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.

Girls Getaway - Bachelorette - Hot Tub - Pool - Sauna - Photo Room - Fire Pit - St. Augustine, FL
10 4 reviews

Girls Getaway - Bachelorette - Hot Tub - Pool - Sauna - Photo Room - Fire Pit

apartment, St. Augustine
This four-bedroom, three-bathroom holiday home is situated in St Augustine's Greater Fullerwood district, a short 0.16km stroll from the San Sebastian River and a 0.96km walk from the Old Florida Museum.
Sleeping up to ten guests, the property boasts a fully equipped kitchen, private parking, swimming pool, jacuzzi, terrace, and garden, plus convenient access to attractions including the World Golf Village and Anastasia State Park.
Oasis Over The Bridge Of Lions - St. Augustine, FL
9.6 6 reviews

Oasis Over The Bridge Of Lions

house, St. Augustine
Oasis Over the Bridge of Lions is situated near St Augustine's Bridge of Lions, a short walk (approximately 1.9km) from the St Augustine Lighthouse & Maritime Museum and within 2km of Fort Matanzas, Flagler College, and the Ximenez-Fatio House.
This self-catering property boasts 196 square metres of floor space, sleeping up to 15 guests in one bedroom with three bathrooms, and features free Wi-Fi, private parking, and air conditioning.
Luxurious Moody Manor Estate Close To Downtown And The Beach! - St. Augustine, FL
10 1 review

Luxurious Moody Manor Estate Close To Downtown And The Beach!

house, St. Augustine
Luxurious Moody Manor Estate is located near downtown St. Augustine, Florida, a 3 km walk from the Freedom Trail and 3 km from the Castillo de San Marcos National Monument.
This three-bedroom, three-bathroom property boasts 212 square metres of space, including two living rooms, a fully equipped kitchen, a bar, a garden, a terrace, parking, and Wi-Fi, accommodating up to 19 guests.
Blue Haven - St. Augustine, FL
9.9 120 reviews

Blue Haven

apartment, St. Augustine
This apartment is located just a few kilometres from the historic downtown of St. Augustine, close to the beaches and shopping areas, offering easy access to both attractions. It has received excellent ratings for location, cleanliness and user experience.
The accommodation is spacious, with 120 square metres of floor area and capacity for six guests. It boasts a private pool, a spacious garden, a full kitchen with all the necessary appliances, a furnished patio, a gas grill, and laundry facilities.

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.

Heated Pool & Hot Tub ~ Walk Downtown & 2 The Amp! - St. Augustine, FL
10 1 review

Heated Pool & Hot Tub ~ Walk Downtown & 2 The Amp!

apartment, St. Augustine
This St Augustine holiday flat is situated in the Davis Shores neighbourhood, offering a 1.6-kilometre walk to the St Augustine Lighthouse and Alligator Farm, and is 2.4 kilometres from the historic city centre.
This pet-friendly property accommodates up to ten guests with four bedrooms and two bathrooms, featuring a private screened lanai with a heated swimming pool, spa, outdoor television, gas grill, and four provided beach cruiser bicycles for exploring.
Sea La Vie L Pool L Walk To Beach L Sleeps 14 - St. Augustine, FL
No reviews

Sea La Vie L Pool L Walk To Beach L Sleeps 14

house, Villano Beach
This large detached house is located in St. Augustine, a 4-minute walk from Vilano Beach and 5 kilometres from Castillo De San Marcos and Flagler College.
Boasting 296 square metres of living space, this property offers five bedrooms, three bathrooms, a private swimming pool, a garden, and a fully equipped kitchen, with boating opportunities nearby.
Historic Uptown St Augustine 4/3 | Pool + Fire Pit - St. Augustine, FL
9.9 69 reviews

Historic Uptown St Augustine 4/3 | Pool + Fire Pit

apartment, St. Augustine
This four-bedroom, three-bathroom holiday home is situated in a quiet neighbourhood just north of St Augustine's historic district, a short distance (approximately 1.6 km) from the trolley and a short drive (approximately 3.2 km) from Vilano Beach.
The property, part of Elite Vacation Rentals' offerings, boasts a private heated pool (fee applies), a charcoal grill, and accommodates up to ten guests across three floors, featuring multiple living areas and a fully equipped kitchen with dishwasher.
7bd 6ba, Pool&spa, Walk To Beach, Putput, Dream Backyard, 10 Min. To Downtown! - St. Augustine, FL
9.9 169 reviews

7bd 6ba, Pool&spa, Walk To Beach, Putput, Dream Backyard, 10 Min. To Downtown!

apartment, Villano Beach
This family-friendly holiday home is located in St. Augustine, just 1.5 kilometres from Tolomato River and Villano Beach, offering easy access to both the serene river and the vibrant beach. The property has consistently received excellent ratings for location, cleanliness, and user experience.
This spacious seven-bedroom property, spanning 353 square metres, comfortably accommodates large families or groups. The house offers a range of amenities including a swimming pool, fitness centre, spa, arcade room, barbecue grills, and a fully equipped kitchen.

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.

*Special! Close To Beach|dowtown|coastal Cottage - St. Augustine, FL
10 192 reviews

*Special! Close To Beach|dowtown|coastal Cottage

apartment, St. Augustine
This holiday home is located in Oyster Creek, just 1.6 kilometres from the San Sebastian River and Flagler College, offering a peaceful setting close to St. Augustine's attractions. It has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The property has three bedrooms and two bathrooms, spanning 132 square metres, comfortably accommodating up to eight guests. Guests can enjoy a fully equipped kitchen, a private balcony, a garden, a spa, and parking, as well as access to local activities such as kayaking, canoeing, and fishing on the San Sebastian River.
Huge Yard With Marsh Views! | Minutes To Beach/dt! - St. Augustine, FL
9.9 208 reviews

Huge Yard With Marsh Views! | Minutes To Beach/dt!

apartment, St. Augustine
This St. Augustine holiday home is situated approximately 3.2 kilometres from the city centre and a short drive from St. Augustine Beach, offering easy access to local amenities and historical attractions.
Sleeping up to eight guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen, a large fenced garden with BBQ and fire pit, plus fast Wi-Fi and a dedicated workspace; marsh views are a bonus.
Lakeside Studio -10 Minutes To The Beach! - St. Augustine, FL
10 28 reviews

Lakeside Studio -10 Minutes To The Beach!

studio, St. Augustine
This St. Augustine holiday home is situated in the Downtown Historic District, within a 2.4km walk of St. George Street and Flagler College, and 0.8km from the Matanzas River and St. Augustine National Cemetery.
The self-catering property features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, private balcony, free Wi-Fi, on-site parking, and a washing machine.
You Must Have The Experience, Just Steps From St Augustine's Historic District - St. Augustine, FL
10 57 reviews

You Must Have The Experience, Just Steps From St Augustine's Historic District

apartment, St. Augustine
This two-bedroom, two-bathroom apartment in Davis Shores, St. Augustine, is situated a short walk from the historic district, offering easy access to attractions such as the Castillo de San Marcos and St. Augustine Lighthouse.
The 121-square-metre (1300 square feet) property features a fully equipped kitchen, private terrace, garden, spa access, parking for two cars, and accommodates up to six guests, with a mid-century modern design and beach essentials provided.

Best St. Augustine, FL holiday rentals with parking

Mulberry 1897|4min Walk To Dtn|private Yard - St. Augustine, FL
9.9 60 reviews

Mulberry 1897|4min Walk To Dtn|private Yard

apartment, St. Augustine
This 1897 restored cottage, located in St. Augustine's Uptown district, offers a 128-year-old historic experience just 3 minutes' walk from Castillo de San Marcos and 7 minutes' walk from St. George Street.
This 2-bedroom, 1-bathroom holiday let accommodates up to 4 guests and features a private, fenced garden with outdoor dining, a grill, and a chiminea, plus two off-street parking spaces and an on-site EV Tesla charger, with Vilano Beach a short 4.8-kilometre drive away.
2br Cozy Blue Cottage Walk Dt Close To Beach - St. Augustine, FL
9.8 198 reviews

2br Cozy Blue Cottage Walk Dt Close To Beach

apartment, St. Augustine
This St. Augustine holiday home is centrally located in the historic district, within walking distance (under 1.6km) of the Castillo de San Marcos National Monument and a short drive (10-15 minutes) from St. Augustine Beach.
The two-bedroom, two-bathroom property sleeps six guests and includes a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, garden, parking and excellent guest reviews.
Huge Downtown Victorian Home In Historic District - St. Augustine, FL
10 119 reviews

Huge Downtown Victorian Home In Historic District

apartment, St. Augustine
This five-bedroom, three-bathroom holiday home is located on historic Rohde Avenue in St. Augustine, Florida, a short walk from San Marco Avenue and the downtown area.
The 1800s property offers two kitchens, five decks, a courtyard, parking, and sleeps up to twelve guests, with amenities including internet access, air conditioning, and a dishwasher; explore America's oldest city's historic sites and restaurants nearby.
Mission Manor - Chic Apt- 15 Min Walk To Downtown! - St. Augustine, FL
10 20 reviews

Mission Manor - Chic Apt- 15 Min Walk To Downtown!

apartment, St. Augustine
This Uptown St. Augustine apartment is conveniently located less than 1 kilometre from the Castillo de San Marcos National Monument and Flagler College, and within a 10-minute walk of St. George Street and the Limelight Theatre.
This 139-square-metre flat boasts three bedrooms, one bathroom, sleeps six guests, and includes a fully equipped kitchen, private balcony, free Wi-Fi, and on-site 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.

Overlooking Uptown St. Augustine - St. Augustine, FL
9.8 438 reviews

Overlooking Uptown St. Augustine

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.

14 1/2 St. George Street - St. Augustine, FL
9.8 106 reviews

14 1/2 St. George Street

apartment, St. Augustine
Villa Mulvey # 3 - St. Augustine, FL
9.8 388 reviews

Villa Mulvey # 3

apartment, St. Augustine
Quaint Cottage With Private Pool-walk To Everything - St. Augustine, FL
9.7 6 reviews

Quaint Cottage With Private Pool-walk To Everything

house, St. Augustine
Casa Sofia - Downtown Summer Getaway! - St. Augustine, FL
9.6 86 reviews

Casa Sofia - Downtown Summer Getaway!

house, 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.

Battened Hatches Apartment With Beachfront Views - St. Augustine, FL
8.6 22 reviews

Battened Hatches Apartment With Beachfront Views

apartment, Villano Beach
Electric Bbq Grill And Covered Balcony - Charming Coastal Retreat - St. Augustine, FL
No reviews

Electric Bbq Grill And Covered Balcony - Charming Coastal Retreat

apartment, Villano Beach
Beautiful By The Sea For 8 - St. Augustine, FL
No reviews

Beautiful By The Sea For 8

house, Villano Beach
Newly Renovated 4br Beach Retreat: Walk To Beach,games, Pet Friendly, Near Dt - St. Augustine, FL
9.6 5 reviews

Newly Renovated 4br Beach Retreat: Walk To Beach,games, Pet Friendly, Near Dt

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.

Designer Home! Hot Tub! Walk To Historic District! - St. Augustine, FL
9.9 60 reviews

Designer Home! Hot Tub! Walk To Historic District!

apartment, St. Augustine
Oceanfront Resort ~ 3 Pools ~ Excellent Location - St. Augustine, FL
9.2 48 reviews

Oceanfront Resort ~ 3 Pools ~ Excellent Location

apartment, Butler Beach
Uptown Treasure With Spa Dogs Ok Dreamy Patio - St. Augustine, FL
9.6 77 reviews

Uptown Treasure With Spa Dogs Ok Dreamy Patio

house, St. Augustine
Charming Vintage Intracoastal Apartment - St. Augustine, FL
9.9 194 reviews

Charming Vintage Intracoastal Apartment

apartment, Villano Beach
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