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

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81 properties
Vilano Beach
8 properties

St. Augustine

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328 Vacation rentals

20

Vilano Beach Vacation home rental

St. Augustine / Vilano Beach

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Pet friendly
Just steps from the ocean with beautiful oceans views , breathtaking sunrises and sunsets sits the Mermaid's Beach House. This charming A frame beach cottage has all of the amenities needed, just show up with flip flops and a bathing suit and enjoy. Lots of parking , wi …see more

from $210 / night

$1200 - $2600 / week

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avg. 3 hours 2 minutes

from $210 / night

20

Vacation condo rental

St. Augustine / Saint Augustine Beach

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Enjoy the privacy of a recently remodeled end unit, nicely furnished and loaded with extras (more of a 2nd home than a rental unit). Just bring your personal items. There are movies, toys and beach items, including boogie boards, for the kids. Nice china and crystal …see more

from $125 / night

$900 - $1100 / week

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from $125 / night

(1) Excellent 

22

St. Augustine Vacation apartment rental

Florida / St. Augustine

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Relax and enjoy our newly refurbished designer decorated 2 bedroom 2 bath oceanside condo. Peek at the ocean thru the living room window. Completely repainted and refreshed. There is a comfy queen bed in master with new mattress set and bedding. The guest room includes …see more

from $120 / night

$600 - $880 / week

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Responds fast!
avg. 2 hours 23 minutes

from $120 / night

(13) Very Good 

52

Vacation apartment with indoor pool, tennis court in St. Augustine

Florida / St. Augustine

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
Description, Amenities and Location Description in English, Spanish, and French. Relax and feel miles away from the ordinary in this open space condo, featuring contemporary and coastal décor. This condo was newly renovated by its incoming owner in April 2014. This …see more

from $200 / night

$1380 - $1700 / week

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from $200 / night

(17) 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
  • Swimming pool
  • Child friendly
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 l …see more

Certificate of Excellence

from $95 / night

$575 - $800 / week

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from $95 / night

(3) 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
T'his gorgeous ground floor one bedroom, one bath condo has recently been painted and redecorated, and overlooks the pool and courtyard. New Glenwood Coastal Cypress flooring installed in November 2014. New living room furniture in Nov. 2014. This condo has plenty of ro …see more

from $79 / night

$550 - $700 / week

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Responds fast!
avg. 1 hour 42 minutes

from $79 / night

35

Apartment rental in St. Augustine with shared pool

Florida / St. Augustine

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Come and enjoy the beach in this affordable condo that sleeps six comfortably. Beautifully decorated ground floor condo with patio. 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 fa …see more

from $110 / night

$475 - $795 / week

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Responds fast!
avg. 3 hours 22 minutes

from $110 / night

(2) Excellent 

34

Apartment rental in St. Augustine with shared pool

Florida / St. Augustine

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
First time this condo has ever been on a rental program. Be one of the first to stay in this beautifully decorated ground floor condo that sleeps six. This condo was renovated just two years ago. It has tile floors and carpeting in the bedrooms. Just a short walk to …see more

from $110 / night

$475 - $795 / week

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Responds fast!
avg. 3 hours 57 minutes

from $110 / night

26

St. Augustine Vacation apartment rental

Florida / St. Augustine

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • 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 $150 / night

$895 - $1495 / week

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Responds fast!
avg. 3 hours 57 minutes

from $150 / night

(1) 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

$1050 / week

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Responds fast!
avg. 3 hours 2 minutes

from $150 / night

(5) Excellent 

83

Saint Augustine Beach Vacation townhouse rental

St. Augustine / Saint Augustine Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
WE SURVIVED HURRICANE MATTHEW WITHOUT ANY DAMAGE!!!!! Come relax in our St. Augustine ocean side townhouse. Just a few steps away (1 to 2 minute walk) from the beach and less than 15 minutes from historic St. Augustine. This townhouse has been completely renovated an …see more

from $150 / night

$900 - $1700 / week

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from $150 / night

36

St. Augustine Vacation home rental

Florida / St. Augustine

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
Enjoy a unique Atlantic Ocean boating & beach vacation in a lovely, private home just south of historic St. Augustine. Waters Three is located on a canal connecting to the Matanzas River / Intercoastal Waterway. This home is one of the few vacation properties that has …see more

from $125 / night

$852 - $1795 / week

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Responds fast!
avg. 3 hours 57 minutes

from $125 / night

(3) Very Good 

32

Vacation condo in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Looking for the WOW unit with an amazing view in Colony Reef? Come stay at 3205 Colony Reef Club! This beautiful 3 bedroom 2 bath condo offers incredible ocean views from the moment you walk in the door, the living room, dining room, master bedroom, and the large covere …see more

from $125 / night

$800 - $1500 / week

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from $125 / night

15

Home rental in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly
Brand new, beautifully furnished and decorated, four bedroom, four bath house in the best neighborhood at the beach. Beach access is just a two minute walk to "one of the Ten Best Beaches in the World". There is also vehicle access nearby. The large living room has 14 f …see more

from $350 / night

$2200 - $3875 / week

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from $350 / night

(7) Excellent 

14

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

$1985 - $3200 / week

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from $315 / night

(6) Excellent 

Certificate of Excellence

26

Vacation home with shared pool in St. Augustine

Florida / St. Augustine

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Peaceful and Cozy Lake Home In St Augustine..Pet Friendly. Spacious peaceful home in St Augustine It has 2 bedrooms and 2 baths on a small lake. Development has an Olympic sized pool on the intercoastal with beautiful long hiking and bicycle paths throughout. Bring y …see more

Certificate of Excellence

from $199 / night

$999 / week

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Responds fast!
avg. 1 hour 18 minutes

from $199 / 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
  • Child friendly
  • 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 $125 / night

$600 - $1295 / week

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Responds fast!
avg. 3 hours 57 minutes

from $125 / night

(3) Very Good 

43

Saint Augustine Beach Vacation condo rental

St. Augustine / Saint Augustine Beach

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
Beautiful 2bd/2bth St.Augustine beach condominium located on the 2nd floor in prestigious Ocean Gallery resort with a breathtaking southern exposure view of the Ocean. Easy access to the pool, hot tub, and steps away from the beach, shopping, and much more. When you wa …see more

from $245 / night

$1600 - $3065 / week

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from $245 / night

20

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 body, table {font:12pt arial,sans-serif;} 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 t …see more

from $97 / night

$675 - $1300 / week

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Responds fast!
avg. 51 minutes

from $97 / night

37

Vacation home in St. Augustine

Florida / St. Augustine

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Leave your worries behind as you take your family and friends on an amazing trip to one of America's oldest cities! This St. Augustine townhome makes it easy to enjoy sandy Florida beaches, as well as providing a nice place to come home to after trips to the area's down …see more

from $91 / night

$637 / week

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Responds fast!
avg. 3 hours 5 minutes

from $91 / night

(2) Excellent 

31

Apartment rental in Saint Augustine Beach with indoor pool

St. Augustine / Saint Augustine Beach

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 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 $149 / night

$903 - $1480 / week

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Responds fast!
avg. 29 minutes

from $149 / night

(1) Excellent 

12

Vacation home in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
  • Pet friendly
Our cozy beach cottage is just steps to the beach. You can have your toes in the sand in less than a minute. This two bedroom house has two queen size beds and a queen size sleeper sofa. Enjoy ocean views from the front sunroom, living area and back deck. Downtown St A …see more

from $168 / night

$1049 / week

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from $168 / night

(9) Excellent 

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, Wifi, HDTV, DVR and free long distance. We keep two beach bikes …see more

from $129 / night

$650 - $895 / week

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Responds fast!
avg. 3 hours 34 minutes

from $129 / night

(8) Very Good 

31

Vacation cottage in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.06 mi
  • Child friendly
Our Beach Cottage is just steps away from one of the world's finest beaches... single story living, with 2 bedrooms: 1 with queen bed, 1 with 2 twin beds, comfortable open dining/living area with queen sofa bed, and two full bathrooms. The spacious fully equipped kitche …see more

from $249 / night

$1300 - $1720 / week

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from $249 / night

(1) Very Good 

35

Vacation apartment with shared pool 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
Enjoy this beautifully decorated 2 bedroom, 2 baths 2nd 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 - $795 / week

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Responds fast!
avg. 3 hours 57 minutes

from $125 / night

30

Vacation home in St. Augustine

Florida / St. Augustine

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Boasting an updated, modern kitchen, multiple decks with incredible views, and private beach access, this spacious, oceanside home offers plenty of room for up to eight lucky guests. Close to historical St. Augustine (considered "America's Oldest Town"), this rental is …see more

from $132 / night

$924 / week

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from $132 / 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 - $1050 / week

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Responds fast!
avg. 1 hour 52 minutes

from $100 / night

21

Vacation home rental

St. Augustine / Saint Augustine Beach

3 12 Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Barefootin' Beach Duplex is only 45 barefoot steps to the dune (only 3 houses away)! You can see the ocean from your top floor decks and bedrooms,and then head off to the beach, or just swim in the beautiful heated pool in your backyard and have cocktails on the oceanv …see more

from $235 / night

$1870 - $2000 / week

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from $235 / night

(2) Very Good 

37

Home rental in St. Augustine

Florida / St. Augustine

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Get your perfect Florida vacation started with this incredible Saint Augustine condo, complete with nearby beach access, a dog-friendly attitude, and a wraparound deck! This home for four has easy access to Anastasia Island's shopping and dining, with St. Augustine's do …see more

from $82 / night

$574 / week

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from $82 / 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. 2 hours 57 minutes

from $155 / night

(3) Excellent 

22

Vacation apartment in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
1st Street Retreat is a newly updated open concept DOG FRIENDLY studio apartment with a fenced in yard, outdoor shower, bbq, firepit and seating area it is 1 block from the beach and within walking distance to all the restaurants. Included in the rental are all kitchen …see more

from $105 / night

$700 - $850 / week

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Responds fast!
avg. 1 hour 19 minutes

from $105 / night

(1) Excellent 

32

Apartment rental in Saint Augustine Beach with shared pool

St. Augustine / Saint Augustine Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
When you stay at Spanish Trace 232, not only are you just yards from St. Augustine Beach, but you can also stop for a swim in a large pool during your short walk to the beach’s sugary white sands. That’s right: Both a spectacular pool and one of Florida’s best beaches—a …see more

from $119 / night

$800 - $1040 / week

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Responds fast!
avg. 58 minutes

from $119 / night

(4) Excellent 

12

Apartment rental in St. Augustine with shared pool

Florida / St. Augustine

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Great beach shabby chic decorating with HDTV, wifi, washer/dryer, flat screen, two rusted beach bikes for cruising the beach and town and beach toys all at an unbeatable price per week. You can't match great condo, great Club with a great price. Take some time and look …see more

from $99 / night

$450 - $695 / week

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Responds fast!
avg. 3 hours 34 minutes

from $99 / night

38

Vacation home in St. Augustine

Florida / St. Augustine

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
They say a view is worth a thousand words so just imagine waking up and watching the dolphins play right in front of your eyes. Whether it’s with your morning coffee or having an evening drink, you will love the view. Ocean Breeze is the perfect place to spend your vac …see more

from $275 / night

$1895 - $3295 / week

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Responds fast!
avg. 3 hours 57 minutes

from $275 / night

36

St. Augustine Vacation apartment rental

Florida / St. Augustine

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • 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

$795 - $1050 / week

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Responds fast!
avg. 3 hours 22 minutes

from $150 / night

(26) 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 $99 / night

$625 - $839 / week

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from $99 / night

(3) Very Good 

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 $150 / night

$775 - $975 / week

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from $150 / night

(1) Excellent 

17

St. Augustine Vacation home rental

Florida / St. Augustine

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
This quiet three-bedroom St. Augustine vacation home is just steps from the sea, featuring breathtaking views for six lucky guests! Plan a trip with close friends or even a small wedding at this charming retreat! The home sits on top of a 35-foot oceanfront dune. Spend …see more

from $146 / night

$1022 / week

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from $146 / 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
  • Child friendly
  • 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 $150 / night

$895 - $1695 / week

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Responds fast!
avg. 3 hours 57 minutes

from $150 / night

(1) Very Good 

27

Vacation townhouse 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
  • Swimming pool
  • Child friendly
Making Memories One Family at a Time (Please contact us prior to paying to book it now to insure availability of unit, thank you!) This beautiful 1200 sqft town home is furnished with all the conveniences of home: full kitchen, 2 bathrooms, attached garage, washer/dry …see more

from $145 / night

$800 - $1125 / week

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from $145 / night