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

4.93 out of 5 average rating, 103 reviews

Vilano•BIG POOL• Pets FREE • Paradise at Club Med

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.

Aug 21 – 28

€ 408 per night

Guest favorite

Condo in St. Augustine Beach

4.85 out of 5 average rating, 197 reviews

Oceanside Condo - heated pool, hot tubs, beach

A newly renovated 4-bed beach condo decorated with a peaceful ocean theme will be the perfect beach house for your St. Augustine stay! With 2 swimming pools, 5 jacuzzis, tennis & pickleball courts, & private walkways to the beach, this centrally located spot will have you both entertained and relaxed while on vacation. The nautical tri-bunk room is fun for the family, the classic coastal master bedroom is serene, & the martini bar adds a festive element. You'll always remember this vacation!

Nov 9 – 16

€ 161 per night

Guest favorite

Apartment in St. Augustine

4.93 out of 5 average rating, 101 reviews

Charming Vintage Intracoastal Apartment

This breathtaking property is located on a quiet neighborhood street in Vilano Beach area on the river, minutes from the beach and a few miles from Historic Downtown St. Augustine. Apartment is on the second floor facing picturesque streets of Vilano Beach area. Waterfront private outside dining area with a grill, dock, and boardwalk are available on the waterfront side of the property. Famous local restaurants Cap's on the Water and Aunt Kate's are within walking distance from the property.

Nov 1 – 8

€ 180 per night

Guest favorite

Guesthouse in St. Augustine

4.95 out of 5 average rating, 296 reviews

The Garden Casita in St. Augustine Florida

Secluded garden casita tucked away three tenths of a mile from the city gates. Take the private garden pathway to serenity's doorstep, and gain access to WIFI, free parking, and a kitchenette equipped with the basic necessities. The zen garden serves as a wonderful resting space to relax and unwind from your day. The casita features a queen size bed with luxury linens, desk nook and a full bathroom. Come find your peace at the Garden Casita on the grounds of a 100 year old private home.

Sep 9 – 16

€ 150 per night

Guest favorite

Home in St. Augustine

4.98 out of 5 average rating, 103 reviews

"Once Upon A Tide" Beach House *Heated Pool* King

Welcome to Once Upon a Tide Beach House in Vilano Beach (Salted Heated Pool) This brand new luxury beach house is in a perfect location. 3 blocks to the beach , 1 block to the intracoastal . A short drive to Historic Downtown St. Augustine. Very spacious and well pointed home with 2 living rooms, the main living room is on the first floor and a second living room is upstairs in the loft area. Private back yard oasis with a salted heated pool, cabana. I promise you will not want to leave!

Nov 2 – 9

€ 547 per night

Guest favorite

Home in St. Augustine

4.92 out of 5 average rating, 102 reviews

Walk to beach/heated pool, family home, pets ok

Enjoy the NIGHT OF LIGHTS, two minute walk to beach. Huge HEATED pool & spacious deck. Fully stock kitchen open and airy with high ceilings and a very private and quiet backyard. Short scenic drive to downtown historic St Augustine. Boogie boards, beach chairs, coolers, towels are available for your use. Foosball, darts, and games for the entire family to enjoy! Pool temperature is set and could be adjusted for a small fee. Beachy home all new furnishings! Owner has other homes in area!

Jan 24 – 31

€ 558 per night

Guest favorite

Home in St. Augustine

4.94 out of 5 average rating, 105 reviews

Coastal Family Beach House•FirePit•Gourmet Kitchen

No Cleaning Fee! 5 Min Walk to Vilano Beach 10 Min Drive to Historic St. Augustine 1-7 Min Walks to Water Front Restaraunts Fitness Club Passes, Full Gym/Suana-Steam Rm/Yoga This Designer seaside home is perfect for a staycation at the beach. It has been renovated into a peaceful retreat, minutes from the sand and sea. With 3 gorgeous bedrooms, spa bathrooms, large living spaces, a gourmet kitchen and a shaded porch, this roomy home invites you to vacation in the lap of luxury.

Feb 23 – Mar 2

€ 299 per night

Guest favorite

Home in St. Augustine

4.96 out of 5 average rating, 104 reviews

Dune Bungalow

Cottage style home with comfortable porches to enjoy sound of ocean waves breaking on the front and back porches. Pool in the back yard (heated by request for $50 per day) cookshed, fenced with lush trees and woods to the east. The inside looks large with high wood ceilings and multiple windows and glass doors to the beautiful pool area. Located on a dead end street in a family neighborhood with 5 star restaurants nearby. Fifteen minute drive to downtown St. Augustine.

Aug 22 – 29

€ 404 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.

Jan 15 – 22

€ 150 per night

Guest favorite

Guesthouse in St. Augustine

4.98 out of 5 average rating, 213 reviews

“Little Pink House”-hidden gem in the 💗 of Uptown

Stay with us and you truly can "Have It All"!. Just steps from shopping and restaurants, yet nestled in a quiet neighborhood. Walk to St George Street, The Fort, Visitors Center, Trolley Station, Coffee Shops, The Bayfront. 7 minutes from the Beach. Relax after a day of sightseeing around the pool, and enjoy coffee or wine on the porch. Little Pink House is the guest cottage right behind Pink House Uptown Charmer. More space for your group!

Oct 2 – 9

€ 185 per night

Guest favorite

Condo in St. Augustine Beach

4.97 out of 5 average rating, 173 reviews

Ocean Front Gem; Top Floor Corner Unit

Top floor, direct ocean front, corner unit with elevator and beautiful views of the beach from both bedrooms, living room, dining room, kitchen and private balcony. We have upgraded the condo and believe it to be the best condo in Saint Augustine Ocean and Racquet. We also offer the condo immediately next door, Ocean Front Escape for rent: https://www.airbnb.com/h/saint-augustine-oceanfrontescape. Our check in process is contact free.

Dec 7 – 14

€ 337 per night

Guest favorite

Condo in St. Augustine

4.99 out of 5 average rating, 193 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 20 – 27

€ 322 per night