
Condo vacation 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.

Romance! Awesome Beach & Views! 5 Stars
Feeds the senses & nourishes the soul! Away from the crowds and noise is this spectacular, waterfront (on the beach) 5 Star corner condo allowing you private unobstructed views of the Gulf, San Carlos Pass, Fort Myers Beach, City Lights, Back Bays, wildlife and is on Lover’s Key State Park Beach (#4 in US & 3 miles of pristine white sand shelling beach and 700 acres of nature). Don't risk your chance for a lifetime memorable experience anywhere else. There is bridge construction currently.

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.

Beautiful Pool 5m to the Beach Downtown & Shopping
**Condo - Naples Modern Retreat** Welcome to Naples Modern Retreat, a fully renovated 2 bedroom, 2 bathroom condo nestled in a Tennis Resort in the heart of Naples, Florida. 6 miles to downtown and the beaches. This property offers a harmonious blend of scenic views including beach, canal, garden, lake, marina, ocean, pool, and resort vistas, ensuring a stay full of breathtaking beauty and modern luxury. ** Popular Amenities ** 2 bicycles, 5 beach chairs and umbrella

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.

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:)

Gulf Views & Sunsets | Estero Beach Tennis 206C
☀ Beachfront Bliss at Estero Beach & Tennis Club 206C ☀ Wake up to unobstructed Gulf views in this 5-star Fort Myers Beach condo! Enjoy early check-in, no checkout chores, and every comfort—from a king GhostBed, full kitchen with dishwasher, and high-speed WiFi to pool, tennis, and stocked beach gear. Steps from the sand with sunsets you’ll never forget.
Popular amenities for Old Naples condo rentals
Weekly condo rentals

Westshore Naples Cay #202- Stunning Ocean view

Lovely 2-bedroom condo with pool

Luxury condo. 300 steps to beach & Naples Pier.

Looking for peace and relaxation? You found it!

Sunset on the balcony

The Club at Naples Cay 501 - Gulf Views

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

Up in the Aerie
Pet-friendly condo rentals

Cozy Coastal Escape. Close to FMB and Sanibel

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!

Pleasant Paradise At Estero Beach & Tennis Club

Amazing Old Naples Property!
Condo rentals with a pool

Beach Sanctuary Condo

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

Beachfront @ Elevate in the Sun!

Beachfront fully equipped apartment

Park Shore Resort-Heated Pool, Pickleball, Beach

Downtown Marina Retreat

Modern designed Unit- 5 Min from Naples BEACH

Seaside 204 Beachfront condo - Luna Sea on FMB
When is the best time to visit Old Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $441 CAD | $527 CAD | $470 CAD | $458 CAD | $353 CAD | $296 CAD | $314 CAD | $310 CAD | $288 CAD | $351 CAD | $353 CAD | $396 CAD |
| 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 vacation rentals
Explore 150 vacation rentals in Old Naples

Nightly prices starting at
Old Naples vacation rentals start at $85 CAD per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
110 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
150 of Old Naples vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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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