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.

Sunshine By Historic Downtown & The Beach - St. Augustine, FL
9.8 154 reviews

Sunshine By Historic Downtown & The Beach

apartment, St. Augustine
Casa Sunshine, a two-bedroom holiday home in St Augustine, Florida, offers excellent location within walking distance of the historic downtown area and its attractions.
This self-catering property sleeps eight, boasting a fully equipped kitchen, two bathrooms, beach gear, a games selection, and keyless entry; a Roku Smart TV and high-speed internet are also provided.
Music On Marilyn- Steps From The Amp! Jacuzzi - St. Augustine, FL
9.9 103 reviews

Music On Marilyn- Steps From The Amp! Jacuzzi

apartment, St. Augustine
This modern apartment is situated on a quiet street in St. Augustine, just a short walk from the Amphitheatre and less than 1.6km from the beach, Anastasia State Park, and the Lighthouse. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment features three bedrooms, comfortably accommodating up to six guests, and includes a fully equipped kitchen, a dining room, and a garage. Enjoy a private backyard oasis with a saltwater pool, a screened-in lanai featuring a jacuzzi, and a patio table, lounge chairs, and a grill for outdoor relaxation and entertainment.
The House Of Ohana - St. Augustine, FL
10 67 reviews

The House Of Ohana

apartment, St. Augustine
This St. Augustine house enjoys a prime location, offering easy access to attractions such as the Castillo de San Marcos, St. Augustine Lighthouse & Maritime Museum, and Anastasia State Park, all within a short driving distance.
Sleeping eight guests comfortably, this three-bedroom, two-bathroom property boasts a spacious layout including a full kitchen with modern appliances, a game room, and a patio with intercoastal waterway views.
The Anastasia Island Gem - St. Augustine, FL
9.9 118 reviews

The Anastasia Island Gem

apartment, St. Augustine
This charming house is located in downtown St. Augustine, less than 1.6 kilometres from the Matanzas River, the St. Augustine Lighthouse & Maritime Museum, Flagler College, Castillo de San Marcos National Monument, and St. George Street. This property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The house has four bedrooms, making it ideal for families or groups of up to eight guests. The house offers a range of amenities including a spa tub, a garden, barbecue grills, free Wi-Fi, a fireplace, and a fully equipped kitchen.

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.

St Augustine Beach Condo 3/5 Min Walk Beach/cafes - St. Augustine, FL
9.4 21 reviews

St Augustine Beach Condo 3/5 Min Walk Beach/cafes

apartment, St. Augustine Beach
This St. Augustine Beach apartment is less than 0.5km from Anastasia State Park Beach and St. Augustine Beach, offering easy access to the coast and local amenities.
The 85 square metre property features two bedrooms, two bathrooms, a fully equipped kitchen, private patio, and access to an on-site swimming pool and garden; accommodating up to seven guests.
Ocean Reef 203 - 3/2 Condo With Large Screen Tv - St. Augustine, FL
9.3 84 reviews

Ocean Reef 203 - 3/2 Condo With Large Screen Tv

apartment, St. Augustine Beach
This three-bedroom apartment is located just a short walk, less than 1 kilometre, from the beach boardwalk in St. Augustine Beach, close to several grocery stores and restaurants. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment spans 142 square metres and comfortably accommodates up to seven guests. It offers a range of amenities including a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, a spa, and parking.
Charming Apartment With Pool, Free Parking, Walk To Everything Downtown. - St. Augustine, FL
10 37 reviews

Charming Apartment With Pool, Free Parking, Walk To Everything Downtown.

apartment, St. Augustine
This St. Augustine apartment is situated in the Historic District, a 5-minute walk from the Llambias House and St George Street, and within 1.6km of Flagler College and the Castillo de San Marcos National Monument.
This 70 square metre flat offers one bedroom, one bathroom, sleeps two guests, and includes a private balcony, a private pool, free Wi-Fi, and a fully equipped kitchen with a dishwasher.
Haven Tiny House - Pool - Walk To Downtown! - St. Augustine, FL
9.4 14 reviews

Haven Tiny House - Pool - Walk To Downtown!

apartment, St. Augustine
This St. Augustine flat is situated in the Downtown Historic District, a five-minute walk from the Lincolnville Museum & Cultural Center and ACCORD Civil Rights Museum.
This 74 square metre apartment accommodates four guests with two bedrooms, one bathroom, and features a kitchen with a fridge and microwave, air conditioning, Wi-Fi, a shared swimming pool, and a private terrace.

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.

Waterfront Townhouse W/garage, Boat-slip, Kayaks, Bikes, Pool, And Sailboat - St. Augustine, FL
9.7 74 reviews

Waterfront Townhouse W/garage, Boat-slip, Kayaks, Bikes, Pool, And Sailboat

apartment, St. Augustine
This waterfront holiday home in St. Augustine is just a 5-minute walk from the San Sebastian River and a shopping centre, and within 1.6 kilometres of Sea Love Charters and Whetstone Chocolate Factory. The property has excellent user, location and cleanliness ratings.
The 111 square metre home has two bedrooms, two bathrooms and can sleep up to six guests. It offers a range of amenities including a private spa tub, a garden, a fully equipped kitchen, Wi-Fi, a DVD player, barbecue facilities, air conditioning, a swimming pool, a jacuzzi, a terrace and parking.
1880 Victorian In Heart Of Downtown - St. Augustine, FL
9.8 944 reviews

1880 Victorian In Heart Of Downtown

apartment, St. Augustine
This charming flat is located in the Historic District of St. Augustine, just a short walk from the Spanish Street and the Bayfront, offering easy access to the city's main attractions. It has received excellent ratings for its location, cleanliness, and overall experience.
The flat is a comfortable 44 square metres with one bedroom and one bathroom, accommodating up to three guests. It offers a range of amenities, including a fully equipped kitchen, a private balcony, and a washer and dryer, making it perfect for a relaxing and enjoyable stay.
Historic District ~ Walk Everywhere ~ Free Parking! - St. Augustine, FL
9.4 28 reviews

Historic District ~ Walk Everywhere ~ Free Parking!

apartment, St. Augustine
This St. Augustine Historic District holiday home is situated within a 1.6km walk of St George Street and Flagler College, offering easy access to Llambias House and Gonzalez-Alvarez House.
The 60 square metre property features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, private terrace, on-site tennis courts, and free parking.
Adorable Guest House Walking Distance To Historic St. Augustine! - St. Augustine, FL
10 208 reviews

Adorable Guest House Walking Distance To Historic St. Augustine!

apartment, St. Augustine
This St. Augustine self-catering apartment, located above a garage in the downtown area, is within walking distance of numerous restaurants including River and Fort, and close to both Uptown and Downtown attractions.
The 46-square-metre (495 sq ft) property features one bedroom, one bathroom, sleeps two guests, and includes a king-size bed, two large-screen smart TVs, high-speed WiFi (over 400mbps), a terrace, garden, and reserved parking.

Best St. Augustine, FL holiday rentals with parking

2-bdrm Apt In Downtown St Aug - St. Augustine, FL
9.9 259 reviews

2-bdrm Apt In Downtown St Aug

apartment, St. Augustine
This two-bedroom apartment in St Augustine's historic downtown district is situated just 0.32 kilometres from St George Street and within easy walking distance of Flagler College.
The 2-bedroom, 1-bathroom flat sleeps six, offering a king-size and queen-size bed, a sofa bed in a dedicated den, a full kitchen with dishwasher, free off-street parking, and a front porch; all completely updated in 2023.
St Augustine Anastasia House Close To Downtown & Beaches, King Beds In Each Room - St. Augustine, FL
9.7 312 reviews

St Augustine Anastasia House Close To Downtown & Beaches, King Beds In Each Room

apartment, St. Augustine
This apartment is located just outside of historic St. Augustine, within 1.6 kilometres of the St. Augustine Amphitheater, Anastasia State Park beach, and the historic district. The property has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is a two-bedroom, two-bathroom property with a floor area of 110 square metres and a capacity for six guests. The apartment comes with a fully equipped kitchen, a terrace, a garden, and parking, as well as amenities for families and beachgoers, including bikes, beach towels and toys.
The Backyard Bungalow - St. Augustine, FL
10 29 reviews

The Backyard Bungalow

house, St. Augustine
This North Davis Shores bungalow offers excellent access, situated 400 metres from the Bridge of Lions and historic St. Augustine, with the Amphitheatre and Anastasia State Park Beach a short 3.2-kilometre drive away.
This family-friendly property sleeps four, featuring one bedroom and one bathroom, a well-equipped kitchen with a fridge, freezer, and microwave, air conditioning, garden, parking for two cars, and a fenced backyard with a grill and fire pit.
Rooftop Terrace & Bay Views, Historic District - St. Augustine, FL
9.7 252 reviews

Rooftop Terrace & Bay Views, Historic District

apartment, St. Augustine
This apartment is located in the heart of historic downtown St. Augustine, just a short walk from St. George Street and King Street, putting you within easy reach of the city square, the bayfront, shops, restaurants, and attractions. It has been rated excellent for location, cleanliness and user experience.
The apartment has one bedroom and one bathroom, suitable for up to two guests. Amenities include a fully equipped kitchen, a reading room, a smart TV, a washer and dryer, a rooftop terrace, and dedicated parking.

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.

One Bedroom Deluxe Suite Water View - St. Augustine, FL
9.7 29 reviews

One Bedroom Deluxe Suite Water View

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.

Villa Mulvey # 3 - St. Augustine, FL
9.8 384 reviews

Villa Mulvey # 3

apartment, St. Augustine
San Carlos Gallery- Sleeps 4-outdoor Dining/shower - St. Augustine, FL
9.7 38 reviews

San Carlos Gallery- Sleeps 4-outdoor Dining/shower

apartment, St. Augustine
Townhomes With Pool And Game Room By Isla Dorada - St. Augustine, FL
10 1 review

Townhomes With Pool And Game Room By Isla Dorada

house, St. Augustine
Downtown Historic Whitney House Loftrooftop Deck - St. Augustine, FL
9.8 245 reviews

Downtown Historic Whitney House Loftrooftop Deck

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.

Direct Oceanfront Seaside Retreat Close To Vilano.  St Augustine,  Amazing Views - St. Augustine, FL
10 40 reviews

Direct Oceanfront Seaside Retreat Close To Vilano. St Augustine, Amazing Views

apartment, Villano Beach
Spacious Seaside Cottage W/ Sunroom  1-minute Walk To Vilano Beach - St. Augustine, FL
8.4 18 reviews

Spacious Seaside Cottage W/ Sunroom 1-minute Walk To Vilano Beach

apartment, Villano Beach
New Photos! Walk2vilano Beach/king Bed/ Dwntwn/pet/rv/booat/work Trailer Parking - St. Augustine, FL
10 31 reviews

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

apartment, Villano Beach
Ocean View Condo With 2 Pools, Tennis And Easy Beach Access - St. Augustine, FL
9.2 53 reviews

Ocean View Condo With 2 Pools, Tennis And Easy Beach Access

apartment, St. Augustine 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.

Walk To Downtown! Perfect Location! - St. Augustine, FL
9.8 230 reviews

Walk To Downtown! Perfect Location!

apartment, St. Augustine
Romantic Old Town Getaway  1800's Updated Cottage - St. Augustine, FL
9.9 262 reviews

Romantic Old Town Getaway 1800's Updated Cottage

bungalow, St. Augustine
Octopus Cove - Team Joseph Ellen - St. Augustine, FL
8.8 3 reviews

Octopus Cove - Team Joseph Ellen

apartment, St. Augustine
Charming Cottage W Pool, Walkable To Downtown - St. Augustine, FL
9.4 102 reviews

Charming Cottage W Pool, Walkable To Downtown

house, St. Augustine
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