
Apartment holiday rentals in Old Naples
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Top-rated apartment rentals in Old Naples
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Upstairs - 2 Blocks From Everything
This is one of five quaint rental opportunities on a magnificently restored 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.

Chic resort, 4 pools, walk to 5th Ave Restaurants!
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

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

Aesthetic Lush Landscape, 3 Min to Town, King Bed
For Guests Who Love Privacy! Sunny Studio where Art is highlighted. French Doors to Lg Screened Porch for Outside Dining/Working. Peaceful. Stilt home (8 steps) in Safe, Quiet area w parking right outside. Backyard is yours w BBQ grill, table & chairs. Charmingly Furnished w Recliner, Heavenly King Bed, Convection/Microwave oven, Kitchen Aid stove top & Full Fridge. 624/34 Mbps at antique desk. SMALL quiet pets ok. Attached to owner's home but Studio is Completely Private! Only One Bed!

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.

563 Park Place | Bougain"Villa" | Mins to Beaches
Welcome to 559 Park Place | BougainVilla! Tropical colors make life feel like a permanent vacation in this beautifully decorated, modern Villa. The BougainVilla is freshly updated & fully equipped with all of the comforts of home. Located in the heart of the Vanderbilt Beach area, just minutes to the beaches & the Mercato Shopping & Dining District. This space is designed for our guests & their families to have everything they may need while on vacation.

Naples Gem | 10Min Beach | BBQ | Patio | Parking
We want to be your Host in Naples! Let us show you why you should book with us: Top Location: - 10 min to Beaches - 8 min to Downtown - 5 min- Rentals- paddle board, kayak & boat - 5 min- Sightseeing, sunset & fishing cruises - 30 Min to Marco Island - Smart TV - Fast WIFI - Fully equipped kitchen - Dedicated work space - FREE Onsite parking - Quiet and Safe Area - Private Patio - BBQ - Outside dining - Beach supplies - Self check in & Hosts available 24/7

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!

Beautifully Renovated Condo, Walk to Beach/3rd St
Unwind at this peaceful Old Naples oasis! This updated 2-bedroom, 2-bath condo offers stylish finishes and access to a heated pool. Walk to the beach for dolphin watching, browse the nearby farmers market, or relax in the sun. Spend your afternoons swimming or exploring shops and restaurants on 3rd Street South and 5th Avenue. With everything just steps away, enjoy the laid-back luxury and charm of downtown Naples.

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

The Fitz

GreenLinks Retreat - Pool, Hot Tub, Tennis, Golf

Charming 1BR Canal‑Front Retreat APT 1

Visit beautiful Naples, Furry Friends Welcome.

Peaceful Getaway Near Beaches "670-A"

Brand new unit! 2 miles to Beach

Beachy Escape: 2BR/2BA w./ Pool, Gym, and Theater

Heated Pool•7min to Beach•Pets Welcome
Private apartment rentals

Cozy Naples Apartment by the Beach, pool/hot tub

Cozy Condo on the Gulf

Cozy Apt Bayshore Arts District

"Villa Joy" Very close to the beach.

Gorgeous Beach Residence with Pool, Spa, and Bikes

The Secret Garden

Sea Shell Villa 2

Oasis Naples Condo 2BR/2Bath
Apartment rentals with a hot tub

Lovers Key Resort, Ft Myers Beach

Beach view Pool Home

The Beach is Calling

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

304 Lovers Key Resort Condo

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 | $251 SGD | $288 SGD | $287 SGD | $206 SGD | $159 SGD | $145 SGD | $152 SGD | $132 SGD | $173 SGD | $180 SGD | $215 SGD | $234 SGD |
| 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 flat rentals in Old Naples

Total holiday rentals
Explore 70 holiday rentals in Old Naples

Nightly prices starting at
Old Naples holiday rentals start at $90 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
70 of Old Naples holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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
- Rentals with a fireplace Old Naples
- House rentals Old Naples
- Fitness-friendly rentals Old Naples
- Family-friendly rentals Old Naples
- Rentals with outdoor seating Old Naples
- Rentals with pools Old Naples
- Rentals with a washing machine and dryer Old Naples
- Rentals with a patio Old Naples
- Serviced apartment rentals Old Naples
- Pet-friendly rentals Old Naples
- Waterfront rentals Old Naples
- Beach house rentals Old Naples
- Rentals with a hot tub Old Naples
- Rentals with a firepit Old Naples
- Hotel rooms Old Naples
- Apartment rentals Old Naples
- Rentals with beach access Old Naples
- Rentals with an EV charger Old Naples
- Flat rentals Naples
- Flat rentals Collier County
- Flat rentals Florida
- Flat rentals United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- Clam Pass Park
- The Club at The Strand
- Bonita National Golf & Country Club
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Morgan Beach
- LaPlaya Golf Club
- Cypress Woods Golf & Country Club
- Spanish Wells Country Club
- Seagate Beach Club
- The National Golf & Country Club Ave Maria
- Panther Run Golf Club
- The Quarry Golf Club Naples
- Worthington Country Club
- Esplanade Golf & Country Club of Naples
- Park Shore Beach Park
- Sanibel Island Northern Beach
- Del Tura Golf & Country Club
- Gasparilla Island State Park
- Via Miramar Beach




