Vacation rentals with a pool in Vilano Beach

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Top-rated rentals with a pool in Vilano Beach

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

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Guest favorite

Home in St. Augustine

5 out of 5 average rating, 128 reviews

Southern Charmer w/Pool - Walk to Everything!

Stellar location...easily park and walk to historic sites! Spacious and modern inside but a classic Southern home on the outside. Lots of room to grill out or lounge around the heated saline pool. Beautiful views of the famed Mission from the upper/lower porches. And you'll appreciate how well stocked this home is too...if we don't provide it you probably don't need it! If you need another rental we have a 4 bedroom w/pool right next door. It's called Walk to Everything plus pool and Cottage.

Guest favorite

Home in Lincolnville

4.96 out of 5 average rating, 177 reviews

Walk downtown to see nights of lights, heated pool

HEATED pool home in the heart of historic St Augustine, Walk to the NIGHT OF LIGHTS; just a few miles from spectacular beaches! Weddings/Family time. 4 large bedrooms with 3 full baths. 1 bedroom downstairs and 3 upstairs. Relax in the screened in lanai with beautiful lap pool! Large back yard. Enjoy cooking in our huge kitchen while your family relaxes in the living room, or have enjoy playing foosball after a day at the beach or touring our beautiful city! Walk to everything! Pet friendly

Guest favorite

Guesthouse in St. Augustine

4.97 out of 5 average rating, 119 reviews

Historic St. Augustine 2/1 Cottage & Pool

About this space: Welcome to this poolside cottage located in Historic St. Augustine. This cottage is close and within walking distance to all the fun downtown has to offer. It is also a short drive to the beaches! This cottage has 2 bedrooms and 1 full bathroom, living room, kitchen and direct access to the pool. This space: This is a detached cottage located behind the main house Guest access: Keyless code entry Other things to note: Please keep in mind that the pool is a shared space :)

Guest favorite

Home in St. Augustine

4.94 out of 5 average rating, 110 reviews

CLUB MED•Paradise • Privacy • PETS Ok•BIG PooL•

This beautiful home (2000sqft) is just a few blocks from the ocean which has easy beach access,including a play ground for children. Then a street over is the river which has boat ramp! You can also enjoy a local neighborhood restaurant just down the street with a water front view where the sunsets are mesmerizing! The home has been completely remodeled and has a gated back yard with a big pool for you and your family to enjoy. It is also a short drive to the historical down town St.Augustine.

Superhost

Home in St. Augustine

4.86 out of 5 average rating, 107 reviews

Best of Both Worlds- Family Oasis

Experience the Dolphin house in St Augustine. This spacious mid-century modern pool home is a rare treasure in an ideal location just steps from the Bridge of Lions and downtown St Augustine. This Showstopper Private Backyard oasis includes a pool with a shelf - perfect for kids, Hot Tub, BBQ, Hammock, Wood Fire Pit, and outdoor seating under a mega umbrella. Maximum occupancy of six (6) adults and four (4) children under twelve (12) years of age. The perfect vacation getaway for up to 10.

Guest favorite

Guesthouse in St. Augustine

4.92 out of 5 average rating, 115 reviews

Heated Pool Side 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.

Guest favorite

Home in Lincolnville

4.98 out of 5 average rating, 106 reviews

Southern Comfort - Downtown|Hot Tub|Heated Pool

The Southern Comfort is a 4BR/3.5BA home located right in the heart of Downtown St. Augustine on the famous King Street. High-end, designer touches will be found in all features of the home with respect to the 110+ year old character preserved in the 2020 renovation. Centrally located with a blend of privacy, convenience and a modern luxury design. Private, sparkling heated pool and hot tub with lounges perfect for lazy days by the water. #1 Vacation Rental in Downtown St. Augustine.

Guest favorite

Home in Palm Coast

4.98 out of 5 average rating, 265 reviews

True Florida Pool Home Close to Many Adventures

Welcome ! Flagler Beach is less than 5 ml away and has Beautiful Themed Beach Side Restaurants. We are located half way between Americas 1st city Historic St Augustine and World Famous Daytona Beach.. You’ll love the unique places to see like Bulow Plantation Sugar Mill Ruins, Fort Matanzas, a leasure paddle board tour or even Swim with Dolphins at Marineland!! All within minutes of our home!. PLEASE see all regulations/rules below! ( No Trailers, Parties, parking on grass etc...)

Superhost

Condo in St. Augustine

4.8 out of 5 average rating, 208 reviews

Great 1 bedroom 1 bath condo with heated pool

Great condo in an Oceanside community You cannot see the ocean from this condo 5-10 minute walk to the beach Private boardwalk to the beach Condo is in 3rd floor must climb stairs no elevator **** Tennis courts 2 pools 1 heated Shuffle Board Gym Restaurants and bars you can walk to Pet Friendly with a $100 pet fee Only 1 dog is allowed and we must register the dog before you check in The security will not let you on the premises if the dog has not been registered Pull out couch

Superhost

Condo in St. Augustine Beach

4.86 out of 5 average rating, 154 reviews

Ocean Side Complex with Heated pool B-24

Ocean Side Condo Complex. Just to be clear Ocean Side does not mean Ocean Front. You will not see the ocean from the balcony 1 Bedroom 1 Bath. There is a queen air mattress that 2 people can sleep on and can be put in the living room Must be 21 years old to rent IMPORTANT! This unit is DOG friendly. No other pets of any type are allowed. There is a $100 Pet Fee due when you book a reservation. I have to register them before you arrive No trailers or boats allowed or campers

Guest favorite

Home in St. Augustine

4.96 out of 5 average rating, 251 reviews

"The Pink House" Uptown St Augustine Charmer

Visit Historic St. Augustine & truly "Have It All!!" Walk to downtown sights, trolley, fort from your expansive secluded oasis. Our lovingly decorated and well stocked home features a wraparound porch. Spacious outdoors, shared amongst just 4 rental properties, with resort-quality pool+cabana, multiple seating areas, argentine grill, hammocks. Book our co-listings upstairs - "The Attic" or guest cottage "The Little Pink House" to add another bed + bath for your group!

Guest favorite

Condo in St. Augustine

4.89 out of 5 average rating, 110 reviews

Sunrise Special | Steps to Beach | Ocean Front

Our OCEAN FRONT condo is just a short boardwalk to miles of beautiful beaches. Updated, modern, comfy living in this 2 bedroom condo w a balcony that allows generous views of the ocean! Features 2 pools (1 heated), 5 hot tubs, tennis courts, a pickle ball court, and bocci. Just 10 mins from the fabulous Old Town Historic District. Enjoy a spectacular sunrise with your morning coffee. Relax with the whole family at this peaceful place to stay. Must be 23 to rent.