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

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House rentals Saint Augustine Beach
139 properties
Vilano Beach
11 properties

St. Augustine

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445 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

(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
  • Pet friendly
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 10 guests, top notch amenities, and an unbeatable Oceanside location, 'Salty Dog" leaves little to b …see more

from $215 / night

$1,505 / week

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Responds fast!
avg. 34 minutes

from $215 / night

(3) 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 / week

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avg. 27 minutes

from $150 / night

36

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
  • 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

$700 - $1,050 / week

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from $150 / night

25

Vacation home in St. Augustine

Florida / St. Augustine

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
'Christian's Keep' is a quaint, comfortable bungalow in the historic Lincolnville District of St. Augustine. Originally built in 1930, and fully renovated in 2007 by Christian Voelkel, this 3-bed, 2-bath home for up to 6 guests provides a great respite from the hustle a …see more

from $210 / night

$1,470 / week

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avg. 27 minutes

from $210 / night

27

Vacation condo with shared pool in St. Augustine

Florida / St. Augustine

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • 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 $135 / night

$557 - $895 / week

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from $135 / night

(1) Excellent 

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

5

Vacation home in St. Augustine

Florida / St. Augustine

2 4 90 nights min

  • 2 bedrooms
  • Sleeps 4
  • 90 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Property description Available for 3 months - from mid January to the end of April 2017 - Dates flexible. Brand New Home (build 2016) - Fully furnished - Water views - 2000 sq ft + more porches Walk to downtown St Augustine. Living area, kitchen, master bedroom & bath …see more

from $76 / night

$532 / week

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from $76 / night

5

Vacation condo in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly
One bedroom Oceanfront Condo in St Augustine Fl. Full kitchen , patio over looking the beach. Queen bed in bedroom queen sleeper sofa in living room. There is a barbecue area to enjoy your hamburger and steak . Relax at the Olympic size swimming pool which is heated . …see more

from $115 / night

$740 - $950 / week

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avg. 3 hours 22 minutes

from $115 / night

24

Saint Augustine Beach Vacation condo rental

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 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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from $125 / night

(1) Excellent 

23

Condo rental in Saint Augustine Beach with shared pool

St. Augustine / Saint Augustine Beach

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Set in tropically landscaped gardens on miles of white sand beach only fifteen minutes from historic St. Augustine, this ground floor unit has a sunny, open floor plan that features 2 bedrooms with queen sized beds, two baths with showers, a large Jacuzzi tub in master …see more

from $100 / night

$700 / week

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from $100 / 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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avg. 3 hours 24 minutes

from $150 / night

(1) Excellent 

11

Vacation home in St. Augustine

Florida / St. Augustine

6 14 3 nights min

  • 6 bedrooms
  • Sleeps 14
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
4200 square foot custom built beach cottage. Just a five minute walk to the beach! This home has a large gourmet kitchen, spacious living areas large bedrooms with walk in closets, flat screen TV's in all bedrooms, luxurious master suite with spa like master bath. V …see more

from $571 / night

$4,000 / week

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from $571 / night

(1) Excellent 

24

Vacation home in St. Augustine

Florida / St. Augustine

3 11 Min stay varies

  • 3 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • 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 $247 / night

$1,729 / week

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Responds fast!
avg. 27 minutes

from $247 / 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

(10) 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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Responds fast!
avg. 2 hours 30 minutes

from $162 / night

37

Vacation home in St. Augustine

Florida / St. Augustine

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • 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 $139 / night

$973 / week

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Responds fast!
avg. 56 minutes

from $139 / night

27

Vacation apartment in St. Augustine

Florida / St. Augustine

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 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

78

St. Augustine Vacation home rental

Florida / St. Augustine

4 10 4 nights min

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min
  • Child friendly
  • Air conditioning
**Please comply with the owner's request that no pets are allowed.** Leave your work stress and your worries behind with a vacation to St. Augustine! Your new home away from home is only a few steps from a sunny Florida beach and features amenities like beach toys, bo …see more

from $202 / night

$1,414 / week

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Responds fast!
avg. 56 minutes

from $202 / night

(2) 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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avg. 2 hours 30 minutes

from $132 / night

20

Vacation condo in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • 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 $130 / night

$1,000 - $1,020 / week

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avg. 3 hours 22 minutes

from $130 / night

(34) 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) Very Good 

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

from $100 / night

$650 - $850 / week

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Responds fast!
avg. 3 hours 8 minutes

from $100 / 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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avg. 58 minutes

from $110 / night

29

Saint Augustine Beach Vacation condo rental

St. Augustine / Saint Augustine Beach

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Captains Q. 112 Captains Quarters 112 is a gorgeous condo, with gorgeous views! This 3 bedroom, 2 full bath condo is just steps away from the ocean, and minutes away from restaurants, shopping and activities. Amenities include a swimming pool, tennis court, garage and …see more

from $225 / night

$1,400 - $2,000 / week

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avg. 58 minutes

from $225 / night

29

Saint Augustine Beach Vacation home rental

St. Augustine / Saint Augustine Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Get the whole crew together for a Florida getaway when you spend your next tropical vacation at this recently renovated and dog-friendly St. Augustine condo in an oceanfront complex. Featuring a shared pool, private beach access, and limited ocean views through the palm …see more

from $122 / night

$854 / week

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avg. 56 minutes

from $122 / night

(8) 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 $330 / night

$2,079 - $3,200 / week

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from $330 / night

21

St. Augustine Vacation apartment rental

Florida / St. Augustine

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Beacher's Lodge #202 Beachers Lodge Condos are among the most popular in the area. Unit 202 is one of the few that not only overlooks the beach and you’ve got a gorgeous view of the heated pool as well. This condo is a 1 bedroom and bathroom. There is a King bed in t …see more

from $130 / night

$800 - $975 / week

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avg. 58 minutes

from $130 / 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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avg. 2 hours 4 minutes

from $295 / 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 26 minutes

from $100 / 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. 38 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 / week

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avg. 27 minutes

from $225 / 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 / week

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avg. 34 minutes

from $125 / 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

31

Vacation home in Saint Augustine Beach

St. Augustine / Saint Augustine Beach

4 20 Min stay varies

  • 4 bedrooms
  • Sleeps 20
  • Min stay varies
  • Child friendly
  • Pet friendly
Looking for a place on the beach that has it all for your next vacation? With fantastic ocean views, 2,600 sqft of open living space, almost 2,000 sqft of outdoor entertaining space, & a swim spa, just steps from the alluring shoreline of St. Augustine Beach, there's no …see more

from $750 / night

$5,250 / week

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Responds fast!
avg. 2 hours 25 minutes

from $750 / night

(1) Very Good 

21

Vacation apartment in St. Augustine

Florida / St. Augustine

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask about children
*TeemingVR presents Quail Hollow B3-2D pt QHB3-2D* *Monthly rental from 12/30-2/4* * Month of February may not be rented without month of January if January is not already rented * *Reservation must fall in Sat-Sat window March-April 15, and June-August* Quail Holl …see more

from $85 / night

$600 - $2,307 / week

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from $85 / 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 a pristine oceanfront complex mere steps away from the sand and surf, 'Sandy Feet' ensures a seaside getaway you …see more

from $99 / night

$693 / week

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Responds fast!
avg. 27 minutes

from $99 / night

20

Vacation condo in St. Augustine

Florida / St. Augustine

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • 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 $100 / night

$675 - $750 / week

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from $100 / 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 $150 / night

$800 - $975 / week

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from $150 / night

(1) Excellent 

19

Vacation home in Vilano Beach

St. Augustine / Vilano Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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

$1,695 - $2,995 / week

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from $395 / night