Compare Anastasia Island Cottage Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Anastasia Island Cottages

Close to the Beach and Downtown! Nestled near the Bridge of Lions.

Close to the Beach and Downtown! Nestled near the Bridge of Lions.

2 out of 5
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Waterfront Retreat, Heated Pool & Rooftop Deck - 2 Bed, Kitchen, Great Location

Waterfront Retreat, Heated Pool & Rooftop Deck - 2 Bed, Kitchen, Great Location

At this cottage, guests have access to an outdoor pool, laundry facilities, and a garden.
Sun & Fun @ Can't Be Beat Beachfront Location!

Sun & Fun @ Can't Be Beat Beachfront Location!

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
DISCOUNT RATE Nov & Dec... St Augustine Beachside Cottage near Butler Beach

DISCOUNT RATE Nov & Dec... St Augustine Beachside Cottage near Butler Beach

This cottage offers a water park, a gym, and laundry facilities. Other amenities at this family-friendly cottage include barbecue grills and a garden.
Kitchen
Washer
Surf Crest Village #25 (Pelican Beach View) Ocean front 4 bedroom One pet only

Surf Crest Village #25 (Pelican Beach View) Ocean front 4 bedroom One pet only

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
CHARMING 2/2 COTTAGE JUST A SHORT WALK TO THE BEACH/PET FRIENDLY/ WIFI

CHARMING 2/2 COTTAGE JUST A SHORT WALK TO THE BEACH/PET FRIENDLY/ WIFI

Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Anastasia Lodge-Family & Dog Friendly Beach Cottage

Anastasia Lodge-Family & Dog Friendly Beach Cottage

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Coastal Cottage with community pool, free parking and boardwalk to beach- SCV 12

Coastal Cottage with community pool, free parking and boardwalk to beach- SCV 12

At this cottage, guests have access to features like laundry facilities.
Surf Crest 20 - 4 bedroom cottage with Ocean View from extended deck!

Surf Crest 20 - 4 bedroom cottage with Ocean View from extended deck!

At this cottage, guests have access to features like laundry facilities.
Don't see what you're looking for?
See all available properties in Anastasia Island
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Anastasia Island Beach Accommodation

    Castillo Real St. Augustine Beach,Tapestry Collection Hilton

    Castillo Real St. Augustine Beach,Tapestry Collection Hilton

    530 A1a Beach Blvd, St. Augustine, FL
    $137 nightly
    The price is $153 total per night from Oct 23 to Oct 24
    $153 total
    Oct 23 - Oct 24
    Total with taxes and fees
    8.8/10 Excellent! (33 reviews)
    La Fiesta Ocean Inn And Suites

    La Fiesta Ocean Inn And Suites

    810 A1a Beach Blvd, St. Augustine, FL
    $131 nightly
    The price is $146 total per night from Oct 21 to Oct 22
    $146 total
    Oct 21 - Oct 22
    Total with taxes and fees
    9/10 Wonderful! (1,013 reviews)
    Hampton Inn St. Augustine Beach

    Hampton Inn St. Augustine Beach

    430 A1a Beach Blvd, St. Augustine, FL
    $118 nightly
    The price is $132 total per night from Nov 2 to Nov 3
    $132 total
    Nov 2 - Nov 3
    Total with taxes and fees
    8.4/10 Very Good! (1,004 reviews)
    Ocean Breeze Inn

    Ocean Breeze Inn

    311 A1A Beach Boulevard, St. Augustine, FL
    $79 nightly
    The price is $88 total per night from Oct 21 to Oct 22
    $88 total
    Oct 21 - Oct 22
    Total with taxes and fees
    7.8/10 Good! (1,055 reviews)
    Beacher's Lodge Oceanfront Suites

    Beacher's Lodge Oceanfront Suites

    A1A South, 6970, St. Augustine, FL
    $203 nightly
    The price is $226 total per night from Nov 2 to Nov 3
    $226 total
    Nov 2 - Nov 3
    Total with taxes and fees
    8.2/10 Very Good! (89 reviews)
    Courtyard by Marriott St. Augustine Beach

    Courtyard by Marriott St. Augustine Beach

    605 A1A Beach Boulevard, St. Augustine, FL
    $98 nightly
    The price is $109 total per night from Oct 30 to Oct 31
    $109 total
    Oct 30 - Oct 31
    Total with taxes and fees
    8.6/10 Excellent! (1,008 reviews)
    Guy Harvey Resort on St Augustine Beach

    Guy Harvey Resort on St Augustine Beach

    860 A1A Beach Blvd, St. Augustine, FL
    $134 nightly
    The price is $150 total per night from Oct 27 to Oct 28
    $150 total
    Oct 27 - Oct 28
    Total with taxes and fees
    8.6/10 Excellent! (2,734 reviews)
    Ocean Song, 802 A1A Beach Blvd.

    Ocean Song, 802 A1A Beach Blvd.

    St. Augustine
    9.8/10 Exceptional! (173 reviews)
    Edgewater Inn

    Edgewater Inn

    2 St. Augustine Blvd, St. Augustine, FL
    $121 nightly
    The price is $135 total per night from Oct 21 to Oct 22
    $135 total
    Oct 21 - Oct 22
    Total with taxes and fees
    9.4/10 Exceptional! (1,005 reviews)

Hotel Options in Anastasia Island

    Guy Harvey Resort on St Augustine Beach

    Guy Harvey Resort on St Augustine Beach

    860 A1A Beach Blvd, St. Augustine, FL
    $134 nightly
    The price is $150 total per night from Oct 27 to Oct 28
    $150 total
    Oct 27 - Oct 28
    Total with taxes and fees
    8.6/10 Excellent! (2,734 reviews)
    Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

    Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

    300 A1A Beach Blvd, St. Augustine, FL
    $164 nightly
    The price is $183 total per night from Nov 18 to Nov 19
    $183 total
    Nov 18 - Nov 19
    Total with taxes and fees
    8.8/10 Excellent! (1,205 reviews)
    Regency Inn & Suites

    Regency Inn & Suites

    331 A1a Beach Blvd, St. Augustine, FL
    $89 nightly
    The price is $99 total per night from Oct 21 to Oct 22
    $99 total
    Oct 21 - Oct 22
    Total with taxes and fees
    8.4/10 Very Good! (1,093 reviews)

Cottages

Book a cottage in Anastasia Island
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Anastasia Island. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Anastasia Island better.

Cottage apartments in Anastasia Island range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Anastasia Island
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Anastasia Island and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Anastasia Island cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Anastasia Island. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Anastasia Island Cottages essential information

Accommodation
42 Cottages
Lowest Price
$88
Highest Price
$226
Popular accommodation
Close to the Beach and Downtown! Nestled near the Bridge of Lions., Waterfront Retreat, Heated Pool & Rooftop Deck - 2 Bed, Kitchen, Great Location, Sun & Fun @ Can't Be Beat Beachfront Location!, DISCOUNT RATE Nov & Dec... St Augustine Beachside Cottage near Butler Beach, Surf Crest Village #25 (Pelican Beach View) Ocean front 4 bedroom One pet only, CHARMING 2/2 COTTAGE JUST A SHORT WALK TO THE BEACH/PET FRIENDLY/ WIFI, Anastasia Lodge-Family & Dog Friendly Beach Cottage, Coastal Cottage with community pool, free parking and boardwalk to beach- SCV 12, Surf Crest 20 - 4 bedroom cottage with Ocean View from extended deck!

Explore More Ways to Travel with Travelocity