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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Anastasia Island house rentals
House rentals with a pool
Home in Palm Coast
4.98 out of 5 average rating, 265 reviewsTrue Florida Pool Home Close to Many Adventures
Home in St. Augustine
4.91 out of 5 average rating, 123 reviewsWalk 2 beach! Heated pool, nights of lights
Home in St. Augustine
5 out of 5 average rating, 128 reviewsSouthern Charmer w/Pool - Walk to Everything!
Home in St. Augustine
4.98 out of 5 average rating, 126 reviews"Once Upon A Tide" Beach House *Heated Pool* King
Home in St. Augustine
4.99 out of 5 average rating, 137 reviewsDriftwood Retreat-Brand New 4 Bedroom Pool Home
Home in St. Augustine
4.86 out of 5 average rating, 108 reviewsBest of Both Worlds- Family Oasis
Home in St. Augustine
4.99 out of 5 average rating, 160 reviewsDowntown Coastal Elegance • Luxury Kitchen & Baths
Home in St. Augustine
4.93 out of 5 average rating, 126 reviewsBright and Airy Plantation Home
Weekly house rentals
Home in St. Augustine
4.98 out of 5 average rating, 103 reviewsUncle Reggie's Beach House
Home in St. Augustine
4.93 out of 5 average rating, 28 reviewsSerenity by the Sea - Steps to the Ocean Condo
Home in St. Augustine
4.99 out of 5 average rating, 74 reviewsPerfect One Bedroom Cottage in Lighthouse Park
Home in St. Augustine
5 out of 5 average rating, 74 reviewsDriftmark Cabin - RV friendly, Pool + Beach!
Home in St. Augustine
4.92 out of 5 average rating, 271 reviewsThe Meadow House
Home in St. Augustine
5 out of 5 average rating, 84 reviewsWalk to beach and restaurants. Everything new.
Home in St. Augustine
5 out of 5 average rating, 3 reviewsKink-BDSM-Massage-RolePlay-Sauna-HotTub-Downtown
Home in St. Augustine
4.94 out of 5 average rating, 36 reviewsThe Aerie – Modern Beach Cottage, tropical oasis!
Private house rentals
Home in St. Augustine
5 out of 5 average rating, 24 reviewsJennifer's Land Yacht
Home in St. Augustine
5 out of 5 average rating, 22 reviews6 bedroom Oasis | Pool | Sleeps 15
Home in St. Augustine
5 out of 5 average rating, 21 reviewsBuddy's Beach House -Summer Sunrise & Sunset Views
Home in St. Augustine
5 out of 5 average rating, 52 reviewsNew Luxury Modern Home in Prime Location 2BDR-3BTH
Home in St. Augustine
5 out of 5 average rating, 51 reviewsBeach! Amphitheater! Backs to Anastasia State Park
Home in St. Augustine
4.95 out of 5 average rating, 42 reviewsFallDiscounts*HeatedPool*HotTub*GameRoom
Home in St. Augustine
4.99 out of 5 average rating, 73 reviewsLux New 4bd/3.5ba Home+Hot Tub+SaltPool+Walk2Beach
Home in St. Augustine
5 out of 5 average rating, 3 reviewsSt. Haven - Hot Tub, Near Beach and Downtown
Destinations to explore
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- Monthly Rentals Anastasia Island
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