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

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111 properties
Vilano Beach
10 properties

St. Augustine

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437 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

(2) Excellent 

24

Vacation home in St. Augustine

Florida / St. Augustine

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Fond memories, pristine shorelines, and sparkling ocean waters await you at this pleasant 2-bedroom, 2-bath St. Augustine vacation rental house, which sleeps 7! With an ideal location on Anastasia Island, merely blocks from beautiful beaches, lively entertainment and in …see more

from $150 / night

$1,050 - $1,260 / week

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avg. 21 minutes

from $150 / night

34

Vacation condo in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
YOU CANNOT GET ANY CLOSER TO THE OCEAN!!!! (Check out picture #3 -- the arrow is pointing to our unit) Perfect for going back and forth to the beach. Welcome to 'Ocean's Gate Getaway'! Located on beautiful Anastasia Island, this first-floor direct ocean front vacation …see more

from $135 / night

$750 - $1,160 / week

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from $135 / 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

(66) Excellent 

Certificate of Excellence

17

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 28 minutes

from $100 / night

24

St. Augustine Vacation home rental

Florida / St. Augustine

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Your Sunshine State destination awaits at 'My Happy Place,' a stunning 5-bedroom, 2.5-bathroom vacation rental house in St. Augustine! With space to sleep 10 guests, a boatload of amenities, and a tranquil, tropical setting just 2 blocks from the sandy shores, your Flor …see more

from $225 / night

$1,575 - $4,200 / week

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avg. 8 minutes

from $225 / 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 $125 / night

$875 - $1,700 / week

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from $125 / night

(20) Very Good 

Certificate of Excellence

22

Vacation condo with shared pool in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Enjoy the pleasures of this luxurious condo nestled on Antastia Island near the old world charm and splendor located at the St. Augustine Ocean and Racquet Resort. Antastia Island has miles of beaches for you to enjoy. This adorable, freshly painted villa has a living …see more

Certificate of Excellence

from $100 / night

$650 - $850 / week

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Responds fast!
avg. 3 hours 25 minutes

from $100 / 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 - $995 / week

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avg. 1 hour 23 minutes

from $125 / night

20

St. Augustine Vacation home rental

Florida / St. Augustine

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Our beach house has a roof top sun deck with the most amazing panoramic views of downtown St. Augustine, the Inlet, Vilano Beach, and Vilano Bridge. The sunsets are gorgeous! This home has been set up with guests' comfort in mind. All new furniture & bedding! Everything …see more

from $295 / night

$2,065 - $2,275 / week

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from $295 / 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 $143 / night

$1,000 - $1,500 / week

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from $143 / night

(1) Excellent 

24

Vacation cottage rental

St. Augustine / Saint Augustine Beach

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
~March Special Discounted Rates- if you book 4 nights between March 1st- 6th you will get the 5th night free!!!~ Make plans to stay at this quaint 5-bedroom, 2-bathroom St. Augustine Beach vacation rental cottage for your next trip to the Sunshine State! Offering slee …see more

from $215 / night

$1,505 - $2,975 / week

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Responds fast!
avg. 21 minutes

from $215 / night

(2) Excellent 

23

Condo rental in Saint Augustine Beach with swimming pool, tennis court

St. Augustine / Saint Augustine Beach

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Our immaculate, comfortable condo awaits you on St. Augustine Beach located on beautiful Anastasia Island! We are a high quality listing, owner managed with attention to detail. Convenient driveway parking and private unit entry. Our beach condo has high speed wired and …see more

from $130 / night

$850 / week

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from $130 / night

(8) Excellent 

Certificate of Excellence

37

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! This townhome has been newly renovated! There is …see more

Certificate of Excellence

from $162 / night

$964 / week

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from $162 / night

21

Vacation apartment in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Hibiscus Resort J-304 Relax on one of the 2 decks of this spacious, well equipped 2 bedroom 2 bath condominium. Totally updated kitchen with all the amenities. The unit is clean, bright and inviting with a soothing décor that makes it the perfect place to chill after a …see more

from $120 / night

$700 - $900 / week

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Responds fast!
avg. 1 hour 39 minutes

from $120 / 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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avg. 1 hour 23 minutes

from $110 / night

(4) Excellent 

11

Home rental in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
Great historic cottage with lots if amenities! WiFi, cable, flat screen TVs, large kitchen , washer dryer. Beautiful patio , gas grill. Covered porch with swing. Cottage is located in the historic Lincolnville neighborhood, walk to shops and sites downtown. Horse …see more

from $150 / night

$1,050 / week

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Responds fast!
avg. 3 hours 50 minutes

from $150 / night

30

Vacation apartment with shared pool in St. Augustine

Florida / St. Augustine

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Come and enjoy the beach in this affordable condo that sleeps six comfortably. Beautifully decorated condo with balcony. It has tile floors and carpeting in the bedrooms. Just a short walk to the beach and you will see why this unit will begin booking up fast. Locate …see more

from $110 / night

$507 - $795 / week

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Responds fast!
avg. 1 hour 23 minutes

from $110 / 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

15

Vacation apartment in St. Augustine

Florida / St. Augustine

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
Ocean View - 1st Floor Welcome to Ocean House Condo 121 This Ocean View 2 bedroom, 2 bath condo is located on the ground floor with a view of the ocean from the patio... Just walk out the main doors of the condo and you are at the pool area and beach. This condo is a …see more

from $122 / night

$850 - $1,400 / week

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from $122 / night

(1) Very Good 

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

10

Vacation condo with shared pool in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

2 7 7 nights min

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Fully furnished and fully equipped beach condo. First unit next to the pool and only a short walk to our private beach access. Brand new kitchen with all SS appliances and granite. Freezer has ICE MAKER !! Unit is part of Sea Winds which is a beach side gated community …see more

from $165 / night

$850 / week

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Responds fast!
avg. 59 minutes

from $165 / night

25

Vacation home in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Sugar Sand Villa - A (down) Beautiful 2/1 ground floor unit – covered patio. Completely remodeled w/granite counters and top of the line appliances. Located in the heart of St. Augustine Beach just a few homes off the beach. Fenced in backyard / Pet Friendly. Wireless …see more

from $130 / night

$800 - $1,000 / week

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avg. 1 hour 39 minutes

from $130 / 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 $133 / night

$925 - $1,400 / week

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from $133 / night

25

Apartment rental in Saint Augustine Beach with shared pool

St. Augustine / Saint Augustine Beach

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Spend your next St. Augustine Beach retreat at this 2-bedroom, 2-bathroom vacation rental condo! The property sleeps up to 7 guests comfortably and is ideal for a family or group of friends looking to enjoy the beautiful Florida beaches. You'll have access to great comm …see more

from $109 / night

$763 - $1,225 / week

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Responds fast!
avg. 47 minutes

from $109 / night

17

Vacation camper van in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

1 8 2 nights min

  • 1 bedroom
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Across from St. Augustine Beach and only 7 miles from downtown! 2017 Coleman 28Ft Bunkhouse that sleeps 8. It comes with all of the comforts of a home, including 2 flat screen TVs, indoor/outdoor speakers, and plenty of room to stretch your feet. All stainless steel app …see more

from $80 / night

$560 / week

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Responds fast!
avg. 30 minutes

from $80 / 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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avg. 3 hours 9 minutes

from $155 / night

18

Vacation home in St. Augustine

Florida / St. Augustine

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
After recently spending some time in St. Augustine, our family fell in love with the city and wanted our own piece of this historical gem. While we’d love to enjoy our charming cottage year round, “real life” calls in another state and we’ve decided to share it with ot …see more

from $195 / night

$1,200 / week

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Responds fast!
avg. 1 hour 22 minutes

from $195 / night

20

Vacation condo in St. Augustine

Florida / St. Augustine

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
LOCATED ON THE SECOND FLOOR OF A 3-STORY BUILDING (60 UNITS TOTAL), OUR CONDO HAS A GREAT VIEW OF THE POOL AREA AND THE OCEAN FROM BOTH THE BEDROOM AND LIVING ROOM. A PRIVATE BALCONY CAN BE A SUPER PLACE TO BREAKFAST WHILE READING THE PAPER. ACCESS TO THE BEACH IS A SHO …see more

from $95 / night

$625 / week

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from $95 / night

(7) Good 

37

Vacation apartment with shared pool in St. Augustine

Florida / St. Augustine

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • 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 $110 / night

$525 - $795 / week

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Responds fast!
avg. 1 hour 23 minutes

from $110 / night

(1) Excellent 

36

St. Augustine Vacation apartment rental

Florida / St. Augustine

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
With only 48 units, Spanish Trace is one of the most sought after vacation experiences. Our unit at Spanish Trace sleeps a maximum of six and is one of the most economical getaway. Newly remodeled kitchen and first floor bathroom! Built on the shores of St. Augustine …see more

from $150 / night

$700 - $1,050 / week

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avg. 1 hour 23 minutes

from $150 / night

(4) Excellent 

24

Saint Augustine Beach Vacation apartment rental

St. Augustine / Saint Augustine Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Creston House 8B is a perfect getaway location. The resort is quaint and very well taken care of, so you don't get that 'overcrowded condo complex' feeling. The condo has a king bed in bedroom, and queen size sleeper sofa, including all the linens needed for a restful …see more

from $79 / night

$499 - $750 / week

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avg. 1 hour 37 minutes

from $79 / 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 $110 / night

$700 - $900 / week

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Responds fast!
avg. 1 hour 39 minutes

from $110 / night

31

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 & Pool View - 2 Bedroom & 2 Bath - 1st Floor 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 p …see more

from $129 / night

$900 - $1,450 / week

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from $129 / night

(1) Excellent 

21

Saint Augustine Beach Vacation condo rental

St. Augustine / Saint Augustine Beach

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Ask about children
  • Air conditioning
Whatever you are in St. Augustine for, this condo is in the perfect location for you. Here for the sights in Historical St. Augustine? You’re a 10 minute drive away! Want to spend some time on the beach? You can walk to it! Interested in the wild nature side of North F …see more

from $132 / night

$721 / week

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from $132 / 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 - $1,895 / week

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avg. 1 hour 23 minutes

from $200 / night

(1) Excellent 

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 - $970 / week

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avg. 1 hour 50 minutes

from $140 / night

30

Vacation apartment in St. Augustine

Florida / St. Augustine

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask about children
Charming Newly Remodeled, Ground Floor 1 Bedroom Condo overlooking the Pool. **Peak seasons, there is a 7-night minimum stay with a Saturday Check-in Creston House A5 offers spectacular sunrises and fun-filled days at the beach, the resort is small and quaint and ve …see more

from $61 / night

$427 - $1,095 / week

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from $61 / night

24

Vacation cottage in St. Augustine

Florida / St. Augustine

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
Experience the best of St. Augustine from this delightful 2-bedroom, 2-bathroom vacation rental cottage. This recently renovated home accommodates 4 guests in its spacious interior featuring an open floor plan and hardwood floors. Relaxation is at the forefront of the p …see more

from $125 / night

$875 - $1,253 / week

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Responds fast!
avg. 38 minutes

from $125 / night

(4) Excellent 

20

Vacation apartment 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
St. Augustine Beach/Crescent Beach all-Oceanfront condo complex with beautiful white sandy beaches framed by tall sea oats and sand dunes; yet only 15 minutes from historic downtown St. Augustine; our nation's oldest city! Four Winds Condominiums offers two heated pool …see more

from $145 / night

$875 - $80,000 / week

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from $145 / night