$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$125,000 per month
2020 Gordon Dr, Naples, FL 34102
2020 Gordon Dr, Naples, FL 34102$13,000 per month
365 5th Ave S Unit 303, Naples, FL 34102
365 5th Ave S Unit 303, Naples, FL 34102$9,000 per month
1589 Osprey Ave, Naples, FL 34102
1589 Osprey Ave, Naples, FL 34102$7,900 per month
1035 3rd Ave S Unit 514, Naples, FL 34102
1035 3rd Ave S Unit 514, Naples, FL 34102$4,975 per month
1417 Chesapeake Ave Unit 106, Naples, FL 34102
1417 Chesapeake Ave Unit 106, Naples, FL 34102$4,500 per month
960 7th St S Unit 202, Naples, FL 34102
960 7th St S Unit 202, Naples, FL 34102$2,475 per month
1417 Chesapeake Ave Unit 106, Naples, FL 34102
1417 Chesapeake Ave Unit 106, Naples, FL 34102$18,000 per month
1065 Gulf Shore Blvd N Unit 201, Naples, FL 34102
1065 Gulf Shore Blvd N Unit 201, Naples, FL 34102$48,000 per month
687 9th Ave S, Naples, FL 34102
687 9th Ave S, Naples, FL 34102$48,000 per month
942 9th Ave S, Naples, FL 34102
942 9th Ave S, Naples, FL 34102$75,000 per month
1551 Gulf Shore Blvd S, Naples, FL 34102
1551 Gulf Shore Blvd S, Naples, FL 34102$48,000 per month
888 10th Ave S, Naples, FL 34102
888 10th Ave S, Naples, FL 34102$6,500 per month
1300 Gulf Shore Blvd N Unit 406, Naples, FL 34102
1300 Gulf Shore Blvd N Unit 406, Naples, FL 34102$3,250 per month
410 Bayfront Place Unit 2409, Naples, FL 34102
410 Bayfront Place Unit 2409, Naples, FL 34102$15,000 per month
780 5th Ave S Unit 302, Naples, FL 34102
780 5th Ave S Unit 302, Naples, FL 34102$12,000 per month
1100 8th Ave S Unit 123F, Naples, FL 34102
1100 8th Ave S Unit 123F, Naples, FL 34102$10,000 per month
1910 Gulf Shore Blvd N Unit 204, Naples, FL 34102
1910 Gulf Shore Blvd N Unit 204, Naples, FL 34102$18,000 per month
1125 Central Ave Unit 477, Naples, FL 34102
This modern 2-bedroom, plus den, 2.5-bath condo is located within walking distance to renowned Olde Naples. Revel in the well-appointed kitchen with a gas cooktop, stainless hood, wine frig, exquisite backsplash and breakfast bar. The open floor plan provides ample space for relaxation or entertaining. The den, furnished with a desk, sleeper soda and large TV, serves as a delightful retreat. The
Sarah Wayne Gulf Coast International Lux R
$35,000 per month
433 5th St S, Naples, FL 34102
Experience the ultimate Old Naples lifestyle in this luxurious private villa, perfectly located less than a block from the iconic 5th Ave South. This stunning three-story home offers 3 bedrooms, 4 full baths, a private pool, spa, and elevator for unparalleled comfort and convenience. On the first floor, you’ll find a bedroom with two full-size beds, a full bath, and a wet bar, all easily
Sarah Wayne Gulf Coast International Lux R
$12,000 per month
800 River Point Dr Unit 212, Naples, FL 34102
Available as a turnkey furnished waterfront rental with a 30-day minimum stay or annual lease, this remodeled residence at the exclusive Naples Bay Club offers breathtaking long water views, direct bayfront living, and a rare private 32’ floating BOAT SLIP with no-bridge Gulf access. This refreshingly modern 2-bedroom, 2.5-bath townhome is completely rebuilt, move-in ready, and ideally located
Daniel Jackson MDM Naples Real Estate LLC
$5,500 per month
1030 3rd Ave S Unit 315, Naples, FL 34102
Indulge in the ultimate Naples lifestyle with this sophisticated 2 bedroom, 2 bathroom residence in the coveted Naples Square community, available for $5,500.00 per month Annually. Designed for both comfort and elegance, this beautiful home features a spacious open-concept, a gourmet kitchen with sleek stainless steel appliances, and a private balcony perfect for savoring tranquil mornings or
Linda Kennedy John R Wood Properties
$10,000 per month
1115 Central Ave Unit 340, Naples, FL 34102
Newly completed and beautifully appointed with designer furnishings, this stunning Naples condo offers effortless luxury and comfort for your stay. Thoughtfully stocked and impeccably styled, the residence features two bedrooms, 21⁄2 baths, and a charming private lanai—perfect for relaxing mornings or sunset evenings. Eleven Eleven is truly one of Naples’ most alluring addresses. Just a short
Susan Birchenough William Raveis Real Estate
$15,500 per month
1115 Central Ave Unit 340, Naples, FL 34102
Newly completed and beautifully appointed with designer furnishings, this stunning Naples condo offers effortless luxury and comfort for your stay. Thoughtfully stocked and impeccably styled, the residence features two bedrooms, 21⁄2 baths, and a charming private lanai—perfect for relaxing mornings or sunset evenings. Eleven Eleven is truly one of Naples’ most alluring addresses. Just a short
Susan Birchenough William Raveis Real Estate
$4,500 per month
800 River Point Dr Unit 207, Naples, FL 34102
This elegant two-bedroom, two-and-a-half-bath end-unit townhome offers an exceptional waterfront lifestyle just moments from downtown Naples, the white-sand Gulf beaches, and Tin City. Thoughtfully designed, the gourmet kitchen features abundant cabinetry, granite countertops, a breakfast bar, and sophisticated accent lighting, seamlessly connecting to the open living and dining areas. The
Calley Fletcher Downing Frye Realty Inc.
$16,000 per month
361 1st Ave N, Naples, FL 34102
This charming cottage offers 3 bedroomss,3 bath and is nestled in Olde Naples, on a quiet street, lined with beautiful trees, just 3.5 blocks to Naples' pristine, white sandy beaches, and magnificent sunsets. The living room is decorated in cream couch/loveseat with blue trim, and chair. The family room is decorated with bright cheerful colors of yellow, orange, etc. for the couches, floral
Marjorie Workinger Royal Shell Real Estate, Inc.
$3,250 per month
1435 Curlew Ave Unit 1, Naples, FL 34102
Coastal Living awaits you! Beautifully Remodeled top-to-bottom fully furnished 2/2 condo, in the heart of Naples! Prime location adjacent the marina, next to Tin City, Bayfront, and 5th Avenue dining/shopping just a mile away! Soak in the sunshine at nearby white sand beaches and enjoy breathtaking sunsets year round! Boating and fishing enthusiasts, this one has direct Gulf access! Luxe finishes
Heidi White Century 21 AllPoints Realty
$2,500 per month
975 9th Ave S Unit 5, Naples, FL 34102
Available for Off-Season 2026 or Annual Lease– Close to Everything in Olde Naples! Enjoy the best of Naples living in this freshly renovated, fully furnished 1-bedroom, 1-bath condo located in the desirable Bayview condo community. Perfectly positioned for a walkable lifestyle, this charming retreat puts you close to everything that makes Naples special. You’re approximately 4 blocks from
Cynthia Scott Realty One Group MVP
$7,000 per month
975 9th Ave S Unit 5, Naples, FL 34102
Available for Season 2026 – Close to Everything in Olde Naples!Enjoy the best of Naples living in this freshly renovated, fully furnished 1-bedroom, 1-bath condo located in the desirable Bayview condo community. Perfectly positioned for a walkable lifestyle, this charming retreat puts you close to everything that makes Naples special.You’re approximately 4 blocks from world-famous 5th
Cynthia Scott Realty One Group MVP
$6,925 per month
1111 Central Ave Unit 401, Naples, FL 34102
Discover the epitome of refined Naples living at Eleven Eleven Central, where modern elegance meets unmatched walkability and convenience. Perfectly positioned in the heart of downtown Naples, this exquisite furnished annual rental is just a short stroll to iconic 5th Avenue South, world-class dining and shopping, and only moments from Naples’ pristine white-sand beaches. This stunning turnkey
Darlene Casey KW Elevate Luxury
$10,000 per month
282 4th St S Unit 204, Naples, FL 34102
DOWNTOWN NAPLES, CLOSE TO 5TH AVENUE - 3 MINUTES TO THE BEACHES Welcome to our Beautiful Beach Breeze Condo, which is located on a quiet street in downtown Naples. LOCATION, LOCATION, LOCATION! This vacation rental offers 1058 Square Feet of newly remodeled living space and the perfect location - Only two blocks away from Downtown 5th Avenue and four short blocks to the beach! Naples 5th Avenue
Dali Mihajlovic ALL IN PROPERTY MANAGEMENT LLC
$65,000 per month
XXX Lantern Ln, Naples, FL 34102
Welcome to Bliss in Port Royal. This beautiful home offers the finest luxurious accommodations available with soaring ceilings, fabulous light and huge outdoor spaces and gardens. Enjoy the professionally decorated furnishings and decor, brand new gourmet kitchen with 2 Wolf ovens, Wolf gas grill and Sub- Zero appliances, beautiful master bath with dual vanities, soaking tub and steam shower,
Morgan York Downing Frye Realty Inc.
$5,500 per month
610 Broad Ave S Unit J610, Naples, FL 34102
Discover this beautifully renovated two-bedroom, two-bath apartment, ideally situated for a quintessential Naples experience. Enjoy the convenience of being within walking distance to the pristine Naples Beach, the vibrant atmosphere of downtown Naples, and the charming shops and restaurants of 3rd Avenue South. The home offers modern finishes throughout, ensuring a comfortable stay. Guests also
Elizabeth Potgieter Premier Sotheby's Int'l Realty
$13,000 per month
2258 Gulf Shore Blvd N Unit O1, Naples, FL 34102
AVAILABLE - Indies West is both BAYFRONT and BEACHFRONT - one of Naples' best kept waterfront secrets! Nestled between the Gulf of Mexico, Doctor's Pass and Moorings Bay, this 2 bedroom, 2 bath condo lives like a villa and sits on a peninsula in the beautiful boating community of Indies West. The views never get old! Watch dolphins play in Moorings Bay right from your living area; watch beautiful
Julie Baron Premier Sotheby's Int'l Realty
$4,500 per month
1065 Gulf Shore Blvd N Unit 205, Naples, FL 34102
BEACH FRONT condo available for ANNUAL rental. RARE Highly desirable Coquina Sands location between the new Four Seasons Naples Beach Club and the new Olana Naples Residences. If you want to experience the true Naples beach front life style, this is it! Only steps away before your toes touch the sugar white sand and the Crystal Clear Gulf waters. New flooring throughout, new furniture, updated
Carolyn Quistberg Premiere Plus Realty Company
$43,500 per month
255 2nd Ave N, Naples, FL 34102
Discover the ultimate family beach retreat, located just seven doors from the pristine white sands of Old Naples! Perfectly designed for multi-generational gatherings or groups of friends, this unique property features two beautifully updated homes—the main house and a guest house—each offering modern comforts with a touch of historic charm. Recently renovated, both homes are connected by a
Monica Simon William Raveis Real Estate
$5,500 per month
642 12th Ave S Unit 642, Naples, FL 34102
Perfectly situated for the quintessential Olde Naples lifestyle, this home places you just 7 blocks from the pristine Gulf beaches, 5 blocks from the cafés, boutiques, and restaurants of 3rd Street, and 3 blocks from The Dock and Bleu Provence—some of the area’s most beloved dining destinations. This beautifully renovated and fully furnished 2-bedroom, first floor home in the desirable 55+
Jane Shawkey Nye John R Wood Properties
$75,000 per month
67 8th Ave S, Naples, FL 34102
Welcome to the Kite House a one of a kind Old Naples family compound only steps to The Gulf of Mexico. This fabulous new Naples Beach Retreat is comprised of three residences sleeping up to 16 people. There are 3 residences comprised of a 3 bedroom, 2 bedroom and one bedroom cottage. The 2 bedroom residence can be rented separately. From the front porches, you are just steps to the sugary sand
Monica Simon William Raveis Real Estate
$8,500 per month
1353 Pelican Ave, Naples, FL 34102
** ROYAL HARBOR 2/2 REMODELED TOP TO BOTTON BEAUTY READY FOR SEASON ** BRING YOUR OWN BOAT ** GULF OF MEXICO ACCESS ** BOATING ENTHUSIASTS WITH A BOAT? Well, you've come to the right place here! Welcome to this STUNNING modern completely remodeled 2 bedroom, 2 bathroom home located in the beautiful city of Naples, FL in the Royal Harbor community. This stunning cozy home features a garage for
Cheri Anne DeMonico Premier Property Management
$26,000 per month
660 14th Ave S, Naples, FL 34102
Stunning Home with Brand New Designer Furnishings throughout!! Panoramic views of Naples Bay, Private Boat Dock with 100ft Seawall and Gulf access. Situated next to the Prestigious Naples Yacht Club in the Heart of Old Naples. Just a short walk to Sandy Beaches, Naples Pier, Shopping, Restaurants and The City Dock. The 1st floor of this home features 3 Bedrooms, 3 Full Bathrooms and Den with
Charlie Wallen Naples Flat Fee Realty LLC
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