Condo holiday rentals in St. Augustine

A well-maintained landscape showcases vibrant green grass and neatly trimmed shrubs, with palm trees lining the pathway. An expansive view of the ocean is visible in the background, framed by a boardwalk leading to the beach. Two residential buildings are seen in the scene.

4.99 out of 5 average rating, 200 reviews

SeaPlace, Ocean View, Poolside 2/3 Walk to Beach

Beautiful St. Augustine Beach ocean and pool views from this 2/2.5 townhouse style condo, just steps to the beach. Come enjoy everything this vibrant city has to offer. 2 quiet bedrooms and bathrooms upstairs. 2 private balconies. Downstairs is a full kitchen, dining area for 6 (or well lit workspace), half bathroom, living area w/ new 65" TV, 10 minutes from historic downtown. Family friendly resort community w/ pools, tennis, pickleball and bocce’ ball courts. Beach chairs & towels provided.

A spacious living area features wood-paneled walls and large glass doors, offering views of the ocean. A chandelier hangs from the ceiling. The seating area includes a comfortable couch and a dark coffee table, while a television with vibrant display adds a touch of modernity.

4.92 out of 5 average rating, 117 reviews

Treehouse Artist Haven Direct Oceanfront 2br

Located along a stretch of pristine beach is this spectacular house with a beachfront location like no other. This unique home encompasses 3 separate floors. This is the middle of the 3 floors “The Artists Haven”. Inside you will find 2 bedrooms, a bath and an open plan living/dining area that opens out to a surrounding deck with seating. Enjoy uninterrupted ocean views from the wrap around deck with many places to relax & watch dolphins, sip your morning coffee or watch the pink sunsets. 1002

The living room features a sliding glass door that provides a direct view of the beach. A comfortable sofa is positioned near a coffee table, while a side table and chair complement the seating arrangement. Natural light brightens the space, enhancing coastal decor.

4.99 out of 5 average rating, 136 reviews

361 Fun in the Sun | Direct Oceanfront Ground Floor

Direct Oceanfront, ground floor flat unit, no stairs. Located in Crescent Beach at Summerhouse. Family oriented complex located on over 25 acres with four pools and large grass areas. Highly desired 2 bedroom unit. This property is ground level and directly oceanfront. Flat style layout not a townhouse, there are two steps to the front door but otherwise no stairs. Sliding door opens directly to covered back porch. Please see our our other property 461 More Fun in the Sun, 3 Bedroom

A light-filled living room features a cozy sectional sofa adorned with decorative cushions. A stylish coffee table sits atop a patterned rug, and a modern TV is positioned on a sleek white media console. Natural elements are introduced through plants and woven wall decor.

4.94 out of 5 average rating, 173 reviews

The Bohemian Rhapsody! In the middle of it ALL!

Welcome to The Bohemian Rhapsody! A 2 BR, 1B fully equipped 2nd floor condo centrally located on beautiful Anastasia Island. This bohemian abode is just a short drive to public beaches and only a 1 mile walk to the Bridge of Lions which will take you into the historic district of St. Augustine. Within walking distance you will also find great local restaurants, pubs, coffee shops and destination hot spots including the Amphitheater, the Lighthouse, Alligator Farm, and Anastasia State Park.

The living room features a comfortable gray sofa facing a wall-mounted television. A round coffee table sits on a light area rug, complemented by decorative plants. Bright natural light fills the space through sliding glass doors, leading to a balcony.

4.98 out of 5 average rating, 165 reviews

Pretty walk to Old Town, Anastasia Island 2 bdrm

Enjoy a cozy stay at this stylish 2bdr/1bth on Anastasia Island. A quick 15 minute walk over Lions Bridge and find yourself in Old Town St. Augustine! A short drive or bike ride takes you to the beautiful white sands of St. Augustine beach. Walk to many wonderful cafes, bars, shops, fine dining and many year round attractions. Enjoy the history and landmarks of this ancient city! Ideal for couples, girls weekends, families or Flagler College visitors, potential students and their parents!

4.97 out of 5 average rating, 159 reviews

A brightly lit living area features a comfortable brown sofa and two accent chairs with blue cushions. A coffee table is positioned centrally, complementing the light rug beneath. The dining area is visible, showcasing a dark table set for six, with wall art enhancing the space.

Condo in Lincolnville

Middle of Historic District + Quiet at Night

Cordova Gold is located near the infamous Casa Monica hotel, behind the Lightner Museum & Flagler College. Walk to everything historic St. Augustine has to offer but enjoy the peaceful local neighborhood after your activities. Our condo building was built between 1885 - 1893 by Henry Flagler to serve as the servants' quarters for his Ponce de Leon Hotel, now known as Flagler College. We have 1 dedicated parking spot in our lot along with 1 off-street parking space which is very rare.

4.89 out of 5 average rating, 210 reviews

Beachy Condo| Steps to Beach | Pools | Hot Tubs

Champagne Sunrise on Private Balcony Anyone? Unwind at our updated St. Augustine beach condo-just 150 steps to white sand beach. Dip into 1 of 5 hot tubs, cool off in 2 sparkling pools (one is heated for those cool winter days). Challenge friends to a tennis match, pickleball rally, or bocce ball showdown. Craving nightlife, history, and culinary delights? Walk to restaurants or take a trolley in historic Old Town St. A. Full kitchen/laundry in unit. Private beach access.

The living area features comfortable seating, including a soft blue sofa and an armchair, arranged around a white coffee table. Light-colored décor and subtle greenery create a relaxed ambiance. The space is illuminated by a contemporary chandelier, with a view of the kitchen and dining area in the background.

4.96 out of 5 average rating, 187 reviews

Newly renovated! Steps to BEACH & POOL!

Our little slice of paradise is situated in the heart of St. Augustine Beach right on A1A Beach Blvd. Our unit, recently renovated, is just steps from the beach and closest building to the pool! 2 outdoor pools (1 heated in winter), 5 hot tubs & tennis courts. Perfect location to enjoy our beautiful beaches & all that Anastasia Island has to offer! Historic St. Augustine is less than 7 miles away. Unit is equipped with everything you need for a perfect beach vacation!

Lush greenery frames a wooden pathway leading to a sandy beach, with palm trees and residential buildings visible in the background. The sky is illuminated by soft hues of sunset, creating a serene backdrop for the coastal environment.

5 out of 5 average rating, 129 reviews

Boutique Beachside condo with easy access to beach

Skipper’s Hideaway is a charming beachside retreat that sleeps up to six, with a king bed, queen sofa pull-out, and twin daybed with trundle. Located on the ground floor for easy access, the condo offers a partial Atlantic Ocean view from the living room window. Just steps from Crescent Beach, this peaceful spot is perfect for relaxing. For more excitement, the shops, restaurants, and nightlife of downtown St. Augustine are only a 15-minute drive away.

A balcony table is set for two, featuring white plates and cups, with expansive ocean views. Lush greenery and sandy beach can be seen in the distance under a clear blue sky, creating a serene and inviting outdoor space.

4.98 out of 5 average rating, 253 reviews

Ocean Front Gem: Top Floor Corner Unit

Top floor, direct ocean front, 2 bedroom, 2 bathroom corner end unit condo with elevator and unobstructed beach views from both bedrooms, living room, dining room, kitchen and private balcony in beautiful St Augustine Ocean and Racquet Resort. We also offer the condo immediately next door for rent, Ocean Front Escape: https://www.airbnb.com/h/saint-augustine-oceanfrontescape. Our checkin process is contact free. We use a smart lock on the front door.

4.92 out of 5 average rating, 179 reviews

Covered seating is arranged around a sleek coffee table on a patio with a view of a large heated pool, accented by palm trees and umbrellas. A dining area with a table and chairs is visible, offering ample space for relaxation and enjoyment.

Condo in Lincolnville

F1, Downtown, POOL, beaches, porch, parking!

Relax in downtown St. Augustine, 5 - 10 minutes walk from Flagler College, and the main attractions. Large heated pool (April 1 -November 1) and back yard that is shared between our 4 apartments. This downstairs historic apartment has all the conveniences incl. TV's in living and bedroom, free WIFI and we offer Roku TV. We have a drip coffee maker, coffee, decaf, creamers, and sugar. Free parking for 1 car on premise and free street parking.

4.87 out of 5 average rating, 168 reviews

Walk to town, short drive to the beach.

Located on beautiful Anastasia Island, this modern condo is within walking distance to historic St Augustine via the Bridge of Lions and biking distance to St Augustine Beach. There are several good restaurants and unique Pubs on the island within a few blocks. Davis shores is a favorite among visitors due to its centralized location to Downtown, the Amphitheater, lighthouse, Beach, and Conch House Marina... all within 3 miles.

Popular amenities for St. Augustine condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.85 out of 5 average rating, 107 reviews

Oceanfront Condo! Located at Pier Park!

Condo in St. Augustine Shores

A screened-in balcony offers views of the lush greenery and marshlands beyond. Colorful cushions adorn a comfortable seating area, while a small wooden table sits centrally. Natural light fills the space, creating a peaceful atmosphere for relaxation.

4.99 out of 5 average rating, 125 reviews

Riverfront direct views-Get it ALL in St Augustine

The living room features sliding glass doors that open to a private balcony overlooking the ocean. A comfortable blue armchair by the window is complemented by light blue curtains, while natural light fills the space, creating a serene ambiance.

4.93 out of 5 average rating, 110 reviews

Hideaway at Crescent Breach - St. Augustine

4.92 out of 5 average rating, 144 reviews

Quiet, Updated Condo - Pool, Bikes & Pickleball!

4.85 out of 5 average rating, 211 reviews

34|Ocean at St Augustine Beach - 4+ Night Discount

4.93 out of 5 average rating, 169 reviews

A spacious living area features a shuffleboard table as the focal point, with comfortable seating arrangements visible in the background. Natural light enters through the windows, and decorative artwork adorns the walls, creating an inviting space for relaxation and entertainment.

Condo in Lincolnville

The Ray - Penthouse Suite - Rooftop View

The bedroom features a king-size bed with a quilted bedspread and decorative pillows. A bedside lamp sits on a dark wooden nightstand. Large windows with drapes allow natural light into the space, creating a serene environment. A comfortable chair is positioned near the window.

4.97 out of 5 average rating, 105 reviews

Luxury Golf & Spa condo in Beautiful St. Augustine

A bright living area features large floor-to-ceiling windows that provide sweeping ocean views. Comfortable seating is arranged around a central coffee table adorned with decorative items. A Smart TV is positioned for easy viewing, while a ceiling fan adds a cooling breeze.

4.97 out of 5 average rating, 151 reviews

Family Beach Condo - Steps To The Sand Or Pool

Pet-friendly condo rentals

A swimming pool is surrounded by lounge chairs, with palm trees providing shade in the background. Blue skies and scattered clouds create a bright atmosphere. The pool area features a smooth surface and a safety railing on one side.

4.85 out of 5 average rating, 281 reviews

Ocean Side Complex w/ Heated Pool B-15

An open living area features a light-toned laminate floor and a spacious dark sofa facing a wall-mounted TV. A white coffee table sits in front of the sofa, while two wooden stools are positioned nearby. The kitchen is visible in the background, with natural light coming through the window.

4.87 out of 5 average rating, 304 reviews

Oceanside complex B17 1 Bed 1 Bath w/Heated Pool

4.89 out of 5 average rating, 125 reviews

A comfortable living space includes a leather sofa and a wooden table with chairs, complemented by natural light from the large balcony doors. A flat-screen television and a cabinet are present, with a view of the outdoors visible through the curtains.

Condo in Palm Coast

Newly Updated Condo in Hammock Beach Resort

The living room features beach-themed decor, with turquoise walls and comfortable sofas. A surfboard is mounted on the wall, and decorative cushions are arranged on the sofas. A light blue coffee table sits on a striped rug, while natural light enters through the window.

4.9 out of 5 average rating, 202 reviews

Unwind, relax and enjoy! King bed - beach items

4.96 out of 5 average rating, 52 reviews

Pool, Courts & Beach Gear — Perfect for Families

5 out of 5 average rating, 18 reviews

St. Augustine Palm & Spa Retreat 3 pools and Golf!

4.99 out of 5 average rating, 100 reviews

A spacious living area is highlighted by a large blue area rug and a wooden coffee table at the center. Blue sofas provide comfortable seating, while decorative elements, including wall art and woven baskets, add a beach-inspired charm. Natural light filters through sheer curtains.

Condo in Flagler Beach

Seaside Sunrise, 1 blk from Ocean, Parking Free

4.9 out of 5 average rating, 160 reviews

A spacious living area is furnished with a large blue sectional sofa and a wooden coffee table. A ceiling fan circulates air. Natural light enters through a balcony door, offering a view of the beach and surrounding coastal decor.

Condo in Vilano Beach

Ocean Views! 4 decks Beachside of A1A. Pool!

Condo rentals with a pool

A spacious swimming pool is framed by palm trees and modern apartment buildings. Lounge chairs are arranged beside the water, inviting relaxation. The sky is painted with warm hues at sunset, creating a tranquil atmosphere around the serene pool area.

4.92 out of 5 average rating, 85 reviews

Resort Style APT 1B/1B, 10 min Beach/Downtown

A vibrant view shows lush green lawns and palm trees leading to the outdoor pool area, with the ocean visible in the background. Two white buildings frame the scene under a clear blue sky, emphasizing the serene coastal atmosphere.

4.86 out of 5 average rating, 125 reviews

Heated Pool, Ocean Views, Beach, Playground, BBQ

A sandy beach scene features gentle dunes with beach grass swaying in the breeze. A wooden post and rope line mark the pathway, guiding visitors to the shore. The ocean extends towards the horizon, reflecting the soft sunlight under a sky filled with clouds.

4.93 out of 5 average rating, 112 reviews

Lovely 2BR/2BA Oceanview Condo, St Augustine Beach

5 out of 5 average rating, 25 reviews

Oceanfront, Pool, Tennis, BBQ, Patio, Free Parking

A bright living room features an open layout illuminated by natural light. Neutral-toned furniture is paired with colorful accent pillows. A natural jute rug lies beneath a low coffee table, while a ceiling fan enhances airflow. Large glass doors open to an outdoor area.

4.99 out of 5 average rating, 119 reviews

Seaglass Villa, a Sunny Beachside Retreat

5 out of 5 average rating, 114 reviews

2br condo in st Augustine across from Beach

A spacious balcony overlooks a sandy beach and the ocean, where gentle waves meet the shore. Palm trees are visible in the foreground, providing a tropical backdrop. Beachgoers can be seen enjoying the sun and surf under clear blue skies.

4.95 out of 5 average rating, 159 reviews

Summerhouse - Direct Oceanfront Corner Unit

A bright living area includes a comfortable sofa and two accent chairs arranged around a glass coffee table. Natural light enters through large windows, illuminating the space. A flat-screen television is mounted on the wall, and coastal-themed artwork adds a subtle decorative touch.