Anastasia Island holiday rentals

We found 4,944 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Anastasia Island

Showing deals for:13 Nov - 20 Nov

Private kitchen
Pool
Outdoor dining
Dining
Exceptional
(62 reviews)

"King's Beach Haven" 4BR |4BA | Family Owned and Operated Boutique Beach house

St. Augustine

7% off
AU$6,178
for 7 nights, 1 home
AU$883 per night
includes taxes & fees
"King's Beach Haven" 4BR |4BA | Family Owned and Operated Boutique Beach house
Living area
Living area
Living room
Private kitchen
Exceptional
(185 reviews)

Oceanfront Home with Best Views & NEW Pool on the Beach

St. Augustine

8% off
AU$11,603
for 7 nights, 1 home
AU$1,658 per night
includes taxes & fees
Oceanfront Home with Best Views & NEW Pool on the Beach
Interior
Outdoor dining
Private kitchen
Room
Exceptional
(236 reviews)

Direct Oceanfront Condo W/ Large Balcony

St. Augustine

19% off
AU$2,881
for 7 nights, 1 apartment
AU$412 per night
includes taxes & fees
Direct Oceanfront Condo W/ Large Balcony
Terrace/patio
Living area
Private kitchen
Pool
Exceptional
(136 reviews)

Waterfront home with dock, heated pool, & spectacular views- walk/bike downtown!

St. Augustine

8% off
AU$10,695
for 7 nights, 1 home
AU$1,528 per night
includes taxes & fees
Waterfront home with dock, heated pool, & spectacular views- walk/bike downtown!
Bedroom 2 has a beautiful view overlooking the pool and has a queen-sized bed.
You can’t beat the relaxing vibe you get at LunaSea 😁
2 free on-site, pavered parking spots for guests.
Living area, kitchenette and bonus room with queen sized futon and 2nd smart TV.
Exceptional
(140 reviews)

LunaSea Beach House - Family friendly, steps to beach, private pool & hot tub

St. Augustine

8% off
AU$3,234
for 7 nights, 1 home
AU$462 per night
includes taxes & fees
LunaSea Beach House - Family friendly, steps to beach, private pool & hot tub
Room
Living area
Bathroom
Private kitchen
Exceptional
(20 reviews)

'Newly Remodeled' - Beautiful beach themed Oceanfront Condo on Crescent Beach

St. Augustine

8% off
AU$2,183
for 7 nights, 1 apartment
AU$312 per night
includes taxes & fees
'Newly Remodeled' - Beautiful beach themed Oceanfront Condo on Crescent Beach
Property grounds
Property grounds
Living area
Dining
Exceptional
(5 reviews)

August & Late Summer Deals! NEWLY Remodeled Oceanside Home!!! Pets Pools Bikes!

St. Augustine

6% off
AU$2,637
for 7 nights, 1 home
AU$377 per night
includes taxes & fees
August & Late Summer Deals! NEWLY Remodeled Oceanside Home!!! Pets Pools Bikes!
Dining room and fully equipped kitchen
Exterior
Another view of master with balcony, overlooks swimming pool and ocean view
Dining room table
Exceptional
(250 reviews)

Ocean View Beach Escape - Creston House 2 Bdrm 2 Bath Condo - St Augustine

St. Augustine

7% off
AU$2,235
for 7 nights, 1 apartment
AU$319 per night
includes taxes & fees
Ocean View Beach Escape - Creston House 2 Bdrm 2 Bath Condo - St Augustine
Smart TV
Beautiful beach pool  One of two pools at Ocean Village Club
We supply Dish washing liquid  and Dish Washer pods
Outdoor dining
Exceptional
(292 reviews)

Ocean Village Club R17 Exceptionally Clean! On the Beach! OVER 280 "5 STARS"

St. Augustine

7% off
AU$2,144
for 7 nights, 1 apartment
AU$306 per night
includes taxes & fees
Ocean Village Club R17 Exceptionally Clean! On the Beach! OVER 280 "5 STARS"
Leather recliner and sofa with full-sized sofa bed with a 4-inch foam mattress
Sunrise on your private patio...aaaaaahhhhhh.
Heated Saltwater Pool overlooking the ocean.
Enjoy your ocean view from your cozy, air-conditioned, living space.
Exceptional
(299 reviews)

St Augustine Crescent Beach Beachfront Ocean View Patio and Heated Pool

St. Augustine

8% off
AU$1,714
for 7 nights, 1 apartment
AU$245 per night
includes taxes & fees
St Augustine Crescent Beach Beachfront Ocean View Patio and Heated Pool
Living area
Beach
Dining
Living area
Wonderful
(19 reviews)

PET-FRIENDLY BEACH HOUSE WITH HOT TUB JUST FIVE MIN WALK FROM BEACH ACCESS !

St. Augustine

7% off
AU$2,022
for 7 nights, 1 home
AU$289 per night
includes taxes & fees
PET-FRIENDLY BEACH HOUSE WITH HOT TUB JUST FIVE MIN WALK FROM BEACH ACCESS !
Dining
Living area
Interior
Property grounds
Exceptional
(26 reviews)

St Augustine Beach Condo steps from the beach!

St. Augustine

7% off
AU$2,020
for 7 nights, 1 apartment
AU$289 per night
includes taxes & fees
St Augustine Beach Condo steps from the beach!
Private kitchen
beach goes on for miles!
The intracoastal waterway right off of downtown St. Augustine.
Off your private balcony, you can see the quiet pool & awe inspiring ocean view.
Exceptional
(60 reviews)

Oceanfront St Augustine Beach Condo/ Steps to Pool + Beach

St. Augustine

8% off
AU$2,440
for 7 nights, 1 apartment
AU$349 per night
includes taxes & fees
Oceanfront St Augustine Beach Condo/ Steps to Pool + Beach
Pool
Exterior
Property grounds
Room
Exceptional
(80 reviews)

Sea Winds Beautifully Updated Beachfront/Oceanfront Condo-w/Private Beach Access

St. Augustine

7% off
AU$2,662
for 7 nights, 1 apartment
AU$380 per night
includes taxes & fees
Sea Winds Beautifully Updated Beachfront/Oceanfront Condo-w/Private Beach Access
Private kitchen
Property grounds
Living area
Dining
Exceptional
(90 reviews)

Elevator, 3rd Floor Ocean View, 2 Bed 2 Bath, just steps to private beach access

St. Augustine

15% off
AU$1,798
for 7 nights, 1 apartment
AU$257 per night
includes taxes & fees
Elevator, 3rd Floor Ocean View, 2 Bed 2 Bath, just steps to private beach access
Pool
Beach
Room
Interior
Excellent
(84 reviews)

Beachfront Condo, Vibrant, Family-Friendly

St. Augustine

7% off
AU$1,662
for 7 nights, 1 apartment
AU$237 per night
includes taxes & fees
Beachfront Condo, Vibrant, Family-Friendly
Updated kitchen with granite counter tops
Living room
View of heated pool from screened-in patio
Breakfast counter next to kitnchen
Exceptional
(39 reviews)

2 Bdrm Ocean view just steps away from Crescent Beach

St. Augustine

8% off
AU$3,082
for 7 nights, 1 apartment
AU$440 per night
includes taxes & fees
2 Bdrm Ocean view just steps away from Crescent Beach
Living
Living
Kitchen
Dining
Exceptional
(44 reviews)

Ocean Village Club K33 with ocean and pool views. New kitchen and flooring.

St. Augustine

7% off
AU$1,900
for 7 nights, 1 apartment
AU$271 per night
includes taxes & fees
Ocean Village Club K33 with ocean and pool views. New kitchen and flooring.
Private kitchen
New Smart TV & ALL NEW FURNITURE
Sea Place pool for condo residents & guests only. Private dune walkover to beach
Interior
Exceptional
(98 reviews)

OCEANVIEW Fully Renovated Townhouse ☼ 2 Large Balconies with Outstanding Views!

St. Augustine

5% off
AU$2,174
for 7 nights, 1 apartment
AU$311 per night
includes taxes & fees
OCEANVIEW Fully Renovated Townhouse ☼ 2 Large Balconies with Outstanding Views!
Beach
Living area
Photo taken from above unit.
Room
Exceptional
(80 reviews)

Only Steps From the Beach with Stunning Ocean Views from 4th Floor!!

St. Augustine

8% off
AU$2,415
for 7 nights, 1 apartment
AU$345 per night
includes taxes & fees
Only Steps From the Beach with Stunning Ocean Views from 4th Floor!!
Living area
Terrace/patio
Property grounds
Property grounds
Exceptional
(92 reviews)

Ocean View Condo - Private Beach Access + Pool - 15min to Downtown!

St. Augustine

8% off
AU$3,121
for 7 nights, 1 apartment
AU$446 per night
includes taxes & fees
Ocean View Condo - Private Beach Access + Pool - 15min to Downtown!
Welcome in!
We love Ocean Villas!
Pool #2 -heated in winter
Proximity to the Atlantic Ocean and beach entry pool
Exceptional
(78 reviews)

Florida Daydreamin!—close to downtown & oceanviews

St. Augustine

7% off
AU$2,304
for 7 nights, 1 apartment
AU$329 per night
includes taxes & fees
Florida Daydreamin!—close to downtown & oceanviews
Living room
Property grounds
Stairs to second level
Master bedroom has lots of closet space
Exceptional
(134 reviews)

Oceanview, Pool Side, Townhome

St. Augustine

8% off
AU$2,434
for 7 nights, 1 home
AU$348 per night
includes taxes & fees
Oceanview, Pool Side, Townhome
Exterior
Living area
Private kitchen
Property grounds
Exceptional
(31 reviews)

Walk to Historic Downtown, Beach and Amphitheater Nearby

St. Augustine

8% off
AU$1,766
for 7 nights, 1 apartment
AU$252 per night
includes taxes & fees
Walk to Historic Downtown, Beach and Amphitheater Nearby
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

The friendly city of Anastasia Island awaits you

The beaches and wildlife provide a pleasant backdrop to your holiday home in Anastasia Island. This welcoming city attracts visitors thanks to its bird watching and camping. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Anastasia Island

Do you want to discover attractions to visit during your stay? Venture out of your cosy holiday rental and check out everything that makes Anastasia Island a fun place to get away to. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • St. Augustine Alligator Farm Zoological Park (2.1 mi / 3.3 km)
  • King and Bear Golf Course (14.8 mi / 23.8 km)
  • World Golf Village (14.9 mi / 24 km)
  • World Golf Village - King & Bear Golf Course (16 mi / 25.8 km)
  • Hammock Beach Ocean Course (18.1 mi / 29.1 km)
  • Palm Coast Resort Golf Club (19.9 mi / 32 km)

Exploring the beaches and other natural features in Anastasia Island

Travellers enjoy Anastasia Island for its seaside and island views. Whether you're an adventurous traveller or just want to take in the scenery, Anastasia Island is a great place to get outside. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • St. Augustine Beach (2.1 mi / 3.3 km)
  • Butler Beach (3.1 mi / 4.9 km)
  • Ponce de Leon's Fountain of Youth Archaeological Park (4.3 mi / 6.9 km)
  • Vilano Beach (4.9 mi / 7.9 km)
  • Matanzas Inlet (10.7 mi / 17.2 km)
  • Marineland Beach (12.5 mi / 20.2 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in Anastasia Island?
The most popular types of holiday homes in Anastasia Island are condos. Hoping for something different? Stayz has plenty of options to match the needs of our guests, so you'll see holiday properties in loads of shapes and sizes. The perfect fit is ready and waiting for you — find yours today.
How much does it cost to rent a holiday home in Anastasia Island?
Length of stay, property type and season are some factors that can influence the price of a holiday home. Simply add your dates of travel to find your dream escape. From comfy cottages to expansive luxury villas, all Stayz holiday homes offer unbeatable value.
How much does it cost to rent a beach house in Anastasia Island?
Prices for beach houses in Anastasia Island can differ depending on the style and size of the property and when you're travelling. All you have to do is enter your travel dates into Stayz and how many guests to view your options and prices. From there you can use the filters to tailor your search by ratings, nearby activities, amenities and more.
What are popular home amenities in Anastasia Island?
When it comes to home amenities that people look for in Anastasia Island, tennis, a nearby waterfront and a water view are the most popular. With Stayz holiday homes, you'll have options to match your taste and style, whether you're travelling with relatives, friends or even pets.
Can I find two-bedroom holiday homes in Anastasia Island?
Anastasia Island has 1 ,352 two-bedroom holiday properties to pick from. Book a holiday home with all the comfort and privacy you need at a price you'll love on Stayz.
Are there holiday homes with WiFi in Anastasia Island?
Anastasia Island has 627 holiday homes with WiFi, so you can stay connected during your trip. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming TV shows with the family to catching up on social media, these Stayz homes make it a cinch to go online.
How old do you have to be to rent a holiday home in Anastasia Island?
The minimum required age is typically 16, 18 or 21. It can differ from property to property on Stayz, so check the rules of your preferred Anastasia Island holiday home before booking your escape.
How long can I rent a holiday home in Anastasia Island for?
The amount of time you can rent an Anastasia Island holiday home for varies depending on the property. Simply enter your travel dates to see available options that offer long-term stays. They include all you require to make your extended getaway more comfortable and enjoyable, such as laundries and air conditioning. Some properties might also offer weekly or monthly discounted prices, so you can stick around for longer for less.

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