Search Vacation Homes in Anastasia Island

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Compare 506 Vacation Homes in Anastasia Island with updated reviews, rates, and availability.

Blue Heron - Amazing Backyard and Heated Pool, Near Beach & Historic Downtown
10.0 out of 10, Exceptional, (36)
"There were 5 of us all in our early 60s. There was so much room in this house! Big kitchen and 2 living room areas. Great master bed and bath. The backyard was the gem of this property. Pool and outdoor cabana were perfect to spend a hot day lounging around the pool. Lots of shade if you need it. Location of the house is perfect! You could walk across the Bridge of Lyons to the historic district. The host was very responsive to our quick questions. We will definitely be back!"
Blue Heron - Amazing Backyard and Heated Pool, Near Beach & Historic Downtown
Ocean Cottage Steps from Sand and HEATED Pool, Private Access, Deck w/Grill, Walk to Restaurants
10.0 out of 10, Exceptional, (19)
"Awesome stay. So close to Beach and local activities. Can't wait to get back."
Ocean Cottage Steps from Sand and HEATED Pool, Private Access, Deck w/Grill, Walk to Restaurants
El Cielo Vista: An Island Location
9.8 out of 10, Exceptional, (21)
"We loved the house and location. House was very clean. The only thing I can say about the house is that the TV's in bedrooms need to be Smart TV's. We basically only got minimal channels. Also, mattress needs to be updated in bedroom downstairs. Overall, great house with lots of room and very nice pool."
El Cielo Vista: An Island Location
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Tropical Gem w/ Courtyard & Large Deck – Stroll 1 Block to Beach Boardwalk
8.6 out of 10, Excellent, (18)
"The location was great!! Two blocks from ocean and easy access. You hear the waves. The house was very clean but if you need a place without stairs this is not the place. The front door leads up 18 very steep steps to main floor where the living/kitchen area is. There is a lovely ground floor master bedroom w/ensuite. The yard needs landscaped and the firepit is not usable. The balcony off the main living space had a very nice table and chairs so we sat there. House needs new paint but for a...
Tropical Gem w/ Courtyard & Large Deck – Stroll 1 Block to Beach Boardwalk
POOL PARADISE w/Tiki Bar, Walk/Bike to Island & Downtown Attractions, Restaurants, Bars, Gas Grill
9.4 out of 10, Exceptional, (41)
"We were all impressed with the Tiki nest - the back yard was like you were in Key West or Hawaii - very nice and relaxing. We ate all meals out except breakfast - but everything was there - we just didn’t use it. There’s so much to see and do in St Augustine we really kept busy. The check in process and communication with the host was very easy - our vacation was great."
POOL PARADISE w/Tiki Bar, Walk/Bike to Island & Downtown Attractions, Restaurants, Bars, Gas Grill
Embellish this Large, Tropical ISLAND HEATED POOL HOME on St. Augustine Beach
10.0 out of 10, Exceptional, (2)
"The place was very clean. The host was very nice and had great communication. We will stay here again."
The price is $299
$690 total
includes taxes & fees
Jun 15 - Jun 16
Embellish this Large, Tropical ISLAND HEATED POOL HOME on St. Augustine Beach
Southwind - Screened Heated Pool! Near: Amphitheatre, Historic Downtown, & Beach
9.6 out of 10, Exceptional, (105)
"This place was perfect for a family wedding in St Augustine. The house was just like the pictures showed in the website. We had plenty of room to each have our own bedroom, move around the kitchen with no crowding and 2 nice size bathrooms but the best was the pool. We sat out in the lanai every day. If we were home, there was a good chance we were out by the pool watching my 10-year-old niece have a ball. The location was perfect being able to drive over to Saint Augustine historic area in six...
Southwind - Screened Heated Pool! Near: Amphitheatre, Historic Downtown, & Beach
Beachside Hideaway-Cozy Home with Ocean Views, Walk to the Beach! Game Room!
10.0 out of 10, Exceptional, (5)
"As soon as we drove into the neighborhood… we were at peace. What a tranquil place and home. The house was exactly what was expected and described on the website. Everything was perfectly clean. The kitchen was fully stocked with everything needed to make meals. All the appliances were in superb condition. All the bedrooms were clean and well maintained. You will notice that someone put their heart and soul into making this home as comfortable and relaxing as possible. Lastly, the beaches are...
Beachside Hideaway-Cozy Home with Ocean Views, Walk to the Beach! Game Room!
Beach & Boating & Fishing Paradise! With 4 Kayaks Included!!!
10.0 out of 10, Exceptional, (40)
"Nice clean and updated vacation home. All amenities (Towels & Kitchen tools; pots and pans, dishes included!) Dock and pool are incredible!!! Very Clean!! Nice back patio! Water view is incredible! My wife loved the coffee packs provided. Just a wonderful relaxing place!! This place has everything you need for your vacation! No stress; No worries!"
Beach & Boating & Fishing Paradise! With 4 Kayaks Included!!!
Bridgekeeper's Cottage
10.0 out of 10, Exceptional, (7)
"This was an amazing place to spend our time away. The place was just as described and when we weren’t on the beach, we enjoyed the ocean views from the deck. We’d recommend this to anyone!"
The price is $180
$401 total
includes taxes & fees
Jun 10 - Jun 11
Bridgekeeper's Cottage
Spacious Beach Townhome ~ Pet Friendly ~ Great Price
9.6 out of 10, Exceptional, (54)
"The townhouse was clean, comfortable and nicely decorated. It was Short walk to the beach which was wonderful. We enjoyed our stay and wild definitely book it again."
Spacious Beach Townhome ~ Pet Friendly ~ Great Price
Relaxed Cancellation Policy! Oceanfront home with pool,hot tub, fire pit, bikes.
9.6 out of 10, Exceptional, (113)
"We were very pleased with booking process and the property manager communication gave us confident we made a good choice. We greatly enjoyed our stay on St Augustine Beach and the oceanfront location of this property!"
Relaxed Cancellation Policy! Oceanfront home with pool,hot tub, fire pit, bikes.
Classic Oceanfront cottage with yard and beach access in St. Augustine Beach
10.0 out of 10, Exceptional, (20)
"The cottage was perfect for our family! Walked back & forth to the beach with ease & felt like we had our very own walkway! Would love to be able to sit in house & see the water but I understand the importance of the dunes. Maybe a rooftop porch in the future? This house was equipped with absolutely everything we needed!"
Classic Oceanfront cottage with yard and beach access in St. Augustine Beach
Oceanfront, dog-friendly home with screened lanai, beach walkway & fast WiFi
8.2 out of 10, Very Good, (35)
"We had a great time with our family of 4 at this home. It is a smaller home on the block, so would not be good for more than 4-6 people. The private pool is fantastic, the heater was turned on for us on arrival (i did call to confirm many times). The home was very clean when we arrived. The walk to the beach is beautiful through the marsh. You cannot take a wagon through this area as there is a lot of hills and decking fyi. But it is close enough to bring just a few things, very close. To be...
Oceanfront, dog-friendly home with screened lanai, beach walkway & fast WiFi
Villa Elena - Elegant Spacious House by the Beach with Large Pool & Heated Spa!
9.4 out of 10, Exceptional, (197)
"Great house with plenty of space! The kids (and adults) absolutely loved the pool! Short walk to the beach and short drive into historic St Augustine. The fort is a must see! There are grocery stores right close by, as well as many restaurant options. We all agreed we would stay here again! Thank you for sharing your home with us!"
Villa Elena - Elegant Spacious House by the Beach with Large Pool & Heated Spa!
Starfish - Heated Pool & King Beds! Near: Amphitheatre, Historic Downtown, Beach
9.6 out of 10, Exceptional, (108)
"This was a wonderful home to enjoy our family vacation. Loved all the amenities and loved how close it was to everything. Our family truely enjoyed our stay and hope to come back in the future."
Starfish - Heated Pool & King Beds! Near: Amphitheatre, Historic Downtown, Beach
Spacious coastal home with an enclosed yard, hot tub, grill, & W/D - dogs ok
8.0 out of 10, Very Good, (4)
"Overall, the inside of the house was nice and worked out well for our group. The house was nicely cleaned and the AC worked very well, which was definitely needed to survive the FL heat. The beach isn’t too far away and it was relatively easy to get back and forth each day. The beds and couches were pretty hard and not super comfortable, but was fine to sleep and relax on for a few days. The main issues we encountered during our stay were ones that have been mentioned in previous Vacasa reviews:...
Spacious coastal home with an enclosed yard, hot tub, grill, & W/D - dogs ok
Tiki Hut ~ Excellent Location ~ 1 house off the Beach!
9.2 out of 10, Wonderful, (85)
"A little run down for the price. $$ Great location to beach"
Tiki Hut ~ Excellent Location ~ 1 house off the Beach!
Grandview- Heated Pool & Game Room! Near: Amphitheatre, Historic Downtown, Beach
9.4 out of 10, Exceptional, (176)
"We had a wonderful stay here ! Location was perfect close to the AMP which worked well for us . The host was very nice to deal with and communicated very well !! We will be back"
Grandview- Heated Pool & Game Room! Near: Amphitheatre, Historic Downtown, Beach
Tidal Paradise - Heated Pool & Firepit! Walk to the Beach!
9.8 out of 10, Exceptional, (26)
"Calm and quiet"
Tidal Paradise - Heated Pool & Firepit! Walk to the Beach!
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See all available properties in Anastasia Island
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.

Other property types in Anastasia Island

1 Bedroom Ocean Side Condo w/ Heated Pool and Private Walkway to the beach b24
9.6 out of 10, Exceptional, (137)
"A really nice comfortable place to stay with easy access to the beach. The place had all the conveniences of home. The host was very accommodating and responsive to all our questions during our stay. Had all the conveniences that you would need."
The price is $99
$246 total
includes taxes & fees
Jun 19 - Jun 20
1 Bedroom Ocean Side Condo w/ Heated Pool and Private Walkway to the beach b24
Steps to Beach! Newly Renovated w/Sunroom, En-suite Bedrooms, Walk to Restaurants, Shops, Ocean Pier
9.8 out of 10, Exceptional, (86)
"This property was the best! We had a great 5 nights as a family of 4. You can walk to everything - the beach, amazing restaurants, coffee shop, donuts, ice cream, the pier, etc! The house was comfortably ready for us, super clean and well stocked. We REALLY appreciated the beach toys, chairs & umbrella! Cannot wait to return! 5 🌟"
Steps to Beach! Newly Renovated w/Sunroom, En-suite Bedrooms, Walk to Restaurants, Shops, Ocean Pier
St Augustine Beach Condo just steps from the beach!
10.0 out of 10, Exceptional, (28)
"Sleep quality was 0. Everything else was fine."
St Augustine Beach Condo just steps from the 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.

Anastasia Island Vacation Homes information

Number of reviews
1,015
Accommodation
506 Vacation Homes
Lowest Price
$180
Highest Price
$299

Recent reviews of Anastasia Island hotels
Expedia verified reviews