Vacation 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

Highly-Rated Holiday Rentals for Families in St. Augustine, FL

Give the kids instant backyard beach fun and plenty of room to unwind at spacious family holiday rentals in St. Augustine, FL.

Old Town "Gem" - St. Augustine, FL
9.8 260 reviews

Old Town "Gem"

apartment, St. Augustine
This King Bedroom apartment is situated in the historic uptown King Bedroom area of Saint Augustine, offering easy walking access to the Castillo de San Marcos fort within 10 minutes and St. George Street within 15 minutes, placing you near downtown's landmarks, shops, and restaurants.
This family-friendly accommodation for two includes air conditioning, Wi-Fi, a kitchen with a fridge, and a private, updated bathroom, with shared garden space and on-street parking available, and dogs are permitted with prior approval and a small fee.
Historic Luxury Two Bedroom Apartment - St. Augustine, FL
9.4 98 reviews

Historic Luxury Two Bedroom Apartment

apartment, St. Augustine
This apartment is conveniently located in St. Augustine, just an 8-minute walk from the Historic Old Town and a 10-minute drive from the beach, offering easy access to the area's attractions. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The spacious apartment, with its 84 square metres of floor area, can comfortably accommodate up to four guests in its two bedrooms. Enjoy modern amenities such as air conditioning, Wi-Fi, a fully equipped kitchen, a swimming pool, a garden, and a private terrace, perfect for relaxing after a day exploring St. Augustine.
205 M² House ∙ 4 Bedrooms ∙ 10 Guests - St. Augustine, FL
No reviews

205 M² House ∙ 4 Bedrooms ∙ 10 Guests

house, St. Augustine
This detached house, located behind Fullerwood Park in St. Augustine, offers tidal marsh views and is situated within 1.6 kilometres of Fort Mose Historic State Park, Ponce de Leon's Fountain of Youth, the Old Jail, and the Oldest Store Museum, with Vilano Beach a 9-minute drive away.
This 205 square metre residence accommodates up to 10 guests with 4 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a garden, parking, and a wraparound porch ideal for enjoying the Old Florida atmosphere and wildlife.
Casa Amarillo L Steps To Historic District - St. Augustine, FL
10 64 reviews

Casa Amarillo L Steps To Historic District

house, St. Augustine
This 1890s property is located in Uptown St. Augustine, a short walk from the historic district's shops and restaurants, and under 10 kilometres from Vilano Beach.
This family-friendly abode offers accommodation for up to five guests with one bedroom, one bathroom, and features air conditioning, Wi-Fi, and a private garden with a fire pit.

Find the Best Holiday Rentals with a Swimming Pool in St. Augustine, FL

Discover holiday rentals with a pool in St. Augustine, FL and make every day a swim day.

Beach Home W Pool Golf Cart Game Room Dogs Ok - St. Augustine, FL
9.8 86 reviews

Beach Home W Pool Golf Cart Game Room Dogs Ok

house, Villano Beach
This Villano Beach holiday home is situated approximately 7.2 kilometres from the Freedom Trail and 9.3 kilometres from the Castillo de San Marcos National Monument in St. Augustine.
This three-bedroom property boasts 257 square metres of floor space, including a fully equipped kitchen, private swimming pool, game room, and parking, plus a golf cart for exploring the local area; it comfortably sleeps up to six guests and welcomes pets.
34|ocean At St Augustine Beach - St. Augustine, FL
9.7 219 reviews

34|ocean At St Augustine Beach

apartment, St. Augustine Beach
This St. Augustine Beach apartment, less than 1.6km from St. Johns County Ocean Pier and under 3.2km from the Tolomato River and Fiesta Falls Mini-Golf, offers convenient access to local attractions.
The two-bedroom, two-bathroom flat sleeps four, features a fully equipped kitchen including a dishwasher, in-unit laundry, free Wi-Fi, a Smart TV, and access to a community swimming pool and parking.
Historic Downtown Bungalow -Walk To Everything- - St. Augustine, FL
9.4 404 reviews

Historic Downtown Bungalow -Walk To Everything-

apartment, St. Augustine
This charming house is located in St Augustine's Downtown Historic District, just a short walk from the ACCORD Civil Rights Museum and St. George Street, putting you in the heart of the action. Guests have consistently rated this property excellent for its location, cleanliness, and overall experience.
The property offers two bedrooms and one bathroom, comfortably accommodating up to six guests. Enjoy the fully equipped kitchen, the refreshing swimming pool, the relaxing garden, and the barbecue grill, perfect for enjoying al fresco dining.
Spacious Home Prime Location Of St. Augustine: Pool, Hot Tub, & Fire Pit - St. Augustine, FL
9.8 9 reviews

Spacious Home Prime Location Of St. Augustine: Pool, Hot Tub, & Fire Pit

apartment, St. Augustine
This five-bedroom, two-bathroom St. Augustine holiday home is situated 0.8km from Anastasia State Park and 4km from St. Augustine Beach, offering easy access to local attractions.
Sleeping up to ten guests, the property boasts in-house laundry facilities, a hair dryer, and is within a 15-minute drive of the Tolomato River, perfect for kayaking or boat tours.

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

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

    You definitely shouldn't miss the Castillo de San Marcos, it's a 17th-century fort and a National Monument. Also, make sure to stroll through the historic district, with its cobblestone streets and charming shops.
  • 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, as it's close to the main attractions and offers plenty of character. If you prefer a quieter stay, consider the quieter neighbourhoods of Anastasia Island or Vilano Beach.
  • 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 hit with kids, and the St. Augustine Alligator Farm Zoological Park is a great place to see alligators and other reptiles. The Fountain of Youth Archaeological Park is another good option, offering a glimpse into the past.
  • What are the best holiday rentals with a pool in St. Augustine, FL?

  • When is the best time to book a vacation rental in Saint Augustine, FL?

    The best time to book is during the shoulder seasons, from April to May or September to October, as the weather is still pleasant but the crowds are smaller. If you're looking for the best deals, you might want to consider booking in the off-season, from November to March.
  • What are the best rentals for families and kids in St. Augustine, FL?

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

    St. Augustine has a vibrant events calendar. The annual St. Augustine Film Festival in March is a highlight, and the St. Augustine Greek Festival in April offers a taste of Greek culture. The Nights of Lights festival in December transforms the city into a winter wonderland.
  • What are the best rentals or Airbnbs with a jacuzzi in St. Augustine, FL?

    The best holiday rentals or Airbnb with a jacuzzi in St. Augustine, FL are Anastasia Grand #3-between Downtown And The Beach, Anastasia Grand #4 -Between Town And The Beach and Villa Tizoc.

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

    A walk along the St. Augustine Beach is free and offers stunning views. You can also take a stroll through the historic district and enjoy the architecture. The St. Augustine Lighthouse and Museum offers discounted admission on certain days.
  • What are the best restaurants with local dishes in Saint Augustine, FL?

    For authentic Floridian cuisine, try The Columbia Restaurant, known for its Spanish dishes. If you're looking for seafood, try The Floridian, which offers fresh catches from the local waters. For a casual dining experience, try The Ice Plant, which serves up delicious 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, with its cobblestone streets and historic buildings. The Anastasia State Park offers scenic walking and cycling trails with views of the Matanzas River.
  • Are there pet-friendly attractions in Saint Augustine, FL?

    Yes, many attractions are pet-friendly. The St. Augustine Beach is a popular spot for dog walks, and the Anastasia State Park also allows dogs on leash. Some restaurants have outdoor seating where pets are welcome.
  • What are the benefits of choosing a vacation rental in Saint Augustine, FL?

    Vacation rentals offer more space and privacy than hotels, and often come with amenities like kitchens and laundry facilities. They can be a great option for families or groups travelling together.
  • What are the top sports attractions and facilities in Saint Augustine, FL?

    St. Augustine is home to the St. Augustine Amphitheatre, which hosts a variety of concerts and events throughout the year. The city also has several golf courses, including the World Golf Village, which is a popular destination for golf enthusiasts.

Popular destinations

Find Holiday Rentals with Balconies in St. Augustine, FL

Wake up to the soothing sights and sounds of blue ocean waters directly from your private rental balcony in St. Augustine, FL.

Hot Tub- 80's Arcade- Pool Table- Historic Downtown- 7 Car Parking - St. Augustine, FL
9.6 10 reviews

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

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.
Chic Retreat In Downtown St Augustine - St. Augustine, FL
9.1 93 reviews

Chic Retreat In Downtown St Augustine

house, St. Augustine
The Chic Retreat is situated in Downtown St. Augustine, a short walk from historical landmarks like The Ximenez Fatio House and Old St. Augustine Village, offering a peaceful escape from the bustling city centre. The property consistently receives excellent ratings for its cleanliness, location and overall experience.
This two-bedroom, two-bathroom house comfortably accommodates four guests and spans 92 square metres. The Chic Retreat boasts a fully equipped kitchen, a private garden with a balcony, a fireplace, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Watch Dolphins: St Augustine Gem Near Downtown! - St. Augustine, FL
9.8 4 reviews

Watch Dolphins: St Augustine Gem Near Downtown!

apartment, St. Augustine
This St. Augustine apartment is situated near the city centre, approximately 1.9km from the Castillo de San Marcos and 2.4km from the St Augustine Lighthouse & Maritime Museum.
This one-bedroom flat, boasting 93 square metres of floor space, comfortably sleeps seven guests and features a fully equipped kitchen, private balcony with ocean views, swimming pool, spa, and free Wi-Fi; nearby attractions include the Old St Augustine Village and Flagler College.
Updated Victorian Red Door Revival In Downton St Aug - St. Augustine, FL
9.6 14 reviews

Updated Victorian Red Door Revival In Downton St Aug

apartment, St. Augustine
This St. Augustine holiday home, situated in the Downtown Historic District, is a 15-minute walk from the San Sebastian River and St. George Street, and under 2 kilometres from Flagler College and the Castillo de San Marcos National Monument.
This 204 square metre property boasts four bedrooms, three bathrooms, sleeps ten guests, and includes a fully equipped kitchen, private balcony, garden, and free Wi-Fi; barbecue facilities are available for use.

Best St. Augustine, FL holiday rentals with parking

Retro Pool Retreat Minutes To Beach & Breweries - St. Augustine, FL
9.8 78 reviews

Retro Pool Retreat Minutes To Beach & Breweries

apartment, St. Augustine
This St. Augustine holiday home is centrally located, within a 2.4km walk of the Matanzas River and the St. Augustine Lighthouse & Maritime Museum, and under 1.6km from the Tolomato River and Anastasia Island Mini-Golf.
This 149 square metre property sleeps six guests across three bedrooms and two bathrooms, boasting a private pool, fully equipped kitchen, free Wi-Fi, and a fenced yard with barbecue facilities.
King Harbor View, Balcony, Tropical Feel - St. Augustine, FL
9.7 134 reviews

King Harbor View, Balcony, Tropical Feel

apartment, St. Augustine
This king studio apartment is located near St Augustine's marina, a short distance (under 1.6 km) from the historic downtown area and its attractions, including the Castillo de San Marcos and Vilano Beach.
The self-catering unit sleeps four, features a kitchenette with a fridge, microwave, and coffee maker, a balcony with harbour views, and allows up to two dogs under 45 pounds (with a nightly fee).
Sweet Cottage Walk To The Historic District, Bikes - St. Augustine, FL
9.3 52 reviews

Sweet Cottage Walk To The Historic District, Bikes

apartment, St. Augustine
This charming cottage is situated in the Uptown district of St. Augustine, within easy walking distance of the historic downtown area and a short 15-minute drive from the beautiful St. Augustine Beach. The cottage has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The cosy cottage offers one bedroom and one bathroom, accommodating up to four guests comfortably within its 60 square metres of space. Enjoy a range of amenities including a fully equipped kitchen, a private outdoor dining deck, a propane grill, and complimentary bicycles for exploring the charming streets of St. Augustine.
Unbeatable Downtown Studio On St. George Street - St. Augustine, FL
9.8 728 reviews

Unbeatable Downtown Studio On St. George Street

apartment, St. Augustine
This studio apartment is situated right on St. George Street, the heart of historic downtown St. Augustine, putting you within a short walk of the Castillo de San Marcos, the Oldest House, and the Pirate & Treasure Museum. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
This self-contained apartment offers a comfortable space for two guests and comes equipped with a kitchen, air conditioning, and dedicated parking. Enjoy the unique 1920s Hollywood-inspired design and prepare simple meals in the studio's kitchen while taking advantage of the nearby attractions and restaurants.

Your Pick of Premium Coastal Stays in St. Augustine, FL

Live the ultimate tropical fantasy in properties boasting high-end coastal architecture and absolute privacy at luxury holiday rentals in St. Augustine, FL.

Historic District ~ Free Parking! - St. Augustine, FL
9.7 207 reviews

Historic District ~ Free Parking!

apartment, St. Augustine

Find Holiday Rentals in the CBD of St. Augustine, FL

Stay steps away from local fish markets, surf shops, and seashore bars at holiday rentals in the heart of St. Augustine, FL.

Old Town "Cincinnati" - St. Augustine, FL
9.6 238 reviews

Old Town "Cincinnati"

apartment, St. Augustine
Casa Maria 2- Charming, Quaint Apt Next To Everything Downtown! - St. Augustine, FL
9.5 230 reviews

Casa Maria 2- Charming, Quaint Apt Next To Everything Downtown!

apartment, St. Augustine
Three Bedroom, Sanitized, Pet Friendly Bungalow - St. Augustine, FL
10 118 reviews

Three Bedroom, Sanitized, Pet Friendly Bungalow

apartment, St. Augustine
Walkable Retreat Unit B  | 1 Bedroom Apt - St. Augustine, FL
9.6 437 reviews

Walkable Retreat Unit B | 1 Bedroom Apt

apartment, St. Augustine

Find Holiday Rentals by the Sea in St. Augustine, FL

Open your glass doors and step directly from your living room onto the warm sand at seashore holiday rentals in St. Augustine, FL.

Vilano Beach 5/4.5 | Pool, Hot Tub & Ocean Views - St. Augustine, FL
9.9 70 reviews

Vilano Beach 5/4.5 | Pool, Hot Tub & Ocean Views

house, Villano Beach
Location! Great Beach Front Family Vacation Spot! Right Next To The Beach Pier! - St. Augustine, FL
9.8 41 reviews

Location! Great Beach Front Family Vacation Spot! Right Next To The Beach Pier!

apartment, St. Augustine Beach
The Coastal Lookout - St. Augustine, FL
9.8 44 reviews

The Coastal Lookout

apartment, Villano Beach
Azure Haven Home With Pool, Spa & Rooftop Deck - St. Augustine, FL
No reviews

Azure Haven Home With Pool, Spa & Rooftop Deck

apartment, Villano Beach

Find Holiday Rentals with a Jacuzzi in St. Augustine, FL

Soak under a canopy of stars just steps from the ocean waves at holiday rentals with a hot tub in St. Augustine, FL.

Vilano Beachside Pool Arcade Theater Slide Firepit - St. Augustine, FL
10 22 reviews

Vilano Beachside Pool Arcade Theater Slide Firepit

apartment, Villano Beach
"Brand New Luxury Beach House  Vilano Beach " Walk To Beach " **Heated Pool** - St. Augustine, FL
10 38 reviews

"Brand New Luxury Beach House Vilano Beach " Walk To Beach " **Heated Pool**

apartment, Villano Beach
Summer Breeze - Pool And Heated Spa Near Amphitheatre, Historic Downtown, Beach - St. Augustine, FL
10 49 reviews

Summer Breeze - Pool And Heated Spa Near Amphitheatre, Historic Downtown, Beach

apartment, St. Augustine
Charming Downtown Treasure - Enchanting Home With Hot Tub & Love Tree - St. Augustine, FL
10 25 reviews

Charming Downtown Treasure - Enchanting Home With Hot Tub & Love Tree

apartment, St. Augustine
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