2,717

Homes for Rent near Saint Ann School

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  • /37

    $14,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,792 Sq Ft
    • Condo for Rent

    3215 Gulf Shore Blvd N Unit 508N, Naples, FL 34103

    Perched on the 5th floor of the prestigious Lausanne Condominium, this beautifully maintained seasonal rental offers some of the most spectacular Gulf views in Naples. From the main living spaces to the dining area, master suite, and even the guest room, nearly every angle of this residence showcases breathtaking, unobstructed panoramas of the beach and sparkling Gulf waters.The

    Jared Stresen-Reuter Marzucco Real Estate

    3215 Gulf Shore Blvd N Unit 508N, Naples, FL 34103
  • /20

    $2,100 per month

    • 2 Beds
    • 2 Baths
    • 1,030 Sq Ft
    • Condo for Rent

    1155 Rosemary Ct Unit Hideaway Naples, Naples, FL 34103

    Newly updated beautifully decorated and maintained ground floor two-bedroom, two-bath condo. Walkout screened lanai. Small quiet condo community with community pool. New appliances (kitchen, dishwasher, refrigerator, washer and dryer). New beautiful tile floor, new bathrooms, fully furnished. Naples Hideaway Club is just 1 mile from the beach, and 3 miles from downtown Naples!12

    1155 Rosemary Ct Unit Hideaway Naples, Naples, FL 34103
  • /34

    $12,000 per month

    • 2 Beds
    • 3 Baths
    • 1,901 Sq Ft
    • House for Rent

    9491 Piacere Way, Naples, FL 34113

    Available for December as well as off season. Already rented Jan-Mar, 2026. Beautiful 2BR/2BA+Den Victoria Model Home in Treviso Bay with Transferable Golf Membership The master bedroom has a king sized bed and TV, as well as a private bath with dual sinks, stand alone shower, and soaking tub. The Den is set up as a third bedroom to accommodate more guests during a tenants stay. There is a

    Stephanie Spooner WeichertRealtors-ParadiseHomes

    9491 Piacere Way, Naples, FL 34113
  • /10

    $1,800 per month

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

    3091 64th St SW Unit G-Upstairs unit, Naples, FL 34105

    Second floor unit. Single occupancy, NO Pets, NO Smoking, Lease, background and credit check will be required with application. First and $500 Non Refundable Security deposit will be collected. This unit includes all Utilities- Water, High speed internet, sewer, electric and trash removal.. Please email me with any questions.

    3091 64th St SW Unit G-Upstairs unit, Naples, FL 34105
  • /17

    $6,000 per month

    • 1 Bed
    • 1 Bath
    • 682 Sq Ft
    • House for Rent

    2170 Gulf Shore Blvd N Unit 41E, Naples, FL 34102

    Beautifully updated and furnished 1BR/1BA end-unit at Beacon House along Gulf Shore Blvd. Light and bright with bay views from the bedroom and a screened lanai spanning the length of the unit for sunrise and sunset enjoyment. Community amenities include a bayside pool, grilling and dining areas, stylish new gathering rooms, guest suites, and marina access with a quick boat ride to Doctor’s Pass

    Natalie Norqual Luxe Naples Real Estate

    2170 Gulf Shore Blvd N Unit 41E, Naples, FL 34102
  • /8

    $2,000 per month

    • 2 Beds
    • 1 Bath
    • 843 Sq Ft
    • Condo for Rent

    1025 Foxfire Ln Unit 201, Naples, FL 34104

    1025 Foxfire Ln Unit 201, Naples, FL 34104
  • /45

    $6,500 per month

    • 2 Beds
    • 2 Baths
    • 1,414 Sq Ft
    • House for Rent

    3554 Haldeman Creek Dr Unit 136, Naples, FL 34112

    Location, privacy and technology - your slice of heaven awaits! FULL SEASON NOW AVAILABLE January thru April 2026! Perfectly situated, this top-floor 3rd-floor 2 bed/2 bath unit in Compass Point South is accessible via a common elevator and located within a 24-hour staffed, gated community. Ideal location just off Bayshore Road's restaurant corridor, adjacent to Naples Bay and minutes to downtown

    Marybeth Alford Diversified Real Estate Group

    3554 Haldeman Creek Dr Unit 136, Naples, FL 34112
  • /24

    $3,450 per month

    • 3 Beds
    • 3.5 Baths
    • 1,968 Sq Ft
    • Condo for Rent

    4430 Botanical Place Cir Unit 101, Naples, FL 34112

    A perfect annual rental in this furnished fully renovated, ground-level, two-story townhouse (condo) located in a gated community of Botanical Place. With almost 2,000 sq. ft. of updated living space, this 3-bedroom, 3.5-bathroom end unit offers a bright and open floor plan with soaring 20' ceilings. The primary bedroom, featuring an ensuite bathroom and walk-in closet, is conveniently located on

    4430 Botanical Place Cir Unit 101, Naples, FL 34112
  • /25

    $2,450 per month

    • 2 Beds
    • 2 Baths
    • 1,677 Sq Ft
    • House for Rent

    3342 Timberwood Cir, Naples, FL 34105

    Welcome to your next home, where location truly is everything! This stunning rental unit is an annual lease with a fantastic perk: last month's rent is not required at signing. Situated right near the intersection of Pine Ridge Road and Airport Pulling Road, this home provides unbeatable access to everything you need. Leave the car behind and take a quick bike ride to a wide variety of stores,

    Chris Farrugia Compass Florida LLC

    3342 Timberwood Cir, Naples, FL 34105
  • /2

    $10,000 per month

    • 2 Beds
    • 2 Baths
    • 1,735 Sq Ft
    • Condo for Rent

    4041 Gulf Shore Blvd N Unit 1505, Naples, FL 34103

    This 2-bedroom, 2-bathroom property located at 4041 Gulf Shore Blvd N, 1505, offers 1,735 square feet of living space. The unit comes fully furnished and features air conditioning for comfort. The living room provides ample space for relaxation, while the bedrooms offer sufficient storage and privacy. Each bathroom is equipped with essential fixtures. Additional amenities include an elevator,

    4041 Gulf Shore Blvd N Unit 1505, Naples, FL 34103
  • /50

    $11,900 per month

    • 2 Beds
    • 2 Baths
    • 1,792 Sq Ft
    • Condo for Rent

    4551 Gulf Shore Blvd N Unit 301, Naples, FL 34103

    **PARK SHORE BEAUTY WALK TO VENETIAN VILLAGE ** ESPLANADE** NICE AMENITIES ** 2 BEDROOM CONDO ON THE BEACH **Availability & Rates:SEASONAL FOR DECEMBER THROUGH APRIL AVAILABLE!!!! $11,900.00ANNUAL RATE: $6995 A MONTHANNUAL TENANT WOULD BE RESPONSIBLE FOR ALL UTILITIES NOT OFFERED BY THE HOA\COAFIRST, LAST AND SECURITY DEPOSIT DUE PRIOR TO MOVE INMAY-SEPT:

    Cheri Anne DeMonico Premier Property Management

    4551 Gulf Shore Blvd N Unit 301, Naples, FL 34103
  • /42

    $2,000 per month

    • 2 Beds
    • 2 Baths
    • 871 Sq Ft
    • Condo for Rent

    5 High Point Cir W Unit 203, Naples, FL 34103

    5 High Point Cir W Unit 203, Naples, FL 34103
  • /10

    $1,750 per month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Apartment for Rent

    1740 Smugglers Cove, Naples, FL 34112

    Enjoy the best of downtown living in this adorable 1-bedroom, 1-bath apartment located in the desirable Royal Harbor neighborhood. Just minutes from the heart of the city, this inviting home offers comfort, convenience, and easy access to dining, shopping, and waterfront activities. Perfect for those seeking a relaxed lifestyle with everything downtown Naples has to offer right at your doorstep.

    Elise Tutton Naples Trust Real Estate Servi

    1740 Smugglers Cove, Naples, FL 34112
  • /14

    $1,900 per month

    • 2 Beds
    • 2 Baths
    • 1,251 Sq Ft
    • Condo for Rent

    118 Palm Dr Unit 16, Naples, FL 34112

    118 Palm Dr, unit 16, Naples, FL 34112Get ready to fall in love with this bright and airy condo! The open floor plan and large windows create a sense of spaciousness. The renovations give it a fresh, modern vibe. You'll have tons of storage with the huge walk-in closet and separate laundry room. Newer appliances, quartz countertops, and plenty cabinet space. But the best part may be the

    118 Palm Dr Unit 16, Naples, FL 34112
  • /40

    $12,500 per month

    • 2 Beds
    • 3 Baths
    • 1,924 Sq Ft
    • Condo for Rent

    222 Harbour Dr Unit 403, Naples, FL 34103

    Start your vacation in style at this bright and spacious 2-bedroom + den, 3-bath corner condo, perfectly positioned on the bay with stunning waterfront views. From sunrise coffee to sunset cocktails, the floor-to-ceiling windows let you soak in the natural beauty of Naples all day long.Inside, you’ll find everything you need for a relaxing and luxurious stay. Both bedrooms feature plush

    Stacey Cotter John R Wood Properties

    222 Harbour Dr Unit 403, Naples, FL 34103
  • /39

    $2,200 per month

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Condo for Rent

    1575 Curlew Ave Unit 1, Naples, FL 34102

    If you want to feel like you are on vacation while calling this condo home, this could be your answer. Completely renovated two bedroom, two bathroom condo in Royal Harbor. Enjoy the beautiful dock that sits on Naples Bay. After a day of work or play relax in your clawfoot tub in your primary suite. Bike to the local beaches, walk to Tin City or 5th Avenue. This amazing location offers loads of

    1575 Curlew Ave Unit 1, Naples, FL 34102
  • /4

    $2,100 per month

    • 2 Beds
    • 2 Baths
    • 1,082 Sq Ft
    • Condo for Rent

    4610 Chantelle Dr Unit P104, Naples, FL 34112

    Beautifully Remodeled End-Unit with Pond View in Mature Community! This fully updated 2 bed, 2 bath first-floor condo is available NOW in the desirable Fountains community. This unit offers additional windows and more light with an open floor plan, fresh finishes, and serene pond views from your private screened lanai.

    Rose Murray REMAX Affinity Mercato

    4610 Chantelle Dr Unit P104, Naples, FL 34112
  • /18

    $4,200 per month

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • House for Rent

    1287 Cooper Dr, Naples, FL 34103

    3 bedroom 2 bath pool home with one car garageIn town location, bike to the beachFreshly painted interior and exterior, remodeled throughout, kitchen has granite counters with GE profile appliances.Entire home has tile floorsPrivate fenced backyard with screened lanai.Front yard has a privacy hedge and paver patio.Owner pays for pool service and landscapingRenter

    1287 Cooper Dr, Naples, FL 34103
  • /27

    $7,500 per month

    • 2 Beds
    • 2 Baths
    • 1,319 Sq Ft
    • Condo for Rent

    3070 Gulf Shore Blvd N Unit 209, Naples, FL 34103

    Light-Filled Waterfront Living overlooking the Naples Bay. Experience effortless living in this bright and breezy second-floor condo located in a boutique water-side community of just 21 units on Moorings Bay. Perfectly positioned between the Gulf and Naples Bay, this two-bedroom, two-bath condominium lives like a private villa, with windows on all sides inviting in soft natural light and

    Celine Wells Douglas Elliman Florida, LLC

    3070 Gulf Shore Blvd N Unit 209, Naples, FL 34103
  • /37

    $8,500 per month

    • 2 Beds
    • 2 Baths
    • 1,787 Sq Ft
    • Condo for Rent

    1111 Central Ave Unit 503, Naples, FL 34102

    Eleven Eleven Central amenities include an infinity pool, fitness center, social room, game room, movie theater, grilling area, fire pits, cabana bar with TVs, electric car charging stations, putting green, life-size chess board, Bocce, and many planned social events throughout the season. The private shuttle will take you to the beach or your favorite restaurant. Close to the Zoo, Botanical

    1111 Central Ave Unit 503, Naples, FL 34102
  • /28

    $7,000 per month

    • 2 Beds
    • 2 Baths
    • 2,194 Sq Ft
    • House for Rent

    112 Bordeaux Cir, Naples, FL 34112

    Former Model Home in Riviera Golf Estates – Seasonal Rental 2026!Enjoy your winter getaway in this beautifully maintained former model home, set on one of the largest and most private lots in the sought-after 55+ community of Riviera Golf Estates in Naples, FL.This spacious 2BR + Den / 2BA single-story home offers over 2,200 sq ft of air-conditioned living space, perfect for both relaxing

    Raymond Cabral Realty One Group MVP

    112 Bordeaux Cir, Naples, FL 34112
  • /25

    $2,300 per month

    • 2 Beds
    • 2 Baths
    • 1,191 Sq Ft
    • Condo for Rent

    1070 Woodshire Ln Unit E102, Naples, FL 34105

    Not a Vacation Rental!!! One year minimum rent. Super quiet and safe neighborhood right in the middle of Naples!!!

    1070 Woodshire Ln Unit E102, Naples, FL 34105
  • /26

    $57,000 per month

    • 5 Beds
    • 4.5 Baths
    • 4,585 Sq Ft
    • House for Rent

    491 17th Ave S, Naples, FL 34102

    Discover the essence of waterfront luxury in this beautifully reimagined coastal home, ideally situated in the prestigious Aqualane Shores community. Just a short stroll from the vibrant 3rd Street district and the iconic Naples Pier, this 5-bedroom, 5.5-bath residence offers a seamless blend of modern elegance and relaxed coastal living. The lower level is designed for both comfort and

    Stacey Cotter John R Wood Properties

    491 17th Ave S, Naples, FL 34102
  • /19

    $2,750 per month

    • 2 Beds
    • 2 Baths
    • 950 Sq Ft
    • Condo for Rent

    1964 Alamanda Dr Unit 4, Naples, FL 34102

    This 2-bedroom, 2-bathroom property located at 1964 Alamanda Dr offers 950 square feet of living space. The unit comes furnished and includes essential amenities such as air conditioning, a dishwasher, and in-unit washer/dryer. Additional washer/dryer hookups are available for convenience. The living room provides a comfortable area for relaxation, while the bedrooms offer adequate space for

    1964 Alamanda Dr Unit 4, Naples, FL 34102
  • /11

    $6,000 per month

    • 3 Beds
    • 2 Baths
    • 1,897 Sq Ft
    • House for Rent

    5717 Lago Villaggio Way, Naples, FL 34104

    Discover this fully furnished, turnkey, designer-decorated single-family home located in a top-tier golf community—perfect for the avid golfer or seasonal renter seeking luxury and convenience. Just minutes from the course, this rental offers unlimited golf privileges with no restrictions, so you can play as many rounds as you like throughout your stay, renters can enjoy this golf course in Glen

    Stanley Whitcomb III Premiere Plus Realty Company

    5717 Lago Villaggio Way, Naples, FL 34104
  • /6

    $1,850 per month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    3625 Poinsettia Ave Unit 5, Naples, FL 34104

    Agua incluida en la renta. 2 recámaras y 1 baño. Lista para mudarse hoy. No se requiere solicitud. Water included in the rent. 2 bedroom and 1 bathroom. Ready to move in today. No Application.

    3625 Poinsettia Ave Unit 5, Naples, FL 34104
  • /11

    $2,000 per month

    • 2 Beds
    • 2 Baths
    • 1,060 Sq Ft
    • House for Rent

    200 Pebble Beach Blvd Unit 402, Naples, FL 34113

    ANNUAL FURNISHED OR UNFURNISHED. Enjoy the peaceful and beautiful views of the Hibiscus golf course from the large screened-in lanai. Bedrooms are both considered master suites with two full bathrooms. Master bathroom has a walk-in shower, and guest has shower/tub combo. Master suite has a queen size murphy bed, and guest suite has twin murphy beds and a desk setup. Impact windows for peace

    Toni Ciambriello Real Broker, LLC

    200 Pebble Beach Blvd Unit 402, Naples, FL 34113
  • /27

    $3,000 per month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    3410 Gulf Shore Blvd N Unit 100, Naples, FL 34103

    Discover this completely renovated one-bedroom, one-bath condo, featuring a versatile den perfect for a home office or a second bedroom. Located in a secure building, you're just a short walk across the boulevard to the beach. Enjoy the convenience of being a short stroll from The Village Shops on Venetian Bay and just a 10-minute drive to the vibrant dining and entertainment of 5th

    3410 Gulf Shore Blvd N Unit 100, Naples, FL 34103
  • /44

    $11,000 per month

    • 4 Beds
    • 4 Baths
    • 2,446 Sq Ft
    • Condo for Rent

    180 6th Ave S Unit 3, Naples, FL 34102

    Available Annually ($11,000/m) and Seasonally ($24,000/m). Nestled in the heart of Old Naples, this coastal inspired 4 bedroom plus den, 4 bath residence is your perfect new home. The light-filled living room features expansive windows that create a bright, welcoming space to relax and unwind. A dining area with seating for six sets the stage for intimate dinners or lively gatherings with family

    Sarah Wayne Gulf Coast International Lux R

    180 6th Ave S Unit 3, Naples, FL 34102
  • /32

    $5,500 per month

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • House for Rent

    465 8th St N, Naples, FL 34102

    Fully furnished home! Available for Annual, Monthly, & Weekly Rentals.AVAILABLE NOW & Beyond! Weekly/Monthly/Yearly Rentals! Call Kate for more info!Be transported back in time to the beachy town days of Olde Naples with the modern comforts of today in this charming newly renovated beach cottage. Located in the heart of Olde Naples, 1 block west of 41, be shopping & dining on 5th

    465 8th St N, Naples, FL 34102
  • /35

    $22,500 per month

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • House for Rent

    2048 Harbor Ln, Naples, FL 34104

    Harbor Lane Bungalow is a waterfront mid-century modern single family home in the downtown Naples neighborhood of Brookside. A beautiful heated pool and hot tub overlook the gulf-access canal where you have a newly rebuilt private boat dock with lift. The location is super convenient - less than 5 minutes drive to 5th Ave S, Bayfront, Tin City and the famous white sand beach! Inside, the house

    Stacey Cotter John R Wood Properties

    2048 Harbor Ln, Naples, FL 34104
  • /25

    $1,934 - $3,248 per month

    Orchid Run

    1 - 3 Beds

    10991 Lost Lake Dr, Naples, FL 34105

    Welcome to Orchid Run Apartments, where upscale sophistication meets the tranquil charm of Naples prestigious Grey Oaks neighborhood. Just moments from world-class dining, designer boutiques, and serene coastal escapes, our community offers more than a homeits a lifestyle.Discover thoughtfully designed interiors, lush surroundings, and elegant amenities that redefine luxury apartments in

    10991 Lost Lake Dr, Naples, FL 34105
  • /20

    $7,500 per month

    • 2 Beds
    • 2 Baths
    • 1,115 Sq Ft
    • Condo for Rent

    666 3rd St S Unit 201, Naples, FL 34102

    Welcome to the Colonnade Club, an intimate community of condominium residences located in the heart of Olde Naples. This sunny 2 bedroom/2 bath corner unit offers a comfortable living room featuring luxury vinyl plank flooring, a large screen TV, and a wall of glass sliders that open onto a west-facing screened balcony. Natural light fills the fully-equipped kitchen and there’s plenty of counter

    Kal Anderson Coldwell Banker Realty

    666 3rd St S Unit 201, Naples, FL 34102
  • /25

    $2,195 - $2,295 per month

    Le Bijou

    2 Beds

    660 8th St N, Naples, FL 34102

    Le Bijou offers two bedroom apartments with hardwood floors, ceiling fans, granite, black appliances, microwave, washer and dryer in unit, extra storage available. Our community features a swimming pool, courtyard, and, most importantly, uncompromising customer service you won't find anywhere else. We are located in downtown Naples, walking distance to shopping, dining, 5th Avenue shops and

    660 8th St N, Naples, FL 34102
  • /34

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 1,189 Sq Ft
    • Condo for Rent

    1885 Florida Club Dr Unit 8108, Naples, FL 34112

    This 3-bedroom, 2 full bath 1st floor unit is priced to Sell quick...ALL NEW WOOD FLOORING PUT IN!!! Great 1st Floor Condo with an Open layout with the Great Room, Dining Area and Kitchen gives this place a Spacious feel. Sliders that lead you to the Screened in Lanai area overlooking the tranquil scenery and landscape. Master Bedroom has a walk-in closet and Master Bath with Tub/Shower Combo.

    Jason Lepore Re/Max Alliance Group

    1885 Florida Club Dr Unit 8108, Naples, FL 34112
  • /20

    $15,000 per month

    • 2 Beds
    • 2 Baths
    • 1,323 Sq Ft
    • Condo for Rent

    1266 Michigan Ave Unit ID1073512P, Naples, FL 34103

    This is unit 1 of a 2-unit complex located within a few miles of the Naples city limits. This two-bedroom and two-bathroom retreat features an abundance of natural light with high ceilings and multiple glass sliding doors to complement the interior.Welcome to your cozy vacation rental in Naples, Florida! This charming home boasts two bedrooms and two bathrooms, perfect for a family or group

    1266 Michigan Ave Unit ID1073512P, Naples, FL 34103
  • /44

    $15,000 per month

    • 4 Beds
    • 5 Baths
    • 3,546 Sq Ft
    • House for Rent

    2840 Coco Lakes Dr, Naples, FL 34105

    Naples best kept secret !In the center of town completely private on quiet cul de sac this home welcomes you , your family and it is pet friendly!Perfect for entertaining this furnished home featuring private pool and jacuzzi overlooking the lake. Short drive to the beach and 5th Avenue, and just a few minutes from Waterside shops and Mercato.Grocery stores shops restaurants and banks are just

    Bianca Cirakovic Sun Realty

    2840 Coco Lakes Dr, Naples, FL 34105
  • /20

    $9,870 per month

    • 4 Beds
    • 4 Baths
    • 1,689 Sq Ft
    • Condo for Rent

    600 Neapolitan Way Unit FL2-ID1253860P, Naples, FL 34103

    Welcome to a rare opportunity to accommodate up to 12 guests in one of Naples’ most sought-after locations at Park Shore Resort. This unique offering includes two fully renovated deluxe units located just a few doors apart on the second floor, with only two units between them. Each unit is 846 square feet and easily accessed by stairs or elevator, making it perfect for families traveling

    600 Neapolitan Way Unit FL2-ID1253860P, Naples, FL 34103
  • /36

    $12,500 per month

    • 2 Beds
    • 2 Baths
    • 1,948 Sq Ft
    • House for Rent

    2400 Gulf Shore Blvd N Unit 804, Naples, FL 34103

    Welcome to Admiralty Point, a beautiful 10-acre Gated Community located in the heart of Naples, bordered by Moorings Bay, Doctors Pass, and the Gulf. What sets this community apart from others on Gulf Shore Boulevard besides it's unparalleled location are the incredible amenities available to residents, including tennis courts, bocce ball, shuffleboard, a kayak launch, BOAT SLIPS for rent, a

    Wendy Garber Coldwell Banker Realty

    2400 Gulf Shore Blvd N Unit 804, Naples, FL 34103
  • /20

    $6,921 per month

    • 4 Beds
    • 3 Baths
    • 1,808 Sq Ft
    • Condo for Rent

    3410 Seminole Ave Unit ID1294881P, Naples, FL 34112

    Welcome to Naples Paradise, a newly remodeled retreat perfect for friends and family. Nestled in a quiet and safe area, this home is just a 5-minute drive to 5th Avenue Downtown and 10 minutes to 3rd Avenue and the beach. The house features a newly remodeled large heated pool, an outdoor shower, a dining area, a bar, a grill, lounge chairs and umbrellas, and a spa-like master suite.Each

    3410 Seminole Ave Unit ID1294881P, Naples, FL 34112

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