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Vacation Homes in Anastasia Island

Waterfront! Incredible Views, Watch the Dolphins Play, Perfect for Groups, $300 in Free Tickets!

10.0 out of 10, Exceptional, (7)
"I wish I could rate it 10 stars. The host was amazing and responded so fast to every question I had. The house is WAY bigger in person than it looks in the photos. They left us treats at check in that were delicious. The location is amazing, so perfect to sit on the huge balcony and watch the sun rise over the ocean! Great place and we will definitely come back. Highly recommend! "
Waterfront! Incredible Views, Watch the Dolphins Play, Perfect for Groups, $300 in Free Tickets!

APRIL DISCOUNT! Coquina Cove Heated Pool Home by Beach & Downtown

9.2 out of 10, Wonderful, (86)
"The property was clean and perfect for two families with four kids. Everyone had plenty of space and the kids loved playing in the heated pool. The host was very kind and easy to communicate with. In addition, the location was convenient being minutes from Historic St. Augustine and equally close to the beach. We had a great stay! "
APRIL DISCOUNT! Coquina Cove Heated Pool Home by Beach & Downtown

UPDATED BEACHFRONT & DOG FRIENDLY-BREED RESTRICTIONS

10.0 out of 10, Exceptional, (129)
"This is probably one of the best places I have stayed in Saint Augustine. The bed was comfortable, the view is amazing, location is perfect and we had everything we needed. Host communicated perfectly. Would definitely recommend and would definitely stay again."
UPDATED BEACHFRONT & DOG FRIENDLY-BREED RESTRICTIONS

GOIN COASTAL Beach House, 3/2, Sleeps 10, 3 min Walk To The Beach

10.0 out of 10, Exceptional, (223)
"Walk to beach clean"
GOIN COASTAL Beach House, 3/2, Sleeps 10, 3 min Walk To The Beach

Waterfront Home w/Heated Pool, Rooftop Deck, Large Primary Suite, Great Location

10.0 out of 10, Exceptional, (59)
"Absolutely wonderful home - from the location to the amenities and communication with our hosts, we loved this property! My teenagers are ready to come back!"
Waterfront Home w/Heated Pool, Rooftop Deck, Large Primary Suite, Great Location

Beautiful Pool + Beachside House - Perfect for Family and Pet friendly!

9.8 out of 10, Exceptional, (124)
"Great place to stay with family!"
Beautiful Pool + Beachside House - Perfect for Family and Pet friendly!

Two-level home with partial ocean view, balcony, WiFi, & W/D - walk to the beach

9.6 out of 10, Exceptional, (94)
"Worked perfect. Great location. Easy to get to downtown. "
Two-level home with partial ocean view, balcony, WiFi, & W/D - walk to the beach

Relaxed Cancellation Policy! Oceanfront home with pool,hot tub, fire pit, bikes.

9.6 out of 10, Exceptional, (134)
"Lots of room, cool place. Great location!"
Relaxed Cancellation Policy! Oceanfront home with pool,hot tub, fire pit, bikes.

SAVE ON AUGUST SPECIALS! 9BR OCEANFRONT ESTATE! LARGE POOL/YARD, GAME ROOM!

10.0 out of 10, Exceptional, (106)
"The property is amazing!!! Very clean, well-equipped kitchen, amazing views, great pool, access to beach was great and lots of beach accessories. Kelley was easy to deal with and very responsive to any questions I may have had. I would highly recommend staying here. "
SAVE ON AUGUST SPECIALS! 9BR OCEANFRONT ESTATE! LARGE POOL/YARD, GAME ROOM!

Oceanfront, dog-friendly home w/private pool & direct beach access!

9.0 out of 10, Wonderful, (7)
"The cottage was very homey. Had everything we needed. Love the walkway to the beach. It was a wonderful get away. We'll definitely rent again. "
Oceanfront, dog-friendly home w/private pool & direct beach access!

Multi-Family Beach House, Ocean Views, 2 min Walk to Beach, Restaurants, Shops! $300 in Free Tickets

9.6 out of 10, Exceptional, (50)
"Location was great, communication with the manager was easy and the house worked well for our multiple families. We would book here again!"
Multi-Family Beach House, Ocean Views, 2 min Walk to Beach, Restaurants, Shops! $300 in Free Tickets

Steps to Sand, HEATED Pool, Private Access, Deck, Grill, Walk to Restaurants, $300 in Free Tickets!

10.0 out of 10, Exceptional, (40)
"Great place with a great price we could not have asked for a better vacation."
Steps to Sand, HEATED Pool, Private Access, Deck, Grill, Walk to Restaurants, $300 in Free Tickets!

New Lighthouse - Spacious Home Near the Beach with Pool & Heated Spa! King Beds!

9.8 out of 10, Exceptional, (83)
"My family love the house is good place for enjoying we loved "
New Lighthouse - Spacious Home Near the Beach with Pool & Heated Spa! King Beds!

Forever Sunshine - 4 houses to sand! Ocean View Home with Pool, Sleeps 10.

9.8 out of 10, Exceptional, (37)
"Property manager was very responsive with any questions and concerns. Location was perfect and home was immaculate! Will be returning!"
Forever Sunshine - 4 houses to sand! Ocean View Home with Pool, Sleeps 10.

Captain's Oasis: Ocean View, Heated Pool, Putting Green, Walk to the Beach!

9.6 out of 10, Exceptional, (43)
"Beautiful location with plenty of fun activities for children!"
Captain's Oasis: Ocean View, Heated Pool, Putting Green, Walk to the Beach!

You must have the experience, just steps from St Augustine's historic district

10.0 out of 10, Exceptional, (24)
"Everything was great"
You must have the experience, just steps from St Augustine's historic district

Starfish - Heated Pool & King Beds! Near: Amphitheatre, Historic Downtown, Beach

9.6 out of 10, Exceptional, (132)
"We loved our stay here and the hosts were so kind! Lovely property, would definitely stay here again :)"
Starfish - Heated Pool & King Beds! Near: Amphitheatre, Historic Downtown, Beach

Sapphire: Updated 2 bedroom home with private pool, hot tub, cabana, outdoor

9.8 out of 10, Exceptional, (35)
"Perfect weather all week "
Sapphire: Updated 2 bedroom home with private pool, hot tub, cabana, outdoor

Riverfront Paradise, Private Dock - Up to 30' Boat, Heated Pool, 1 mile to Beach, Separate Cottage!

9.8 out of 10, Exceptional, (51)
"We all had a wonderful time at Paradisea."
Riverfront Paradise, Private Dock - Up to 30' Boat, Heated Pool, 1 mile to Beach, Separate Cottage!

LunaSea Beach House - Family friendly, steps to beach, private pool & hot tub

10.0 out of 10, Exceptional, (119)
"Property was clean, private, and easy parking. Owner was very helpful with questions and was quick to respond. Very nice property."
LunaSea Beach House - Family friendly, steps to beach, private pool & hot tub
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