Holiday rentals with a fire pit in Anastasia Island

4.97 out of 5 average rating, 114 reviews

1920s Glam, HotTub, Firepit, Grill, 3 King Beds

This new construction home is within a 5 minute/1 mile drive to historic downtown where you’ll find all the fun, food & charm! Discover a nostalgic getaway in this unique themed home that captures the essence of the 1920’s/30’s. Spacious open layout that is perfect for large groups with plenty of room to comfortably spread out. NEW 7-seater hot tub, fire pit & private fenced in backyard, beach towels, toys, boogie boards provided! Beautiful new kitchen, large dining table, 2 King bedroom suites

5 out of 5 average rating, 128 reviews

Unmatched Luxury + Just Renovated + Dream Getaway!

🏡Luxurious modern design w/ historic charm 🔥Enjoy the cozy outdoor fire pit for relaxing evenings 🛏️Best Sleep Guarantee - Mattresses are Westin Heavenly beds 👩‍💻Dedicated workspace & reliable top-speed internet for top productivity ✔️Guest-centric amenities, including luxury toiletries, plush linens and household supplies 🐕Bring your whole family, pet-friendly space! 🏖️Complimentary beach gear for fun in the sun 🚴5-minute bike ride to downtown 🚗Parking for up to 4 cars 🍳Fully stocked

4.84 out of 5 average rating, 37 reviews

Red Door Revival - lg 4bd, 3ba sleeps 10 downtown

Newly renovated, spacious downtown victorian with master on main and a second master upstairs, along with 2 other bedrooms and another full bath. Large front bdrm offers queen bed and full bunks for kids, bachelorette parties, etc. A second property next door (121 Twine) offers 2 more bdrms and baths for wedding parties, family reunions, and other large groups. Extra lg covered back deck w/ceiling fan and gas grill provides plenty of seating for everyone. Park your cars and walk to everything.

4.91 out of 5 average rating, 43 reviews

Quiet & Safe - 5 min to downtown - 3 bed/2 bath

Are you ready for the perfect getaway? Stay in our quiet cottage with beautiful indoor and outdoor spaces - 5 minutes to either downtown St. Augustine or the beach! ✔ 3 Bedrooms - 3 Queen Beds - Comfortably sleeps 6 (plus pull-out sofa) ✔ Peaceful Front Porch with Rocking Chairs ✔ Relaxing Fire Pit and Grill ✔ Desk space for remote work ✔ Spacious Dining Room to enjoy meals together ✔ Cozy Living Room for Movie Night ✔ Full Kitchen with cooking supplies and appliances Perfect in any season!

5 out of 5 average rating, 9 reviews

Historic Downtown Charmer *New*

This delightful home balances comfort and style. With spacious living areas, elegant décor, and thoughtful details, it offers a welcoming retreat. Enjoy your morning coffee on the front porch, and take advantage of its proximity to downtown St. Augustine’s historic district, shops, and restaurants. Self-check-in is hassle-free, and host Trevor ensures an exceptional stay. Whether for a short escape or a longer vacation, this home is ideal for couples or small families. Book your stay today!

Superhost

4.78 out of 5 average rating, 18 reviews

Prince Road Castillo Book Your home away

Located in the quintessential tree lined, safe, neighborhood, Little Castillo is a newly renovated 4 bedroom home located 15 minutes from the Beach, 15 minutes from the Historic District and less than 15 minutes to over 30 restaurants. In addition to two electric fireplaces, the house boasts a curving staircase, 8 chandeliers, a professional clothes steamer, lighted makeup mirrors and two floor length mirrors. Outside guests will find a hot tub, fenced yard, fire pit and a screened porch.

4.91 out of 5 average rating, 23 reviews

Flat in Jacksonville

Lux King Bed Balcony Pool View Southside St Johns

Experience the best of Jacksonville from this luxury 1-bedroom apartment in Southside! You will be just steps from top shopping and dining, with easy access to I-95, downtown, and the stunning beaches of Ponte Vedra. You can start the day with coffee in the modern kitchen before heading out to explore historic St. Augustine or vibrant local hotspots. After a day of adventure, you can unwind in the cozy living area with a smart TV and high-speed Wi-Fi—perfect for a traveler like you!

5 out of 5 average rating, 29 reviews

Home in Palm Coast

Ocean Breeze Playground

This is the destination! Beautiful, beach style house located right next to a family playground with splash pad!! Hours of entertainment for all ages. The park includes acres of space for the kids to be entertained, basketball, pickle ball and tennis courts, a baseball field and small and large dog parks. After spending the day at the park, you can relax in the back yard while you barbeque your meal. A beautiful oasis that is located so close to everything.

Superhost

Townhouse in St. Augustine

4.81 out of 5 average rating, 21 reviews

Walk to Beach, Fire Pit, Screened Patio, Smart TVs

Save my home to your wishlist, click the <3 in corner! *Book 2 nights, get the 3rd night 30% off!* >Steps from the beach! (17 minute walk) >Screened patio + yard >Wood burning in ground fire pit >Sleeps 6 comfortably >DT St. Augustine is a 10 min drive >Drip coffee pot >Washer + Dryer >2 parking spots provided >Smart Tv's with cable in LR and streaming apps like Roku with Netflix, Hulu, etc. >3 days of supplies provided (TP, trash bags, pods, etc.)

4.95 out of 5 average rating, 62 reviews

3BR Bungalow, Mins to Beach/Dwntwn+Firepit&Grill

★5 minutes from historic downtown ★10 minutes to local beaches ★Fully equipped kitchen (pots, pans, utensils, etc.) ★Pack-n-play w/ Hiccapop mattress available by request ★Toiletries provided ★Firepit & charcoal grill ★Spacious fenced-in backyard ★Pet-free = dander-free ★Washer & dryer ★Ample parking ★High speed wi-fi ★Quiet neighborhood ★Grocery stores nearby ★Bars, restaurants and cafes nearby Questions? Send me a message. I am happy to help!