Holiday Rentals in St. Augustine, FL

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St. Augustine, FL holiday rentals
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2764 Holiday rentals and Airbnb in St. Augustine, FL

Best family friendly St. Augustine, FL holiday rentals

Among the 2764 accommodations in St. Augustine, FL, here are the 4 best family friendly rentals

New-dog Friendly,hot Tub, Fire-pit, 1 Mile To Dtwn - St. Augustine, FL
9.5 7 reviews
St. Augustine, FL
27/07 – 30/07
168 €/nighttotal: 504 € (3 )

New-dog Friendly,hot Tub, Fire-pit, 1 Mile To Dtwn

1 2
house , St. Augustine
This dog-friendly holiday home is situated 2.1km from Flagler College and 1.6km from St. Augustine's historic city centre, with the Ximenez-Fatio House and the Old St. Augustine Village both within 2.6km.
This 111-square-metre property boasts one bedroom, two bathrooms, and accommodates up to 15 guests, featuring a jacuzzi, garden, spa, BBQ facilities, free Wi-Fi, and private parking.
Adorable Uptown Cottage-steps To Attractions! Perfect For Families And Couples! - St. Augustine, FL
9.8 45 reviews
St. Augustine, FL
04/09 – 05/09
480 €/nightfor 1 night

Adorable Uptown Cottage-steps To Attractions! Perfect For Families And Couples!

3 2
apartment , St. Augustine
This Uptown St Augustine holiday home is located less than 2km from the Old Jail Museum, St George Street, and the Castillo de San Marcos National Monument.
The 130 square metre property boasts three bedrooms, two bathrooms, sleeping up to six guests, and features a fully equipped kitchen, laundry facilities, and a patio; nearby attractions include the Ponce de Leon's Fountain of Youth Archaeological Park and the Mission of Nombre de Dios.
Downton Abbottry 2/2 - 5 Min Walk To City Gates - St. Augustine, FL
10 11 reviews
St. Augustine, FL
09/10 – 10/10
359 €/nightfor 1 night

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

2 3
apartment , St. Augustine
This Uptown St Augustine holiday home is conveniently located less than 1 km from the Matanzas River, St George Street, and the Castillo de San Marcos National Monument.
The 167 square metre property boasts two bedrooms, two bathrooms, and sleeps four guests, offering a fully equipped kitchen, laundry facilities, free Wi-Fi, a garden, and a terrace; plus, barbecue grills are available for outdoor dining.
Pet -Friendly Home Walking Distance To Down St Augustine - St. Augustine, FL
St. Augustine, FL
11/07 – 18/07
208 €/nighttotal: 1456 € (7 )

Pet -Friendly Home Walking Distance To Down St Augustine

3 2
house , St. Augustine
This St. Augustine residence offers a prime location, an 8-minute walk from Castillo de San Marcos and within 1.2 kilometres of Flagler College and Old St. Augustine Village.
This 117 square metre house, suitable for up to 11 guests, features 3 bedrooms, 2 bathrooms, a fully equipped kitchen with a dishwasher and microwave, air conditioning, a garden, parking, and allows pets, with complimentary Wi-Fi provided.

Best St. Augustine, FL holiday rentals with a pool

Among the 2764 accommodations in St. Augustine, FL, here are the 4 best rentals with a pool

Between The Tides: Heated Pool, Beach, Sports Court. Walk To Amphitheater - St. Augustine, FL
St. Augustine, FL
01/08 – 03/08
1098 €/nighttotal: 2196 € (2 )

Between The Tides: Heated Pool, Beach, Sports Court. Walk To Amphitheater

4 7
apartment , St. Augustine
This St. Augustine residence is ideally situated a short walk from the St. Augustine Amphitheatre and beach, and a few kilometres drive from the historic city centre, with the Alligator Farm approximately 800 metres away and Anastasia State Park a 1.6 kilometre cycle ride.
This family-friendly holiday let accommodates up to 12 guests across four bedrooms, featuring a private heated swimming pool, a sports court, mini-golf, a screened sunroom with a pool table, and a modern kitchen, all within a convenient location for exploring local attractions.
Center Of Saint Augustine Beach - St. Augustine, FL
9.7 37 reviews
St. Augustine, FL
09/10 – 10/10
492 €/nightfor 1 night

Center Of Saint Augustine Beach

2 3
house , St. Augustine Beach
This beachfront holiday home in St. Augustine Beach offers direct access to the beach, a five-minute walk from St. Augustine Beach and 0.6km from Anastasia State Park Beach, with Fort Matanzas 3.4km and the St. Augustine Lighthouse & Museum 5.1km away.
This 102 square metre property sleeps up to 11 guests in two bedrooms and two bathrooms, boasting a private pool, spa, terrace, fully equipped kitchen, free Wi-Fi, parking, and on-site snack bar and children's playground.
Seaside At Anastasia A102 - St. Augustine, FL
8.0 1 review
St. Augustine, FL
11/07 – 18/07
277 €/nighttotal: 1939 € (7 )

Seaside At Anastasia A102

3 6
house , St. Augustine Beach
Seaside at Anastasia A102 is a holiday home located in St. Augustine, offering a 4-minute walk to St. Augustine Beach, 3.2 kilometres to Fort Matanzas, and 4.8 kilometres to the St. Augustine Lighthouse and Museum.
This air-conditioned property features 3 bedrooms, 2 bathrooms, accommodates up to 11 guests, and includes a fully equipped kitchen, free WiFi, and an outdoor swimming pool, with Flagler College 7.4 kilometres and The Ximenez Fatio House 7.6 kilometres away.
Grandview-heated Pool & Game Room Near Amphitheatre, Historic Downtown, Beach - St. Augustine, FL
9.6 304 reviews
St. Augustine, FL
17/10 – 19/10
611 €/nighttotal: 1222 € (2 )

Grandview-heated Pool & Game Room Near Amphitheatre, Historic Downtown, Beach

6 2
apartment , St. Augustine
This holiday home is located just 1.4 kilometres from St. Augustine Beach and 1.6 kilometres from the Matanzas River, offering a peaceful setting close to the area's main attractions. The property has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
This spacious 6-bedroom property spans 232 square metres, providing ample room for families or groups of friends. The home features a private pool, a fenced yard, a games room, BBQ facilities, a tennis court, and a spa, offering a range of activities and amenities for all ages.

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.

Destinations nearby

Best St. Augustine, FL holiday rentals with a balcony

Home With Enclosed Yard, Fire Pit, Wifi, W/d, & Ac - Great Location - St. Augustine, FL
St. Augustine, FL
03/07 – 05/07
341 €/nighttotal: 682 € (2 )

Home With Enclosed Yard, Fire Pit, Wifi, W/d, & Ac - Great Location

3 5
house , St. Augustine
This detached house in Villano Beach offers convenient access to St. Augustine's historic sites, being 3.5 kilometres from the Freedom Trail and 4.3 kilometres from Castillo de San Marcos.
This property provides 108 square metres of living space with three bedrooms, two bathrooms, a fully equipped kitchen, air conditioning, WiFi, and on-site parking, accommodating up to 11 guests with an enclosed yard featuring a fire pit and a balcony.
Hot Tub- 80's Arcade- Pool Table- Historic Downtown- 7 Car Parking - St. Augustine, FL
9.6 10 reviews
St. Augustine, FL
05/12 – 06/12
1106 €/nightfor 1 night

Hot Tub- 80's Arcade- Pool Table- Historic Downtown- 7 Car Parking

6 2
house , St. Augustine
This spacious six-bedroom holiday home is situated in St. Augustine's Historic Downtown district, a 1.6-kilometre walk from the Spanish Quarter Museum and 1.6 kilometres from the Castillo de San Marcos National Monument.
The 251-square-metre property sleeps up to 26 guests and boasts a fully equipped kitchen, a private hot tub, an 80s arcade, a pool table, a terrace, a garden, free parking for seven cars, and free Wi-Fi.
Heart Of Historic District Pet-friendly Home! - St. Augustine, FL
8.8 5 reviews
St. Augustine, FL
17/07 – 19/07
198 €/nighttotal: 396 € (2 )

Heart Of Historic District Pet-friendly Home!

1 4
apartment , St. Augustine
This pet-friendly apartment in downtown St. Augustine is a 1.4km walk from the Spanish Quarter Museum and under 1.6km from the Castillo de San Marcos National Monument.
The 46-square-metre self-catering flat features one bedroom, one bathroom, sleeps seven, and includes a private balcony, free Wi-Fi, a dishwasher, and parking (extra charge).
St. Augustine Luxury 4 Br/4.5ba Walk To Downtown - St. Augustine, FL
St. Augustine, FL
01/07 – 28/08
1390 €/nighttotal: 80620 € (58 )

St. Augustine Luxury 4 Br/4.5ba Walk To Downtown

4 1
apartment , St. Augustine
This elegant lakefront residence, offering glimpses of horse-drawn carriages and magical sunset views, is located in St. Augustine's historic Lincolnville district, within easy walking distance of downtown's fine dining, galleries, and historic sites, and a short 5-kilometre drive to Anastasia State Park and St. Augustine Beach.
This luxurious four-bedroom, four-bathroom apartment comfortably accommodates eight guests, featuring a chef-inspired kitchen with top-of-the-line appliances, private suites, flexible gathering spaces, a terrace, garden, spa, concierge services, and on-site parking, with outdoor security cameras for guest safety.

Best St. Augustine, FL holiday rentals with parking

Historic Home 2-bedroom Upstairs Pet Friendly Apartment W/ Pool In St. Aug - St. Augustine, FL
9.6 14 reviews
St. Augustine, FL
01/08 – 03/08
313 €/nighttotal: 626 € (2 )

Historic Home 2-bedroom Upstairs Pet Friendly Apartment W/ Pool In St. Aug

2 7
apartment , St. Augustine
This two-bedroom flat is situated in the Downtown district of St. Augustine, offering direct walking access to the Fountain of Youth Archaeological Park and the Old Jail Museum, with St. George Street shopping also within easy reach.
This pet-friendly property accommodates up to seven guests and features a kitchen with a fridge and microwave, air conditioning, a communal swimming pool, a private balcony, and on-site parking.
Spacious Home Walk To Historic Dt W/yard, Bikes - St. Augustine, FL
9.6 26 reviews
St. Augustine, FL
21/07 – 27/07
236 €/nighttotal: 1416 € (6 )

Spacious Home Walk To Historic Dt W/yard, Bikes

3 9
apartment , St. Augustine
This St. Augustine holiday home on Nelmar Terrace is conveniently located less than 0.8 km from the San Marco Antique Mall and San Sebastian River, and within 1.6 km of the Old Florida Museum and Davenport Park.
This spacious 210-square-metre property boasts three bedrooms, three bathrooms, sleeps ten guests, and includes a fully equipped kitchen, private fenced yard with barbecue, a terrace, spa, free Wi-Fi, and ample parking.
Pomar House - St. Augustine, FL
9.3 322 reviews
St. Augustine, FL
30/06 – 02/07
211 €/nighttotal: 422 € (2 )

Pomar House

1 2
apartment , St. Augustine
Pomar House, a self-catering apartment in St. Augustine, Florida, enjoys an excellent location, a short walk (less than 1km) from the Castillo de San Marcos and Old St Augustine Village, placing guests near numerous historical attractions.
This family-friendly flat offers free Wi-Fi, air conditioning, a kitchenette with microwave and fridge, a private bathroom, and a terrace with street views; amenities include a flat-screen TV and parking is available.
Perfect Location 2 Bedroom Private Hot Tub - St. Augustine, FL
10 332 reviews
St. Augustine, FL
11/07 – 12/07
316 €/nightfor 1 night

Perfect Location 2 Bedroom Private Hot Tub

2 3
house , St. Augustine
This St. Augustine guest house villa is situated in the historic downtown district, a mere 0.8km walk from the Bridge of Lions.
The two-bedroom, one-bathroom property sleeps five, boasting a private courtyard with hot tub, gas grill, and fully equipped kitchen including a dishwasher; nearby amenities include restaurants and bars within 90 metres.
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