Holiday rentals in St. Augustine
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Quick stats about holiday rentals in St. Augustine
Total holiday rentals
Explore 2,290 holiday rentals in St. Augustine
Verified guest reviews
Over 178,170 verified reviews to help you choose
Family-friendly holiday rentals
1,640 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 1,060 rentals that welcome pets
Holiday rentals with a pool
540 properties feature pools
Rentals with dedicated workspaces
1,250 properties have a dedicated workspace
Wifi availability
2,270 of St. Augustine holiday rentals include wifi access
Popular amenities for guests
Guests love Self check-in, Beachfront and Gym across St. Augustine rentals
4.9 Average rating
St. Augustine stays are highly rated by guests – averaging 4.9 out of 5!
Nearby attractions
St. Augustine’s top spots include St. Augustine Alligator Farm Zoological Park, Lightner Museum and St. Augustine Distillery
Top-rated holiday rentals in St. Augustine
Guests agree: these stays are highly rated for location, cleanliness and more.
HtdPool w/Arcade, Fire, GolfCart Access, 1.2 mi DT
ISLE BE BACK 🌴— brand NEW modern home! **Golf Cart Access for an additional fee Please inquire if interested!** Welcome to your ultimate St. Augustine getaway! Just 5 mins from downtown, this fun-filled retreat is perfect for families, friends, or anyone looking to relax and play. Swim in the pool, compete on the putting green, roast s'mores by the fire pit, or challenge your crew on the retro Pac-Man machine—all without leaving the house! ✔Sleeps 8 comfortably ✔Self check-in & free parking
LocationValueBeach
Walk Historic Downtown! “Blue Heaven”
Stunningly renovated cottage combines modern amenities with vintage charm... * 2 primary suites with queen beds * Quiet neighborhood walking distance to explore The Nation's Oldest City * Clawfoot tubs inside and out (along with showers, of course!) * Big screened-in porch with hanging daybed * Off-street paved parking * Fully fenced backyard, Weber grill, gas fire pit * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant, LaNuvelle, trolley stop * 10 minute walk to central downtown
ValueLocationAccuracy
HGTV-Style Home + Pool + Walk/Bike to Attractions
Off Street Parking 3 Min Drive/ 15 Min Walk to Historic Downtown 2 Min Drive to the St Augustine Amphitheater 2 Min Drive to Anastasia State Park Beach 1 Min Drive to Anastasia Fitness Club/Suana-Steam Rm/Pool Looking to get away from the hustle & bustle of the city? This designer home with an amazing pool is the perfect place to recharge. Downtown & the scenic beaches in Anastasia State Park are just a minutes away. With spacious living & modern amenities, the Home offers maximum comfort
LocationFamilyOutdoor spaces
Private oasis, heated pool, exceeds expectations
Private retreat on 2 acres of gated land, just 20 minutes to historic downtown St. Augustine and 25 minutes to the beach. This fenced property offers a perfect blend of relaxation, fun, and comfort. Enjoy your private pool, or let the kids enjoy their own space in the pool house, featuring TV, games, and a cozy hangout area. Start your day with fresh eggs from our happy hens- an experience that feels both farm-fresh and uniquely memorable. This home is designed to make your stay unforgettable.
ValueLocationWifi
Surfside House
This special vacation home is close to everything, making it easy to plan your visit. Ideal location across from the beach, just minutes to drive or bike into historic downtown St. Augustine. The 1950's coastal bungalow is set on Vilano Beach's historical Street. The home has been completely remodeled, plenty of parking and is pet friendly. Surfside's pet friendly beach access/parking and North Shore Community Park is 1 block away with tennis/ pickle ball courts, playground and dog park.
FamilyValueBeach
Historic 10 Dupont Lane
In St Augustine's historic neighborhood. Completely modernized, but we kept the old charm. New everything. Included amenities bikes, BBQ, Fire pit, outdoor lounge furniture, private patio, laundry inside, Nespresso maker, coffee included, soaps and shampoos, beach essentials. Everything you need is here. Just bring your suit case. 5-10 minute walk to the center of town. Catch the trolly at the end of the street. Buy your tickets here and receive a discount. Welcome to a fun memorable stay.
FamilyLocationTV
***Direct Beachfront Oceanfront~Incredible Views!
Located on Vilano Beach, St. Augustine, FL, this three-story townhome is waiting to make memories for you and your family. Located directly on the beach-designed to envelope the soul in tranquility, this three-story townhome includes three lovely bedrooms. The main floor boasts a gourmet kitchen, half bath, laundry room, family room, dining area, and ocean viewing area. A laundry room houses a full size washer and dryer. Ultra high speed Internet is provided and reaches to the beach!
ValueLocationWifi
Ponte Vedra Sth/Vilano Oceanfront 3Bed 2bath Pets
Nicely furnished 3 bedroom 2 full bathroom house tucked away in the dunes on Surfside Vilano Beach . 3 miles from downtown St Augustine, a half mile from Publix .The deck wraps around half the house, pretty fantastic ocean views, sunrise and river side sunsets. Each bedroom has a smart tv with Internet and a very comfortable Queen or King size bed. TPC Sawgrass is a 20 minute drive north , Daytona International Speedway 70 minutes south , 2 hours to Orlando and Busch Gardens.
ValueLocationCleanliness
VILLA ONE • 1 Block to the Ocean
One block from the ocean in St. Augustine Beach, this design-forward 2BR/2BA villa is made for easy beach stays. Warm tones, natural finishes and local art create a relaxed, laid-back feel. Outside, enjoy a private tropical backyard with lounge area, outdoor dining and outdoor shower. Walk to the beach, coffee and local favorites, with Historic Downtown just 10 minutes away. One of four individually styled St. Augustine Beach Villas. Not pet friendly. @staugustinebeachvillas
FamilyLocationAmenities
Cozy Garden - Sleeps 4- hottub/outdoor shower!
This is a lovely vacation home in downtown St. Augustine. This charming retreat offers a perfect blend of modern amenities and charm, while providing an unforgettable getaway experience. This two-bedroom, one-bath home is designed for comfort and tranquility. The main bedroom features large French doors that open onto a private deck with modern decor, while the second bedroom also offers access to the private deck with a hot tub, creating an equally inviting space.
ValueLocationSleep quality
Charming Home in historic downtown, walk to it all
Our home, Casita Uva de Playa, is the perfect centrally-located home in the Historic Region of Downtown St Augustine. You can walk less than 1/2 mile into the city for a perfect breakfast biscuit, taste amazing cuban food, take in all the history, or enjoy a martini. You can also take a short 10 minute car ride to the beach. Or just relax in our quiet cottage. Your comfort and relaxation while on vacation is our priority. Come stay with us!
LocationFamilyCheck-in
Heated Pool, Beach, Patio Lounge, Near Downtown
Add my home to your wishlist, click the <3 in top right corner! *Book 2 nights, get the 3rd night 30% off!* >HUGE screened in pool! Heat pool for $60/day or $350/wk. >500 steps to beach >3 TV's with streaming apps (not cable) >Lots of parking! >.5 miles to Publix grocery store >Short drive to marina, restaurants, boat rentals >Walk to intracoastal >Short drive to DT St. Aug >Washer + Dryer >BBQ Grill >3 days of supplies (TP, trash bags, etc.)
FamilyValueBack garden
Popular amenities for St. Augustine holiday rentals
Stay near St. Augustine's top sights
Other great holiday rentals in St. Augustine
The Shire on 1 acre marshfront with dock and Spa
ValueFamilyLaundry
Historic 1918 Cottage in Downtown St. Augustine
ValueLocationCheck-in
~Romantic Historic 1888 Cottage~Walk to Downtown
LocationFamilyParking
New Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach
LocationFamilyBeach
1 Block to Beach! Heated Pool, Near Historic Dist.
FamilyValueHospitality
Remodeled Quiet Historic Home · Walkable/Bike
LocationFamilyWalkability
Benedict House; True luxury & high-end decor
FamilyValueBack garden
Historic Home in Downtown St. Augustine
FamilyValueQuiet
When is the best time to visit St. Augustine?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹17,015 | ₹17,684 | ₹19,596 | ₹17,875 | ₹17,206 | ₹17,206 | ₹16,346 | ₹14,816 | ₹14,625 | ₹15,103 | ₹17,780 | ₹20,552 |
| Avg. temp | 13°C | 15°C | 17°C | 20°C | 24°C | 27°C | 28°C | 28°C | 26°C | 22°C | 17°C | 14°C |
Frequently Asked Questions
What are the best places to stay in St. Augustine?
Many guests choose historic downtown St. Augustine for its walkable streets and access to landmarks, while others enjoy the relaxed beach communities around Anastasia Island or Vilano Beach. Each area has locally rooted dining, shops, and characterful homes.
What are the best things to do in St. Augustine with kids?
Families frequently explore the St. Augustine Alligator Farm Zoological Park, interactive pirate-themed museums, and sandy stretches along Anastasia State Park. Many guests also stop by the local lighthouse to take in views and learn about maritime history.
What are some of the best things to do in St. Augustine?
Explore Castillo de San Marcos National Monument, stroll the historic streets of downtown, and discover local shops and galleries. St. Augustine also has opportunities to experience historic sites, guided tours, and nature spots like Anastasia State Park.
How is the weather in St. Augustine?
St. Augustine has mild winters around 45–65°F (7–18°C) and warm, humid summers reaching up to 91°F (33°C). Rain tends to be heavier from June through September, so a light rain jacket can be useful.
What are the best places to visit in St. Augustine?
Explore Castillo de San Marcos National Monument, stroll through Flagler College’s historic campus, and step inside the Lightner Museum. Local favorites also include the St. Augustine Lighthouse and Maritime Museum and Anastasia State Park.
What are some hiking trails in St. Augustine?
Anastasia State Park has nature trails through coastal hammocks and beaches, while the nearby Guana Tolomato Matanzas National Estuarine Research Reserve features boardwalks and wooded paths. Many guests also enjoy shaded walks within neighborhood parks.
What are some family activities we can do in St. Augustine?
Families often explore interactive museums, animal encounters at the St. Augustine Alligator Farm Zoological Park, and kid-friendly tours aboard the local sightseeing trains. Beach outings and visits to the lighthouse provide hands-on learning and fun.
What are some of the best day trip ideas from St. Augustine?
Nearby state parks welcome hikers and wildlife watchers, and small coastal towns invite exploration of galleries, antique shops, and local eateries. Guests often seek out natural springs or join eco tours along the region’s rivers and marshlands.
Are there any pet friendly accommodations available in St. Augustine?
Pet-friendly stays can be found in several neighborhoods, including the historic district and areas near the beach. Many rentals welcome pets and some nearby parks and outdoor patios accommodate companion animals.
What are some local tips for visiting St. Augustine?
Bring comfortable shoes for walking along cobblestone streets and exploring historic sites. Early mornings and late afternoons are often quieter for sightseeing, and local trolleys provide convenient ways to explore larger areas.
What is St. Augustine known for?
St. Augustine is known for its Spanish colonial architecture, centuries-old fortifications, and its role as one of the earliest continually inhabited cities in the United States. The city has cobblestone streets, unique landmarks, and a shoreline setting.
What are the best hidden gems to explore in St. Augustine?
Guests often enjoy tucked-away spots like the Mission Nombre de Dios grounds, local garden sanctuaries, and independent bookstores. Many find historic courtyards and smaller museums enrich the understanding of the city’s diverse history.
What are the best foods to try in St. Augustine?
St. Augustine has locally rooted dishes such as Minorcan seafood chowder, fresh local shrimp, and Cuban-inspired sandwiches. Look for sweet treats featuring datil peppers or regional desserts in local bakeries.
What should I bring for a trip to St. Augustine?
Pack lightweight clothing for warm weather, a hat and sunscreen for outdoor activities, and a light rain jacket, especially for summer months. Comfortable walking shoes are useful for exploring historic streets and parks.
What is the nightlife in St. Augustine like?
Downtown St. Augustine has a mix of live music venues, pubs, and cozy bars often featuring local musicians. Some beach neighborhoods also have casual spots for late-night bites or relaxed gatherings.
What are the most popular events or festivals in St. Augustine?
The Nights of Lights during the winter holiday season draws many guests, as do Spanish heritage festivals and art walks throughout the year. Music events and food celebrations are also frequently suggested, especially in historic downtown.
Are there family friendly vacation rentals in St. Augustine?
Family-friendly vacation rentals are available throughout St. Augustine, with many found in neighborhoods around the historic district and near the beach. Many rentals provide multiple bedrooms, kitchens, and outdoor spaces for group gatherings.
When is the best time to visit St. Augustine?
Spring and fall are often recommended for comfortable temperatures and lower humidity. Guests seeking seasonal festivals and outdoor activities may appreciate the bright, mild weather during these months.
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- EverBank Stadium
- St Augustine Amphitheatre
- Ocean Center
- VyStar Veterans Memorial Arena
- University of North Florida
- Daytona Boardwalk Amusements
- St Johns Town Center
- Kathryn Abbey Hanna Park
- Lightner Museum
- TPC Sawgrass
- Daytona Lagoon
- Vilano Beach Fishing Pier
- Fountain of Youth Archaeological Park
- Summer Haven st. Augustine FL
- Huguenot Memorial Park
- Adventure Landing Jacksonville Beach
- Flagler College
- Daytona Beach International Airport
- Memorial Park
- Silver Glen Springs Recreation Area
- Crescent Beach
- Little Talbot
- Ravine Gardens State Park
- St. Augustine Alligator Farm Zoological Park
- Things to do St. Augustine
- Cultural tours St. Augustine
- Water sports St. Augustine
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