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House holiday rentals in Anastasia Island

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Top-rated house rentals in Anastasia Island

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Home in St. Augustine

4.82 out of 5 average rating, 110 reviews

Beach and Serenity house

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 Up and downstairs screened in porches Back/front yard, all driveway access Quiet street for lots of R&R *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 OUT/IN TIMES

Guest favourite

Home in St. Augustine

4.94 out of 5 average rating, 437 reviews

Our beautiful casa is ready for you!

Located in a tranquil neighborhood,our property offers the perfect blend of relaxation and adventure.You'll find us just a short drive away from the beaches and the historic downtown of St. Augustine.If you're a boater two convenient boat launch sites are located nearby.Our spacious 2bdr 2bth house offers 1,150sft of living space.The large living room with an open floor plan is the perfect place to gather with loved ones.Our house has Roku Netflix and Wi-Fi to keep you connected and entertained.

Guest favourite

Home in St. Augustine

4.99 out of 5 average rating, 208 reviews

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.

Guest favourite

Home in Saint Augustine

4.99 out of 5 average rating, 388 reviews

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!

Guest favourite

Home in St. Augustine

4.94 out of 5 average rating, 143 reviews

Vilano Oceanfront Beach House 3 beds 2 baths Pets

Nicely furnished 3 bedroom 2 bath house tucked away in the dunes on Surfside Vilano Beach . 3 miles from downtown St Augustine and a half mile from Publix . The deck wraps around half the house and provides pretty fantastic ocean views of sunrise and river side sunsets. Each bedroom has a smart tv with Internet and a very comfortable Queen or King size bed. TPC Sawgrass is a 20 minute drive north , Daytona International Speedway 70 minutes south , 2 hours to Orlando and Busch Gardens

Guest favourite

Home in St. Augustine

4.95 out of 5 average rating, 183 reviews

Ooo Laa Laaah Beach one block! Fenced yard.

Private, fenced in yard and private Free standing cottage in quiet neighborhood. Private, fenced in yard! Pets are welcome. Fees apply. 2 washers and dryers, internet/wifi, 2 smart TVs. All kitchen appliances. One story. The beach is a one block stroll with no major streets to cross. Keep your car at home..walk to the beach 2 minutes stroll . Downtown, St. Aug. is a 10 minute car ride. Not a condo scene. Crescent Moon cottage is in front but completely separate. Shared laundry room.

Guest favourite

Home in St. Augustine

4.97 out of 5 average rating, 216 reviews

Private Romantic Old Florida Style Cottage

Private Romantic Cottage in flower filled garden with mature trees. Cathedral ceiling, fireplace, full kitchen, large shower with two shower heads, queen bed, lots of off street parking, two large decks, outdoor shower, maple wood floor. A perk: Free parking Spot Close to Downtown included at a different property. You have this entire property to yourself. In the serene Historic Fullerwood Neighborhood. Beautiful architectural details make this a memorable place to stay. Perfect for couples.

Guest favourite

Home in St. Augustine

5 out of 5 average rating, 102 reviews

Waterfront - Lion’s Bridge & Old Town View

Walk across the Bridge of Lions to downtown St. Augustine with amazing restaurants and attractions. Half a mile to historic downtown! Less than 1 mile to the Castillo de San Marcos fort. Anastasia State Park Beach, the world famous Alligator Farm and Zipline, and the lighthouse are less than two miles away. Several restaurants and bars only a few blocks away. Whether going to the old fort, lighthouse or Flagler College, our home provides a great base for exploring an amazing part of Florida!

Guest favourite

Home in Saint Augustine

4.85 out of 5 average rating, 269 reviews

Sunny, family friendly Sol Mate Beach Cottage

Our renovated beach cottage is one block to the beach, walking distance to restaurants and ice cream, nightlife, public transport, family-friendly activities. Across the street is the pier, volleyball courts, splash pad and weekly Wednesday farmers market. A short drive to the oldest city in the US and a grocery store! You’ll love our adorable beach cottage because of the location, the neighborhood and the beach is gorgeous. Our place is good for couples, solo adventurers, and families.

Guest favourite

Home in St. Augustine

4.99 out of 5 average rating, 154 reviews

Luxurious Oceanfront Home

Brand new, oceanfront home professionally designed with luxurious finishes and incredible ocean views. Relax on the sprawling back deck overlooking the water after a game of bocce ball. Stroll down the private sidewalk, just steps to the beautiful, white-sand beach. Cook a gourmet meal in the state-of-the-art kitchen, or grill out on the deck using the gas grill or Green Egg. Sit around the fire pit under the stars and roast marsh mellows while listening to the ocean waves.

Guest favourite

Home in St. Augustine

4.88 out of 5 average rating, 125 reviews

The Beach House at Crescent Beach

The Beach House located at Crescent beach. Across the street from the beach with easy access and two blocks from the intracoastal. Drive 15 to 25 minutes to St. Augustine, depending on traffic, our nations oldest city with shopping and many historic sites. Excellent restaurants within minutes of house Pets (2 small or 1 large) must be mature and house trained. Please provide pet information at time of booking and pet fee must be paid. Car Limit: 2 Guest Limit: 6

Guest favourite

Home in St. Augustine

4.91 out of 5 average rating, 192 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.

Holiday rentals for every style

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Cottages

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Popular amenities for house rentals in Anastasia Island

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Palm Coast

4.98 out of 5 average rating, 265 reviews

True Florida Pool Home Close to Many Adventures

Guest favourite

Home in St. Augustine

4.91 out of 5 average rating, 123 reviews

Walk 2 beach! Heated pool, nights of lights

Guest favourite

Home in St. Augustine

5 out of 5 average rating, 128 reviews

Southern Charmer w/Pool - Walk to Everything!

Guest favourite

Home in St. Augustine

4.98 out of 5 average rating, 126 reviews

"Once Upon A Tide" Beach House *Heated Pool* King

Guest favourite

Home in St. Augustine

4.99 out of 5 average rating, 136 reviews

Driftwood Retreat-Brand New 4 Bedroom Pool Home

Guest favourite

Home in St. Augustine

4.86 out of 5 average rating, 108 reviews

Best of Both Worlds- Family Oasis

Guest favourite

Home in St. Augustine

4.99 out of 5 average rating, 160 reviews

Downtown Coastal Elegance • Luxury Kitchen & Baths

Guest favourite

Home in St. Augustine

4.93 out of 5 average rating, 126 reviews

Bright and Airy Plantation Home

Weekly house rentals

Guest favourite

Home in St. Augustine

4.93 out of 5 average rating, 27 reviews

Serenity by the Sea - Steps to the Ocean Condo

Guest favourite

Home in St. Augustine

5 out of 5 average rating, 21 reviews

Buddy's Beach House -Summer Sunrise & Sunset Views

Guest favourite

Home in St. Augustine

4.99 out of 5 average rating, 73 reviews

Perfect One Bedroom Cottage in Lighthouse Park

Guest favourite

Home in St. Augustine

5 out of 5 average rating, 73 reviews

Driftmark Cabin - RV friendly, Pool + Beach!

Guest favourite

Home in St. Augustine

5 out of 5 average rating, 84 reviews

Walk to beach and restaurants. Everything new.

Guest favourite

Home in St. Augustine

4.91 out of 5 average rating, 33 reviews

A is for Atlantic

Home in St. Augustine

5 out of 5 average rating, 3 reviews

Kink-BDSM-Massage-RolePlay-Sauna-HotTub-Downtown

Guest favourite

Home in St. Augustine

4.94 out of 5 average rating, 36 reviews

The Aerie – Modern Beach Cottage, tropical oasis!

Private house rentals

Guest favourite

Home in St. Augustine

5 out of 5 average rating, 24 reviews

Jennifer's Land Yacht

Guest favourite

Home in St. Augustine

5 out of 5 average rating, 22 reviews

6 bedroom Oasis | Pool | Sleeps 15

Guest favourite

Home in St. Augustine

5 out of 5 average rating, 24 reviews

Brand New Listing Luxe Palma Beach House

Guest favourite

Home in St. Augustine

5 out of 5 average rating, 5 reviews

Oceanscape - Ocean Views/Heated Pool/Golf Cart

Guest favourite

Home in St. Augustine

5 out of 5 average rating, 52 reviews

New Luxury Modern Home in Prime Location 2BDR-3BTH

Guest favourite

Home in St. Augustine

5 out of 5 average rating, 51 reviews

Seahorse Hollow St Augustine

Home in St. Augustine

5 out of 5 average rating, 4 reviews

Dupont Lodge- BBQ, fire pit, 7 min to beach

Guest favourite

Home in St. Augustine

4.95 out of 5 average rating, 42 reviews

FallDiscounts*HeatedPool*HotTub*GameRoom

Destinations to explore