
Apartment holiday rentals in Old Naples
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Top-rated apartment rentals in Old Naples
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Lazy River, 4 Pools, 5th Ave Resort Personal Oasis
Welcome to Naples finest gated downtown resort, rewarding guests with a measure of privacy and serenity. The resort features an amenity rich environment with marina, waterfront dining and shopping, Euro-style spa, an expansive activity center, three crystal-blue resort pools, multiple hot tubs, meandering lazy river and a complete fitness center. Walk to downtown 5th ave or take the complimentary shuttle to beaches or 5th Ave HAVE A LARGER GROUP? - ASK ABOUT ADDING ANOTHER UNIT TO YOUR BOOKING

Island Oasis Steps From the Sugar Sand Beach
Important Note: This apartment had no damage from hurricanes in 2024. Everything is perfect here. Beaches are beautiful, pool is relaxing and welcoming. Thankfully the island restaurants and bars are also back up and going in fun island style! Beaches are beautiful and our brand new pool is complete and ready to enjoy. Be one of the first to enjoy this complete remodel renovation. No expense was spared here. Top quality memory foam mattresses with high end bed linens for a restful sleep. F

Beach Vacation Getaway
Great for a couple with 1 -2 young kids or a getaway for 2 or a business traveler. Guesthouse is totally separate from the main house. Bedroom-king sized bed. Couch, 24 inch high twin air mattress and ottoman w/ twin sized bed. Fully screened lanai/Indoor HEATED private pool/w 8ft wall (swim at your own risk). No pets. WiFi/cable TV. 10 minute drive to the beach/shopping. Walking/biking/jogging path. 4 bikes-(ride at your own risk)/BBQ grill/continental breakfast/a variety of snacks/beverages

Old Naples Charm, Steps from Fifth Ave & the Gulf!
Walk to all of Old Naples’ great restaurants & attractions from your home at the Neapolitan Club! 2 bedrooms, 2 full baths on the 2nd floor with kitchen & screened-in lanai. Heated pool on property! Everything is close by. Restaurants & shopping on 5th Ave and 3rd St, Tin City & the beautiful white sand Gulf beaches (access at 8th Ave). Tennis courts two blocks away at Cambier Park where you can catch concerts and events. Community laundry (washers/dryers), bike racks & dedicated parking.

Upstairs - 2 Blocks From Everything
This is one of five quaint rental opportunities on a magnificently rebuilt Old Naples Cottage Estate c.1910. Located two blocks from the Gulf of Mexico & Naples Pier and within walking distance of everything 5th Avenue and 3rd Street have to offer. The private entrance to the stairs brings you to a newly renovated, magical spot. Comfortable seating arrangement, full kitchen with marble counters forming a sitting bar, all new equipment, two king bedrooms, and a full bathroom off the kitchen.

Cozy 1 Bedroom Villa - Beautiful Naples, Florida!
Perfect One Bedroom Villa only 2.5 miles from the beach and 2 miles from beautiful 5th Ave in Naples! This Villa is perfect for those coming to Naples on Vacation, for work, or seasonally! It has everything you need to live comfortably for a short or long period of time including a 200 sq foot private front porch. Enjoy everything Naples has to offer within a short drive! This unit is perfect for 1-2 guests. It can fit up to 3 with a pullout couch in the living room.

Coastal Retreat - Bayshore Arts District
Welcome to your Cozy Bayshore Retreat! Step into this beautifully decorated, brand-new apartment designed for comfort and relaxation. Located just minutes from the stunning Bayshore district and close to the beautiful Naples beach, this charming space offers the perfect blend of convenience and serenity. Whether you're here for a weekend getaway or an extended stay, you'll love the thoughtful touches, stylish decor, and unbeatable location. We are pet-friendly! :)

Park Shore Resort-BLDGC#218*Amazingly remodeled*
*REMODELED 2024* One of the Nicest & most luxurious condos at PSR-Top Floor condo. This condo has been lovingly restored. Park Shore Resort has all the amenities you could want with an on-site restaurant, Heated Pool, BBQ's, Tennis, Pickleball courts, Basketball, Exercise room. In the middle of Naples walking distance to numerous Restaurants & Shops within minutes to the Village Shops on Venetian Bay, Mercato, Waterside Shops, and of course Naples Famous Beaches.

Private&Romantic. Walk to Beach; Unwind in Jacuzzi
Enjoy Beach Living at its Finest! The studio has its own private entrance and no shared spaces. Contemporary Furnishings, Jacuzzi, Private Fenced Backyard, Screened Lanai & Lush Landscaping! 20 minute Walk to Vanderbilt Beach, Wiggins Pass Park, Mercato Shops for World Class Shopping, Dining & Entertainment! This Private Studio has all the Comforts! Need extra space? Ask Host about other rentals in the area. Pets allowed - $100 pet fee.

#Blocks2Beach Lower 1BR1BA LARGE Palm Villa #RITZ
Casual chic décor are features of this fantastic 1 bedroom/1 bath Villa. Quiet spaces and enough room for extended stays or a weekend getaway. Comfortably sleeps 4 guest with sleeper sofa in living room and master bedroom with cozy king bed. Located in the highly sought after Naples Park neighborhood. Close to Naples beautiful white sandy beaches, upscale shopping, fine & casual dining and entertainment to suite any style!

13 Downtown Near Beach Free Heated Pool and Spa
Come to Naples for your vacation this year! Prices slashed 70% off for off season! Mid week discounts. Military discounts, first responder discounts. Great location! Just minutes to shopping and restaurants of Naples famed Fifth Avenue. We have screened in lanai, very secluded and private. Huge living room and master en-suite. Multiple units available upon request to suit large groups.

Las Casitas in Naples #2
Welcome to your home away from home! Beautifully renovated condo, located close to shops, restaurant, and the beach. This condo is located at the edge of a natural preserve; giving you the best of both worlds: you can sit in the backyard and enjoy a quiet and relaxing afternoon, or take a short walk and find yourself at local restaurants, the beach, wine bars, or shops.
Popular amenities for Old Naples apartment rentals
Weekly apartment rentals

Beachfront Lovers Key

Beachfront Bliss!

The Fitz

Close 2 Beach | Bikes & Kitchenette

Your Home at the Beach!

Sea Shell Villa 2

Serene Efficiency Apt Suite 1Bd/1 Bth Beach 1.5 mi

Beautifully Renovated Condo, Walk to Beach/3rd St
Private apartment rentals

New! Bright and fully stocked near Beach | D301

Visit beautiful Naples, Furry Friends Welcome.

Oasis Naples Condo 2BR/2Bath

Minutes to 5th Ave-No steps-Lakefront-End Unit

2BR Vacation Condo Near Ft Myers Beach & Sanibel

Tropical Serenity; A quaint stay

Casa Bella D - 1 Bed/1 Bath - Steps To The Beach

cozy and modern Beautiful Condo Naples Winterpark
Apartment rentals with a hot tub

Beach view Pool Home

541 SeaScape Cottage · Walk2Beach

The Beach is Calling

Gorgeous Beach Residence with Pool, Spa, and Bikes

Pick Help Me Rhonda 1+1 pool spa fire pit beach

Greenlinks Purple Orchid Luxury Villa-1st Flr/3bdr

New Listing - 1st Floor 2BR Condo- Pool, Golf, Gym

The Oasis: Naples Luxury Condo
When is the best time to visit Old Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $300 AUD | $344 AUD | $343 AUD | $246 AUD | $190 AUD | $174 AUD | $181 AUD | $158 AUD | $207 AUD | $215 AUD | $257 AUD | $280 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 apartment rentals in Old Naples

Total holiday rentals
Explore 70 holiday rentals in Old Naples

Nightly prices starting at
Old Naples holiday rentals start at $108 AUD per night before taxes and fees

Verified guest reviews
Over 700 verified reviews to help you choose

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

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

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

4.9 Average rating
Old Naples stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Fitness-friendly rentals Old Naples
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- Rentals with a fire pit Old Naples
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