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Rolling Hills Homes for Rent

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  • /30

    $2,100 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,484 Sq Ft
    • Townhouse for Rent

    34 Ridge Lake Rd, Saint Augustine, FL 32086

    Move right in and start enjoying the Florida lifestyle! This beautifully furnished 3-bedroom, 2.5-bath townhome is located in the highly desirable Park Ridge community, just 15 minutes from St. Augustine Beach and less than a mile from shopping, restaurants, grocery stores, and everyday conveniences. You'll also love the quick access to historic downtown St. Augustine and everything the area has

    Agent Photo

    Daniel Kennedy

    FLUID REALTY, LLC.

    34 Ridge Lake Rd, Saint Augustine, FL 32086
  • /57

    Starting at $1,575 Per Month

    • 1 - 3 Beds

    250 Moultrie Landing Blvd, Saint Augustine, FL 32086

    At Luca St. Augustine, resort-style living comes standard. Cool off in the pool with tanning ledges and a waterfall, get your pup some playtime at the dog park and pet spa, or squeeze in a workout anytime at our 24/7 fitness center. Our spacious 1, 2, and 3 bedroom apartment homes are designed with comfort and style in mind. You'll love the upgraded kitchens featuring quartz countertops, custom

    Luca St Augustine

    250 Moultrie Landing Blvd, Saint Augustine, FL 32086
  • /20

    $1,750 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,210 Sq Ft
    • Townhouse for Rent

    72 Whitland Way, Saint Augustine, FL 32086

    **AVAILABLE SEPT 25th, 2026** Welcome to this charming 2 bedroom, 2.5 bathroom townhome for rent in the desirable Cypress Bay community of St Augustine. Offering over 1,200 sq. ft. of well-designed living space, this unit also includes the convenience of a one-car attached garage. Upon entering, you'll be greeted by elegant luxury vinyl plank flooring that extends throughout the entire

    72 Whitland Way, Saint Augustine, FL 32086
  • /16

    $2,425 Per Month

    • 3 Beds
    • 2 Baths
    • 2,024 Sq Ft
    • House for Rent

    408 S Hidden Tree Dr, Saint Augustine, FL 32086

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant. This home is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist today.

    408 S Hidden Tree Dr, Saint Augustine, FL 32086
  • /19

    $2,360 Per Month

    • 3 Beds
    • 2 Baths
    • 1,674 Sq Ft
    • House for Rent

    591 Ashby Lndg Way, Saint Augustine, FL 32086

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant. Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve this

    591 Ashby Lndg Way, Saint Augustine, FL 32086
  • /20

    $1,600 Per Month

    • 2 Beds
    • 2 Baths
    • 1,086 Sq Ft
    • Condo for Rent

    415 S Villa San Marco Dr, Saint Augustine, FL 32086

    Conveniently located, resort-style living at Villa San Marco! This beautifully appointed condo with garage features luxury vinyl plank flooring throughout, an open-concept kitchen with a breakfast bar, warm honey-oak cabinetry, track lighting, and a full suite of appliances -- refrigerator, range, microwave, and dishwasher all included. The in-unit stacked washer and dryer means no trips to a

    415 S Villa San Marco Dr, Saint Augustine, FL 32086
  • /20

    $2,515 Per Month

    • 4 Beds
    • 3 Baths
    • 2,275 Sq Ft
    • House for Rent

    625 S Tree Garden Dr, Saint Augustine, FL 32086

    This property is professionally managed by AMH, a leading single-family rental company. We expect to make this property available for showings soon. We work to simplify your rental experience by offering self-guided tours and a streamlined leasing process you can complete all online, all on your own schedule. Once moved in, we provide maintenance support that you can rely on, so you can enjoy

    625 S Tree Garden Dr, Saint Augustine, FL 32086
  • /18

    $1,800 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,384 Sq Ft
    • Townhouse for Rent

    99 Moultrie Village Ln, Saint Augustine, FL 32086

    Freshly painted and ready for immediate move in! This spacious end unit townhouse offers tow large bedrooms each with an ensuite bath and walk in closet. The first floor is all tile flooring and features granite in kitchen and slider leading to the patio overlooking the pond. First, last and security deposit for move in, no smoking, small dog considered.

    Greg McCarthy ENDLESS SUMMER REALTY

    99 Moultrie Village Ln, Saint Augustine, FL 32086
  • /25

    $5,119

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,603 Sq Ft
    • Condo for Rent

    421 Fox Water Trail Unit SI ID1546316P, Saint Augustine, FL 32086

    The advertised rate of $5,119/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 10, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    421 Fox Water Trail Unit SI ID1546316P, Saint Augustine, FL 32086
  • /15

    $1,400 Per Month

    • 1 Bed
    • 1 Bath
    • 740 Sq Ft
    • Condo for Rent

    420 S Villa San Marco Dr Unit 202, Saint Augustine, FL 32086

    This delightful one-bedroom apartment sparkles with neutral paint, elegant vinyl floors, and modern lighting. A unique opportunity as it's a one-owner home! The full kitchen flows effortlessly into a roomy dining and living space. The bedroom offers comfort, with a full bath conveniently adjacent to the laundry area. An expansive balcony invites you to unwind with a glass of sweet tea. The HOA

    Dawn Sealy-Fragale Bridge of Lions Realty, Inc.

    420 S Villa San Marco Dr Unit 202, Saint Augustine, FL 32086
  • /20

    $1,750 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,338 Sq Ft
    • Townhouse for Rent

    126 Moultrie Village Ln, Saint Augustine, FL 32086

    Freshly Painted Townhome w/ Garage | Minutes from Downtown and St. Augustine Beach Welcome to Moultrie Village, where low-maintenance living meets a great St. Augustine location. This freshly painted townhome offers an open and inviting layout with plenty of room to relax, entertain, or work from home. The spacious living area flows into the kitchen and dining space, creating a comfortable

    126 Moultrie Village Ln, Saint Augustine, FL 32086
  • /27

    $1,750 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,372 Sq Ft
    • Townhouse for Rent

    284 Moultrie Village Ln, Saint Augustine, FL 32086

    This property is managed by Florida Homes Realty & Mortgage Property Management LLC

    JB Bhan FLORIDA HOMES REALTY & MORTGAGE PROPERTY MANAGEMENT

    284 Moultrie Village Ln, Saint Augustine, FL 32086
  • /22

    $1,600 Per Month

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    415 S Villa San Marco Dr Unit 305, Saint Augustine, FL 32086

    Conveniently located, resort-style living at Villa San Marco! This beautifully appointed condo with garage features luxury vinyl plank flooring throughout, an open-concept kitchen with a breakfast bar, warm honey-oak cabinetry, track lighting, and a full suite of appliances -- refrigerator, range, microwave, and dishwasher all included. The in-unit stacked washer and dryer means no trips to a

    Trudy Padilla KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

    415 S Villa San Marco Dr Unit 305, Saint Augustine, FL 32086
  • /13

    $1,725 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,341 Sq Ft
    • Townhouse for Rent

    141 Whitland Way, Saint Augustine, FL 32086

    Welcome home to this beautifully maintained 2-bedroom, 2.5-bath townhome in the desirable Cypress Bay community! Built in 2018, this home offers a bright, open floor plan with a spacious living and dining area, a modern kitchen featuring stainless steel appliances, ample cabinet space, and a breakfast bar. Upstairs, you'll find two generously sized bedrooms, each with its own private bathroom,

    Lori Neighbors ASSIST2SELL FULL SERVICE REALTY LLC.

    141 Whitland Way, Saint Augustine, FL 32086

Why Live in Rolling Hills

Rolling Hills in Saint Augustine is a neighborhood featuring modern homes built primarily in the 2000s and 2010s, with new constructions still available. The community is characterized by wide, well-kept sidewalks lined with palm trees and subdivisions like Deerfield Preserve that offer waterfront views. While the proximity to state Road 207 can result in some highway noise, the area is safer than the national average. Residents have access to various parks, including Vaill Point Park and Trail, known for its birdwatching opportunities, and Treaty Park, which offers softball fields, bocce ball courts, and a skate park. Stone Climbing provides rock climbing classes, and the Doug Crane Boat Ramp allows for boating on the Matanzas River. For entertainment, Epic Theatres of Saint Augustine screens both new and classic films. Dining options include Saint Augustine Fish House & Oyster Company and Ned’s Southside Kitchen, with shopping available at Cobblestone Village and upscale stores at Saint Augustine Premium Outlets, 11 miles away. The neighborhood is well-connected, with state Road 207 and U.S. Route 1 providing easy travel, and downtown Saint Augustine just four miles away. Schools in the area are highly rated, with Osceola Elementary School, R.J. Murray Middle School, and Saint Joseph Academy all receiving high marks. The Sunshine Bus Company offers convenient transportation for older residents.
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