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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Cottages in Anastasia Island

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

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
Charming Oceanfront Key West Style Cottage at Surf Crest Village #9
Fridge, microwave, oven, dishwasher

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
Property grounds

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
Anastasia Lodge-Family & Dog Friendly Beach Cottage
Fridge, microwave, oven, stovetop

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

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!
Ooo Laa Laaah. Fenced yard. Pets ok.
Beach nearby, beach towels

Ooo Laa Laaah. Fenced yard. Pets ok.

9.8 out of 10, Exceptional, (143)
"What a fantastic cottage! Has everything you could need. Would definitely stay again!"
Ooo Laa Laaah. Fenced yard. Pets ok.
The Crescent Moon : Pets welcome, beach 1 block
Beach nearby, beach towels

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

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

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

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

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

9.0 out of 10, Wonderful, (24)
"Great place, fantastic location, we had a wonderful visit!"
Surf Crest 20 - 4 bedroom cottage with Ocean View from extended deck!
Sun & Fun @ Can't Be Beat Beachfront Location!
On the beach, sun-loungers, beach towels

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

9.4 out of 10, Exceptional, (46)
"Great location, close to beach and food. 10 minutes, from old town. Highly recommend this property."
Sun & Fun @ Can't Be Beat Beachfront Location!
CHARMING 2/2 COTTAGE JUST A SHORT WALK TO THE BEACH/PET FRIENDLY/ WIFI
Beach nearby, sun-loungers, beach towels

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

9.6 out of 10, Exceptional, (195)
"We spent 6 days"
CHARMING 2/2 COTTAGE JUST A SHORT WALK TO THE BEACH/PET FRIENDLY/ WIFI
Surf Crest 23 Ocean front property 2 bedroom cottage steps to ocean
Interior

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

9.4 out of 10, Exceptional, (102)
"Great location and all around experience. All the comforts of a small home just steps from a beautiful beach. "
Surf Crest 23 Ocean front property 2 bedroom cottage steps to ocean
St Augustine 'island Cottage' - Walk to Beach
House (3 Bedrooms) | Interior

St Augustine 'island Cottage' - Walk to Beach

3.0 star property
10.0 out of 10, Exceptional, (3)
"Everything about this property is excellent!! We’ll book it again"
St Augustine 'island Cottage' - Walk to Beach
Surf Crest Village #25 (Pelican Beach View) Ocean front 4 bedroom One pet only
Beach nearby

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

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
St Augustine Island Home w/ Patio, Walk to Beach!
House (3 Bedrooms) | Interior

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

3.0 star property
St Augustine Island Home w/ Patio, Walk to Beach!
St Augustine waterfront home on canal w/ private dock, walk to beach!
Pool

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!
Surf Crest Village 33 - 3 Bed, 2 Bath Cottage with Ocean View from 2nd Story.
Outdoor dining

Surf Crest Village 33 - 3 Bed, 2 Bath Cottage with Ocean View from 2nd Story.

Surf Crest Village 33 - 3 Bed, 2 Bath Cottage with Ocean View from 2nd Story.
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

Holiday Inn Express St. Augustine Dtwn - Historic by IHG

Holiday Inn Express St. Augustine Dtwn - Historic by IHG

10/10 Excellent
"We had such a nice stay here! It was super clean, the staff was welcoming, and the location was exactly what we needed. It was really close to the beach we went to, and next door to a nice place for dinner and a mini-golf place, so we didn't have to drive as much as I was expecting. We, of course, loved the breakfast, as big Holiday Inn Express fans always do!"
Kathleen 1-night trip
Posted 2 days ago
Holiday Inn Express St. Augustine Dtwn - Historic by IHG