Homes for Rent in Naples, FL with 5-Bedrooms

/33
$6,000 per month
- 5 Beds
- 4 Baths
- 3,359 Sq Ft
- House for Rent
3295 Tahoe Ct, Naples, FL 34119

Live, work, and play in style in this 5-bedroom, 4-bath Conrad model in North Naples. Nestled on an oversized, fully fenced backyard at the end of a quiet cul-de-sac in the resort-style Riverstone community, this home offers room for everyone, flexible spaces, and lifestyle-driven living. Sunlight floods the open, airy floor plan, seamlessly connecting the living, dining, and kitchen with

Jean Dery Serhant-Naples

3295 Tahoe Ct, Naples, FL 34119
/44
$45,000 per month
- 5 Beds
- 5.5 Baths
- 5,106 Sq Ft
- House for Rent
377 Pirates Bight, Naples, FL 34103

Luxury Waterfront Vacation Home in Park Shore, just a short walk to the beach, available from June 2026 to January 30th 2027, rented for February and March 2027. Experience true coastal elegance in this stunning two story, 5 BR, 5 Baths waterfront home overlooking beautiful Venetian Bay. Primary and one guest BR downstairs, 3 additional guest bedroom upstairs. Perfect for family getaways or

Monika Korencsik William Raveis Real Estate

377 Pirates Bight, Naples, FL 34103
/27
$30,000 per month
- 6 Beds
- 3 Baths
- 3,246 Sq Ft
- Apartment for Rent
711 91st Ave N, Naples, FL 34108

BRAND NEW DUPLEX in the highly desirable Naples Park. You can rent each side separately or both sides for a combined total of 8 bedrooms! Each side has 4 bedrooms and 2 full bathrooms, its own screened in lanai with a heated pool. Close to the beach, Mercato, Downtown Naples, stores, supermarkets and the airport. WE ARE PET FRIENDLY!

Elina Maranz Naples Vibe Realty, LLC

711 91st Ave N, Naples, FL 34108
/49
$125,000 per month
- 5 Beds
- 6 Baths
- 5,277 Sq Ft
- House for Rent
40 32nd Ave S, Naples, FL 34102

Stunning, gulf views throughout the property. Gorgeous sunsets every night, just a few steps from your balcony to a large yard that faces the beach. Grand wrap around porches that face the beach and water, with gracious seating areas. Contemporary home with five bedroom suites plus a den that accomodates two working persons. Perfect for your seasonal getaway that is spacious enough for your

Tamera Montante Waterfront Realty Group Inc

40 32nd Ave S, Naples, FL 34102
/32
$3,250 per month
- 5 Beds
- 3.5 Baths
- 2,856 Sq Ft
- House for Rent
Unlisted Address

MOVE IN only first MONTH AND SECURITY CAN BE DIVIDED 3 payments .AVAILABLE August 1st! Beautiful 5 bedroom plus loft, 3 bath pet friendly home available for an annual rental. This lakefront home on a cul de sac has travertine stone floors, granite countertops in the kitchen, marble backsplash on bar counter, and newer appliances. The master bathroom has a garden tub and his and her sinks. The AC

Mixy Zaitlik Coldwell Banker Realty

Unlisted Address
/50
$11,000 per month
- 5 Beds
- 5.5 Baths
- 3,300 Sq Ft
- House for Rent
4064 Full Moon Ct, Naples, FL 34112

Extraordinary newer built and newly furnished, one of the kind modern/contemporary style home. Located only couple minutes away from Naples downtown 5th avenue, as well as, beaches and other key destinations, such as fine dinning, shopping, medical facilities, schools, museums, zoo, parks, botanical gardens and much more!This exceptional property offers 5 bedrooms, 5.5 bathrooms, 2 kitchens,

Tomas Nagys Realty One Group MVP

4064 Full Moon Ct, Naples, FL 34112
/34
$15,000 per month
- 5 Beds
- 3 Baths
- 2,900 Sq Ft
- House for Rent
7209 Wilton Dr N, Naples, FL 34109

Fantastic lake views from this contemporary expansive home boasting numerous luxury appointments & features throughout that provides a luxe immersive living experience! With five full bedrooms, living room, family room loft plus a small intimate office/den, there is plenty of living space to not only enjoy, but also accommodate all the family & guests as well! The living room, formal dining room,

Jeffrey Windland Royal Shell Real Estate, Inc.

7209 Wilton Dr N, Naples, FL 34109
/50
$75,000 per month
- 5 Beds
- 6 Baths
- 4,500 Sq Ft
- House for Rent
245 Broad Ave S, Naples, FL 34102

A slice of Key West HEAVEN in the HEART of Olde Naples. Affectionately called "The Christmas Cottage," this Craftsman SFH is luxurious and lavish, yet as comfortable as your home. A very upscale main house and separate guest cottage with a total of 5 bedrooms (if you include the office/den that has a queen pullout); bedrooms are mostly all ensuite. A magnificent Steinway stands adjacent to the

Michelle Craft Naples Homes and Rentals Inc

245 Broad Ave S, Naples, FL 34102
/35
$54,000 per month
- 5 Beds
- 6.5 Baths
- 5,641 Sq Ft
- House for Rent
Unlisted Address

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

Unlisted Address
/26
$45,000 per month
- 5 Beds
- 5.5 Baths
- 4,434 Sq Ft
- House for Rent
195 2nd Ave N, Naples, FL 34102

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

195 2nd Ave N, Naples, FL 34102
/15
$17,500 per month
- 5 Beds
- 4 Baths
- 3,476 Sq Ft
- House for Rent
496 Flamingo Ave, Naples, FL 34108

Owner is open to a 2-3 week leases starting in April.Renovated and updated home with high-end interior design choices. Located in the sought after area of "Conners" at Vanderbilt Beach. Minutes to the open waters of the Gulf if Mexico, glorious beaches & the exclusive Ritz Carlton. This stunning home offers amazing light and open living space, both inside and out with boat dock & lift giving

Joe Hoopfer Premier Sotheby's Int'l Realty

496 Flamingo Ave, Naples, FL 34108
/50
$40,000 per month
- 5 Beds
- 5.5 Baths
- 6,254 Sq Ft
- House for Rent
1844 Alamanda Dr, Naples, FL 34102

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

1844 Alamanda Dr, Naples, FL 34102
/37
$25,000 per month
- 5 Beds
- 3.5 Baths
- 3,875 Sq Ft
- House for Rent
1521 Gordon River Ln, Naples, FL 34104

Boaters Dream!! This remarkable gulf access home in Nature Pointe is a exclusive gated community on the Gordon River that boasts serene water views, an expansive lanai featuring a pool, spa and grill, just under 4000 square feet of living area! Guests will enjoy the space and privacy of this home while still being less than ten minutes from endless miles of white sandy beaches! With five bedrooms

Maria Metzger Royal Shell Real Estate, Inc.

1521 Gordon River Ln, Naples, FL 34104
/37
$48,000 per month
- 5 Beds
- 4.5 Baths
- 5,132 Sq Ft
- House for Rent
194 4th Ave N, Naples, FL 34102

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

194 4th Ave N, Naples, FL 34102
/50
$28,000 per month
- 6 Beds
- 6.5 Baths
- 5,500 Sq Ft
- House for Rent
6677 Hunters Rd, Naples, FL 34109

AVAILABLE NOW FOR SEASONAL LUXURY RENTAL! GATED NAPLES ESTATE. MAIN HOUSE 4 Bedrooms • Resort-Style Amenities. Behind private gates on 2.5 lush acres, this extraordinary Naples estate is now available for seasonal rental and truly, this home has it all. Designed so family and friends can gather without ever feeling crowded, the main house offers four total bedrooms—including the luxurious

Jessica Diaz John R Wood Properties

6677 Hunters Rd, Naples, FL 34109
/26
$55,000 per month
- 5 Beds
- 4.5 Baths
- 4,585 Sq Ft
- House for Rent
491 17th Ave S, Naples, FL 34102

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

Stacey Cotter John R Wood Properties

491 17th Ave S, Naples, FL 34102
/14
$18,000 per month
- 5 Beds
- 5 Baths
- 4,018 Sq Ft
- House for Rent
10720 Vanderbilt Dr, Naples, FL 34108

BRAND NEW, Unfurnished, Annual Rental! This exceptional corner lot graces the desired Vanderbilt Drive, between serene Vanderbilt Beach and Delnor Wiggins State Park. Thoughtfully designed, this five-bedroom plus den, five-bath residence embodies a blend of timeless architecture and modern sophistication. The open-concept interiors are bathed in natural light, showcasing luxury finishes

Kimberly Costantini Premier Sotheby's Int'l Realty

10720 Vanderbilt Dr, Naples, FL 34108
/25
$55,000 per month
- 5 Beds
- 3.5 Baths
- 3,905 Sq Ft
- House for Rent
642 6th Ave N, Naples, FL 34102

Escape to this stunning Olde Naples retreat, perfectly located on a beautiful tree-lined street just blocks from the beach, parks, and the vibrant dining and shopping of Fifth Avenue South and Third Street. Designed for both relaxation and entertaining, this spacious single-level home offers nearly 4,000 sq. ft. of living space with 5 bedrooms, multiple living areas, and a flexible layout ideal

Monica Simon William Raveis Real Estate

642 6th Ave N, Naples, FL 34102
/28
$7,900 per month
- 5 Beds
- 4.5 Baths
- 3,597 Sq Ft
- House for Rent
6582 Monterey Point, Naples, FL 34105

Turnkey furnished annual long term rental located in North Naples. This gorgeous well manicured home offers 3,597 sq. ft. which includes 5 bedrooms and loft, 5 baths and 3 car garage. The home is facing south from the rear overlooking a lake and includes 1,200 sq. ft. of outdoor living space with a full outdoor kitchen. Upgrades include white 42” cabinetry in the kitchen, granite countertops,

Pete Masouras Realty One Group MVP

6582 Monterey Point, Naples, FL 34105
/24
$150,000 per month
- 5 Beds
- 5.5 Baths
- 5,789 Sq Ft
- House for Rent
1270 Gulf Shore Blvd S, Naples, FL 34102

Escape to paradise in this stunning beachfront estate offering the perfect blend of coastal elegance and modern comfort. This spacious home boasts 5 bedrooms plus several flex spaces 5 and a half baths and private elevator, providing ample room for family, guests or a home office set up. Enjoy breathtaking ocean views from your private balcony, direct beach access, and the soothing sounds of the

Michelle Lauzier Douglas Elliman Florida,LLC

1270 Gulf Shore Blvd S, Naples, FL 34102
/50
$70,000 per month
- 5 Beds
- 5.5 Baths
- 5,145 Sq Ft
- House for Rent
154 4th Ave N, Naples, FL 34102

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

154 4th Ave N, Naples, FL 34102
/50
$45,000 per month
- 5 Beds
- 3.5 Baths
- 3,514 Sq Ft
- House for Rent
215 Mooring Line Dr, Naples, FL 34102

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

215 Mooring Line Dr, Naples, FL 34102
/24
$54,000 per month
- 6 Beds
- 6.5 Baths
- 5,395 Sq Ft
- House for Rent
740 Banyan Blvd, Naples, FL 34102

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

740 Banyan Blvd, Naples, FL 34102
/50
$50,000 per month
- 5 Beds
- 6 Baths
- 4,835 Sq Ft
- House for Rent
556 17th Ave S, Naples, FL 34102

Available April - November. Nestled in the prestigious Aqualane Shores neighborhood of Naples, this unique contemporary home offers an unparalleled retreat. Built in 2019, it features 5 bedrooms and 5 bathrooms, with an open floor plan and state-of-the-art finishes. The gourmet kitchen is a chef's dream, complete with a walk-in cedar-lined wine cellar, butler's pantry, double ovens, gas range,

Sarah Wayne Gulf Coast International Lux R

556 17th Ave S, Naples, FL 34102
/38
$49,500 per month
- 6 Beds
- 5.5 Baths
- 3,811 Sq Ft
- House for Rent
362 2nd Ave N, Naples, FL 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

362 2nd Ave N, Naples, FL 34102
/50
$50,000 per month
- 5 Beds
- 6 Baths
- 5,462 Sq Ft
- House for Rent
727 Buttonbush Ln, Naples, FL 34108

This custom-built single-family home is located in prestigious Pelican Bay with the Ritz Carlton to the north and Waterside Shops and restaurants to the south. Contemporary elegance abounds in this 5-bedroom home that features an extensive island kitchen with Sub-Zero and Wolf appliances, butler’s pantry, climate-controlled wine room, wet bar, Smart Home controls, expansive resort-style outdoor

Sarah Wayne Gulf Coast International Lux R

727 Buttonbush Ln, Naples, FL 34108
/39
$5,000 per month
- 5 Beds
- 3.5 Baths
- 3,054 Sq Ft
- House for Rent
1949 Par Dr, Naples, FL 34120

Available now! Dog friendly! Resort-style living in this stunning two-story home with over 3,000 sq ft overlooking the 2nd hole at Valencia Golf & Country Club. Enjoy your private backyard oasis with custom pool and 6-person spa (2017), new saltwater system (Feb 2026), 2025 pool heater, and upgraded pump, all set on concrete under elegant travertine decking. An expansive screened lanai with

James Opyt Opyt Realty Inc

1949 Par Dr, Naples, FL 34120
/44
$40,000 per month
- 5 Beds
- 4.5 Baths
- 3,290 Sq Ft
- House for Rent
2540 Half Moon Walk, Naples, FL 34102

Available Seasonally ($40,000/month) and Annually ($21,000/month). 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

Sarah Wayne Gulf Coast International Lux R

2540 Half Moon Walk, Naples, FL 34102
/44
$21,000 per month
- 5 Beds
- 4.5 Baths
- 3,290 Sq Ft
- House for Rent
2540 Half Moon Walk, Naples, FL 34102

Available Annually ($21,000/month) and Seasonally ($40,000/month). 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

Sarah Wayne Gulf Coast International Lux R

2540 Half Moon Walk, Naples, FL 34102
/32
$4,500 per month
- 5 Beds
- 4 Baths
- 3,457 Sq Ft
- House for Rent
3296 Pacific Dr, Naples, FL 34119

Vacation Home now available in Riverstone, one of North Naples newest and most desired locations. This home is furnished to perfection. A shortdrive to the Gulf of Mexico beaches, but with all the community amenities, you may never want to leave the gates! Here you will experienceluxury living in harmony with nature. The beautiful community has mature tropical landscaping throughout and

George Messeha Realty One Group MVP

3296 Pacific Dr, Naples, FL 34119
/29
$48,000 per month
- 5 Beds
- 5.5 Baths
- 4,960 Sq Ft
- House for Rent
425 Harbour Dr, Naples, FL 34103

Experience the true Naples Lifestyle, all from this one-of-a-kind stunning residence in The Moorings! This single-story 5-bedroom residence is beautifully decorated and offers an unmatched lifestyle opportunity within walking distance to Naples' famous sugar sand beaches. Designed by Falconer Jones and built by Knauf-Koening, this luxurious great room floor plan features coffered ceilings, Legno

Monica Simon William Raveis Real Estate

425 Harbour Dr, Naples, FL 34103
/48
$85,000 per month
- 5 Beds
- 5.5 Baths
- 6,042 Sq Ft
- House for Rent
2595 Half Moon Walk, Naples, FL 34102

Property is available as annual rental at $60,000/month. 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,

Nathan Dyer William Raveis Real Estate

2595 Half Moon Walk, Naples, FL 34102
/50
$55,000 per month
- 5 Beds
- 5 Baths
- 4,212 Sq Ft
- House for Rent
3170 Crayton Rd, Naples, FL 34103

Perfectly situated on an oversized corner lot in the elegant Moorings neighborhood sits this 5-bedroom, 3 full bathroom, 2 half bath luxurious home. The interior consists of beautiful hard wood flooring, custom cabinetry, top of the line name brand furniture and appliances. Tall ceilings and endless windows allow for this home to be flooded with natural light. The bedrooms consist of 3-kings,

Nathan Dyer William Raveis Real Estate

3170 Crayton Rd, Naples, FL 34103
/50
$60,000 per month
- 6 Beds
- 6.5 Baths
- 6,022 Sq Ft
- House for Rent
681 Katemore Ln, Naples, FL 34108

Escape to Luxury in Pelican Bay, Naples, FL – A Premier Vacation Destination. Indulge in the ultimate winter getaway at this stunning Waterford estate, located in the heart of the prestigious Pelican Bay community—one of the most iconic and sought-after destinations in Naples, Florida. This exquisite two-story residence offers over 6,000 square feet of sophisticated living space, blending

Nathan Dyer William Raveis Real Estate

681 Katemore Ln, Naples, FL 34108
/27
$12,500 per month
- 5 Beds
- 6 Baths
- 4,470 Sq Ft
- House for Rent
2875 Coco Lakes Dr, Naples, FL 34105

Stop the search! This home has all and more of what your heart and family desires. Amazing, luxurious, unbelievable new build 5 bedroom home available for rental immediately. Two masters (one on first and another on second floor) in Montebello a very desirable neighborhood, alongside the exclusive Royal Poinciana Golf Course across from Grey Oaks, in the heart of Naples just 2 miles from the

Dawn E. Trautmann, CPA Premiere Plus Realty Company

2875 Coco Lakes Dr, Naples, FL 34105
/45
$18,000 per month
- 5 Beds
- 5.5 Baths
- 3,388 Sq Ft
- House for Rent
1500 Pelican Ave, Naples, FL 34102

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

1500 Pelican Ave, Naples, FL 34102
/40
$19,950 per month
- 5 Beds
- 4.5 Baths
- 4,152 Sq Ft
- House for Rent
2749 Medallist Ln, Naples, FL 34109

AVAILABLE furnished or unfurnished ANNUALLY or for 6+ MONTHS. Located in the gated, prestigious North Naples community of Norman Estates in Tiburon, you'll be the first to enjoy the stunning changes and upgrades made to this 5 bedroom + den pet-friendly home. All of the living space is located on the first floor with the exception of two guest bedrooms and a full bath on the second level. Enter

Julie Baron Premier Sotheby's Int'l Realty

2749 Medallist Ln, Naples, FL 34109
/44
$4,500 per month
- 5 Beds
- 3 Baths
- 2,357 Sq Ft
- House for Rent
7602 Citrus Hill Ln, Naples, FL 34109

Available as an annual unfurnished rental, this spacious single-family pool home is located in The Orchards, one of North Naples' most desirable gated communities. Nestled on an oversized corner lot, this five-bedroom, three-bathroom residence offers a serene retreat with a lushly landscaped pool deck perfect for relaxation. Inside, the living and dining areas feature soaring vaulted ceilings

Joe Hoopfer Premier Sotheby's Int'l Realty

7602 Citrus Hill Ln, Naples, FL 34109
/25
$3,350 per month
- 5 Beds
- 3 Baths
- 2,615 Sq Ft
- House for Rent
1854 Mesa Ln, Naples, FL 34120

This stunning 5 bedroom 2.5 bath, 2 car garage home available for a long/short term rent now! This two-story Trailside provides ample storage space, an upstairs loft, covered lanai, and owner's suite with large walk-in closet. On the first floor is an airy kitchen with island with a café area and gathering room, while a room off the kitchen is the perfect guest suite. A staircase leads to

Maya Ismailova Coldwell Banker Realty

1854 Mesa Ln, Naples, FL 34120
/50
$8,000 per month
- 5 Beds
- 4 Baths
- 3,359 Sq Ft
- House for Rent
4334 Aurora St, Naples, FL 34119

FURNISHED ANNUAL RENTAL AT "STONECREEK" IN NAPLES FLORIDA - DON'T MISS THIS OPPORTUNITY !!! This Conrad Model designer home, with over $160,000 in upgrades offers 4 Bedrooms upstairs, 4 Full baths and an Exquisite Home Office along with a 5th bedroom located on the main level. Cook's dream kitchen, light, bright and large with eating area, tons of storage, SS appliances, gas range and under/over

Dali Mihajlovic ALL IN PROPERTY MANAGEMENT LLC

4334 Aurora St, Naples, FL 34119

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