$13,000 per month
10475 Gulf Shore Dr, Naples, FL 34108
Apply here NOW: Monthly seasonal rate: $13,000 (minimum 2 weeks).Beachfront Bliss in NaplesDiscover the ultimate Gulf-front escape at 10475 Gulf Shore Drive. This elegant mid-rise condo boasts stunning water views, a bright and open living space, and a private balcony perfect for enjoying Florida sunsets. The modern kitchen, spacious bedrooms, and master suite with
$12,840 per month
588 111th Ave N Unit SI ID1504179P, Naples, FL 34108
The advertised rate of $12,840/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 11, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$12,593 per month
685 107th Ave N Unit SI ID1504184P, Naples, FL 34108
The advertised rate of $12,593/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 7, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
$12,220 per month
846 95th Ave N Unit SI FL1-ID1073510P, Naples, FL 34108
The advertised rate of $12,221/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 31, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$12,107 per month
551 91st Ave N Unit SI ID1504170P, Naples, FL 34108
The advertised rate of $12,108/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 22, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$12,000 total monthly price
299 1st Ave S, Naples, FL 34102
!!AVAILABLE NOW!! Short Term and Long Term Rentals!Olde Naples, wonderful 3BDRM Office w/sofa bed used as 4th bedroom/3 BATH ranch home. Just 3 blocks to the beach and 5 blocks to 5th Avenue!Video Tour Here: youtu.be/yvtanc8xu5kGranite Kitchen and open floor plan. 40' Lap pool with spa in a beautiful secluded tropical yard. Living room, dining room, laundry room, screened
$12,000 per month
3443 Gulf Shore Blvd N, Naples, FL 34103
AVAILABLE DECEMBER 2026, APRIL 2027 AND MAY 2027!Apply Online Now: Exquisite newly renovated Gulf-front residence in the prestigious Naples Continental Club, offering breathtaking panoramic views of the Gulf of Mexico. Unit 814 features a thoughtfully designed layout ideal for both elegant entertaining and relaxed vacation living. Floor-to-ceiling windows and a spacious balcony allow
$12,000 per month
3443 Gulf Shore Blvd N Unit 711, Naples, FL 34103
Beautiful coastal two bedroom, two bath condo right on the beach!!! Available for season 2026! Fully furnished and equipped, ready for your winter getaway. Enjoy the beautiful views from the lanai, spend your day at the beach or the heated pool! Lots of amenities - fitness center, community room-with pool table and kitchen, library + 24 Hour Attended Lobby. Steps from the beach enjoy the large
$12,000 per month
365 5th Ave S, Naples, FL 34102
$11,868 per month
415 Polihale Way Unit SI ID1307096P, Naples, FL 34114
The advertised rate of $11,869/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 8, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$11,160 per month
8415 Excalibur Cir, Naples, FL 34108
SEASONAL RENT ONLY - AVAILAVLE JANUARY for a 31 day rental - or Jan through Feb 15th 2028 for a 46 day max rental - Avalon - a Luxury Condo within Pelican Bay completely professionally remodeled in 2020 with excellent appointments , furnishings and collector art and is our primary home. Two adults only are recommended. Leather furnishings, antigue chairs , delicate marble statue, glass
$11,000 per month
1977 Gulf Shore Blvd N Unit 205, Naples, FL 34102
A Spectacular Waterfront condo offered as an in-season rental at Gulf Towers just steps away from the beach and equipped with a pool for relaxation is just the start. Enjoy breath taking views from every window! Entertain guests in the lobby equipped with a recently renovated kitchen, fireplace and sofas with TV or privately in the luxurious kitchen at home. Plenty of storage, parking room for
$10,679 per month
8890 Founders Square Dr Unit SI ID1290664P, Naples, FL 34120
The advertised rate of $10,679/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 5, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
$10,138 per month
588 111th Ave N Unit SI ID1504159P, Naples, FL 34108
The advertised rate of $10,139/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 4, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$10,000 total monthly price
778 5th Ave N, Naples, FL 34102
Available for short term & long term rentals! Please call Kate for more information, any inquiries, and exact availability!Hop on over to Sky Blue Cottage. Your tropical hideout in the heart of Naples where it's always blue skies ahead! This quaint 3 bedroom / 2 bathroom Olde Naples house is just a 15 minute walk to anything and everything you need! Be it the beach, shopping & dining on
$10,000 per month
11116 Gulf Shore Dr, Naples, FL 34108
Enjoy sunrises over Vanderbilt Bay and sunsets over the Gulf of Mexico in this 8th floor end-unit in The Vanderbilt Landings. This condo residence has wraparound windows providing excellent panoramic views. Approximately 1784 sq. ft. Total Living Area - 1394 sq. ft. Living Space Under Air. Upgrades include black tile flooring and newly installed Berber carpeting, as well as black granite kitchen
$9,995 per month
404 Broad Ave S, Naples, FL 34102
Amazing location **DOWNTOWN NAPLES**Gorgeous and modern two bedroom two bathroom condo at the Heron Club. Walk to the pier, walk to the beach, walk to 3rd St and 5th Ave! Relax at the pool. Assigned parking spot. Pets are not allowed per HOA. 90 day minimum
$9,995 per month
6839 Saona Ct, Naples, FL 34113
Exquisite SEASONAL, fully furnished 3-bedroom, 2-bath plus den home featuring a bright and airy open floor plan. A 3-month minimum lease is required. The gourmet kitchen is perfect for entertaining. Throughout the home, plantation shutters provide added privacy and style. Step outside to enjoy the beautiful pool overlooking the water — the perfect setting for relaxation. Located in the gated
$9,120 per month
828 110th Ave N Unit SI ID1504175P, Naples, FL 34108
The advertised rate of $9,120/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 3, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$9,874 per month
851 108th Ave N Unit SI ID1504157P, Naples, FL 34108
The advertised rate of $9,875/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 8, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$9,585 per month
715 102nd Ave N Unit SI ID1504167P, Naples, FL 34108
The advertised rate of $9,586/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 10, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$9,500 per month
4041 Gulf Shore Blvd N Unit 1807, Naples, FL 34103
AVAILABLE ON May 1ST! Situated on the 18th floor, this 3-bedroom, 3-bath beachfront residence offers sweeping, uninterrupted views of the Gulf and sandy shoreline from every room. Perfectly positioned in the sought-after Park Shore community, The Savoy places you just steps from the beach and directly across from the boutiques, waterfront dining, and marina at Venetian Village.A
$9,500 per month
9123 Strada Place, Naples, FL 34108
Experience the best of Naples living at The Strada at Mercato. This beautifully appointed pied-à-terre is offered turnkey furnished and truly move-in ready.The open-concept kitchen and dining area feature granite countertops, stainless steel appliances, and pendant lighting over the breakfast bar. The inviting living room is filled with natural light and opens to a private balcony overlooking
$9,500 per month
1135 3rd Ave S, Naples, FL 34102
A rare residence available for rent annually in Naples Square. Enjoy the privacy and convenience of a single-family home in this spacious 2-story, 3-bedroom + den home with a private garage and all the perks of downtown condo living. Private entrance, with community pool deck and amenities at condo level make this a uniquely private unit. First floor features a spacious open living/dining area
$9,325 per month
510 106th Ave N Unit SI ID1387169P, Naples, FL 34108
The advertised rate of $9,326/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 9, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$9,088 per month
636 Broad Ave S Unit SI FL2-ID1259386P, Naples, FL 34102
The advertised rate of $9,088/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 1, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$9,000 per month
4964 Westchester Ct, Naples, FL 34105
Apply Online Now: Experience the perfect blend of comfort and luxury in this beautifully maintained, unfurnished first-floor coach home at Kensington Golf & Country Club. This spacious residence offers two bedrooms, a versatile den, and two bathrooms, all thoughtfully designed to provide a bright, open, and inviting living space. The modern kitchen features stainless steel appliances and
$8,583 per month
2680 Longboat Dr Unit SI ID1502605P, Naples, FL 34104
The advertised rate of $8,583/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 21, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$8,500 per month
400 Flagship Dr, Naples, FL 34108
Luxury Penthouse Living at Vanderbilt Beach Furnished 3 bedroom, 3 bathroom penthouse in Regatta with double car garage is just moments from the white sands of Vanderbilt Beach. Available April 1st for annual rental, this residence offers sweeping water views and exceptional privacy from its top floor vantage point. Light-filled living spaces with 9 ft ceilings is open to a large screened lanai
$8,428 per month
669 107th Ave N Unit SI ID1504183P, Naples, FL 34108
The advertised rate of $8,429/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 18, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$8,000 per month
14467 Manchester Dr, Naples, FL 34114
AVAILABLE NOW! Live the ultimate Southwest Florida lifestyle in this fully furnished 3-bedroom, 2-bath seasonal rental in the desirable Reflection Lakes community. This elegant home features an open floor plan with quartz countertops, stainless-steel appliances, custom cabinetry, and designer closets throughout. The chef’s kitchen flows seamlessly into a spacious great room—perfect for
$8,000 per month
2377 Ravenna Blvd Unit Seasonal, Naples, FL 34109
$7,995 total monthly price
11305 Longshore Way E, Naples, FL 34119
BREATHTAKING LAKEFRONT POOL HOME Available for RENT!Welcome to this beautiful home with panoramic views of the western sky in this desirable area of Naples and Southwest Florida. This spacious property offers a generous living space, providing ample room for comfortable living. Enjoy high ceilings, amidst open and inviting large entertainment areas to welcome you and your family.
$7,900 total monthly price
11 Bluebill Ave Unit 704, Naples, FL 34108
CAPTURE the SUNSHINE & BOOK NOW! - AVAILABLE MONTHLY! Enjoy RESORT STYLE
$7,900 per month
9219 Corfu Ct, Naples, FL 34114
AVAILABLE NOW! Luxury Seasonal Rental in Fiddler’s Creek.Experience the ultimate Naples seasonal lifestyle in this beautifully furnished top-floor coach home featuring peaceful lake views and desirable southern exposure in the prestigious Fiddler’s Creek community. This spacious 3-bedroom, 3-bath residence with a private 2-car garage offers an open, light-filled floor plan designed for
$7,724 per month
3100 Andrews Ave Unit SI ID1073507P, Naples, FL 34112
The advertised rate of $7,725/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 2, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$7,546 per month
596 93rd Ave N Unit SI ID1504158P, Naples, FL 34108
The advertised rate of $7,547/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 4, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$7,500 total monthly price
7032 Pelican Bay Blvd Unit Pelican Bay, Naples, FL 34108
AVAILABLE FOR SPRING 2026!
$7,500 per month
1 Bluebill Ave, Naples, FL 34108
Location!!! Two bed / two bath Vanderbilt Towers condo with access to Vanderbilt Beach and Delnor-Wiggins State Park. Located on the 6th floor. Tile throughout, spacious bedrooms, and marina views from large screened lanai. Enjoy a short walk to the beach. Convenient location to shopping, dining and entertainment as well! This condo is fully stocked with everything you could possibly need or
$7,500 per month
2150 Gulf Shore Blvd N, Naples, FL 34102
Apply online now: Nestled along the picturesque Gulf Shore Boulevard in Naples, Florida, Unit 609 at 2150 Gulf Shore Blvd N offers a serene coastal retreat. This 1,223-square-foot condominium, built in 1968, features two bedrooms and two bathrooms, providing a comfortable and inviting space for residents. The unit's elevated position allows for captivating views of the surrounding area,
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