St. Augustine Holiday Rentals

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Holiday Rentals in St. Augustine

Fridge, microwave, oven, stovetop
Adorable cottage central to everything
10.0 out of 10, Exceptional, (61)
"This was the perfect little get away. Close to everything you would want to see. Extremely clean and adorable with plenty of space and added small touches that made this place over the top! Definitely recommend!!"
The price is NZ$372
includes taxes & fees
23 May - 24 May
Adorable cottage central to everything
Interior
MARINA SUNSETS -- SAINT AUGUSTINE DOWNTOWN HISTORIC DISTRICT
10.0 out of 10, Exceptional, (220)
"Great space and a great location. So nice to have a quiet spot to relax and access to some many close attractions. We had a rental car which made it easy to get around and see a lot. Thanks for an easy and great stay."
MARINA SUNSETS -- SAINT AUGUSTINE DOWNTOWN HISTORIC DISTRICT
Fridge, microwave, stovetop, coffee/tea maker
St Augustine Vacation Rental: Close to Downtown!
10.0 out of 10, Exceptional, (5)
"We were completely satisfied with the cottage, more than we expected. Definitely would recommend. Only one suggestion: install grab bars in shower for us senior citizens."
St Augustine Vacation Rental: Close to Downtown!
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Exterior
HARBOR ISLAND - A GEM IN THE HISTORIC DISTRICT.
10.0 out of 10, Exceptional, (322)
"No complaints"
HARBOR ISLAND - A GEM IN THE HISTORIC DISTRICT.
Property grounds
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
Fridge, microwave, oven, stovetop
Walk to Nights of Lights- Lovely 2 Bedroom-1 Bath Excellent location.
10.0 out of 10, Exceptional, (44)
"Very clean and well-appointed for all needs. Good wi-fi and TV system for when you come back in from being out all day. Super nice property manager communication and response."
Walk to Nights of Lights- Lovely 2 Bedroom-1 Bath Excellent location.
Beach
St Augustine Beach Condo just steps from the beach!
10.0 out of 10, Exceptional, (27)
"Clean well stocked first floor condo close to beach walk over. Mike the owner was easy to message and replied quickly. Highly recommend."
St Augustine Beach Condo just steps from the beach!
Terrace/patio
Anastasia Island, Dog Friendly spacious Home great for families
10.0 out of 10, Exceptional, (13)
"Weekend trip"
Anastasia Island, Dog Friendly spacious Home great for families
Beach nearby
Ocean Song - 5 Star Ocean View Beach Side
10.0 out of 10, Exceptional, (157)
"My daughter and I stayed at ocean song for Mother’s Day weekend. We had a really good time. Place was extremely clean, (I think this was the first time I didn’t have to clean anything when I got to a vacation house), close to the beach and it was very relaxing sitting outside on the deck at night, listening to the ocean. We will definitely stay again!"
Ocean Song - 5 Star Ocean View Beach Side
Beach nearby
Steps to Beach! Newly Renovated w/Sunroom, En-suite Bedrooms, Walk to Restaurants, Shops, Ocean Pier
9.8 out of 10, Exceptional, (84)
"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
Interior
Beach Front+Heated Pool, SPA, Beach Views, Umbrella+Lounger forBeach, Balconies
9.8 out of 10, Exceptional, (145)
"The house is great and the pictures represent the house and the view well. We had a wonderful time and the host was fantastic and super responsive when we had questions. Two "good to know" points I think should be made that I do not believe are listed in the description-- 1) The house is on a part of the beach that cars can drive on. You CANNOT see or hear the cars from the property- but it would have been nice to know. 2) There is construction on the house next door. We rarely heard anything-...
Beach Front+Heated Pool, SPA, Beach Views, Umbrella+Lounger forBeach, Balconies
Property grounds
Private Beach House less than a block from the water front
9.8 out of 10, Exceptional, (19)
"Everything went well for us when we were there. The hot tub is really just for two people. The living room furniture doesn't really work or sitting around and talking but the porch is super nice in the table. The location is excellent! The neighborhood is wonderful. Host not real quick to respond to questions but does eventually."
Private Beach House less than a block from the water front
Beach nearby, sun-loungers, beach towels
1 Bedroom Ocean Side Condo w/ Heated Pool and Private Walkway to the beach b24
9.6 out of 10, Exceptional, (136)
"Everything was perfect. We hope to go back soon"
The price is NZ$360
includes taxes & fees
27 May - 28 May
1 Bedroom Ocean Side Condo w/ Heated Pool and Private Walkway to the beach b24
1 bedroom, iron/ironing board, free WiFi, bed sheets
Downtown Hideaway, studio accommodations, in the heart of the Historic District
9.6 out of 10, Exceptional, (296)
"I place was in a good location for all our needs. The place was nice."
The price is NZ$271
includes taxes & fees
2 Jun - 3 Jun
Downtown Hideaway, studio accommodations, in the heart of the Historic District
View from property
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.
Beach
Spacious Beach Townhome ~ Pet Friendly ~ Great Price
9.6 out of 10, Exceptional, (52)
"Beautiful and perfect location."
Spacious Beach Townhome ~ Pet Friendly ~ Great Price
Fridge, microwave, oven, stovetop
Ocean front property 2 bedroom cottage steps to ocean (Surf Crest Village #23)
9.6 out of 10, Exceptional, (83)
"Total relaxation with an "Old Florida" vibe. Patty & Harry are great. 2nd stay, will be back for a 3rd."
Ocean front property 2 bedroom cottage steps to ocean (Surf Crest Village #23)
Exterior
Modern oceanfront condo with two pools & private washer/dryer
9.6 out of 10, Exceptional, (131)
"The location of this condo is great! The view of the ocean is beautiful and it is only a few minutes walk out the condo boardwalk to the beach. The owners even left a few beach chairs for us to use. There are many restaurants very near-by along with fun activities such as miniature golf. The 2 pools are perfect for non-beach times. We had a lovely long stay!"
Modern oceanfront condo with two pools & private washer/dryer
On the beach
Oceanfront Pirate's Paradise w/Pool, Balconies & Ocean View - Walk Everywhere
9.2 out of 10, Wonderful, (72)
"We really enjoyed this home! We have a family of 6 so it had a great layout for us. The kitchen was fully stocked for ease of meal prep. And the location right on the beach could not be beat! The home was at the end of the street so pretty quiet, just the way we like it! Yet it is close to St. Augustine so it was an easy drive to this cute historical town. I only rated it 4 stars because the communication with the property management team was inconsistent so it made us feel as though we were...
Oceanfront Pirate's Paradise w/Pool, Balconies & Ocean View - Walk Everywhere
Outdoor pool, a heated pool
Ocean Front Condo With Heated Pool outdoor patio overlooking the Ocean
9.2 out of 10, Wonderful, (88)
"Clean, comfortable and quiet. Great communication with the host. Nice spot for a getaway! "
The price is NZ$443
includes taxes & fees
15 Jun - 16 Jun
Ocean Front Condo With Heated Pool outdoor patio overlooking the Ocean
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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 types of properties in St. Augustine you may be interested in

Lobby lounge
Castillo Real Resort Hotel
3.0 star property
8.6 out of 10, Excellent, (1003)
"I stumbled upon this hotel because it was a great price for our week stay for our honeymoon, and I am more than happy I chose it. The staff was amazing, and the location is great. It’s only a 2 minute walk to the beach. They were under renovation, but it never bothered us. We were suppose to have a jacuzzi tub in our room, but we didn’t get it because of the remodel, which was totally fine. They gave us a discount for it not being exactly what we booked. The only thing I could even complain...
The price is NZ$258
includes taxes & fees
28 May - 29 May
Castillo Real Resort Hotel
View from property
Guy Harvey Resort on St Augustine Beach
3.0 star property
8.4 out of 10, Very good, (2030)
"It was a beautiful property a d easy to get to the beach "
The price is NZ$290
includes taxes & fees
27 May - 28 May
Guy Harvey Resort on St Augustine Beach
Front of property - evening/night
Villa 1565
3.0 star property
8.0 out of 10, Very good, (1628)
"My wife and I went to St Augustine and stayed at Villa 1565. We had a great time.the hotel was very clean and within walking distance from St George St.. It was very close to the Fountain of Youth, "
The price is NZ$197
includes taxes & fees
27 May - 28 May
Villa 1565
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our St. Augustine holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up St. Augustine. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in St. Augustine. Seeing all the best attractions is bound to make you fall in love with St. Augustine. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in St. Augustine short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in St. Augustine?

Yes, there are holiday rentals in St. Augustine close to St. Augustine Pirate and Treasure Museum, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit St. Augustine like the university campus and fascinating museums. While you're in the area, you can also enjoy the popular beaches and great live music.

What are some of the best holiday rentals that St. Augustine has to offer?

HARBOR ISLAND - A GEM IN THE HISTORIC DISTRICT. : This highly rated holiday home rental in St. Augustine is located on the waterfront, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of books in this rental home to help you unwind. Other favourite homes for rent in St. Augustine are MARINA SUNSETS -- SAINT AUGUSTINE DOWNTOWN HISTORIC DISTRICT and Beach Front+Heated Pool, SPA, Beach Views, Umbrella+Lounger forBeach, Balconies.

How many holiday rentals are there in St. Augustine?

Expedia has 2026 holiday rentals for your stay in St. Augustine.

What can I see and do in St. Augustine?

Enjoy the outdoors at St. Augustine Beach and Ponce de Leon's Fountain of Youth Archaeological Park, or simply take in cultural attractions like Lightner Museum and St. Augustine Pirate and Treasure Museum. Other places in town to visit include Ponce de Leon Hotel and Cathedral Basilica of St. Augustine.

What are holiday rentals like in St. Augustine?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in St. Augustine. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for family trips.

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