
House holiday rentals in Anastasia Island
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Top-rated house rentals in Anastasia Island
Guests agree: These houses are highly rated for location, cleanliness and more.

Driftmark Cabin - RV friendly, Pool + Beach!
Experience the ultimate beachside getaway at our fully renovated Airbnb, just steps away from the sun-kissed sands. This luxurious retreat offers modern comfort with a private pool and inviting hot tub, allowing you to unwind in style. The recently upgraded interior boasts premium amenities, ensuring a relaxing stay. Outside, lush turf landscaping surrounds the pool, creating an oasis of comfort. Whether you're lounging by the pool, or enjoying the beach a stone's throw away, Driftmark delivers.

Beachside, SUPER CLEAN, Oasis Yard, Summer Retreat
"We had an absolutely fantastic time staying at Dominick’s place. From start to finish, everything exceeded our expectations" * 100% 5-star rating ⭐ * Less than 500 steps to St Augustine Beach! ⛱️ * Super comfortable and meticulously clean. ✨️ * Huge Private Oasis Backyard, BBQ, Speakers, LOTS of seating 🌴 * towels + beach chairs + beach cart ⛱️ * 100% cotton sheets and towels ☁️ * comfy beds, pillows, extra pillows + blankets, living room * Fully stocked kitchen * On the Golden Mile

Seaside at Crescent Beach, 150 steps to the ocean
150 steps to beach sand of the ocean. SEASIDE beach cottage, built in 2021, at A Avenue - At the ramp to Crescent Beach ( 32080) 5 miles south of St. Augustine Beach. 20 minutes to The Nation's Oldest City. Great restaurants in the area. Rent a kayak -Boat ramp, fishing outfitter 3 blocks away. Open floor plan 2 story 3 br. and loft and 2 1/2 baths and a laundry room. Master BR downstairs. Soaring ceilings , good variety of space. Great vacation/family get-together spot. 2 Porches .

Entire House w/ Backyard Hideaway - WALK TO BEACH
PARADISE ON PALMETTO: Unwind by the waves or at home in the backyard oasis. A true beach escape, we are nestled between the Atlantic Ocean & Intracoastal Waterway, walking distance to the beach and river. This bright, newly updated cottage is two blocks from the ocean and a 15 minute drive to the restaurants, bars, and attractions in Historic Downtown St. Augustine. Experience this ideal base to explore the Nation’s Oldest City! PARKING & WASHER/DRYER INCLUDED. SUPER CLEAN. NO CONTACT CHECK-IN.

Beach & Serenity; The Perfect Location in St. Aug
Forget your worries in this spacious and serene space. Beautiful beach house 6 blocks to beach, 2 blocks to intercoastal Drive on to the beach at one end of the street, Easy walk to the best sunsets at the marsh Restaurants at each end of the street Upstairs and downstairs screened porches *PLEASE NOTE, AND THIS IS IMPORTNAT * We cannot split weekends. Friday and Saturday nights booked together *ONE PET PER STAY W/ APPROVAL *no washer/dryer available, hang dry only *STRICT CHECK IN/OUT TIMES

Sunshine by historic downtown & the beach
Welcome to Casa Sunshine! A charming home with 2 beds, 2 baths just by historic downtown and near stunning beaches. Fully stocked for cooking, sleeping, laundry & kids' fun. Enjoy beach gear and games, board and mini arcade games for those chill days. Explore historic landmarks, dining, & nightlife, all within walking distance. Unwind in the spacious comfy bedrooms with ample sleeping. Ideal for families or small groups. You'll for sure have an enjoyable and memorable stay in St. Augustine!

Walk to Beach! Heated Pool•Boat Parking•EV Charger
This 2022-built luxury home is steps from the beach! It’s the ultimate basecamp for families, beach-goers, and boaters who want a stress-free getaway. 💧Heated Saltwater Pool: With an outdoor dining area 🏖️Location: A 4-minute walk to the fine-grain sand of Crescent Beach 🛏️ 2 Master Suites: This 4BR layout features two primary suites with private baths ⛵️ Boat Parking: Bring your boat or jetski . The Green Road Boat Ramp is 0.5 miles south 🔌Tesla EV Charging: Included in your stay

Memory Maker - Vacation with Friends and Family
Modern, beautiful beach house with views of the ocean and tons of space for family fun. Home is one block from the ocean and is stocked with beach chairs, boogie boards and sand toys. Enjoy two ocean view balconies, a large open concept kitchen, living room and dining room, and board games for evenings of laughs with friends. This ultimate beach house is close to local restaurants and is an eight mile drive to historic downtown St. Augustine with shopping, tours, museums and live music.

Amazing Ocean Views from living, dining & bedroom
Historic Boatbuilder's House. 4 bedroom house on St. Aug. Beach 1 lot from ocean. 1/4 mile south southern end of Anastasia St Pk. Close to Amp. Beachside and NO cars on this stretch of beach. 1 king, 2 queens and 2 full beds sleep 10-11. Chairs/tent/beach toys/games/books/grill. Kitchen ready to cook, iron, bath supplies. Walking distance to food, bars, shops, music. Short drive to Downtown. Chill vintage beach house! If more than 8 guests, cleaning fee increases from $150 to $200.

Beautiful Ocean View Pool Home ~ Heated Pool
Beautiful 4-bedroom, 3.5-bath Ocean View Home with Pool - Sleeps 10. The Purple Pelican offers a variety of stunning spaces! You can relax in the hammock on the balcony while enjoying views of the ocean waves or spend time in the fenced backyard by the pool. You’ll love your stay here! For an additional $250 per week or less, the pool can be heated to a maximum temperature of 84 degrees. This option must be added to your reservation 48 hours before arrival.

"CORAL COTTAGE" in St. Augustine near the Beach
CORAL COTTAGE is a cute little "beach house" located at St. Augustine Beach. It is tastefully decorated, newly renovated and in an ocean community. The Atlantic Ocean is just a short walk away with a crosswalk for safety. The house has a new deck and railing for sunbathing, outdoor shower, full kitchen, etc. Separate downstairs space efficiency space sleeps 3 and only for upstairs guests for an additional charge. Only shared space is the laundry room.

Family/Dog Friendly | Walk to Beach | Fenced Yard
⭐ 4.97 Stars · 120 Reviews · Airbnb Guest Favorite — One of St. Augustine's most-loved beach homes. Casa Desoto is a 4-bedroom, 8-guest beach retreat where Crescent Beach is a 10-min walk or a straight drive onto the sand. Come home to a fully fenced backyard with hammock, corn hole, fire pit & grill while the dog runs free. Every inch is stocked for your crew — beach wagon, chairs, boogie boards, and even a pack 'n play. You just bring the sunscreen.
Popular amenities for Anastasia Island house rentals
House rentals with a pool

Sunset Cove 2 - Pool - Sea Views - Walkable

New Designer Home +Parking for 3 +Steps to Trolley

Beautiful Beach Home - Sleeps 12

Heated Pool/hot tub! 1 mile to dwntn/beach

The Salty Seashell, Coastal Pool Home, Sleeps 8

HtdPool w/Arcade, Fire, GolfCart Access, 1.2 mi DT

Music on Marilyn- Steps from the Amp! •Jacuzzi•

5BR Group Friendly Home w/ Pool & Fire Pit
Weekly house rentals

Anastasia Island Gem

Casa Coquina Walk to Downtown Clean Quiet Spacious

Sunny, family friendly Sol Mate Beach Cottage

The Starfish Cottage

Perfect One Bedroom Cottage in Lighthouse Park

Uncle Reggie's Beach House

Coastal Home Steps to Beach w/ Hot Tub & Tiki Bar

Waterfront Fisherman’s Treasure at Crescent Beach
Private house rentals

Short walk to beach, putting green, rooftop deck

2/2 Oceanview Condo/Beach Access/Pools

VILLA THREE • 1 Block to the Ocean

Ocean View Getaway- Ocean views + game room!

Anastasia Sands Cottage *Hot tub* Walk to beach

C Palms -Classy St Auggie Beach steps to Sand!

Ohana Breeze -1-Min to Beach | Backyard Oasis

Beach Walk · Pool · Pickleball · Arcade · Golf
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- Daytona International Speedway
- EverBank Stadium
- St Augustine Amphitheatre
- Ocean Center
- VyStar Veterans Memorial Arena
- University of North Florida
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- St Johns Town Center
- Kathryn Abbey Hanna Park
- Lightner Museum
- TPC Sawgrass
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- Fountain of Youth Archaeological Park
- Summer Haven st. Augustine FL
- Huguenot Memorial Park
- Adventure Landing Jacksonville Beach
- Daytona Beach International Airport
- Flagler College
- Memorial Park
- Silver Glen Springs Recreation Area
- Crescent Beach
- Little Talbot
- Ravine Gardens State Park
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