
Waterfront vacation rentals in Old Naples
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Old Naples

Total vacation rentals
Explore 100 vacation rentals in Old Naples

Nightly prices starting at
Old Naples vacation rentals start at ﺩ.ﺇ 294 per night before taxes and fees

Verified guest reviews
Over 1,330 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
100 of Old Naples vacation rentals include wi-fi 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!
Top-rated waterfront rentals in Old Naples
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

Park Shore Resort Modern Top Floor 2 Bed 2 Bath
You have found THE BEST condominium in Naples! This wonderful and tranquil get-away is set in a tropical paradise in the heart of Park Shore. A modern 2 bedroom, 2 bath with one king bed, two twin beds and one sofa bed, sleeps 6 people. This top floor unit with elevator gives you a breath-taking view over a beautiful resort which offers heated pool, tennis, pickleball, and poolside restaurant Hogfish Harry. The beach is only a mile away! Let us welcome you to your own personal piece of paradise!
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Boaters Bayshore Bungalow w/HOT TUB view of water.
BRING YOUR BOAT! This ranch home is located on a canal with direct access to the Gulf/Naples Bay(no bridges). Amazing water sports access. In the cool/hip Bayshore Arts district! Great restaurants, Naples Botanical Gardens, boating, 3 miles to DT Naples and 4 to the best beaches. This is a perfect family/friends vacation spot. We have all the gear to enjoy this location. Quiet neighborhood/newly renovated/great views. Coffee on the deck with sunrise in front of you or drinks at sunset. Serenity
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Naples Cottage for two- your own private home
Welcome to your own, private home close to restaurants, coffee shops, parks and Naples beaches! This perfect tropical cottage for two comes with a stunning view of a natural lagoon. Fish, kayak & explore right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting. Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens, Trails, Pickle Ball courts or shops near by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do near you
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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.
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Tropical Garden Studio Cottage (2 miles to beach)
Studio beach cottage experience in North Naples. Take one of the two complementary bicycles on an easy 15 min bike ride to the beautiful Wiggins Pass State Park or Vanderbilt beach. Just 3 miles from the popular Mercado shops, restaurants and theater. Prefer to walk? It's less than 10 mins walking to multiple great restaurants, grocery stores, and even paddle board/boat rentals, fishing trips, dolphin eco sunset & tours. Feeling adventurous? Take one of double kayaks from the dock to the beach.
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Lux Lakefront Resort | Beach 3 MIN Drive | 70"TVs
🌴Naples Coastal Escape🌴 “After several Airbnb visits this place definitely stands out among the rest…” Enjoy sunrises and sunsets in this remodeled, quiet, lavish lakefront oasis at Park Shore Resort. ☞Screened lanai w/lakeview+alfresco dining ☞Gourmet kitchen+Coffee bar+Wine fridge ☞Rainfall showerheads ☞Towel Warmer ☞Workspace desk ☞Cable TV TOP LOCATION ☀️ Clam Pass Beach->3min by car /~20min walk 🍹Mercato->9min car 💎 Old Naples/5th Ave->10min car 🛒 Fresh Market Grocery->10min walk
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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.
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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.
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Waterfront ocean access canal, Kayaks, Bikes Beach
We renovated a key west style home into a modern beachy oasis. You can kayak, bike and boat to the beach right from the house! This safe waterfront neighborhood has tons of friendly people out walking, running, biking, dog walking, etc. The house is 1/4 mile to the beach as the crow flys. Beach entrances are 2 miles away. We have 2 nice adult bicycles, kayaks and fishing rods for you to use. Located just off Wiggins Pass Road between 41 and the ocean. Stilt home. Don’t even need a car.
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Coastal Retreat - 5th Ave & Beaches 10 min away
Welcome to your perfect Naples Coastal Retreat! Step into this beautifully decorated, brand-new apartment designed for comfort and relaxation in the highly desired Bayshore Arts District. Located just minutes from the beautiful Naples beach and 5th Ave. Whether you're here for a weekend getaway or an extended stay, you'll love the thoughtful touches, stylish decor, and unbeatable location. Walkable restaurants, live music, waterfront drinks, and nearby trails. We are pet-friendly! :)
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SoCe Flats 308 - West Facing Luxury Downtown Condo
Unit 308 is a 1-bedroom, 1-bath top floor luxury condo with a desirable west-facing balcony! The bedroom has a king-size bed and the living room is equipped with a sleeper sofa to accommodate a total of four guests. SoCe Flats is an exciting new condominium development in the most desirable neighborhood in Naples, the Paradise Coast?s most coveted beach town. ideal location South of Central Avenue in Olde Naples, walking distance to the beach and elegant 5th Ave S shopping and dining
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" Velvet Bloom” Bubbling Spa Retreat with Sauna
Deep-hued velvet furnishings create a luxurious ambiance at the Velvet Bloom. Only 3.5 miles from Downtown and the beach. 2mins walk to Sudgen Park Lake which includes kayaking, beach, walking trails & biking. All brand new, high-quality comfortable furniture, Tempur-Pedic mattress, Very Fast WiFi, King-size bed, TVs in all bedrooms, fully equipped kitchen, Fire pit, BBQ, bikes, and much more to offer. Reserve " Velvet Bloom " for exquisite lakefront experience.
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Popular amenities for Old Naples waterfront rentals
Waterfront apartment rentals

Includes FREE Jet Ski Rental & Beach Chairs!
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Lovers Key Beach Club 1003 - Private Beach
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Chic resort, 4 pools, walk to 5th Ave Restaurants!
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Seashell Beach, your place to relax and enjoy.
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Luxury Condo 2BR at Resort near 5th Ave & Beach
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Park Shore Resort-BLDGC#218*Amazingly remodeled*
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Sunset Cove at Vanderbilt Beach
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Beach Front Panoramic View - Sunset Paradise
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Waterfront house rentals

Remodeled 4 BR 3 Full Bath Sunshine Getaway
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Paradise on canal minutes to Ft Myers Beach/Gulf
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"The Mac" Beach House! Premier Location! Pool/Spa
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New Home, 6 Beds, Heated POOL / Game Room
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Bonita Oasis
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Lakefront Oasis with Salt Water Pool
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Charming Waterfront Tropical Escape Near Downtown
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Waterfront w/Pool & Patio - Close to Everything
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Waterfront condo rentals

Lely Greenlinks Golf Resort Luxury Condo
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Beachfront fully equipped apartment
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Lovers Key Resort/Ft Myers Beach/Condo/Pool/View
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Lovely 1 BR Condo steps away from Bonita Beach!
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Park Shore Walk to Beach!
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206C Gulf Water Views + 2 bikes + beach gear
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Casa Bonita - Relax @ The Beach (Newly Remodeled)
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Location, location, location-water front condo 103
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When is the best time to visit Old Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 790 | ﺩ.ﺇ 779 | ﺩ.ﺇ 918 | ﺩ.ﺇ 870 | ﺩ.ﺇ 643 | ﺩ.ﺇ 621 | ﺩ.ﺇ 701 | ﺩ.ﺇ 679 | ﺩ.ﺇ 735 | ﺩ.ﺇ 716 | ﺩ.ﺇ 503 | ﺩ.ﺇ 768 |
| 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
- Condo rentals Old Naples
- Apartment rentals Old Naples
- House rentals Old Naples
- Rentals with pools Old Naples
- Serviced apartment rentals Old Naples
- Rentals with beach access Old Naples
- Family-friendly rentals Old Naples
- Pet-friendly rentals Old Naples
- Hotel rooms Old Naples
- Rentals with a hot tub Old Naples
- Beach house rentals Old Naples
- Waterfront rentals Naples
- Waterfront rentals Collier County
- Waterfront rentals Florida
- Waterfront rentals United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Tigertail Beach
- Florida Gulf Coast University
- Bowman's Beach
- Barefoot beach Bonita Springs,FL
- Jetblue Park
- Bonita National Golf & Country Club
- Big Cypress National Preserve
- The Naples Pier
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Bunche Beach
- Coconut Point
- Ave Maria University
- Clam Pass Park
- Delnor-Wiggins Pass State Park
- Lovers Key State Park
- Barefoot Beach State Preserve
- Coral Oaks Golf Course
- Tarpon Bay Beach
- Del Tura Golf & Country Club
- Seminole Casino Hotel Immokalee





