Vacation rentals with a pool in Crescent Beach

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Top-rated rentals with a pool in Crescent Beach

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in St. Augustine

4.92 out of 5 average rating, 249 reviews

Oceanside complex M33 1 Bed 1 Bath w/Heated Pool

Newly Remodeled 1 bedroom condo with King Size Bed, Queen Size Sleeper Sofa, 55" TV's in Living Room and Bedroom. Stairs to 3rd Floor unit with private patio. Fully Equipped Kitchen, Dishwasher, Washer/Dryer, WiFi, Cable TV, Clubhouse, Fitness Room, Tennis Courts, 2 Swimming Pools (1 heated), Shuffleboard Courts, Picnic Area with Grills & Private Beach Walkway. Dog Friendly (1 DOG ONLY) with a $100 pet fee due on Check In. Restricted Breeds: Rottweiler, Pit Bull, Doberman, Chow, Shepherd.

Dec 13 – 20

G$34,195 GYD per night

Guest favorite

Townhouse in Saint Augustine

4.99 out of 5 average rating, 103 reviews

Affordable and Ocean View Condo! Steps from Pool!

Creston House 8B is a perfect getaway location, quaint, and well maintained. It is a private apartment, including roomy living room with queen sleeper sofa, and dining room. Fully equipped kitchen is adjacent, and desk area for your computer. The bedroom includes a comfy king size bed, and 32' TV. All linens are provided. The resort is an oceanfront complex with a large pool and private beach access. Enjoy time relaxing on porch area, just steps from the large pool. Just unpack and enjoy!

Apr 22 – 29

G$30,332 GYD per night

Guest favorite

Condo in St. Augustine

4.88 out of 5 average rating, 181 reviews

The Salty Suite Resort style condo

This modern 1 bed/1 bath rental unit has access to a private walk way to 2 pools, beach (5 min walk from door to sand) & tennis courts all in a gated community right on famous A1A in the Oldest City in the Nation. Perfectly situated by the beach or a quick Uber ride to Downtown to check out the history of the Oldest City in the Nation & try some other great local restaurants. We provide an in room guidebook telling you all the must do's in the town & helpful hints too! See you soon!

Jan 18 – 25

G$28,763 GYD per night

Guest favorite

Condo in St. Augustine

5.0 out of 5 average rating, 103 reviews

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.

Sep 9 – 16

G$58,051 GYD per night

Guest favorite

Condo in St. Augustine

4.94 out of 5 average rating, 127 reviews

"Captain Jacks" First Floor 2BR/2Bath Condo

First Floor 2BR-2BA, Beach/Pool. Remodeled in 2015 with all new appliances, YouTube TV, Xbox, walk-in shower. Complex is gated with private access to beach and pool. Entertainment: YouTube TV for Television in LR. Xbox in BR 2 Beach umbrella and chairs Boogie boards Beach toys Located on Anastasia Island, you are 15 minutes from downtown St. Augustine, St George St, and surrounded by a variety of attractions such as the Lighthouse and Alligator Farm.

Dec 5 – 12

G$28,818 GYD per night

Guest favorite

Guest suite in St. Augustine

4.93 out of 5 average rating, 282 reviews

Ground floor--just 365 steps to beach!

Beautiful ground floor of a two-story house only 365 steps from one of the most beautiful beaches in the United States. Close to the Ancient City, with all its amenities and attractions. Within walking distance of great restaurants and bars. Private entrance, pool, fully furnished kitchenette with Keurig type coffeemaker, Internet, Cable TV. Two bedrooms, one with a queen bed, and the other a double Murphy bed. On-site parking for one car provided.

Mar 31 – Apr 7

G$29,978 GYD per night

Guest favorite

Apartment in St. Augustine

4.93 out of 5 average rating, 265 reviews

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.

Jan 12 – 19

G$38,402 GYD per night

Guest favorite

Condo in St. Augustine

4.94 out of 5 average rating, 148 reviews

After Dune Delight, BEACH FRONT w/Fishing Pier

Oceanfront & intercoastal access Water views every room Private beach access, never too crowded Fishing dock/ benches & cleaning station Bike rack storage w/ramp walkway to the beach Tennis & Pickleball Court Pool (beach towels incl.) Boat -bring your boat/ramp 2 min away *addtl fees apply Full sz washer/dryer in unit (Florida Georgia Pickleball Tourn) - only 15 minutes away. Stay here and practice on our Pickleball Courts.

Nov 14 – 21

G$43,555 GYD per night

Guest favorite

Condo in St. Augustine

4.99 out of 5 average rating, 192 reviews

Ocean Gallery: 2 pools/resort amenities

Bright, airy and beachy, this condo at Ocean Gallery pairs resort-style amenities with an exceptionally clean, stylish and comfortable condo. Perfect for a couple or one family, it sleeps up to 4 in beds (primary bed sleeps 2; pullout sofa in living area sleeps 2 additional guests - perfect for kids). You’ll be a few steps from 1 of the 2 pools, and a 5 minute leisurely stroll through the complex will take you to the beach!

Dec 16 – 23

G$50,733 GYD per night

Guest favorite

Condo in St. Augustine

4.86 out of 5 average rating, 286 reviews

Beaches are Open!!! St Augustine Oceanfront Condo

Beachers Lodge is right on the ocean! All rooms are disinfected after each stay as a precautionary measure to ensure a safe stay. Bedroom with king bed. New flooring, furniture, new shower, fresh paint, towels, linens! Kitchenette with oven, living room with queen sleeper sofa and dining area. Living room opens to ocean-front patio on first floor with limited ocean views. The unit is < 400 sq Ft total. 15 min from downtown.

Oct 11 – 18

G$37,639 GYD per night

Superhost

Condo in St. Augustine

4.88 out of 5 average rating, 116 reviews

Crescent Beach, Fl - Wonderful location!

If you want to spend days off enjoying a friendly and familiar atmosphere with a privileged location, this is the place. We are perfectly located between the beach and the Intracoastal Waterway with its amazing sunset views. The common areas of the condominium have a tennis court, swimming pool and barbecues with private access for guests, on the balcony you can enjoy the sea breeze with an open view.

May 16 – 23

G$32,433 GYD per night

Guest favorite

Apartment in St. Augustine

4.95 out of 5 average rating, 167 reviews

Updated and clean, private beach access condo

Ground floor unit, all newly refurbished. 2 Bedrooms, 2 Baths, laptop friendly workspace and reliable WiFi. Steps from the beach, 10 min from historic downtown St. Augustine. Parking in front of Condo. Pool, beach private access. Master has en suite, separate second full bath. All new furniture, floors, counters , and appliances. Request renter to be 21yo and older. NO PETS please.

Sep 27 – Oct 4

G$25,688 GYD per night