
Condo vacation rentals in Anastasia Island
Find and book unique condos on Airbnb
Top-rated condo rentals in Anastasia Island
Guests agree: these condos are highly rated for location, cleanliness, and more.

Treehouse Artist Haven Direct Oceanfront 2br
Located along a stretch of pristine beach is this spectacular house with a beachfront location like no other. This unique home encompasses 3 separate floors. This is the middle of the 3 floors “The Artists Haven”. Inside you will find 2 bedrooms, a bath and an open plan living/dining area that opens out to a surrounding deck with seating. Enjoy uninterrupted ocean views from the wrap around deck with many places to relax & watch dolphins, sip your morning coffee or watch the pink sunsets. 1002

St.Augustine Beach,Seaside at Anastasia,Condo
Seaside at Anastasia is directly across the street from the ocean, St. Johns pier, weekly farmers market, walk to great restaurants. Just minutes away from historical downtown Saint Augustine. Enjoy our heated pool and exercise room. This condo is a 3 bedroom, 2 bath, laundry room, full upgraded kitchen and patio with access to pool. No stairs to worry about. 1st floor Condo with parking directly in front of the unit. Handicapped parking and access to the unit is also in front of this condo.

361 Fun in the Sun | Direct Oceanfront Ground Floor
Direct Oceanfront, ground floor flat unit, no stairs. Located in Crescent Beach at Summerhouse. Family oriented complex located on over 25 acres with four pools and large grass areas. Highly desired 2 bedroom unit. This property is ground level and directly oceanfront. Flat style layout not a townhouse, there are two steps to the front door but otherwise no stairs. Sliding door opens directly to covered back porch. Please see our our other property 461 More Fun in the Sun, 3 Bedroom

SeaPlace Ocean & Pool Views, 2/3 Steps to Beach
Beautiful St. Augustine Beach ocean & pool views from this 2/2.5 townhouse style condo steps to the beach. Come enjoy everything this vibrant city has to offer. Two quiet bedrooms and bathrooms upstairs. 2 private balconies. Downstairs is a full kitchen, dining area for 6, half bathroom, living area w/ newer 65" TV. 10 minutes from historic downtown. Family friendly resort community w/ pools, tennis, pickleball, basketball and bocce’ ball courts. Book now and let the island magic begin.

Incredible Waterfront Townhome
As close to the water as you can get! Our building is considered the best in the complex which is waterfront, very private and peaceful. Perched on the Point we have fantastic views overlooking the intracoastal's oyster beds, mangroves, exotic birds, fish and bald eagles!. The sunsets are incredible. A fisherman's paradise. There is a private boat dock and a small boat ramp to launch your kayak. Watch dolphins put on a show almost daily from your lanai. The beach is right across the street!

Windjammer 208, Oceanfront and Riverview
Beautiful newly renovated condo in Crescent Beach, with spectacular views of the beach as well as the Matanzas river. Coffee while watching sunrise on your east balcony and wine while watching the sunset on the Windjammer fishing pier, while dolphins are entertaining you. 10 miles from historic St Augustine, a couple of miles from Marine land and a variety of restaurants close by. Flatscreen TV'S in all the rooms for your convenience when the weather does not allow you on the beach.

Riverfront direct views-Get it ALL in St Augustine
Do not compromise-Just get it all! This is the hidden gem you were waiting to find. Only a few minutes from historic downtown and the area's best beaches, The Conquistador offers 3 swimming pools, tennis, tennis/pickleball courts, trails, a fishing pier, playgrounds, BBQ area, pavilion and plenty of space to roam and relax under the amazing Oak canopy. The beach or Downtown a mere 12 minute drive. Stay in your very private condo and enjoy the gorgeous views of the Manatee River.

Beachy Condo| Steps to Beach | Pools | Hot Tubs
Champagne Sunrise on Private Balcony Anyone? Unwind at our updated St. Augustine beach condo-just 150 steps to white sand beach. Dip into 1 of 5 hot tubs, cool off in 2 sparkling pools (one is heated for those cool winter days). Challenge friends to a tennis match, pickleball rally, or bocce ball showdown. Craving nightlife, history, and culinary delights? Walk to restaurants or take a trolley in historic Old Town St. A. Full kitchen/laundry in unit. Private beach access.

Bel oc'ean, St Augustine beach
Close to shopping and restaurants. 15 min drive to historic downtown. Perfect for families, couples, friends, or solo travelers. Enjoy having no stairs to climb! Family friendly vacation. New king bed. Fully equipped kitchen, free WiFi, 2 pools (one heated), full size washer/dryer in unit, Smart TV, pet friendly 1 Dog Only, requires $50 (cash) registration fee upon check in. There is also a flat $15 Pet Fee for guests bringing a dog. **Strictly NON-SMOKING unit**

Family Beach Condo - Steps To The Sand Or Pool
Our beach condo on Crescent Beach has been our family’s haven for years, and we’re excited to share it with you! The breathtaking ocean views from our living room and balcony are just the start—enjoy a renovated kitchen, comfy bedrooms, and family-friendly touches that make this place truly special. Whether you’re here to relax, explore historic St. Augustine, or enjoy the natural beauty of Anastasia State Park, we hope you’ll create lasting memories like we have!

Seaglass Villa, a Sunny Beachside Retreat
Paradise is found at Seaglass Villa! A perfect blend of relaxation and luxury where a short walk through the resort will lead you to white sand beaches. On arrival of our newly renovated two-story condo, you’ll be welcomed by a sparkling clean space, a calming color palette with all the comforts of home including a stocked kitchen, three bedrooms and two full bathrooms with two screened porches. Guests love the happy-go-lucky vibe of the condo and resort.

"Drift Away" at The Ocean Gallery
Drift Away in our newly renovated coastal retreat in St. Augustine Beach! ✨ Just steps from the ocean, this elegant 2BR/2BA condo features modern comforts, a private balcony overlooking the Las Palmas pool, and access to resort-style amenities pools (1 pool is heated all year round), hot tubs, gym, grills, and beach gear. Perfect for couples, families, and beach lovers looking to unwind in tropical luxury short drive (7 miles) to historic downtown.
Popular amenities for Anastasia Island condo rentals
Weekly condo rentals

Newly renovated! Steps to BEACH & POOL!

Ocean Front Gem: Top Floor Corner Unit

Hideaway at Crescent Breach - St. Augustine

Sun & Sea - Beach & Heated Pool, Pet Friendly!

Quiet, Updated Condo - Pool, Bikes & Pickleball!

Gorgeous Sea Place Ocean View Condo

Boutique Beachside condo with easy access to beach

Beachfront! Creston by the Sea, 11D!
Pet-friendly condo rentals

St Augustine Beach 2 Bed Condo

The Beach Retreat - beach “stuff” included!

Oceanside complex B17 1 Bed 1 Bath w/Heated Pool

Great 1 bedroom 1 bath condo with heated pool

Walk to town, short drive to the beach.

Ocean Side Complex w/ Heated Pool B-15

A108 Cozy Sunsets Vacation Home

Newly Updated Condo in Hammock Beach Resort
Condo rentals with a pool

Heated Pool, Ocean Views, Beach, Playground, BBQ

Oceanfront Condo! Located at Pier Park!

Oceanfront Retreat!

Island Oasis l Steps to the Ocean l 2 Pools

Newly Remodeled Ocean View Condo-Upgrades Galore!!

Ocean Front Condo only Steps to the Beach.

Oceanfront Condo • Gourmet Kitchen • Luxury Baths

Beacher's Lodge Oceanfront Balcony Suite #328
Destinations to explore
- Miami Vacation rentals
- Four Corners Vacation rentals
- Miami Beach Vacation rentals
- Orlando Vacation rentals
- Fort Lauderdale Vacation rentals
- Panama City Beach Vacation rentals
- Tampa Vacation rentals
- Hollywood Vacation rentals
- Savannah Vacation rentals
- Charleston Vacation rentals
- Jacksonville Vacation rentals
- Hilton Head Island Vacation rentals
- Rentals with a patio Anastasia Island
- Rentals with a kayak Anastasia Island
- Luxury rentals Anastasia Island
- Rentals with breakfast Anastasia Island
- Fitness-friendly rentals Anastasia Island
- Townhouse rentals Anastasia Island
- Rentals with beach access Anastasia Island
- Pet-friendly rentals Anastasia Island
- Rentals with pools Anastasia Island
- House rentals Anastasia Island
- Waterfront rentals Anastasia Island
- Rentals with a fire pit Anastasia Island
- Rentals with outdoor seating Anastasia Island
- Family-friendly rentals Anastasia Island
- Cottage rentals Anastasia Island
- Rentals with an EV charger Anastasia Island
- Hotel rooms Anastasia Island
- Rentals with lake access Anastasia Island
- Rentals with a fireplace Anastasia Island
- Beachfront rentals Anastasia Island
- Guesthouse rentals Anastasia Island
- Apartment rentals Anastasia Island
- Rentals with a hot tub Anastasia Island
- Villa rentals Anastasia Island
- Rentals with an accessible height bed Anastasia Island
- Rentals with an accessible height toilet Anastasia Island
- Private suite rentals Anastasia Island
- Rentals with a washer and dryer Anastasia Island
- Condo rentals St. Johns County
- Condo rentals Florida
- Condo rentals United States
- Daytona International Speedway
- EverBank Stadium
- St Augustine Amphitheatre
- Ocean Center
- University of North Florida
- Saint Augustine Town Plan Historic District
- VyStar Veterans Memorial Arena
- Daytona Boardwalk Amusements
- St Johns Town Center
- Kathryn Abbey Hanna Park
- Lightner Museum
- Daytona Lagoon
- TPC Sawgrass
- Vilano Beach Fishing Pier
- Fountain of Youth Archaeological Park
- Adventure Landing Jacksonville Beach
- Summer Haven st. Augustine FL
- Daytona Beach Bandshell
- Daytona Beach International Airport
- Crescent Beach
- Huguenot Memorial Park
- Little Talbot
- Flagler College
- Memorial Park
- Things to do Anastasia Island
- Nature and outdoors Anastasia Island
- Things to do St. Johns County
- Nature and outdoors St. Johns County
- Things to do Florida
- Wellness Florida
- Art and culture Florida
- Tours Florida
- Entertainment Florida
- Sightseeing Florida
- Food and drink Florida
- Sports activities Florida
- Nature and outdoors Florida
- Things to do United States
- Food and drink United States
- Nature and outdoors United States
- Sightseeing United States
- Tours United States
- Entertainment United States
- Art and culture United States
- Sports activities United States
- Wellness United States





