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Cottages in Anastasia Island

Our top choices for Anastasia Island cottages

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

9.8 out of 10, Exceptional, (43)
"This was such a great place and kid friendly and so close to everything! It was actually sad to leave. We will be back "
Waterfront Retreat, Heated Pool & Rooftop Deck - 2 Bed, Kitchen, Great Location

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

9.4 out of 10, Exceptional, (46)
"Location is King! We loved the easy walk to the beach and proximity to historic downtown St. Augustine! "
Sun & Fun @ Can't Be Beat Beachfront Location!

Anastasia Lodge-Family & Dog Friendly Beach Cottage

9.6 out of 10, Exceptional, (61)
"We had a wonderful stay. Nice location and plenty of room for our group of 4."
Anastasia Lodge-Family & Dog Friendly Beach Cottage

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

9.6 out of 10, Exceptional, (69)
"Perfect location - best view in Sun Crest Village. Unit is a little outdated and needs some fixing up, but the location and set up with two complete apartments makes the unit worthwhile. Would stay here again. "
Surf Crest Village #25 (Pelican Beach View) Ocean front 4 bedroom One pet only

Ooo Laa Laaah. Fenced yard. Pets ok.

9.8 out of 10, Exceptional, (145)
"What a fantastic cottage! Has everything you could need. Would definitely stay again!"
Ooo Laa Laaah. Fenced yard. Pets ok.

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

9.6 out of 10, Exceptional, (196)
"We spent 6 days"
CHARMING 2/2 COTTAGE JUST A SHORT WALK TO THE BEACH/PET FRIENDLY/ WIFI

Charming Oceanfront Key West Style Cottage at Surf Crest Village #9

10.0 out of 10, Exceptional, (20)
"Clean and spacious and close to the beach. Really enjoyed our stay."
Charming Oceanfront Key West Style Cottage at Surf Crest Village #9

Private Beach Oasis, sleeps 4- Hot Tub! Heated Pool Available

10.0 out of 10, Exceptional, (30)
"Enjoyed our time at this property, close to all things St Augustine "
Private Beach Oasis, sleeps 4- Hot Tub! Heated Pool Available

Newly Renovated 1 Bedroom + Office/Den Cottage on Oceanfront Property with Pool Access - St. Augustine Beach

10.0 out of 10, Exceptional, (32)
"We had a great stay and love St, Augustine Beach. We have a dog and the beach and community is so dog friendly. "
Newly Renovated 1 Bedroom + Office/Den Cottage on Oceanfront Property with Pool Access - St. Augustine Beach

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

8.0 out of 10, Very Good, (5)
"The only thing great about this property was the location, a 1 minute walk to the beach. The cottage was outdated but functional, when we arrived the it appeared that nothing had been cleaned, the showers had red and black mildew and the grease on the stove and backsplash appeared to not have been wiped in sometime, and the bed sheets had bugs in them. I purchased bleach and paper/plastic plates and utensils because I didn’t trust that anything had been cleaned. The linens provided had...
Coastal Cottage with community pool, free parking and boardwalk to beach- SCV 12

SCV 45: 2 BR 1 Bath Cottage, Updated With a True Open, Bright and Airy Feel

9.6 out of 10, Exceptional, (17)
"This house was perfect for our quick trip to the beach over spring break. We rented bikes from Drifters too and cruised all over Saint Augustine Beach. Lovely few days in Florida!"
SCV 45: 2 BR 1 Bath Cottage, Updated With a True Open, Bright and Airy Feel

Bryn Mawr Ocean Resort -A gated community loaded with amenities!

9.8 out of 10, Exceptional, (137)
"We truly enjoyed our time at Bryn Mawr.Stephen was an excellent host and everything we needed was provided for. We look forward to staying again next year."
Bryn Mawr Ocean Resort -A gated community loaded with amenities!

St Augustine 'island Cottage' - Walk to Beach

3.0 star property
10.0 out of 10, Exceptional, (4)
"Everything about this property is excellent!! We’ll book it again"
St Augustine 'island Cottage' - Walk to Beach

Surf Crest 23 Ocean front property 2 bedroom cottage steps to ocean

9.4 out of 10, Exceptional, (102)
"It was good"
Surf Crest 23 Ocean front property 2 bedroom cottage steps to ocean

Newly Renovated Ground floor 1BR + Office/Den Cottage on Oceanfront Property with Pool Access, Pet Friendly

9.8 out of 10, Exceptional, (37)
"Clean and convenient, smelled slightly musty."
Newly Renovated Ground floor 1BR + Office/Den Cottage on Oceanfront Property with Pool Access, Pet Friendly

The Crescent Moon : Pets welcome, beach 1 block

10.0 out of 10, Exceptional, (201)
"Nice cottage by the beach! Great location!"
The Crescent Moon : Pets welcome, beach 1 block

St Augustine waterfront home on canal w/ private dock, walk to beach!

10.0 out of 10, Exceptional, (7)
"Very clean, well stocked with creature comforts to make the stay easier! "
St Augustine waterfront home on canal w/ private dock, walk to beach!

Jan 2025 special rate..Cozy Butler Beach Cottage near St. Auggie Beach

10.0 out of 10, Exceptional, (137)
"As described. Lovely home with super backyard. Close to beach and amenities. Would stay again!"
Jan 2025 special rate..Cozy Butler Beach Cottage near St. Auggie Beach

Surf Crest 36 -3 Bed, 2 Bath Pet Friendly Beachside cottage with community pool

10.0 out of 10, Exceptional, (14)
"We had a great stay"
Surf Crest 36 -3 Bed, 2 Bath Pet Friendly Beachside cottage with community pool

St Augustine Island Home w/ Patio, Walk to Beach!

3.0 star property
St Augustine Island Home w/ Patio, Walk to Beach!
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.
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Top Anastasia Island Hotel Reviews

Find out more about Anastasia Island

Find out more about Anastasia Island

Anastasia Island Cottages information

Number of reviews
Accommodation
45 Cottages
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