$16,000 Per Month
5550 Heron Point Dr Unit 1505, Naples, FL 34108
RENTED FOR SEASON 2027. AVAILABLE APRIL 2027. FABULOUS RENOVATED END UNTI WITH AMAZING GULF AND SUNSET VIEWS. BEAUTIFUL 3 BEDROOM HOME WITH KING IN MASTER, KING IN GUEST AND QUEEN IN THIRD BEDROOM. ALL THE FIVE STAR RESORT AMENITIES OF PELICAN BAY INCLUDED TENNIS , PICKLEBALL AND 2 RESTAUARANTS AT THE BEACH. ALL THE BEST OF THE FLORIDA LIFESTYLE,
LAUREN FOWLKES Downing Frye Realty Inc.
$8,500 Per Month
1061 Egrets Walk Cir Unit 201, Naples, FL 34108
Seasonal Rental 3 months minimum. This beautiful light, bright, top floor, updated 3BR /2BR Carriage Home with peaceful & private preserve view is nestled in the Egret's Walk community of Pelican Marsh Golf & Country Club. This Cozy coach home with farm house vibe that backs onto a private preserve and features beautiful tile floors that look like dark wood, granite countertops in kitchen and
Eliana Marrero Casabella Miami Realty
$17,000 Per Month
6573 Marissa Loop Unit 2005, Naples, FL 34108
AVAILALBE AS A SUMMER/ FALL RENTAL AT REDUCED RATE WITH TWO MONTH MINIMUM LEASE. RENTED FOR SEASON 2027. Welcome to awe inspiring brilliant sunsets and gulf views as far as the eye can see. Available for summer, fall 2026 and for season 2027. Light and bright this amazing cloud nest has been totally renovated in a contemporary style with designer furnishings and top shelf finishes. Truly
LAUREN FOWLKES Downing Frye Realty Inc.
$9,500 Per Month
6361 Pelican Bay Blvd Unit 201, Naples, FL 34108
Welcome to your Naples getaway in Pelican Bay! AVAILABLE FOR 2026 SEASON!!Located in the highly sought-after 01 stack, this rare corner residence offers unobstructed panoramic views of the Pelican Bay Preserve, creating a peaceful, light-filled retreat you’ll love coming home to after a day at the beach. This fully furnished 3-bedroom condo features a spacious, open layout designed for
Monica Simon William Raveis Real Estate
$14,000 Per Month
400 Flagship Dr Unit 501, Naples, FL 34108
Ready for the 2027 Season! Sunshine filled END UNIT 3bds-2bths, coastal decor, SW lanai with views of Gulf sunsets and Bay waters; High Speed WiFi /Cable; assigned covered parking space and abundant guest parking. REGATTA is a luxury, gated community on the Bay, across from the RITZ CARLTON; a short walk to VANDERBILT BEACH white sand and its beach side restaurants. REGATTA features a tropical
Domenico Ceruzzi Downing Frye Realty Inc.
$13,500 Per Month
400 Flagship Dr Unit 604, Naples, FL 34108
Enjoy the best of coastal living in this spacious 3-bedroom, 3-bathroom condominium, perfectly situated in the desirable Vanderbilt Beach area—just a short stroll from the white sand beaches and breathtaking sunsets over the Gulf. This inviting condo has everything you need for a relaxing and memorable stay in paradise, including a fully equipped kitchen, plush linens and towels, beach
Lesley Garlock William Raveis Real Estate
$9,500 Per Month
886 Tanbark Dr Unit 103, Naples, FL 34108
Discover refined luxury in this fully updated first-floor residence at Laurel Oaks in Pelican Bay. This elegant 2-bedroom,2-bathroom condominium showcases timeless craftsmanship, highlighted by newly installed shaker cabinetry in the dining room and kitchen—offering both enhanced storage and a sophisticated space for entertaining. French doors lead to a welcoming front porch, seamlessly blending
Joe Hoopfer Premier Sotheby's Int'l Realty
$16,000 Per Month
10951 Gulf Shore Dr Unit 1504, Naples, FL 34108
Welcome to your slice of paradise at Vanderbilt Gulfside! This recently refurbished 2-bedroom, 2-bathroom residence is perched on the 15th floor, offering sweeping views of the Gulf and Naples’ famous sunsets right from your private balcony. Step inside to a light, coastal-inspired space with brand new furnishings designed for comfort and relaxation, updated bathrooms, and a comfortable open
Christine Yeaw SunStream Realty
$9,000 Per Month
6361 Pelican Bay Blvd Unit 904, Naples, FL 34108
Stunning Seasonal Rental in Pelican Bay, St. LuciaWelcome to your Naples retreat! This beautifully appointed 2-bedroom + den, 2-bath condo offers breathtaking Gulf views and all the comforts of luxury coastal living. Located in the sought-after Pelican Bay community, this seasonal rental features a spacious open-concept floor plan, stunning gulf views, and a private den perfect for remote
Christina Vallozzi Downing Frye Realty Inc.
$6,000 Per Month
5550 Heron Point Dr Unit 703, Naples, FL 34108
ANNUAL RENTAL now available. Nothing says "Naples" like Pelican Bay - especially St. Nicole with the beach shuttle at its back door! This 7th floor beauty sits perfectly perched to enjoy a panoramic view over the Gulf of Mexico giving you a front row seat to Naples' spectacular sunsets. Remodeled with all tile floors (no carpet) and an open kitchen, no detail was spared. The den is outfitted with
Julie Baron Premier Sotheby's Int'l Realty
$9,500 Per Month
5550 Heron Point Dr Unit 1003, Naples, FL 34108
AVAILABLE NOW AT $8500 (OFF SEASON RATE). If rented between July 2026 and December 2026, rental rate shall be $8,500 per month. If rented for November 2026 through December 2026, rental rate shall be $9,500 per month. Experience elevated Pelican Bay living from this completely renovated 10th-floor end unit in St. Nicole at Pelican Bay. Offering 2 bedrooms and 2 baths, this west-facing residence
Cheri Longo Keller Williams Realty Naples
$13,250 Per Month
5550 Heron Point Dr Unit 503, Naples, FL 34108
Experience luxury coastal living in this beautifully updated 2-bedroom+Den, 2-bath residence, ideally situated in one of the most coveted locations in Naples. Available for the 2026-2027 season, this stunning 5th-floor condominium offers breathtaking Gulf views and an effortless blend of elegance and comfort. Wake each morning to sparkling water vistas and unwind each evening from your private
Kenneth Frederick Excel Real Estate Services Inc
$7,000 Per Month
5550 Heron Point Dr Unit 105, Naples, FL 34108
Not available February - March 2027. In sought after Pelican Bay ! Conveniently located near Tram stations to take you to the beach. Within walking distance to Waterside Shops and Artis Naples. Three bedroom 2 bath unit with open kitchen to living area out to lanai. Pelican Bay amenities will transfer to tenant. Tenant can enjoy tennis, fitness center, dining on the beach, beach chair and
Jim & Kathleen Murdoch Waterfront Realty Group Inc
$10,000 Per Month
271 Southbay Dr Unit 155, Naples, FL 34108
Are you ready to escape to paradise? Welcome to the Barefoot Pelican, a stunning bayfront condominium community that embodies the essence of relaxation. Nestled in the coveted Vanderbilt Beach area of Naples, this intimate gated community features just 60 exclusive waterfront condos, offering you a tranquil retreat that is still close to all the vibrant energy Naples has to offer. This condo
Dawn Hardee Royal Shell Real Estate, Inc.
$8,000 Per Month
10686 Gulf Shore Dr Unit 104, Naples, FL 34108
Available Jan 2026 - April 2026! Once you are here, you won't want to go back home! In the heart of Naples beautiful coastline this property will transport you to paradise with the turn of a key! This two bed, two bath is the perfect vacation stay. Sip your favorite beverages overlooking the water and boaters along the way. This home is equipped with an open layout, perfect for entertaining and
Elizabeth Potgieter Premier Sotheby's Int'l Realty
$14,500 Per Month
5501 Heron Point Dr Unit 1203, Naples, FL 34108
Soak in the gorgeous views of Clam Pass and the Gulf of Mexico from this 12th floor St. Tropez 2 Bed plus sunroom and 2 Bath condo in Pelican Bay. Beautiful Naples sunsets from your large lanai are followed by the sparkling lights of the city after dark. This meticulously cared for home has NEW wood floors, NEW designer furnishings, and a NEW kitchen renovation! St. Tropez offers its residents a
Connie Kommer William Raveis Real Estate
$14,500 Per Month
6361 Pelican Bay Blvd Unit 305, Naples, FL 34108
Available 2027 "Season" OR Annual OR Partial Year. This coastal chic, remodeled unit has 3 Bedrooms + Den, a large open living area, and panoramic views, with all impact window/doors throughout. Watch the sunset from the balcony or head down to the sugar sand beaches just steps away. St Lucia amenities include: 2 Guest Suites, Library, Fitness Room, Billiards, Card and Social Room. Located close
Mary Jo Chamberlin John R Wood Properties
$6,250 Per Month
9486 Gulf Shore Dr Unit A101, Naples, FL 34108
ANNUAL/SHORT TERM RENTAL AVAILABLE NOW @ $6,250/MONTH. AVAILABLE FOR SEASON 2027 (Dec. 2026 - April 2027) @ $14,500/MONTH.Experience elevated coastal living in this beautifully renovated, turnkey-furnished 2-bedroom, 2-bath residence in the highly desirable Sunset Bay Condominium, ideally located just across the street from Vanderbilt Beach. This light-filled, move-in-ready condo features a
Meagan Pierce Orchid Properties
$14,000 Per Month
470 Launch Cir Unit 401, Naples, FL 34108
Where luxury meets effortless coastal living. This beautifully updated residence offers approximately 1,700 square feet of open, light-filled living space with a thoughtfully designed 3-bedroom, 2-bath layout—perfect for relaxing and entertaining. Natural light enhances the inviting coastal feel, while upscale finishes throughout include wood flooring, upgraded appliances, new lanai screens and
Lesley Garlock William Raveis Real Estate
$15,000 Per Month
6573 Marissa Loop Unit 1902, Naples, FL 34108
Welcome to your sky house, beach retreat! St. Marissa is a luxury high-rise condominium building located in the gated subdivision of Crown Colony within Pelican Bay. St. Marissa offers the perfect balance of sophistication and simplification. You'll be astonished by the sweeping Gulf view that is offered throughout this wonderful well-kept 19th floor condominium. This condominium features 2
Connie Kommer William Raveis Real Estate
$8,500 Per Month
5897 Chanteclair Dr Unit 314, Naples, FL 34108
Available January through April 2027! 3 month minimum per the HOA. Great Seasonal rental in the prestigious Chanteclair section of Pelican Bay! This beautifully furnished 2 bedroom, 2 bathroom condo offers a comfortable and stylish living space perfect for those seeking the ultimate in luxury and convenience. The condo features a spacious living room with comfortable seating, modern decor, and a
Michael Dedio Naples Trust Real Estate Servi
$11,000 Per Month
7655 Pebble Creek Cir Unit 201, Naples, FL 34108
Owner will take 90-days. Located on the 2nd floor, and offering beautiful views of the golf-course and lake, this 3 bedroom/3 bath condominium has 1813 sq. ft.’ of living area, an open floor plan and is very neat and clean. Enjoy the easy access, Just across the street, to catch the Tram to the Beach and Restaurants of Pelican Bay. The Living Room has 2 neutral-toned, upholstered couches, large
Marjorie Workinger Royal Shell Real Estate, Inc.
$10,500 Per Month
780 Willowbrook Dr Unit 701, Naples, FL 34108
Vacation in Paradise at Pelican Bay! Escape to this bright and spacious 2-bedroom + den, 2-bath condo in the sought-after Willow Brook neighborhood of prestigious Pelican Bay. With over 1,700 sq. ft. of open living, this ground-floor end unit offers both comfort and flexibility. The open great-room design flows into a glass-enclosed lanai—perfect for relaxing after a day at the beach. The fully
Monica Simon William Raveis Real Estate
$3,750 Per Month
11118 Gulf Shore Dr Unit 204, Naples, FL 34108
Annual Rental in Vanderbilt Beach! Beautifully furnished 2 bedroom, 2 bathroom condo in a desirable high-rise building on Gulf Shore Drive. This inviting residence offers a spacious and comfortable layout with tasteful furnishings, plenty of natural light, and a welcoming feel throughout. Located on a canal in the sought-after Vanderbilt Beach area, this rental offers a wonderful blend of
Patricia Williams Realty One Group MVP
$7,300 Per Month
853 Tanbark Dr Unit 203, Naples, FL 34108
Lovely bright 2nd floor condo overlooks lush landscaping and water feature from screened lanai. Enjoy the spacious open floor plan, ample seating, large screen tv, relaxing Main bedroom ensuite with king bed. Guest quarters are adjacent to guest bath and full size laundry room. Covered parking is close by. Pelican Bay amenites galore! Tennis, tram to private beach access to enjoy the restaurants,
Poogie Cooper Downing Frye Realty Inc.
$7,500 Per Month
649 Beachwalk Cir Unit 101, Naples, FL 34108
AVAILABLE Beachwalk Ground floor, 3BR/2BA Rental – Steps from the Beach!Spend your winter in Beachwalk, one of Naples’ most sought-after gated communities! This beautifully maintained 3-bedroom, 2-bath ground-floor condo features a private gated garden entrance and is just a short walk to the beach through a convenient beach access gate.Enjoy the lush, tropical surroundings and friendly
Eva Cotrona Realty One Group MVP
$6,500 Per Month
400 L'Ambiance Cir Unit 104, Naples, FL 34108
Enjoy a relaxing winter escape in Naples, Florida in this charming 2-bedroom, 2-bath condo. The updated kitchen and dining area feature new cabinetry, while the renovated primary bath offers beautiful finishes and ample storage. The primary bedroom features a king bed, while the second bedroom includes twin beds—perfect for family or guests. Unwind on the lanai overlooking a peaceful brook or
Connie Kommer William Raveis Real Estate
$8,000 Per Month
21 Bluebill Ave Unit 401, Naples, FL 34108
Coastal Retreat at Vanderbilt Beach - Welcome to this nicely decorated two-bedroom, corner-unit condo on the 4th floor—just steps away from the pristine sands of Vanderbilt Beach and the natural beauty of Delnor-Wiggins State Park. This light-filled residence offers stunning Bay and Gulf views, creating the perfect backdrop for your beachside lifestyle. Enjoy your days boating, kayaking, or
Sarah Rosiak William Raveis Real Estate
$6,000 Per Month
1 Bluebill Ave Unit 709, Naples, FL 34108
Gorgeous views of the Gulf of America in this 7th floor one bedroom condo. Renovated kitchen with quartz counters and furnished with a charning beach flair. Relax on the oversized lanai and enjoy the sunset over the Gulf after a day on the beach or at the community pool. Walk out the back door and you're steps to Delnor Wiggins and Vanderbilt Beach. Stroll down the street to La Playa, The Ritz
Hope Moore Serhant-Naples
$17,000 Per Month
6849 Grenadier Blvd Unit 201, Naples, FL 34108
Welcome to St. Laurent High Rise, your perfect seasonal rental in the beautiful city of Naples, FL. This luxurious condo offers 3 spacious bedrooms and 3 bathrooms, providing ample space for you and your loved ones. All 3 bedrooms have an en-suite. Additionally, the owner suite and a guest bedroom have separate glass-enclosed lanais. Located in a prime location, you'll have access to a private
Amber Jasper Grice Realty Inc
$20,000 Per Month
6849 Grenadier Blvd Unit 1704, Naples, FL 34108
Experience breathtaking views from this luxurious 17th-floor, 3-bedroom, 2-bathroom condo in the highly desirable Pelican Bay, Naples—your ideal winter retreat. The living room features chic, comfortable furnishings and a large screen TV, perfect for relaxation. The open, airy kitchen offers plenty of cabinet and counter space for convenience and functionality. The primary suite is filled with
Sarah Wayne Gulf Coast International Lux R
$6,000 Per Month
9123 Strada Place Unit 7306, Naples, FL 34108
Annual - $6000 per month, Seasonal $13000 per month for 2027. URBAN LIVING with a Naples twist! Just minutes from Vanderbilt Beach, The Strada at Mercato offers quiet, contemporary living coupled with upscale shopping and dining in the trending North Naples neighborhood. This two bedroom, two bath 1500+ sf 3rd floor retreat offers one king and one queen sized bed along with every creature comfort
Joe Hoopfer Premier Sotheby's Int'l Realty
$40,000 Per Month
8111 Bay Colony Dr Unit 1902, Naples, FL 34108
Leased Jan 1 - Apr 30, 2027. Enjoy sensational sunsets from this beach front 19th floor condo on Vanderbilt Beach. Beautifully appointed with bright colors and wonderful furnishings with views from Marco Island to Naples. Contessa features 24 hour security, fitness center, pool, social room, library and onsite management. Bay Colony is an exclusive gated community located within Pelican Bay,
Joe Hoopfer Premier Sotheby's Int'l Realty
$16,000 Per Month
410 Flagship Dr Unit 605, Naples, FL 34108
Escape to paradise at Regatta, an exceptional vacation rental designed for comfort, style, and effortless coastal living. This spacious 3-bedroom, 3-bath residence offers an inviting retreat with plenty of room to relax in a serene waterfront setting. Unwind on the extended outdoor living space, where breathtaking sunsets paint the sky each evening. Watch dolphins glide through the bay and boats
Lesley Garlock William Raveis Real Estate
$16,000 Per Month
10691 Gulf Shore Dr Unit 502, Naples, FL 34108
Booked from January through March 2027. Available other months. Landlord prefers multiple month tenancy in season but can accommodate special requests. 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
Craig Taylor Real Estate Specialty Svcs II
$9,500 Per Month
823 Tanbark Dr Unit 101, Naples, FL 34108
OPEN FOR 2026 Season! Annual $ 4,000; Seasonal: $9,500. Pelican Bay has two beaches, separated by an inlet. The amenities are available to residents, tenants, and their guests. There are wooden berms through the mangroves that enable beach access. Trams are provided for persons who prefer to ride from the parking lots to the beach. Walking, running, and biking are also permitted. One can only
Marjorie Workinger Royal Shell Real Estate, Inc.
$12,000 Per Month
410 Flagship Dr Unit 1101, Naples, FL 34108
Discover the ultimate vacation retreat in this 3BR+open den/2.5BA condo at Regatta at Vanderbilt Beach. This spacious 11th-floor end unit, adorned with tropical island-style decor, boasts stunning gulf and bay views across a generous 2,000-square-foot open living space. The expansive lanai is the perfect spot to unwind and take in breathtaking sunsets after a day at the beach. Fully furnished and
Lesley Garlock William Raveis Real Estate
$48,000 Per Month
8665 Bay Colony Dr Unit 901, Naples, FL 34108
This spectacular residence is the ultimate choice for a warm winter getaway. Professionally designed by internationally renowned interior designer Juan Montoya, this stunning ninth-floor southwest corner condominium offers breathtaking panoramic views of the Gulf of Mexico. Located in The Remington, one of Bay Colony’s most prestigious beachfront buildings, the residence enjoys an exceptional
Marjorie Workinger Royal Shell Real Estate, Inc.
$3,000 Per Month
460 Launch Cir Unit 403, Naples, FL 34108
This bright and cheerful Regatta condo is perfectly poised for enjoying serene lanai sunsets while overlooking the resort-style pool or taking a short stroll to the beach. Spacious floor plan with updated kitchen including stainless appliances and granite counters. Regatta is a gated communities in the Vanderbilt Beach area and is known for incredible amenities such as a resort-style pool,
Lesley Garlock William Raveis Real Estate
$8,500 Per Month
7046 Barrington Cir Unit 202, Naples, FL 34108
Newly renovated and beautifully appointed, this spacious 2-bedroom + den condo features gorgeous tile flooring throughout and is offered fully turnkey with a transferable membership to all of Pelican Bay’s premier amenities. Residents enjoy access to private members-only beaches with complimentary shuttle service, beach chairs, and umbrellas, along with tennis, pickleball, scenic walking and
Maureen Vita Berkshire Hathaway FL Realty
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