
Holiday rentals in Old Naples
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Top-rated holiday rentals in Old Naples
Guests agree: these stays are highly rated for location, cleanliness and more.

Naples Pier Condo 123
Enjoy a relaxing coastal escape in this beautifully appointed 2-bedroom, 2-bath condo just steps from the Gulf of Mexico. The bright, open living space is designed for comfort, with stylish furnishings and a layout perfect for unwinding after a day in the sun. A well-equipped kitchen and comfortable bedrooms make extended stays easy and enjoyable. Guests will love the peaceful atmosphere and easy access to pristine white-sand beaches. This condo offers the perfect blend of comfort, convenience, and classic Naples coastal living.

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!

Luxurious condo steps to beach with heated pool!
Relax Off 5th is a perfectly located 1 bedroom condo in the heart of Old Naples, just a 1/2 block from vibrant 5th Avenue with its restaurants, boutiques, and cafés, and only four short blocks to the beach. Set in a charming Old Florida building surrounded by multi-million-dollar estates, the condo offers access to a heated pool perfect for a refreshing dip after a day at the beach. Inside, you’ll enjoy fast WiFi with a dedicated workspace, and the convenience of keyless, contactless entry.

Little Gem By the Beach and 5th w/Patio Old Naples
JUST A SHORT WALK TO THE BEACH AND 5th AVE, IN THE HEART OF OLD NAPLES, WITH A RARE, PRIVATE PATIO! Totally renovated in January 2023! A beautiful, one-bedroom, one-bath home, with only a 5-minute stroll to the beach and dining! Just outside the living room is a private, landscaped patio overlooking a pretty lake, which is an unusual and lovely feature of this home! Inside, you'll enjoy a fully-equipped kitchen with granite countertops, a comfortable king bed, and washer/dryer in the condo.

Luxury 2-Bedroom. Steps to Naples Beach & Town.
**Newly renovated, reopened December 2024** Spend your Naples getaway in this completely renovated sun drenched, luxury corner unit. Cross the street to the sunny beaches of the Gulf of Mexico. Stroll to the famous Naples Fishing Pier. Walk a block to 3rd St S for fine dining, casual eateries, boutiques, and more. Relax indoors with 3 flat-screen TV's or by the pool. At the end of your day grab your beach chair an view the spectacular Naples sunsets. It does not get any better than this!

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.

Downtown Naples Beach Condo, Off of Famous 5th Ave
This peaceful Olde Naples condo is just half a block from dining and shops on famous Downtown 5th Ave and 4 blocks from Naples Beach. This first-floor end-unit condo is perfect for a beach getaway. This clean, modern unit has a pool just feet from the front door, a complete kitchen with updated appliances, a new washer and dryer, comfy furniture, beach chairs and umbrella, and high-speed internet. This property offers a perfect blend of relaxation and convenience to sleep up to 4 guests.

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!

Amazing Old Naples Property!
Indulge in this beautifully appointed two-bedroom, two-bath retreat nestled in the heart of Old Naples. Soaring ceilings and an open-concept layout create an airy, welcoming ambiance, complemented by a sleek modern kitchen, in-unit laundry, and a private balcony perfect for al fresco dining or sunset cocktails. Retreat to plush hotel-quality linens and premium mattresses in the primary king suite and secondary full bedroom—each featuring an ensuite bathroom for privacy and convenience.

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.

Newly Restored Old Naples Estate - Best Location!
Main House is one of five quaint rental opportunities on a magnificently rebuilt Old Naples Cottage Estate, built c.1910. It is two blocks from the Gulf and two minutes walking distance from everything 5th Avenue and 3rd Street have to offer. Two beautiful bedrooms, each with its own bathroom. Large living room, fully equipped eat-in kitchen, laundry, deck, patio, and game room with a mini ping pong table. Upstairs is a standalone or can be rented, accommodating eight combined.

FUN AT THE BEACH #2
This second story unit (with a common elevator) has that Naples Beach Vibe all through out. Building has a retro old Miami appeal. 1 block from the beach and 1 block from dining and shopping. Pier is being rebuilt at the moment. Primary has a king and secondary room has twin beds that can be converted to a king upon request. I am always available to assist with any questions and concerns. I have a first floor unit and had nothing but great experiences with my guests.
Popular amenities for Old Naples holiday rentals
Stay near Old Naples's top sights
Other great holiday rentals in Old Naples

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When is the best time to visit Old Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €271 | €349 | €344 | €260 | €218 | €183 | €185 | €177 | €182 | €213 | €252 | €261 |
| 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 holiday rentals in Old Naples

Total holiday rentals
Explore 330 holiday rentals in Old Naples

Nightly prices starting at
Old Naples holiday rentals start at €61 per night before taxes and fees

Verified guest reviews
Over 5,210 verified reviews to help you choose

Family-friendly holiday rentals
230 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Holiday rentals with a pool
260 properties feature pools

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wifi availability
330 of Old Naples holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace 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 fireplace Old Naples
- Rentals with a washing machine and dryer Old Naples
- Apartment rentals Old Naples
- Rentals with beach access Old Naples
- House rentals Old Naples
- Rentals with a hot tub Old Naples
- Hotel rooms Old Naples
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- Pet-friendly rentals Old Naples
- Rentals with a patio Old Naples
- Serviced apartment rentals Old Naples
- Rentals with an EV charger Old Naples
- Rentals with a firepit Old Naples
- Rentals with pools Old Naples
- Family-friendly rentals Old Naples
- 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





