$2,300 per month
3655 Boca Ciega Dr Unit 111, Naples, FL 34112
AVAILABLE 11/1/2025Remodeled 2/2 condo in Lakewood community. FIRST FLOOR. Fully furnished and equipped for your winter escape to paradise. Lakewood condos are located 10minutes to downtown Naples and our beautiful beaches. Pool is just steps away from your lanai, beautiful, well maintained community. Small dogs allowed.
Elina Maranz Naples Vibe Realty, LLC
$2,800 per month
5419 Rattlesnake Hammock Rd Unit 205, Naples, FL 34113
Seasonal rental available. Cozy 2-bedroom, 2 bath on the 2nd floor with living room, dining area and Screened lanai facing the preserve for maximum privacy. Community pool and BBQ. Available January 8th through March, April or May. 90 day minimum, 8 month maximum. Convenient location next to Hibiscus Golf Club and Brooks burgers, with DiJulio's across the street. Shopping and dining all close by.
Melanie Listrom REMAX Affinity Mercato
$10,000 per month
3709 Haldeman Creek Dr Unit 503, Naples, FL 34112
Breathtaking lakefront rental property located at exclusive WINDSTAR ON THE BAY. One of the kind opportunity to rent this home for high season (January, February and March) - 3 month minimum stay accomodations. This stunning open floor concept property has 2 bedrooms and the den/office, plus 3 bathrooms, while lanai area is completely enclosed with hurricane proof impact windows, which give great
Tomas Nagys Realty One Group MVP
$14,000 per month
850 Central Ave Unit 301, Naples, FL 34102
Live in the heart of Old Naples just steps from 5th Avenue and blocks from the beach. Virtually new, this two bedroom plus den, 2 bath condo features an open floor plan, high ceilings, wide-plank wood floors, and abundant natural light and oversized terrace. The kitchen offers a luxury appliance package, Wolf range with gas cooking, sub-zero and opens to spacious living and dining areas. The
Celine Wells Douglas Elliman Florida, LLC
$15,000 per month
684 10th Ave S Unit D-1, Naples, FL 34102
Welcome to your Naples escape—where luxury, location, and leisure come together in the most perfect way. This 3-bedroom, 3-bath villa places you right in the heart of Olde Naples, just a short stroll from the sugar-white Gulf beaches, vibrant 5th Avenue South, and charming 3rd Street South. From morning coffee on the balcony to sunset walks on the beach, every day here feels like a getaway
Stacey Cotter John R Wood Properties
$8,500 per month
227 Glen Eagle Cir, Naples, FL 34104
Glen Eagle Pool Home with Social Membership!Enjoy your Naples getaway in this beautifully updated turnkey furnished pool home located in the desirable Glen Eagle Golf & Country Club. This rental includes a transferable Social Membership with access to Golf. The home features all new luxury vinyl flooring, brand-new furniture throughout, and a BBQ grill on the screened lanai – perfect for
Monica Simon William Raveis Real Estate
$7,000 per month
546 4th Ave S Unit 7, Naples, FL 34102
Experience the best of Naples from this beautifully appointed 1-bedroom, 1-bath condo, perfectly located just steps from 5th Avenue’s shops, dining, and art galleries. Enjoy morning strolls to the sugar-white sands of Naples Beach or spend the day exploring the vibrant local culture—everything you need for an unforgettable getaway is right outside your door.Nicely decorated and fully
Stacey Cotter John R Wood Properties
$7,500 per month
2400 Gulf Shore Blvd N Unit 4, Naples, FL 34103
**SEASONAL & ANNUAL RENTALS AVAILABLE** Welcome to Admiralty Point! One of Naples’ most sought-after communities offering an unmatched Gulf-to-Bay lifestyle. This fully renovated Penthouse residence boasts a dramatic wall of windows framing breathtaking views of Moorings Bay, where dolphins and manatees can be seen daily. The reimagined interior showcases light coastal tones and elegant stone
Alexander Deron William Raveis Real Estate
$2,000 per month
3138 Kings Lake Blvd Unit 7547, Naples, FL 34112
AVAILABLE JANUARY 2026 AS A LONG TERM RENTAL. Discover this charming condo in the highly desirable neighborhood of Kings Lake. This spacious - end unit offers open living areas with vaulted ceilings, an enclosed lanai, a fireplace, and covered parking. Situated on the second floor, this home is filled with natural light and designed for comfort. Kings Lake is a vibrant community featuring
Scott Pearl Coldwell Banker Realty
$2,700 per month
1979 50th St SW, Naples, FL 34116
Spacious 3 bedroom, 2 bathroom canal-front rental in Naples offering 1,800 sq. ft. of living space. The home features an open layout with a private backyard and patio, providing room to relax outdoors or host a BBQ. Maximum occupancy of 6 residents. Conveniently located just minutes from shopping, dining, and local amenities.
Sten Simonsen KW Elevate Luxury
$65,000 per month
490 5th St S Unit 101, Naples, FL 34102
Available Seasonally ($65,000/month) and Annually ($32,500/month). For the first time ever, a rental is available at the ultra-prestigious Residences at 5th and 5th—your perfect winter retreat in the heart of Old Naples. Situated directly on iconic 5th Avenue South, this exquisite 3-bedroom plus den, 4.5-bath villa embodies the pinnacle of luxury living. Spanning nearly 7,500 square feet across
Sarah Wayne Gulf Coast International Lux R
$19,000 per month
1925 Tarpon Rd, Naples, FL 34102
Available Seasonally ($19,000/month) and Annually ($8500/month). Experience the height of coastal luxury in this exquisite 3 bedroom, 2 bath waterfront retreat in Naples’ prestigious Royal Harbor. Thoughtfully furnished and designed with both comfort and sophistication in mind, this residence offers seamless indoor-outdoor living with direct water access. The light-filled living room showcases
Sarah Wayne Gulf Coast International Lux R
$2,550 per month
1334 Corso Palermo Ct Unit 2301, Naples, FL 34105
Welcome to Gusto Bella Vita, a centrally located Naples community featuring Mediterranean-style coach homes and great amenities. This spacious 3-bedroom, 2-bath coach home offers an open and inviting floor plan with abundant natural light and tile flooring throughout. The large screened lanai provides the perfect space to relax or entertain.The kitchen is thoughtfully designed with granite
Adriana Villarreal EXP Realty LLC
$4,500 per month
321 Burning Tree Dr, Naples, FL 34105
Great opportunity for an annual lease on this unfurnished 3 bedroom 2 full bathroom single family home in one of the most prime locations in Naples. Close proximity to the beach, 5th Avenue, shopping, dining, and so much more. The neighborhood is situated within the Naples Golf & Country Club, which is a private golf club, but residents enjoy the beautiful scenic views within the community. You
Rebecca Dermody Realty One Group MVP
$2,200 per month
1220 Reserve Way Unit 305, Naples, FL 34105
Discover this exceptional top-floor unit bathed in natural light. This pet-friendly 2-bedroom, 2-bathroom rental offers separate living and dining rooms, accentuated by tile flooring throughout. Located in a prime area, it is conveniently close to I-75, the beach, shopping, dining, and U.S.-41. Featuring impact windows, this unit is situated in a gated community that boasts a range of amenities,
Steve Martinez Mato Realty, LLC
$25,000 per month
875 6th Ave S Unit 204, Naples, FL 34102
Booked Jan 15 - Feb 28. Available before and after. Live right in the heart of Olde Naples. 875 Sixth Avenue consists of only eight exclusive luxury condos within walking distance to all of the great amenities offered within the charming Downtown Olde Naples. Dine and drink atop the private rooftop or take a swim or soak in the private rooftop infinity edge pool and hot tub with exquisite
Joe Hoopfer Premier Sotheby's Int'l Realty
$6,500 per month
6670 Marbella Ln, Naples, FL 34105
This beautiful home is available for November & December of 2025! Also, available for May through the rest of 2026! Spare no detail with this 3 + Den, 3 Bathroom in the highly sought after Marbella Lakes. Beautiful tile and wallpaper all throughout. Enjoy your morning coffee in the south facing screened lanai. The home is directly across the street from all the amenities. Marbella Lakes is a
Ryan Swearingen John R Wood Properties
$5,500 per month
603 12th Ave S, Naples, FL 34102
SEASONAL RENTAL DOWNTOWN NAPLES! This completely renovated first-floor condo is located Everglades Club at Village Green, a 55+ community just steps to the beach, Naples Pier, and all the dining and shopping of Third Street South and Fifth Avenue. No room was untouched—this home features recessed lighting, new furniture, and a modern coastal design throughout. The open floor plan flows with
Natalie Perez-Benitoa Compass Florida LLC
$3,000 per month
175 5th St, Naples, FL 34113
This beautifully renovated 3 bed, 2 bath single family home in a sought-after area has just been freshly painted. The house features new tiles, new window blinds and a spacious screened-in lanais. The recently renovated bathrooms adorn the main house while security systems offer a peace of mind. Conveniently situated just a brief drive from Downtown Naples and the pristine beaches of Naples and
Teodora Mitova Horizons by the Sea Inc
$2,495 per month
1415 Tiffany Ln Unit 1306, Naples, FL 34105
** SPACIOUS 3 BED/2 BATH COACH HOME WITH TRANQUIL LAKE VIEW AT COVENTRY AT STRATFORD PLACE, NAPLES FLORIDA ** ANNUAL OR SEASONAL **Welcome to your peaceful retreat in one of Naples’ most desirable gated communities — Coventry at Stratford Place! This beautifully appointed first-floor coach home offers the perfect blend of comfort, convenience, and serene Florida living.Home Features:3
Cheri Anne DeMonico Premier Property Management
$3,000 per month
9715 Acqua Ct Unit 125, Naples, FL 34113
UNIQUE OPPORTUNITY. This beautifully decorated condo is up for rent and comes with a transferable SOCIAL AND GOLF MEMBERSHIP. Treviso Bay has everything you need, including two clubhouses, restaurants, and bars, a big resort-style pool, a lap pool, a top-notch fitness center with personal trainers, aerobics, a spa, walking and bike paths, tennis courts, basketball courts, and bocce ball. If you
Luis Benedito Safe Harbor Real Estate Servic
$2,800 per month
9735 Acqua Ct Unit 641, Naples, FL 34113
This top-floor Bellini model corner unit in Treviso Bay is available for an annual rental, with the option to lease seasonally at a higher rate. While a golf membership is NOT included, residents enjoy an incredible lineup of resort-style amenities. The condo features 2 bedrooms, 2 bathrooms, and a screened lanai showcasing spectacular lake and preserve views. The open kitchen includes granite
Tucker Lecaroz My Florida Real Estate, LLC
$12,000 per month
9498 Napoli Ln Unit 201, Naples, FL 34113
Check out this gorgeous coach home in Treviso Bay, complete with SOCIAL and GOLF membership! It’s a 3/2 with a 2-car garage on the second floor. This resort community has everything you could ever want: a staffed entry gate 24/7, beautifully landscaped grounds, bike and jogging paths, a fitness center, a 54,000 sq. ft. private clubhouse, a full-service spa, a lagoon and lap pools, a beach area,
Luis Benedito Safe Harbor Real Estate Servic
$5,790 per month
272 Yorkshire Ct Unit 11, Naples, FL 34112
Enjoy being just minutes from downtown Naples and 5th Avenue in this completely remodeled stand-alone condo within the charming Royal Arms Villas. Offering 1,328 sq. ft. of thoughtfully reimagined living space, this 2-bedroom, 2-bath home was taken down to the studs and rebuilt with all-new plumbing, electrical, impact windows, and high-end designer finishes throughout. The chef-inspired kitchen
Christopher Pruett Gramercy Vale Real Estate
$12,000 per month
6971 Amen Corner Ct, Naples, FL 34113
Available Off-Season 2024 & 2025! (Owner reserved: Dec 26, 2024–Jan 10, 2025) Beautifully furnished 3-bedroom, 2-bath home with Players Club access—perfect for a relaxing getaway! The primary and guest suites each feature a king bed, while the third bedroom offers two twin beds, ideal for family or guests. The open kitchen is fully stocked, making it easy to feel right at home. The Players Club &
James Pilkington WeichertRealtors-ParadiseHomes
$13,000 per month
1400 Jewel Box Ave, Naples, FL 34102
Available Annually ($13,000/month) and Seasonally ($30,000/month). Discover the pinnacle of coastal luxury in this stunning 4 bedroom plus den, 4 bath waterfront home in the heart of Naples’ Oyster Bay. Spanning nearly 4,161 square feet, this fully furnished annual rental blends comfort, elegance, and direct water access. Designed for both relaxation and entertaining, the main living and family
Sarah Wayne Gulf Coast International Lux R
$8,250 per month
7110 Cayo Coco Ln, Naples, FL 34113
Book now for 2026 season! Experience the irresistible charm of Cayo Coco Cottage, a light-filled haven nestled in the prestigious Isles of Collier Preserve community. Designed for tranquility and relaxation, this beautifully appointed home offers everything you need for a perfect getaway. The master bedroom features a luxurious king-sized bed, a flat-screen TV, a spacious walk-in closet, and an
Stacey Cotter John R Wood Properties
$1,900 per month
1180 Reserve Way Unit 104, Naples, FL 34105
First floor lake view at The Reserve of Naples. 2 bedroom 2 bath. Great location west of 75, just off of Pine Ridge Road. This condo is a split floor plan, with tile in all the common areas and newer vinyl flooring in the bedrooms. The Reserve at Naples offers a gated community, resort style pool, fitness center, sun deck and tennis. Available October 1st.
Matthew Liguori DomainRealty.com LLC
$1,995 per month
1265 Wildwood Lakes Blvd Unit 3-306, Naples, FL 34104
***NEWLY UPDATED INTERIOR W/ MODERN FINISHES***2/2 CONDO WITH VAULTED CIELINGS***ENCLAVE OF NAPLES***ANNUAL***GATED COMMUNITY***This third-floor unit is located in the wonderful gated community of The Enclave in the heart of Naples, offering resort-style amenities! Enjoy access to a deluxe clubhouse, a beautiful large pool with a spacious deck overlooking a gorgeous lake view, a relaxing spa
Andrea Clark Premier Property Management
$10,000 per month
1135 3rd Ave S Unit 319, Naples, FL 34102
Available for annual or seasonal lease! Get ready to live in the lap of luxury with this stunning 2.5 bed, 3 bath rental located in the heart of Naples. You'll be just steps away from the best beaches, shopping, dining, and entertainment that this area has to offer. The open concept unit provides spacious living and dining areas with wide open views, and the sleek kitchen with stainless
Steven Fenttiman Coldwell Banker Realty
$3,395 per month
7818 Great Heron Way Unit 303, Naples, FL 34104
** STUNNING LAKE VIEW ** 2/2 TOP FLOOR CONDO AT BLUE HERON ** GORGEOUS CONDO AVAILABLE FOR A SEASONAL JAN-MARCH 2026 AND\OR ANNUAL 6-9 MONTH RENTAL STARTING APRIL 1ST, 2026Stunning Lakefront Condo in Blue Heron – Top-Floor Living with Spectacular ViewsWelcome to your perfect Florida retreat! This gorgeous, tastefully decorated 2-bedroom, 2-bath condo offers panoramic lake views
Cheri Anne DeMonico Premier Property Management
$2,900 per month
567 13th St N, Naples, FL 34102
This charming 2-bedroom, 1-bath single-family home is located in the heart of the River Park community, offering a comfortable and practical living space with 1,346 sq. ft. of unfurnished interiors. The home features attractive wood-like flooring throughout, a bright and open layout, and a cozy lanai—perfect for relaxing or enjoying the outdoor breeze. With a designated carport space, you'll have
Deeann De Castris Gulf Pointe Properties
$30,000 per month
510 2nd St S Unit 102, Naples, FL 34102
OLDE NAPLES BEACH HOUSE! Upon entry, the balmy breezes just two blocks from the Gulf shall engulf you. From there, you will be enthralled with three stories of luxurious appointments in this slice of paradise. Should you want to indulge in Naples upscale restaurants/shoppes, you are literally in the heart of all the action between posh 5th and 3rd. Maybe you'd prefer a "staycation" with your
Tina Pietropaoli Coldwell Banker Realty
$28,000 per month
205 Spring Line Dr, Naples, FL 34102
Annual waterfront rental available starting November 1st! Perfectly positioned at the end of a serene cul-de-sac in the Moorings, this private oasis showcases 167 feet of seawall frontage, a 10,000 lb. boat lift, a heated saltwater pool and spa, and Gulf access in under five minutes. The open floor plan transitions seamlessly from the dining area into the kitchen and family room, offering an
Steven Fenttiman Coldwell Banker Realty
$2,100 per month
420 Belina Dr Unit 1206, Naples, FL 34104
Updated 2 Bed / 2 Bath Lakefront Condo – Prime Location!"Enjoy serene lake views in this beautifully updated two-bedroom, two-bath home. Nestled in a peaceful, private setting, yet just minutes from top-rated shopping, dining, and world-famous beaches. Perfect blend of comfort, convenience, and lifestyle.
Eleanor Cheffer Downing Frye Realty Inc.
$3,000 per month
9560 Trevi Ct Unit 4814, Naples, FL 34113
Currently available through the end of 2025 and again starting in May 2026. New Lanai furniture, wall art and details recently added to this charming first floor turnkey two bed/two bath home with social membership in the resort-style community of Treviso Bay in the heart of Naples. King-sized bed in the master ensuite with walk in shower and a queen-sized bed in the guest room. Serene water
Heidi Cartwright Realty One Group MVP
$17,000 per month
4005 Gulf Shore Blvd N Unit 700, Naples, FL 34103
**Prime Gulfside Living with Spectacular Views and Beach Access** Welcome to an unparalleled living experience at this stunning apartment located at 4005 Gulf Shore Blvd N #700 in Naples, FL. Nestled in the esteemed corner end 00 stack, this bright and airy 3-bedroom, 2.5-bathroom residence is situated on the 7th floor of one of the nearest buildings to the Gulf, granting you unrivaled access to
Rob Lahay Downing Frye Realty Inc.
$10,000 per month
12885 Brynwood Way, Naples, FL 34105
Spacious and well-maintained 2-story POOL & SPA home in Brynwood Preserve in desirable North Naples. This gorgeous residence encompasses 3 bedrooms plus a Den and Loft, 3 bathrooms, soaring vaulted ceilings, large transom windows, and a bright, airy family room that opens through stacking sliding glass doors to the expansive screened lanai with heated pool & spa, outdoor kitchen, and overlooks a
Kimberly Costantini Premier Sotheby's Int'l Realty
$3,300 per month
975 Partridge Cir Unit 202, Naples, FL 34104
Available January-April 2026 Spacious 3br/2ba 2nd floor condo in Berkshire Lakes. It is conveniently located to shopping, banking, restaurants, downtown Naples, white sand beaches and I-75. Property features cathedral ceilings throughout, updated kitchen with granite counter tops and breakfast bar. Tastefully decorated condo with so carpets! North Eastern exposure - enjoy your morning coffee on
Agnieszka Grajek Sun Realty
$2,200 per month
Unlisted Address
Not ready to make a permanent move? Discover your dream rental in the heart of Naples! Welcome to a lifestyle where luxury, convenience, and community come together. Nestled along the scenic Haldeman Creek and just minutes from Naples Bay, this stunning first-floor condo offers the perfect balance of comfort and sophistication. Featuring two bedrooms and two bathrooms, this home impresses with
Karen Fowler JOHN R WOOD PROPERTIES
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