
Condo vacation rentals in Old Naples
Find and book unique condos on Airbnb
Quick stats about condo rentals in Old Naples

Total vacation rentals
Explore 140 vacation rentals in Old Naples

Nightly prices starting at
Old Naples vacation rentals start at $97 CAD per night before taxes and fees

Verified guest reviews
Over 2,930 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
110 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
140 of Old Naples vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Old Naples rentals

4.8 Average rating
Old Naples stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated condo rentals in Old Naples
Guests agree: these condos are highly rated for location, cleanliness, and more.

The Sunset @ Naples Boutique | Walk 2 Beaches
Introducing The Sunset @ Naples Boutique! Our most spacious flat @ Naples Boutique; Sunset has 2 bathrooms w step-free entry showers, 2 bedrooms both w King beds. Conveniently situated oceanside of the US41, Vanderbilt beach to the left of us and Delnor Wiggins State Park beach to right. Fabulous shopping, dining & nightlife in Mercato and surrounding area! The courtyard pool and oversized spa will have you sun ledge bathing by day and will illuminate the courtyard for a different ambiance eac

Lush tropical 1st floor getaway in Naples
Whether you're looking for a family-oriented or quiet, romantic vacation, we've got you covered! Our unit is tucked away at the south end of our complex where the trickle of the waterfall outside your lanai is the perfect backdrop to enjoying your morning coffee or perhaps a vacation cocktail! Our unit is completely remodeled in an updated coastal-chinoiserie style that is a combo of classic and contemporary, but also livable (we have two young children). Perfect backdrop to your time in SW FL!

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.

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!

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.

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.

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.

Fun At The Beach
2024 Beautifully Remodeled Unit! Located 1 block from Naples Pier (rebuilding currently) and 3rd Ave 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 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 refrigerator.

Park Shore Resort Beautiful Top Floor 2 Bed 2Bath
Walk to Beach! Beautiful Top Floor Condo in Park Shore Resort. This wonderful and tranquil get-away is set in a tropical resort with lush tropical vegetation, waterfalls, a large, heated pool, and BBQ area. Newly renovated 2 beds 2 baths with washer and dryer. This top floor unit gives you a breathtaking view over this beautiful resort which offers pool, tennis, pickleball, poolside restaurant Hogfish Harry's. Let us welcome you to your own personal piece of paradise!

Naples Luxurious Resort Retreat with Lazy River
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 (see below for resort fees). 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.

Lovers Key Resort/Ft Myers Beach/Condo/Pool/View
HIGH FLOOR Located on the 8th floor of Lovers Key Resort Unit 803, Fort Myers/Bonita Springs, FL. Private balcony overlooking the stunning water views of Lovers Key State Park and its beautiful environment Dolphins, manatees, exotic birds, and more spotted right from your balcony. Pool / Hot tub / gym
Popular amenities for Old Naples condo rentals
Weekly condo rentals

Luxury Charmer steps to Naples Pier & beach

Downtown Naples Beach Condo, Off of Famous 5th Ave

Naples Pier Condo 123

Old Naples Beach Condo

3 BR Naples Bay Resort Cottage Near 5th Ave

Beautiful 2-Bed Steps to Naples Beach & Downtown!

Le Malo 1BR Walk to Beach & 5th| Olde Naples | BBQ

The Club at Naples Cay 1101
Pet-friendly condo rentals

Seas the Day! Beach*Wine*Dine*Relax. And repeat!

SoCe Flats 206 - West Facing Luxury Condo

Tranquil Luxury 2BR Condo Near Beach & 5th Ave

Casa Di Napoli: 2/2 Chic Retreat/Private Pool

Newly Remodeled 2 bedroom, 2 miles to the beach!

10% Weekly Off | Naples Escape – Lely Golf, Pool

Spacious 2BR Lely Resort Condo w/Lake View | Pool

Naples Golf Resort | Free Golf + Pool
Condo rentals with a pool

Amazing Condo-1 mile from Bonita Beach

Park Shore Resort258 Top Loc. View, Pool, Tennis +

Lely Greenlinks Golf Resort Luxury Condo

Waterfront condo in Naples 201A

Park Shore Resort,Great views-Top Floor BLDGJ#454

4 Pools, lazy river, walk to 5th ave restaurants!

Golf Condo @ Lely | Free Rounds | Pool + Spa

Beautiful & Clean - Entire 3BR Condo - Lely Resort
When is the best time to visit Old Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $432 CAD | $623 CAD | $623 CAD | $463 CAD | $346 CAD | $315 CAD | $309 CAD | $304 CAD | $282 CAD | $317 CAD | $371 CAD | $445 CAD |
| 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 |
Destinations to explore
- Apartment rentals Old Naples
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- Rentals with pools Old Naples
- Rentals with beach access Old Naples
- Family-friendly rentals Old Naples
- Pet-friendly rentals Old Naples
- Hotel rooms Old Naples
- Waterfront rentals Old Naples
- Rentals with a hot tub Old Naples
- Beach house rentals Old Naples
- Condo rentals Naples
- Condo rentals Collier County
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- Condo rentals United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Florida Gulf Coast University
- Tigertail Beach
- Bowman's Beach
- Jetblue Park
- Barefoot beach Bonita Springs,FL
- Bonita National Golf & Country Club
- Big Cypress National Preserve
- The Naples Pier
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Ave Maria University
- Coconut Point
- Clam Pass Park
- Bunche Beach
- Delnor-Wiggins Pass State Park
- Barefoot Beach State Preserve
- Lovers Key State Park
- Coral Oaks Golf Course
- Tarpon Bay Beach
- Seminole Casino Hotel Immokalee
- Sun Splash Family Waterpark





