Holiday Rentals in St. Augustine, FL

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St. Augustine, FL holiday rentals
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4032 Holiday rentals and Airbnb in St. Augustine, FL

Best family friendly St. Augustine, FL holiday rentals

Among the 4032 accommodations in St. Augustine, FL, here are the 4 best family friendly rentals

Overlooking Uptown St. Augustine - St. Augustine, FL
9.8 438 reviews

Overlooking Uptown St. Augustine

apartment, St. Augustine
This two-bedroom apartment is situated in the Uptown district of St Augustine, a historic area within walking distance of the city's main attractions.
The 127 square metre property, housed in a vintage Queen Anne style Victorian house, boasts a spacious rooftop deck and a fully equipped kitchen, making it an ideal choice for families or groups of up to six people.
Adorable Cottage Central To Everything - St. Augustine, FL
10 138 reviews

Adorable Cottage Central To Everything

cottage, St. Augustine
This charming cottage is located in Ravenswood, a peaceful neighbourhood just a short drive from the historic district of St. Augustine. It has received excellent reviews from previous guests, making it a popular choice for travellers seeking a relaxing escape.
The cottage offers a comfortable and well-equipped space, with a spacious bedroom, a full kitchen, and laundry facilities. Guests can enjoy a private garden, relax in the spa, and explore the surrounding area, which offers opportunities for wildlife viewing, birdwatching, and nearby attractions.
Family Friendly, Pizza Oven & Bbq, Near Downtown - St. Augustine, FL
No reviews

Family Friendly, Pizza Oven & Bbq, Near Downtown

apartment, St. Augustine
This St. Augustine cottage offers a convenient location, situated just 1.6 kilometres north of Historic Downtown and a 5-minute drive (approx. 800 metres) from Vilano Beach, providing easy access to both historical sites and coastal relaxation.
This family-friendly, dog-welcoming three-bedroom, two-bathroom holiday home accommodates up to six guests and features a private fenced garden with a wood-burning fire pit, BBQ grill, and outdoor pizza oven, alongside a screened porch with a projector for outdoor movie nights.
Charming Carriage House With Private Garden - Cozy Escape - St. Augustine, FL
No reviews

Charming Carriage House With Private Garden - Cozy Escape

house, St. Augustine
This renovated carriage house, offering compact, upscale living with artistic romance, is situated just 3 blocks from St. George Street, placing you within easy walking distance of Historic Downtown St. Augustine and its attractions, with the ambient sounds of cannon fire from the Fort St. George and church chimes audible from your accommodation. This dog-friendly abode accommodates up to two guests in one bedroom and one bathroom, featuring a private garden for relaxation, a balcony with views, air conditioning, internet, and a kitchen equipped with a fridge and freezer, plus free private parking for one small to mid-sized vehicle and ample free street parking nearby.

Best St. Augustine, FL holiday rentals with a pool

Among the 4032 accommodations in St. Augustine, FL, here are the 4 best rentals with a pool

Vilano Beach House - St. Augustine, FL
9.4 166 reviews

Vilano Beach House

apartment, Villano Beach
This three-storey Vilano Beach holiday home is situated steps from the beach, offering immediate access to the sand and sea.
The five-bedroom property boasts three bathrooms, a downstairs second living room with a ping-pong table, a fully equipped kitchen including a dishwasher, and accommodates large families or groups comfortably, with pet-friendly options available for an additional cleaning fee.
Salt Run Escape - Large Heated Pool - St. Augustine, FL
10 90 reviews

Salt Run Escape - Large Heated Pool

apartment, St. Augustine
This spacious St. Augustine holiday home, located in the Davis Shores neighbourhood, is within easy reach of the historic downtown area, St. Augustine Beach, and Anastasia State Park.
The four-bedroom, two-bathroom property sleeps ten guests and boasts a private heated pool, a fully equipped kitchen, multiple Smart TVs, and driveway parking for four cars, all within walking distance of the Conch House Marina.
St. Augustine Ocean And Racquet 4205, Steps To The Beach, Hot Tub, Pool - St. Augustine, FL
10 1 review

St. Augustine Ocean And Racquet 4205, Steps To The Beach, Hot Tub, Pool

apartment, St. Augustine Beach
This smoke-free condo in St. Augustine is a 10-minute drive from St. Augustine Beach and a 7-minute walk to Fiesta Falls Mini-Golf.
This two-bedroom, two-bathroom apartment accommodates up to six guests and features a fully equipped kitchen, a private balcony, a communal swimming pool, and a hot tub, with easy access to water sports and St. George Street.
The Peaceful Puffin - Pool L Hot Tub L 5 Min To Dt - St. Augustine, FL
No reviews

The Peaceful Puffin - Pool L Hot Tub L 5 Min To Dt

house, St. Augustine
This newly constructed three-bedroom detached house is located in the historic West King district of St. Augustine, a 3-5 minute drive from downtown attractions and a 10-minute drive to Vilano Beach.
This family-friendly property accommodates six guests, offering three bedrooms, two bathrooms, a private garden with a swimming pool and hot tub, off-street parking for up to three vehicles, and a fully equipped kitchen.

Frequently asked questions about holiday rentals in St. Augustine, FL

  • What should a first-time visitor not miss in Saint Augustine, FL?

    You can't visit St. Augustine without seeing the Castillo de San Marcos, the oldest masonry fort in the US, and walking along the historic cobblestone streets of the St. Augustine Historic District. You'll also want to explore the beautiful St. Augustine Lighthouse and Maritime Museum.
  • What are the best Airbnb and holiday rentals in St. Augustine, FL?

  • Which neighborhood in Saint Augustine, FL should you consider for a vacation rental?

    The Historic District is a popular choice for vacation rentals, but you might prefer the quieter atmosphere of the Anastasia Island neighbourhood, which is just across the bridge. It's a bit further from the main attractions but offers a more relaxed vibe and beautiful beaches.
  • What are the most popular Airbnbs in St. Augustine, FL?

  • What are the top family-friendly attractions in Saint Augustine, FL?

    The St. Augustine Pirate & Treasure Museum is a big hit with kids, and the Ripley's Believe It Or Not! museum is always a fun time. Don't forget about the St. Augustine Alligator Farm Zoological Park, where you can see alligators and other reptiles.
  • What are the best holiday rentals with a pool in St. Augustine, FL?

  • What events or festivals should visitors check out in and around Saint Augustine, FL?

    St. Augustine has a vibrant calendar of events throughout the year. The annual St. Augustine Film Festival in March is a popular event, and the St. Augustine Greek Festival in May showcases Greek culture and cuisine. The St. Augustine Pirate & Treasure Festival in June is a fun event for the whole family.
  • What are the best rentals for families and kids in St. Augustine, FL?

  • What are the best budget-friendly activities in Saint Augustine, FL?

    You can easily spend a day exploring the historic district, visiting the Castillo de San Marcos, and walking along the city walls without spending a lot of money. The St. Augustine Beach is free to access and a great way to relax and enjoy the sunshine.
  • What are the best rentals or Airbnbs with a jacuzzi in St. Augustine, FL?

    The best vacation rentals or Airbnb with a jacuzzi in St. Augustine, FL are Anastasia Grand # 1-between Downtown And The Beach, Anastasia Grand #4 -Between Town And The Beach and Villa Tizoc.

  • What are the best restaurants with local dishes in Saint Augustine, FL?

    For authentic local cuisine, try The Columbia Restaurant, a historic Spanish restaurant serving traditional dishes like paella and sangria. Another popular choice is The Floridian, which offers a modern take on Southern comfort food.
  • What are the best walking or cycling routes in Saint Augustine, FL?

    The St. Augustine Historic District is perfect for a leisurely stroll, and you can also walk along the scenic waterfront of the Matanzas River. For a more challenging ride, try the 10-mile loop on the Vilano Beach Causeway.
  • Are there pet-friendly attractions in Saint Augustine, FL?

    Yes, many restaurants and businesses in St. Augustine are pet-friendly. You can also enjoy a walk along the beach with your furry friend at St. Augustine Beach.
  • What are the benefits of choosing a vacation rental in Saint Augustine, FL?

    Vacation rentals offer more space and privacy than hotels, and they often come with amenities like kitchens and laundry facilities. You can also find rentals in various locations, from the heart of the historic district to the quiet beaches of Anastasia Island.
  • What are the top sports attractions and facilities in Saint Augustine, FL?

    St. Augustine has a variety of sports facilities, including golf courses, tennis courts, and a public swimming pool at the Francis Field Recreation Complex. You can also find a variety of watersports activities, like kayaking, paddleboarding, and fishing.

Popular destinations

Best St. Augustine, FL holiday rentals with a balcony

Spacious Townhome On The Beach ~ Pool ~ Beach Boardwalk - St. Augustine, FL
8.9 96 reviews

Spacious Townhome On The Beach ~ Pool ~ Beach Boardwalk

apartment, Butler Beach
This three-bedroom house is situated in Butler Beach, just 1.6km from the beach, Matanzas River, and Crescent Beach, offering easy access to the area's natural beauty. The property has received very good user ratings, with excellent location and cleanliness ratings.
The 151 square metre house comfortably accommodates eight guests and offers a fully equipped kitchen, a spacious living area, a relaxing balcony, and a private garden. Enjoy a range of amenities including a swimming pool, tennis courts, and a spa, providing a comfortable and enjoyable stay.
The Ray - Penthouse Suite - 360° Rooftop View - St. Augustine, FL
9.6 112 reviews

The Ray - Penthouse Suite - 360° Rooftop View

house, St. Augustine
The Ray - Penthouse Suite is situated just a short walk from the historic Castillo de San Marcos National Monument and Spanish Quarter Museum in St. Augustine, offering easy access to the city's rich history and attractions. The property has received excellent guest reviews, with high ratings for location, cleanliness, and overall experience.
The spacious penthouse suite covers 214 square metres and features three bedrooms and two bathrooms. Guests can enjoy panoramic city views from the rooftop terrace, a fully equipped kitchen, a private entrance, free Wi-Fi, and on-site parking, as well as a washing machine and towels and bed linen provided.
Heart Of Historic District! Rooftop With Fire Pit, Park And Walk Everywhere, $300 In Free Tickets! - St. Augustine, FL
9.8 116 reviews

Heart Of Historic District! Rooftop With Fire Pit, Park And Walk Everywhere, $300 In Free Tickets!

apartment, St. Augustine
This St. Augustine apartment rental is ideally situated in the Historic District, a short walk from Flagler College and St George Street, and within 1.6km of the Castillo de San Marcos National Monument and the Fountain of Youth Archaeological Park.
The two-bedroom, one-bathroom flat sleeps four guests and offers a full kitchen, in-unit laundry, free Wi-Fi, a private balcony, and on-site parking; games are provided for guest entertainment.
Cordova Palms - 4br Near Castillo W/ Bbq - St. Augustine, FL
9.0 2 reviews

Cordova Palms - 4br Near Castillo W/ Bbq

apartment, St. Augustine
This St. Augustine apartment, located in the Downtown Historic District, is a short walk from Rue Saint-Georges and offers easy access to Anastasia State Park and St. Augustine Beach.
The 165 square metre (1776 square feet) self-catering property boasts four bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, private balcony, garden access, and on-site laundry facilities.

Best St. Augustine, FL holiday rentals with parking

Villa Mulvey # 4 - St. Augustine, FL
9.9 508 reviews

Villa Mulvey # 4

apartment, St. Augustine
This apartment is situated in St. Augustine's Historic District, just an 8-minute walk from the Spanish Quarter Museum and within easy reach of other attractions. With excellent user, location and cleanliness ratings, this property is a popular choice for travellers.
The apartment has one bedroom and one bathroom, covering 84 square metres. Guests can enjoy a terrace and garden, a fully equipped kitchen with a dishwasher, free bikes, and private parking.
Wedge 161 |2-mi To Historic Downtown| Private Yard - St. Augustine, FL
9.9 184 reviews

Wedge 161 |2-mi To Historic Downtown| Private Yard

apartment, St. Augustine
WEDGE 161, a modern three-bedroom house, is located in St Augustine's West King district, 3.1km from the historic downtown area and 8km from St Augustine and Vilano Beaches.
This pet-friendly property boasts 118 square metres of space, sleeping eight guests comfortably with a well-equipped kitchen, two bathrooms, and a private garden featuring outdoor dining, beach chairs, cornhole, and four bicycles.
Downton Abbottry 2/2 - 5 Min Walk To City Gates - St. Augustine, FL
9.9 380 reviews

Downton Abbottry 2/2 - 5 Min Walk To City Gates

apartment, St. Augustine
This charming apartment is located in a quiet residential area of St. Augustine, just a short walk (less than 1 kilometre) from the historic downtown and its many restaurants. Guests consistently rate this property as excellent for its cleanliness, location, and overall experience.
The property features a spacious layout, ideal for a family or group of up to four guests. Enjoy a relaxing stay with amenities including a private courtyard, a fully equipped kitchen, air conditioning, a Jacuzzi, and parking.
Riberia Ponce Place - Team Joseph Ellen - St. Augustine, FL
9.8 16 reviews

Riberia Ponce Place - Team Joseph Ellen

apartment, St. Augustine
This three-bedroom, two-bathroom apartment in downtown St Augustine offers convenient access to shops and restaurants, being within walking distance of the city's historic centre.
Sleeping up to seven guests, the property features a fully equipped kitchen, a private courtyard, a two-car garage (subject to city regulations), and a dedicated workspace; nearby attractions include the Castillo de San Marcos National Monument.
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