View My Favorites Email My Favorites
Check In Date
Check-In:
Check Out Date
Check out:
We have 35 properties available based on your search criteria.
Sort the results by:

Escape to paradise at this stunning vacation rental nestled on Anastasia Island in Saint Augustine! With its ideal location on a canal with direct access to the intercoastal, this 3-bedroom, 2-bathroom home offers the best of both worlds: bring your boat and have the ocean within walking distance. B... Read more »

65 people are interested in this property!

View My Favorites
  • Location: Crescent Beach
  • Type: House
  • Sleeps: 8
  • Bedrooms: 3
  • Beds: K, Q, 2 Twins, Queen Murphy Bed
  • Baths: 2
  • Pets: Yes
  • Smoking: No

Private Pool and just steps to the Beach, this home is the perfect vacation home for your beach getaway. Alta Vista Pool Home features 5 bedrooms and 3 baths spread out over 2 floors with a sparkling pool to cool off after a nice day at the beach. The house is designed with the main living area an... Read more »

46 people are interested in this property!

View My Favorites
  • Location: Ocean View - Crescent Beach
  • Type: House
  • Sleeps: 10
  • Bedrooms: 5
  • Beds: Queen, Queen, Queen, Queen, Queen, Sleeper sofa
  • Baths: 3
  • Pets: Yes
  • Smoking: No

Welcome to Surf Drive Paradise! This beautifully renovated 2 bedroom/ 2 bathroom OCEANVIEW pool home is situated just 1 house away from St. Augustine's white sand beach. Equipped with all of the amenities of home, you're sure to enjoy both a comfortable and incredibly relaxing vacation. Not only wil... Read more »

32 people are interested in this property!

View My Favorites
  • Location: Ocean View - St Augustine Beach
  • Type: House
  • Sleeps: 8
  • Bedrooms: 2
  • Beds: King, Queen, Queen Murphy, Queen Sleeper sofa
  • Baths: 2
  • Pets: Yes
  • Smoking: No

Just steps to the beach, “A Wave from it All” is the perfect home for a getaway. Relax by the private pool in the back yard or enjoy a great day at the beach. Located oceanside on quiet 5th Street, the non-driving portion of the beach, this home is close to restaurants, shopping, and the Pier - Two... Read more »

48 people are interested in this property!

View My Favorites
  • Location: Ocean View - St Augustine Beach
  • Type: House
  • Sleeps: 10
  • Bedrooms: 4
  • Beds: K, Q, Q, 2T, SS
  • Baths: 3 Half: 1
  • Pets: No
  • Smoking: No

Welcome to Aqua Vista, your perfect coastal getaway just one house off the ocean! With incredible views and a 2-3 minute walk to the beach, this beautifully designed 5-bedroom, 3-bathroom home offers the ideal blend of luxury, comfort, and convenience. Located only 8-10 minutes from historic downto... Read more »

35 people are interested in this property!

View My Favorites
  • Location: Ocean View - St Augustine Beach
  • Type: House
  • Sleeps: 12
  • Bedrooms: 5
  • Beds: K, K, Q, F, F, T, T
  • Baths: 3
  • Pets: No
  • Smoking: No

Beach Escape is a 3 bedroom 2 bath home a short 2 block walk to the beautiful sand of St Augustine Beach! Your Escape begins when you walk into this remodeled Florida home on a nice private lot. Once you arrive you may never want to leave! The large tiled Living area with comfortable sofa and flat p... Read more »

56 people are interested in this property!

View My Favorites
  • Location: Anastasia Island
  • Type: House
  • Sleeps: 6
  • Bedrooms: 3
  • Beds: Queen, Queen, 2 Twins
  • Baths: 2
  • Pets: Yes
  • Smoking: No

The Beach Retreat is the ideal location foryour next vacation! This newly constructed, reverse living home was carefullydesigned with renters in mind. When you enter the home you will find a spaciousmother in law suite on the ground level with a full size refrigerator, and easypool and patio acces... Read more »

68 people are interested in this property!

View My Favorites
  • Location: Ocean View - St Augustine Beach
  • Type: House
  • Sleeps: 12
  • Bedrooms: 5
  • Beds: King, Queen, Queen, murphy, full bunk, twin bunk
  • Baths: 4
  • Pets: No
  • Smoking: No

** Please note that the main house, The Beach Cottage, is currently under renovation and you may experience typical construction noise during normal business hours during your stay. ** Our captivating Beachside Bungalow is an idyllic coastal retreat tailored to couples and solo travelers. As you ste... Read more »

30 people are interested in this property!

View My Favorites
  • Location: Beach Side - St Augustine Beach
  • Type: Cottage
  • Sleeps: 2
  • Bedrooms: 1
  • Beds: Q
  • Baths: 1
  • Pets: Yes
  • Smoking: No

The Buttercup? Yes, The Buttercup!!!! This newly constructed 3 bedroom 2 1/2 bath home in St Augustine beach is ready for you!. From the moment you pull into the driveway your vacation begins. From the covered front porch you enter the Buttercup with exuberance and realize this beach beauty is yours... Read more »

72 people are interested in this property!

View My Favorites
  • Location: Anastasia Island
  • Type: House
  • Sleeps: 8
  • Bedrooms: 3
  • Beds: King, Queen, 2 Twins, Sleeper sofa
  • Baths: 2 Half: 1
  • Pets: No
  • Smoking: No

Welcome to Carriage Cottage! Nestled in the heart of St. Augustine’s charming historic district, this inviting vacation rental offers the perfect blend of comfort and convenience. With 3 spacious bedrooms and 2 bathrooms, the home comfortably accommodates up to 8 guests. The location couldn’t be bet... Read more »

48 people are interested in this property!

View My Favorites
  • Location: Downtown Historic District
  • Type: House
  • Sleeps: 8
  • Bedrooms: 3
  • Beds: K, Q, 2F, SS
  • Baths: 2
  • Pets: Yes
  • Smoking: No

Awesome bungalow with private fenced pool just one mile from Historic downtown.Experience coastal living at Casa Costera, a charmingly renovated 1948 vintage coastal home with a private pool and fun sun deck with grill and lawn chairs ideally located close to the beaches, blocks from the historic d... Read more »

80 people are interested in this property!

View My Favorites
  • Location: Anastasia Island
  • Type: House
  • Sleeps: 6
  • Bedrooms: 3
  • Beds: King, Queen, 2 Twins
  • Baths: 2
  • Pets: Yes
  • Smoking: No

Welcome to Coastal Cabana, you’re home away from home at the beach! This 3 bedroom/ 2 bathroom beachside home offers a full slate of amenities from a crystal clear saltwater pool and cabana, screened porch, and a fully fenced yard to a two-car garage where you can park your vehicle or your beach gea... Read more »

58 people are interested in this property!

View My Favorites
  • Location: Beach Side - St Augustine Beach
  • Type: House
  • Sleeps: 10
  • Bedrooms: 3
  • Beds: King, Queen, 2 Twins and 2T trundles, Q Sleeper Sofa
  • Baths: 2
  • Pets: Yes
  • Smoking: No

Welcome to 17 Cortez, a beautifully designed three-level home in the exclusive Cortez on the Water community. This spacious getaway offers 4 bedrooms, 3.5 bathrooms, and a two-car garage, providing the perfect blend of comfort and convenience. First Level: Features a private mother-in-law suite wit... Read more »

39 people are interested in this property!

View My Favorites
  • Location: Anastasia Island
  • Type: Condo
  • Sleeps: 10
  • Bedrooms: 4
  • Beds: K,K,Q,Q,SS
  • Baths: 3 Half: 1
  • Pets: Yes
  • Smoking: No

"Decked Out" is a delightful family-oriented home located just steps to the beach. Featuring an inviting heated pool in a garden setting with a spacious shallow end for the kids, a screened porch poolside, a roof top sunrise-sunset view deck, outside shower, picnic table, and gas grill. Decked Ou... Read more »

22 people are interested in this property!

View My Favorites
  • Location: Beach Side - St Augustine Beach
  • Type: House
  • Sleeps: 7
  • Bedrooms: 3
  • Beds: Queen, Queen, Twin/Full Bunk Bed,SS
  • Baths: 2
  • Pets: No
  • Smoking: No

Just Coasting is an amazing 5 bedroom 4.5 bath ocean view home is on the non driving section of beautiful St Augustine Beach. Once you enter this home it embraces you with a feeling of the beach. The first floor has a large living area, perfect for entertaining, a full bath, and games the whole fami... Read more »

48 people are interested in this property!

View My Favorites
  • Location: Beach Side - St Augustine Beach
  • Type: House
  • Sleeps: 10
  • Bedrooms: 5
  • Beds: King, King, Queen, Queen, 2 Twin Bunk Beds
  • Baths: 4 Half: 1
  • Pets: No
  • Smoking: No

Lion’s Bridge Cottage is a beautiful 3 bedroom 2 bath cottage located in the heart of historical downtown Saint Augustine. Conveniently located in Lincolnville you will be walking distance from local attractions, award winning restaurants and exciting night life while still enjoying a comfortable pr... Read more »

30 people are interested in this property!

View My Favorites
  • Location: Downtown Historic District
  • Type: House
  • Sleeps: 6
  • Bedrooms: 3
  • Beds: King, Queen, Queen,
  • Baths: 2 Half: 1
  • Pets: Yes
  • Smoking: No

Welcome to Ocean Haven! Discover an exquisite residence with a contemporary open layout, two living areas, a high-end kitchen, luxurious king and queen beds, and a resort-style backyard boasting a heated pool, BBQ area, and breathtaking ocean vistas from the balcony. Stay a mere 10 minutes away from... Read more »

38 people are interested in this property!

View My Favorites
  • Location: Anastasia Island
  • Type: House
  • Sleeps: 14
  • Bedrooms: 5
  • Beds: K, K, Q, Q, 6T
  • Baths: 6
  • Pets: Yes
  • Smoking: No

Welcome to Ocean Retreat! Discover an exquisite residence with a contemporary open layout, featuring an elevator, two living areas, a high-end kitchen, luxurious king and queen beds, and a resort-style backyard boasting a heated pool, outdoor dining area, and breathtaking ocean vistas from the balc... Read more »

31 people are interested in this property!

View My Favorites
  • Location: Anastasia Island
  • Type: House
  • Sleeps: 14
  • Bedrooms: 5
  • Beds: K, K, Q, Q, 6T
  • Baths: 6
  • Pets: Yes
  • Smoking: No

This 1 Bedroom, 1 bath beach bungalow is loaded with charm and is only one house from the wide white sand beach, with community beach access just steps from your front door. Large shared yard off Master Bedroom. Living-dining room area features television and DVD Player. Fully equipped kitchen and ... Read more »

48 people are interested in this property!

View My Favorites
  • Location: Beach Side - St Augustine Beach
  • Type: House
  • Sleeps: 2
  • Bedrooms: 1
  • Beds: King
  • Baths: 1
  • Pets: Yes
  • Smoking: No

Beautiful ocean views from Pelican Watch await you! This custom built 5 bedroom 5.5 bathroom pool home with an elevator checks all the boxes for your next vacation. Situated two houses back from the ocean, you're just 50 steps away from access to St. Augustine's beautiful white sand beaches! Plenty ... Read more »

53 people are interested in this property!

View My Favorites
  • Location: Ocean View - St Augustine Beach
  • Type: House
  • Sleeps: 12
  • Bedrooms: 5
  • Beds: King, King, Queen, Queen, 4Twin(bunks)
  • Baths: 5 Half: 1
  • Pets: Yes
  • Smoking: No

This beautiful house is located just steps away from the beach. There are 4 bedrooms, 2 baths, with laundry room, and a fully stocked kitchen with brand new appliances for cooking enthusiasts. The master bedroom has a king bed with a walk-in closet. The master bath has a walk in shower and tub for r... Read more »

49 people are interested in this property!

View My Favorites
  • Location: Beach Side - St Augustine Beach
  • Type: House
  • Sleeps: 8
  • Bedrooms: 4
  • Beds: King, Queen, Queen, 2 Twins
  • Baths: 2
  • Pets: No
  • Smoking: No

Escape to historic St. Augustine with your furry friend! The Salt Runner, a newly remodeled and pet-friendly pool home, offers the perfect blend of Old Florida charm and modern comforts. Just steps from Salt Run and a short bike ride to the vibrant downtown, this 3-bedroom, 2-bathroom vacati... Read more »

22 people are interested in this property!

View My Favorites
  • Location: Anastasia Island
  • Type: House
  • Sleeps: 6
  • Bedrooms: 3
  • Beds: King, King, King
  • Baths: 2
  • Pets: Yes
  • Smoking: No

This adorable 2 bedroom 1.5 bath oceanfront beach cottage is located on the non driving section of St Augustine Beach. Recently remodeled with wood floors, wonderful views, and a beautiful lawn leading right up to the dunes and the beach. Once you arrive you may never want to leave! Master bedroom ... Read more »

31 people are interested in this property!

View My Favorites
  • Location: Ocean Front - St Augustine Beach
  • Type: House
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: Queen, 2 Twins
  • Baths: 1 Half: 1
  • Pets: No
  • Smoking: No

The Sapphire is a gem with a color from the deep blue of the evening sky to the shining mid-blue of a lovely summer's day which casts its spell over us. Just the the gem The Sapphire will cast a spell on you and make you want to return time and time again. The Sapphire is a newly remodeled beach hom... Read more »

194 people are interested in this property!

View My Favorites
  • Location: Anastasia Island
  • Type: House
  • Sleeps: 4
  • Bedrooms: 2
  • Beds: King, Queen
  • Baths: 2
  • Pets: No
  • Smoking: No

This completely renovated beach-side home offers all of the amenities of a condominium, without sharing walls!  Step through the front door of your private beach house to an open concept living area that has ample seating for up to 6 people and brand new...EVERYTHING! The light and bright kitchen co... Read more »

42 people are interested in this property!

View My Favorites
  • Location: Anastasia Island
  • Type: House
  • Sleeps: 6
  • Bedrooms: 3
  • Baths: 2
  • Pets: Yes
  • Smoking: No

Bring your family to this charming beachside home! This 3 bedroom 2 bathroom, one car garage home sleeps 5 people comfortably.  The primary bedroom has a King size bed, smart Roku TV and the attached primary bath.  The second bedroom has a Queen bed and smart Roku TV and the 3rd has a Twin.  The l... Read more »

41 people are interested in this property!

View My Favorites
  • Location: Beach Side - St Augustine Beach
  • Type: House
  • Sleeps: 5
  • Bedrooms: 3
  • Beds: King, Queen, 1 twin
  • Baths: 2
  • Pets: Yes
  • Smoking: No

Sea Salt is a luxury beach home with a private heated pool. Previous guests have told us the home is even better than the photos can convey. This is a home with five bedrooms and four and a half bathrooms tailor-made to accommodate a crowd. When you arrive at Sea Salt you may want to stay outside a... Read more »

78 people are interested in this property!

View My Favorites
  • Location: Ocean Front - St Augustine Beach
  • Type: House
  • Sleeps: 12
  • Bedrooms: 5
  • Beds: King, King, King, 2 Double, 3 Twins, SS
  • Baths: 4 Half: 1
  • Pets: No
  • Smoking: No

Welcome to the Seashell Cottage! This lovingly restored 3 bedroom 2 bath oceanfront beach cottage is located on the non driving section of St Augustine Beach. Recently remodeled with wood floors, wonderful views, and a beautiful lawn leading right up to the dunes and the beach. Once you arrive you m... Read more »

41 people are interested in this property!

View My Favorites
  • Location: Ocean Front - St Augustine Beach
  • Type: House
  • Sleeps: 8
  • Bedrooms: 3
  • Beds: King, 2 Twins, 2 Twin bunk, Sleeper Sofa
  • Baths: 2
  • Pets: No
  • Smoking: No

Welcome to Seaside Serenade! Discover an exquisite residence with a contemporary open layout, including a fully operational elevator for added comfort and accessibility, two living areas, a high-end kitchen, luxurious king and queen beds, and a resort-style backyard boasting a heated pool, outdoor d... Read more »

33 people are interested in this property!

View My Favorites
  • Location: Anastasia Island
  • Type: House
  • Sleeps: 14
  • Bedrooms: 5
  • Beds: K, K, K, Q, 6T
  • Baths: 6
  • Pets: Yes
  • Smoking: No

Summary Serendipity a fully renovated home with 3 bedrooms and 2 bathrooms, suitable for up to 7 guests using 5 beds . Description This beautifully updated home is the perfect escape, ideally located above one of Downtown St. Augustine’s top brunch spots. Just a short stroll down San Marco Ave take... Read more »

14 people are interested in this property!

View My Favorites
  • Location: Downtown Historic District
  • Type: House
  • Sleeps: 7
  • Bedrooms: 3
  • Beds: K, K, 3T
  • Baths: 2
  • Pets: No
  • Smoking: No

Welcome to your beachfront escape! This beautifully renovated 4-bedroom, 3-bathroom home offers direct oceanfront views and colorful, eclectic charm throughout. Wake up to the sound of the waves in the spacious oceanfront master suite located on the main level, complete with a walk-in shower and ser... Read more »

35 people are interested in this property!

View My Favorites
  • Location: Ocean Front - St Augustine Beach
  • Type: House
  • Sleeps: 8
  • Bedrooms: 4
  • Beds: K, Q, Q, T, T
  • Baths: 3
  • Pets: No
  • Smoking: No

Surfs Up! Are you ready to have the wave wash over you? This beautifully remodeled 4 bedroom 2 bath pool house located in a quiet ocean side neighborhood is ready for you!. From the moment you walk in the front door your are greeted with comfortable furniture, a large flat panel tv, updated fully eq... Read more »

32 people are interested in this property!

View My Favorites
  • Location: Beach Side - St Augustine Beach
  • Type: House
  • Sleeps: 10
  • Bedrooms: 3
  • Beds: King, Queen, 4 Twins Bunks, Sleeper Sofa
  • Baths: 2
  • Pets: No
  • Smoking: No

Welcome to the Bailey Bungalow! Perched just above the sand, this 1-bedroom, 1-bath direct oceanfront bungalow offers some of the best views in St. Augustine Beach. Located above the garage and completely private, you'll enjoy incredible panoramic views of the Atlantic Ocean and the iconic St. Augus... Read more »

17 people are interested in this property!

View My Favorites
  • Location: Ocean Front - St Augustine Beach
  • Type: Cottage
  • Sleeps: 4
  • Bedrooms: 1
  • Beds: Q, SS
  • Baths: 1
  • Pets: Yes
  • Smoking: No

Welcome to the Bailey House! Wake up to the sound of the waves at this charming direct oceanfront 3-bedroom, 2-bathroom beach house in the heart of St. Augustine Beach. Enjoy unbeatable views from the large back deck overlooking the sand and sea. Inside, you'll find two queen bedrooms and a fun bunk... Read more »

32 people are interested in this property!

View My Favorites
  • Location: Ocean Front - St Augustine Beach
  • Type: House
  • Sleeps: 8
  • Bedrooms: 3
  • Beds: Q, Q, F, 2T Loft Beds
  • Baths: 2
  • Pets: Yes
  • Smoking: No

Uptown Carriage in St. Augustine is a light-filled, spacious rental that comfortably accommodates eight guests. Featuring two king bedrooms, four twin beds, and a professional billiards room, this newly constructed carriage house sits on the grounds of a historic 1908 property. It’s also home to the... Read more »

25 people are interested in this property!

View My Favorites
  • Location: Downtown Historic District
  • Type: House
  • Sleeps: 8
  • Bedrooms: 4
  • Beds: K,K,2T,2T
  • Baths: 2 Half: 1
  • Pets: No
  • Smoking: No