Vacation Condo Rentals By Owner In Saint Augustine, FL

Ocean Village Club I15 is a 2 Bedroom, 2 Bathroom Condo located on the ground floor of a popular gated community. Just a short walk on property to either of the two pools (1 heated) and access to beautiful St. Augustine Beach!brbrBeing a guest at Ocean Village Club gives you access to the private boardwalk to St. Augustine Beach, 2 pools (1 heated), tennis, shuffleboard, fitness center, and grilling/picnic pavilions. All on beautiful St. Augustine Beach and just minute away from the leading attractions, restaurants, and shopping of Historic St. Augustine!brbrFeatures:brA Prime Unit which indicates all standard amenities and furnishings providedbrQueen Size Bed in MasterbrKing Size Bed in Guest Room (sleeps 4)brTVs in Both Bedrooms and Living RoombrFully Equipped KitchenbrPrivate Patio with FurniturebrWasher/Dryer in UnitbrBed and Bath Linens IncludedbrShort Walk to the Private Boardwalk to St. Augustine BeachbrWi-fi, Cable, Long Distance Calls to the U.S. and Canada IncludedbrParking IncludedbrA beginning supply of paper and soap products are provided, guests supply for the remainder of their staybrbrSpecial Notes:brCondo Does Not Allow PetsbrNO SmokingbrThis is a ground floor condobr3 Night Minimum with 7 Night Minimum enforced during peak times.brMinimum Rental Age is 25 Years OldbrCheck-In 4:00pm, Check-Out 10:00am

Ocean Village Club Condo I15

Saint Augustine, Florida, United States

Bed

Bath

Sleeps

Exceptional(21)

$285.55

Seaside at Anastasia D205 is a 3-bedroom, 2-bathroom second floor unit within walking distance to the gorgeous beaches of St. Augustine, the local pier, and several local restaurants, coffee shops, and small businesses. You are sure to have a great stay in this beach condo with all of the nearby activities, sunshine, and history.brbrbrFeatures:brbrWalking distance to St. Augustine BeachbrbrA short drive to historic downtown St. AugustinebrbrPrivate balconybrbrCoastal decorbrbrKing size bed in master bedroom, queen bed in the second bedroom, and two twin beds in the third bedroombrbrWalk in shower and large tub in master bathroom and standard bathtub in guest bathroombrbrSleeps 6brbrTV in living room, master bedroom, and both guest bedroomsbrbrFully equipped kitchen with stainless steel appliancesbrbrFull size washer and dryer in unit, sheets and towels providedbrbrCable and wireless internetbrbrElevatorbrbrOn site heated poolbrbrClubroom accessbrbr24 hour fitness facilitybrbrGated communitybrbrbrNon-smoking and no pets permitted

Seaside at Anastasia D205 New Master Bathroom!

Saint Augustine, Florida, United States

Bed

Bath

Sleeps

Exceptional(3)

$284.13

There will be no elevator access in the A/B Building May 4 - 29, 2026 due to elevator modernization. Dates may vary.brSeaside at Anastasia A301 is a 3-bedroom, 2-bathroom top floor unit within walking distance to the gorgeous beaches of St. Augustine, the local pier, and several local restaurants, coffee shops, and small businesses. You are sure to have a great stay in this beach condo with all of the nearby activities, sunshine, and history.brbrFeatures:brWalking distance to St. Augustine BeachbrA short drive to historic downtown St. AugustinebrPrivate balconybrCoastal decorbrKing size bed in master bedroom, queen bed in the second bedroom, and two twin beds in the third bedroombrWalk in shower in master bathroom and standard bathtub in guest bathroombrSleeps 6brTV in living room, master bedroom, and one guest bedroombrFully equipped kitchen with stainless steel appliancesbrFull size washer and dryer in unit, sheets and towels providedbrCable and wireless internetbrElevatorbrOn site heated poolbrClubroom accessbr24 hour fitness facilitybrGated communitybrbrNon-smoking and no pets permitted

Seaside at Anastasia A301

Saint Augustine, Florida, United States

Bed

Bath

Sleeps

Exceptional(3)

$284.68

Seaside at Anastasia F305 is a 3-bedroom, 2-bathroom top floor unit within walking distance to the gorgeous beaches of St. Augustine, the local pier, and several local restaurants, coffee shops, and small businesses. You are sure to have a great stay in this beach condo with all of the nearby activities, sunshine, and history.brbrFeatures:brWalking distance to St. Augustine BeachbrA short drive to historic downtown St. AugustinebrPrivate balconybrCoastal decorbrKing size bed in master bedroom, twin bed with a twin trundle in the second bedroom, queen bed in the third bedroombrWalk in shower with a large tub in master bathroom and standard bathtub in guest bathroombrSleeps 6brTV in living room, master bedroom, and both guest bedroomsbrFully equipped kitchenbrFull size washer and dryer in unit, sheets and towels providedbrCable and wireless internetbrBeach wagon and beach towelsbrElevatorbrOn site heated poolbrClubroom accessbr24 hour fitness facilitybrGated communitybrbrNon-smoking and no pets permitted

Seaside at Anastasia F305

Saint Augustine, Florida, United States

Bed

Bath

Sleeps

$288.35

Tradewinds 51 is a lovely renovated first floor pool/dunes view unit. The patio is right off the living room and just steps from the pool and beach boardwalk.brbrThis unit features:br2 bedroom, 2 bathroom condo (sleeps 4 guests)brPool/dunes view patiobrUpgraded kitchen with stainless steel appliances and granite countertopsbrTile and wood floors throughout unitbrMaster bedroom with a King bed and en suite Master bathroom with walk-in showerbrGuest room with two Twin bedsbrGuest bathroom with tubbrWasher/dryer in unitbrLinens includedbrWiFi in unitbr(Renters are not allowed to bring pets)brbrTradewinds guests enjoy property amenities including:brPrivate beach boardwalkbrSwimming PoolbrBoat ramp and boat/trailer parking across the street from the communitybr(Please no boats or trailers in property parking lot. No personal grills or smoking on property.)

Just Steps From the Pool & Beach!! Also has Boat Ramp and Fishing Pier! Trade Winds 51

Saint Augustine, Florida, United States

Bed

Bath

Sleeps

Exceptional(24)

$277.71

Seaside at Anastasia E302 is a 3-bedroom, 2-bathroom top floor unit within walking distance to the gorgeous beaches of St. Augustine, the local pier, and several local restaurants, coffee shops, and small businesses. You are sure to have a great stay in this beach condo with all of the nearby activities, sunshine, and history.brbrFeatures:brWalking distance to St. Augustine BeachbrA short drive to historic downtown St. AugustinebrPrivate balconybrCoastal decorbrKing size bed in master bedroom, queen bed in the second bedroom, and two twin beds in the third bedroombrWalk in shower with a large tub in master bathroom and standard bathtub in guest bathroombrSleeps 6brTV in living room, master bedroom, and one guest bedroombrFully equipped kitchen with stainless steel appliancesbrFull size washer and dryer in unit, sheets and towels providedbrCable and wireless internetbrElevatorbrOn site heated poolbrClubroom accessbr24 hour fitness facilitybrCommunity charcoal grillsbrGated communitybrbrNon-smoking and no pets permitted

Seaside at Anastasia E302- Renovated Luxury Penthouse Condo

Saint Augustine, Florida, United States

Bed

Bath

Sleeps

Exceptional(3)

$274.82

Seaside at Anastasia F105 is a 3-bedroom, 2-bathroom ground floor unit within walking distance to the gorgeous beaches of St. Augustine, the local pier, and several local restaurants, coffee shops, and small businesses. You are sure to have a great stay in this beach condo with all of the nearby activities, sunshine, and history.brbrFeatures:brWalking distance to St. Augustine BeachbrA short drive to historic downtown St. AugustinebrPrivate balconybrCoastal decorbrKing size bed in master bedroom, queen bed in the second bedroom, queen bed in the third bedroom, and a sleeper sofabrWalk in shower with a large tub in master bathroom and standard bathtub in guest bathroombrSleeps 8brSmart TV in living room, master bedroom, and both guest bedroomsbrFully equipped kitchen with stainless steel appliancesbrFull size washer and dryer in unit, sheets and towels providedbrCable and wireless internetbrBeach wagon, 4 beach towels, and 4 beach chairsbrOn site heated poolbrClubroom accessbr24 hour fitness facilitybrGated communitybrbrNon-smoking and no pets permitted

Seaside at Anastasia F105

Saint Augustine, Florida, United States

Bed

Bath

Sleeps

$272.34

Seaside at Anastasia C101 is a 3-bedroom, 2-bathroom ground floor unit within walking distance to the gorgeous beaches of St. Augustine, the local pier, and several local restaurants, coffee shops, and small businesses. You are sure to have a great stay in this beach condo with all of the nearby activities, sunshine, and history.brbrFeatures:brWalking distance to St. Augustine BeachbrA short drive to historic downtown St. AugustinebrScreened in private balconybrCoastal decorbrKing size bed in master bedroom, queen bed in the second bedroom, and two twin beds in the third bedroombrWalk in shower with a large tub in master bathroom and standard bathtub in guest bathroombrSleeps 6brTV in living room, master bedroom, and both guest bedroomsbrFully equipped kitchen with stainless steel appliancesbrFull size washer and dryer in unit, sheets and towels providedbrCable and wireless internetbrOn site heated poolbrClubroom accessbr24 hour fitness facilitybrGated communitybrbrNon-smoking and no pets permitted

Boho Chic at the Beach-Walk to ocean, Luxury, Smart TVs, Pool Seaside at Anastasia C101

Saint Augustine, Florida, United States

Bed

Bath

Sleeps

$431.88

This gorgeous 7th floor corner unit is at the highest point on Anastasia Island - no views like it in St. Augustine! With its wrap around decks you will not only enjoy the eastern ocean sunrise, but you will have spectacular western views of incredible sunsets.brbrFeatures:br2 bedroom/2 bathroombrSouth side unit, Ocean view, 7th floorbr3 elevators in buildingbrFull size kitchenbrKing bed in master, two queens in guestbrWalk in shower and bathtubbrOpen balcony with bonus balconybrWasher/DryerbrBath towels and bed linens suppliedbrCable and Wi-FibrbrProperty Amenities:brElevator AccessbrHeated poolbrTennis/ Pickle ball courtsbrOcean Front PropertybrPrivate Board WalkbrOnsite ParkingbrNear Shoppingbr15-minute Drive to Historic DowntownbrGated CommunitybrNon-Smoking PropertybrNo Pets Allowed

Anastasia Condos 701 - 7th Floor - 2 Bedroom 2 Bath South Side Ocean View Unit

Saint Augustine, Florida, United States

Bed

Bath

Sleeps

Exceptional(7)

$290.88

There will be no elevator access in the A/B Building May 4 - 29, 2026 due to elevator modernization. Dates may vary.brSeaside at Anastasia A303 is a 3-bedroom, 2-bathroom top floor unit within walking distance to the gorgeous beaches of St. Augustine, the local pier, and several local restaurants, coffee shops, and small businesses. You are sure to have a great stay in this beach condo with all of the nearby activities, sunshine, and history.brbrFeatures:brWalking distance to St. Augustine BeachbrA short drive to historic downtown St. AugustinebrScreened in private balconybrCoastal decorbrKing size Sleep Number bed in master bedroom, queen bed in the second bedroom, and two twin beds in the third bedroombrWalk in shower with a large tub in master bathroom and standard bathtub in guest bathroombrSleeps 6brTV in living room, master bedroom, and one guest bedroombrFully equipped kitchen with stainless steel appliancesbrFull size washer and dryer in unit, sheets and towels providedbrCable and wireless internetbrElevatorbrOn site heated poolbrClubroom accessbr24 hour fitness facilitybrGated communitybrbrNon-smoking and no pets permitted

Seaside at Anastasia A303

Saint Augustine, Florida, United States

Bed

Bath

Sleeps

$308.29

Tradewinds 61 is a pretty, updated first floor pool/dunes view unit. The patio is right off the living room and just steps from the pool and beach boardwalk.brbrThis unit features:br2 bedroom, 2 bathroom condo (sleeps 4 guests)brPool/dunes view patiobrUpgraded kitchen with stainless steel appliances and granite countertopsbrTile and carpet floors throughout unitbrMaster bedroom with a King bed and en suite Master bathroom with walk-in showerbrGuest room with Queen bedbrGuest bathroom with tubbrLinens includedbrWiFi in unitbrCoin laundry steps awaybr(Renters are not allowed to bring pets)brbrTradewinds guests enjoy property amenities including:brPrivate beach boardwalkbrSwimming PoolbrCoin laundry on sitebrBoat ramp and boat/trailer parking across the street from the communitybr(Please no boats or trailers in property parking lot. No personal grills or smoking on property.)

Trade Winds 61 Boat Ramp and Ocean

Saint Augustine, Florida, United States

Bed

Bath

Sleeps

$302.71

Ocean Village Club is an ocean front resort and gated community with a private boardwalk to the beach, and well-manicured beautiful green grass and palm trees which looks and feels like paradise! The resort is located within a 15-minute drive to St Augustine's historic district, the oldest city in our country! From this condo, you can enjoy nearby coffee shops, great restaurants, grocery stores, shopping, quaint shops and year-round beach pier activities. This 2 bedroom 2 bath condo with a pull out sofa bed, sleeps 6 and is centrally located within the resort, with a 5 minute stroll to the beach, gazebo, 2 pools, one is heated, 2 tennis courts, a fitness center, and barbeque grills. The ocean is just steps away, with spectacular sunrises and sunsets, white sands, and rolling waves. Get ready for an unforgettable vacation! brbrThe condo is on the top floor, (3rd floor), so no neighbors above you, and the building has an elevator. The condo has been completely remodeled and has an open floor plan with high ceilings, 2 bedrooms and 2 full bathrooms, fully equipped kitchen with granite countertops, and a dining table that seats 6. Whether you're planning on doing some home cooking or eating out every meal, our kitchen has everything you should need to prepare a meal. Full-size appliances including a microwave, toaster, coffee maker, blender, icemaker, dishwasher, and all the cookware, utensils, and dishes enable you to do as much or as little cooking as you like. The living room with comfortable leather seating and a balcony that offers a peak at the ocean while you enjoy the ocean breeze and sounds. For your convenience, the condo is equipped with a washer and dryer. The primary bedroom boasts a king-size bed and plenty of closet space, and full ensuite bath with walk-in shower. The second bedroom has a queen size bed and the second bath contains a bathtub and shower combination. Linens and beach towels are provided. The condo has 3 TVs which are located in both bedrooms and the living room, reliable Wi-Fi is provided and a home telephone with free long distance in the US and Canada. If you must work from home, there is a desk and office chair located in the second bedroom. The hall closet has a beach wagon, beach chairs, pool noodles, cooler, and boogie boards, for your enjoyment. After a busy day at the beach or on the road, it's a treat to come to this condo for some much-needed relaxation! The ocean is just steps away, with spectacular sunrises and sunsets, white sands, and rolling waves. Get ready for an unforgettable vacation! We look forward to hosting you!brbrAll Linens Provided, Including Beach Towelsbrbrbr** The Complex Has 2 Pools - 1 Heated.**brbr***This Condo is NOT Pet Friendly***

Ocean Villae Club I35: Soothing Ocean Village 2BR: Elevator & Pools

Saint Augustine, Florida, United States

Bed

Bath

Sleeps

Exceptional(7)

$409.59

This ground floor, pool view flat is fully furnished for your vacation stay with us. The large patio over-looking the pool and the separate dining area make this unit perfect for relaxing and enjoying time with friends and family. The unit sleeps 8 with a sleeper sofa in the living room, a King in the master bedroom, a Queen in the first guest bedroom, and 2 Twins in the second guest bedroom. The kitchen has everything you need. There are 2 televisions, a DVD Player, and a full-size Washer and Dryer for your convenience. Bring your beach towels, a hair dryer, and plan on having a wonderful time.

Ground Floor Unit With Large Dining Area And Patio Designed For Gatherings!

Saint Augustine, Florida, United States

Bed

Bath

Sleeps

Exceptional(29)

$200.28

Welcome to your slice of beach paradise! The condo is a 6 minute walk to the beautiful and tranquil Saint Augustine Beach. Just grab the beach chairs and towels provided. There are numerous restaurants in the area for whatever you're in the mood for. Walk around the corner to Salt Life Food Shack and enjoy dinner on their patio feeling the ocean breeze. The Saint Johns County Fishing Pier, volleyball courts, horseshoes, bocce ball, an art gallery, and a splash pad for the little ones are all a short walk. brbrThe St. Augustine Amphitheatre, Alligator Farm and St. Augustine Lighthouse are all located along the A1A and are minutes to drive to. Historic downtown St. Augustine is only a 10 minute drive. Explore while strolling historic streets with quaint little shops and eateries. This condo really is the perfect location nestled in between everything you need while adventuring in town. brbrThe condo sleeps up to four guests in two bedrooms. The master bedroom has a queen-size bed, 2 closets, a beautiful vanity table set, and an en-suite bathroom with a tub/shower combination. The second guest room provides 2 twin beds and a guest bathroom with a shower. Kitchen features include dishes, cooking utensils, electric range, dishwasher, toaster, and coffee maker. Smart TV and Internet are also provided. Relax and unwind on the comfy couch streaming your favorite shows. The community pool is just steps away from your door and the local YMCA is across the street.brbr-There are 2 unassigned parking spaces available in the outdoor lot brbr-Unit is located on the 2nd floor and requires going up a set of stairs

Beach Condo, WiFi, central AC, W+D, pool, near Amphitheatre

Saint Augustine, Florida, United States

Bed

Bath

Sleeps

Exceptional(16)

$373.81

“St Augustine Beach Retreat”brOceanfront resort that is the ideal homebase for your St. Augustine Vacation, just steps to the powdery sand or a brief drive transports you to Historic Downtown!brTrolley Shuttle to all area attractions!brbrEnjoy access to an abundance of resort amenities:brbr~ Impeccably maintained and secure resortbr~ Complimentary high-speed WiFibr~ BBQ grilling and picnic areabr~ Exquisite swimming poolsbr~ Five outdoor hot tubsbr~ Four tennis courtsbr~ Pickleball courtsbr~ ‍ Shuffleboard courtsbr~ Catch-and-release fishing pondsbr~ Clubhouse with a spacious outdoor deckbr~ Bocce ballbr~ ️Beautiful BeachbrVideo walkthrough: https://youtu be/DFfsjYOjbk4brbrEnjoy the balcony with partial ocean views and soak up the Florida sun! The bright airy corner unit with plenty of windows provides all day sunlight with it's southern exposure. The villa offers two bedrooms, each tastefully appointed to offer flexibility for families or groups of friends. The master bedroom provides a comfortable haven with a king-sized bed, a large window allowing plenty of sunlight and a master bathroom with new glass shower. The second bedroom is designed with two comfy twin beds, creating a cozy atmosphere for a restful night. There is also a queen pullout sofa for extra guests.brbrThe kitchen is fully equipped with everything you will need for your stay. The dining table seats six. “Bonus” the balcony also provides a BBQ grill.brbrWithin the resort you'll enjoy two sparkling swimming pools—one heated for the cooler seasons—and five rejuvenating hot tubs. Enjoy: pickleball, tennis, shuffleboard, bocce, fishing pond, BBQ grill area and more! You'll be just a brief couple-minute stroll to the sandy shores, where your days can be spent sunbathing, constructing sandcastles, or taking refreshing dips in the ocean, or take a leisurely walk along the beach to Beachcombers Restaurant for breakfast, lunch or dinner. Four beach chairs, beach umbrella and boogie boards included!brSecure a beach vacation like never before by securing your reservation now and start planning your trip to St Augustine Beach Retreat!brbrImportant You will be required to register your parking pass with the resort, the fee is $25 for your visit. There will be a link provided.brbrComplementary Beach Bus is available with a paid ticket on the downtown St Augustine Trolly TourbrbrTax #9808721

St Augustine Beach Retreat~ Oceanfront Resort ️2 Pools Hot Tubs Pickleball, Trolley!

Saint Augustine, Florida, United States

Bed

Bath

Sleeps

Exceptional(7)

$217.46

Sit back, relax and soak in the beach lifestyle! Whether you want to enjoy the beach, pool, restaurants or shops, you got it all at your fingertips while staying here! Quick 4 minute walk to the beach and all the things needed or a drive to historic downtown to check out the fort, we got it all! Walking distance from the beach, volleyball, basketball & tennis courts, sprinkler park, playground, the pier, restaurant, bars, ice cream shop and farmers market.brbrThe spacebrThis is a newly remodeled ground floor 2 bedroom, 2 bathroom condo with a beachy, light feel. The best part is being so close to the beach which is a 4 minute walk. All 3 beds are queen sized with comfort. We offer free WiF and basic cable in all the bedrooms and living room. We also offer washer and dryer for your convenience. Our kitchen is well stocked with all the cooking ware and dishes you will need if you decide to cook. We also have a coffee maker, blend and crock pot! We will provide essentials to get you started which are shampoo, conditioner, soap, detergent, dishwasher detergent, liquid dish soap, towels, toilet paper, paper towels and coffee filters.brbrGuest accessbrYou will have access to entire condo including the community poolbrbrOther things to notebrWe have 6 beach towels and two beach chairs, some beach toys and a cooler. Due to association rules, there is no grill at the condo, but there are grills at the end of the cul de sac on Clipper. brIf you have a pet please be sure to let us know the breed. 1 dog only and must be trained.

2-bed 2 bath condo in St. Augustine Beach with pool, resturants,shops and more!

Saint Augustine, Florida, United States

Bed

Bath

Sleeps

$533.76

St. Augustine Beach and Tennis Club 109 is a beautiful, fully renovated 3 bedroom, 2 bathroom ground floor oceanfront unit with a view of the dunes in an ocean front property with two outdoor pools, and is just steps away from the private boardwalk, beach, and pool. This property is located just a short drive away from shopping, art galleries, fine dining and the historic downtown St. Augustine. Features: 3 Bedroom, 2 Bathroom Ground Floor Condo Hard Surface Flooring Throughout Fully Equipped Kitchen Private Patio King Bed in Master Bedroom, King Bed in First Guest Bedroom, and a Queen Bed in Second Guest Bedroom Sleeps 6 TV in Living Room, and in all bedrooms Fully stocked condo including beach chairs and pool towels Towels and Linens Washer and Dryer in Unit Wireless Internet Non-Smoking No Pets

SABTC 109-Fully renovated 3/2 condo right on the ocean!

Saint Augustine, Florida, United States

Bed

Bath

Sleeps

$140.84

Laterra Registry pool side condo in exclusive World Golf Village King & Bear neighborhood. Walk from your patio down on to the pool deck & hot tub. Fully furnished condo offers all the amenities King & Bear has to offer, pool, exercise equipment, pickle ball / tennis. Laterra Registry spa and exercise amenities on site for an additional fee.brPerfectly located just minutes from St Augustine restaurants, shops, and beaches or Jacksonville.brSpend your vacation, business trip or both in this oasis getaway.

Luxury awaits, pool side condo.

Saint Augustine, Florida, United States

Bed

Bath

Sleeps

Exceptional(1)

$303.71