
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!

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.

Downtown Condo at Naples Pier Beach
Come enjoy a restful beach escape at the Naples Mariner, formerly a beautiful Motel built in 1966! Relax while enjoying your fully renovated condo located 60 yards from the Olde Naples Fishing Pier beach and 1 block from the 3rd Street Shops/Restaurants. A quick drive, bike or walk 1 mile north will place you on 5th Avenue - an area of shops, restaurants, bars and a playhouse. The condo has one designated parking spot, wifi, washer/dryer on premises, heated pool, courtyard & more. 'Sea' Ya!

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.

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

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.

Gulf Water Views + 2 bikes, beach gear weekly stay
Beachfront & Gulf Water Views 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, free high-speed WiFi, heated pool, tennis/pickleball courts, BBQ grills, free parking, and stocked beach gear. Steps from the sand with sunsets you’ll never forget.

Casa Bonita - Relax @ The Beach (Newly Remodeled)
Beach within steps of this beautifully remodeled condo! DOC's restaurant & jet ski rentals, directly across the street. Beach gear available along with a cart to transport. Luxurious king size bed with extra plush mattress topper. Queen size sofa bed. Our studio will sleep up to 3 people (2 adults, 1 child) Newly refurbished pools opened April 2nd 2025.

Lely Resort Luxury Condo-2 Spectacular Pool/Golf
We are located in the prestigious Lely community,Greenlinks golf resort. It's minutes away from world-class beaches. At no extra charge guests can use all the amenities of the Greenlinks clubhouse, a 2 minute walk from the condo. Amenities include a resort style pool, fitness room, hot tub, tennis, bocce ball and more.
Popular amenities for Old Naples condo rentals
Weekly condo rentals

Lovely 2-bedroom condo with pool

The Club at Naples Cay 1101

Sunset on the balcony

Stunning 3BR Naples Condo with Tropical Views

Up in the Aerie

2 BR Condo w/ King Bed - Resort Pool - Golf - Gym

Westshore 1201 at Naples Cay

Fab resort, 4 pools, lazy river, walk to 5th Ave!
Pet-friendly condo rentals

Cozy Coastal Escape. Close to FMB and Sanibel

Relax and walk to the beach, pet friendly, pool

Resort Lifestyle Condo near Beach

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

Amazing Old Naples Property!

Casa Di Napoli: 2/2 Chic Retreat/Private Pool

Newly Remodeled 2 bedroom, 2 miles to the beach!

Cozy, spacious, family friendly. 3 mins to beach.
Condo rentals with a pool

Oceanview Oasis on Bonita Beach Bld3 Floor5

2-Bedroom Condo near beach - full amenities!

Bonita Beach and Tennis 1903

Westshore Naples Cay #202- Stunning Ocean view

85" TV, World Tennis Club, Beach 4mi, Sauna

Beautiful 8th Floor Gulf View Condo

Modern design 1st Flr Unit- 5 Min to Naples BEACH

Bonita Beach and Tennis 3907 - Ocean Views
When is the best time to visit Old Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $521 NZD | $622 NZD | $554 NZD | $541 NZD | $416 NZD | $349 NZD | $371 NZD | $366 NZD | $339 NZD | $381 NZD | $446 NZD | $536 NZD |
| 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 $116 NZD per night before taxes and fees

Verified guest reviews
Over 2,670 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!
Destinations to explore
- Pet-friendly rentals Old Naples
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- Naples Beach
- Captiva Island
- Lovers Key Beach
- Marco Island Public Beach Access
- Clam Pass Park
- Tigertail Beach
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Esplanade Golf & Country Club of Naples
- Edison & Ford Winter Estates
- Bunche Beach
- Del Tura Golf & Country Club
- Talis Park Golf Club
- Delnor-Wiggins Pass State Park
- Stonebridge Country Club
- Manatee Park
- Big Cypress National Preserve
- Florida Gulf Coast University
- Jetblue Park
- Sun Splash Family Waterpark
- Bonita Beach Dog Park
- Bowman's Beach
- Coral Oaks Golf Course
- The Naples Pier




