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

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Vilano Beach
10 properties

St. Augustine

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236 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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from $210 / night

(14) Very Good 

Certificate of Excellence

21

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 $96 / night

$575 - $800 / week

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from $96 / night

(8) 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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from $129 / night

(2) Excellent 

26

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 $100 / night

$495 - $795 / week

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from $100 / night

(3) Excellent 

37

Vacation apartment with shared pool in St. Augustine

Florida / St. Augustine

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
  • 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

$495 - $795 / week

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from $110 / night

34

Vacation home in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

2 10 7 nights min

  • 2 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
**Teeming Vacation Rentals present Cranberry Cottage in St. Augustine Beach** Cranberry Cottage is teeming with personality and great location. This cozy home offers you and your family the perfect vacation spot and is located just 100 steps from one of the most pristi …see more

from $122 / night

$850 - $2063 / week

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from $122 / night

24

Vacation cottage rental

St. Augustine / Saint Augustine Beach

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
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 sleeping space for 12 guests, top notch amenities and an unbeatable oceanside location, ‘Salty Dog” leaves little to th …see more

from $215 / night

$1290 - $2550 / week

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from $215 / night

(2) Excellent 

16

Vacation townhouse rental

St. Augustine / Saint Augustine Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Pet friendly
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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from $119 / 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 $129 / night

$903 / week

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from $129 / night

(4) Excellent 

12

Apartment rental in St. Augustine with shared pool

Florida / St. Augustine

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • 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 - $696 / week

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from $99 / night

(2) 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 - $1395 / week

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from $79 / night

24

Vacation home in Vilano Beach

St. Augustine / Vilano Beach

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
When looking for an Oceanfront Beach House Vacation Rental look no further. Octagon Blue, two different sized octagons connected to become one beautiful ocean front home. The entire East side of the home includes floor to ceiling windows facing the ocean. Our guests lov …see more

from $299 / night

$2099 - $2599 / week

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from $299 / night

24

St. Augustine Vacation apartment rental

Florida / St. Augustine

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Suitable for children age 5+
  • Air conditioning
  • Pet friendly
Experience all that St. Augustine has to offer when you book this 2-bedroom, 2-bathroom apartment that comfortably sleeps 6. Ideally located in the heart of historic St. Augustine, above Preserved Restaurant, this newly renovated unit is the perfect home-base for a fami …see more

from $150 / night

$900 - $1590 / week

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from $150 / night

(2) Excellent 

52

Saint Augustine Beach Vacation home rental

St. Augustine / Saint Augustine Beach

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
POOL COMING SOON! Come stay with us in our beautiful, and secluded, five bedroom, four and a half bathroom beach house just steps from the alluring, virgin shores of Saint Augustine Beach. Enjoy the only roof top deck on the beach, while you take in all that this charmi …see more

from $300 / night

$2100 / week

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from $300 / night

24

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 $135 / night

$1138 / week

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from $135 / night

(3) Very Good 

33

Vacation home rental

Florida / St. Augustine

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Ask about children
  • Air conditioning
Great 4-bedroom 4-bath home located just across the street from the Ocean that allows for fantastic views from the spacious balconies. Additional amenities include: coffee maker, outdoor shower, near beach, outlet shopping, beach, oven/range, garbage disposal, cookware …see more

from $210 / night

$1627 / week

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from $210 / 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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from $150 / night

(5) Very Good 

84

Vacation apartment 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
Great condo in a great st. Augustine beach resort. Ocean Gallery is a many time winner of the "best location on the beach" award. Ocean Gallery provides concierge services for your many needs. Included are bikes, beach chairs and umbrellas. They will help you ge …see more

from $140 / night

$1150 - $1750 / week

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from $140 / night

47

Vacation apartment in St. Augustine

Florida / St. Augustine

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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 Pets under 30 lbs Welcome Washer & Dryer Modern kitchen With Cookware 65 In Tv In Living Room Cable/Movies On demand Wifi …see more

from $198 / night

$1297 / week

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from $198 / night

(1) Excellent 

20

Vacation home in Vilano Beach

St. Augustine / Vilano Beach

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Sitting high on a 35 foot dune, the Casa Pelicanos Beach House's secluded location allows you to enjoy endless ocean views from the windows and doors and its sprawling balcony space. Just a few steps and you are on the beach. A short 10 minute drive from historic Saint …see more

from $395 / night

$1695 - $2995 / week

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from $395 / night

37

Vacation apartment with shared pool in St. Augustine

Florida / St. Augustine

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 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 - $795 / week

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from $125 / night

(1) Excellent 

13

Vacation home with shared pool in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This cozy little beach house has 1 bedroom with a queen bed and 2 pull out sofa's with an expandable wall partition for extra privacy. It is fully equipped with everything you need to begin enjoying your relaxing stay by the beach! Large deck for enjoying the warm morn …see more

from $100 / night

$525 - $570 / week

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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

$802 / week

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from $155 / night

(2) Very Good 

28

Home accommodation in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.02 mi
  • Child friendly
Our Oceanside Beach House is just steps away from one of the world's finest beaches and features a Great Room with Fireplace, Full Kitchen, 2 Bedrooms, 2-1/2 baths, and Deck. You'll feel at home as soon as you walk in the door of Our Beach House. A dramatic (and romanti …see more

from $239 / night

$1673 / week

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from $239 / night

27

Vacation home in St. Augustine

Florida / St. Augustine

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
Ocean Views are just the beginning when you choose to stay at Surf View. It is located less than one (1) short block to the beach. There is an extremely large balcony to just sit back and enjoy the beautiful views of the ocean. With wooded areas behind the home and oce …see more

from $250 / night

$1395 - $1950 / week

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from $250 / night

36

Apartment rental in St. Augustine with shared pool

Florida / St. Augustine

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • 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 405, a wonderful St. Augustine Beach vacation rental condo! Ideally situated in a prist …see more

from $150 / night

$795 - $1195 / week

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from $150 / night

39

Vacation apartment in St. Augustine

Florida / St. Augustine

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • 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

$595 - $995 / week

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from $125 / night

9

Vacation condo in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Pet Friendly one bedroom condo oceanfront , remodel unit with Jet tub, microwave, toaster, coffee maker, pots and pans and dishes, all utensils, linens and towels provided. this oceanfront condo sits on the beach 45ft from the Atlantic ocean. Remodel unit, great locati …see more

from $119 / night

$750 / week

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from $119 / night

(4) Very Good 

25

Condo 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
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Our spacious 2 BD / 2 BA ocean view condo, located on the beach, is ready to be enjoyed by the whole family. With comfortable new furnishings (new beds, MB, dining room and living room furniture) and linens, you can enjoy the ocean breezes from the living room. Our unit …see more

from $175 / night

$900 - $1200 / week

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from $175 / night

16

Apartment accommodation in St. Augustine

Florida / St. Augustine

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 8 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 queen size beds, wi-fi, 3 fla …see more

from $115 / night

$660 - $800 / week

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from $115 / night

(2) Very Good 

18

St. Augustine Vacation home rental

Florida / St. Augustine

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Surfside Retreat is a classic Old Florida beach cottage with 3 bedrooms and 2 bathrooms and the characteristic beach cottage feel from white and blue interior, beadboard walls, ceiling fans and charming cottage features. But it also has large adjoining open spaces for e …see more

from $175 / night

$1200 / week

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from $175 / night

(3) Very Good 

12

Vacation apartment with swimming pool in St. Augustine

Florida / St. Augustine

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
Harbor 26 is located in the Inn at Camachee Cove in St. Augustine, FL and offers sunset and harbor views overlooking the Marina on the west side, and the Intracoastal Waterway on the east. Our harbor-front accommodation is just 10 minutes north of downtown Saint August …see more

from $145 / night

$1035 / week

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from $145 / night

(1) Excellent 

21

Saint Augustine Beach Vacation home rental

St. Augustine / Saint Augustine Beach

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Pet friendly
Are you ready for a Beach Home that allows you to enjoy St. Augustine without breaking your budget. The Cobia Cove Island Home is perfectly located on the popular Anastasia Island where our beaches are some of the most spectacular beaches in Florida! Be the first to …see more

from $225 / night

$1400 - $1425 / week

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from $225 / night

(25) Excellent 

Certificate of Excellence

16

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

$599 - $891 / week

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from $99 / night

17

Vacation home in St. Augustine

Florida / St. Augustine

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
Walk out onto your choice of FOUR balconies to enjoy the spectacular view of the Atlantic. This beautiful ocean front home will take your breath away. Its three bedrooms and two bathrooms have all the luxuries of home. You will be minutes from downtown St Augustine' …see more

from $487 / night

$2185 / week

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from $487 / 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

$1050 / week

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from $150 / 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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from $100 / night

25

Vacation condo in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
While New to Trip Advisor, we have owned and rented at Beacher's Lodge Condo/Hotel for more than 20 years. We have 4.8 ratings with competing companies. Beacher's Lodge is a Condo/Hotel where all Queen and King units face the Ocean with Private Balconies. All units are …see more

from $125 / night

$800 - $900 / week

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from $125 / night

6

St. Augustine Vacation apartment rental

Florida / St. Augustine

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Air conditioning
General Information: Located within 10 minutes walk to historic Saint Augustine town center and a 10 minute drive to the beaches, pier and lighthouse. Peaceful front porch with porch swing and furniture. Includes mini fridge, TV, Wifi and a complimentary bottle of wine. …see more

from $98 / night

$698 / week

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from $98 / night

(3) Very Good 

43

Saint Augustine Beach Vacation condo rental

St. Augustine / Saint Augustine Beach

2 7 2 nights min

  • 2 bedrooms
  • Sleeps 7
  • 2 nights min
  • 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 $200 / night

$1600 - $2520 / week

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from $200 / night

1