Holiday houses in Elkton

Guesthouse in St. Augustine

4.91 out of 5 average rating, 327 reviews

10 Minutes to EVERYTHING!! Modern Serene Studio

Serene Studio is just that- a quiet, peaceful, private space to lay your head after exploring St. Augustine. Our 500 sq. foot studio cottage is detached from the main house, where we live. It's set in a residential neighborhood that runs along the Intracoastal Waterway (which makes for gorgeous morning or evening strolls). We're a 10 minute car ride (without traffic!!) to the historic downtown or St. Augustine Beach. Serene Studio is the best of both worlds without the noise, hustle and bustle!

4.98 out of 5 average rating, 370 reviews

St. Augustine Studio*Private Entrance & Bath*Bikes

A private studio designed from a garage conversion, located in the up-and-coming West King District. Separate entry with keyless lock welcomes you to this comfortable, clean space with a queen size bed, your own bathroom, kitchenette, and 2 available parking spaces in the driveway. Mini-split AC cools and heats the studio comfortably. High speed internet, flat-screen tv with Netflix for relaxing after a day of sightseeing. Bicycles for exploring our historic downtown less than 2 miles away.

4.98 out of 5 average rating, 468 reviews

Winter Hawk Hideout

15 minutes from ol' St Augui. Located in the heart of this typical Florida woods and nested by oaks that saw the Seminole War as we are walking distance from Ft Peyton and 2 miles away from where Osceola was captured. The house sits on half acre of gardens and the decor is ranch, asian and whimsical .The goal is for you to feel transported away for a while. I do have 2 very small, well behaved and quiet dogs and one never seen cat. They do not have access to your quarters or are allowed in.

5 out of 5 average rating, 281 reviews

Entire guest suite short walk to beach.

Enjoy exploring beautiful, historical St. Augustine then kick back and take it easy at this private, quiet beach retreat within a short walk to the beach. Separate keyless entry allows for self check-in. Queen size bed, fully furnished, with amenities including a Keurig coffee maker, iron, hair dryer, beach cruiser bicycles, beach chairs, towels, umbrella and gas grill for cooking out. Flat screen TVs in both the living room and bedroom with Netflix and Amazon Prime included and Free WiFi

4.9 out of 5 average rating, 105 reviews

Mermaid relaxing studio. King bed. Pool.

Dear Guests, let us introduce our "Mermaid Relaxing" studio! KING BED! This studio is a private, compact, above-garage guest suite, with a private entrance upstairs from the (shared with our family) backyard. The Mermaid suite is ideal for a couple and features a King bed! Guests have own sitting area on the deck and are welcome to share the underground pool with us. Easy, ample free parking. Breathtaking pine forest outdoor views. Free wi-fi, Netflix, and Hulu apps on smart TV are included!

Tiny home in St. Augustine

4.97 out of 5 average rating, 266 reviews

Enjoy St. Aug's Best Tiny House

Creekside Cottage is a tiny house guest apartment. It's a great choice for couples or solo travelers looking for simple, stylish, and unique accommodations. The home is located across the street from Moultrie Creek which offers beautiful views. The neighborhood is a quiet, safe, residential area within a 10-15 minute drive to downtown St. Augustine or the beach. You'll have privacy, parking, and a beautiful garden space to enjoy during your stay. The Cottage offers wifi and Keurig coffee.

Place to stay in St. Augustine

4.92 out of 5 average rating, 891 reviews

Moon Over the Courtyard in the Historic District

You have found your cozy oasis tucked under an ancient Oak tree in a private, lush tropical Courtyard in the Historic District of St Augustine. Sit by the fountain, feed the roaming tortoises day or enjoy the fire and the 1000's of tiny lights reflected on the tree canopy by night. This small studio and exemplifies the appeal of tiny living: compact, clean, efficient, and convenient. The Courtyard is a short walk from all of the Historic Districts Shops, Restaurants and Attractions.

4.93 out of 5 average rating, 118 reviews

Peaceful Oasis Pet Friendly heated Pool & Gameroom

Welcome to your peaceful Oasis. This home is beautiful, secluded, and fenced in 3/4-acre with nature at your back door. It's going to WOW you! There is plenty of room for everyone to spread out with an open floor plan. Includes: Pool Table, Dart Board, Board games, Hammock, Saltwater heated pool, & peaceful pond with waterfall. Come relax and have fun. Just minutes to Historic Downtown, Beaches, Restaurants & I-95. 30 min from Jax 40 mins from Daytona $100 pet fee & $50 a pet up to 3.

4.88 out of 5 average rating, 108 reviews

Cottage in Elkton

Cottage w/pool on horse property, St. Augustine.

This 860 sf. cottage has all you need for a comfortable, private stay while visiting St. Augustine. Victoria Place sits on a 13-acre equestrian property, Enchanted Horse Acres, a magical place for nature lovers. Beautiful and quiet country setting only 20 minutes from the hustle and bustle of historic St. Augustine and the white sands of Crescent Beach. This is an ideal location between Orlando and Jacksonville with easy access to the freeway, only 45 minutes to Daytona Beach.

4.89 out of 5 average rating, 233 reviews

Charming home with great amenities

Are you looking for a great family friendly place to relax close to St. Augustine and the beaches? This charming home with a relaxed vibe in St Augustine Shores is the place for you. You are just 5 miles from downtown and the beaches in a quiet neighborhood. Relax on the lanai, listen to sound of the fountain in the koi pond in private fenced back yard. You can access the community pool on the intracoastal for a $7 fee. Two kayaks available for your use.

4.98 out of 5 average rating, 323 reviews

Cozy studio 15 min to beaches & historic downtown

Outstanding location & amenities, 15 minutes to beaches & historic downtown, minutes walk to the intercostal w/ piers & boat ramps. Close to plenty of shopping/dining. Quiet, friendly neighborhood w/ ample parking-trailers and boats welcome. Kid friendly w/ toys, pack + play & more. Laundry, walk-in shower, private entrance. Private deck w/ cheerful seating. Well equipped kitchenette. Happy to accommodate requests & set out goodies for celebrations.

Apartment in St. Augustine

4.97 out of 5 average rating, 332 reviews

Home away from Home close to everything!

An ideal place to stay while visiting our lovely historic St. Augustine. It's in a quiet neighborhood close to beaches, historic district, restaurants and stores. The unit is above the two-car garage where you enter to go up stairs to the 500 square foot apartment. It has a living room, full kitchen, bedroom and bathroom. It's a few short blocks to Intracoastal Waterway (ICW) where you can enjoy breath-taking walks. Short drive to everything!

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Popular amenities for Elkton holiday rentals

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Pool

Free parking on premises

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Other great holiday rentals in Elkton

Apartment in St. Augustine

4.79 out of 5 average rating, 34 reviews

Riverfront Cabin Style Condo!

BrianRating, 5 stars2 weeks ago

Our second time here and it was just as great as the first. Perfect if needing a place for fishing and/or boating. Has it's own ramp and dockage. Beautiful and comfortable.

4.95 out of 5 average rating, 20 reviews

Whole House Not Shared, Private in St Augustine FL

CalebRating, 5 stars1 month ago

My Fiancée and I visited Matt’s house to celebrate my graduation. The house was not only easy to find, but was in a very inviting and vibrant neighborhood. The house itself was perfect for the stay, nothing too big or too small, with a quick and easy drive to downtown, and all the beaches you could ask for. The only suggestion I would add is a microwave would be a good addition, but outside of that, we had a blast with not only the destination, but also the house!

Condo in St. Augustine

4.77 out of 5 average rating, 209 reviews

Luxury 1 Bedroom World Golf Studio with Pool

CarolRating, 5 stars4 weeks ago

loved Johnny's place, pools, hot tub, fitness center were used. convenient to shopping, restaurants, beaches, and historic downtown. beautiful area to use as home base for exploring.

5 out of 5 average rating, 45 reviews

Luxury Romantic Couples Eclectic Retreat Patio

MeganRating, 5 stars4 days ago

We had an amazing time! We love staying at places with a fun personality and this place absolutely delivered! Not only was the decor perfect, but the personal touches we received were a bonus. This was the first rental we've ever had that didn't require us to basically clean the place before we head out. It was a nice change of pace. You definitely won't regret staying here.

4.98 out of 5 average rating, 81 reviews

Cabin in Satsuma

Cabin on Aree Pond

RebeccaRating, 5 stars1 day ago

Beautiful little getaway. Perfect for a small family and pets.

4.9 out of 5 average rating, 10 reviews

Cottage in St. Augustine

Stay in a cottage, perfect for dogs

AnneRating, 5 stars1 month ago

You want luxury? Go somewhere else. But if you are looking for undeniable charm, incredible peace and quiet and the most adorable donkey wake-up call, you're in the right place! This little cottage has everything you need. A comfortable bed, a nice spacious bathroom, and a glorious screened in porch to sit and read and soak in the fresh air and serenity of being on the edge of off the grid. Anna's directions were simple to follow (and a little cheeky, which I loved!) and I had an absolutely delightful stay! (and the donkey is seriously the sweetest donkey I've ever met! (thanks for the carrots to endear myself to him!)

5 out of 5 average rating, 32 reviews

Cozy River Retreat w/ Hot Tub and an Amazing View

JeremyRating, 5 stars4 weeks ago

Felix's place was great and looked better than the pictures. It was relaxing and secluded but still close enough (approx. 20min) from St. Augustine. Sunsets were gorgeous and the views were phenomenal. Comfortable bed which we stayed for 7 days so that is always a plus. Now about Felix because the host makes the place and Felix supercedes expectations. He added a nice touch of talking to us and explaining everything which is a first and unique. Always responsive and kind and would definitely rent from him again. 5 stars!!