St. Augustine Hotels with Private Pools

Nestled in a quiet neighborhood less than ten minutes from downtown Saint Augustine, this enchanting five-bedroom, two-bathroom home epitomizes comfort, space, and convenience. Situated in a prime location, it's a haven for families seeking the perfect blend of tranquility and vibrant living, boasting not only a spacious interior but also fantastic outdoAbout pets:Pets allowed: cats less than 50 lbs per pet (limit 5 pets total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

1700sq | Master Bedroom: Queen Bed, Pullout Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Loft: Twin Daybed with Twin TrundleThis newly renovated beach-side cottage is nestled within one of Vilano Beach's original seaside neighborhoods. Sand paths meander from the cottage towards the dune-lined beach walk for easy access to the ocean. (You do not have to cross A1A or drive to get to the beach )Outside the home, you’re sure to feel the cool saltwater breeze while lounging by your private pool! Enjoy refreshing dips in the morning before lounging on the poolside deck. During the day, head to the beach or chill at home and challenge your friends at the regulation-size horseshoe pit and other outdoor games.Inside this 2-story home, originally constructed in 1943, you’ll find new grey-washed laminate hardwood flooring. Bright colors and tasteful accents of nautical decor boost your mood and help relax the mind. A large L-shaped couch awaits for you to unwind in front of the flat-screen Smart TV with family and friends.Cook up a new seafood recipe or entertain with ease in the fully equipped kitchen featuring stainless steel appliances, quartz counter tops, and a chic breakfast bar with table. Bring the feast outside to the large viewing deck to share while enjoying the beautifully landscaped gardens sprinkled with swaying palm trees.The downstairs master bedroom offers a queen bed and a pullout bed that accommodates up to 2 travelers. Upstairs, you’ll find the second and third bedrooms - each with queen beds and their own flat-screen LED Smart TV. Each bedroom has access to an outdoor deck with seating and the bedrooms now have white-noise makers to increase sleeping comfort.Kids can have their own unique space in the spacious loft that provides a twin bed with twin trundle and small TV with DVD player.Everyone will be able to stick to his or her morning routine in one of the 2 elegantly designed bathrooms that both boast a double vanity.Inquire with host for special pricing for longer term bookings.Publix grocery store and several restaurants within walking distance. Vilano Beach Pier 0.5 Miles. Nature walk across the street. When staying on Vilano beach this beach house has the shortest drive time to get to historic St. Augustine.We heat the pool October - April. As long as the temperature stays above 63 degrees we can keep the pool at 85 degrees. If the temperature drops below 63 degrees the pool temperature will drop proportionately. There are two security cameras on the property. One is on the south-west corner of the property outside facing the driveway. The other is monitoring the garage. The garage is locked and off limits to guests.About pets:No pets allowed.About children:Children allowed: ages 0-17.3rd Floor Loft is only accessible by ladder stairs.About customRules:Must clean grill after every use. Simply brush, wipe, and dump grease into container provided. $40 change if grill is left unclean.Please back respectful of neighbors quit time and privacy when walking to and from the beach. Quiet time around the pool should start after sunset.,I will request a photo of the booking guest's driver's license be uploaded to the VRBO messaging before check-in..About smoking:Smoking is not permitted.About events:No events allowed.

Welcome to your charming poolside retreat at the base of the Bridge of Lions! This home draws you in with its inviting presence: a large front yard, friendly sidewalks, and a spacious front porch flanked by bespoke lion statues and an iconic old tree that exude timeless charm. Located in St. Augustine, this home places you in one of the most popular, vibrant communities in Florida. It's truly a blend of comfort, beauty, and just a short walk over the Lions Bridge into downtown.

Situated in Davis Shores, this Saint Augustine pool home is in a great central location: One mile north is historic downtown, and one mile south is the entrance to the Anastasia State Park, the closest (and the best) beach in town. Spend a few days here and we think you'll agree: Davis Shores is the ideal Oldest City neighborhood. Quiet and peaceful, yet walking distance to some of the best breweries, bars and restaurants. With three bedrooms, two bathrooms, two light-filled living rooms (each with their own Smart TV's), and a screened in pool, this property suits a variety of needs. While most of the homes original 80’s features still live on today (hello light pink bathroom tile!), it's furnished with brand new, comfortable mid-century flair, and designed for true vacation leisure.In the backyard, you'll find a large, screened-in pool with an outdoor dining table and 5-burner propane grill, nestled beneath a massive live oak tree and surrounded by lush green foliage. Totally private, the screen enclosure also helps keep bugs away, making it the perfect spot to lounge during any time of the day. With a fully stocked kitchen, plus a garage with washer and dryer, beach chairs, a cooler and an umbrella, you'll find everything you need for stays both short and long. (Discounts for longer bookings!) Plus, you'll find a custom welcome book with curated recommendations for fantastic local restaurants, beaches and activities.Please note: -No parties whatsoever allowed, with quiet hours strictly enforced after 10pm. -Maximum six guests -While the pool is screened, there is no safety gate for children. By making a reservation, you agree we are not liable for any accidents or injuries in or around the pool.-Pool is not heated About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.The pool is screened, but there is no safety gate.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

This fully renovated home includes a new in-ground cement private pool! Fully stocked 3 bedroom, 2 bath home has a master bedroom with a queen bed, TV, and a shower, second bedroom boasts a queen bed, TV, and the third bedroom has a fun Trundle bed with 2 beds, each having a twin mattress. Side porch has a TV and seating for 2. All TV's are SMART TV's so you can log into any of your apps to watch anything you want! We are also only 3 blocks from one of the Old Town Trolley Tours stops. The backyard has plenty of space for hanging out at the pool. A separate full bathroom is included in the home. It's a perfect choice for families with children or groups/couples looking to cool off in your own private pool. 10 min walk to downtown! Grill out and play corn hole!Pool dimensions are 12ft wide 20ft long 4.5ft deep. Pools in Florida of this depth do not need to be heated, the water temp is very comfortable 10 months of the year.NO PETS IN THE POOL. Pet hair ruins the filter and pool pump. Pets in the pool will violate your rental contract.*Please note there are 3 security cameras on the property. One on the front, one off the rear door aimed at the pool/backyard, and one facing the road in the driveway area. Please do not touch the cameras as they are place for insurance/liability/safety reasons.*Also note we have both the pool and landscape serviced every week of the year, so during your stay the pool and yard may be serviced.About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About children:Children allowed: ages 0-17.About customRules:Pick up/bag all dog waste and throw into bin. Please put all indoor/outdoor furniture back in the position you found it before leaving..Dog must be crated when not home. Dog not allowed on beds, furniture, or in pool..About smoking:Smoking is not permitted.About events:No events allowed.

Save my home, click the Plunge Pool! Can be heated for a fee* >Beautiful neighborhood by downtown St. Augustine >Lovely outdoor space >Newly furnished >2 BBQs and fire pit >Short drive to groceries, bars, restaurants >2 minute drive to downtown St. Augustine >5 minute drive to the beach >4 parking spots >Pack n play >Drip coffee maker + Keurig >Washer + Dryer >3 days of supplies (TP, trash bags, pods, etc). Please Note: Pool heat is available (for a fee) only when the outdoor temperature is over 50 degrees (if under 50 degrees, we cannot guarantee the heater can maintain a swimmable temperature). THE SKINNY: This brand new vacation rental is located in the heart of Davis Shores on Anastasia Island in historic St. Augustine, FL, within walking distance of downtown in about 10-15 minutes! This home is paradise, with sunny views of the plunge pool and waterfall from the living room and kitchen. The electric fireplace in the living room is lovely all times of the year! There is plenty of outdoor seating to enjoy our wonderful weather, and the neighborhood is home to many St. Augustine locals so it is very quiet and safe. Just a 5 minute walk to Nature We Trust for coffee and smoothies, Old Coast Ales for a beer, Osprey Tacos for lunch, Black Fly for an upscale dinner, and much more await! Soak it all in! Enjoy a quick drive of just 5 minutes to the local St. Augustine Beach Pier Park beach access or drive on (with 4 wheel drive capable cars) at A Street! THE PROXIMITY: Most of my favorite local hot spots are in this part of town are within a 15-20 minute walk, a quick bike ride or short drive of the front door! To name a few: The St. Augustine Lighthouse, The Alligator Farm, Mojo's Tacos, Nature We Trust, Creative Juices, Gypsy Cab Co, Fresh Market, The Village Garden Food Truck Park, Surf Station and Linen and Waves (shopping), antiques and furniture stores, and you're just a stones throw from the very heart of downtown St. Augustine. To the south of St. Aug is a highly popular area of Palm Coast, with nearby Marineland, a great place to indulge in outdoor fun as well as golf at The Hammock and the drop dead gorgeous preserve of Washington Oaks State Park, a must-visit! This home is also drive-able within 45 minutes best parts of prime Ponte Vedra for golf and shopping! US1 and A1A are our main commercial corridors, equipped with shopping, groceries and restaurants of all kinds. This home is less than 10 minutes from Publix grocery store. THE SPACE: The home sleeps 8 comfortably in 4 bedrooms with 1 King bed, 1 Queen bed, 2 Twin beds and 1 twin with a twin trundle bed that can be converted to a King bed. The kitchen is equipped to service your whole group and cook together for a great night in! Enjoy the propane fire pit and two BBQs (charcoal and propane). The TV's are Smart TVs, so simply login to your Netflix, Hulu or HBO account to enjoy your favorite movies and shows. Linens and towels are provided. THE LAYOUT: This home has a solid 4 bedroom / 2.5 bathroom layout. Primary bedroom and Bath: Located on the 2nd floor, there is a comfy King size bed and en suite bathroom with walk in shower. 2nd Bedroom: 2nd floor. Queen size bed and en suite bathroom with shower tub combo and hallway access for those staying in the 3rd bedroom. 3rd Bedroom: 2nd floor. Two twin beds. 4th Bedroom: Ground Floor. Twin daybed with pullout a pullout twin trundle bed. You can request in advance the beds to be set up as 2 Twins or 1 King. Half Bathroom: On the ground floor. Bathrooms are outfitted with 2 rolls of toilet paper each, soap, shampoo, conditioner and body wash. Towels are provided. AMENITIES: Plunge pool. Pack N Play. Electric fireplace. Games and Books. Dedicated workspace with a desk and chair. Plenty of outdoor seating. Linens and Towels Included. Smart TVs throughout. Propane fire pit and two BBQs. Off street parking for 4 cars. Washer and dryer. OPEN LIVING: The kitchen is situated adjacent to the living and dining area so everyone can be together whether lounging, dining or cooking! We outfit the kitchen with one roll of paper towels, a few starter trash bags and dishwasher pods for your first couple of days. PATIO DECK: Adjacent to both the living room and kitchen, this patio has a lovely plunge pool, a pool lounger and lots of outdoor seating! It is just perfect for enjoying the sunrise with your morning coffee or sipping on a little bubbly in the evening while enjoying the ambient sounds of the waterfall. PARKING: There are 2 parking space in our driveway and 2 in the garage Please avoid parking on the street as it is not allowed except for full time residents. LAUNDRY: We offer a laundry room with washer and dryer, starter laundry pods, iron and ironing board and some basic cleaning supplies for your convenience. HISTORIC DOWNTOWN ST. AUGUSTINE: Just a 3 minute drive or a 10-15 minute walk over the famous Lion's Bridge is historic downtown St. Augustine! Take a tour, enjoy the rich Spanish history, the architecture, the food and craft cocktails and all that our pleasant waterfront town has to offer. Contact me for lots of insider local recommendations on what NOT to miss! BEACHSIDE FUN IN THE SUN: Our beaches are unparalleled! We really know how to enjoy what nature has blessed us with here in our quaint little St. Augustine Beach. Pier Park is just a 5 minute drive to park and walk on. You can also drive to one of the public beach accesses at St. Augustine Beach or Crescent Beach to drive on or park and walk on. TURN IT UP: Want to live on the edge? Local adventures abound! There are a couple of rental shops nearby where you can rent surfboards, paddle boards, snorkeling gear, you name it! Deep sea fishing charters and boat rentals are also available in multiple places throughout town. Delivery bike rentals available via a local company. Contact me for recommendations. *SECURITY DEPOSIT: In lieu of a traditional security deposit charge or authorization hold for a large sum, we will instead charge a one-time non-refundable incidentals fee to your stay of $149. This fee acts as insurance for minor damages and covers you up to a max of $1500 of damage. You may elect to increase your incidentals fee for more coverage ($99 for $1000, $149 for $1500, $199 for $2000 and so on and so forth). *IMPORTANT: Guests must report to us any damage that has taken place during their stay before checkout, otherwise the incidental fee coverage is null and void. In this case, we reserve the right to charge the full amount of repairing or replacing the damaged items to you. Your insurance coverage amount ($500, $1000, $1500, etc) is not the max that you are responsible for. If damages exist beyond your coverage amount we will document this with photos and professional estimates of repair, and bill you for the repairs or replacements. Rental Agreement: A quick virtual rental agreement is required—simple and guest-friendly! Traveling with Little Ones? We’re a BabyQuip affiliate! Ask us for easy baby gear rentals. Boat Tour Deal: Want discounted tickets to St. Augustine’s newest boat tour? Just ask—we’ve got the hookup! Please be aware that certain vendors, such as lawn care, pool and other routine maintenance providers, may visit the property on a weekly basis. Their visits are scheduled based on weather conditions and other factors, so they do not have a fixed schedule. Please remember that you're staying in a house, not a hotel. Please treat the space with respect. If any problems arise, we will do our best to take action ASAP, but there is no one living on site 24/7. Guests must be 21 or older to book. This home is not pet friendly. NOISE LEVELS: There are long term tenants living in the house behind the home you've rented. We ask you to be considerate of the tenants in the other house by keeping noise levels down and observing quiet time per St. Johns County ordinance from the hours of 10pm until 8am. LOST AND FOUND ITEMS: We charge a $50 minimum to ship forgotten items, which must be paid in advance. For heavier items, we ask that you pre-pay the $50 and we will acquire any additional shipping cost and bill this to you accordingly + 25% service fee.

Escape to your own slice of paradise at Sunshine Dip, a charming 3-bedroom, 3-bathroom home in beautiful St. Augustine, Florida. If you are looking for a place to relax and have fun this home is the perfect place for you. It is conveniently located close to St. Augustine's best restaurants, attractions, and shops. Explore the historic streets, dine in fantastic restaurants, and enjoy everything this vibrant area has to offer. Book your stay at Sunshine Dip today and make unforgettable memories

Welcome to the Old City Oasis where old time history meets newer time conveniences! Relax by the brand-new saltwater pool complete with a sunshelf, bubbler, and umbrella hole. Plenty of patio furniture to choose from - whether you want to catch up on your tan, isolate to read a good book, or socialize with friends. Extremely fun live edge wood bar with a TV and super convenient pass-through window to the kitchen! Excellent location with easy access to downtown, the beach, and the Ampitheatre.We know you will enjoy the exciting indoor/outdoor living that Old City Oasis has to offer. The pool speaks for itself and the outdoor bar with a pass-through window the kitchen to serve drinks/food is another level! The front porch swing can also be a nice little getaway. There is also a very cozy living room with comfortable seating and a large 65" TV. All 3 bedrooms contain some fun LED lighting in the beds or side tables which can entertain the kids or make for a good mood setter. The master bedroom is the only one with an ensuite bath. The space is newly renovated and very clean!-1.5 miles to Downtown St. Augustine-1.2 miles to the St. Augustine Ampitheatre-0.5 miles to the Alligator Farm-3.2 miles to the St. Augustine Pier (Beach)PET POLICY:We can accommodate up to 3 dogs at $100 per dog per stay (non-refundable). You must let us know prior to check in and have paid the fee. The dogs need to be up to date on shots and fully potty trained/kenneled. Any pets need to be crated indoors, especially if left unattended. We ask that no pets are allowed on the hardwood floors since they can be easily scratched. There is a vinyl gate that can be pulled to separate that part of the house, but if that doesn't work then please make other accommodations to control the animal(s). Also, please no pets on any furniture. Guests will still be responsible for any damages their pet makes during the stay.About pets:Pets allowed: dogs less than 50 lbs per pet (limit 3 pets total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

This charming Davis Shores neighborhood is one of the most sought after little niches on the island. A community of towering Oak Trees, sidewalks for riding bikes or walking your dog. A place where children play and neighbors know each other’s names. Bordered by the Atlantic Ocean on one side and the Intracoastal on the other, it is a sleepy little setting close to beautiful beaches and a good walk to historic downtown, where you can get swept away with the stories of people and architecture from 100s of years ago. There, shops and local artistry line the streets and so many restaurants with tantalizing scents and aromas wafting out their doors to tempt you to try their specialties. One as sumptuous as another…The clip clop of horses hooves as the horse and buggies meander past on the cobblestone streets give a graphic depiction of what this may have looked and felt like days gone by. Leave the bustle of downtown behind as you cruise back to Lion’s Sail for cocktails by the pool, a barbecue in the back yard, or a leisurely swim. The fresh salty air still lingers here as the beach breezes blow past. Only a quick bike ride to the State Park Beaches or a quick drive to all the others, but you have Nirvana right here at home at Lion’s Sail, so put your feet up and relax. You can jump back into the action at any time. But for the moment, let time stand still and enjoy this space, this time, this place. Welcome to island time. Welcome to Lion’s Sail. Enjoy this Zen space… You must be at least 25 years of age in order to make a reservation. The person who makes the reservation must occupy the residence for the duration of the reservation.

Ideally situated between historic downtown and the white sand beaches you’ll find La Luna Vista. This is a home you’ll want to come back to year after year. Walk to many restaurants right here on the island or head over the bridge of lions (1.5 miles) into historic St. Augustine. Also within walking distance is the St. Augustine Alligator farm, the lighthouse, and the Amphitheater. Outside, the amenities are just incredible. The fully-fenced backyard features a large screened outdoor space, heated pool and spa with plenty of sun loungers. A shaded area with outdoor TV, bar, comfortable table and chairs, and gas grill. Inside, the open floor plan is perfect for family dinners, game nights or just watching a movie. The great room features an L-shaped, leather sofa and ottoman with plenty of seating for everyone. The dining area has a charming wooden table with seating for six including a wooden bench on one side. The spacious kitchen features a five-burner electric stove, and plenty of cookware for you to prepare your favorite recipes. There are three wonderful bedrooms. The master bedroom surrounds you in soothing blue to help you relax and unwind after a long day of exciting activities. The ensuite bath includes a walk-in shower with a bench. The other two bedrooms share a bath that features a tub/shower combo, soft but bright light, and storage space. One of the bedrooms features soft yellow hues on the walls and a distinctive nautical theme. The other bedroom features a bunk bed with a third trundle bed underneath. The closet features cubby-holes, hangers, and a long shelf above for plenty of storage space. Grab the binoculars thoughtfully provided by the owners and head out onto the front porch with your morning coffee or evening cocktail and enjoy some bird watching. This adorable home is right behind the St. Augustine Alligator Farm. Don’t let the name fool you. This incredible zoo features more than just alligators and crocodiles. From the porch, you’ll see a variety of beautiful birds flying in their aviary right in front of you. Roseate Spoonbills are a favorite. For a fun filled day, head downtown to the historic district where you’ll find the old City Gates and Castillo de San Marcos along with plenty of shops, restaurants, and historic buildings along St George Street, a pedestrian mall. Have a meal at Columbia where their 1905 Salad is the best salad in the area. Afterward, grab an ice cream cone or handmade chocolate at Kilwin’s. Head to the Plaza de Constitucion or the Marina for a breezy walk along the bayfront or a game of mini-golf. A vacation at La Luna Vista is an amazing experience you’ll want to have year after year after year. We welcome you to La Luna Vista. All areas of the house are available to guests except one locked room. Close to lots of restaurants, the Alligator Farm, and within walking distance to historic downtown. Plenty of parking in the driveway only. Within walking distance of many great restaurants, the Alligator Farm, the lighthouse, and the Amphitheatre which has a twice-weekly Farmer's Market. You must be at least 25 years of age in order to make a reservation. The person who makes the reservation must occupy the residence for the duration of the reservation.