$3,850 per month
- 3 Beds
- 2 Baths
- 1,868 Sq Ft
- House for Rent
1589 Osprey Ave, Naples, FL 34102
1589 Osprey Ave, Naples, FL 34102$3,850 per month
1589 Osprey Ave, Naples, FL 34102
1589 Osprey Ave, Naples, FL 34102$4,000 per month
1251 7th Ave N Unit 307, Naples, FL 34102
Location, location, location !!! Newly updated, furnished, tastefully decorated and fully equipped, turnkey ready rental property that is centrally located from all the key destinations in beautiful Naples Florida. You are invited to experience, 2 bedroom, 2 bathroom condo that overlooks community swimming pool and lush landscaping.Property availability and rental rates listed below:May
Tomas Nagys Realty One Group MVP
$35,000 per month
1900 Tiller Terrace, Naples, FL 34102
** THE MOORINGS ** SINGLE FAMILY HOME 3 PLUS DEN BEDROOM-4.5 BATHS PRIVATE POOL AND SPA HOME ** OUTDOOR KITCHEN ** SEASONAL OR ANNUAL **Prestigious Moorings Luxury Single-Family Home – Available for Seasonal or Annual RentalLive in luxury in one of Naples’ most sought-after communities – The Moorings. This beautifully updated, fully furnished single-family residence offers
Cheri Anne DeMonico Premier Property Management
$7,900 per month
1035 3rd Ave S Unit 514, Naples, FL 34102
1035 3rd Ave S Unit 514, Naples, FL 34102$29,500 per month
993 8th St S, Naples, FL 34102
Available December, January, February and April! $25,000/month for December and April. Discounted Rates for extended stays. Located in the heart of Olde Naples, this elegant four-bedroom, five-bathroom townhouse offers the ideal combination of luxury, comfort, and convenience. Perfectly positioned between 5th Avenue South and Third Street South, the home is just steps from Naples’ finest dining,
Samantha Ford John R Wood Properties
$3,950 per month
254 6th Ave S Unit 8, Naples, FL 34102
You cannot beat the LOCATION of this condo, nestled between 3rd St S, 2nd St S, one block to 5th Ave and 2 blocks to the Gulf of Mexico! You can easily stroll to your favorite restaurants, shops and the beach! This condo is extremely bright and spacious. Offering 3 bedrooms, of which 2 have sliders onto the screened in lanai, 2 full bathrooms, a large walk-in closet for the Master, not to
Maureen Vita Berkshire Hathaway FL Realty
$25,000 per month
367 Mooring Line Dr, Naples, FL 34102
Experience an iconic waterfront Naples lifestyle at Riviera Retreat in the prestigious neighborhood of The Moorings! This coastal cottage has undergone a recent renovation, boasting sleek finishes throughout its interior. The pool deck is thoughtfully equipped with a pool cage for added safety, ensuring peace of mind for families with children and a large grassy lawn right on the water is
Stacey Cotter John R Wood Properties
$10,000 per month
380 4th Ave S Unit 380, Naples, FL 34102
Welcome to an exquisite abode at 380 4th Avenue South, Unit 380, nestled in the heart of scenic Naples, FL. This tastefully appointed residence offers 1,000 square feet of thoughtfully designed living space. Delight in two elegantly crafted bedrooms and two pristine bathrooms, all enhanced by central air conditioning and heating for your utmost comfort. The residence comes fully furnished,
Anthony Dwyer Compass Florida LLC
$50,000 per month
555 Mooring Line Dr, Naples, FL 34102
Welcome to 555 Mooring Line Drive, a stunning single-story estate home custom-designed for the ultimate coastal lifestyle. Nestled within the prestigious Moorings community, this 4-bedroom masterpiece spans over 4,200 sq. ft. and rests on a lushly landscaped lot, promising an unforgettable Florida getaway.A grand circular driveway sets the stage for your arrival. Step inside to discover
Kal Anderson Coldwell Banker Realty
$19,000 per month
780 5th Ave S Unit 3, Naples, FL 34102
Available from January to April 2026 at $19,000 a month, including utilities! Welcome to your luxurious downtown retreat! This exquisite residence is nestled within the esteemed 780 Fifth luxury condominiums and showcases an expansive open floor plan, featuring a recently updated kitchen with modern cabinetry, quartz countertops, a chic bar area, two private suites, and a flexible room,
Dina Covato Coastal Intl Properties LLC
$9,000 per month
401 Bayfront Place Unit 3404, Naples, FL 34102
Available December 2025 & Season 2026! This incredible 2 bedroom, 2 bath condominium offers a sleek sanctuary for you to enjoy your season in Naples. Sophistically updated, yet also coastal and comfortable, this condo is outfitted with brand new furniture and everything that you need to experience a stress free get-away. The split floorplan allows visitors privacy, with each having its own
Elise Mittler Compass Florida LLC
$12,000 per month
1060 6th St S, Naples, FL 34102
Welcome to your fabulous townhouse retreat nestled in the heart of Old Naples! This exquisite home invites you to experience a sense of tranquility from the moment you step through the doors. With an open floor plan that exudes warmth and charm, this townhouse is designed for both relaxation and entertaining. The dream chef's kitchen is a true highlight, featuring elegant Quantum White Quartz
Dina Skinner Compass Florida LLC
$5,950 per month
1300 Gulf Shore Blvd N Unit 205, Naples, FL 34102
Location, location, location! This light and bright 2-bedroom, 2-bath The Del Mar puts you steps away from white sands of Lowdermilk Park. This public beach offers everything you need for a fun day in the sun, with outdoor showers, beach concessions, volleyball courts, and a charming gazebo. Need a little more retail therapy? World-class shopping and dining on 5th Ave S and 3rd Street S are just
Maria Metzger Royal Shell Real Estate, Inc.
$5,000 per month
766 Central Ave Unit 119, Naples, FL 34102
LOCATION, LOCATION, LOCATION!!! This 2 bedroom / 2 bath ground floor property is located in the heart of ‘Olde Naples’, only four blocks from 5th Avenue for world class dining, shopping and nightlife. The area is historical & quaint, but offers all the modern conveniences of theater, cultural arts center and a library. ‘Central Garden’ provides a solace from the ‘hustle and bustle’ of downtown
Maria Metzger Royal Shell Real Estate, Inc.
$3,950 per month
1100 8th Ave S Unit A203, Naples, FL 34102
Bright and Sunny condo In Old Naples . Completely Renovated, gorgeous new furnishings, hardwood floors and plenty of sun! Enjoy the large and exclusive pool area, or gaze at the boats and dolphins on the Bay of Naples. Walk to the shops and fine restaurants of Tin City, The Bayfront, Naples Bay Resort and 5th Avenue. Stroll or bike ride to the beach for sunsets. Life is fabulous here! Amenities :
$9,500 per month
2100 Gulf Shore Blvd N Unit 100, Naples, FL 34102
DIRECT GULF VIEW RENOVATED CONDO AVAILABLE FOR 2025/2026 SEASON!WELCOME TO THE BEACH! Your renovated top to bottom BRAND NEW 2/2GROUND FLOOR unit awaits your enjoyment! Brand new SonyTV sets (65 " and 55"), along with basic cable plus sports packageand hi speed internet, makes for great entertainment!This FIRST FLOOR unit is the best location in the community. You are
Arturo Sabates Coldwell Banker Realty
$19,500 per month
586 Yucca Rd, Naples, FL 34102
Exceptionally lovely and very spacious 3,400 SF property located in the heart of Coquina Sands just 3 blocks to Lowdermilk Beach on a very quiet street. The pet-friendly, four-bedroom, four bath, pool home features phenomenal art, unique decorative elements (e.g., aluminum chain blinds in the dining room and kitchen), a massive game room (pool table and 75" TV and separate seating area) AND two
Michelle Craft Naples Homes and Rentals Inc
$90,000 per month
2325 Lantern Ln, Naples, FL 34102
Stunning, spacious living in a home that is classic in style but has a southern flair. An ideal location that is walking distance to the beach, close to Third Street South and Fifth Avenue for world-class restaurants, shopping, entertainment, art galleries, and more. A distinguished estate with wrap around porches, and more than 3,000 sq ft of outdoor living space suitable for relaxing and
Tamera Montante Waterfront Realty Group Inc
$74,000 per month
844 8th St S, Naples, FL 34102
Olde Naples New Construction. Combine the coastal charm of the past with the luxurious amenities of a custom build, 844 is the perfect rental. Available monthly and weekly. No detail was spared. Wake up and enjoy the morning sun as you sip your coffee with views of the heated pool and spa. Walk to the beach or stroll up to 5th Avenue or over to 3rd Street for lunch and shopping or cook in the
Michelle Craft Naples Homes and Rentals Inc
$3,500 per month
473 12th Ave S Unit B8, Naples, FL 34102
Newly renovated in the heart of Olde Naples! Bonaire Club is part of the Village Green community providing amenities including large community pool, shuffleboard, bocce ball and club room. One block from Naples renowned Third Street South where you can find sophisticated and delightful shops, renowned restaurants and bistros and farmers markets every weekend. Two blocks from the beach and the
Michelle Combs Keller Williams Realty Naples
$75,000 per month
287 11th Ave S, Naples, FL 34102
Newly restored + luxuriously to the NTH Degree. Absolutely everything you dream about in a Naples vacation rental is contained within the walls of the updated Old Glory Cottage and Guesthouse located in the Olde Naples historic district (renovated in 2011 by the Williams Group/Kristen Williams). Walk to the beach (yes, 2.5 blocks). Walk to 3rd Street and 5th Avenue restaurants and shopping. 287
Michelle Craft Naples Homes and Rentals Inc
$25,000 per month
4455 Gordon Dr, Naples, FL 34102
Don’t miss this incredible opportunity to lease a waterfront home! Inside, the home offers spacious and comfortable accommodations for all. The primary suite features direct access to the pool deck, a king bed, twin vanities, and a walk-in shower. The guest suite also includes a king bed, dual sinks, and a walk-in shower for ultimate comfort and privacy. Two additional guest rooms are both
Joe Hoopfer Premier Sotheby's Int'l Realty
$5,000 per month
1568 Blue Point Ave Unit 1, Naples, FL 34102
Spend the off season here! BOAT LOVER'S DELIGHT! Complete with a private boat dock, this turnkey 2 bedroom & 2 bath turnkey unit guarantees to please. Perfectly situated in Royal Harbor, it is only a short car and/or boat drive to the best of everything that Naples has to offer. The split floorplan offers two equally large bedrooms, each with an attached bath and walk-in closet. The kitchen is
Rob Mauceli Compass Florida LLC
$12,500 per month
201 8th St S Unit 104, Naples, FL 34102
RENTED Jan-March 2026 | Available April 2026 at $12,500 | Welcome to the ultimate vacation escape, at the prestigious Mark on 8th, where luxury and convenience meet. This downtown fully furnished coastal contemporary condo offers a thoughtfully designed modern living space while boasting three beautifully appointed bedrooms and four elegant baths. An open-concept washed in natural light, whether
Patrick Burke Halo Home Management LLC
$6,000 per month
451 Bayfront Place Unit 5311, Naples, FL 34102
WATERFRONT!!! Enjoy Naples Florida waterfront without risk of flooding from 3rd Floor condo with 2nd Floor Garage for your car!!! The condo is on the hospital and police electric grid. So never flooding damage and does not lose power or tv and internet during Hurricanes. This kind of unit will be more in demand in the future because it's waterfront on Naples Bay with sunrise and sunset views
Edward Caputo Premiere Plus Realty Company
$12,000 per month
451 Bayfront Place Unit 5311, Naples, FL 34102
WATERFRONT!!! Enjoy Naples Florida waterfront without risk of flooding from 3rd Floor condo with 2nd Floor Garage for your car!!! The condo is on the hospital and police electric grid. So never flooding damage and does not lose power or tv and internet during Hurricanes. This kind of unit will be more in demand in the future because it's waterfront on Naples Bay with sunrise and sunset views
Edward Caputo Premiere Plus Realty Company
$25,000 per month
2201 Beacon Ln, Naples, FL 34103
OPEN SUMMER AND FALL 2025! January is OPEN! This inviting waterfront residence features three bedrooms plus a den, three baths, pool/spa, dock and two-car garage. Enter inside and one is instantly welcomed by beautiful bay views through the numerous doors and windows throughout. The home’s open floor-plan showcases its wonderful features such as elegant limestone flooring, a large kitchen
Marjorie Workinger Royal Shell Real Estate, Inc.
$4,850 per month
1666 Osprey Ave Unit 204, Naples, FL 34102
Bring your boat...Welcome to your dream getaway at this waterfront condo in beautiful downtown Naples, FL! This charming 2-bedroom, 2-bathroom condo offers a spacious 1,155 square feet of living space. Enjoy stunning water views and sunsets from your lanai or take advantage of the waterfront lifestyle with your very own boat slip. Enjoy Direct access to Naples Bay and the Gulf of Mexico for the
Beth-Ann Cunningham Compass Florida LLC
$3,300 per month
212 Banyan Blvd Unit 212, Naples, FL 34102
Nestled just moments away from the picturesque Gulf Coast, this exquisite residence offers a rare opportunity within the Calusa Club at Coquina Sands. With two bedrooms and two baths spanning over 1,000 square feet, this home provides a serene retreat. Relax on the sunny lanai surrounded by lush tropical landscaping. The property has been completely remodeled, featuring updated impact glass on
Lesley Garlock William Raveis Real Estate
$18,000 per month
555 5th Ave S Unit 204, Naples, FL 34102
Highly desirable & exclusive condo directly on 5th Ave S in Olde Naples. Experience the night life and luxury Naples has to offer right downstairs. 5th Ave offers some of Naples most prestigious and high-end dining and shopping. From cafes, bistros, boutiques, ice cream parlors, designer jewelers, fine art, 5th Ave's historic district has it all. To top it off, we're also only 5 blocks from
Maurice Cossairt Edgewater Realty & Homes LLC
$18,000 per month
555 5th Ave S Unit PH-1, Naples, FL 34102
Currently accepting WEEKLY & MONTHLY rentals!Enjoy the life of luxury in the heartbeat of Naples in your own turn-key penthouse overlooking Olde Naples 5th Ave. 5th Ave offers world class fine dining and shopping. Just a few blocks away lies the beautiful white sand beaches of Naples. South of there, you'll find the famous Naples Pier. Your two bedroom+ den penthouse has an atrium-style
Maurice Cossairt Edgewater Realty & Homes LLC
$125,000 per month
2020 Gordon Dr, Naples, FL 34102
2020 Gordon Dr, Naples, FL 34102$8,500 per month
684 Broad Ave S Unit J684, Naples, FL 34102
Available Jan 1, 2026Stunning NEW Jasmine Cottage decorated in contemporary Cottage Style with a BEACH VIBE! 2 bedroom 2 bath tastefully furnished and updated to the highest standards. Navy blue leather sofa / recliners. Custom finishes throughout including quartz countertops, solid wood cabinetry, stainless appliances, accent wall in Master Bedroom, comfortable bar area with high-top table
Carolyn Quistberg Premiere Plus Realty Company
$4,850 per month
1666 Osprey Ave Unit 204, Naples, FL 34102
Bring your boat...Welcome to your dream getaway at this waterfront condo in beautiful downtown Naples, FL! This charming 2-bedroom, 2-bathroom condo offers a spacious 1,155 square feet of living space. Enjoy stunning water views and sunsets from your lanai or take advantage of the waterfront lifestyle with your very own boat slip. Enjoy Direct access to Naples Bay and the Gulf of Mexico for the
Beth-Ann Cunningham Compass Florida LLC
$4,672 per month
975 9th Ave S Unit FL2-ID1049706P, Naples, FL 34102
Feel at home in this seasonal rental condo located in the Bayview Complex, just off 9th Ave South in downtown Naples. This beach chic rental was completely renovated and refurnished in late 2022. The condo is located on the second floor, accessible by a set of stairs, followed by a short walk down the open corridor.The living space includes a family room with a sofa that has a pull-out bed
$7,000 per month
333 4th Ave S Unit 202, Naples, FL 34102
Welcome to your perfect coastal escape—just two blocks from the sugar-white sands of Naples beaches! This exquisite 2-bedroom, 2-bathroom residence in the coveted Cambridge Club offers the ultimate blend of luxury, comfort, and convenience in one of Naples’ most desirable neighborhoods.Perched on the second floor, this beautifully furnished home is designed for effortless living. Simply
Andrea Clark Premier Property Management
$10,000 per month
451 Bayfront Place Unit 5505, Naples, FL 34102
This spacious two-bedroom, two-bathroom haven has been recently updated with a chic, coastal vibe and boasts 1,518 square feet of light-filled living. The floorplan features ample space for entertaining with a spectacular 5th floor balcony to enjoy views of Naples Bay and the activity of Bayfront. Both bedrooms offer serene, private escapes, with the primary bedroom featuring a walk-in closet,
Rob Mauceli Compass Florida LLC
$4,500 per month
421 12th Ave S Unit A-9, Naples, FL 34102
2026!SEASON ! Book it now at lower rate !! very convenient to everything Walk or Roger bike at theALGONQUIN CONDO IN VILLAGE GREEN OFFERS A ONE BEDROOM, 1ST FLOOR CONDO FOR THE 2026 SEASON. NEW KITCHEN, NEW FLOORING, NEW FURNISHING. GREAT LOCATION DOWNTOWN AND OFFERS AN ABUNDANCE OF AMENITIES AT THE CLUBHOUSE AND POOL AREA. SOCIAL GATHERINGS TO MEET YOUR WINTER TIME FRIENDS AND NEIGHBORS.
Karen Wagenheim Downing Frye Realty Inc.
$12,500 per month
1111 Central Ave Unit 506, Naples, FL 34102
Discover the epitome of luxury living in the heart of Naples, where elegance meets convenience at Eleven Eleven Central. This exquisite, top-floor condominium is a rare gem and perfectly situated within walking distance to the renowned 5th Avenue South and just moments from the pristine beaches. This stunning turnkey residence offers 2 bedrooms, a den, and 2.5 bathrooms, complete with a dedicated
Kimberly Costantini Premier Sotheby's Int'l Realty
$10,000 per month
401 Bayfront Place Unit 3401, Naples, FL 34102
Enjoy the Bayfront experience in a completely renovated 3 bedroom 2 bath end unit with 2 balconies and reserved parking space. This end unit has windows in all living areas so it stays bright and cheery. Extra touches will make your stay feel luxurious! Master bath has an oversized spa-shower with a multi-functional shower head, hand-held wand and rain-head. New window treatments with a
Susan Procacci Florida Home Realty, Inc.
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