50 Best St. Augustine Beach rentals on Holiday Lettings - Vacation rentals

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House rentals Saint Augustine Beach
105 properties

St. Augustine

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401 Vacation rentals

39

Vacation townhouse in Vilano Beach

St. Augustine / Vilano Beach

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
Our 1265 soft Townhome is located 1 BLOCK from the ocean on an Island in Vilano beach. Its a 10 min drive to St Augustine Historic Downtown, the nations oldest city. 20 min drive to Mickler's Beach, 25 min drive to PGA TOURNAMENT, 35 mins to Jacksonville Beach, 37 mins …see more

from $160 / night

$1,120 / week

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from $160 / night

(7) Excellent 

Certificate of Excellence

53

Vacation apartment in St. Augustine

Florida / St. Augustine

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Ask about children
Welcome Aboard and be prepared to fall in love with this beautiful townhome. This two level townhome in the Island House community is spacious and lovely and you will wonder what took you so long to make this vacation! Wake up to views of the ocean from the master bed …see more

Certificate of Excellence

from $118 / night

$850 / week

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from $118 / night

(11) Excellent 

Certificate of Excellence

17

Vacation apartment with shared pool in St. Augustine

Florida / St. Augustine

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Total renovation with all white kitchen, granite, stainless steel appliances, white tile floors, beautifully decorated with original art and shabby chic beach look. Fluffy white towels, 42/32" flat screens, fiber optics,Wifi, HDTV, DVR and free long distance. We keep tw …see more

Certificate of Excellence

from $129 / night

$695 - $950 / week

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Responds fast!
avg. 1 hour 55 minutes

from $129 / night

16

Vacation apartment in St. Augustine

Florida / St. Augustine

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
Ocean View & Pool View - 2nd Floor Welcome to Ocean House Condo 208 This Ocean & Pool View, 3 bedroom, 2 bath condo is located close to the swimming pool on the second floor, offering great views! Just walk down a flight of steps and you are at the pool, ocean, barbaq …see more

from $133 / night

$925 - $1,500 / week

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from $133 / night

26

St. Augustine Vacation apartment rental

Florida / St. Augustine

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Imagine spending your vacation directly on the beach with 2 balconies overlooking the beach, this totally redecorated 2-storey townhouse at Sea Place 11211 offers you a private view of one of the most beautiful beaches you could ever have dreamed of, situated just steps …see more

from $200 / night

$909 - $1,495 / week

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Responds fast!
avg. 3 hours 2 minutes

from $200 / night

(31) Excellent 

Certificate of Excellence

15

Vacation apartment rental

St. Augustine / Saint Augustine Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Enjoy your vacation time in this premium direct oceanfront condo. Located on the top floor, end unit at Beachers Lodge, you're directly on beautiful Crescent Beach. This condo has excellent, close up oceanfront views. You'll see and hear the waves on the beach while rel …see more

Certificate of Excellence

from $108 / night

$670 - $915 / week

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from $108 / night

20

Vacation home in St. Augustine

Florida / St. Augustine

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Ask about children
Located across the street from the beach, Surfer Girl is an excellent get-away retreat for the outdoor enthusiast. There are two convenient beach access paths, (one just to the North and the other just to the South), that allows easy access to the beautiful Vilano Beach …see more

from $165 / night

$1,138 / week

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from $165 / night

22

St. Augustine Vacation apartment rental

Florida / St. Augustine

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
Historic building fully renovated in 2013. The interior of the apartment has been tastefully decorated to match the style of the time, but with all the modern conveniences. Beautiful backyard with a large 36' heated pool (April - October). Two queen size beds, wi-fi, 3 …see more

from $95 / night

$640 - $780 / week

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Responds fast!
avg. 1 hour 37 minutes

from $95 / night

20

Vacation apartment with shared pool in St. Augustine

Florida / St. Augustine

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
Welcome to Ocean House Condo 116 Beautiful beach condo!!!! This 2 bedroom 2 bath condo is located on the ground floor directly between the ocean front swimming and putting green and offers some ocean views from the patio. View 2 bedroom, 2 bath condo is located on th …see more

from $118 / night

$825 - $1,300 / week

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from $118 / night

15

Vacation apartment with shared pool in St. Augustine

Florida / St. Augustine

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
Ocean Front - 3rd Floor Welcome to Ocean House Condo 322 2 Bedroom, 2 Bath - 3rd Floor Excellent Ocean Front Views & Intracoastal Views This Direct Ocean Front & Intracoastal View condo has 2 bedrooms, 2 baths and is located on the third floor. You have excellent o …see more

from $80 / night

$925 - $1,400 / week

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from $80 / night

(65) Excellent 

Certificate of Excellence

14

Vacation apartment rental

Florida / St. Augustine

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Quiet ground floor apt with your own private patio where you can hear the surf A stones throw from Vilano Beach you will enjoy fishing surfing beach driving sunbathing and occasionally spotting the bottlenose dolphins Located 2 miles north of St Augustine the Old …see more

Certificate of Excellence

from $100 / night

$700 / week

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Responds fast!
avg. 2 hours 44 minutes

from $100 / night

39

Home rental in St. Augustine

Florida / St. Augustine

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Enjoy the Atlantic Coast of Florida with the family or a few friends at this cozy, two-level, St. Augustine Beach condo complete with two balconies, a full kitchen, shared pool, and private beach access. This two-bedroom vacation rental is located right off Beach Blvd. …see more

from $99 / night

$693 / week

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from $99 / night

31

Vacation apartment in St. Augustine

Florida / St. Augustine

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
Ocean & Pool & ICW View - 3rd Floor Welcome to Ocean House Condo 312 2 Bedroom, 2 Bath - 3rd Floor Ocean, Pool & Intracoastal View This Ocean & Pool & Intracoastal View 2 bedroom, 2 bath condo is on the third floor, located in the middle of the building. You have a …see more

from $118 / night

$825 - $1,300 / week

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from $118 / night

(3) Excellent 

11

St. Augustine Vacation apartment rental

Florida / St. Augustine

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 7 mi
  • Swimming pool
  • Child friendly
Historic building fully renovated in 2013. The interior of the apartment has been tastefully decorated to match the style of the time, but with all the modern conveniences. Beautiful backyard with a large 36' heated pool (April-October) . Two bedrooms with queen size b …see more

from $115 / night

$690 - $970 / week

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Responds fast!
avg. 1 hour 37 minutes

from $115 / night

24

Vacation home in St. Augustine

Florida / St. Augustine

3 11 Min stay varies

  • 3 bedrooms
  • Sleeps 11
  • Min stay varies
  • Child friendly
  • Air conditioning
Maximize your next trip to beautiful St. Augustine when you stay at this updated 3-bedroom + loft, 2-bath vacation rental house that sleeps 10 travelers. This property sits a short walk from the dunes at Vilano Beach and down the street from a water taxi stop. Walk to s …see more

from $236 / night

$1,652 - $3,423 / week

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Responds fast!
avg. 45 minutes

from $236 / night

39

Vacation apartment in St. Augustine

Florida / St. Augustine

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Located in an oceanfront resort with two swimming pools (one heated), tennis courts, fitness center, shuffleboard, and so much more. The condo is conveniently located close to historic downtown St. Augustine. It's the perfect resort to start enjoying your vacation, anyt …see more

from $125 / night

$611 - $995 / week

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Responds fast!
avg. 3 hours 2 minutes

from $125 / night

15

Vacation condo with shared pool in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Dig your toes in the sand and relax at this beach front condo. This condo offers private access to the boat and fishing dock on the Intracoastal and you are just a few steps away from the beach. It has a great back patio to sip your coffee and watch the sunrise. Late …see more

from $130 / night

$760 - $1,125 / week

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from $130 / night

17

Condo rental in St. Augustine

Florida / St. Augustine

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
  • Air conditioning
This ocean view 2 bedroom 2 bath condo is located in St. Augustine's Beach & Tennis Club. The master suite has a king size bed with a view of the Atlantic Ocean. The guest room has 2 twin beds and the living room is equipped with a sleeper sofa that sleeps 2. The livin …see more

from $160 / night

$1,120 / week

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from $160 / night

(1) Excellent 

12

Vacation apartment in St. Augustine

Florida / St. Augustine

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
Ocean & Intracoastal View - 2nd Floor Welcome to Ocean House Condo 207 This Ocean & Intracoastal View, 2 bedroom, 2 bath condo is located on the second floor, on the Northside of the building. Just walk out the main doors of the condo and you are at beach. This condo …see more

from $104 / night

$725 - $1,200 / week

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from $104 / night

(3) Excellent 

38

Vacation apartment with shared pool in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
With one of the best views at Ocean Village Club you have a perfect view of the beach side pool and ocean view all in one. Ocean Village Club is a family-friendly resort with all the amenities you could ask for. From the moment you enter our beautifully decorated condo …see more

from $150 / night

$711 - $1,295 / week

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Responds fast!
avg. 3 hours 2 minutes

from $150 / night

20

Vacation apartment with shared pool in St. Augustine

Florida / St. Augustine

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
Ocean View & Intracoastal View - 2nd Floor Welcome to Ocean House Condo 215 This Ocean View and Intracoastal View 2 bedroom, 2 bath condo is on the second floor, located on the southern corner of the building. Just walk out and you are at the pool, barbaque grills, …see more

from $80 / night

$925 - $1,400 / week

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from $80 / night

(1) Excellent 

47

Vacation apartment in St. Augustine

Florida / St. Augustine

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 25 mi
  • Swimming pool
  • Child friendly
Luxury Condo Wall Mounted 55 Inch TV in Master Bedroom Wall Mounted 49 Inch TV in Bedroom 2 Bedrooms 3 Wall Mounted 32 TV inch Sleep up to 8 People Washer & Dryer Modern kitchen With Cookware 65 Inch Tv In Living Room Blu Ray - DVD Player Cable/Movies On demand Wifi Go …see more

from $159 / night

$999 / week

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Responds fast!
avg. 2 hours 41 minutes

from $159 / night

(4) Excellent 

18

Vacation townhouse rental

St. Augustine / Saint Augustine Beach

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Air conditioning
  • Pet friendly
  • Private garden
My place is a 5 minute walk to the beach (220 strides), restaurants and dining, great views, family-friendly activities, and art and culture. My place is good for couples, solo adventurers, and business travelers. There is a desk and a printer if you must work. This is …see more

from $119 / night

$833 / week

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Responds fast!
avg. 2 hours 28 minutes

from $119 / night

(1) Excellent 

21

Vacation condo in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
I offer our guests an oceanfront & very comfortable 2 bedroom condo. Two full baths with twin beds in one room and king bed in master, plus a sleep sofa in the living area if needed. This unit is very clean and offers nice kitchen appliances & accessories & full size wa …see more

from $100 / night

$700 - $1,050 / week

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Responds fast!
avg. 1 hour 36 minutes

from $100 / night

(4) Excellent 

25

Vacation home in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This is "Old Florida" at its finest. Located on 3 acres on the St Johns River in Colee Cove. This is the guest house on our property that was the original house built in 1949 and moved and renovated at the front of the property in 2000. The house sleeps six comfortab …see more

from $155 / night

$801 / week

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Responds fast!
avg. 3 hours 11 minutes

from $155 / night

(2) Excellent 

31

Apartment rental in Saint Augustine Beach with indoor pool

St. Augustine / Saint Augustine Beach

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Get an authentic taste of beach living at its finest by escaping to 'Sandy Feet,' a wonderful St. Augustine Beach vacation rental condo! Ideally situated in pristine oceanfront complex mere steps away from the sand and surf, 'Sandy Feet' ensures a seaside getaway you wo …see more

from $175 / night

$1,225 - $1,550 / week

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Responds fast!
avg. 45 minutes

from $175 / night

29

Vacation apartment in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Spanish Trace 223 This comfortable 2 bedroom 2 bath townhome is the perfect place to relax. Enjoy watching the waves from your sofa whlie lounging in the living room. The well equipped kitchen is perfect for a quick meal. The master bedroom also has wonderful Atlant …see more

from $95 / night

$625 - $900 / week

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Responds fast!
avg. 1 hour 37 minutes

from $95 / night

28

Vacation apartment in St. Augustine

Florida / St. Augustine

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
** When you call reference code SD2-408 or Sand Dollar 2-408 ** The ocean is right outside your window and beneath your breezy balcony when you stay at Sand Dollar II 408, our 4thfloor corner beachfront condo on Crescent Beach located in St. Augustine. With the Intraco …see more

from $399 / night

$1,194 - $2,607 / week

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Responds fast!
avg. 3 hours 56 minutes

from $399 / night

20

Vacation apartment in St. Augustine

Florida / St. Augustine

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
Ocean Front - 2nd Floor Welcome to Ocean House Condo 201 This Ocean Front & Intracoastal view, 2 bedroom, 2 bath condo is located on the second floor, Northeast side of the building...offers great views! Just walk out and you are at the ocean or pool. This condo is a …see more

from $133 / night

$925 - $1,400 / week

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from $133 / night

31

St. Augustine Vacation home rental

Florida / St. Augustine

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Have you ever wanted to have a vacation with your own pool and close to the beach, well you will love to make this vacation home your dream come true. So whether you are boating, kayaking, or fishing, you have it all here at Blue Horizon. And if that’s not enough this …see more

from $300 / night

$1,566 - $2,495 / week

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Responds fast!
avg. 3 hours 2 minutes

from $300 / night

27

Vacation townhouse in Vilano Beach

St. Augustine / Vilano Beach

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
Spacious 3/2 end unit Town home sleeps 8 in beds! You'll love My Florida Oasis in beautiful, historic St. Augustine Florida. Where else can you visit and be surrounded by beaches, waterways, a Spanish fort, the oldest house and oldest school house in the U.S.? There's s …see more

from $140 / night

$850 - $998 / week

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from $140 / night

37

Vacation apartment in St. Augustine

Florida / St. Augustine

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Enjoy our island-themed condo on the ground floor of the fun, family-oriented beach side Ocean Village Club complex. With space for the family, an enviable location, all the amenities of resort living, included wireless high speed Internet, and free unlimited long dista …see more

from $110 / night

$525 - $795 / week

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Responds fast!
avg. 3 hours 2 minutes

from $110 / night

(1) Excellent 

26

Vacation home with swimming pool in St. Augustine

Florida / St. Augustine

4 14 Min stay varies

  • 4 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Carpe Diem This pet friendly four bedroom and four and a half bath home will comfortably accommodate up to 14 guests, so bring the whole family. Why chose between the beach or your own pool? Carpe Diem has both! Swim in your own private, screened-in heated swimming po …see more

from $320 / night

$2,000 - $3,000 / week

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Responds fast!
avg. 1 hour 37 minutes

from $320 / night

37

Vacation apartment with shared pool in St. Augustine

Florida / St. Augustine

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Enjoy this beautifully decorated 2 bedroom, 2 baths 3rd floor condo located in St. Augustine Ocean and Racquet. Only a short walk to the beach with a large, relaxing outdoor Jacuzzi. You get the amenities of the resort, including two pools, tennis courts, and fishing po …see more

from $125 / night

$595 - $895 / week

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Responds fast!
avg. 3 hours 2 minutes

from $125 / night

(3) Excellent 

Certificate of Excellence

30

Vacation home in St. Augustine

Florida / St. Augustine

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
This well appointed home will provide comfort for multiple families with its two kitchens, five bedrooms and three full baths. The moment you drive up to Bella Vita you realize the hard work, compassion and attention to detail that was put into the remodeling of this l …see more

Certificate of Excellence

from $174 / night

$1,170 / week

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from $174 / night

(7) Excellent 

13

Vacation home in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Ocean view private 2-story home with new L shaped saltwater pool. The home's owners are also the owners of nearby Beachfront Bed & Breakfast and La Fiesta Ocean Inn & Suites and have just renovated and newly furnished this wonderful private home on large lot in very nic …see more

from $315 / night

$1,985 - $3,200 / week

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from $315 / night

25

Apartment rental in St. Augustine with shared pool

Florida / St. Augustine

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
New furniture, new linens, new flooring, new appliances, new patio furniture, new flat screens and so much more. The patio of our 3-bedroom condo at Sea Haven 512 looks out on a panoramic view that includes miles and miles of the beautiful Atlantic Ocean, sandy beach …see more

from $200 / night

$1,124 - $1,795 / week

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Responds fast!
avg. 3 hours 2 minutes

from $200 / night

(7) Excellent 

Certificate of Excellence

76

Saint Augustine Beach Vacation home rental

St. Augustine / Saint Augustine Beach

4 11 3 nights min

  • 4 bedrooms
  • Sleeps 11
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
RECENT UPDATES: No damage from hurricane Mathew; 6.2 ft. J C surfboard for intermediate surfers, and the 8 ft. soft top surfboard Vitamix high speed $300+ blender New soft memory foam mattress toppers SUSTAINABLE HOUSE FEATURES: 3 solar systems: 17 panel Solar PV syst …see more

Certificate of Excellence

from $269 / night

$1,695 - $3,619 / week

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from $269 / night

(1) Excellent 

17

Vacation home in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
Old beach cottage, one of the first 10 homes built on Anastasia Island in 1914 is located 2 homes in from beach. Only steps from the beach with no roads to cross. Several good restaurants nearby within walking or biking distance. 4.5 miles from the old town and fort. 2 …see more

from $150 / night

$1,050 / week

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Responds fast!
avg. 3 hours 10 minutes

from $150 / night

41

Vacation apartment rental

Florida / St. Augustine

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
****5 Night Minimum Stay Required**** Ocean Front Complex - New to Rental Market Get an authentic taste of beach living at its finest by escaping to St. Augustine Beach and Tennis, #3, a wonderful St. Augustine Beach vacation rental condo! Ideally situated in a pristi …see more

from $200 / night

$1,024 - $1,795 / week

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Responds fast!
avg. 3 hours 2 minutes

from $200 / night