Home Vacation Home Rentals By Owner In Saint Augustine, FL

Showing 1380 Of 1529 Vacation Rentals
Slider Thumb
Exceptional(6)

$520.69

/ Nightly
Private Vacation Home

2 Homes Side by side- Downtown Close- PRIVATE PICKLEBALL COURT

Saint Augustine, Florida, United States

Traveling with a large party This is the spot for you! Welcome to the Two Palms!!brbrTwo brand new side by side homes! Each has 3 bedrooms, a kitchen and 2 bathrooms totaling 6 bedrooms and 4 baths! Literally right next door to each other, this new stylish location is perfect for family get togethers! There are 2 large fully fenced backyards side by side with room for the kids to run! Each house has stylish decor and fun nods to the area!
Bed 6

Bed

Bath 4

Bath

Sleep 20

Sleeps
Slider Thumb

$294.55

/ Nightly
Private Vacation Home

HIGH TIDE - 2 Beds / 1.5 Baths - Pet Friendly

Saint Augustine, Florida, United States

High Tide beacons people who love the beach. It is the upstairs unit of a duplex. You can enjoy the breeze on your exclusive ocean view decks of High Tide with sunrise or sunset skies while you sip a beverage and contemplate the good life. brbrPets are always welcome at the beach home of animal rescue and pet lovers Rich and Lynda Weaver. Rich is retired from the military and after 28 years and 17 moves they are enjoying Florida life. They and their two cats, Max and Magirk, live in St Augustine. brbrThe duplex beach house is in the very heart of St Augustine Beach, on the beach side of the highway A1A, literally steps to the water. They want their beach house to be your beach house and St Augustine Beach to be your beach. Everything you need to be at home away from home has been considered. A kitchen you can cook in if you want to, luxury linens, beach gear including towels, chairs, umbrella’s and a beach cart, a grill, large screen smart tv, wifi of course, DVD player, hot/cold outdoor shower with foot rinse, good parking and that all important short walk to the sand of St Augustine Beach. brYou can easily walk to restaurants, groceries are nearby as well as all the entertainment opportunities that have made St Augustine a famous tourist destination. The pier, with its Wednesday market, is 2 blocks. High Tide can be reserved with Low Tide making a vacation destination for 10.
Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(66)

$515.69

/ Nightly
Private Vacation Home

The Historical Shrimper's, Large Family, Oceanside Beach House w/Lawn

Saint Augustine, Florida, United States

In Brief: brThis Large Family Historical Beach Home sits one house back from Oceanfront. brCentrally located so you can walk or bike everywhere... Just minutes from the Anastasia State Park Beach and St. Augustine Pier.br brThis home has the original decor, plus modern conveniences.brbrOur beaches are pristine. Best of all, NO cars driving on them.brSimply Magical!!!brbrIn Detail:brHistorical Shrimper's Beach HousebrOriginally built in the 1940's ... expanded in the late 60's.brThis wonderful 4000 sq ft. Beach House is located in the heart of St. Augustine Beach... brbrThe Rooms are Spacious Rooms.brAll You Need for Hosting a Large Family Get Together.brbr5 bedrooms • 3 Full bathrooms…br(Sleeps 11… or more) brbr3 Kings, br1 Queen, br1 Bunk Bed,br1 twin.brbrOcean Views from Deck and Sun RoombrHouse sits only one house Back from Oceanfront.brbrBeach House includes a Large Spacious Kitchen; a super fun Sun Room and Deck with view.brbrThis beach house also has a wonderful front lawn, ready to host fun family games and good times. Make memories as a family together at this great beach home!brbrIn the house you'll also find a Large Kid's Room, Living Room, Dining area, plus a Laundry Room/MIni Office space... If you need to have a little quiet work time.brbrThe Sand & Ocean are only Steps Away! brStroll our Beautiful Beaches during the day ... brGaze at the Starry Night Skies later in the evening.brbrThere are NO streets to cross, as you head to the water... brThere are also NO Cars driving on our Beaches from here to the the State Park Beach.brbrThe Beaches from here thru to the Anastasia State Park Beach are clean & beautiful. brbrNo cars or traffic on this end of St Augustine beach so it feels much more peaceful and pristine. brbrThat includes our delicious ocean waters.brbrA great place to gather or retreat.brbrHope you can join us!brTheHappyHopper Saint Augustine, FL.
Bed 5

Bed

Bath 3

Bath

Sleep 11

Sleeps
Slider Thumb

$557.5

/ Nightly
Private Vacation Home

Historic, fully renovated 3-bdr 2 1/2 ba steps to Flagler College/Old Town STA

Saint Augustine, Florida, United States

Experience St. Augustine like a local in this 3-bedroom house. The quaint space features a king bed, queen bed, and twin beds, making it perfect for families or groups. With three bathrooms, guests enjoy plenty of privacy and convenience. The serene atmosphere invites you to relax after a day of exploring. Whether you’re unwinding in the cozy living area or getting ready in the well-equipped bathrooms, this house feels like a true home away from home. We are a short drive or bike to St. Augustine Beach and Vilano Beach, walk to the harbor/bay front and restruarants on the Intercoastal. Walk to St. Augustine's event field to explore year round festivals and concerts. The St. Augustine Ampitheater (fantistic music venue showcasing top talents) is less than 3 miles/weekly farmers markets, First Friday Art Walks, huge restraunt scene and plenty of live music including The Oaks and majestic Nights of Lights. We hope you enjoy what our place and all Historic St. Augustine has to offer.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb

$413.03

/ Nightly
Private Vacation Home

Pier Point South Ocean View Townhouse Condo B-20

Saint Augustine, Florida, United States

Summary:brDeluxe ocean view pool side condo townhouse with a southern exposure for afternoon sun. Tile and wood floors throughout, great for allergy sufferers. Entry is on the second level, with kitchen, livingroom and half bath on the entry level with 2 bedrooms and 2 baths on the top floor. This condos sleeps 6 people.brbrEnjoy the sounds and panoramic views of the sea at this beautiful 2-bedroom beachfront retreat. We are within easy walking distance of a host of restaurants, shops and family entertainment centers with mini golf, playgrounds, etc. Directly next to us is the popular St. Augustine Beach Fishing Pier and Park, which offers frequent concerts and other events including the Farmers Market every Wednesday and the annual Beach Blast Off on New Years Eve. Take home some fresh locally grown produce, baked goods and many other wonderful treatsbrbrThe open concept living and dining areas are designed for comfort and convenience, with ample seating and large sliding glass doors to maximize the incredible views.brbrThe fully equipped kitchen is perfect for preparing meals to enjoy on the patio or inside with family and friends.brThe master bedroom features an ensuite bathroom, and direct access amazing views where you can savor the salty sea breeze and panoramic vistas. The guest bedroom features cozy bedding and plenty of space, ensuring everyone has their own place to unwind.brbrFor entertainment, we offer Wi-Fi, a flat-screen TV with streaming services. Step outside and explore the pristine beach right at your doorstep, perfect for swimming, sunbathing, or taking long walks along the shore.brWhether you're looking to relax by the water, explore local attractions, or create lasting memories with loved ones, this oceanfront property is the ideal destination.brbrWhile in St. Augustine, don't miss out on learning more about the unique history while enjoying the activities the area has to offer. Ride the Old Town Trolley around town and take in the beautiful sights! Explore the oldest fort in the continental United States, the Castillo de San Marcos, and stroll down the colorful St. George Street, which is filled with shops, restaurants, and irresistible local flare. You might even spot a Pirate or Spanish Conquistador in period attire! Breathe in the warm, salty air as you enjoy a memorable walk along the waterfront as the sun sets, casting its final rays on the sparkling water, the drifting boats, and the picturesque Bridge of Lions.brbrBook today and experience the ultimate beach vacation!
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb

$431.13

/ Nightly
Private Vacation Home

Pier Point South Ocean View Townhouse Condo B-23

Saint Augustine, Florida, United States

Summary:brSecond floor premium oceanview townhouse with a southern exposure for afternoon sun. Light rattan furniture for that beach feel. King and queen bed in master and one queen bed in guest room allowing for a maximum of 6 people. Entry is on the second level, with kitchen, livingroom and half bath on the entry level with 2 bedrooms and 2 baths on the top floor.brbrEnjoy the sounds and panoramic views of the sea at this beautiful 2-bedroom beachfront retreat. We are within easy walking distance of a host of restaurants, shops and family entertainment centers with mini golf, playgrounds, etc. Directly next to us is the popular St. Augustine Beach Fishing Pier and Park, which offers frequent concerts and other events including the Farmers Market every Wednesday and the annual Beach Blast Off on New Years Eve. Take home some fresh locally grown produce, baked goods and many other wonderful treatsbrbrThe open concept living and dining areas are designed for comfort and convenience, with ample seating and large sliding glass doors to maximize the incredible views.brbrThe fully equipped kitchen is perfect for preparing meals to enjoy on the patio or inside with family and friends.brThe master bedroom features an ensuite bathroom, and direct access amazing views where you can savor the salty sea breeze and panoramic vistas. The guest bedroom features cozy bedding and plenty of space, ensuring everyone has their own place to unwind.brbrFor entertainment, we offer Wi-Fi, a flat-screen TV with streaming services. Step outside and explore the pristine beach right at your doorstep, perfect for swimming, sunbathing, or taking long walks along the shore.brWhether you're looking to relax by the water, explore local attractions, or create lasting memories with loved ones, this oceanfront property is the ideal destination.brbrWhile in St. Augustine, don't miss out on learning more about the unique history while enjoying the activities the area has to offer. Ride the Old Town Trolley around town and take in the beautiful sights! Explore the oldest fort in the continental United States, the Castillo de San Marcos, and stroll down the colorful St. George Street, which is filled with shops, restaurants, and irresistible local flare. You might even spot a Pirate or Spanish Conquistador in period attire! Breathe in the warm, salty air as you enjoy a memorable walk along the waterfront as the sun sets, casting its final rays on the sparkling water, the drifting boats, and the picturesque Bridge of Lions.brbrBook today and experience the ultimate beach vacation!
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb

$414.81

/ Nightly
Private Vacation Home

Pier Point South Ocean View Condo B-18

Saint Augustine, Florida, United States

Summary:brPhotos coming soon! Ocean view pool side townhouse with a southern exposure for afternoon sun. Entry is on the second level, with kitchen, livingroom and half bath on the entry level with 2 bedrooms and 2 baths on the top floor. King in master, 2 twins in guest and sleeper sofa in living room.brbrEnjoy the sounds and panoramic views of the sea at this beautiful 2-bedroom beachfront retreat. We are within easy walking distance of a host of restaurants, shops and family entertainment centers with mini golf, playgrounds, etc. Directly next to us is the popular St. Augustine Beach Fishing Pier and Park, which offers frequent concerts and other events including the Farmers Market every Wednesday and the annual Beach Blast Off on New Years Eve. Take home some fresh locally grown produce, baked goods and many other wonderful treatsbrbrThe open concept living and dining areas are designed for comfort and convenience, with ample seating and large sliding glass doors to maximize the incredible views.brbrThe fully equipped kitchen is perfect for preparing meals to enjoy on the patio or inside with family and friends.brThe master bedroom features an ensuite bathroom, and direct access amazing views where you can savor the salty sea breeze and panoramic vistas. The guest bedroom features cozy bedding and plenty of space, ensuring everyone has their own place to unwind.brbrFor entertainment, we offer Wi-Fi, a flat-screen TV with streaming services. Step outside and explore the pristine beach right at your doorstep, perfect for swimming, sunbathing, or taking long walks along the shore.brWhether you're looking to relax by the water, explore local attractions, or create lasting memories with loved ones, this oceanfront property is the ideal destination.brbrWhile in St. Augustine, don't miss out on learning more about the unique history while enjoying the activities the area has to offer. Ride the Old Town Trolley around town and take in the beautiful sights! Explore the oldest fort in the continental United States, the Castillo de San Marcos, and stroll down the colorful St. George Street, which is filled with shops, restaurants, and irresistible local flare. You might even spot a Pirate or Spanish Conquistador in period attire! Breathe in the warm, salty air as you enjoy a memorable walk along the waterfront as the sun sets, casting its final rays on the sparkling water, the drifting boats, and the picturesque Bridge of Lions.brbrBook today and experience the ultimate beach vacation!
Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
Slider Thumb

$433.17

/ Nightly
Private Vacation Home

Pier Point South Ocean View Townhouse Condo B-27

Saint Augustine, Florida, United States

Summary:brBeautiful deluxe ocean view townhouse with a southern exposure for afternoon sun. Kitchen and all bathrooms newly remodeled. King bed in master bedroom. The guest bedroom has a twin and queen bed. Sleeper sofa in living room. Acoomodates 6 people.brbrEnjoy the sounds and panoramic views of the sea at this beautiful 2-bedroom beachfront retreat. We are within easy walking distance of a host of restaurants, shops and family entertainment centers with mini golf, playgrounds, etc. Directly next to us is the popular St. Augustine Beach Fishing Pier and Park, which offers frequent concerts and other events including the Farmers Market every Wednesday and the annual Beach Blast Off on New Years Eve. Take home some fresh locally grown produce, baked goods and many other wonderful treatsbrbrThe open concept living and dining areas are designed for comfort and convenience, with ample seating and large sliding glass doors to maximize the incredible views.brbrThe fully equipped kitchen is perfect for preparing meals to enjoy on the patio or inside with family and friends.brThe master bedroom features an ensuite bathroom, and direct access amazing views where you can savor the salty sea breeze and panoramic vistas. The guest bedroom features cozy bedding and plenty of space, ensuring everyone has their own place to unwind.brbrFor entertainment, we offer Wi-Fi, a flat-screen TV with streaming services. Step outside and explore the pristine beach right at your doorstep, perfect for swimming, sunbathing, or taking long walks along the shore.brWhether you're looking to relax by the water, explore local attractions, or create lasting memories with loved ones, this oceanfront property is the ideal destination.brbrWhile in St. Augustine, don't miss out on learning more about the unique history while enjoying the activities the area has to offer. Ride the Old Town Trolley around town and take in the beautiful sights! Explore the oldest fort in the continental United States, the Castillo de San Marcos, and stroll down the colorful St. George Street, which is filled with shops, restaurants, and irresistible local flare. You might even spot a Pirate or Spanish Conquistador in period attire! Breathe in the warm, salty air as you enjoy a memorable walk along the waterfront as the sun sets, casting its final rays on the sparkling water, the drifting boats, and the picturesque Bridge of Lions.brbrBook today and experience the ultimate beach vacation!
Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
Slider Thumb
Exceptional(1)

$513.76

/ Nightly
Private Vacation Home

Pier Point South Oceanfront Townhouse Condo E-64

Saint Augustine, Florida, United States

Summary:br5 night minimum stay Beautiful deluxe direct oceanfront townhouse with a wonderful light and airy feel. Second floor entry with livingroom, kitchen, and half bath on the entry level, and 2 bedrooms and 2 baths on the top floor. King bed in master with queen bed in guest room (NEW PHOTOS COMING SOON). This condo has blu-ray DVD in living room and both bedrooms. Tile floors throughout.brbrEnjoy the sounds and panoramic views of the sea at this beautiful 2-bedroom beachfront retreat. We are within easy walking distance of a host of restaurants, shops and family entertainment centers with mini golf, playgrounds, etc. Directly next to us is the popular St. Augustine Beach Fishing Pier and Park, which offers frequent concerts and other events including the Farmers Market every Wednesday and the annual Beach Blast Off on New Years Eve. Take home some fresh locally grown produce, baked goods and many other wonderful treatsbrbrThe open concept living and dining areas are designed for comfort and convenience, with ample seating and large sliding glass doors to maximize the incredible views.brbrThe fully equipped kitchen is perfect for preparing meals to enjoy on the patio or inside with family and friends.brThe master bedroom features an ensuite bathroom, and direct access amazing views where you can savor the salty sea breeze and panoramic vistas. The guest bedroom features cozy bedding and plenty of space, ensuring everyone has their own place to unwind.brbrFor entertainment, we offer Wi-Fi, a flat-screen TV with streaming services. Step outside and explore the pristine beach right at your doorstep, perfect for swimming, sunbathing, or taking long walks along the shore.brWhether you're looking to relax by the water, explore local attractions, or create lasting memories with loved ones, this oceanfront property is the ideal destination.brbrWhile in St. Augustine, don't miss out on learning more about the unique history while enjoying the activities the area has to offer. Ride the Old Town Trolley around town and take in the beautiful sights! Explore the oldest fort in the continental United States, the Castillo de San Marcos, and stroll down the colorful St. George Street, which is filled with shops, restaurants, and irresistible local flare. You might even spot a Pirate or Spanish Conquistador in period attire! Breathe in the warm, salty air as you enjoy a memorable walk along the waterfront as the sun sets, casting its final rays on the sparkling water, the drifting boats, and the picturesque Bridge of Lions.brbrBook today and experience the ultimate beach vacation!
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
Slider Thumb

$502.61

/ Nightly
Private Vacation Home

Pier Point South Oceanfront Townhouse Condo E-63

Saint Augustine, Florida, United States

Summary:brUnit 63 – Deluxe Direct Oceanfront TownhousebrbrWake up to the sound of the waves in this deluxe direct oceanfront townhouse with unbeatable panoramic views!brThis spacious 2-bedroom, 2.5-bath retreat features a king bed in both bedrooms and a sleeper sofa in the living room — perfect for families or couples traveling together.brbrThe main level offers an open-concept living and dining area, a fully equipped kitchen, and large sliding glass doors framing the ocean. Upstairs, the master suite has an ensuite bath and private access to incredible ocean views, while the guest room offers a cozy king bed and its own bath.brbrStep outside and enjoy the beach just steps away, or relax by the oceanfront pool. Pier Point South is next to the St. Augustine Beach Fishing Pier and Park, with easy walking access to restaurants, shops, and the weekly Wednesday Farmers Market.brbrJust minutes from historic downtown St. Augustine, you can explore the Castillo de San Marcos, St. George Street, and the Bridge of Lions before returning to your peaceful beachfront escape.brbrBook your stay today and experience the best of St. Augustine Beach — where comfort meets coastal charm!brbrThe Space:brWelcome to Unit 63, a beautifully updated Deluxe Direct Oceanfront Townhouse where every detail is designed for comfort, relaxation, and the perfect beach getaway.brbrEnter on the second floor to find an open, airy layout featuring a living room, fully equipped kitchen, and half bath. Large sliding glass doors open to a private balcony that showcases breathtaking, unobstructed ocean views. The living area offers plush seating, a flat-screen TV with streaming services, and a queen sleeper sofa for additional guests.brbrUpstairs, you’ll find two inviting bedrooms and two full baths. The master suite includes a king bed, ensuite bathroom, and private access to stunning views — the perfect spot to enjoy your morning coffee as the sun rises over the Atlantic. The guest bedroom also features a king bed and its own full bath, offering a comfortable and private retreat for family or friends.brbrEnjoy cooking in the modern, fully stocked kitchen complete with full-size appliances, cookware, and everything you need to prepare meals. Whether you choose to dine indoors or out on the balcony, the view is always spectacular.brbrFor your convenience, the unit includes Wi-Fi, streaming TV, central A/C, and in-unit laundry. Guests also have access to the heated oceanfront pool, private beach access, and on-site parking.brbrGuest Access:brGuests have full access to the entire townhouse and all Pier Point South amenities. Enjoy the oceanfront heated pool (heated seasonally), private beach access, and beautifully maintained common areas with seating to take in the sunrise or evening sea breeze.brbrEach stay includes one reserved parking space directly on property, with additional guest parking available on a first-come, first-served basis.brbrThe unit is equipped with Wi-Fi, smart TVs, central air conditioning, and a washer and dryer for your convenience. Beach chairs and starter supplies are also provided to help make your stay effortless and enjoyable.brbrPier Point South’s prime location puts you steps from the St. Augustine Beach Pier and Park, where you’ll find weekly events, a farmers market, live music, and family activities. Dozens of restaurants, cafés, and shops are within walking distance—so you can park the car and relax for your entire stay!brbrThe Neighborhood:brPier Point South is nestled in the heart of St. Augustine Beach, one of Florida’s most loved coastal communities. From your townhouse, you can walk to local restaurants, beach bars, cafés, and shops, all offering that laid-back charm St. Augustine is famous for.brbrRight next door is the St. Augustine Beach Pier and Park, a lively hub that hosts concerts, festivals, and the weekly Wednesday Farmers Market, where you can pick up fresh local produce, baked goods, and crafts. Families will love the nearby splash pad, playground, and mini golf, while those seeking relaxation can enjoy miles of pristine shoreline perfect for walking, shell hunting, or simply soaking up the sun.brbrJust a short drive away, you’ll find historic downtown St. Augustine, home to centuries-old landmarks, art galleries, boutique shopping, and waterfront dining. Visit the Castillo de San Marcos, explore St. George Street, or take a scenic sunset stroll across the Bridge of Lions.brbrWhether you’re here for a peaceful beach retreat or to explore the history and beauty of America’s oldest city, Pier Point South offers the best of both worlds—quiet coastal comfort with endless nearby attractions.brbrGetting Around:brGetting around St. Augustine Beach is easy and stress-free! Most restaurants, cafés, and local attractions are within walking distance from Pier Point South — so you can leave the car parked and enjoy the fresh ocean air.brbrFor exploring beyond the beach, you’re just a short drive or ride away from historic downtown St. Augustine, about 10 minutes over the Bridge of Lions. The Old Town Trolley Tours and Ripley’s Red Train both offer convenient hop-on, hop-off service to all the major sights, including the Castillo de San Marcos, St. George Street, and the waterfront marina area.brbrParking at Pier Point South is free and on-site, with one reserved space for the unit and additional guest parking available on a first-come basis.brbrIf you’re arriving from out of town, the property is about 60 minutes from Jacksonville International Airport (JAX) and 15 minutes from Northeast Florida Regional Airport (UST) in St. Augustine.brbrOther Things to Note:brOther Things to NotebrbrCheck-in: 4:00 PMbrbrCheck-out: 10:00 AMbrEarly check-ins and late check-outs may be available upon request, depending on the schedule.brbrParking: One reserved parking space is provided for Unit 63, with limited guest parking available on a first-come basis.brbrBeach Access: Direct beach access is located through the walkway beside the pool.brbrPool: The oceanfront pool is heated seasonally for guest comfort. Please observe posted hours and rules.brbrSmoking: Smoking is not permitted brbrNo petsbrbrWe want your stay to be as comfortable and worry-free as possible. If you need anything before or during your visit, please don’t hesitate to reach out!brbrInteraction with Guests:brGuests enjoy complete privacy during their stay, but we’re always just a call or message away if you need assistance.brbrOur on-site office is open daily to help with check-in, maintenance requests, or local recommendations. After hours, we also provide a 24-hour contact number for any urgent needs or questions.brbrWe love helping guests make the most of their stay — whether it’s finding the best local dining spots, activities for families, or a quiet place to watch the sunrise. You’ll have all the comforts of home with the peace of mind that support is nearby whenever needed.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(2)

$385.31

/ Nightly
Private Vacation Home

Charming 2-bedroom house in superb St. Augustine. Located in Vilano Beach.

Saint Augustine, Florida, United States

Consider this house your home away from home while you visit St. Augustine. This enchanting property features 2 serene bedrooms with queen beds, ensuring a wonderful night's sleep for all guests. With amenities like heating, AC, iron, and a hair dryer, your stay will be comfortable and stress-free. We're happy to assist with any questions while you stay at our house. Located in Vilano Beach across the street from the ocean with direct beach access. In a comfortable walking neighbor hood 1 block from a public park with amenities such as pickle ball, tennis, and basketball courts. about 1/2 mile to Publix and all the restaurants and shops of the Vilano Beach Town Center.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
No Image

$269.61

/ Nightly
Private Vacation Home

Endless Sunny Daze | Cozy Cottage w/Yard

Saint Augustine, Florida, United States

Welcome to Endless Sunny Daze, a charming coastal cottage perfectly situated between the historic heart of downtown St. Augustine and the area’s beautiful beaches. This two-bedroom, one-bathroom retreat comfortably sleeps four guests and is ideal for a family getaway or a relaxing couples trip exploring all that the area has to offer.brbrStep inside to a bright, open living space filled with natural light and styled with fresh, modern touches. The inviting living room flows seamlessly into the main dining area, creating a perfect space for gathering after a day of adventure. Kick back and unwind with your favorite shows on the portable Smart TV, or enjoy a home-cooked meal together at the dining table.brbrThe fully updated kitchen features stainless steel appliances and comes fully equipped with everything you need, plus a cozy breakfast nook for morning coffee or casual bites before heading out to explore.brbrWhen it’s time to recharge, the home offers two comfortable bedrooms—a primary suite with a king bed and a second bedroom with a queen bed—along with a shared bathroom featuring a convenient shower/tub combination.brbrOutside, enjoy your own private oasis. The fenced backyard features a lush green garden area with seating, perfect for relaxing in the Florida sunshine. Guests also have access to an enclosed garage for added convenience.brbrLocated just minutes from it all, you’re only a quick 10-minute drive to downtown St. Augustine and its historic charm, dining, and attractions, as well as 10 minutes to nearby beach access for sun-soaked days by the ocean.brbrEndless Sunny Daze puts you right in the heart of it all—just one mile from The Amp for live music nights (about a 25-minute walk or a 10-minute bike ride), or take a quick stroll to the iconic St. Augustine Alligator Farm and Lighthouse, just about a 10-minute walk away. Enjoy the perfect blend of entertainment, history, and coastal charm right at your doorstep. With its unbeatable location, modern updates, and cozy coastal feel, Endless Sunny Daze is your perfect home base for an unforgettable St. Augustine escape. Book today with Distinctive Beach Rentals!
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb

$163.75

/ Nightly
Private Vacation Home

Only 3 Mins to St Augustine's #1 Beach - Family Friendly & Pet Friendly Home

Saint Augustine, Florida, United States

Escape to this fabulous house in picturesque St. Augustine. With two cozy bedrooms featuring a king and a queen bed, plus a living room with a comfy sofa bed, guests have plenty of space to relax. The bathroom includes a bathtub and a hair dryer for added convenience. Whether you’re unwinding after a day of exploring or enjoying a quiet morning inside, this terrific home offers a welcoming atmosphere. Explore the beauty of St. Augustine at Sunny Dunes Retreat!
Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
Slider Thumb

$269.83

/ Nightly
Private Vacation Home

Lovely 2-bedroom house in St. Augustine perfect for your getaway

Saint Augustine, Florida, United States

Get ready to relax in this 2-bedroom house in St. Augustine. This lovely home offers three bathrooms, providing plenty of space for guests to unwind comfortably. Whether you’re freshening up or getting ready for a day out, the terrific layout makes it easy to move around. Heating keeps the space cozy during cooler evenings, and thoughtful touches like an iron help guests feel right at home. Step inside and enjoy a delightful stay where convenience meets comfort. We look forward to hosting you at our place.
Bed 2

Bed

Bath 3

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(1)

$178.4

/ Nightly
Private Vacation Home

Cozy 2BR St. Augustine historic downtown+ Free Parking & WiFi

Saint Augustine, Florida, United States

Enjoy a relaxing stay in this stylish St. Augustine retreat, just 5 minutes from historic downtown and a short drive to the beach. This home features 2 spacious bedrooms with king beds, a cozy sofa bed, and 3 full bathrooms—perfect for families or groups. The bright living area offers a comfortable space to unwind, with climate control to keep you comfortable year-round. Conveniently located near restaurants, shops, and top attractions. Pet-friendly and family-friendly, this home is the perfect blend of comfort, space, and location for your next getaway.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(12)

$1095.27

/ Nightly
Private Vacation Home

Luxury beach escape, 2 blocks to the ocean & 1 block to the river! Sauna, heated pool, hot tub, paddle boards, kayaks, golf cart & more—only 10 mins to downtown St. Augustine. Very clean, well stocked & perfect for couples, families & small groups.

Saint Augustine, Florida, United States

New listing, same 5-star experience. Former guest favorite back with fresh upgrades & an even better experience. Just steps from Vilano Beach & 10 min to historic St. Augustine, Saltwater & Sunsets is a 5-BR coastal retreat with a sauna, heated saltwater pool, hot tub & optional 6-seat golf cart. Enjoy the main house + private apartment, chef’s kitchen, ping-pong, arcade with 6000+ games, cornhole & kayaks/SUPs. Perfect for groups, families & wedding parties. 1-GB Wi-Fi for work & play.brbrWe’re here to make your stay seamless and memorable! As local, hands-on hosts, we’re just a message or phone call away for anything you need—from local recommendations to quick assistance. Whether you want total privacy or occasional guidance, we’re happy to help as much or as little as you’d like. We’re committed to making sure your time at Saltwater & Sunsets is exceptional from start to finish.brbrSaltwater & Sunsets is ideally situated in Vilano Beach—just 2 blocks from the Atlantic Ocean, 1 block from the Intracoastal Waterway, and only 10 minutes to historic downtown St. Augustine. Guests love the unbeatable location: walk or take the golf cart to The Reef for oceanfront dining or Aunt Kate’s for riverfront seafood and sunset views. Just a 4-minute drive away, Cap’s on the Water offers one of the best dining experiences in the area, with stunning waterfront ambiance and delicious coastal cuisine. Golfers will love being just a short drive from several beautiful golf courses in the area (less than 10 minutes to 2 local courses, 30 min to TPC Sawgrass).brbrWhether you’re soaking up sun on the beach, paddle boarding on the river, or exploring the rich history and charm of St. Augustine, you’ll have the best of everything just minutes away.brbrEntire property: main house + private garage apartment, excluding some locked cabinets that are for cleaners.br- Self check-in with smart lockbr- Parking for 6+ vehicles (RV or boat parking OK)br- Smart TVs in every room including garage (Peacock Premium included)br- 1-GB Wi-Fi for work & play.br- Laundry: two washers + two dryers (main house & apartment)br- In-room wireless chargers & sound machines; Bluetooth speakers, custom bathrobesbr- Luxury linens throughoutbr brbrHoliday ready! We decorate the house during the Christmas season so you can enjoy a cozy, festive getaway at Saltwater & Sunsets.brbrWhether traveling with family, friends, or colleagues—or visiting for a wedding or event—this home offers the ideal blend of comfort, entertainment, and thoughtful design.brbrHosting or celebrating something special The spacious layout and Chef’s kitchen, complete with a Viking gas range, make entertaining easy. Full-length mirrors throughout, LED makeup mirrors, and spacious bathrooms are perfect for getting ready for a wedding or event.brbr ️ Traveling with a larger group Sleep up to 35 when you book our additional property located just one street away—perfect for extended families, celebrations, and group stays that need a little extra room.brbrWHY GUESTS LOVE IT:br Beach in minutes; downtown in 10br Private heated saltwater pool + hot tub + saunabr 6-seat golf cart (available to rent)br Private garage apartment (multi-gen & two-family friendly).br Kid-ready: high chair, Pack ’n Play, baby bather, bed rail, toddler dishes, beach toys.br Work-ready: desk, monitor, printer, 1-Gb internetbr Wedding/event ready: full-length mirrors, makeup mirrors, spacious bathrooms, hair straighteners, hair towels, custom bathrobesbr Entertainment on site: ping-pong, cornhole, basketball game, 6000+ arcade games, giant Connect 4, board games, bikesbr Chef touches: Viking gas range, professional fridge/freezer, All Clad pots & pans, Henckel knives, Pottery Barn dishes, outdoor Bull grill + fridge. Fully stocked kitchen: Keurig + Nespresso + drip, milk frotherbr High-end furnishings: Restoration Hardware, Pottery Barn, West Elm, Universal Furniture and morebr Unlike many rentals, we launder duvet covers—not just sheets—after every stay for your comfort and peace of mind.br Hot showers for all: two tankless water heatersbrbrbrLAYOUT AT A GLANCE:br Main House – 1st Floor: BR 1 (King, ensuite); Living; Kitchen; Dining; ½ bathbr Main House – 2nd Floor: BR 2 (King); BR 3 (two Full-over-Full bunks; Jack-and-Jill w/ BR 2); BR 4 (King, ensuite)br Garage Apartment: BR 5 (King, ensuite); ½ bath; kitchen; dining; living (Queen sofa bed)br Baths: 4 full + 2 halfbrbrbrOUTDOORS: br⭐️Heated saltwater poolbr⭐️Hot tub for 7 with 40+ jets, LED lightsbr⭐️Outdoor shower (hot)br⭐️ Outdoor kitchen (Bull propane grill + fridge)br⭐️Lounge seatingbr⭐️Beach rinse stationbr⭐️Gas fire pitbrbrbrBEACH & ADVENTURE GEAR:br☀️ 2 kayaks + 2 paddle boards (carts & life jackets)br☀️8 beach chairs, wagon, umbrella, coolers (rolling + backpack), bags, towelsbr☀️Boogie boards, kids’ sand toys, bicycles (4) , scooters (2), helmetsbrbrbrSaltwater & Sunsets is about 1 hour from Jacksonville International Airport (JAX) and 2 hours from Orlando International Airport (MCO).brbrOnce you’re in Vilano Beach, getting around is easy! Use the 6-person golf cart (extra fees apply) to cruise to nearby restaurants, the beach, or explore the neighborhood. You’ll also find ride-share services, taxis, and local shuttles available for trips into downtown St. Augustine.
Bed 5

Bed

Bath 5

Bath

Sleep 21

Sleeps
Slider Thumb
Exceptional(9)

$1427.2

/ Nightly
Private Vacation Home

Luxury Retreat Downtown Pool Spa Sleeps 14

Saint Augustine, Florida, United States

Welcome to Bella Donna - the grandest estate in downtown St. Augustine.brbrA show-stopping, health-conscious retreat designed for unforgettable moments and elevated group experiences. Whether you're hosting a multi-family getaway, corporate retreat, or milestone celebration, Bella Donna sets the gold standard for luxury vacation rentals in the nation's oldest city. The main house and guest house are exclusively booked together, offering the privacy, space, and amenities of your very own private resort.brbrThe SpacebrbrThis expansive estate flows seamlessly between indoor elegance and outdoor indulgence, creating a five-star experience for guests who expect the best.brbrFront Porch & EntrybrbrRelax on the charming wraparound porch with multiple seating areas and cooling ceiling fans — the perfect spot for your morning coffee or winding down with a good book.brbrMain HousebrbrFirst Floor:br• Formal dining room with seating for eightbr• Stylish living room with gas fireplacebr• Fully equipped kitchen with adjacent half bathbr• First-floor bedroom with private en-suite bathbrbrSecond Floor:br• Sitting area and lounge with Queen sleeper sofa and dedicated workstationbr• Laundry room with washer and dryerbr• Full hall bathroombr• Guest bedroom with en-suite and walk-in showerbr• Pink Room glam suite with soaking tub and walk-in showerbr• Primary suite with walk-through closet and spa-style bathroom featuring double vanities and dual rainfall shower headsbrbrOutdoor Living & Summer KitchenbrbrStep into your private outdoor resort, where the main house and guest house connect by a custom-designed deck and entertainer’s kitchen.br• Summer kitchen with four ceiling fans, pendant lighting, beverage fridge, and ice machinebr• Covered dining and lounge area perfect for group meals and evening cocktailsbrbrGuest HousebrbrWith its own wraparound deck, French doors, and designer finishes, the guest house offers serenity and flexibility for up to four guests.br• King bedroom plus queen pullout sofa in the living areabr• Full kitchen with stainless steel, PFAS-free cookwarebr• Large walk-in shower and beautiful design touches throughoutbrbrResort-Style BackyardbrbrThis thoughtfully designed backyard delivers a private, resort-caliber experience:br• Heated pool with sun shelf and waterfall spabr• Eight sun loungers with umbrellasbr• Gazebo with overhead ceiling fanbr• Outdoor shower and separate pool bathroombr• Outdoor fireplace for cozy evenings under the starsbrbrHealth-Conscious by DesignbrbrLuxury lives in the details — and every detail here is curated with your well-being in mind. From PFAS-free stainless steel cookware and non-toxic appliances to clean personal care products, Bella Donna is a rare sanctuary where luxury and wellness meet.brbrSustainable Stays Start HerebrbrWe believe a better vacation starts with a better footprint. That’s why Bella Donna is stocked with eco-forward essentials so you can relax and recharge with purpose.brBathroom and Kitchen Supplies:br• Bamboo toilet paper and biodegradable wipesbr• Refillable, non-toxic shampoos, conditioners, and body washbr• Okeo-Tex cotton towels and linensbrbrAppliances and Cookware:br• PFAS-free cookware and non-toxic air fryer and microwavebr• High-end tools designed to minimize waste and maximize healthbrbrSleep, Sustainably:br• Organic cotton mattresses and toxin-free bedding for deep, restorative restbrbrFrom the materials we use to the products we provide, every decision reflects our commitment to healthier living — for you, your family, and the planet.
Bed 5

Bed

Bath 7

Bath

Sleep 14

Sleeps
Slider Thumb
Exceptional(6)

$621.04

/ Nightly
Private Vacation Home

5BR Group Friendly Home w/ Pool & Fire Pit

Saint Augustine, Florida, United States

Bring the family(s) and stay in this spacious home to live like a true local! We are walking distance to Crescent Beach public access, & a short drive into the historical downtown St. Augustine.brbrThis home provides 5 bedrooms, 3 bathrooms, a pool*, outdoor fire place & grill**, and a full size kitchen. Wi-Fi, a Smart TV*** in each room, a second living area downstairs that includes a classic Pac-Man machine, and all the sandcastle items the kiddos can dream of -- we`ve got everything you need!brbrFull-size home with 5 bedrooms, 3 full-size bathrooms, a full kitchen, 2 living room areas, outdoor seating, and a pool/spa!*brbrNo more than 13 guests allowed.brbrFull access.brbrAll interactions will be done via the app. Hosts will not be on-site.brbr*The pool CAN be heated!! If you wish to have the pool heated, there will be an additional $125/day charge. Please let me know and I will send you a separate request for payment. While our pool can be heated, that heat is captured from the outdoor temperature. Because of this, if it is below 55 degrees outside, the pool will not be able to heat to the set temperature. brbr** Both the fire place and grill use propane gas. brbr*** Smart Tv`s in each room with apps like Netflix, Disney, Hulu, etc. BYOL (Bring Your Own Login). You can also stream directly from your phone to the TV with certain apps. Make sure to log out before you leave!brDear Guest,brbrThese rules are in place to ensure you have a great stay while also adhering to the owner`s rules and avoid disturbing our fellow neighbors. Please take the time to read these rules and share these with your guests.brbr1. We are unable to accommodate early check in or late check out. Please plan your arrival and departure with this in mind.brbr2. We do not allow smoking inside or outside of the premises. If you are a smoker you may want to consider booking elsewhere as any strong smoke order will result in a fine for odor removal.brbr3. No pets are permitted to stay in the home in any circumstance.brbr4. Only the registered guests may stay within the home. If you need to add an additional guest, please reach out to us and we can accommodate.brbr5. No parties, events, drug use, smoking of any kind in the property. We ask you to be respectful of the neighbors and the neighborhood.brbr6. Quiet Hours are observed from 10:00pm to 7:00am. Kindly show consideration for your neighbors and other units.brbr7.Please place all used towels in the bathtub before checkout.brbr8. If you use the pool or hot tub, kindly pick up and put away any items you use.brbr9. To help keep the home clean, please be mindful of sand. Use the outdoor shower before entering the house to rinse off any sand from your feet, beach gear, or swimwear. This was installed specifically to keep sand from being tracked inside.brbrThank you for helping us maintain a comfortable and clean space for all guests!
Bed 5

Bed

Bath 3

Bath

Sleep 13

Sleeps
Slider Thumb
Exceptional(2)

$226.5

/ Nightly
Private Vacation Home

St. Augustine Gem • Pets, EV, Family‑Ready

Saint Augustine, Florida, United States

Perfect for winter escapes—mild weather, quiet beaches, and cozy evenings.brbrDiscover stylish comfort in this 3BR/2BA retreat near historic St. Augustine. With beautiful kitchen, king suites, a space-themed children’s room, and a fully fenced backyard, it’s perfect for families. Includes a Universal EV Charger. Minutes to beaches, dining, and downtown adventures—your luxurious launchpad awaits.
Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(12)

$234.74

/ Nightly
Private Vacation Home

Designer Renovated Classic FL Mid-Century Home - Near Bridge of Lions

Saint Augustine, Florida, United States

Welcome to our recently renovated cool and stylish mid-century modern home! We bought this place because we think this is the best location in St. Augustine - walking distance to all the action but the benefits of a quiet, peaceful neighborhood. The house lies on one of the best streets on Anastasia Island with expensive waterfront homes. The house is only a 5 minute walk to the Bridge of Lions and another 5 minutes to the historic center and a short walk to several good eateries and bars. Recently renovated and decorated with designer touches throughout by its' architect owner. With the water being only a few hundred feet away, the house often receives nice regular breezes in the afternoons that gently sway the palm trees in the front yard. You'll enjoy relaxing in the shade of the private garden/courtyard that the house wraps around. The master suite is spacious and opens to the courtyard and has a cute sitting/desk area that provides quiet privacy should you need to get some work done. brbrThe 4th bedroom is a flex space that doubles as a TV room between hallway and primary bedroom. The space has comfy lounge chairs that convert to twin beds should you need it. Given potential privacy issues, since you have to go through this space to get to the primary bedroom, it tends to work best for kids or close family members.
Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps

Home Rent a place that suits your needs

Condo

Condo

View 1246 Condo
Cottage

Cottage

View 87 Cottage
Private vacation home

Private vacation home

View 1362 Private vacation home

Home Most popular vacation rentals in Saint Augustine

Slider Thumb
Exceptional(12)

$1620.92

/ Nightly
Private vacation home

Waterfront Home w Patio, Heated Pool, Dock, Beach

Saint Augustine, Florida, United States

Bed 5

Bed

Bath 5

Bath

Sleep 15

Sleeps
Slider Thumb
Exceptional(12)

$1668.87

/ Nightly
Private vacation home

Two Luxury Home Complex, Oceanfront, Brand New and Custom, Views, Gourmet Kitchens, Arcade, Fire Pit

Saint Augustine, Florida, United States

Bed 8

Bed

Bath 8

Bath

Sleep 22

Sleeps
Slider Thumb
Exceptional(12)

$1812.84

/ Nightly
Private vacation home

NEW - Luxury 5 br Beach Retreat

Saint Augustine, Florida, United States

Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(12)

$1817.04

/ Nightly
Private vacation home

Oceanfront 8/4 | Industrial Chic | Large Groups

Saint Augustine, Florida, United States

Bed 8

Bed

Bath 4

Bath

Sleep 20

Sleeps
Slider Thumb
Exceptional(12)

$1870.00

/ Nightly
Private vacation home

Fully Restored Historic Luxury Home Griffin Estate

Saint Augustine, Florida, United States

Bed 6

Bed

Bath 6

Bath

Sleep 14

Sleeps
Slider Thumb
Exceptional(12)

$1958.93

/ Nightly
Villa

Romantic Spanish Casa and Carriage House and luxury pool escape

Saint Augustine, Florida, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
Slider Thumb
Exceptional(12)

$1978.80

/ Nightly
Private vacation home

Luxury Waterfront Vacation Rental - Pool, Hot Tub, Pier...

Saint Augustine, Florida, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(12)

$2044.13

/ Nightly
Private vacation home

LIVE YOUR BEST BEACH LIFE!

Saint Augustine, Florida, United States

Bed 3

Bed

Bath 4

Bath

Sleep 14

Sleeps
Slider Thumb
Exceptional(12)

$2087.60

/ Nightly
Private vacation home

Oceanfront! Pool, Hot tub

Saint Augustine, Florida, United States

Bed

Bed

Bath 6

Bath

Sleep 12

Sleeps
Slider Thumb
Exceptional(12)

$2184.29

/ Nightly
Private vacation home

Casa Papaya - Hidden Treasure Historic St.Augustine

Saint Augustine, Florida, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

Most Popular Cities in Florida