Oceanside Homes | Vacation Rentals

Home > Oceanside Homes

View My Favorites Email My Favorites

Check In Date

Check Out Date

Options to filter your search

We have 37 properties available based on your search criteria.

Sort the results by: Sort By:
Dune Nuttin - 5 Bedroom Pool home Featured View Photos Dune Nuttin - 5 Bedroom Pool home 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 » 87 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
Surf Crest Village 36 Featured View Photos Surf Crest Village 36 Surf Crest Village #36 is a Pet Friendly beach house in a private oceanfront community in the heart of St Augustine Beach. #36 is close to the pool and pet friendly with a non-refundable pet fee. This beach themed 2-story home has a large upper deck and lower porch, and just steps from the beach wal... Read more » 82 people are interested in this property! View My Favorites Location: Anastasia Island Type: Cottage Sleeps: 7 Bedrooms: 3 Beds: King, Queen, Twin Bunk Beds plus twin bed, Baths: 2 Pets: Yes Smoking: No
A Surf Drive Paradise 2 Bedroom Oceanview Pool Home Special View Photos A Surf Drive Paradise 2 Bedroom Oceanview Pool Home 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 » 105 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
A Wave from it All - 4 Bedroom Pool Home Special View Photos A Wave from it All - 4 Bedroom Pool Home 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 » 89 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
Beach Escape - 3 Bedroom Home Special View Photos Beach Escape - 3 Bedroom Home 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 » 94 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
Beach Retreat - 5 Bedroom Pool Home Special View Photos Beach Retreat - 5 Bedroom Pool Home 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 » 87 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
Beachside Bungalow- 1 Bedroom steps from the ocean Special View Photos Beachside Bungalow- 1 Bedroom steps from the ocean 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 » 60 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
Beachside Cottage - 3 Bedroom Beachside Home Special View Photos Beachside Cottage - 3 Bedroom Beachside Home Our enchanting Beach Cottage is a picturesque coastal haven designed for couples and solo travelers seeking an idyllic retreat. As you enter, you'll be greeted by a well-appointed galley kitchen, fully equipped to meet all your culinary needs during your stay. Delight in savoring exquisite seafood o... Read more » 47 people are interested in this property! View My Favorites Location: Anastasia Island Type: House Sleeps: 8 Bedrooms: 3 Baths: 2 Pets: Yes Smoking: No
Buttercup - 3 Bedroom House Special View Photos Buttercup - 3 Bedroom House 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 » 107 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: Yes Smoking: No
Coastal Cabana- 3BR Beachside Pool Home Special View Photos Coastal Cabana- 3BR Beachside Pool Home 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 » 106 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
Decked Out - 3 Bedroom Pool Home Special View Photos Decked Out - 3 Bedroom Pool Home "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 » 86 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 - 5 bedroom ocean view pool home Special View Photos Just Coasting - 5 bedroom ocean view pool home 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 » 68 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
Ocean Haven - 5 Bedroom Pool Home Special View Photos Ocean Haven - 5 Bedroom Pool Home 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 » 66 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
Ocean Retreat - 5 Bedroom Pool Home Special View Photos Ocean Retreat - 5 Bedroom Pool Home 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 » 73 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
Palm Cottage - 1 Bedroom Special View Photos Palm Cottage - 1 Bedroom 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 » 83 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
Pelican Watch Special View Photos Pelican Watch 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 » 85 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
Robin's Nest - 4 Bedroom Heated Pool Home Special View Photos Robin's Nest - 4 Bedroom Heated Pool Home 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 » 71 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
Royal Palm - 3 Bedroom Home Special View Photos Royal Palm - 3 Bedroom Home Almost Oceanfront - Recently remodeled 3 bedroom 2 bath home just 1 house from St. Augustine Beach with beach access on community walkway. Nice ocean view from the viewing porch. Living-dining room area features television and DVD player. Fully equipped kitchen and seating for 6 in the dining area. ... Read more » 44 people are interested in this property! View My Favorites Location: Beach Side - St Augustine Beach Type: House Sleeps: 6 Bedrooms: 3 Beds: King, Queen, King Baths: 2 Pets: Yes Smoking: No
Sandpiper Cottage - 2 Bedroom Oceanfront Special View Photos Sandpiper Cottage - 2 Bedroom Oceanfront 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 » 67 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
Sapphire - 2 Bedroom Pool Home Special View Photos Sapphire - 2 Bedroom Pool Home 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 » 143 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
Sea Place 1706 - 3 bedroom Lakefront home Special View Photos Sea Place 1706 - 3 bedroom Lakefront home 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 » 69 people are interested in this property! View My Favorites Location: Anastasia Island Type: House Sleeps: 6 Bedrooms: 3 Baths: 2 Pets: Yes Smoking: No
Sea Place 1717 - 3 Bedroom Home Special View Photos Sea Place 1717 - 3 Bedroom Home 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 » 73 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 - 5 Bedroom Oceanfront Pool home Special View Photos Sea Salt - 5 Bedroom Oceanfront Pool home 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 » 89 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
Seashell Cottage Special View Photos Seashell Cottage 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 » 82 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
Seaside Serenade - 5 Bedroom Pool Home Special View Photos Seaside Serenade - 5 Bedroom Pool Home 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 » 60 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
Sound Waves - 4 bedroom oceanfront Special View Photos Sound Waves - 4 bedroom oceanfront 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 » 59 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
Surf Crest Village 12 Special View Photos Surf Crest Village 12 Surf Crest Village #12 is a beach house in a private oceanfront community in the heart of St Augustine Beach. This beach themed 2-story home has a large upper deck and lower porch, and just steps from the beach walkway. The house is comfortable and nicely furnished, with 2 living rooms (equipped ... Read more » 76 people are interested in this property! View My Favorites Location: Surf Crest Village - Oceanside Type: Cottage Sleeps: 6 Bedrooms: 3 Beds: King, Queen, 2 Twins Baths: 2 Pets: No Smoking: No
Surf Crest Village 20 Special View Photos Surf Crest Village 20 Surf Crest Village is a community like no other. This quaint oceanside neighborhood offers a spacious pool, assigned parking with plenty of visitor spaces, a great beach access walkway, and friendly neighbors! With 4 bedrooms, 2 bathrooms, and a large covered porch, this home offers plenty of space... Read more » 96 people are interested in this property! View My Favorites Location: Surf Crest Village - Oceanside Type: Cottage Sleeps: 8 Bedrooms: 4 Beds: King, Queen, 4 Twins Baths: 2 Pets: No Smoking: No
Surf Crest Village 33 Special View Photos Surf Crest Village 33 Surf Crest Village #33 – Oceanview Beach Retreat on Anastasia Island Welcome to your coastal escape at Surf Crest Village #33, a charming two-story beach house nestled in a serene oceanfront community along A1A Beach Boulevard in St. Augustine Beach. Located on picturesque Anastasia Island, this ho... Read more » 45 people are interested in this property! View My Favorites Location: Beach Side - St Augustine Beach Type: Cottage Sleeps: 6 Bedrooms: 3 Beds: K, Q, 2T Baths: 2 Pets: No Smoking: No
Surf Crest Village 38 Special View Photos Surf Crest Village 38 Surf Crest Village # 38 is a Key West style cottage home in a unique oceanfront community. Cottage # 38 has 2 bedrooms, 1 bath, with Satillo tile throughout entire house and will accomodate up to 6 people. This 1 story cottage features a large living room with pull out sofa bed, smart led tv, a fu... Read more » 93 people are interested in this property! View My Favorites Location: Surf Crest Village - Oceanside Type: Cottage Sleeps: 6 Bedrooms: 2 Beds: King, 2 Twins, Sleeper Sofa Baths: 1 Pets: Yes Smoking: No
Surf Crest Village 45 Special View Photos Surf Crest Village 45 Surf Crest Village Cottage 45 is a newly remodeled, well appointed two bedroom key west style home with coastal furnishings. Perfect for families, couples, or a friends vacation getaway. Located within the Saint Augustine Beach community. Features 2 bedrooms, one with a Queen bed and the other with... Read more » 84 people are interested in this property! View My Favorites Location: Surf Crest Village - Oceanside Type: Cottage Sleeps: 6 Bedrooms: 2 Beds: Queen, 2 twins, Sleeper Sofa Baths: 1 Pets: Yes Smoking: No
Surf Crest Village 8 Special View Photos Surf Crest Village 8 Surf Crest Village Sea Turtle Cottage 8 has been renovated and updated to make your home away from home as comfortable as possible. This well appointed two bedroom key west style home has coastal furnishings and decor. Perfect for families, couples, or a friends vacation getaway. Located within the ... Read more » 91 people are interested in this property! View My Favorites Location: Surf Crest Village - Oceanside Type: Cottage Sleeps: 4 Bedrooms: 2 Beds: King, 2 Twins Baths: 2 Pets: Yes Smoking: No
Surf Crest Village 9 Special View Photos Surf Crest Village 9 Surf Crest Village # 9 is a Key West style cottage in a unique oceanfront community. Cottage # 9 has 2 bedrooms, 2 baths, and will accommodate up to 4 people. This 1 story cottage features a large living room, tv, a fully equipped kitchen, dining area, and an outdoor deck overlooking the communit... Read more » 72 people are interested in this property! View My Favorites Location: Surf Crest Village - Oceanside Type: Cottage Sleeps: 4 Bedrooms: 2 Beds: King, 2 Twins Baths: 2 Pets: No Smoking: No
Surfs up - 3 bedroom pool home plus bunk room Special View Photos Surfs up - 3 bedroom pool home plus bunk room 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 » 70 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
The 1926 Shorehouse Upstairs Oceanfront Escape Special View Photos The 1926 Shorehouse Upstairs Oceanfront Escape The 1926 Shorehouse – Upstairs Oceanfront Escape Step into the top-floor sanctuary of The 1926 Shorehouse, a lovingly preserved beach home built in 1926 that blends rustic charm with modern comfort. Perched directly on the oceanfront, this spacious upstairs unit offers panoramic views, salty breeze... Read more » 65 people are interested in this property! View My Favorites Location: Ocean Front - St Augustine Beach Type: House Sleeps: 6 Bedrooms: 3 Beds: King, Queen, 6 Twins Baths: 2 Pets: Yes Smoking: No
The Bailey Bungalow- 1 Bedroom Direct Oceanfront Special View Photos The Bailey Bungalow- 1 Bedroom Direct Oceanfront 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 » 63 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
The Bailey House - 3 Bedroom Direct Oceanfront home Special View Photos The Bailey House - 3 Bedroom Direct Oceanfront home 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 fine the primary bedroom with a King ... Read more » 76 people are interested in this property! View My Favorites Location: Ocean Front - St Augustine Beach Type: House Sleeps: 8 Bedrooms: 3 Beds: K, Q, F, 2T, SS Baths: 2 Pets: Yes Smoking: No