
Condo holiday rentals in Old Naples
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Top-rated condo rentals in Old Naples
Guests agree: These condos are highly rated for location, cleanliness and more.

Park Shore Resort Modern Top Floor 2 Bed 2 Bath
You have found THE BEST condominium in Naples! This wonderful and tranquil get-away is set in a tropical paradise in the heart of Park Shore. A modern 2 bedroom, 2 bath with one king bed, two twin beds and one sofa bed, sleeps 6 people. This top floor unit with elevator gives you a breath-taking view over a beautiful resort which offers heated pool, tennis, pickleball, and poolside restaurant Hogfish Harry. The beach is only a mile away! Let us welcome you to your own personal piece of paradise!

Lely Greenlinks Golf Resort Luxury Condo
This beautiful and spacious 2-bedroom, 2 bath condo is luxurious, impeccably clean, well-stocked - and perfect for your next vacation getaway! Greenlinks Golf Resort is situated within the prestigious Lely Resort Golf & Country Club in Naples. It is just a two minute walk over to the clubhouse where you can tee off on the Lely Flamingo or Mustang golf courses. Ideal central location between downtown Naples and Marco Island, you are just 15 minutes from downtown or beaches in either location.

Lush tropical 1st floor getaway in Naples
Whether you're looking for a family-oriented or quiet, romantic vacation, we've got you covered! Our unit is tucked away at the south end of our complex where the trickle of the waterfall outside your lanai is the perfect backdrop to enjoying your morning coffee or perhaps a vacation cocktail! Our unit is completely remodeled in an updated coastal-chinoiserie style that is a combo of classic and contemporary, but also livable (we have two young children). Perfect backdrop to your time in SW FL!

FUN AT THE BEACH
2024 Beautifully Remodeled Unit! Located 1 block from Naples Pier( to be rebuilt)and 3rd Ave Famous Dining and Shopping. Private entrance to unit with designated parking. The pool is outside your door for easy access. The unit provides a master suite with a king mattress and the extra room has 2 twins that can convert into a king. Please request upon booking. A laundry facility is located on the premises. Kitchenette provides cooktop and microwave/convection oven & a small refridgerator.

Sea Shell Villa 1
Your will be close to everything when you stay at this centrally-located villa. Our villa is fully upgraded. Has a full kitchen, 1 bedroom with a queen bed and laundry room with a full size washer and dryer. There is a great variety of restaurants and shopping just minutes away. In just 15 minutes you can be at the famous Naples pier for a fun day at the beach. We also have Marco Island, which is one of the top beaches in the world, just 20 minutes away. We do not offer snorkeling gear.

LeMalo, Olde Naples Condo, walk to Beach & 5th Ave
Downtown condo with walking distance to 5th Ave S shopping, dining, and the beach!Just 6 blocks from the Gulf of Mexico, about 7 min walk, this 1 bedroom / 1 bathroom weekly rental with a dedicated parking space is ideal for travelers who enjoy tennis, the arts, fine dining, and the beach. Le Malo has a coastal chic feel featuring a cozy living room, a king size bed in the bedroom, and a full bath. Enjoy the famous Naples sunsets just by looking down the street in this prime location condo!

NEW! ONE BLOCK to the Beach, Restaurants & Shops!
Welcome to your newly renovated condo in the heart of Olde Naples! Just ONE BLOCK to the beautiful Naples beaches and all of the shops and dining on 3rd Street! Your first floor condo suite is ideally situated just steps from the oversized heated pool. And with large windows you can let that warm Florida sunshine in. The studio also has a designated parking space, common laundry, kitchen, bathroom, dining table, king size bed, pull out single trundle bed and can sleep up to 3 people.

5th Ave & Beaches 10 Minutes Away! 2 BD/2 BA
Bring your family and friends to our Southwest Florida paradise! This stylish space is the newest addition to our profile. Located in Naples Florida and within a 7 min drive to 5th Ave shops, restaurants, and beaches. Enjoy a 10 min walk to Celebration Park and local restaurants. Guests can enjoy this newly remodeled condo that has everything you will need for your Naples getaway. **If you have a larger party, inquire and view our profile about the 3 other condos on this property.

Cool Condo for your Cozy Stay in Lely Resort
Perfect vacation! This 2 BD, 2 BTH condo is conveniently located to all Lely resort amenities: gorgeous pool, clubhouse with a great equipment for workout, 4 Star Rated Flamingo and Mustang golf Courses, tennis courts and Sam and Snead's Bar & Grill overlooking the course. Free rounds are available from May to Oct. Location is perfect-close to stores, restaurants, and a short drive to beaches (Marco or Naples) & Naples downtown. Enjoy! License # DWE2103418

Cozy studio 1.3 miles to Barefoot Beach
Very inexpensive way to get close to the beach and still have complete privacy! Whole unit-Share nothing. Small and cozy studio/room 12x19 with a refrigerator, microwave, air conditioner, full bath, suitable to more or less sleep. Queen size bed. Closet and dresser. This is a separate guest room with a private entrance not connected to another unit. Located in an adorable tropical feel complex in a seafoam green building.

Naples Tyme Retreat
Naples Tyme Retreat is an elegant, newly renovated, 2-bedroom, 2-bath condo that sleeps 6. Enjoy luxurious resort amenities, including 5 pools, a spa, gym, tennis, and world-class dining. Just steps from vibrant 5th Avenue and Naples' stunning beaches, this serene retreat offers a private lanai, modern kitchen, and sophisticated decor. Perfect for families or mature travelers seeking a blend of relaxation and upscale living.

Park Shore Walk to Beach!
Lush Tropical Water Falls that empty into the pool set the senses for Relaxation and Vacation mode!!! Please note, there is a resort fee of $115, if you are 1-5 guest. Or stay of 1-30 nites. Not my fee. It covers employees at the front desk Also several other hotel like features. Elevator, restaurant , security and more. It’s well spent for an old fashioned family vacation or a quick and easy contact once vacationing:)
Popular amenities for Old Naples condo rentals
Weekly condo rentals

Beach Sanctuary Condo

World Tennis Club • Beach 4mi • Pools • Hot Tub • Sauna • Pball

Park Shore Resort-Heated Pool, Pickleball, Beach

Lovely 2-bedroom condo with pool

Park Shore Resort, Top Floor BLDGH #347-Lake view

Stunning 3BR Naples Condo with Tropical Views

Up in the Aerie

Gulf View Condo • Beach Access • Pools + Bikes
Pet-friendly condo rentals

Bonita Bay, Private Beach Access plus

SoCe Flats 304 - West Facing 1+Den Luxury Condo

Beach Vibe Condo Resort / Pool+Golf, Near Beaches!

Resort Lifestyle Condo near Beach

Naples 2-BDRM Condo, SuperClean, Patio, Lake Park!

Amazing Old Naples Property!

Sunny Beach Condo With Complimentary Bikes

Casa Di Napoli: 2/2 Chic Retreat/Private Pool
Condo rentals with a pool

Half-Way To Heaven II, The Best on Bonita Beach!!!

Beachfront fully equipped apartment

Westshore Naples Cay #202- Stunning Ocean view

Lely Resort Luxury Condo-1 Spectacular Pool/Golf

Bonita Beach and Tennis 5807

Seaside 204 Beachfront condo - Luna Sea on FMB

Bonita Beach and Tennis 3907 - Ocean Views

Luxury Beach Condo On The Bay In A tropical Oasis!
When is the best time to visit Old Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $478 AUD | $572 AUD | $509 AUD | $497 AUD | $382 AUD | $321 AUD | $350 AUD | $324 AUD | $338 AUD | $381 AUD | $382 AUD | $430 AUD |
| Avg. temp | 18°C | 20°C | 21°C | 24°C | 26°C | 28°C | 29°C | 29°C | 28°C | 26°C | 23°C | 20°C |
Quick stats about condo rentals in Old Naples

Total holiday rentals
Explore 150 holiday rentals in Old Naples

Nightly prices starting at
Old Naples holiday rentals start at $92 AUD per night before taxes and fees

Verified guest reviews
Over 2,560 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
110 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
150 of Old Naples holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Old Naples rentals

4.8 Average rating
Old Naples stays are highly rated by guests—averaging 4.8 out of 5!
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