
House holiday rentals in Anastasia Island
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Top-rated house rentals in Anastasia Island
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Entire House & Backyard Oasis - WALK TO BEACH
PARADISE ON PALMETTO 2: 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 & river. This bright, remodeled 1-Bedroom cottage is two blocks from the ocean and a 15 minute drive to 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

La Rêverie | Downtown Boutique, Historical Chic
Step inside La Rêverie, a distinguished 19th-century residence steeped in American heritage, meticulously restored & reimagined for today's discerning traveler. Centrally located on original coquina pillars, La Rêverie boasts cathedral ceilings suffused with sunlight and a bespoke French kitchen with chef-grade amenities. Invite guests to the sitting room, carefully designed to foster camaraderie. Choose from three plush bedrooms, each with an en-suite bath for a luxurious, yet private retreat.

Your Home Away From Home
1,800 SF, 2 bedrooms, 2 1/2 bathrooms, on a secluded 5 acre lot just minutes from Historic Downtown and St. Augustine Beach. The home is 100% HANDICAPPED ACCESSIBLE! Convenient shopping and close by restaurants. Full kitchen, spacious living area, large bedrooms (1 with TWINKLE mattress) ceiling fans. Pet friendly! (Some restrictions apply, advance notice required!) Base rate covers up to 4 guests and there's a small upcharge for 5 or more. Motorcycle friendly! We also do live on the property!

Downtown • Historic Whitney House • Luxury Baths!
Off Street Parking for 2 vehicles 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.

Luxury Modern Home in Prime Location 2BDR-3BTH
Book your Spring Break vacation with us! Our contemporary home offers comfort, elegance, and curated amenities. Explore the historic downtown, climb the lighthouse, enjoy live performances, indulge in local cuisine, and relax on the nearby beach. The Lighthouse Beacon is the perfect retreat for families and friends, catering to all preferences. Experience the magic of Saint Augustine and create cherished memories. Book your stay now and let us be your guiding light in this captivating city.

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.

St Augustine Beachside Home - Walk to Beach
Relax at our St Augustine Canal-front getaway! Great family destination just 15 min. to Historic Downtown St Augustine. Neighborhood features PRIVATE Beach Access with about a 10 minute walk to the Beach. Boating and Fishing at your Fingertips with private, over-the-water dock and ramp to floating dock where you can tie up your own boat/kayak/jet skis. The perfect end to your beachside dream day will be watching the sunset while on your private dock.

"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.

Perfect One Bedroom Cottage in Lighthouse Park
One bedroom one bath cozy cottage vibe! Perfect couples retreat. This is one half of a duplex. The second half is currently vacant. Excellent location. 5 blocks to the lighthouse. 1 mile to historic downtown. 1.3 miles to the Amphitheater. 0.8 miles to Anastasia State park. 3 miles to the St. Augustine Beach Pier. Walking distance to many great restaurants and bars, mini golf, and boutique shops! Walk or bike to downtown!

Downton Abbottry 2/2 - 5 Min Walk To City Gates
Enjoy this charming 1910 Sears & Roe Buck catalog home that has been meticulously maintained home just a 5 minute walk to the City Gates and downtown. You have a private back patio space to enjoy coffee in the morning or a glass of wine in the evening. Or just take a leisurely stroll to many fine restaurants that St Augustine has to offer.

POOL+Walk to Concerts + 5 mins to Historic & Beach
NEW HEATED POOL! Clean, bright, modern island home with a wonderful POOL + Dog Friendly + Perfect location! INSIDE: Updated, stylish 3BR/2BA. Professional interior design w/ everything you need for a great stay. OUTSIDE: Backyard oasis WITH POOL (amazing outdoor shower/spa, fire pit, lights, grill, & big fenced yard)!

Historic 1918 Cottage in Downtown St. Augustine
Welcome to Palo Haus! Built in 1918, this historic cottage sits in a peaceful neighborhood near downtown, just a short walk to Flagler College and the Historic District. With timeless charm and modern comfort, it’s ideal for couples, families, students, and wedding guests who want a relaxing, well-located stay 🏡
Popular amenities for house rentals in Anastasia Island
House rentals with a pool

Heated Pool/Hot Tub 1 mile to dwntn/beach

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

Spring Summer Oasis- A Million Memories

Sunset Cove 2 - Pool - Sea Views - Walkable

Driftmark Cabin - RV friendly, Pool + Beach!

Beautiful Beach Home - Sleeps 12

2023 Lux Home 4bd/3.5ba + SaltPool + HotTub + Walk2Beach

HtdPool w/Arcade, Fire, GolfCart Access, 1.2 mi DT
Weekly house rentals

Private Romantic Old Florida Style Cottage

192 Riberia Downtown Luxury Home

Surfside House

Calm cozy couples cottage close to Downtown & Bch

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

Chelsea House 3/2, sleeps 6 Free parking Downtown!

Castleview House short walk to Historic District

Crescent Beach House
Private house rentals

Midcentury Bungalow w/hot tub-walk to amphitheater

Lighthouse View/Amp/Beach/Town

Family Friendly Home close to Downtown & Beaches

BIG Sale! NEW! Fireplace, Hot tub, Firepit, Grill!

Coastal Blue Escape

Sparking Pool, Steps to Beach, Game Room, TVs, BBQ

Boutique Cottage | King Bed | Walk Downtown

Boho Beach House
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- Daytona International Speedway
- EverBank Stadium
- St Augustine Amphitheatre
- Ocean Center
- Daytona Boardwalk Amusements
- Saint Augustine Town Plan Historic District
- VyStar Veterans Memorial Arena
- University of North Florida
- St Johns Town Center
- Kathryn Abbey Hanna Park
- Lightner Museum
- Daytona Lagoon
- Daytona Beach Bandshell
- TPC Sawgrass
- Summer Haven st. Augustine FL
- Vilano Beach Fishing Pier
- Fountain of Youth Archaeological Park
- Adventure Landing Jacksonville Beach
- Daytona Beach International Airport
- Crescent Beach
- Little Talbot
- Flagler College
- Memorial Park
- Ravine Gardens State Park
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