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

New Home, 6 Beds, Heated POOL / Game Room
Park in the driveway and enter through the front double doors to a newly and completely updated Home with 3bedrooms and 3 full bathrooms located just 7 miles from the trendy 5th avenue south, white sanded beaches and the famous Naples pier; This private and MODERN exquisite home has everything you need to enjoy an endless summer alike stay. Heat for the Pool Available EXTRA $ October to May $40 EXTRA per each night stay May to September $30 EXTRA per each night stay. Game Room and and Gym area.

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!

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

Lely Greenlinks Golf Resort Luxury Condo
This beautiful and spacious 2-bedroom, 2 bath condo is luxurious, impeccably clean, well-stocked - and perfect for your next vacation getaway! Greenlinks Golf Resort is situated within the prestigious Lely Resort Golf & Country Club in Naples. It is just a two minute walk over to the clubhouse where you can tee off on the Lely Flamingo or Mustang golf courses. Ideal central location between downtown Naples and Marco Island, you are just 15 minutes from downtown or beaches in either location.

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.

Tropical Cottage by the Sea- your own private home
Welcome to your own private waterfront home on private lot close to Naples beaches! This small cottage comes with a big view of a tropical, peaceful lagoon. Fish and kayak right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting and lots of wild life to see too! Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens or one of the many restaurants close by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do close by!

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.

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.

5th Ave & Beaches 10 Minutes Away! 2 BD/2 BA
Bring your family and friends to our Southwest Florida paradise! This stylish space is the newest addition to our profile. Located in Naples Florida and within a 7 min drive to 5th Ave shops, restaurants, and beaches. Enjoy a 10 min walk to Celebration Park and local restaurants. Guests can enjoy this newly remodeled condo that has everything you will need for your Naples getaway. **If you have a larger party, inquire and view our profile about the 3 other condos on this property.

25% OFF · Beach 3mi · 2 Htd Pools · Tennis · Pickle Ball · Bikes
✨ Introducing Catch of Naples ✨ 🎾 Stay active at Blue Coral Naples Coastal Home in WTC – with 16 tennis & 4 pickleball courts, 2 pools, hot tub & sauna right in the community! 🏖️ Just 3 miles to Naples beaches & 10 min to downtown dining. 🚲 Bikes, beach chairs & umbrellas included for endless outdoor fun. 🌴 Relax on the lanai while kids play safely in our gated community. 🌐 Guests recognize us as Catch of Naples — read the reviews and see why active travelers choose us!

Park Shore Walk to Beach!
Lush Tropical Water Falls that empty into the pool set the senses for Relaxation and Vacation mode!!! Please note, there is a resort fee of $115, if you are 1-5 guest. Or stay of 1-30 nites. Not my fee. It covers employees at the front desk Also several other hotel like features. Elevator, restaurant , security and more. It’s well spent for an old fashioned family vacation or a quick and easy contact once vacationing:)
Popular amenities for Old Naples waterfront rentals
Waterfront apartment rentals

Beachfront Lovers Key

Beachfront Bliss!

Luxury 3bd/2b condo at Lely Resort Golf and CC

Your Home at the Beach!

Lovers Key Beach Club Suite - Private Beach

Minutes to 5th Ave-No steps-Lakefront-End Unit

Lazy River, 4 Pools, 5th Ave Resort Personal Oasis

Remodeled Condo at Resort Near 5th Avenue & Beach
Waterfront house rentals

Charming 3BR Lake Home w/ Pool, Hot Tub & Fire Pit

New salt pool -Canal Dreamin - 7 hole Mini Golf

Luxurious Naples Townhome

505 Sunset Key Estate | Luxury Courtyard Pool Home

Private pool-spa home just blocks from the beach

Lakeside House with heated pool, 15 mins to beach

Charming Lake View Home, Close to 3 Beaches!

Private pool & spa/Close to dwtn/Sleeps 10/2 Kings
Waterfront condo rentals

Cozy Coastal Escape. Close to FMB and Sanibel

Beach Vibe Condo Resort / Pool+Golf, Near Beaches!

Seaside 204 Beachfront condo - Luna Sea on FMB

Lover's Key Resort Unit #807

Casa Bonita - Relax @ The Beach (Newly Remodeled)

2 BR Condo w/ King Bed - Resort Pool - Golf - Gym

Catina Remodeled 2-BR Condo with Pool & Lake View!

Stunning Views from Above at Vanderbilt Beach
When is the best time to visit Old Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R4,414 ZAR | R5,167 ZAR | R4,326 ZAR | R3,993 ZAR | R2,995 ZAR | R2,750 ZAR | R3,345 ZAR | R3,240 ZAR | R3,503 ZAR | R3,485 ZAR | R3,608 ZAR | R3,591 ZAR |
| 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 waterfront rentals in Old Naples

Total vacation rentals
Explore 90 vacation rentals in Old Naples

Nightly prices starting at
Old Naples vacation rentals start at R1,051 ZAR per night before taxes and fees

Verified guest reviews
Over 1,790 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
90 of Old Naples vacation rentals include wi-fi 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!
Destinations to explore
- Fitness-friendly rentals Old Naples
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- Condo rentals Old Naples
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- Serviced apartment rentals Old Naples
- Hotel rentals Old Naples
- Rentals with a fireplace Old Naples
- Rentals with pools Old Naples
- Rentals with a hot tub Old Naples
- Rentals with beach access Old Naples
- Family-friendly rentals Old Naples
- Beach house rentals Old Naples
- Pet-friendly rentals Old Naples
- Rentals with a fire pit Old Naples
- Rentals with an EV charger Old Naples
- Waterfront rentals Naples
- Waterfront rentals Collier County
- Waterfront rentals Florida
- Waterfront rentals United States
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