$2,595 per month
114 Cypress Way E, Naples, FL 34110
Property Id: 2047282Beautiful furnished 2-bedroom, 2-bath condo available for annual lease now, in the highly desirable Palm River community in North Naples. This fully renovated second-floor condo features a private screened balcony off the master bedroom and stunning community pool views from both the second bedroom and the living room. Inside, you'll find a brand-new kitchen with new
$8,500 per month
425 Wildwood Ln, Naples, FL 34105
Available for Season 2026! Experience the best of Naples in this beautifully furnished 3-bedroom, 2.5-bath second-floor condo in the exclusive gated community of Bears Paw. Perfect for those who want to enjoy a serene, landscaped setting with sweeping golf course views—without the need for a golf membership—this residence offers both luxury and convenience. Centrally located, you’ll be just
Jessica Withrow Coldwell Banker Realty
$1,850 per month
4130 Looking Glass Ln, Naples, FL 34112
Welcome to your ideal rental in East Naples, where comfort meets convenience. This property offers an excellent opportunity to enjoy Florida living, just a short drive away from the beautiful beaches and vibrant lifestyle that Naples is known for. Key property features include spacious living quarters, with a functional layout that suits various lifestyles. You’ll find a great restaurant
$6,000 per month
9081 Albion Ln S Unit 6505, Naples, FL 34113
A Peaceful Retreat with Accessible ComfortEscape to your perfect getaway in this beautifully decorated 2-bedroom, 2-bath San Fernando unit at Ole at Lely Resort. This vacation rental is designed for ultimate comfort and convenience, especially for those seeking a tranquil space for recuperation or long-term stays. With a first-floor location and no stairs, you'll have easy and stress-free
Marco Schoenrock Realty One Group MVP
$3,300 per month
6007 Ellerston Way, Ave Maria, FL 34142
Welcome to your new home in the vibrant Corkscrew district of Ave Maria, Florida! This inviting property offers a perfect blend of comfort and convenience, making it an ideal choice for anyone looking to settle in this charming community.Key property features include spacious living areas that provide ample room for relaxation and entertaining. With multiple bedrooms and bathrooms, this
$1,995 per month
4250 Jack Frost Ct Unit 4505, Naples, FL 34112
Beautiful ground floor 2 bedroom and 2 bathrooms with new tile floor and paint throughout. Available now after association approval. This unit is fully furnished. Just bring your suitcase! Winterpark has lots of amenities: huge resort style swimming pool, tennis courts, pickleball courts, bocce courts and clubhouse. Centrally located, close to downtown, 5th Ave and beaches. ANNUAL RENTAL.
Timothy Loos Xclusive Homes LLC
$2,200 per month
1175 Mainsail Dr, Naples, FL 34114
Welcome to your next home in Naples, Florida! This charming property offers the ideal blend of comfort and convenience, perfectly situated to enjoy everything this vibrant community has to offer.Fully Furnished Annual RentalKey Property Features include HUGE water views and a spacious floor area and multiple bedrooms and bathrooms, providing ample space for relaxation and daily living.
$14,000 per month
2738 Tiburon Blvd E Unit B405, Naples, FL 34109
AVAILABLE SEASON 2026! Welcome to your perfect seasonal getaway at Tiburon! This beautifully appointed 2BR, 2.5-bathroom condo offers a serene and luxurious retreat with an open concept and flooded with natural light. Located in the heart of Naples, close to shopping, dining, and beaches.The master suite is a true oasis, with a king-sized bed, walk-in closet, and en-suite bathroom featuring a
Angela Dunford WeichertRealtors-ParadiseHomes
$3,000 per month
1000 Peggy Cir Unit 303, Naples, FL 34113
Property Id: 1758079$6,000 a month for a seasonal lease, or $3,000 a month for a 12 month lease with one month free!Spacious condo with tall ceilings and entryways, a walk-in tile shower, a personal garage and parking space, screened lanai, keyless entry and video doorbell, hurricane-impact and heat-reducing windows, damage-resistant new flooring, FULLY furnished with modern
$9,500 per month
25 Bluebill Ave Unit 403, Naples, FL 34108
One of the newest and most sought after buildings on the Vanderbilt Beach Peninsula. Gulf Breeze is located in a gate community in a secure building, offering waterfront condos on the bay with views of the Gulf of Mexico. Light and bright unit is turnkey right down to the beach chairs and an umbrella. Jult bring your bathing suit, flip flops and toothbrush. Secondary bedrooms have queen size beds
Kricket Edmonds Realty One Group MVP
$2,400 per month
1175 Mainsail Dr, Naples, FL 34114
Welcome to your exclusive, waterfront home in beautiful Naples, FL! With beautiful vistas over the bay and preserve, magnificent sunsets nightly and local wildlife sightings daily. Launch your paddle board from private dock, swim in one of the two pools, play tennis and more. This fully furnished end-unit 2 bedroom, 2 bathroom home offers an ideal location and access to nearby attractions
$4,500 per month
581 Teryl Rd Unit 5, Naples, FL 34112
Available 2025 Off-Season (August thru October only) and 2026 Off-season! This beautifully remodeled 2-bedroom, 2-bath first-floor condo in Glades Country Club is a fantastic turnkey rental that won’t last long! Golf is available for tenant use, along with access to the pool, tennis court, bocce ball, shuffleboard, and clubhouse. The condo includes cable, internet, and utilities (up to $100 per
James Pilkington WeichertRealtors-ParadiseHomes
$3,500 per month
8385 Whisper Trace Way, Naples, FL 34114
Welcome to your, completely tastefully furnished, waterfront Coach Home in beautiful, gated Fiddlers Creek, Whisper Trace LN. Naples, Florida! This 2 bedroom plus den, 2 bath Coach Home features two bedrooms, plus den, 2 bathrooms, freshly painted rooms, new flooring, new washer and dryer, high ceilings, new lighting,This inviting 5* community offers 10,000 sq ft. gym, two pools, two
$2,500 per month
15126 Palmer Lake Cir Unit 103, Naples, FL 34109
Welcome to this beautifully appointed 2-bedroom + den, 2-bathroom first-floor condo in the highly desirable Livingston Lakes community of North Naples. Offering a western exposure with tranquil lake views and stunning Naples sunsets, this modern home features California shutters, an electric shade in the living area, stainless steel appliances, granite countertops, and a stylish open layout.
Juan C Hernandez Avanti Way Realty LLC
$2,150 per month
1835 Florida Club Cir Unit 3201, Naples, FL 34112
Property Id: 1923766$2,150/Month - FURNISHED ANNUAL RENTAL (12 Month Lease) Napoli - Located in East Naples off of Davis Blvd. 2nd Floor (Top Floor), END UNIT, NO ELEVATOR. "Loaded with Upgrades". STACKABLE WASHER AND DRYER. Screened Lanai, Walking Trail, Resort Clubhouse, POOL, Tennis/Pickleball, Fitness Center and Raquet Ball Court. SOME RESTRICTIONS ON PICKUP TRUCKS. SORRY NO PETS!
$2,200 per month
149 Wading Bird Cir Unit 205, Naples, FL 34110
** Annual Rental ** This lovely 2 Bedroom 2 Bath Condo features Peaceful Lake Views in the desirable Piper's Pointe Community in North Naples. Completely turn key and conveniently located just a few short minutes to Vanderbilt Beach and Delnor Wiggins State Park with Easy Access to RSW Airport, Fort Myers and Marco Island and Endless options for Dining and Shopping nearby. Amenities include two
Marlene Rodriguez Alpizar & Company, LLC
$2,900 per month
7905 Preserve Cir Unit 138, Naples, FL 34119
Available for 2026 Season! Paradise awaits in this 3rd floor newly renovated waterfront condo. A straight shot to the beach! Close to shopping, nightlife and all that Naples has to offer. Completely furnished! Includes 3 bedrooms, 2 baths, clubhouse, pool, hot tub, gazebo, gym, racquetball court. Covered parking within this gated community. Relax on the screened in private balcony overlooking the
Eva Carmody Realty One Group MVP
$15,000 per month
3115 Gulf Shore Blvd N Unit 203S, Naples, FL 34103
Experience the epitome of luxurious coastal living with this elegant rental offering at 3115 Gulf Shore Boulevard North, Unit 203S, Naples, FL. Offered for rent, this stunning 2-bedroom, 2-bathroom condominium provides 1,505 square feet of beautifully decorated space, where every detail is crafted for comfort and style.Step into a world of sophistication with tile floors that guide you
Joseph Scott Compass Florida LLC
$15,000 per month
4001 Gulf Shore Blvd N Unit PH-4, Naples, FL 34103
Available for 90 days minimum 2026 seasonal rental this GORGEOUS PENTHOUSE IS SET RIGHT ON THE BEACHFRONT WITH MILLION DOLLAR VIEWS. Beautifully remodeled two bedroom two bath penthouse condo with Breathtaking views of the Gulf beaches and due west and north to Sanibel Island in the distance and the stunning Venetian Bay to the east. Surfsedge just completed a $15M renovation with a new pool,
Jo-Ann Zakielarz RE/MAX Hallmark Realty
$12,000 per month
3443 Gulf Shore Blvd N Unit 804, Naples, FL 34103
Amazing panorama views of the beach and Gulf waters! Southwestern exposure from the sunny open balcony boasting not only expansive beach & Gulf views, but also of the lush common garden areas, pool deck & chicki hut area, nature/wildlife and endless sunsets. Furnished in a casual and comfortable Florida style decor scheme throughout. The living room combination offers a sofa, two chairs and
Jeffrey Windland Royal Shell Real Estate, Inc.
$4,850 per month
950 7th Ave S Unit 23, Naples, FL 34102
AVAILABLE LONG-TERM AND SHORT-TERM. MAY CONSIDER SMALL PETS. Newly Remodeled 1-Bedroom Condo in Prime Olde Naples Location – Castleton Gardens. Discover the charm and convenience of Olde Naples living in this beautifully remodeled condo located in the highly sought-after, gated community of Castleton Gardens. This turnkey residence offers a bright, open layout with brand-new furnishings, updated
Elliot Barton Waterfront Realty Group Inc
$3,200 per month
1 Bluebill Ave Unit 409, Naples, FL 34108
Available immediately for ANNUAL RENTALLive the Naples Beach Lifestyle.Turnkey 1-bedroom, 1-bath condo in the highly sought-after Vanderbilt Towers at 1 Bluebill Ave, Unit 409. Enjoy stunning Gulf views from your private balcony and walk to the white sands of Delnor-Wiggins Pass State Park Beach just steps away!Located in prime North Naples, this light and bright unit offers
Jill Cotrona Realty One Group MVP
$7,500 per month
613 Beachwalk Cir, Naples, FL 34108
AVAILABLE BEACHWALK February March and April 2026. 2 bedroom 2 bath 2 fl unit has an AMAZING LAKE VIEW. DIRECTLY ACROSS FROM ONE OF THE TWO POOLS AT BEACHWALK! Steps away from a convenient beach access gate. Beachwalk is a highly desirable, 24 hour guarded gated community located close to the beautiful white sands of Vanderbilt Beach. Assigned covered parking & open guest parking. Beachwalk
Eva Cotrona Realty One Group MVP
$13,500 per month
4551 Gulf Shore Blvd N Unit 605, Naples, FL 34103
Available for a minimum 90 day rental as per association rules.. Available for lease NOW with a LEASE to PURCHASE option, if desired.. DIRECT BEACH FRONT building in Naples with unit views of the gulf! Two large bedrooms with water and city views, plus direct access to the private balcony! The entire unit and building provide a leak detection system, IMPACT GLASS windows and doors, 24hr manned
Tracey Young Real Estate Specialty Svcs II
$6,500 per month
1300 Gulf Shore Blvd N Unit 406, Naples, FL 34102
Location, location, location! The all new FOUR SEASONS with restaurants plus a marketplace is coming soon and a great addition to this gulf shore neighborhood. The Del Mar is a dignified building on the corner of Banyan Blvd & Gulf Shore Blvd in Coquina Sands across from Lowdermilk Park, one of the best beaches and waterfront areas in Naples! This 4th-floor unit with SW exposure features
Laurie Bellico William Raveis Real Estate
$20,000 per month
1900 Gulf Shore Blvd N Unit 602, Naples, FL 34102
STUNNING, ECLECTIC, first time offered, 6th floor end unit at the Prestigious BOULEVARD CLUB located on Gulf Shore Blvd across the street from Edgewater Beach Hotel. Spacious 3 bedroom 3 ensuite baths, 2100 sq ft, upscale furnishings, but warm and comfortable. Chef's Kitchen with black lacquer Cabinets and Marble Countertops Separate Dining and large great room with cozy den area. Building
Billie Dalesio-Faccinto Downing Frye Realty Inc.
$1,290 per month
25000 Tamiami Trail E Unit F283, Naples, FL 34114
Large studio with combined living and sleeping areas, designed with simplicity and charm. The space is practical yet inviting, with a cozy and relaxed feel. Nestled in the picturesque Port of the Islands community along scenic Route 41, the Hotel and Resort is a serene oasis surrounded by protected lands. Naples downtown 30 mn away and Publix 10 mn drive. Turn your home into a year-round retreat
Eric Domege Coldwell Banker Realty
$5,000 per month
1305 Sweetwater Cove Unit 104, Naples, FL 34110
Escape to the Florida lifestyle this season in the highly sought-after gated community of Sterling Oaks. This beautifully maintained 3-bedroom, 2-bath residence offers a light and open floor plan with a private and peaceful landscaped view, perfect for enjoying morning coffee or relaxing after a day at the beach. Sterling Oaks is known for its resort-style amenities and active lifestyle,
Morgan York Downing Frye Realty Inc.
$4,000 per month
6046 National Blvd Unit 437, Ave Maria, FL 34142
AVAILABLE NOW! Enjoy resort-style living in this beautifully furnished 2BR/2BA Birkdale condo, perfectly situated on the third floor in The National at Ave Maria. This stylish residence features sleek countertops, stainless steel appliances, and breathtaking lake and preserve views—an ideal backdrop for your Southwest Florida escape. A transferable golf membership is included, offering access to
James Pilkington WeichertRealtors-ParadiseHomes
$5,600 per month
360 Horse Creek Dr Unit 106, Naples, FL 34110
Princeton Place at Wiggins Bay. Enjoy the best of Naples living in this charming first-floor, two-bedroom, two-bathroom residence located in the desirable community of Princeton Place at Wiggins Bay. This light and bright condo offers a comfortable split-bedroom floor plan, featuring a King sized bed in the primary bedroom and a Queen in the guest bedroom, a spacious living and dining area, and
Christine Yeaw Phase III Real Estate Services
$5,600 per month
320 Horse Creek Dr Unit 105, Naples, FL 34110
Discover this well-maintained first-floor, 2 bedroom, 2 bathroom condo located in the desirable community of Princeton Place at Wiggins Bay. This inviting residence offers an open and comfortable layout, perfect for seasonal or year-round living. Primary Bedroom features a king sized bed while the guest bedroom offers two twin beds. This property also offers a great workspace should you need to
Christine Yeaw Phase III Real Estate Services
$4,000 per month
6046 National Blvd Unit 436, Ave Maria, FL 34142
AVAILABLE for March 2026 season and Off-Season! Beautifully furnished 2BR/2BA Birkdale Condo in The National at Ave Maria! This third-floor residence offers breathtaking lake and preserve views, granite countertops, and stainless steel appliances. A transferable golf membership is included, providing immediate access to the community’s championship golf course. Residents also enjoy world-class
James Pilkington WeichertRealtors-ParadiseHomes
$20,000 per month
4651 Gulf Shore Blvd N Unit 1106, Naples, FL 34103
You will love the tranquil coastal views of the sparkling azure gulf and white sugar sand beaches from every room of Vistas #1106! Relax on the 38-foot balcony with sweeping views of the gulf and Venetian Bay or enjoy dining alfresco. This charming beach-style residence is being offered furnished with tile floors throughout, split bedroom design with the guest bedroom fitted out as an office with
Kimberly Costantini Premier Sotheby's Int'l Realty
$9,000 per month
4651 Gulf Shore Blvd N Unit 1106, Naples, FL 34103
You will love the tranquil coastal views of the sparkling azure gulf and white sugar sand beaches from every room of Vistas #1106! Relax on the 38-foot balcony with sweeping views of the gulf and Venetian Bay or enjoy dining alfresco. This charming beach-style residence is being offered furnished with tile floors throughout, split bedroom design with the guest bedroom fitted out as an office with
Kimberly Costantini Premier Sotheby's Int'l Realty
$14,000 per month
1135 3rd Ave S Unit 319, Naples, FL 34102
Available December - April! 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 Naples has to offer. The open concept unit provides spacious living and dining areas with wide open views, and the sleek kitchen with stainless appliances offers a
Steven Fenttiman Coldwell Banker Realty
$2,400 per month
5427 Double Eagle Cir Unit 2824, Ave Maria, FL 34142
Golf Membership Included! Stunning 2-Bedroom + Den Veranda with Golf & Water Views – The National at Ave MariaExperience luxury living in this beautifully appointed 2-bedroom plus den, 2-bathroom veranda located in the highly desirable National Golf & Country Club at Ave Maria. This spacious residence offers a front and rear screened-in lanai with serene golf course and water views, creating
Nicole Costa CoastalEdge Real Estate LLC
$17,000 per month
10691 Gulf Shore Dr Unit 502, Naples, FL 34108
JUST COMPLETELY REMODELED and beautifully refreshed, this beachfront residence at Barcelona in Vanderbilt Shores offers a sleek, modern coastal lifestyle on Vanderbilt Beach. Featuring NEW floors, NEW kitchen, NEW bathrooms, NEW drywall, solid wood doors, updated electrical, and LED lighting throughout—every detail has been thoughtfully designed with style and comfort in mind. The open-concept
Craig Taylor Real Estate Specialty Svcs II
$3,995 per month
4430 Botanical Place Cir Unit 303, Naples, FL 34112
** 2 BEDROOM PLUS A DEN - 2 BATH SEASONAL BEAUTIFUL CONDO AVAILABLE FOR SEASON ** PRIME LOCATION ** OLDE NAPLES ** BOTANICAL PLACE ** MINUTES FROM NAPLES POWDERY SAND BEACHES ** VACATION RETREAT **Beautiful 2 Bed + Den Condo in Botanical Place – Naples, FLAvailable Now | Fully Furnished | Prime LocationWelcome to Botanical Place, a desirable gated community located in the heart of
Cheri Anne DeMonico Premier Property Management
$1,600 per month
4309 27th Ct SW Unit 202, Naples, FL 34116
20*202 55+ Welcome to your serene slice of paradise near the heart of Naples. This beautifully maintained condo offers the perfect blend of comfort, convenience, and community for active adults seeking a peaceful retreat. With two spacious bedrooms and two full bathrooms, the split bedroom floor plan is designed for easy living. The open-concept kitchen flows seamlessly into a bright, welcoming
Jean Romano Sun Realty
$1,700 per month
330 Kon Tiki Dr Unit D5, Naples, FL 34113
ANNUAL RENTAL - Isles of Capri - a hidden gem! Enjoy all Capri has to offer from this waterfront 1BR/1BA furnished downstairs unit, w/walk-in closet, in this 55+ community. Within just two blocks you'll find 4 restaurants, 3 marinas, paddle boarding and kayaking (for enjoying the nature filled backwaters), the local church, fire department, and a newly refurbished bocce court! Convenient parking
Jeri Neuhaus Capri Realty
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