
Vacation rentals with a pool in Crescent Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Crescent Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Direct Oceanfront ~ Fantastic Views!
Only 50 steps to the ocean, with the pool in between! Unit 202 at Beacher’s Lodge Condos offers stunning ocean views and overlooks a heated Olympic-sized pool. This modern one-bedroom, one-bathroom condo, with a king-size bed and sofa sleeper, has a fantastic view from the living room, kitchen, and private balcony. Its conveniently located near the beach, oceanfront pool, and local amenities, including restaurants and a convenience store. Free dedicated Wi-Fi is also available during your stay.

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.

Waterfront suite, Dogs are cool no pet fee
Newly remodeled, waterfront suite. See dolphins, Osprey, and more frolicking in our amazing backyard overlooking the Matanzas river, & did I mention the breathtaking sunsets. 6 minute drive to Crescent Beach, one of the most beautiful beaches in Florida. Close to downtown historic St Augustine 20 min, Amphitheater concert venue is 15 min. Private entrance, full on suite bath, fishing dock, kitchenette, pool, ample free parking & internet included. Professional pool cleaning is on Mondays.

Pelican Inlet 2 Bedroom Condo Steps from the Beach
Enjoy this newly renovated 2 bedroom 2 bath condo for your dream getaway. This is a ground floor unit in the "B" building which means you are just steps to the beautiful Crescent Beach, Matanzas Inlet, pool, tennis courts, pickleball, and more. Just bring your swimsuit. Condo includes beach towels, chairs, boogie and skim boards, beach toys, 2 kayaks, paddleboard, pickleball paddles and tennis racquets. You'll be just a short drive from historic St. Augustine with it's many attractions.

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

Summerhouse - Direct Oceanfront Corner Unit
Newly Renovated & Updated Direct Oceanfront Corner Unit With Miles of White Sandy Beaches Directly Accessible Right Outside! UNBELIEVABLE VIEWS! Freshly repainted! New: High-End Memory Foam Mattresses! Capri swivel gliders in living room, so comfy and amazing views from every seat! 65" & 2x 50" 4K Smart TV's! High-End Berlin Gardens Patio Furniture! Decorations, Linens and Towels! Amazing Female-Owned, Local Cleaning Service, Well-Paid & Very Thorough, Disinfected Throughout!

Heated Pool Beach Bungalow Steps to the Ocean
Beautiful brand new in 2022 en-suite Bungalow beach side! Perfect for a romantic get a way or just one person, just 600 steps to the beach. Five minutes to the St Augustine pier and 10 minutes to the oldest city in the US, Historic Downtown St Augustine. Not only do you have the most comfortable bed to fall into, a 50" TV, recliners and an amazing heated pool. Beautiful beach sunrises, fishing, hiking, Concerts at the Amphitheater. For your safety you have an electronic keyless entry.

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.

Beach Condo, Pools, Bikes, Short Walk to Beach
Relax and unwind at our beautiful beach getaway. This one bedroom condo is located close to all St. Augustine has to offer. You can walk to the beach or take a quick drive to historic downtown. Ocean Village Club is a gated complex that has private beach access just a seven minute walk from your door, two swimming pools, tennis courts, grilling area, and free parking. This second floor unit is light and airy, immaculate, and beautifully decorated. We are family owned and operated.

Beach Life in Oceanview Condo
The balcony faces one of Florida's most beautiful beaches - Crescent Beach. Just 3 minutes walk from the beach, enjoy incredible sunrises and sunsets every day, heated pool, outdoor barbecue, free parking available. 15 minutes from downtown St. Augustine, surrounded by all the amenities, start your holiday on this beautiful, ancient beach. We offer short term and long term rentals hoping to provide you and your family with a relaxing, comfortable and quiet holiday resort.

Boutique Beachside condo with easy access to beach
Skipper’s Hideaway is a charming beachside retreat that sleeps up to six, with a king bed, queen sofa pull-out, and twin daybed with trundle. Located on the ground floor for easy access, the condo offers a partial Atlantic Ocean view from the living room window. Just steps from Crescent Beach, this peaceful spot is perfect for relaxing. For more excitement, the shops, restaurants, and nightlife of downtown St. Augustine are only a 15-minute drive away.

The Ultimate Intracoastal Living Experience in FL
With intracoastal waterway views at every angle, our condo is the setting for every Jimmy Buffet vision. Fit 6 people spaciously in our brand new, modern, coastal-flare abode that will only provide relaxation and countless memories in this stunning Florida-setting. Beach access 5 min walk. Downtown 15 min drive. Embark in the daily rituals of discovering the glorious Florida sunset. Welcome to the Ultimate Intracoastal Living Experience.
Popular amenities for Crescent Beach rentals with a pool
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Villa Coquina

New Pool Home | 5 Minute Walk to Crescent Beach

Oceanfront, Patio, Pool, Tennis, BBQ, Free Parking
Quick stats about vacation rentals with a pool in Crescent Beach
Total rentals
410 properties
Nightly prices starting at
$84 CAD before taxes and fees
Total number of reviews
12K reviews
Family-friendly rentals
280 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with dedicated workspaces
180 properties have a dedicated workspace
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