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.

The Moody Manor -Luxurious Home Recently Renovated Close To Beach And Downtown - St. Augustine, FL
9.9 12 reviews

The Moody Manor -Luxurious Home Recently Renovated Close To Beach And Downtown

house, St. Augustine
Moody Manor, a recently renovated holiday home in St. Augustine, Florida, is a short walk from the Freedom Trail and within 3.2 kilometres of the Castillo de San Marcos National Monument and Flagler College.
This 165 square metre property boasts two bedrooms, two bathrooms, and can comfortably accommodate eleven guests, featuring a well-equipped kitchen, private terrace, garden, and free Wi-Fi.
Travel Haven: Near Downtown, Flagler College/hosp. - St. Augustine, FL
9.6 98 reviews

Travel Haven: Near Downtown, Flagler College/hosp.

apartment, St. Augustine
This St. Augustine house, near Historic Downtown (3.2km), Flagler College (2.7km), and Flagler Hospital (5.5km), offers easy access to St. Augustine's attractions and beaches.
Sleeping eight guests, the three-bedroom, two-bathroom property boasts a fully equipped kitchen, Jacuzzi, garden with firepit and grill, and is ideal for families or groups visiting St. Augustine.
Cozy Guest Apartment In The ️ Of Historic St Aug With Free Parking - St. Augustine, FL
9.9 166 reviews

Cozy Guest Apartment In The ️ Of Historic St Aug With Free Parking

apartment, St. Augustine
This St. Augustine apartment offers a convenient downtown location, within a 1.6km walk of St George Street, King Street, and the Castillo de San Marcos National Monument.
The 53 square metre self-catering flat comprises two bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, laundry facilities, and free parking for up to three cars.
Charming 3-bedroom House In Amazing St. Augustine;  Quiet, Clean And Comfortable - St. Augustine, FL
10 38 reviews

Charming 3-bedroom House In Amazing St. Augustine; Quiet, Clean And Comfortable

apartment, St. Augustine
This three-bedroom St. Augustine holiday home, situated in the Davis Shores neighbourhood, offers easy access to St. George Street and St. Augustine and Vilano Beaches (distances unspecified).
Sleeping up to six guests, the property boasts a king-size and two queen-size beds, a fully equipped kitchen including a fridge, microwave, and dishwasher, plus a jacuzzi, garden, and parking.

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.

Casa De Soulshine Private Pool Beach History - St. Augustine, FL
No reviews

Casa De Soulshine Private Pool Beach History

house, St. Augustine
Casa De Soulshine is located in St. Augustine, Florida, a short walk from Flagler College and within 1.6km of historical sites including the Ximenez-Fatio House and the Spanish Quarter Museum.
This 265 square metre five-bedroom, four-bathroom property sleeps 23 guests and boasts a private pool, fully equipped kitchen, billiards table, and is close to fishing and hiking opportunities.
Costa Life 2/2 Condo + Pool + Sleeps 6 - St. Augustine, FL
9.8 44 reviews

Costa Life 2/2 Condo + Pool + Sleeps 6

apartment, St. Augustine Beach
This St. Augustine beachfront apartment, a five-minute walk from St. Augustine Beach and a 8km drive from the historic downtown area, offers easy access to Anastasia State Park and other attractions.
Sleeping up to six guests, this two-bedroom, two-bathroom condo features a fully equipped kitchen, in-unit laundry, a community pool, and beach essentials; TVs are in every room.
Oasis By The Beach, 2 Master Suites, 2 Living Rooms, Heated Pool, Steps To Ocean - St. Augustine, FL
9.9 255 reviews

Oasis By The Beach, 2 Master Suites, 2 Living Rooms, Heated Pool, Steps To Ocean

apartment, Villano Beach
This four-bedroom holiday home in Villano Beach is perfectly positioned for exploring the area, being just a 10-minute walk from Vilano Beach, Usina Beach, and the Tolomato River, with Castle Otttis and Vilano Point Beach within a 3-mile radius. The property consistently receives excellent reviews for its location, cleanliness, and overall user experience.
The 167 square metre house comfortably accommodates up to nine guests and boasts a private pool, a fully equipped kitchen, a patio, and a washing machine, alongside a range of other amenities ideal for a relaxing and enjoyable stay.
Charming Vintage Intracoastal Apartment - St. Augustine, FL
9.9 201 reviews

Charming Vintage Intracoastal Apartment

apartment, Villano Beach
This one-bedroom apartment is situated just a few kilometres from the beach and a short drive from the historic centre of St. Augustine, offering a peaceful escape in a quiet neighbourhood. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment is ideal for a small family or group of friends, sleeping up to four guests. You can enjoy a range of amenities including a private waterfront dining area with a grill, a dock, a swimming pool, a hot tub, and parking.

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.

Casa Bella - Chic Apt- Steps To Historic District! - St. Augustine, FL
9.2 37 reviews

Casa Bella - Chic Apt- Steps To Historic District!

apartment, St. Augustine
This apartment is located in the heart of Uptown St. Augustine, just a short walk from the historic St. George Street and the Castillo de San Marcos National Monument. It has received excellent user ratings, making it a popular choice for travellers.
The apartment has two bedrooms and one bathroom, offering space for up to four guests. It includes a fully equipped kitchen, a private balcony, and free parking, ensuring a comfortable and convenient stay.
Historic Murphy's House - St. Augustine, FL
10 90 reviews

Historic Murphy's House

apartment, St. Augustine
This Uptown St. Augustine holiday home is a short walk from the St. Augustine & St. Johns County Visitor Information Centre and St. George Street, and within 1 km of the Castillo de San Marcos National Monument and Flagler College.
This 149 square metre property boasts four bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, terrace, garden, parking, and smart TV.
Lighthouse Loft L Marshfront L Walk To Downtown - St. Augustine, FL
10 7 reviews

Lighthouse Loft L Marshfront L Walk To Downtown

apartment, St. Augustine
This St. Augustine lighthouse holiday home, situated in the Davis Shores neighbourhood, is a short walk from the St Augustine Lighthouse & Maritime Museum and Alligator Farm Zoological Park, 2.4km from the historic city centre and 1.6km from Anastasia State Park's beaches.
The 157 square metre property boasts three bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, patio, balcony, garden, parking, Wi-Fi, air conditioning and even adult bikes for exploring.
Historic District Bungalow: Bbq, Bikes & Beach Kit - St. Augustine, FL
9.6 78 reviews

Historic District Bungalow: Bbq, Bikes & Beach Kit

apartment, St. Augustine
Casa Saragossa is a historic bungalow located in the Downtown Historic District of St. Augustine, just 800 metres from St. George Street and less than 1 kilometre from the Castillo de San Marcos. The property has received excellent user ratings, making it a popular choice for travellers.
This four-bedroom apartment spans 130 square metres and comfortably accommodates up to 10 guests. Guests can enjoy a range of amenities, including free bikes, beach chairs, a fully equipped kitchen, a spa, and outdoor spaces like a terrace and porch.

Best St. Augustine, FL holiday rentals with parking

Treehouse By The Sea - St. Augustine, FL
10 1 review

Treehouse By The Sea

house, St. Augustine
This St. Augustine holiday house is located a mere 800 metres from St. Augustine Beach and a 10-minute walk from Anastasia State Park Beach, with Fort Matanzas just 1.8 kilometres away.
This 191 square metre, air-conditioned detached property offers three bedrooms, three bathrooms, a fully equipped kitchen with a dishwasher, and private parking, accommodating up to 17 guests.
Heart Of Historic District: Pet-friendly Home! - St. Augustine, FL
8.8 5 reviews

Heart Of Historic District: Pet-friendly Home!

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).
Victorian Era-5-10 Min Walk Downtown Attractions - St. Augustine, FL
9.8 547 reviews

Victorian Era-5-10 Min Walk Downtown Attractions

apartment, St. Augustine
This St. Augustine guest suite, situated in a quiet neighbourhood within a 5-10 minute walk (0.8-1.6 km) of the city's attractions and restaurants, resides in a historic 1894 Victorian house.
The self-contained apartment features a kitchenette, Roku TV, infrared fireplace, and sleeps two guests, with ample on-site parking and access to outdoor seating areas.
Eclectic Beauty, Heart Of Downtown St Aug - St. Augustine, FL
9.7 129 reviews

Eclectic Beauty, Heart Of Downtown St Aug

house, St. Augustine
This St. Augustine holiday home is conveniently located in the downtown area, a short walk (1.3km) from the Spanish Quarter Museum and 1.4km from the Castillo de San Marcos National Monument.
The 98 square metre property offers three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, and free Wi-Fi; sleeping up to six guests and within walking distance of the Freedom Trail.

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.

*August Special* Beach|downtown|coastal Cottage - St. Augustine, FL
10 196 reviews

*August Special* Beach|downtown|coastal Cottage

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.

Downtown Cozy Apartment - St. Augustine, FL
9.2 85 reviews

Downtown Cozy Apartment

apartment, St. Augustine
Old Mission Manor - Chic 2br 1ba Apartment - Sleeps 6 - Pool Table - 15 Min Walk To Downtown - St. Augustine, FL
9.8 106 reviews

Old Mission Manor - Chic 2br 1ba Apartment - Sleeps 6 - Pool Table - 15 Min Walk To Downtown

apartment, St. Augustine
134 Casa De Flora Relaxed Elegance - St. Augustine, FL
10 93 reviews

134 Casa De Flora Relaxed Elegance

apartment, 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

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.

153 M² House ∙ 3 Bedrooms ∙ 6 Guests - St. Augustine, FL
8.7 14 reviews

153 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Villano Beach
Oceanfront Oasis W Bbq Pet Friendly Beach Access - St. Augustine, FL
9.9 32 reviews

Oceanfront Oasis W Bbq Pet Friendly Beach Access

apartment, Villano Beach
Hercules By The Sea - St. Augustine, FL
9.8 13 reviews

Hercules By The Sea

house, Villano Beach
Newly Renovated Oceanfront Condo - St. Augustine, FL
10 3 reviews

Newly Renovated Oceanfront Condo

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.

2 Bedroom, Private Hot Tub, Walk To Loins Bridge - St. Augustine, FL
10 350 reviews

2 Bedroom, Private Hot Tub, Walk To Loins Bridge

house, St. Augustine
Luxury  Villa With Heated Pool, Spa/hot Tub, Dock, Near Beach,  Sunsets! - St. Augustine, FL
10 149 reviews

Luxury Villa With Heated Pool, Spa/hot Tub, Dock, Near Beach, Sunsets!

apartment, St. Augustine
Hot Tub And Cozy Outdoor Spaces - Charming Whimsical Cottage - St. Augustine, FL
9.8 89 reviews

Hot Tub And Cozy Outdoor Spaces - Charming Whimsical Cottage

house, St. Augustine
Pool & Hot Tub Home - St. Augustine, FL
10 144 reviews

Pool & Hot Tub Home

apartment, St. Augustine
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