Vacation Condo Rentals By Owner In Naples, FL

Nestled in the heart of Olde Naples, Residence 310 at The Mark on 8th offers a rare blend of luxury, location, and flexibility — including weekly rentals that make it an exceptional choice for your Southwest Florida escape. Steps from world-class dining, boutique shopping, and the sun-drenched shores of the Gulf of Mexico, this thoughtfully designed two-bedroom residence delivers the privacy and comfort of a private home with the polish of a five-star retreat.brbrThe primary suite is a true sanctuary — a plush king bed, Smart TV, and a beautifully appointed en-suite bathroom await after a long day on the beach. The split floor plan affords complete privacy for the second bedroom, outfitted with two queen beds and its own en-suite bath, ideal for family or guests. A sleeper sofa and hide-a-bed accommodate two additional guests with ease. The chef's kitchen is as stunning as it is functional, featuring top-of-the-line appliances and elegant finishes throughout. Step onto the private balcony and take in sweeping views of the resort-style pool deck below — your morning coffee has never looked quite this good.brbrResidents enjoy an impressive suite of amenities: heated pool and spa, sauna, outdoor grilling stations, fire pit, and a state-of-the-art fitness center. With a seven-night minimum stay, Residence 310 is perfectly suited for those seeking a refined, unhurried Naples experience. Come for the sunshine. Stay for everything else.

Olde Naples Luxury at The Mark | Walk to Beach + 5th Ave | Weekly Stays | Resort Pool & Spa

Naples, Florida, United States

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$115.25

*** Your Slice of Paradise Awaits — Isles of Capri, Naples, FloridabrNow Accepting Reservations for the 2027 In‑Season Monthly Rental (April 2027 is still available!)br*** Special rates available for off‑season months.brbr*** Waterfront Relaxation Meets Coastal LivingbrWelcome to your dream vacation escape in the highly sought‑after Isles of Capri—Located on the Gulf and surrounded by lush tropical gardens. This beautifully updated 2‑bedroom, 2‑bath first‑floor condo offers comfort, style, and tranquility in one of Southwest Florida’s most idyllic settings.brStep onto your screened‑in lanai or your private terrace and soak in stunning daily views of boats gliding along the Marco River on their way to the wide‑open Gulf waters. Dolphins, manatees, rays, and pelicans frequently greet visitors along the seawall—nature puts on a show for you every single day.brbr*** Resort‑Style Amenities Just Steps From Your DoorbrYour stay includes full access to the community’s impressive amenities:brbr* Olympic‑sized heated pool (sunshine nearly all day!)br* Jacuzzi/Hot tub—the perfect spot to unwind and enjoy sunsetbr* Fitness centerbr* Social hall, kitchen, office, & librarybr* Scenic promenade seawall for morning strolls and dolphin spottingbr* A friendly, welcoming community where you’ll meet people who return year after yearbrbrWhen the sun starts to set, grab a spot in the hot tub or out on the promenade seawall—this is where friendships happen.brbr*** About the CondobrThis beautifully maintained condo features:brbr*All on one level (no split‑level/townhouse layout)br*Elevator accessbr*Updated kitchen and bathroomsbr*Tile flooring in the kitchen and bathroomsbr*Carpet in the living room and both bedroomsbr*Screened‑in lanai + private terrace with waterfront viewsbr*High‑speed WiFibr*Central A/Cbr* Stylish, curated décor and artworkbr* Two comfortable king beds (with the master bed offering adjustable features)br* A peaceful, private first‑floor location and elevator access.br*1 dedicated garage stall brbrEverything has been thoughtfully selected to help you relax, recharge, and feel right at home.brbrThe condo is fully furnished and thoughtfully stocked with everything you’d want in a comfortable home away from home. Enjoy a well‑equipped kitchen (toaster oven, coffee pot, dishes, cookware, silverware, and more), cozy throw blankets, and all the essentials that make settling in effortless.brbr*** Location, Location, LocationbrYou’re perfectly positioned for convenience and adventure:brbr* 10–15‑minute walk to local restaurants, church, marinabr* 5‑mile drive to Marco Island’s beaches and diningbr* 18 miles to Naples—famous for world‑class shopping, golf, galleries, dining, and sugar‑white beachesbr* The Everglades are just a few miles away as well! It's quite an adventure on the airboat rides!brbrbrThis is the kind of place people fall in love with—and return to year after year.brbr*** Ideal RentersbrWe’re looking for guests who will treat this condo with the same care and appreciation we do. If you’re seeking a peaceful, relaxing stay—and perhaps a place to return to each year—you may be a perfect match.brbr*** Reserve Your Paradise TodaybrWhether you’re planning ahead for peak season or looking for a value‑packed getaway in the off‑season, this condo offers the perfect blend of comfort, convenience, nature, and coastal charm.brbrBooking requires application and background check done by the HOA/management company. brNo pick up trucks are allowed. No pets. No smoking.brbr*** Book now and make the Isles of Capri your home away from home.brYour piece of paradise is waiting!

WATERFRONT PARADISE-1ST FLOOR LUXURY 2/2 CONDO ON TROPICAL ISLAND-ISLES OF CAPRI

Naples, Florida, United States

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$411.89

Beautiful, 3/4 Bedroom, 2400 SQFT, 1ST floor (no stairs) condo in Fiddler's Creek Community. This unit overlooks the 10th hole of the Rookery Golf Course. Situated just minutes to the beautiful beaches of Marco Island and Naples, you will enjoy everything Southwest Florida has to offer. The master bedroom has 2 walk in closets, master bath with dual sinks, a soaking tub and large walk in shower. It also has a separate entrance to the large back lanai. Two additional bedrooms and a Den/Combo that doubles as a fourth bedroom. The condo also has Xfinity HD cable and WiFi included! Our two car garage is stocked with beach chairs and bikes for your use. When you're ready for fun at the pool, you can enjoy the local neighborhood pool just steps from your door or head on down to the main clubhouse for the two large pools with waterslides and multiple dining options. The amenities of Fiddler's Creek also include multiple tennis courts, a workout facility and spa. This will be your amazing home away from home! Fiddler's Creek Community has won multiple awards; Distinguished Emerald Club of the World, CBIA Sand Dollar Community of the Year, GolfWeek's Top 100 Best Residential Golf Course Communities, Southwest Florida Readers' Choice Award for Best Community.

PARADISE FOUND - RESORT STYLE LIVING IN FIDDLER'S CREEK

Naples, Florida, United States

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Exceptional(4)

$242.69

Located in the heart of Naples and just 1 block from the Historic 3rd Street South. You will find fine dining, boutique shops, and a weekly farmer's market. As if that wasn't enough the condo is only a few blocks from the beach and Naples Pier. Bonaire Club features a heated pool, clubhouse, ping pong, shuffleboard, Bocce Ball, and is a socially active community. Downtown Naples living at its best! This second floor corner unit with great light has been updated. Some updates include brand new flooring throughout, the entire unit has been painted, new plantation shutters, new furnishings, linens, and more. Sleeps 4 comfortably with a queen bed in the master, 2 twin beds in the guest room, and a pull out sectional sofa in the living room. One deeded parking included. On site laundry, gas grill, outdoor space. Available for short-term rental. 30 day minimum. No pets. $150 application fee through association which includes a background check and lease.

Downtown Old Naples 2 Bed - One block from 3rd Street & 4 blocks to the Beach

Naples, Florida, United States

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Exceptional(43)

$237.09

Beautifully updated 2 bedroom, 2 bathroom condo just outside of Lely Resort. Vaulted ceilings for a more spacious feel. High speed WiFi and 3 Cable Smart TVs with 200 cable channels. A quiet 3rd floor condo with a private, peaceful view from a lanai with a triple sliding door to open up to the living area. Fully stocked kitchen, and supplies ready for the beachbrLocation just 15 to 30 minutes away from many amazing white sandy beaches of Naples and Marco Island. Historic Naples and 5th Avenue with fine dining and shops just 15 minutes away or choose a walk to a very close restaurant or coffee house. Everglades City is just a 30 minutes drive. Within walking distance you will find Freedom Square that houses Publix Super Market, Fresh Market, Starbucks, Outback Steak House, Texas Road House, McDonalds, Chase Bank, Bank Of America and more.brParking is right near the elevator for convenience. The outside access elevator is just down from our entry door for easy access but you'll never hear that elevator!brWe have 2 bedrooms with comfortable queen size beds. Three televisions, one in each bedroom and one in the main living area.brWe have you ready for the beach with 5 beach chairs, beach towels, an umbrella and cooler for take along lunch, beverages and snacks and a wagon to pull it all!brThere is a washer and dryer in the condo guest bathroom for your use.brYou'll find a very well stocked kitchen for cooking and dining. 12 cup coffee maker and a K-cup coffee maker as well. Pantry usually has dry foods and snacks.brExtra paper towel and TP in the walk in closet or pantry. Pots and pans, plates, cups, towels and more!brEverything you need to relax and enjoy Florida sunshine, shopping and great food! But you may just want to enjoy the peace and quiet of this very comfortable condo!! Truly a place of escape on its own.

Marco Island Breeze in Naples

Naples, Florida, United States

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Select Dates for Price

Amazing location just 10 minutes from the beach and 5th avenue! Located on the first floor in newer, gated community built in 2017. Community pool and club house. Laundry room, full kitchen and attached 1 car garage! Bring your furniture and make it your own for your own extended stay here in the beautiful, sunny Naples, FL!

1st floor condo in gated community 10 mins from beach and 5th avenue-unfurnished

Naples, Florida, United States

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$217.56

Discover the beauty of Naples from our 2-bedroom condo in beautiful Heritage Bay Golf and Country Club. The condo offers a charming and perfect retreat for guests. With two lanais, one at the front entrance and one at the rear overlooking water and a beautiful par 3. It features a king bed in the master bedroom and a queen bed in guest bedroom, where you'll find comfort and relaxation. The condo features 2 bathrooms, Master with double sink and shower, and tub and shower in guest room. Additionally, there is an office space with a sofa bed for any additional guests. The kitchen has granite counter tops, and is well equipped with everything you need to make a great meal! Please note that we have made upgrades to furniture in the master bedroom, kitchen and family room in 2024 that are not yet seen in these pictures! New carpeting in both bedrooms and new A/C recently installed! brThere is also a full size Washer and Dryer, plus AC, and complimentary WiFi. A community pool is just steps away or you can choose to enjoy the resort pool which features a pool bar/restaurant and great entertainment regularly. ! If you prefer, Vanderbilt beach is just miles awaybrbrHeritage Bay is a wonderful community offering everything you need, from tennis courts, Pickle Ball, Bocce, a fitness center, pools, hot tub, clubhouse dining, and of course, golf. The 27 hole course is a beautifully landscaped and maintained Lewis-Azinger golf course, and is available for a $450 one-time membership transfer fee and $150 condo management fee. The clubhouse is just a short bike ride away.

2 bedroom/2 bath + Den in Heritage Bay. includes 27 holes of Golf!

Naples, Florida, United States

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$229.4

Ready for your Paradise life to start Welcome to Vanderbilt Country Club, a premier bundled golf community with a very active social life, multiple pools, dining, bocce, and so much more. This 2nd floor condo, situated in sought-after bldg. 10, has amazing full views of the 11th green, fairway and lake. Dead-end location offers extra parking with no through traffic & close proximity to the clubhouse and fitness center. Neutral colors with open floor plan, eat-in kitchen, pantry, and separate split guest bedroom. This unit offers easy access to a challenging impeccably maintained golf course. Whether you prefer 5-star dining, the Terrace Cafe by the pool with Island music and libations, or a casual bar for sports and lighter fare, it is all at your back door. Massage, PT, newer gym, tennis, dancing, themed events, are just a sampling of the many activities offered at Vanderbilt. This rental includes golf for monthly rentals ($500 Membership transfer fee applies).

Two Bedroom at Vanderbilt Golf and Tennis Country Club

Naples, Florida, United States

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Exceptional(4)

$305.06

This home is very spacious and easy to live in space with kitchen open with large island and comfy backed stools and open to the living room, dining area and view out to the screen in sitting area and heated pool. Everyone can gather together but have sitting space to commune separately as well. Kitchen fully equipped and also has walk in pantry. Master and first guest bedroom both have ensuite baths. 3rd bedroom with queen and 4th bedroom with 2 sets of bunk beds share a full bath with tub/shower combo. Relax in the pool or sit pool side under cover of shade while also viewing out over the large lake view adjacent to this home. All tile flooring, separate laundry room with full size W/D. 2 car garage where all of the beach equipment is kept as well. This is a gate community of homes and townhomes. Be certain to view the pics of all the amenities ie, fitness center, bocce ball, tennis, playground and community pool.

2026 winter will rent Jan and Feb or 3 full month, no single mths due to R&R/mgt

Naples, Florida, United States

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$559.55

850 Central is an exclusive boutique condominium residence featuring this fully-furnished 2+Den, 2 Bath unit located on the pool deck level. The building is located on the corner of the New 8th Street corridor and Central Avenue, you can walk to the beach, shops, and restaurants of 5th Avenue South and Downtown Olde Naples. Two separate common areas include an interior pool deck with individual cabanas as well as a rooftop outdoor patio with grills and seating. Available for seasonal or annual rental. (rates may vary contact for more details).

Modern New Condo Close to Beach

Naples, Florida, United States

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Exceptional(21)

$214.57

Cozy and clean, 2 bedroom and 2 bathroom (end unit) condo next to the pool. Conveniently located just 10 minutes from Naples and Marco Island beaches as well as the ferry to Key West. 90 minutes from Miami. Walk to Rookery Bay Estuary, dining and shopping. All one floor with front door parking. 65 4K Ultra High Def TV, high-speed internet, and USB charging ports throughout home. Screened lanai for bug-free outdoor relaxation. Well equipped kitchen, large closets, and great water pressure.

Cozy 2 bedroom minutes from the beach and Marco Island!

Naples, Florida, United States

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Exceptional(2)

$159.1

Spacious 2 bedroom / 2 bathroom condo on the top floor, elevator accessible. Gorgeous view from the lanai overlooking the 9th tee box. brAll furnishings are brand new. High quality, brand new, linens are provided for guests. Newly remodeled bathrooms and kitchen with LG appliances and convection oven. brMaster bedroom on-suite includes King size bed with 'his' and 'hers' closetsbrGuest bedroom includes two Full-size beds with direct access to full bathroom and closet.brVanderbilt and Bonita Spring Beach located within 2miles of the property. Walking distance to Gomez Tennis Academy. br

North Naples Updated and Spacious Condo on Imperial Golf Course

Naples, Florida, United States

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Exceptional(8)

$313.58

DIRECT BEACH ACCESS!! LIMITED AVAILABILITY..... Relax on the lanai and listen to the Gulf as though you are sitting directly on the beach! This spacious and beautifully Renovated 2 bedroom, 2 bath condo on Vanderbilt Beach is a top floor condo offering Breathtaking views of the Gulf. brbrThe large balcony is a wonderful area to take in the warmth of sunny days while relaxing in the evening to spectacular sunsets, cool ocean breeze, and the calming sound of the waves. brbrThe condo features new quartz marble counter tops, new stainless steel appliances, updated bathroom, ceramic tile throughout the main area's and more. brbrSwimming pool, outdoor area, landscaped grounds and bicycle storage are all available to you at no additional charge. The unit is accessible by elevator and comes with parking spot.brbrThe condo is well maintained and pristine and comes equipped with all the essentials you will need during your visit. Washer dryer in the unit along with the necessities for the beach- umbrella, beach chairs, towels and a cooler.brbrA short stroll down Vanderbilt Beach will bring you to the Turtle Club or Baleen in La Playa for dinner and the nearby Mercato offers lots of great things to do, including shopping, restaurants, and a movie theater. brbr*** References available upon request ****brbrAs it has been noted:br “Sometimes the most productive thing you can do is relax.”br

Spacious & Simply Gorgeous! Limited-Time Apr–Nov Beachfront at Vanderbilt Beach

Naples, Florida, United States

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$574.74

Best Beachfront Views with 2100 sq ft of living space and a wrap around balcony. Beautifully decorated living room, full dining room, kitchen and bedrooms with a casual luxury nautical vibe. Hardwood floors, granite counters, stainless appliances. laundry room. Short walk from this central Naples location on Gulf Shore Blvd. to Venetian Village shops and restaurants. 5 min drive to 5th Avenue, movies, mini golf. Esplanade amenities include tennis, pickle ball, golf practice tee, shuffleboard, beachfront pool, hot tub, and fireplace. Relax and enjoy paradise!

Gorgeous Gulf view from spacious Park Shore condo with outstanding amenities

Naples, Florida, United States

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$573.5

Welcome to the luxurious Naples Continental Club! This 6th floor condo includes a kitchen, 2 new full bathrooms and hardwood floors as well as 2 bedrooms.brbrThe upscale Naples Continental Club's completed a major renovation in Spring 2025 to include newly decorated lobby and first floor common areas, pool, fitness room, library and courtyard area. brbrThe 6th floor overlooks miles of white sandy beach and panoramic views of the Gulf of Mexico from your private lanai. The NCC pool is located just steps from the beach. The unit is furnished with a 65” inch Smart TV with cable, wireless internet and split bedroom floor plan for privacy. Each bedroom includes a private bathroom.brbrLOCATION! LOCATION! LOCATION! This beachfront building is located ½ mile from dining and shopping at Venetian Village, 4 miles from downtown Naples’ famous 5th avenue shopping and dining district and Mercato and Waterside shopping and restaurants are also nearby. brbrThe Naples Continental Club also includes additional resort style amenities such as Gas BBQ grills, shuffle board, fitness room, library, social/game room with billiards table and 2 shared laundry facilities on each floor. Each condo is assigned one parking spot and guest parking is also available. Condo association also offers social events such as happy hours, book club, mah johg groups and more. (updated photos of property coming soon)brbrHomeowners Association Application required with $100 non-refundable fee (21-day approval process). Lease agreement must also be signed prior to VRBO approval (required by HOA).brbrMarch 6-April 6, 2025 is currently available. May be able to provide a little flexiblity on arrival/departure date but 30 day lease is required.brbrVacation paradise awaits you at the Naples Continental Club!

Continental Club Beachfront condo!

Naples, Florida, United States

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$274.91

Steps to the pool plus all new resort style pool and clubhouse! Come and play Golf (tee time needed in advance) or pickle ball, tennis, happy hour.,, there’s tons of activities at the club. Great location, quiet. Close to shopping. 10 mins to beach. Enjoy 2 bedrooms with a king and queen beds, 2 bathrooms with a shower and bathtub, and an open living room w room to crash. Kitchen with nook and counter, dining room! brWasher/ dryer, WiFI and more. We have it all! Pots and pans, kuerig, baking utensils, you can COOK (if you want to)! brPlus you can enjoy the newly renovated Countryside Country Club with all new restaurants and amenities. There’s an outdoor/indoor bar/restaurant at the resort style pool, State of the art workout gym. Or hang in and relax on the lanai in the tranquil surroundings, Make the most of your stay in Naples. We hope you enjoy what our place and all Naples has to offer.

Immaculate Naples Condo 2 bedroom 2 bath Countryside Golf and Country Club.

Naples, Florida, United States

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Select Dates for Price

Two-bedroom, two-bath, split masters with 25-ft. Screened-in lanai overlooking beautiful Naples Bay. Small enclave just blocks to the gulf and 5th Avenue and all-things-Naples. Amazing dining, shopping, entertainment all within walking distance of this unique property! Pool, hot tub, bikes and b-be-q for your entertainment needs! Fully-equipped kitchen and handy separate bar! Location is amazing and so convenient to some of the best dining in the country!

Gorgeous condo just blocks from downtown Naples, FL on Naples Bay!

Naples, Florida, United States

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$140.8

Step into an open-concept living space filled with natural light and soothing neutral tones that reflect the tranquil lakefront views. Lake view with operating fountain. Water sounds can be heard from the lanai. The kitchen is fully equipped, and the space flows into a dining area and a cozy living room that extends seamlessly to a screened lanai ideal for enjoying morning coffee or unwinding in the evening.brbrBoth bedrooms are generously sized, each featuring a private bathroom and ample closet space. A full-size in-unit washer and dryer add to the everyday convenience. Wall-mounted Murphy bed provides flexible sleeping space.brbrFeaturesbr• Master: Queen bed | Guest: Two Twin XL bedsbr• Wall-mounted Murphy bed provides flexible sleeping br• Open-concept living/dining with lake viewsbr• In-unit washer & dryer – no laundromatsbr• Fiber Optic Internet - Wi-Fi + Smart TV for relaxing evenings - Summit Broadband TV Ascend Channel lineup Wi-Fi + Smart TV for relaxing eveningsbr• Fully equipped kitchen with coffee maker and essentialsbr•Aquasana Under Sink Water Filter System - Under Counter Claryum Filtration for Kitchen - 3-Stage Max Flowbr• Screened lakefront lanai – perfect for winding downbr• Peaceful, quiet neighborhood great for rechargingbrbrCommunity Amenitiesbr• Heated lakeside poolbr• Spa / Jacuzzibr• Lush landscaping & walking pathsbr• One assigned carport and guest parkingbr• Sundeck with lounge chairsbr• Clubhouse with kitchenette, books, TVbr• Wood-burning BBQ grillsbrbrLocation Highlightsbr• Less than 10 minutes to Vanderbilt Beach and Delnor-Wiggins Pass State Parkbr• 5 Minutes from NCH North Naples Hospitalbr• Close to Mercato, Waterside Shops, Walmart, Publix, and Seed to Tablebr• Surrounded by golf, nature preserves, parksbr• Easy access to I-75 and central Naples attractionsbrbrBooking Detailsbr• Minimum stay: 30 days (HOA rule)br• Discounts for multi-month staysbr• Cleaning fee & security deposit requiredbr• No pets | No smokingbr• HOA approval requiredbrbrWhether you're here for a medical assignment, seasonal rotation, or simply a relaxing vacation, this quiet North Naples condo offers a safe, comfortable, and convenient home base—just minutes from your workplace or the beach.

Welcome to Your Perfect Florida Getaway North Naples No Smoking No Pets

Naples, Florida, United States

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Exceptional(2)

$158.03