Home Vacation Condo Rentals By Owner In Naples, FL

Showing 1340 Of 1763 Vacation Rentals
Slider Thumb

$416.25

/ Nightly
Condo

Luxury Penthouse Condo with Medallion Golf Membership at Tiburon Ritz-Carlton

Naples, Florida, United States

Combining golf resort amenities with the comfort of a private home, this spacious three bedroom and two bathroom condo offers the best of both worlds for your ideal vacation. brbrThis condo rental includes a Medallion Golf Membership, which allows you and your family (your spouse and children living at home and under the age of 22) all Tiburon Golf & Country Club and the Ritz-Carlton Golf Resort privileges including:br- golf for cart fee only for you and your family (spouse and children living at home and under the age of 22)br- reduced golf fees for guests br- 20% discount at The Ritz-Carlton restaurants and Sydney’s Pub at Tiburonbr- Access to the Tiburon Golf Club practice facilities and fitness centrebr- Use of the Tiburon Golf Club shuttle to Vanderbilt Beach (operates in high season only)br- Access to the Ritz-Carlton pool - Unfortunately the pool at the Ritz is closed for renovation from August 2020 to April 2021. However, they have arranged for Tiburon golf members (and therefore you when we transfter the membership to you during your stay) to have access to the Hyatt Regency Coconut Point facilities during this time. The Hyatt Regency Coconut Point facilities are described as the largest resort poolscape in South West Florida. They have 3 acres of water attractions including a meandering lazy river, 5 waterslides and a tranquil adult only pool and hot tub. They also have a kid-friendly waterfall pool plus a family favourite adventure pool and splash down pool. brbrAccess your 3,000+ square feet of luxury (including 2500 sq. ft under air, 665 sq. ft. lanai and balcony) via a convenient private elevator. Enter into your private formal foyer and be drawn in by the views to the outdoors. brbrThis condo's open concept floor plan which is perfect for entertaining. brbrThe modern and well equipped kitchen is fitted with granite counter tops, stainless steel appliances, an island and convenient breakfast bar. The kitchen is open to the family room, and also features a pass through to the dining room, so you are never far from your guests. brbrThe large and comfortable family room has an entertainment centre with a large television (cable and Netflix included) and sound system (with in ceiling speakers throughout the main living space, lanai and master bedroom). The family room offers access to the front balcony, the perfect place to enjoy your morning coffee. brbrThe dining room is open to the living room and leads to the spacious lanai that spans the back of the condo. With lounge seating and separate dining area, this lanai is perfect for day time or evening relaxing and entertaining. With tropical plants as well as views of the nature preserve and the beautiful Castillo fountains, this unit's lanai is among the largest, most private, and inviting in Castillo. You're sure to spend a lot of time there! brbrThe large master bedroom has convenient lanai access and a television discretely enclosed in an armoire. The king bed features independently adjustable left and right sides for the ultimate in comfort. The master ensuite features a large walk-in closet, luxurious soaker jet tub, glassed shower, double vanities and toilet closet. You'll feel pampered in this spa-like master bath!brbrThe second and third bedrooms, along with the second bathroom and laundry facilities, are privately situated in another wing of the condo. The second bedroom has a king bed and wall-to-wall closets. The third bedroom has a queen bed as well as a TV and desk, providing convenient office space. Your family and guests will be very comfortable here!brbrThe condo includes access to the exotic Castillo pool with spa hot tub, splash pad, lounge chairs, restrooms, and BBQ facilities. This is just a very short walk from the condo. brbrThis condo is located within the Castillo development within the Tiburon community. Tiburon is a 800 area community managed by the Ritz-Carlton and is located at the corner of Airport Pulling Road and Vanderbilt Beach Road. The Tiburon community consists of condominiums, villas, single-family homes and estates as well as the Tiburon Golf & Country Club and the Ritz-Carlton Golf Resort. brbrThe Tiburon Golf Club at the Ritz-Carlton features two 18-hole Greg Norman designed golf courses. Tiburon is home to the LPGA Tour's CME Group Tour Championship and the PGA Tour's QBE Shootout. It is consistently rated among the top 20 golf facilities in Florida by Golf Digest and GOLF Magazine. brbrThis condo is ideally located in North Naples with close proximity to Vanderbilt Beach Park. Vanderbilt Beach offers a wide gorgeous white sand beach and restroom facilities in a prime location near upscale hotels. Enjoy Florida's sunny skies and warm weather at this famous beach park! brbrJust minutes away is the popular Mercato, North Naples' scene for shopping, dining and entertainment. Featuring a movie theatre, concerts, and other events, there is always something happening at Mercato! Offering the latest fashions from Nordstrom Rack, Tommy Bahama, and many other fashion retailers, you are bound to find the perfect new outfit. Dine at AZN, Capital Grille, Burntwood Tavern, and many other restaurants. Stock up on groceries at Whole Foods or get social at the famous Blue Martini or The Hampton Social. brbrYou'll find that this condo is centrally located to everything that you need during your stay in Naples. Visit the upscale Waterside Shops or the famous Miromar Outlet Mall. Publix, CVS, Walgreens, HomeGoods, Lowe's, Bed Bath and Beyond, and Saks Off Fifth are also nearby. brbrThis condo is also just a short drive to the charming boutiques, galleries, courtyard gardens and restaurants of Naples' famous Fifth Avenue and Third Street South. Taking a stroll along the streets and avenues of Historic Downtown Naples is a must.brbrEnjoy some culture at Artis-Naples, the premier destination for the visual and preforming arts in Southwest Florida. Featuring the Naples Philharmonic,The Baker Museum, and more, there is something for everyone. The Naples Zoo and Naples Botanical Gardens are also great family destinations. brbrOther features of this condo include a gated access staffed by professional and friendly security personnel, linens and towels provided, private 420 sq. ft. two car garage, guest parking, cable, Netflix, DVD player, stereo system with in-ceiling speakers, and unlimited WiFi.brbrYou'll love your stay at The Haslam's Castillo Condo at Tiburon. We're looking forward to having you!brbrKellie & Doug HaslambrbrHOUSE RULES:brbr1. Monthly, Seasonal, or Annual rental availability.brbr2. Tenants must be approved by the Castillo Condominium Association before a booking can be finalized. Tenants will be required to complete an electronic evaluation form for review. The cost to conduct the evaluation is $100 per person or married couple. No charge for children. The tenant is responsible for the cost of this process. brbr3. If the rental includes golf membership, tenants must pay a $500 fee to transfer golf membership.brbr4. Tenants must read and agree to the Castillo Rules and Regulations. These rules include, but are not limited to:bra) No pets. brb) Children under 12 shall be under the direct control of a responsible adult. (Please note that children are welcome in our home, however please note that the condo has not been baby/child proofed. Please take care to ensure your child's safety.) brc) No loud noises (music, etc.) particularly after 10pm or before 9am. brbr5. Absolutely no smoking in the condo or on the lanai. brbr6. Please be quiet and respectful of golfers in play. The golf course is strictly off limits unless you book a tee time through Tiburon Golf Club.brbr7. Castillo Pool Rules are posted and include a strict no glass policy. Please use plastic or cans when taking food or beverages to the pool or BBQ area.brbr8. We ask that you please treat our home and our neighbors with the same level of respect you'd hope to receive.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(1)

$206.98

/ Nightly
Condo

New Listing Discount! Beach Walk - Directly across the street from Vanderbilt Beach!

Naples, Florida, United States

Welcome to Gulf Shore, a stunning 3-bedroom condo located in the heart of Naples, Florida. This beautifully appointed bayfront property offers a perfect blend of comfort and style, making it an ideal retreat for families or groups of friends seeking a memorable getaway.brbrWith a spacious layout of 1,300 square feet, Beach Walk comfortably accommodates up to 6 guests. The condo features three inviting bedrooms and two well-appointed bathrooms, ensuring ample space for relaxation and privacy. The ambiance is bright and airy, enhanced by tasteful decor and modern furnishings that create a welcoming atmosphere.brbrOne of the standout features of this property is its unbeatable location—directly across the street from the pristine Vanderbilt Beach and Wiggins State Park, where you can soak up the sun or enjoy a leisurely stroll along the shore. brbrInside, the condo boasts a fully equipped kitchen, perfect for preparing delicious meals during your stay. The living area is designed for comfort, featuring cozy seating and a flat-screen TV for your entertainment. Step outside to enjoy the outdoor space, where you can unwind with a morning coffee or evening cocktail while taking in the pleasant Florida weather.brbrGulf Shore also prioritizes your comfort and safety, providing essential amenities to ensure a worry-free stay. With its bayfront setting & beach access this condo is the perfect choice for your next vacation. The vibrant local area is filled with attractions, including upscale shopping, dining, and entertainment options, all just a short drive away.brbrDon't miss out on the opportunity to experience the best of Naples—book your stay at Beach Walk today!brbr​​​​​​​Local house attendant on Call during your stay!brbr$150 Condo App Fee
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(1)

$428.58

/ Nightly
Condo

Naples/ Parkshore 2 bedroom/2 bath condo with garage. Less than 1 mile to beach.

Naples, Florida, United States

. Charming Lakeview Pines Condo – Walk to the Beach!brAvailable November 2025 | Fully Furnished | Short or Long-Term LeasebrbrThis beautifully remodeled 2 bed / 2 bath condo with a 1-car garage is located in the highly sought-after Lakeview Pines, a serene 20-unit community nestled among lush landscaping and a peaceful pond. The entire exterior of the complex has also been recently updated, adding to its charm and curb appeal.brbrInside, the condo features an inviting glass-enclosed sunroom with tranquil pond views — the perfect spot for morning coffee or evening relaxation. Enjoy the convenience of an attached garage with room for a second car in the driveway.brbrLocation Highlights:br • Just a 2-minute drive or 5-minute walk to the beachbr • 1 mile to Park Shore Beach (Beach pass included – with restrooms and free parking)br • 1 mile to Waterside Shops & Diningbr • Minutes to Old Naples, Mercato, Artis–Naples, and PublixbrbrCommunity Amenities:br • Sparkling community pool with restroomsbr • Peaceful community lakebr • Small, quiet community of only 20 residencesbrbrRental Details:br • Available November 2025br • $7,000/month for October, November, and Decemberbr • $11,000/month for January through Aprilbr • Includes cable, internet, and electricitybr • First month’s rent required as a depositbr • Flexible lease terms – short or long-term stays welcomebrbrDon’t miss this opportunity for a perfectly located, turnkey condo just steps from the beach — your ideal seasonal retreat or full-time residence in the heart of Naples.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(8)

$191.12

/ Nightly
Condo

Beautiful 3rd Floor Condo, 27 Holes Golf, Resort Community

Naples, Florida, United States

Herritage Bay is a pristine golf development. The championship golf course offers 27 challenging holes designed by Gordon Lewis and Paul Azinger. The course and community are nestled in a tranquil nature preserve with numerous lakes and palm trees. The fully furnished 3rd floor condo will give you a fantastic view of the beautifully manicured 16th hole. Watch the golfers or the wildlife in the pond from the screened-in lanai or large bay windows of the dinette. Or read the newspaper and watch free cable TV in the nicely decorated spacious living room.br brThe Kitchen is loaded with modern stainless steel appliances, elegant counter tops and cabinetry, and tile throughout. The luxury condo will provide you with all the comforts of home including internet access, a washer and dryer, master and guest bathrooms, walk-in closet and cozy Floridian living room. The kitchen is well equipped for all your cooking needs. A large locked storage unit is located just down the hall from the condo unit so bring your bikes, golf clubs and swim toys. There are no stairs to climb with easy elevator access to all floors. br brTake it easy at the pool located just across the street from the condo or if you prefer to indulge in some physical activity take a long walk or short bike ride to the CLUB HOUSE! Here you will find a grand pool with hot tub, state of the art fitness center, aerobics room, tennis courts and of course the awesome golf course. The instructors and pros are there to help you.br brThe beautiful beaches, fantastic restaurants, quaint shops, numerous outlet malls and airport are only minutes away. Come and enjoy all that south Florida and Naples has to offer from this luxurious golf community. The longer your stay the better the BARGAIN! brbrbrKeywords: Condominium
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(8)

$628.31

/ Nightly
Condo

A resort property with plenty of amenities and close to downtown Naples

Naples, Florida, United States

Welcome to Naples Bay Resort. This greatly appointed and beautifully decorated cottage is located in the heart of everything Naples has to offer. Enjoy the fully renovated property. Stay on property and enjoy all the amenities including a resort pool and lazy river, paddle boards and bikes, access to boat rentals, gym and community club. Venture out in Naples only minutes away and experience all the shopping restaurants and our white sand beach. Naples Bay Resort has everything you need, don't know what to do let us help you find the right things and the right places to go. (Please contact the host for fee rates if booking for lessthan 1 month.) Check out everything the resort has to offer:brbrAMENITIES & SERVICESbr5,000-square-foot resort poolbrNaples Bay Club - Wellness complex featuring 5 heated poolsbrLazy riverbrFamily pool & waterfallbrAdult-only poolsbrPool barbrCabana rentalsbrConcierge ServicesbrFull-service spabrTennis centerbrTechnogym/Peloton Fitness FacilitybrBarre studiosbrBusiness centerbrMeeting rooms & elegant event spacebrWireless Internet access throughout the resortbr4 onsite restaurantsbrBoat rentalsbrKayak & paddleboard rentalsbrBike rentalsbrCharters for fishing & sunset cruisesbrGift shopbrDry cleaning servicebrResort shuttle to/from Downtown Naples & Naples BeachbrResort shuttle between hotel & Naples Bay Club complexbrComplimentary pool chairs, towels, & umbrellasbrSelf & valet parkingbrADA accessiblebrTopgolf Swing Suite
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(79)

$440.04

/ Nightly
Condo

Beautiful Naples Condo Regatta @ Vanderbilt Beach. Newly redecorated.

Naples, Florida, United States

Your vacation residence is on the 3rd floor overlooking the beautiful recreational pool at Regatta. Over 1600 sq ft of living space, including a screen-in lanai which is accessible from both the living area and the master bedroom - ideal for dining or lounging. 3 bedrooms and 2 full baths. Master bedroom has a new King size bed, flat screen HDTV, walk-in closet with storage and drawers, dual sinks and a stall rain shower. Second bedroom also has en suite full bathroom, queen size bed and HDTV. Third bedroom contains two twin beds, dresser, nightstand and closet. Dining room table capacity is 6 with 5 further barstools around the kitchen counter. Kitchen is beautifully appointed with marble countertops and stocked with everything a cook requires. Free high sped internet with wi-fi. Washer/dryer in unit. Beach chairs and beach towels also provided. Enjoy coffee in the morning and cocktails in the evening while taking in the beautiful views from the lanai.brbrRegatta is a luxury, gated resort community at Vanderbilt Beach in Naples FL. across from the 5 star Ritz Carlton Naples Beach Resort. Regatta's main swimming pool area features lounge chairs, a waterfall, spa/hot tub and adjacent fitness center. A pool side tiki hut with complete kitchen, ice maker, and two gas grills are available and is used often for happy hour events in-season. Regatta is a short two block walk from award winning Vanderbilt Beach which features chair/umbrella rental, private cabanas, changing/restroom facilities, and a beach store for your food/beverage/sunscreen needs. Enjoy the renown sunsets over the Gulf when an old bell is rung at the moment the sun sets under the horizon. Water activities available nearby include parasailing, jet skiing, boating, and charter fishing. Naples offers several excellent semi-private golf course choices but advanced reservations are highly recommended in season. Grocery shopping options include Whole Foods, Trader Joe's, Fresh Market and Publix all nearby. High-end shopping includes The Waterside Shops (3 miles) as well as the boutiques of Old Downtown Naples (8 miles). Only one mile away, is the newly finished Mercato development which offers high end shopping and multiple dining and nightclub options as well as the Silverspot luxury movie theater complete with reserved leather seating and restaurant/bar service. brbr
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(8)

$601.39

/ Nightly
Condo

Regatta - Vanderbilt Beach Views - Private Garage - 11th Floor.

Naples, Florida, United States

Beautifully furnished three bedroom, three full bath condominium located on the 11th floor of the Regatta with Spectacular views of Vanderbilt Bay, the Gulf of Mexico, and Sanibel Island to the North from the screened lanai. The Regatta is a gated community and is situated on Vanderbilt Bay across from the Ritz- Carlton and is a short stroll to the pristine white sandy beaches. The gated community offers a gorgeous lagoon pool with waterfall feature, a lap pool overlooking the bay, full clubhouse with barbecue, fitness Center and a spa hot tub.brbrThe condo's completely furnished with Tommy Bahama Style furniture and includes four televisions, cable, phone and internet service. Unique to this condo is an Enclosed Garage Space which adds lots of extra storage space and the opportunity to have use of a Large Boat Slip and lift with long term rental. Within a short walking distance is Vanderbilt Beach, the Ritz-Carlton, the La Playa Hotel, shopping, restaurants and the Silver Spot Cinema. Downtown Naples with 5th Ave and 3rd Streets is only a ten minute drive south. brbrPlease be advised that during high season a minimum of one month rental is required. Month consists of first of the month to last day of the month. Mid-month to mid-month rentals will not be considered.brbrPlease call for more details.brbrView our virtual tour under the rate information.brThank You!brbrAmenities:brGated CommunitybrTwo Pools - Lagoon Style and an Adult Lap poolbrFitness/Workout FacilitybrSteps to the BeachbrPrivate GaragebrInternet Access brBoat Dock AvailablebrSpa/Hot TubbrBarbecue AreabrShopping and Restaurants NearbybrbrCall for any Questions on availability or rates.brbrKeywords: High Rise Condominium, Condominium
Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(3)

$239.12

/ Nightly
Condo

PELICAN BAY Close To Pool/Beach/Shopping/Fitness/Pickleball/Lakefront

Naples, Florida, United States

FOR 2026/27 PEAK SEASON MINIMUM 4 MONTH BOOKING REQUIREDbrWelcome to our second-floor 3-bedroom, 3-bath condo with a den and an attached garage. It is located in L'Ambiance of Pelican Bay. It has a wide open south view of a water feature with fountain and the mstrbdrm overlooks a waterfall feature. It is feels very airy and spacious with 10' ceilings and the living room has a full wall of double sliding doors to the lanai. Kitchen appliances and washer/dryer are new. Our condo is at the end of a quiet cul de sac and freshly painted with California shutters on all the windows. The community pool, pickleball, fitness centerwith hot tub and shopping including groceries, drug store, restaurants, bank etc are within walking distance. The beach is a short shuttle/bike ride or a 3 minute drive away. brAs a guest at L'Ambiance you enjoy full access to all the amenities of Pelican Bay including 18 tennis courts, 20 Pickleball courts, tram to the 2 1/2 miles of private beach through pristine mangroves, beach chairs, beachside restaurants & bars, kayaking, and biking along a 2.5 mile scenic trail. Kayaking, fishing & boating are all close by. brWe are within walking distance to the full service multimillion dollar community centre, including a fitness centre with free weights, weight machines, treadmills etc along with yoga and pilates classes. There is also a wellness studio that offers massages and other treatments along with a business center. We are also within walking distance to all the shopping and dining at the MERCATO. Feel free to reach out at 239 450 8274 with any questions. brNaples offers shopping and restaurants galore in a tropical paradise...
Bed 3

Bed

Bath 3

Bath

Sleep 7

Sleeps

Slider Thumb
Exceptional(13)

$283.45

/ Nightly
Condo

2 Bedroom 2 Bath- 5 min walk to beach-2 Kayaks-Bicycles BALCONY

Naples, Florida, United States

Vanderbilt Beach, Perfect location steps to beach and great access to stores/restaurants. Recently Remodeled Kitchen and both bathrooms, 2 bed/2 FULL bath corner balcony unit 1350 sqFt.brbr-- March 2026 Available -email for options --brbr Vanderbilt Beach out the back door of our building along state park (4 minute walk). I provide beach trolly to hold beach chairs, umbrella, coolers etc. brI provide 2 new kayaks on a rack directly at the kayak launch just steps from the building. I provide everything needed (kayaks, paddles, life vests and Yeti coolers)-see pics for water trail to the gulf. Watch your grandsons launch kayaks and paddle around the harbor from the balcony. brbrAlso provided are two bicycles (mens/womans) to explore on land. brbrEnjoy the beach during the day, relax by the Pool and watch a beautiful beach sunset without getting in a car. Tons of shopping (Whole Foods, Trader Joes, etc) and restaurants just a 5 minute drive away. brbrbrNEWLY Remodeled Kitchen brRent this 2 Bed and 2 FULL bath beautiful Vanderbilt Towers II condo. The newly remodeled condo now offers granite counter tops in both the kitchen and bath area. New kitchen cabinets and tile flooring. Yacht basin views, we are located at Gulf Shore Drive and Bluebill, private, very quiet corner unit, gated community with 24 hour security.brbr* Enjoy the beach during the day, relax by the Pool and watch a beautiful beach sunset without getting in a car. We are a very short distance to all the fabulous Restaurants of Naples.br** Steps to the beach and a leisure walk to LaPlaya, Ritz Carlton resorts and other fine restaurants. Vanderbilt Towers 2 offers a sunny pool until the afternoon, an on-site Manager to help you in case of trouble and free parking.br***2 televisions // 58 TV in the Living Area and 33 television in the master bedroom//.br***** With High Speed Internet (download movies in 3 minutes 25mb/sec).brbrbr---Any Questions dont hesitate to reach out!!br----Rent two months and savebrNo Pets
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Home Most popular vacation rentals in Naples