House holiday rentals in Anastasia Island

4.92 out of 5 average rating, 100 reviews

Beach paradise w/pool, firepit, hot tub, mini golf

Less than two blocks from the beach and just 7 minutes to historic downtown Saint Augustine. Heated pool, hot tub, firepit, putting greens, outdoor bar featuring TV, gas grill & fridge. Separate guest suite that includes its own kitchen and bathroom. Tennis courts/basketball court/pickle ball court/baseball field and dog park just steps away directly across the street. House & guest suite completely renovated in 2021, including addition of backyard paradise. This is like your own private resort!

Guest favourite

Home in Palm Coast

4.89 out of 5 average rating, 113 reviews

Heated pool home w/boat dock, water front & Marina

*Heated Saltwater Extremely Clean Pool home with dock, closest vacation home to to marina, fuel, boat rentals & intercoastal. Bikes & kayaks included. Shopping, restaurants, bars, golf, walking & biking trails 1 mile. 3-2 sleeps eight. Air mattresses available. Pull out sofa beds Ping-pong & Corn Hole to enjoy. Water views from front & backyard. 10 minutes to beach. St. Augustine & Daytona 30 min. Sand Bars 30 min by boat this home has all you could want in a Florida vacation. Boaters Dream!!

4.98 out of 5 average rating, 171 reviews

Skittle Shack; 2 Miles from BEACH! Pet Friendly

Whole house 2 miles from Downtown St. Augustine & just 3 miles from the beautiful Top-Rated beaches! Sleeps 8, 3b/2b (4 beds total). Decor & furnishings are all brightly hand painted by the owner. The house is situated on a quiet street, near the main drag but far enough away to get a peaceful nights sleep. The space is well equipped with everything you'd need to feel right at home and the entire place is yours during your stay. Private Fenced in yard with a grill. We hope to hear from you soon!

4.98 out of 5 average rating, 169 reviews

Serenity Now - On The Beach

Welcome to Serenity Now! This immaculate beachfront home was completely renovated with beautiful, new furniture and comfortable beds. Sleeps 10 easily in 5 bedrooms, 2.5 baths & hot, outdoor shower. Fully equipped kitchen & BBQ for easy family meals. Enjoy covered, wrap around decks & ocean views from nearly every room! Keyless entry & self check-in. *Service/emotional support animals not allowed b/c our family is severely allergic. 5/27-8/17 weekly rentals; but inquire for shorter stay.

5 out of 5 average rating, 134 reviews

Short Walk to the Beach with Heated Pool

Our 4 bedroom, 2.5 bath house has 8 beds and a futon which can sleep 10 adults or 6 adults and 5 children. The spacious kitchen with a gas range is completely stocked with cooking utensils, pots, pans and spices to make delicious meals. Enjoy grilling on the back deck while watching beautiful sunsets. Ping pong matches can be enjoyed downstairs. Beach chairs, towels, boogie boards, umbrellas, beach wagon and toys are provided. Parking on premises. The pool deck has lounge chairs and a fire pit.

5 out of 5 average rating, 119 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

4.79 out of 5 average rating, 203 reviews

Nice Ocean Views. Near Pier. Boatman’s Beach House

Historic Boatbuilder's House. Perfect for family/friends. One house from Ocean at St. Aug. Beach. 1/4 mile south of St. Johns County Pier and southern tip of Anastasia State Park. NO streets to cross. NO cars on this stretch of beach. 2nd floor Deck and upstairs living space have Great Views. Beds sleep 8-9. Chairs/beach toys/games/books. Kitchen ready to cook, iron, bath supplies. Walking distance to food, bars, shops, and music. Close to Historic Downtown. Chill, cool vintage beach house!

Guest favourite

4.89 out of 5 average rating, 105 reviews

"The Coastal House" Water Views and a Golf cart!

Coastal home 5 mins from downtown sits on a double lot and has water views from every room! A stone's throw from the intercoastal and just across A1A from an uncrowded beach. This Gorgeous 3-bedroom home is loaded with high-end furnishings and artwork. The Oak trees give this home 3 decks and tons of privacy. 50' Smart TV in every bedroom. Alexa shows in each bedroom. Upstairs on the 3rd floor is the huge master suite built for royalty. Treat yourself to the best and never be disappointed.

Home in Ponte Vedra Beach

4.82 out of 5 average rating, 179 reviews

The Pink Seahorse - Beachfront Modern A-Frame

Fabulously updated 1970 a-frame on the beach with many modern and luxury touches throughout. The lowest level is equipped with a queen size bed room, a sitting area (futon converts to a bed as well) with TV and a bathroom. The main level has a queen bedroom, bathroom, very comfortable living area with dining table to seat eight, the modern kitchen equipped with everything you need for a short or long stay! The upstairs loft has two queen beds and a twin day bed. Outside, the ocean awaits!

4.88 out of 5 average rating, 126 reviews

Vilano Vibes * KingBeds * Private HotTub * Beach

Vilano Vibes BeachHouse has everything you would want for your dream vacation! Large Hot Tub, BBQ Grill+Outdoor Dining is perfect for relaxing after a day exploring! Perfectly located - Beach is one way & Intracoastal Waterway the other - both just a short stroll. Premium Mattresses + King Beds + BunkBeds for Kids. Dog friendly* Fully Stocked Kitchen. Oversized 2Car Garage. New Vilano Vibes BeachHouse has it all w/nothing missed * Book Today & Save$

4.88 out of 5 average rating, 181 reviews

Home in Saint Augustine

Crescent Beach House

LOCATION On The Water!!! Recently renovated with modern appliances and decor. Comfortable, quiet, and secluded, my property is on a canal connected to the Inter-coastal waterway. Conveniently located near downtown St. Augustine attractions, my crescent beach home is a perfect place to relax and getaway with friends, family, or even solo. Listen to the sound of ocean at night while gazing at stars in this tranquil hideaway.