it a day, you will be happy you chose to stay in our condo. Situated right off the living room you will find the owner’s suite with a very comfortable queen size bed and private bath. And whether you are there with friends or family, they will enjoy a great nights sleep in second bedroom with two (2) twin sized bed. But no worries; if you have more guests, the living room has queen size sofa sleeper. brbrThe condo features your own private WIFI, and flat screen TV's in every room.brbrOur condo is located near the Matanzas Inlet where you can see the unspoiled beauty of nature. Then you can take a short drive north and you will find yourself in the heart of the oldest city in the United States, historic downtown St. Augustine.brbrAlso, if you have a large group, please let us know. We have multiple condos available at Summerhouse.brbr** COMPLEX HAS 4 HEATED POOLS **br** NO PETS ALLOWED - NO EXCEPTIONS **
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Exceptional(1)

$416.74

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Private Vacation Home

Pier Point South Oceanfront Townhouse Condo A-8

Saint Augustine, Florida, United States

Summary:brDirect oceanfront 2 bedroom, 2 bath townhouse with entry on second level. Both bedrooms and full baths are upstairs, and are composed of a queen and 2 twin beds, with livingroom, kitchen and half bath on entry level. Sleeper sofa in living room allows for 6 guests in this unit. Complimentary WIFI.brbrDreaming of a Florida beachfront vacation, with stunning ocean views, large swimming pool (heated in the winter months), pleasant walks on the beach Why not experience the relaxing sights and sounds of the ocean from our beautiful home. brEnjoy the sounds and panoramic views of the sea at this beautiful 2-bedroom beachfront retreat. We are within easy walking distance of a host of restaurants, shops and family entertainment centers with mini golf, playgrounds, etc. Directly next to us is the popular St. Augustine Beach Fishing Pier and Park, which offers frequent concerts and other events including the Farmers Market every Wednesday and the annual Beach Blast Off on New Years Eve. Take home some fresh locally grown produce, baked goods and many other wonderful treatsbrThe open concept living and dining areas are designed for comfort and convenience, with ample seating and large sliding glass doors to maximize the incredible views.brThe fully equipped kitchen is perfect for preparing meals to enjoy on the patio or inside with family and friends. brThe master bedroom features an ensuite bathroom, and direct access amazing views where you can savor the salty sea breeze and panoramic vistas. The guest bedroom features cozy bedding and plenty of space, ensuring everyone has their own place to unwind.brbrFor entertainment, we offer Wi-Fi, a flat-screen TV with streaming services. Step outside and explore the pristine beach right at your doorstep, perfect for swimming, sunbathing, or taking long walks along the shore.brWhether you're looking to relax by the water, explore local attractions, or create lasting memories with loved ones, this oceanfront property is the ideal destination. brbrWhile in St. Augustine, don't miss out on learning more about the unique history while enjoying the activities the area has to offer. Ride the Old Town Trolley around town and take in the beautiful sights! Explore the oldest fort in the continental United States, the Castillo de San Marcos, and stroll down the colorful St. George Street, which is filled with shops, restaurants, and 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 memorable 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.brbrBook today and experience the ultimate beach vacation!
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Exceptional(15)

$316.5

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Condo

Seaside at Anastasia G206

Saint Augustine, Florida, United States

Welcome to Seaside at Anastasia Unit G206, a stunning 3-bedroom, 2-bathroom end unit perfectly situated closest to the ocean, offering breathtaking water views. This thoughtfully designed residence has been upgraded with new hurricane and sound-rated balcony doors and windows, ensuring both comfort and safety. The Primary bedroom features a brand new King size bed and a remodeled master bathroom for both privacy and convenience. The two guest bedrooms feature queen size bed and are great for couples traveling together. This unit comes with a fully equipped kitchen that caters to all your culinary needs. The convenience of a dedicated laundry room, complete with a washer and dryer, adds to the comfort of your stay. Enjoy seamless connectivity with complimentary WiFi throughout the unit. Accessibility is a priority, with an elevator service and reserved parking for your convenience. brbrRevel in the serene beauty of the coastline as you take leisurely walks to the nearby St. Augustine Pier, where you can witness spectacular sunrises. Included with your reservation are a beach wagon and four beach towels, making your beach outings effortless and enjoyable. Don’t miss the opportunity to experience the ultimate coastal getaway at Seaside at Anastasia Unit G206!brbrDog friendly unit for guests staying 4 weeks or longer. Additional pet rent of $100 per month, as well as an additional $210 pet deep cleaning fee required. Only one dog allowed.brbr For your peace of mind, a $55.00 Damage Protection Plan is included, providing coverage up to $3,000. Should you prefer to opt out of this plan, a refundable security deposit will be required, and we will provide the necessary information to facilitate this option. This is a non-smoking unit, ensuring a clean and inviting atmosphere for all guests.br br• Anastasia State Park and Beach – 0.25 mi (1 min drive)br• Fiesta Falls Mini Golf – 1.4 mi (4 min drive)br• Alligator Farm – 3 mi (6 min drive)br• Downtown Historic District – 5 mi (11 min drive)br• Marineland – 14 mi (20 min drive)br• Jax Airport – 57 mi (1hr 4min drive)
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Exceptional(1)

$484.84

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Condo

Charming 3-bedroom oceanfront condo in beautiful Crescent beach- New Rental!

Saint Augustine, Florida, United States

Windjammer 101, where coastal charm meets luxury comforts! Whether it is the morning sunrise over the Atlantic with a cup of coffee in your hand, or the spectacular sunsets over the Inter-coastal waterway; this condo is the perfect destination for you! This oceanfront end-unit condo has plenty of space to stretch out in, and amazing natural light.brbrInside the condo, guests will find themselves at home with free wi-fi, cable tv, plush seating in the living room and a well appointed kitchen, stocked with everything you need to cook your family meals. brbrThe sliding doors open to your oceanfront balcony, with plenty of high quality deck furniture for the family to gather and watch the waves come ashore onto the sugar sand beaches, which are easily accessible via the communities private beach walkover.brbrThe master bedroom with en-suite bathroom, has a king sized bed, TV, and plenty of room to stretch out after a day of beach combing, while the guest bedrooms boasts a queen bed and a pair twin beds in the other. The guest bedrooms also has their own Tvs as well.brbrTwo parking spots are available for guests, including one in the garage area with easy access to the elevator!brbrOn site you will find a swimming pol, tennis courts, a community grill, and a private dock across A1A in case you would like to drop a line and do a little inter-coastal fishing while you’re here!
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Sleep 7

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