Vacation Rentals in St. Augustine, FL

4032 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
St. Augustine, FL holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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.

Dog Friendly Condo Moon And Stars Walk To Dt Patio - St. Augustine, FL
No reviews

Dog Friendly Condo Moon And Stars Walk To Dt Patio

house, St. Augustine
Holiday house to rent. You will be based in St. Augustine.
Services and facilities include an iron, a fridge and a terrace.
Uptown 2nd  Story Apt/blocks From Old Fort! - St. Augustine, FL
9.5 337 reviews

Uptown 2nd Story Apt/blocks From Old Fort!

apartment, St. Augustine
This St. Augustine apartment, situated blocks from the historic Castillo de San Marcos and within walking distance of the city's downtown area, offers convenient access to numerous attractions and shops.
The second-floor flat features two bedrooms sleeping four, a recently remodelled bathroom, a funky kitchen with dining area, air conditioning, and off-street parking (though potentially tight for larger vehicles).
Beautiful Historic Home In Downtown St Augustine! - St. Augustine, FL
10 107 reviews

Beautiful Historic Home In Downtown St Augustine!

apartment, St. Augustine
This family-friendly house is located in the centre of St. Augustine, just 0.5 km from the San Sebastian River and Flagler College, and within 1.5 km of St. George Street and Castillo de San Marcos National Monument. It has excellent ratings for location, cleanliness, and user experience.
The house has three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy the private fenced garden, the terrace, the barbecue grill, and the fully equipped kitchen with a fridge, microwave, and dishwasher.
Villa Solano Minutes To Beach- Pet Friendly - St. Augustine, FL
9.9 59 reviews

Villa Solano Minutes To Beach- Pet Friendly

house, St. Augustine
Villa Solano enjoys a central St Augustine location, minutes from the historic district and a 24km drive from St Augustine Beach.
This three-bedroom, two-bathroom house sleeps six, offering a split-floor plan, modern kitchen, hot tub, and fully fenced garden; nearby attractions include the Castillo de San Marcos National Monument.

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.

Music On Marilyn- Steps From The Amphitheater! - St. Augustine, FL
10 14 reviews

Music On Marilyn- Steps From The Amphitheater!

apartment, St. Augustine
This modern three-bedroom apartment is located on a quiet street just a kilometre from the St. Augustine Amphitheatre, less than two kilometres from the beach and Anastasia State Park, and a short cycle ride from the historic downtown. It has received excellent user ratings and is ideal for families and groups.
This spacious home offers 236 square metres of living space and can accommodate up to six guests. You can enjoy a private saltwater pool, a fully equipped kitchen, a family room with a fireplace and foosball table, a PlayStation 4, a SONOS sound system, and a screened lanai.
Seaside At Anastasia 202 Condo - St. Augustine, FL
8.8 31 reviews

Seaside At Anastasia 202 Condo

apartment, St. Augustine Beach
Seaside At Anastasia 202 Condo offers a three-bedroom apartment, a short 0.6km walk from St Augustine Beach and 0.8km from Anastasia State Park Beach, with Fort Matanzas and the St Augustine Lighthouse & Maritime Museum within a 3km and 5km radius respectively.
This self-catering holiday home features a private pool, free Wi-Fi, free parking, a fully equipped kitchen, and air conditioning; sleeping up to six guests and suitable for adults aged 25 and over.
The Peaceful Puffin - Pool L Hot Tub L 5 Min To Dt - St. Augustine, FL
9.8 28 reviews

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

apartment, St. Augustine
This Ravenswood holiday home in St Augustine, Florida, is conveniently located within 1.6 kilometres of the San Sebastian River, Hidden Harbour Marina, San Sebastian Winery, Whetstone Chocolate Factory, and Oyster Creek Marina.
This three-bedroom, two-bathroom property offers 105 square metres of living space, sleeps six guests, and includes a fully equipped kitchen, a terrace, garden, parking, and Wi-Fi.
Starfish - Heated Pool & King Beds! Near Amphitheatre, Historic Downtown, Beach - St. Augustine, FL
9.6 246 reviews

Starfish - Heated Pool & King Beds! Near Amphitheatre, Historic Downtown, Beach

apartment, St. Augustine
This spacious holiday home is located in St. Augustine, just a short distance from the Matanzas River and St. Augustine Beach, offering a peaceful retreat close to local attractions. The property has received excellent ratings for its cleanliness, location and overall experience.
The accommodation features six bedrooms and two bathrooms, providing ample space for large families or groups of friends. Guests can enjoy a private pool, a garden with barbecue facilities, and a terrace, perfect for relaxing and entertaining.

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.

Updated,spacious, Maritime 3br Downtown Cottage W Wifi And Ac, Close To Downtown - St. Augustine, FL
10 1 review

Updated,spacious, Maritime 3br Downtown Cottage W Wifi And Ac, Close To Downtown

apartment, St. Augustine
This Lincolnville holiday home in St. Augustine is conveniently located within walking distance of the St. Augustine Distillery and San Sebastian Winery, offering easy access to downtown attractions.
Sleeping up to eight guests, this single-storey property boasts three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, a private fenced yard with fire pit, and parking; enjoy nearby Anastasia State Park and Vilano Beach.
The Dylan Suites 5- Comfortable Stay Near Downtown St. Augustine & Flagler - St. Augustine, FL
9.0 35 reviews

The Dylan Suites 5- Comfortable Stay Near Downtown St. Augustine & Flagler

apartment, St. Augustine
This St. Augustine apartment, part of a six-suite boutique hotel, is situated in the Downtown Historic District, just 0.32 kilometres from Flagler College and the city centre, offering easy access to the Intracoastal Waterway.
The self-contained suite features a king-size bed, 50" TV with Netflix, en-suite bathroom with rain shower, and access to an outdoor deck; sleeping two guests, it includes a fridge and parking.
Ancient City Cottage - St. Augustine, FL
9.8 54 reviews

Ancient City Cottage

cottage, St. Augustine
This Greater Fullerwood holiday home in St. Augustine is a short walk from trolley tours and attractions, a 1.6km walk or 1.6km cycle ride from the historic city centre, and a 1.6km drive from Vilano Beach.
The 149 square metre property boasts two bedrooms, one bathroom, sleeps six, and includes a microwave, dishwasher, air conditioning, terrace, garden, parking, and Wi-Fi.
Spacious Home Walk To Historic Dt W/yard, Bikes - St. Augustine, FL
9.6 28 reviews

Spacious Home Walk To Historic Dt W/yard, Bikes

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.

Best St. Augustine, FL holiday rentals with parking

Victorian Pool Home L Historic District L Downtown - St. Augustine, FL
9.8 142 reviews

Victorian Pool Home L Historic District L Downtown

apartment, St. Augustine
This historic 1913 Victorian house, situated in St. Augustine's historic district, is within a 0.8-1.6km walk of the Castillo de San Marcos and other attractions including the Ripley's Believe It or Not! museum.
This four-bedroom, one-bathroom property sleeps up to ten guests and features a private pool, patio with propane grill, fully equipped kitchen, high-speed WiFi, beach amenities, and free parking for up to three cars.
Pet-friendly St Augustine Home: 2 Mi To Downtown! - St. Augustine, FL
9.2 44 reviews

Pet-friendly St Augustine Home: 2 Mi To Downtown!

apartment, St. Augustine
This St. Augustine holiday apartment offers easy access to both the city centre and St. Augustine Beach (approximately 9.6km away), placing you near the Castillo de San Marcos and Watson Island State Forest.
Sleeping up to six guests, this three-bedroom, two-bathroom property boasts a fully equipped gourmet kitchen, in-unit laundry facilities, two smart TVs, and a private patio; pet-friendly with a pre-paid fee.
Heart Of Downtown Casa Saragossa - Circa 1920 - St. Augustine, FL
10 84 reviews

Heart Of Downtown Casa Saragossa - Circa 1920

apartment, St. Augustine
This renovated Flagler Era residence, a 2500 sq ft apartment, is located in St. Augustine's historic district, offering direct walking access to numerous restaurants, galleries, craft bars, and iconic landmarks, with the beach a short distance away.
This well-appointed flat accommodates up to four guests across two bedrooms and two bathrooms, boasting a fully equipped kitchen, air conditioning, garden, and parking, alongside a wrap-around porch and private deck ideal for relaxation.
Charming Historic Downtown Apartment - St. Augustine, FL
9.7 465 reviews

Charming Historic Downtown Apartment

apartment, St. Augustine
This charming apartment is located in the heart of St. Augustine's Historic District, just a short walk from popular attractions like the Ximenez Fatio House and Flagler College. The apartment has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers.
The apartment is a spacious 30 square metre one-bedroom property that can comfortably accommodate two guests. It includes a fully equipped kitchenette, a private terrace, and a range of amenities including free Wi-Fi, air conditioning, and a washing machine.

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.

Blue Haven - St. Augustine, FL
9.9 124 reviews

Blue Haven

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.

1880 Victorian In Heart Of Downtown...charming And Cozy - St. Augustine, FL
9.9 768 reviews

1880 Victorian In Heart Of Downtown...charming And Cozy

apartment, St. Augustine
Downtown Lodge-clean-pet Friendly-free Parking - St. Augustine, FL
9.8 37 reviews

Downtown Lodge-clean-pet Friendly-free Parking

apartment, St. Augustine
Carriage Manor- Right Next To The  Fountain Of Youth & Beach. Pets Are Welcomed! - St. Augustine, FL
9.7 186 reviews

Carriage Manor- Right Next To The Fountain Of Youth & Beach. Pets Are Welcomed!

apartment, St. Augustine
Genovar Mansion Rose Garden Suite Private Entrance - St. Augustine, FL
9.9 490 reviews

Genovar Mansion Rose Garden Suite Private Entrance

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.

New Photos! Walk2vilano Beach/king Bed/ Dwntwn/pet/rv/booat/work Trailer Parking - St. Augustine, FL
10 33 reviews

New Photos! Walk2vilano Beach/king Bed/ Dwntwn/pet/rv/booat/work Trailer Parking

apartment, Villano Beach
Seaclusion L Luxury L Heated Pool L Beach - St. Augustine, FL
10 4 reviews

Seaclusion L Luxury L Heated Pool L Beach

apartment, Villano Beach
Serene Patio And Private Balcony Escape - Charming Coastal Retreat - St. Augustine, FL
9.6 163 reviews

Serene Patio And Private Balcony Escape - Charming Coastal Retreat

apartment, Villano Beach
Vilano Beach Paradise With Heated Pool And Private Yard. - St. Augustine, FL
No reviews

Vilano Beach Paradise With Heated Pool And Private Yard.

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.

Remodeled Historic 1800s Carriage House, The Castle Garden, Colonial Modern Mansion - St. Augustine, FL
9.9 131 reviews

Remodeled Historic 1800s Carriage House, The Castle Garden, Colonial Modern Mansion

house, St. Augustine
Florida Breeze L Hot Tub L Walkable - St. Augustine, FL
10 2 reviews

Florida Breeze L Hot Tub L Walkable

apartment, St. Augustine
The Peaceful Puffin - New Modern 5 Min To Town - St. Augustine, FL
8.0 1 review

The Peaceful Puffin - New Modern 5 Min To Town

house, St. Augustine
Kid And Dog Haven Pool Side Fun In St Augustine - St. Augustine, FL
No reviews

Kid And Dog Haven Pool Side Fun In St Augustine

house, St. Augustine
©2026 cozycozy.com