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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Browse Select Anastasia Island Holiday Homes

Relaxed Cancellation Policy! Oceanfront home with pool,hot tub, fire pit, bikes.
5 bedrooms, desk, iron/ironing board, travel cot

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.
Waterfront home with dock, heated pool, & spectacular views- walk/bike downtown!
Terrace/patio

Waterfront home with dock, heated pool, & spectacular views- walk/bike downtown!

10.0 out of 10, Exceptional, (103)
"Spring Break with our college age daughters. "
Waterfront home with dock, heated pool, & spectacular views- walk/bike downtown!
Tropical Winds - Heated Pool & Firepit! Walk to the Beach!
Fridge, microwave, oven, stovetop

Tropical Winds - Heated Pool & Firepit! Walk to the Beach!

10.0 out of 10, Exceptional, (61)
"This is our third time staying at this amazing property. It’s starting to feel like our home away from home. The location is perfect, the fenced in yard is amazing and the home is so comfortable. We will be back again soon! "
Tropical Winds - Heated Pool & Firepit! Walk to the Beach!
Tidal Paradise - Heated Pool & Firepit! Walk to the Beach!
Fridge, microwave, oven, stovetop

Tidal Paradise - Heated Pool & Firepit! Walk to the Beach!

10.0 out of 10, Exceptional, (51)
"This home offers easy access to the beach by walk or short drive, a great pool and clean, simple layout."
Tidal Paradise - Heated Pool & Firepit! Walk to the Beach!
SAVE ON AUGUST SPECIALS! 9BR OCEANFRONT ESTATE! LARGE POOL/YARD, GAME ROOM!
On the beach, sun-loungers, beach towels

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

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

10.0 out of 10, Exceptional, (39)
"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!
Forever Sunshine - 4 houses to sand! Ocean View Home with Pool, Sleeps 10.
Property grounds

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.
Lighthouse - Heated Pool & Firepit! Near: Amphitheatre, Historic Downtown, Beach
Fridge, microwave, oven, stovetop

Lighthouse - Heated Pool & Firepit! Near: Amphitheatre, Historic Downtown, Beach

9.4 out of 10, Exceptional, (151)
"The house is in a peaceful neighborhood, minutes from the beach. There was plenty of room. The hosts were great and super responsive. Love St. Augustine and would recommend this place to stay. It's so much better than crowding into small hotel rooms. "
Lighthouse - Heated Pool & Firepit! Near: Amphitheatre, Historic Downtown, Beach
Starfish - Heated Pool & King Beds! Near: Amphitheatre, Historic Downtown, Beach
Outdoor pool, a heated pool

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
Terrace/patio

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
LOW TIDE - 2 Beds / 1 Bath - Pet Friendly
Terrace/patio

LOW TIDE - 2 Beds / 1 Bath - Pet Friendly

10.0 out of 10, Exceptional, (168)
"Wonderful property close to the beach and downtown. We had a great stay."
LOW TIDE - 2 Beds / 1 Bath - Pet Friendly
NEW OCEANFRONT LISTING! TOTALLY RENOVATED 2 bed/2.5 bath Sea Place Townhome
On the beach, sun-loungers, beach towels

NEW OCEANFRONT LISTING! TOTALLY RENOVATED 2 bed/2.5 bath Sea Place Townhome

10.0 out of 10, Exceptional, (100)
"Great property! Close to downtown and quiet area."
NEW OCEANFRONT LISTING! TOTALLY RENOVATED 2 bed/2.5 bath Sea Place Townhome
Island Breeze- Close to Beach w/ Screened Lanai/Pool
Fridge, microwave, oven, stovetop

Island Breeze- Close to Beach w/ Screened Lanai/Pool

10.0 out of 10, Exceptional, (34)
"This property was everything that we could've hoped for and we would definitely stay here again without hesitatation!!"
Island Breeze- Close to Beach w/ Screened Lanai/Pool
Pool Paradise! $300 in Free Tickets, Tiki Bar, Walk or Bike Downtown Attractions, Restaurants, Bars
Pool

Pool Paradise! $300 in Free Tickets, Tiki Bar, Walk or Bike Downtown Attractions, Restaurants, Bars

9.2 out of 10, Wonderful, (67)
"Clean house and the owner was always very quick to respond to any questions. "
Pool Paradise! $300 in Free Tickets, Tiki Bar, Walk or Bike Downtown Attractions, Restaurants, Bars
Blue Heron - Amazing Backyard and Heated Pool, Near Beach & Historic Downtown
Outdoor dining

Blue Heron - Amazing Backyard and Heated Pool, Near Beach & Historic Downtown

9.8 out of 10, Exceptional, (91)
"This is definitely going to be a regular spot for our family when we need a staycation in St. Augustine. The backyard and pool area is amazing and the house was perfect for us. Great time was had over our weekend at the property."
Blue Heron - Amazing Backyard and Heated Pool, Near Beach & Historic Downtown
Ocean Breeze - Spacious Beach Home, Great for Family Vacation, Pool & Heated Spa
Dining

Ocean Breeze - Spacious Beach Home, Great for Family Vacation, Pool & Heated Spa

9.6 out of 10, Exceptional, (134)
"10 family members met at your VRBO house and had a great long weekend of family fun! The property owner was very responsive to our inquiries and made sure we had answers to all our questions. "
Ocean Breeze - Spacious Beach Home, Great for Family Vacation, Pool & Heated Spa
Sandy Feet - Heated Pool! Near: Amphitheatre, Historic Downtown, & Beach
Outdoor pool, a heated pool

Sandy Feet - Heated Pool! Near: Amphitheatre, Historic Downtown, & Beach

9.4 out of 10, Exceptional, (87)
"Love St Augustine and this rental made the visit even better.Pet friendly with a pool...my chocolate lab was in heaven!Kids had a blast and we'll be back again soon."
Sandy Feet - Heated Pool! Near: Amphitheatre, Historic Downtown, & Beach
Villa Elena - Elegant Spacious House by the Beach with Large Pool & Heated Spa!
Beach nearby, beach towels

Villa Elena - Elegant Spacious House by the Beach with Large Pool & Heated Spa!

9.4 out of 10, Exceptional, (238)
"The house was spacious and close walk to the beach. The hosts were very responsive. St Augustine beaches were great. It was a wonderful stay. "
Villa Elena - Elegant Spacious House by the Beach with Large Pool & Heated Spa!
Steps to Beach, Intracoastal, and Restaurants, Fenced Yard, Kayaks, $300 in Free Tickets Per Day!
Fridge, microwave, oven, stovetop

Steps to Beach, Intracoastal, and Restaurants, Fenced Yard, Kayaks, $300 in Free Tickets Per Day!

9.6 out of 10, Exceptional, (60)
"Great place to stay!"
Steps to Beach, Intracoastal, and Restaurants, Fenced Yard, Kayaks, $300 in Free Tickets Per Day!
Ocean Pearl - Lovely Home, Pool & Heated Spa, Near the Beach & Intracoastal
Beach nearby, beach towels

Ocean Pearl - Lovely Home, Pool & Heated Spa, Near the Beach & Intracoastal

9.8 out of 10, Exceptional, (79)
"We enjoyed our stay. The house was just perfect for our family. We didn’t have any issues with getting the spa to work or the temperature of the house that some had mentioned. It was pretty convenient to get to other parts of St. Augustine from the house. "
Ocean Pearl - Lovely Home, Pool & Heated Spa, Near the Beach & Intracoastal
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

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

10/10 Excellent
"Excelente instalación!!! Muy buenos servicios!!! Lo único ampliar el horario de piscina. También faltan en los estudios elementos básicos de cocina como platos y cubiertos."
Néstor 2-night trip
Posted 1 day ago
Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort