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

Home Close To Beach & Downtown Naples
We have stellar reviews, come check us out & see for yourself. Stay at this downtown Naples relaxing 1,864 sqft, 4 BD (2-king beds & 2-queen beds+twin blow up), 2 BA home for the best of vacations. Minutes from 5th Ave beaches/shopping/food/activities. Bonus: 2 outdoor seating areas/ample entertaining space/BBQ/outdoor games (corn hole, jenga, putting green), 2 bikes & beach equipment for 8. If looking for a pool, we have resort access to 6 area resort pools (day rate fees apply). Message me!

Magical Gateway in Naples FL
You'll fall in love with this tinny but magical place in the heart of Naples, modern open concept,high end finishes, a lot light, 2 BR queens beds, fine blinens, full bathroom with marble, enclosed pool, spacious back yard and a wood burning fire pit, 2 parking spaces just few steps from your front door. This place is near to all Naples has to offer, beautiful beaches, dining & nightlife, it is only 3km from the beach, 3 km from 5th ave in Old Naples and less than a mile from shopping centers.

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.

LUXE Oasis | 10 min Beach • HTD Pool+5th Ave •Crib
Welcome to Your Naples Getaway! Why our home is perfect for your vacation: 🏖️ Beaches Nearby – Just a quick 10–15 minute drive to Via Miramar and Lowdermilk Beach. 📍Prime Location – Nestled on a peaceful street only 7 minutes from the iconic 5th Avenue. 🏡 Resort-Style Comfort – Relax in our fully screened lanai featuring: • Heated private pool • Luxury chaise loungers • Outdoor TV • Gas grill for BBQ nights Unwind with a cocktail, take a sunset dip, or simply kick back under the stars!

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.

LeMalo, Olde Naples Condo, walk to Beach & 5th Ave
Downtown condo with walking distance to 5th Ave S shopping, dining, and the beach!Just 6 blocks from the Gulf of Mexico, about 7 min walk, this 1 bedroom / 1 bathroom weekly rental with a dedicated parking space is ideal for travelers who enjoy tennis, the arts, fine dining, and the beach. Le Malo has a coastal chic feel featuring a cozy living room, a king size bed in the bedroom, and a full bath. Enjoy the famous Naples sunsets just by looking down the street in this prime location condo!

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.

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 Cabana - 2 Miles to Beach and 5th Ave
The Coastal Cabana is an adorable one-bedroom guest house less than two miles to the beach and the best shopping and dining in Naples. This downtown location in the 34102 zip is unmatched when it comes to beach accessibility and the best of everything downtown Naples has to offer. The Cabana is tucked away in a small, quiet coastal neighborhood walking distance to the Naples Zoo and Conservancy of Southwest Florida, and Gordon River Greenway!

Naples Tyme Retreat
Naples Tyme Retreat is an elegant, newly renovated, 2-bedroom, 2-bath condo that sleeps 6. Enjoy luxurious resort amenities, including 5 pools, a spa, gym, tennis, and world-class dining. Just steps from vibrant 5th Avenue and Naples' stunning beaches, this serene retreat offers a private lanai, modern kitchen, and sophisticated decor. Perfect for families or mature travelers seeking a blend of relaxation and upscale living.

Waterfront Sea Cottage
Enjoy Naples in this private waterfront tiny cottage conveniently located on the Gordon River with gulf access near the heart of Downtown 5th Avenue. Our cottage is only 1.5 miles (2.4 km) from the beach and is located within walking distance to parks, shopping, bars, restaurants, and many outdoor activities. Located in a safe, vibrant, and transitioning community full of life and the true flavor of old Naples.
Popular amenities for Old Naples vacation rentals
Other great vacation rentals in Old Naples

3 Bedroom Waterfront Getaway in Downtown Naples!

SoCe Flats 304 - West Facing 1+Den Luxury Condo

Close to Everything! Stylish Home w/ Pool & Spa

Naples Gem | 10Min Beach | BBQ | Patio | Parking

2br/2ba spacious House near the Ocean

Sea Grape Cottage close to everything in Naples!

Old Naples Condo

Walk to the Beach and 5th Ave, Mini-Mansion
When is the best time to visit Old Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 258 | € 272 | € 255 | € 258 | € 216 | € 181 | € 216 | € 204 | € 200 | € 215 | € 238 | € 243 | 
| 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 vacation rentals in Old Naples
 - Total vacation rentals- Explore 330 vacation rentals in Old Naples 
 - Nightly prices starting at- Old Naples vacation rentals start at € 52 per night before taxes and fees 
 - Verified guest reviews- Over 5,370 verified reviews to help you choose 
 - Family-friendly vacation rentals- 220 properties offer extra space & kid-friendly amenities 
 - Pet-friendly vacation rentals- Find 50 rentals that welcome pets 
 - Vacation rentals with a pool- 240 properties feature pools 
 - Rentals with dedicated workspaces- 150 properties have a dedicated workspace 
 - Wi-Fi availability- 330 of Old Naples vacation rentals include wi-fi access 
 - Popular amenities for guests- Guests love Gym, BBQ grill, and Laptop-friendly workspace 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
- Condo rentals Old Naples
- Rentals with a fire pit Old Naples
- Rentals with a washer and dryer Old Naples
- Apartment rentals Old Naples
- Rentals with a fireplace Old Naples
- House rentals Old Naples
- Hotel rentals Old Naples
- Rentals with a patio Old Naples
- Serviced apartment rentals Old Naples
- Rentals with a hot tub Old Naples
- Rentals with beach access Old Naples
- Waterfront rentals Old Naples
- Fitness-friendly rentals Old Naples
- Rentals with an EV charger Old Naples
- Family-friendly rentals Old Naples
- Pet-friendly rentals Old Naples
- Beach house rentals Old Naples
- Rentals with outdoor seating Old Naples
- Rentals with pools Old Naples
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- The Club at The Strand
- Clam Pass Park
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Bonita National Golf & Country Club
- Panther Run Golf Club
- LaPlaya Golf Club
- Morgan Beach
- Worthington Country Club
- Seagate Beach Club
- Spanish Wells Country Club
- The Quarry Golf Club Naples
- Cypress Woods Golf & Country Club
- The National Golf & Country Club Ave Maria
- Sanibel Island Northern Beach
- Gasparilla Island State Park
- Esplanade Golf & Country Club of Naples
- Del Tura Golf & Country Club
- Bunche Beach
- Via Miramar Beach
