
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.

Charming cottage bay area
Key west style stilt home Newly remodeled 2018, offering entire first floor bungalow, 2 blocks to 5th Ave district, restaurants and dining, the beach is about 1 mile west, family-friendly activities, nightlife. close in, the location Naples Bay area. tin city -and bay front shops are 4 blocks west . right next to New Marriott being built Center of downtown with new high-rises. many beach toys available in garage. coolers beach towels everything you can think of. extra roll away bed in garage.

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.

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!

By the Beach and 5th - Studio Apartment with Pool
Great location! Newly renovated! A studio guest apartment with your own private entrance, full kitchen & bath! A non-smoking home only 1 mile from the beach, 5th Ave dining & shops, the mall, the zoo, beautiful Baker Park, and that's not all- Only steps away are local restaurants and shops! Bikes and beach equipment included! Did we mention there's also a pool? Or that you can sing along to your fave tunes in the shower via a Bluetooth speaker? This home is 325 square feet of clean cuteness!

Perfectly-Located Studio at Naples Beach & Town!
**NEW LISTING: Newly renovated & re-opened Dec 2023** Experience the best of downtown Old Naples from the comfort of this beautifully renovated studio condo! Located just steps from the beach and 3rd Street, this vacation rental is the ideal home base for your Naples retreat. Swim in the heated community pool. Check out a local boutique or head to a nearby golf course. Finish your day with a tasty meal at a top-notch restaurant on 3rd St or 5th Ave just a short walk away. Soak up the sun!

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!

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.

Your Perfect Naples Getaway
Unbeatable location near Downtown Naples, 5th Ave, Tin City, and just a short bike ride to Naples Pier and Baker Park! This newly renovated 1-bedroom, 1-bath unit with a Queen pull-out couch combines comfort and convenience in a private duplex. Relax on the screened porch, enjoy lush tropical surroundings, and grill on the paver patio. Complete with a private washer/dryer, it's perfect for couples or groups—each unit sleeps 4. Stay close to world-class golf, dining, shopping, and more!

Pool Home Minutes to the Beach
Enjoy our family’s bright, renovated home and experience indoor/outdoor Florida living at its best! The open floor plan living area has high vaulted ceilings and fully-retractable glass sliders that open out to a beautiful, south-facing lanai featuring a brand-new, heated, salt-water pool complete with a waterfall-edge spa, a sun shelf and in-pool loungers! Perfect for entertaining and outfitted with all new outdoor furniture including a new sofa & lounge chairs, dining table & grill.

Near Downtown & Beaches & Pool
Experience the ultimate Naples getaway, minutes from downtown and sugar-sand beaches. This 2BR, 2BA condo blends modern design with Old Naples charm. Relax in the spacious living room or enjoy the private courtyard surrounded by lush greenery. The oversized pool, beachy pavilion, and grill area offer the perfect spot for relaxation. With fine dining, shopping, and events nearby, this condo offers a special retreat where luxury and convenience meet.

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.

Adorable Escape for TWO
This recently updated and renovated cozy apartment is very conveniently located in the heart of naples. It is located 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. This apartment contains all the amenities, dining experiences and night time activities- all just
Popular amenities for Old Naples vacation rentals
Stay near Old Naples's top sights
Other great vacation rentals in Old Naples

“Taormina House” 5th ave and beaches 2 Miles away!

Modern & Chic 5th Ave Historic Naples

Luxury Naples Condo | Downtown | Beach & 5th Ave

Chic Pool Naples Beach House

LeMalo, Olde Naples Condo, walk to Beach & 5th Ave

Relaxing Waterfront 2-Story Retreat w/ Pool Access

3BD 1-Acre Oasis: Private Pool Estate near Beaches

Seashell Beach, your place to relax and enjoy.
When is the best time to visit Old Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 261 | € 275 | € 257 | € 260 | € 218 | € 183 | € 185 | € 177 | € 182 | € 213 | € 252 | € 262 |
| 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 370 vacation rentals in Old Naples

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

Verified guest reviews
Over 5,410 verified reviews to help you choose

Family-friendly vacation rentals
260 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Vacation rentals with a pool
280 properties feature pools

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wi-Fi availability
370 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

4.9 Average rating
Old Naples stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Family-friendly rentals Old Naples
- Rentals with beach access Old Naples
- Condo rentals Old Naples
- Rentals with a washer and dryer Old Naples
- Pet-friendly rentals Old Naples
- Waterfront rentals Old Naples
- House rentals Old Naples
- Rentals with a fire pit Old Naples
- Rentals with a fireplace Old Naples
- Hotel rooms Old Naples
- Rentals with a patio Old Naples
- Serviced apartment rentals Old Naples
- Rentals with outdoor seating Old Naples
- Rentals with pools Old Naples
- Fitness-friendly rentals Old Naples
- Rentals with an EV charger Old Naples
- Beach house rentals Old Naples
- Apartment rentals Old Naples
- Rentals with a hot tub Old Naples
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Clam Pass Park
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Edison & Ford Winter Estates
- Esplanade Golf & Country Club of Naples
- Florida Gulf Coast University
- Stonebridge Country Club
- Del Tura Golf & Country Club
- Jetblue Park
- Delnor-Wiggins Pass State Park
- Talis Park Golf Club
- Bunche Beach
- Bowman's Beach
- Big Cypress National Preserve
- Coral Oaks Golf Course
- Sun Splash Family Waterpark
- Manatee Park
- The Naples Pier
- Naples Botanical Gardens
- Coconut Point




