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Waterfront holiday rentals in North Naples

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in North Naples

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Holiday home in Bonita Springs

4.8 out of 5 average rating, 106 reviews

Amazing home w canal views, a mile from the beach!

New&Amazing location Walk or bike riding distance from the best escape to the most beautiful beach locations in Southwest Florida . This 1-bedroom, 2-bed and fold up bed spacious home has an open floor to allow the family to enjoy time away from home. The porch has seating to watch the sunsets with canal views. Step outside to relax play board games or just enjoy the fireplace while you chat with the family. This great place with lots of room for fun. Short distance to Fort Myers, Naples.Miami2

28 Jun – 5 Jul

$166 SGD per night

Guest house in Naples

4.8 out of 5 average rating, 296 reviews

Waterfront Sea Cottage

*Newly rebuilt after Hurricane Ian. Expect some construction within the main home. 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.

21–28 Feb

$134 SGD per night

Guest favourite

Cottage in Bonita Springs

4.89 out of 5 average rating, 242 reviews

Spacious By River 1.3 Mi to Beach 1 Bd 1 Bth Kit

Our Starfish Unit. A Spacious 2 Room 1 Bth You Will Have The Entire Unit. King Size Bed With A Queen Sleeper In Living Room. Enclosed Lania. Shell Drive Way. The Property Has A Private Dock On The Imperial River About 1 Mile To The Gulf Fresh Decorating, Shaker Cabinets in Kitchen Full Size Refrigerator, Beautiful Shower. 1.5 Mile Bike Ride To Beach. Publix (Grocer) Restaurants, Hiking, Beaches R Very Close. Fort Myers Beach South End 7 Miles FMB Town Square 13 Mi, World Renowned Docs 1.5 Mi

6–13 Sep

$167 SGD per night

Guest favourite

Apartment in Naples

4.95 out of 5 average rating, 283 reviews

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.

14–21 May

$245 SGD per night

Guest favourite

Home in Naples

4.87 out of 5 average rating, 154 reviews

Gulf access, tropical river front. Heated pool/Spa

As the pelican flies 1 mile to the beach. Kayak, jet ski, bike ride or boat minutes to the Gulf of Mexico. Tranquil waterfront on Cocohatchee River! 3/2 House sleeps 6 w/extra large heated swimming pool/spa. Large game area. Walking distance to dining/ shopping. Spacious parking guest/boat. Top quality beds/linens. Pet considered (not on furniture). Kayaking, private dock, swimming, beach, sunsets & private reserve... All at your doorstep or just minutes away. Excellent fishing, gas Weber BBQ.

1–8 Oct

$481 SGD per night

Guest favourite

Guest suite in Naples

4.97 out of 5 average rating, 303 reviews

Tropical Garden Studio Cottage (2 miles to beach)

Studio beach cottage experience in North Naples. Take one of the 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.

24 Nov – 1 Dec

$161 SGD per night

Guest favourite

Home in Naples

4.94 out of 5 average rating, 104 reviews

Tropical Cottage by the Sea

Welcome to your own private home on private lot! This 1 bedroom/1 bath cottage comes with a million dollar view & is perfectly located in the beautiful Bayshore Arts District in Naples. Quiet neighborhood but close to beaches & lots of fun things to do! Beautiful wild life and tropical plants abound. Fish and kayak right in the back yard. 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! This is the one!

21–28 May

$244 SGD per night

Guest favourite

Home in Bonita Springs

4.96 out of 5 average rating, 134 reviews

Waterfront home by Barefoot Beach, Bonita Springs

LOCATION LOCATION LOCATION BEST KEPT SECRET in PERFECT SERENE SETTING! WATERFRONT HOME CLOSE TO BEACH MODERN UPGRADED REMODELED WATERFRONT HOUSE. GREAT FOR BEACH& FISHING& BOATING ENTHUSIASTS! 3 BR, 2000SF 1 mile to B S beach 10min to 4 other beaches Open floor plan with many modern touches&high end appliances.Keurig, bikes, fishing poles, beach towels, cooler and chairs included Canal leads to Gulf for fishing fans.Enjoy marine life including manatees & dolphins fr spacious dock

25 Jan – 1 Feb

$410 SGD per night

Guest favourite

Apartment in Naples

4.91 out of 5 average rating, 146 reviews

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 renovated 2 bedroom, 2 bath with washer and dryer. This modern top floor unit with elevator gives you a breath-taking view over this beautiful resort which offers heated pool, tennis, pickleball, poolside ocean to table restaurant Hogfish Harry's. The beach is only a mile away! Let us welcome you to your own personal piece of paradise!

15–22 Oct

$315 SGD per night

Guest favourite

Cabin in Bonita Springs

4.91 out of 5 average rating, 277 reviews

Calming, relaxing cabin on the Imperial River

This private cabin surrounded by beautiful Florida landscape is the perfect place to get away from the stress and pressures of life. Unique decor from local artists, water filtration cooler, View birds, otters, manatees, turtles and fish in the river right outside your door. At night, sit on the screen porch under the soothing cafe lights protected from rain and bugs. Pagoda offers seating for 4, gas grill and chaise lounge for dining and relaxing. Come unwind in this gem!

10–17 Jul

$137 SGD per night

Apartment in Naples

4.85 out of 5 average rating, 156 reviews

Ground Floor, A+ Location Club Membership Included

Lakeside, ground floor condo, located in the prestigious World Tennis Club, with 50 acres devoted solely to beautiful landscaping and lakes. Great location in Naples with box stores, dining, Publix, CVS and Walgreens etc very close. Four miles to the beautiful Naples beach which extends for many miles. Membership is included, giving access to the larger swimming pool, hot tub, 16 tennis courts, gym, seasonal cafe, pro-shop tennis match making, etc.

3–10 Oct

$144 SGD per night

Guest favourite

Home in Naples

5.0 out of 5 average rating, 127 reviews

Peaceful Gulf Access, Kayaks, Bikes, ebikes

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.

12–19 Jul

$251 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Popular amenities for waterfront rentals in North Naples

Free parking on premises

Air conditioning

Waterfront apartment rentals

Guest favourite

Flat in Fort Myers Beach

4.9 out of 5 average rating, 193 reviews

Mermaid Oasis

24 Sep – 1 Oct

$314 SGD per night

Guest favourite

Flat in Bonita Springs

4.71 out of 5 average rating, 74 reviews

Beautiful Retro Style Hideaway

17–24 Apr

$126 SGD per night

Guest favourite

Flat in Bonita Springs

4.96 out of 5 average rating, 23 reviews

Boho in Bonita - No Pet Fee!

9–16 May

$166 SGD per night

Flat in Naples

5.0 out of 5 average rating, 3 reviews

Westshore 1201 at Naples Cay

27 Aug – 3 Sep

$638 SGD per night

Guest favourite

Flat in Saint James City

4.93 out of 5 average rating, 84 reviews

Island Castaway--Free Kayaks

9–16 May

$135 SGD per night

Flat in Bonita Springs

4.8 out of 5 average rating, 10 reviews

Cozy One Bedroom w/ Pool View

1–8 Jul

$254 SGD per night

Guest favourite

Flat in Naples

5.0 out of 5 average rating, 12 reviews

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

20–27 Oct

$374 SGD per night

Flat in Naples

4.93 out of 5 average rating, 46 reviews

Remodeled Condo at Resort Near 5th Avenue & Beach

5–12 Jun

$423 SGD per night

Waterfront house rentals

Guest favourite

Home in Bonita Springs

4.94 out of 5 average rating, 112 reviews

Bonita Oasis

31 May – 7 Jun

$304 SGD per night

Guest favourite

Home in Naples

4.94 out of 5 average rating, 150 reviews

Modern Loft Just minutes to Naples Beach

30 Dec – 6 Jan

$325 SGD per night

Guest favourite

Home in Bonita Springs

4.91 out of 5 average rating, 109 reviews

Light and Bright Canal Home with pool

16–23 Aug

$277 SGD per night

Guest favourite

Home in Naples

4.98 out of 5 average rating, 60 reviews

Bring Your Sandals

30 May – 6 Jun

$182 SGD per night

Guest favourite

Home in Naples

5.0 out of 5 average rating, 10 reviews

Spacious and clean 3BR gem, close to everything

25 Jun – 2 Jul

$223 SGD per night

Guest favourite

Home in Naples

4.96 out of 5 average rating, 53 reviews

Walk to beach New pool & baths w/ Cabana Oasis

12–19 Jul

$312 SGD per night

Guest favourite

Home in Naples Park

4.98 out of 5 average rating, 54 reviews

Coastal Retreat~Walk to Beach~Hot Tub~10% Off Week

21–28 Sep

$359 SGD per night

Guest favourite

Home in Naples

4.93 out of 5 average rating, 56 reviews

Seaside Serenity | Steps to Beach | Hot Tub

2–9 Sep

$421 SGD per night

Waterfront apartment rentals

Guest favourite

Apartment in Marco Island

4.99 out of 5 average rating, 111 reviews

Incredible Waterfront Views, Dock, Pool & Fishing!

2–9 Oct

$282 SGD per night

Guest favourite

Apartment in Naples

4.95 out of 5 average rating, 22 reviews

Stunning Views from Above at Vanderbilt Beach

10–17 Jul

$318 SGD per night

Guest favourite

Apartment in Naples

5.0 out of 5 average rating, 16 reviews

2-bedroom condo with great location and view

8–15 Aug

$370 SGD per night

Apartment in Vanderbilt Beach

4.91 out of 5 average rating, 11 reviews

Naples Vanderbilt Beach - Southbay Getaway 5 Star!

19–26 Oct

$467 SGD per night

Guest favourite

Apartment in Naples

5.0 out of 5 average rating, 68 reviews

Little Gem By the Beach and 5th w/Patio Old Naples

24–31 Aug

$257 SGD per night

Guest favourite

Apartment in Bonita Springs

4.85 out of 5 average rating, 20 reviews

Beach Lover's Paradise |Peaceful Condo| Prime Area

13–20 Jul

$205 SGD per night

Apartment in Naples

5.0 out of 5 average rating, 5 reviews

Beautiful 3 BR Waterside Condo w/ Private Terrace

2–9 Jan

$1,096 SGD per night

Guest favourite

Apartment in Naples

4.95 out of 5 average rating, 60 reviews

REMODELED LESS THAN 5 MIN FROM SUNNY NAPLES BEACH

14–21 Mar

$666 SGD per night

Quick stats about waterfront rentals in North Naples

Total rentals
250 properties
Rentals with a pool
190 properties have a pool
Pet-friendly rentals
70 properties allow pets
Family-friendly rentals
200 properties are a good fit for families
Total number of reviews
6.9K reviews
Nightly prices starting at
$95 SGD before taxes and fees

Destinations to explore