5-Bedroom Homes for Rent in ZIP Code 34102

A welcoming Olde Naples retreat awaits at Neapolitan Sky! The stately Key West style home sits amidst lush landscaping on one of the prettiest tree-lined avenues in town, just a third of a mile from beach access. Approach the home from the circular driveway and enter across the the covered front porch. The main floor has an open white marble kitchen, dining area, living room, home office with

Stacey Cotter John R Wood Properties

Exceptional waterfront home in the ultimate Naples location - Port Royal. Convenient to beaches and downtown Naples, this newly remodeled five (5) bedroom 5,200 SF vacation rental offers over the top water views, an elegant spacious layout, and stunning fixtures and furnishings throughout. Watch the yachts go by or moor your own at the dock (additional insurance required) with direct access to

Michelle Craft Naples Homes and Rentals Inc

Nestled in Naples’ most prestigious neighborhood, this stunning Port Royal residence offers the ultimate in coastal luxury—just minutes from the sugar-sand beaches of the Gulf of Mexico and the upscale boutiques and fine dining of iconic Third Street South. Designed with a modern coastal aesthetic, this contemporary home features an open-concept layout with 5 bedrooms, 4.5 bathrooms, and a

Sarah Wayne Gulf Coast International Lux R

Nestled in Naples’ most prestigious neighborhood, this stunning Port Royal residence offers the ultimate in coastal luxury—just minutes from the sugar-sand beaches of the Gulf of Mexico and the upscale boutiques and fine dining of iconic Third Street South. Designed with a modern coastal aesthetic, this contemporary home features an open-concept layout with 5 bedrooms, 4.5 bathrooms, and a

Sarah Wayne Gulf Coast International Lux R

Discover one of the finest vacation rental properties in Naples, FL, nestled on a serene lane overlooking Lantern Lake in Port Royal. This impeccably designed retreat seamlessly blends indoor and outdoor living, featuring a private pool and spa with sweeping lake views. The master suite and three en-suite bedrooms offer luxurious comfort, complemented by exquisite furniture, accessories, and

Nathan Dyer William Raveis Real Estate

Annual Rental! Sunlight spills across the lanai, pool deck, and backyard, each space opening to the waterway—a clear path to the Gulf of Mexico through Naples Bay. This home, reimagined in a coastal contemporary style, greets you with an open heart: a seamless flow of kitchen, living, and dining areas, where light and connection define the space. It’s built for gatherings, yet offers room to

Nathan Dyer William Raveis Real Estate

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

This finely decorated home is the pinnacle of luxury Old Naples living. The Balmoral has five bedrooms and plenty of living space, with tall ceilings and large windows for tons of light. The open living room and kitchen layout overlooks sliding glass doors that lead directly to the pool. The pool area itself features a large electric pergola for when you want to get out of the sun, and a fully

Tom Puckett IV Luxury Real Estate LLC

Discover the essence of waterfront luxury in this beautifully reimagined coastal home, ideally situated in the prestigious Aqualane Shores community. Just a short stroll from the vibrant 3rd Street district and the iconic Naples Pier, this 5-bedroom, 5.5-bath residence offers a seamless blend of modern elegance and relaxed coastal living. The lower level is designed for both comfort and

Megan Skaggs Home Team Luxury Realty FL LLC

SUMMER AND FALL 2025 OPEN!!! Magnificent Beachfront home located in Olde Naples. This Four Bedroom, Four Bath home with a one Bedroom/one Bath/Living Room/Kitchen "Guest House", has been newly constructed in 2001. Each bedroom gives one the feeling of a private suite. It's simplicity of design and the way the home merges with the beach offers one a calmness when you walk in. This contemporary

Marjorie Workinger Royal Shell Real Estate, Inc.

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Wonderful & well-built in 2007! Open & bright, loaded w/upgrades! Absolutely ideal location in the heart of Olde Naples just 5 doors to the

Tom Puckett IV Luxury Real Estate LLC

Look out your window to see a stunning view of the Gulf, have breakfast, enjoy the beach or a stroll down the Naples Pier. The Pier at night is amazing--enjoy a 360 degree view of the ocean under the stars or come home to relax on the rooftop deck and enjoy the night sky.The Pier House is stunning home and the location is even better. This home has 5 bedrooms and 3 baths. The Main House features

Tom Puckett IV Luxury Real Estate LLC

Welcome to your own slice of paradise in Naples, Florida. Nestled in a prime location, just 5 blocks away from the vibrant 5th Avenue shops and restaurants, and a mere 2 blocks from the sun-kissed beach, this opulent 3-story estate is a dream come true. With 5 spacious bedrooms, this residence exudes elegance and sophistication. The convenience of a private elevator ensures accessibility to every

Tom Puckett IV Luxury Real Estate LLC

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Open & bright, loaded w/upgrades! Absolutely ideal location in the heart of Olde Naples just 5 doors to the beach Luxurious ground floor master

Tom Puckett IV Luxury Real Estate LLC

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

Stoff Cooney Modern Masterpiece: A Trophy of Timeless Elegance Located just one mile from Naples’ renowned 5th Avenue and 1.8 miles from pristine Gulf beaches, this architectural marvel boosting sophisticated luxury by star designer Tina Twigger sets a new standard for luxury living. With nearly 200 feet of direct Oyster Bay frontage, the property offers an unrivaled waterfront lifestyle,

Frank Stier Naples Investment Realty

Be the first to enjoy this 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

Charlie Wallen Naples Flat Fee Realty LLC

Nestled in the highly desirable neighborhood of The Moorings, this 5-bedroom, 6-bath home with a den is an ideal winter retreat. The area is renowned for its scenic, tree-lined streets, quiet atmosphere, and proximity to popular shopping, dining, and entertainment, offering a perfect balance of coastal convenience and charm.Upon entering, you’re welcomed into a grand foyer that leads to dual

Sarah Wayne Gulf Coast International Lux R

Nestled in the highly desirable neighborhood of The Moorings, this 5-bedroom, 6-bath home with a den is an ideal winter retreat. The area is renowned for its scenic, tree-lined streets, quiet atmosphere, and proximity to popular shopping, dining, and entertainment, offering a perfect balance of coastal convenience and charm.Upon entering, you’re welcomed into a grand foyer that leads to dual

Sarah Wayne Gulf Coast International Lux R

Nestled in the prestigious Aqualane Shores, just one block from the beach, this two-story Old Florida home offers easy access to the beach, just a short walk. Located on a 100x150 lot with 5 bedrooms + den and 5 1/2 bathrooms spread over 5,300 square feet, the residence provides ample space for comfortable living, the perfect rental for multi-family use with an owner's suite on the first level

Ellen Jolley William Raveis Real Estate

Annual Rate is $33,750 per month. Listed Rate is for high-season (Nov.-April). Longer high-season leases have greater discounted rates. The epitome of whimsical beach town living! Nestled only two blocks to the sugar sand coastline on a lush-tree lined street is this charmingly renovated two-story residence. Hosting five bedrooms + den, five full and one half bathrooms, and a number of other

Bill Earls John R Wood Properties

Annual rate is $40,500 per month. Listed rate is for High Season (Nov. through April). Longer High Season leases have greater discounted rates. See attached rate sheet. Located only two blocks to the beach and featuring lush, mature tropical foliage, this classic Bermuda styled home offers absolutely stunning interiors. The sprawling residence hosts five bedrooms, a study, as well as a flex space

Bill Earls John R Wood Properties

The annual rate is $36,000.00 / month. The advertised rate is for high-season (Nov.-April); longer terms have greater discounted rates. Situated only four houses from Naples’ sugar sand beaches on an oversized lot offering the utmost this home represents the quintessential tropical retreat! The residence features Old-Florida architecture, a metal roof, Hardi Plank siding, a front porch, wood

Bill Earls John R Wood Properties

Coastal Chalet in Olde Naples - this stunning coastal dream is only a 2-min walk to the sparkling coastline of the Gulf of Mexico! This beautifully appointed home includes 4 bedrooms (two of them being primary suites), a centrally located study perfect for midday meetings, an upstairs den set up as a 2nd entertainment area, and an upstairs loft perfect for reading or cards. This vacation home is

Stacey Cotter John R Wood Properties

Sailboat Pointe - a waterfront OASIS just minutes from the beach! Enjoy soaking up the sun on your private pool lanai that wraps around the entire rear of the home and has a beautiful panoramic water view. This 2-story home is situated in a highly desired Naples neighborhood known for its coastal feel & convenient location. You will literally be minutes from being able to soak up the sun on the

Stacey Cotter John R Wood Properties

Annual rate is $45K per month. FULL SEASONAL RATE SHEET ATTACHED. Longer leases have greater discounted rates. This exceptional estate offers a sophisticated and private retreat in one of Naples’ most desired neighborhoods. Thoughtfully designed with an emphasis on seamless indoor-outdoor living, the property embodies understated elegance and architectural excellence. The expansive great room

Bill Earls John R Wood Properties

Annual rate is $45K per month. FULL SEASONAL RATE SHEET ATTACHED. Longer leases have greater discounted rates. This exceptional estate offers a sophisticated and private retreat in one of Naples’ most desired neighborhoods. Thoughtfully designed with an emphasis on seamless indoor-outdoor living, the property embodies understated elegance and architectural excellence. The expansive great room

Bill Earls John R Wood Properties