
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.

Modern & Chic 5th Ave Historic Naples
Highly desirable & exclusive condo directly on 5th Ave S in Olde Naples. Experience the night life and luxury Naples has to offer right just a few steps away. We're only 5 blocks from Naples famous white sand beaches. 5th Ave offers some of Naples most prestigious and high-end dining and shopping. From cafes, bistros, boutiques, ice cream parlors, designer jewelers, fine art, 5th Ave's modern and historic district has it all. Your condo is completely outfitted for a luxury and stress-free vacati

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

Rare Gem, Fast WiFi, 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. FAST WiFi at antique desk. SMALL quiet pets ok. Attached to owner's home but Studio is Completely Private! Only One Bed!

Modern 5th Ave Beach Condo!
Where Fifth Avenue Meets the Gulf! Located just two blocks from the beach, ON 5th Avenue South & 1 block from 3rd Street South. Walk to world-class restaurants, shops, art galleries and more. Or just simply relax and unwind at home in this newly renovated, never-lived-in 2BR/2BA end unit with outdoor space to enjoy the coastal breeze. The heated pool & modern coastal finishes complete this perfect retreat. Unbeatable location. Parking included. Available weekly, monthly, or annually.

Naples Getaway for Two • Central to Everything
This apartment offers the perfect combination of convenience, comfort, and value. Located in the heart of naples. It is only 3 miles from the beach, 3 miles from the downtown district and less than a mile from shopping centers with Publix, Target and more. Guest favorites: ✔ 1 comfortable queen mattress ✔ Fully equipped kitchen ✔ Fast Wi-Fi ✔ Strong A/C ✔ Easy parking ✔ Self check-in ✔ Minutes to beaches ✔ Close to restaurants & shopping ✔ Great for weekend getaways or longer stays

Oasis Naples Condo 2BR/2Bath
Soak up the warm southwest Florida sun and enjoy a clean modern home with gorgeous views. This newly renovated condo is a short 5 minute car ride to Naples Beaches and 15 minutes to downtown. Two bedroom, two full bath home is the perfect quiet place for a couple’s retreat or for working remotely with high speed internet. The main pool IS open dawn to dusk!!! It’s a two minute walk within the community! (The smaller pool by the condo is closed and still waiting for completion.)

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.

Seashell Beach, your place to relax and enjoy.
ONE BLOCK FROM THE BEAUTIFUL BEACH OF NAPLES Take it easy at this unique and tranquil getaway. Experience the best of Naples from this beautifully updated condo, perfectly situated just a block from the iconic Naples Beach. Enjoy a bright and airy living space, modern amenities, and the convenience of being within walking distance to everything Naples has to offer - from vibrant restaurants to charming shops. Your effortless beach vacation starts here!

13 Downtown Near Beach Free Heated Pool and Spa
No sargassum or seaweed on our beaches in Naples! Come to Naples for your vacation this year! Prices slashed 50% off for off season! 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. Exterior cameras for safety.

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

Sea Shell Villa 2

1/1 walking distance to beach 1bed 1 bath unit

Lely Resort Condo · Pool · Near Beach · Sleeps 6

Pine ridge rear guest house upstairs

Best views in the Glades Golf & Country club

Manatee Suite 2 / Funky Fish House at Cape Harbour

Luxury Condo 2BR at Resort near 5th Ave & Beach

Serenity at GreenLinks
Private apartment rentals

Naples Gem|Perfect for 2|Beach 10Min|BBQ|Parking

Bayshore Luxe Stay | Modern Design

Sunset Cove at Vanderbilt Beach

Panoramic Beach Oasis – Barefoot & Bonita Beach

The Salty Turtle

The Palms - in Lely Resort

Seahorse Suites #3: Amazing location!

Beautifully Renovated Condo, Walk to Beach/3rd St
Apartment rentals with a hot tub

Amazing View of Sanibel Harbour

The Fitz

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

Seaside oasis studio with with heated pool

The Oasis: Naples Luxury Condo and Dock

Naples Luxury Escape | Beach | Pool & Gym

Exclusive Naples Getaway – Golf Course & Lake!

Sand Dollar South - Beachfront View
When is the best time to visit Old Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £195 | £237 | £223 | £119 | £92 | £84 | £88 | £77 | £101 | £149 | £153 | £173 |
| 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 80 holiday rentals in Old Naples

Nightly prices starting at
Old Naples holiday rentals start at £52 per night before taxes and fees

Verified guest reviews
Over 710 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
80 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 outdoor seating Old Naples
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- Rentals with a firepit Old Naples
- House rentals Old Naples
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- Beach house rentals Old Naples
- Rentals with an EV charger Old Naples
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- Serviced apartment rentals Old Naples
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- Waterfront rentals Old Naples
- Rentals with beach access Old Naples
- Rentals with a washing machine and dryer Old Naples
- Rentals with a hot tub Old Naples
- Flat rentals Naples
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- Flat rentals Florida
- Flat rentals United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Tigertail Beach
- Florida Gulf Coast University
- Bonita National Golf & Country Club
- Bowman's Beach
- Barefoot beach Bonita Springs,FL
- Jetblue Park
- The Naples Pier
- Clam Pass Park
- Big Cypress National Preserve
- Bunche Beach
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Ave Maria University
- Coral Oaks Golf Course
- Delnor-Wiggins Pass State Park
- Lovers Key State Park
- Coconut Point
- Barefoot Beach State Preserve
- Del Tura Golf & Country Club
- Tarpon Bay Beach
- Sun Splash Family Waterpark





