Waterfront vacation rentals in Anastasia Island

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Popular amenities for Anastasia Island waterfront rentals

Waterfront apartment rentals

Superhost
Apartment in St. Augustine Beach
4.88 out of 5 average rating, 109 reviews

Beachfront, Heated Pool with Private Beach Access

DianeRating, 5 stars1 week ago
The sunrises every morning from the deck were magical. The walk over the dunes to the beach, the morning coffee, the three bedrooms all made a perfect start to the day for me and my two sisters. We had an issue with a broken toaster which was addressed immediately. David was responsive and caring. For three adult women, the only thing that wasn’t ideal, but we knew it in advance, was the bedroom with bunk beds. They weren’t as comfortable as the two king size beds in the other two rooms, so someone has to make a sacrifice. But, all in all, we had a great time!
Guest favorite
Apartment in St. Augustine
4.89 out of 5 average rating, 19 reviews

Intra-Coastal Kayak Condo

TiffanyRating, 5 stars2 months ago
Gerard's place was clean, comfortable and for us, very convenient walking distance to Fort Mose where we were attending the Jazz & Blues festival. We will stay here again if we are in the area!
Guest favorite
Apartment in Palm Coast
4.95 out of 5 average rating, 211 reviews

Oceanfront Hammock Beach Retreat

StephenRating, 5 stars1 week ago
Beautiful and upscale space. Felt like a luxury resort experience.
Guest favorite
Apartment in St. Augustine Beach
4.94 out of 5 average rating, 182 reviews

Modern & Comfy Beach Gem: Pool ~ Ocean Views ~ Pkg

LoriRating, 5 stars4 weeks ago
Mark and Melanie have a GEM at St Augustine Beach! The kitchen is so well stocked there is nothing missing. The seaside decor sets the tone for a very comfortable and relaxing getaway! The unit is clean, bright, well designed and the walkout patio directly to the beautiful Pool is a highlight ! The condo complex is securely gated. And extremely well maintained. And they’ve thought of everything , all The beach chairs, toys and towels are included which makes packing for a beach vacay a breeze. Melanie was very responsive and prompt with checkin instructions and local Recommendations. The beach is our favorite with white sugar sand , rolling surf, shells and it Is perfect for daily walks. We’ve stayed at many condos in St Augustine and this is by far the favorite ! We’ve reserved for a return trip next year and look forward to the sun, ocean, and relaxing here again !
Top guest favorite
Apartment in St. Augustine
4.99 out of 5 average rating, 176 reviews

Beachside Studio

TaraRating, 5 stars1 week ago
Cheryl really has thought of everything. It exceeded my expectations and all the little details really made it feel so cozy and comfortable. Had a wonderful time. Paul was so welcoming when we ran into each other on my arrival and friendly throughout.
Superhost
Apartment in St. Augustine
4.94 out of 5 average rating, 178 reviews

Updated and clean, private beach access condo

KerriRating, 5 stars3 weeks ago
We really enjoyed our week stay and hope to return next year. Susan was a very responsive host and condo was comfy and nicely decorated with coastal decor. We especially loved the beautiful, private beach…well worth the walk!
Top guest favorite
Apartment in St. Augustine
4.93 out of 5 average rating, 390 reviews

Bougainvillea way, steps to town center, romantic.

ClareRating, 5 stars2 weeks ago
Great location and a charming place to stay. Good communication from the hosts. Would definitely recommend. Thank you
Top guest favorite
Apartment in St. Augustine
4.98 out of 5 average rating, 103 reviews

The Turtle Nest, a delightful Oceanfront getaway

RachelRating, 5 stars6 days ago
Couldn't have asked for a better location. Was the perfect relaxing getaway for me and my mom. Rob was great with recommendations and quick to respond to questions. Would definitely love to go back.

Waterfront house rentals

Guest favorite
Home in St. Augustine
5 out of 5 average rating, 22 reviews

Oasis by the Sea sleeps 14

RachelRating, 5 stars3 months ago
Paola was responsive and respectful. The property was charming and spacious. Also, our teens loved that there were two kitchens and two hang out areas. Also, the beach access was perfect,
Guest favorite
Home in St. Augustine
4.92 out of 5 average rating, 102 reviews

Waterfront Cottage on Private Island in Preserve

JennyRating, 5 stars1 month ago
I have never had a harder time leaving a rental home than I did when we had to say goodbye to this one. Between the charm and comfort of the house and the beautiful setting, our family had a truly magical stay. We were mesmerized by the marsh and the wildlife, birds, etc. We had an incredible time paddleboarding the marsh right from the home's dock during times of the day of higher tide. The house has fantastic decor, space, and comfortable beds and furniture. Everything about the property is lovely. What a great location to explore St Augustine, which is our favorite town in Florida, and the surrounding area. It was so nice to have a quiet, peaceful haven to call home base for the week. Thank you again Patricia for sharing this heavenly place!
Guest favorite
Home in St. Augustine
4.76 out of 5 average rating, 107 reviews

On the Canal, by Beach, Kayaks, Dock, Fishing

JoeyRating, 5 stars3 months ago
This place was just as advertised, affordable, and a great place to stay for a nice getaway. We would definitely stay here again!
Top guest favorite
Home in Flagler Beach
4.96 out of 5 average rating, 113 reviews

Beach Home w/ Heated Saltwater Pool, SPA&Boat lift

CourtneyRating, 5 stars4 months ago
We really enjoyed staying at Dee’s place for Christmas that we are already discussing coming back for the summer! We didn’t think exactly how we were going to pull off a Christmas tree for Santa to bring presents to our 4yr old, but Dee informed us that they had an artificial tree with ornaments in the garage!! It was extremely easy to put up and take down. This house is in a great location, close enough for early fishing charters out of St. Augustine. Also surrounded by a good selection of golf courses to choose from. The house was very clean! We had zero issues during our stay. The pool was well heated and was able to keep up even with the very cold temperatures we had. The hot tub was very clean. We didn’t get to enjoy the pier and pond as much as we wanted due to the weather but any chance we did get out there was very enjoyable.
Guest favorite
Home in Flagler Beach
4.8 out of 5 average rating, 5 reviews

Palm Paradise Waterfront Home | Flagler Beach

TamiRating, 5 stars4 months ago
Spacious home on the inter coastal water way. Less than 5 minutes away by car from several good restaurants and the beach. It rained during most of our stay (typical late December weather), but during warmer weather the backyard, porch, and deck with a swing would be enjoyable.
Guest favorite
Home in Palm Coast
4.93 out of 5 average rating, 163 reviews

Saltwater Canal Front Villa with Pool

ZeinabRating, 5 stars3 days ago
Had a great stay. The place looked even better in person. The backyard was really nice. loved the pool and the sunset views in the evening. The house was clean and comfortable, and the neighborhood was quiet and felt safe. I’d stay here again and would recommend it to others.
Superhost
Home in St. Augustine
4.82 out of 5 average rating, 117 reviews

Oceanfront Cottage_pet friendly

DarpanRating, 5 stars1 month ago
We had another great vacation at Xue's. We thoroughly enjoyed the beach, and Xue was amazing as always with helping us out with questions and recommendations and such. Be sure to check out Ripple Effect Eco Tours, Commanders, and Cousteaus if you find yourself in the area. Thank you Xue for another great week, and we hope to see you again next year :-)
Guest favorite
Home in St. Augustine
4.9 out of 5 average rating, 210 reviews

Canal Home, Dock, BBQ, Walk to Beach, Fishing

LucasRating, 5 stars4 months ago
It was a very beautiful home. Lots of different things to do around the area as well, and the canal was very good fishing.

Waterfront condo rentals

Superhost
Condo in St. Augustine
4.88 out of 5 average rating, 74 reviews

Oceanfront Condo! Located at Pier Park!

DanaRating, 5 stars1 month ago
Beautiful place! Location cannot be beat! We are locals and needed a place to stay while our home underwent renovations so we opted for a beach staycation. Walking distance to many great restaurants and beach spots and a front row seat to daily sunrise from the balcony. We will definitely stay here again!
Top guest favorite
Condo in St. Augustine
4.99 out of 5 average rating, 107 reviews

Riverfront direct views-Get it ALL in St Augustine

SueRating, 5 stars1 week ago
A beautiful cozy condo on the Matanzas River in St. Augustine Shores. The views are very pretty from the lanai and condo. Sunrises over the river! Carla is a top-notch host who responds promptly to any inquiries and takes care of any issues quickly. The condo is very clean, bright, and nicely furnished in beach decor. Perfect for that setting! Lots to do in the area. 3 pools, 1 heated in the complex. Beach is a short drive. Awesome restaurants of all kinds. Historic Downtown St. Augustine, a must to experience. We highly recommend Carla as your host and her Riverfront Condo in St. Augustine for your next getaway!
Superhost
Condo in St. Augustine
5 out of 5 average rating, 6 reviews

Intracoastal Retreat One bedroom One Bathroom

JamieRating, 5 stars10 months ago
I had an amazing time! The Condo was fully furnished with a fully stocked kitchen 💕 the views were stunning and the pool was relaxing. Perfect location.
Guest favorite
Condo in St. Augustine
4.84 out of 5 average rating, 263 reviews

Direct Oceanfront ~ Fantastic Views!

WilliamRating, 5 stars2 days ago
Thank you Marty, it was perfect. The view was amazing. The condo was great for us. We visited the Washington Oaks State Park just down the road. We had lunch at Captains BBQ just south of Marineland on A1A. Tony's Pizza is right across the street from the condo. The beach was access and the beach was super. If you are looking for a beach vacation, this is a great pick. My wife and I enjoyed our stay and will be looking to coming back in the future. The swimming pool was perfectly maintained and everyone that was using it looked like they were having great time. Perfect for young and older people, like I said, this was the perfect spot for us. Thank you so much.
Guest favorite
Condo in St. Augustine
4.93 out of 5 average rating, 120 reviews

Pelican Inlet 2 Bedroom Condo Steps from the Beach

AnthonyRating, 5 stars2 days ago
Rental was very clean. Had plenty of extras like towels, high quality beach chairs, well stocked kitchen, etc. that made for a great stay. Location was away from overly commercial area which made it quiet and beach entrance was right across the street. Commute to downtown St Augustine was easy.
Superhost
Condo in St. Augustine
4.79 out of 5 average rating, 133 reviews

Oceanfront 1 BR Condo w/Private Balcony 3rd Floor

DianeRating, 5 stars2 months ago
We have stayed in Chris' condo for 4 years..enjoyed very stay . condo is equipped with everything you could need or want ...always clean and filled with owner pride...view from balcony is second to none..over these years we have noticed the entire complex has been well maintained..close to St Augustine historic area..they fire the cannons on weekends!..and outlet mall...enjoy eating at seafood kitchen..get the seafood platter for 2! ..good communication and Chris is always quick to respond..thanks Chris for letting us stay in your condo ..or your little piece or paradise...
Superhost
Condo in St. Augustine
4.78 out of 5 average rating, 232 reviews

Great 1 bedroom 1 bath condo with heated pool

JonathanRating, 5 stars1 week ago
This place was wonderful. It is on the 3rd floor and there are no elevators, so we did have to carry all of our luggage up the stairs. Besides that, it is a straight 15 minute drive to historic St. Augustine. Beach access is also located on the property. The televisions are great and the property has fast internet. We would definitely stay here again.
Top guest favorite
Condo in St. Augustine
5 out of 5 average rating, 34 reviews

Sunrise Paradise on Intracoastal Front

RebeccaRating, 5 stars1 month ago
We booked Julie's condo last minute and she was very accommodating! The condo was clean and had everything we needed. Thank you!

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