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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Cottages in Anastasia Island

Anastasia Lodge-Family & Dog Friendly Beach Cottage
Enjoy cooking in this well-equipped kitchen with a large island and ample counter space.

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
Sun & Fun @ Can't Be Beat Beachfront Location!
Stroll along the pier, taking in the serene views of the water.

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

9.4 out of 10, Exceptional, (44)
"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 Oceanfront Key West Style Cottage at Surf Crest Village #9
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, and oven, and dine at the adjacent table with comfortable seating.

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

10.0 out of 10, Exceptional, (19)
"Clean and spacious and close to the beach. Really enjoyed our stay."
Charming Oceanfront Key West Style Cottage at Surf Crest Village #9
Ooo Laa Laaah. Fenced yard. Pets ok.
Walk along the weathered boardwalk to the serene beach.

Ooo Laa Laaah. Fenced yard. Pets ok.

9.8 out of 10, Exceptional, (140)
"What a fantastic cottage! Has everything you could need. Would definitely stay again!"
The price is NZ$644
includes taxes & fees
30 July - 31 July
Ooo Laa Laaah. Fenced yard. Pets ok.
Newly Renovated 1 Bedroom + Office/Den Cottage on Oceanfront Property with Pool Access - St. Augustine Beach
Relax on the beach with comfortable seating and umbrellas, surrounded by natural dunes and lush vegetation.

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
The Crescent Moon : Pets welcome, beach 1 block
Walk along the beachside boardwalk, flanked by sturdy railings, to the serene ocean views.

The Crescent Moon : Pets welcome, beach 1 block

10.0 out of 10, Exceptional, (199)
"We loved staying at Crescent Moon. The cottage was clean and well equipped with unique decor. Easy check in and check out. The Bonus was the fenced in courtyard. The cottage is in a quiet safe area with a short walk to a beautiful beach. We definitely would stay there again! "
The price is NZ$507
includes taxes & fees
27 July - 28 July
The Crescent Moon : Pets welcome, beach 1 block
SCV 45: 2 BR 1 Bath Cottage, Updated With a True Open, Bright and Airy Feel
Enjoy beach activities and scenic views in this public beach area.

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

9.4 out of 10, Exceptional, (16)
"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
Walk along the boardwalk to the sandy beach, where waves gently approach the shore.

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!
Walk along the beachside boardwalk to the shoreline.

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!
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, (42)
"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
Surf Crest 23 Ocean front property 2 bedroom cottage steps to ocean
Enjoy meals in this well-equipped kitchen with modern appliances, a dining area for two, and ample storage.

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
Private Beach Oasis, sleeps 4- Hot Tub! Heated Pool Available
Enter through the historic Fountain of Youth archway, flanked by stone pillars and a welcoming path.

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

10.0 out of 10, Exceptional, (29)
"Enjoyed our time at this property, close to all things St Augustine "
Private Beach Oasis, sleeps 4- Hot Tub! Heated Pool Available
Surf Crest Village #25 (Pelican Beach View) Ocean front 4 bedroom One pet only
Enjoy a serene beachside escape with access to the ocean.

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

9.6 out of 10, Exceptional, (68)
"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
Bryn Mawr Ocean Resort -A gated community loaded with amenities!
Enjoy a serene beach experience with access to the ocean.

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

9.8 out of 10, Exceptional, (136)
"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
Enjoy cooking in this well-equipped kitchen with a microwave, oven, and refrigerator, along with a sink and bar stools.

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
Newly Renovated Ground floor 1BR + Office/Den Cottage on Oceanfront Property with Pool Access, Pet Friendly
Enjoy a serene beach experience with ocean views, beach umbrellas, and comfortable seating.

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

9.8 out of 10, Exceptional, (37)
"Perfect for a couple and their small pets. Beach is steps away! Great location. "
Newly Renovated Ground floor 1BR + Office/Den Cottage on Oceanfront Property with Pool Access, Pet Friendly
St Augustine waterfront home on canal w/ private dock, walk to beach!
Stroll through the vibrant plaza, surrounded by palm trees and a central fountain, with a historic building featuring a dome and tower.

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.
Relax on the deck with a table, chairs, and a lounge chair, surrounded by a white railing overlooking a residential area.

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.
Surf Crest 36 -3 Bed, 2 Bath Pet Friendly Beachside cottage with community pool
Enjoy cooking in this well-equipped kitchen with a microwave, stainless steel refrigerator, and double sink.

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

10.0 out of 10, Exceptional, (13)
"We had a great stay"
Surf Crest 36 -3 Bed, 2 Bath Pet Friendly Beachside cottage with community pool
Charming Cottage with Sauna, MINI Golf, 2 OD Showers, Firepit, 2 Tubs and more!!
Relax in a serene backyard with a hammock between palm trees, a garden, and a house with a garage.

Charming Cottage with Sauna, MINI Golf, 2 OD Showers, Firepit, 2 Tubs and more!!

10.0 out of 10, Exceptional, (1)
"5 Stars – Absolutely Perfect Beach Getaway!This home was absolutely stunning—every detail was thoughtfully considered, and nothing was missed. From the moment we walked in, we were impressed by the beautiful decor and how well-appointed everything was. The short walk to the beach made our days super easy, and the hosts had us completely covered with beach chairs, a wagon, and even an umbrella.The backyard was a total highlight! Between the cozy firepit, fun putt-putt area, grill setup, and all...
Charming Cottage with Sauna, MINI Golf, 2 OD Showers, Firepit, 2 Tubs and more!!
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

Courtyard by Marriott St. Augustine Beach

Courtyard by Marriott St. Augustine Beach

10/10 Excellent
"Perfect "
Robert 1-night trip
Posted 2 days ago
Courtyard by Marriott St. Augustine Beach