Waterfront holiday rentals in North Naples

A modern pool area is featured with a spacious swimming pool surrounded by a screened-in lanai. Lounge seating and vibrant cabanas are positioned nearby, providing shaded relaxation. An adjacent game room is visible, equipped with a pool table and foosball table under unique lighting.

4.96 out of 5 average rating, 116 reviews

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.

4.88 out of 5 average rating, 69 reviews

The courtyard features a heated pool surrounded by lush greenery and a spacious lounge area. A yellow and white striped umbrella provides shade over comfortable seating. A tranquil atmosphere is enhanced by the open layout, connecting the pool area to the interior spaces of the home.

Home in Naples Park

505 Sunset Key Estate | Luxury Courtyard Pool Home

Welcome to 505 Sunset Key Estate | Luxury Courtyard Pool Home Located on the coveted Vanderbilt Drive, this 5BD, two-story, heated pool home features Old Naples Charm w/ a North Naples location. Enjoy breathtaking sunsets from the private balcony or take a short stroll to world class, white sand beaches. Professionally designed to give you a sophisticated vacation home away from home. The upmost attention was paid to selecting quality furnishings that are as functional as they are beautiful!

A spacious living area features modern white armchairs positioned beside a stylish sofa. A table is set with decorative placements, and light enters through large sliding glass doors, framing views of lush greenery outside.

4.91 out of 5 average rating, 163 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 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!

4.96 out of 5 average rating, 321 reviews

A spacious pool area is surrounded by lush palm trees and vibrant flowers. The water is calm, with small fountains creating gentle ripples. Loungers line the pool's edge, inviting relaxation under the sun. Sunlight reflects off the surface, enhancing the serene atmosphere.

Condo in Naples

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.

4.99 out of 5 average rating, 88 reviews

Home in Naples Park

Private pool-spa home just blocks from the beach

Hello, owners Ted & Maya welcome you to an amazing private pool & spa home surrounded by a luscious backyard plant garden just 2 blocks from the beach. Fully remodeled 3 bedrooms, plus a den, 2 baths with lanai complete with a private pool and spa, 2 car garage and offered turnkey furnished! Simply and elegantly decorated spacious home. As you enter, there is a den with a couch, massage chair, TV on the wall, and a desk area perfect for working from home with high-speed WIFI internet service.

4.98 out of 5 average rating, 401 reviews

A private patio area features a smooth surface bordered by lush tropical plants and colorful flowers. A three-tiered blue water fountain adds a calming element, accompanied by comfortable seating arrangements. The space is set against a backdrop of vibrant greenery, presenting a serene outdoor escape.

Guest suite in Naples

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.

A spacious covered porch offers a view of a tranquil lagoon surrounded by tropical foliage. Comfortable outdoor seating is complemented by a small table, while vibrant flowers are arranged in a vase. Sunlight reflects off the water, enhancing the outdoor ambiance.

4.96 out of 5 average rating, 165 reviews

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!

5 out of 5 average rating, 90 reviews

A heated pool is enclosed within a screened lanai, featuring a colorful beach ball floating on the water's surface. Sunlight filters through the mesh walls, illuminating the pool area and surrounding greenery, while lounge chairs are positioned nearby for relaxation.

Cottage in Naples Park

Beach House on pond w/ HEATED pool - sleeps 6

This secluded and beautiful beachside getaway is yours. Perfectly positioned easy access to white-sand beaches & fabulous shopping/dining/golfing/site seeing experiences of Naples. (2 bed 2 bath.) Gorgeous lakeview, (turtles/ducks incl.). HEATED POOL. Enjoy fresh coffee at sunrise from lanai watching swans take their morning swim or have a nightcap near shimmering moonlit pond. We warmly welcome you to rest, relax and stretch-out at this incredibly charming Beach*House cottage.

A spacious stilt home features large windows that provide ample natural light. An outdoor deck with seating overlooks the canal, surrounded by palm trees. A boat dock is visible alongside smooth stone pathways leading to the house, creating a tranquil waterside setting.

4.99 out of 5 average rating, 164 reviews

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.

An aerial view showcases the surrounding neighborhood with water canals and residential areas. The location is highlighted with an arrow, indicating proximity to local amenities and beaches. Nearby buildings and greenery complement the serene landscape, while the distant Gulf of Mexico is visible.

5 out of 5 average rating, 60 reviews

Entire home -Charming Canal Cottage in Bonita

Our charming canal cottage is located in a peaceful neighborhood with gulf-access. ONLY a 5-minute bike ride to Barefoot beach & Vanderbilt beach. A short walk to over a dozen local restaurants! Prime location West of US-41, close to casual & fine dining & easy access to RSW Airport, the Promenade, Mercato & Waterside Shops. This home is renovated with a modern open-concept living space with a screened lanai. This home has a doc and is 15 minute access to the gulf with no bridges.

4.99 out of 5 average rating, 150 reviews

The image showcases a vibrant sunset over calm waters, viewed from a beach chair. Additional visuals include a resort layout featuring well-maintained pools and lush greenery, along with a modern building design that highlights inviting outdoor spaces.

Holiday home in Naples

25%OFF·Beach3mi·2HtdPools·Tennis·PickleBall·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!

4.75 out of 5 average rating, 81 reviews

A screened balcony features two woven chairs and a small table, offering a space for relaxation. Lush greenery and a clear blue sky are visible beyond the railing, while the road and nearby buildings can be observed in the distance.

Condo in Bonita Springs

Lovely 1 BR Condo steps away from Bonita Beach!

Welcome to our Bonita Beach Paradise that we would love to share with your family! This unit is newly renovated and all appliances, furniture, and fixtures are brand new! Enjoy ocean & 🌴 views from the condo! Equipped with all the furnishes you need to enjoy your vacation! 1 Bedroom + 1 Bath. Along with a pull out sleeper couch. Refrigerator, Oven/Range, Microwave, and in unit washer and dryer. Exactly a .25 mile walk to the beach, and within walking of local restaurants!

Popular amenities for North Naples waterfront rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

A beachfront view of a multi-story condo building, complemented by palm trees and straw umbrellas on the sandy shore. Clear blue skies and the adjacent pier extend towards the water, enhancing the coastal atmosphere.

4.91 out of 5 average rating, 11 reviews

Beachfront Lovers Key

A modern kitchen area features white cabinetry and sleek countertops, with a dining table positioned by a large window showcasing stunning beachfront views. A comfortable seating area includes a light-colored armchair, creating a welcoming space for relaxation with natural light streaming in.

5 out of 5 average rating, 10 reviews

Cozy Condo on the Gulf

5 out of 5 average rating, 23 reviews

A dining area features a wooden table complemented by black chairs and upholstered seating. Wall decor includes various round metallic plates, while natural light floods in through large glass doors. A comfortable seating space with a sectional sofa and ceiling fan is visible in the background.

Apartment in Naples

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

The living area features a spacious sectional sofa arranged around a wooden coffee table. A large wall clock is mounted above the seating, adding character. Natural light enhances the cozy ambiance, while a woven area rug complements the warm tones of the wooden furniture.

4.97 out of 5 average rating, 35 reviews

Your Home at the Beach!

4.83 out of 5 average rating, 138 reviews

Lovers Key Beach Club Suite - Private Beach

5 out of 5 average rating, 12 reviews

A tranquil pool area is showcased, surrounded by lush palm trees and tropical plants. Lounge chairs are arranged in rows along the pool deck, inviting relaxation. The sparkling water reflects the clear blue sky, enhancing the serene atmosphere of the community's recreational area.

Apartment in Naples

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

Apartment in Bonita Springs

A light-colored sectional sofa is positioned in a cozy living area, complemented by decorative pillows and a woven throw. A round coffee table with a candle rests on a striped area rug. Artwork is displayed on the wall above, providing a subtle decorative touch.

4.84 out of 5 average rating, 19 reviews

Cozy One Bedroom w/ Pool View

5 out of 5 average rating, 12 reviews

An aerial view captures a resort landscape featuring four crystal blue pools, a lazy river, and a hot tub surrounded by lush greenery. Multiple lounge chairs and umbrellas are arranged poolside, enhancing the tropical ambiance. Nearby, a striking paver stone layout connects the different areas.

Apartment in Naples

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

Waterfront house rentals

A sunlit area features a refinished heated pool and a hot tub, surrounded by lush greenery. A spacious enclosure with a screened roof provides views of the outdoors, while a decorative sun motif accentuates the wall beside the pool.

5 out of 5 average rating, 3 reviews

Renovated 3BR 2BA Near Beach

An outdoor living space features a large deck with seating arrangements and lounge chairs. Vibrant tropical plants, including bromeliads and banana trees, enhance the serene environment. A shaded gazebo is visible in the background, surrounded by lush greenery, offering a tranquil setting.

4.92 out of 5 average rating, 121 reviews

Saltwater Sanctuary - A tropical paradise

5 out of 5 average rating, 7 reviews

A waterfront beach house is showcased, featuring a wide driveway and lush green lawn. Palm trees and colorful landscaping surround the entrance, where a welcoming façade is visible under a clear blue sky, creating a relaxing atmosphere for guests.

Home in Fort Myers Beach

The Great Escape Beach House/ Pool/ Dock

A tranquil pool area features clear turquoise water, surrounded by tropical landscaping. Sunlight reflects on the water's surface, highlighting a stone seating area and lush greenery. An outdoor dining space with shaded seating is visible nearby, creating a serene atmosphere for relaxation.

5 out of 5 average rating, 23 reviews

Gulf Access, Resort Pool home, with Tiki bar.

5 out of 5 average rating, 6 reviews

A modern ranch-style home is presented, featuring a light-colored exterior with a stone accent wall. A large front yard with gravel landscaping is visible, complemented by a stylish circular wall decoration and large windows that allow ample natural light.

Home in Fort Myers Beach

The Heron House

5 out of 5 average rating, 96 reviews

Home in Bonita Beach

Luxury Home, Steps to the Sand! Pet Friendly!

A solar-heated swimming pool features clear turquoise water within a screened enclosure. Lush greenery and trees are visible in the background, complemented by soft lighting from the setting sun. A white pool edge and a handrail provide access to the water.

4.87 out of 5 average rating, 159 reviews

Bonita Oasis

A screened lanai showcases a swimming pool with a waterfall feature, surrounded by a mix of lounge chairs and a dining area. A thatched-roof Tiki Hut offers shade, while a view of the water and dock is visible in the background.

4.83 out of 5 average rating, 18 reviews

Waterfront Bonita Beach Pool/Dock/Tiki/Bike-Beach

Waterfront condo accommodation

5 out of 5 average rating, 88 reviews

A private, landscaped patio features two swivel chairs positioned around a small table. Lush greenery and flowering plants surround the area, providing a serene view of a lake in the background. The natural setting invites relaxation and enjoyment of the outdoors.

Condo in Old Naples

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

A modern living area features a light-colored sectional sofa paired with a wooden coffee table. Large glass doors provide views of the outdoor space, inviting natural light. A ceiling fan offers comfort. Decorative elements include a vase with greenery and a soft area rug beneath the seating.

4.91 out of 5 average rating, 77 reviews

Modern designed Unit- 5 Min from Naples BEACH

The living area showcases a light-filled space with a comfortable seating arrangement, including a large sectional sofa and accent chairs. A round coffee table is positioned on a soft area rug. Large sliding glass doors lead to a private balcony with views of the Gulf.

4.96 out of 5 average rating, 53 reviews

The Club at Naples Cay 501 - Gulf Views

4.77 out of 5 average rating, 62 reviews

The open living area features a light-colored sofa and an armchair, with large sliding glass doors allowing natural light and offering views of the bay waters. A wooden dining table with seating for four is positioned nearby, with a bowl of fresh fruit placed centrally.

Condo in Bonita Springs

Cozy Condo with amazing views, next to beach

Condo in Vanderbilt Beach

A light-filled living area features a spacious sectional sofa adorned with decorative pillows. A wooden coffee table rests on a soft area rug. The open kitchen with white cabinetry and a large dining table is visible in the background, illuminated by a modern chandelier.

5 out of 5 average rating, 8 reviews

Beautiful 3 BR Waterside Condo w/ Private Terrace

A serene pool area is surrounded by lush tropical greenery, illuminated softly under a twilight sky. Lounge chairs are positioned along the pool's edge, inviting relaxation. The natural landscape features towering trees and vibrant plants, enhancing the tranquil atmosphere.

4.87 out of 5 average rating, 246 reviews

Park Shore Walk to Beach!

4.96 out of 5 average rating, 113 reviews

A bright living room is highlighted by a blue sectional sofa adorned with colorful cushions. A round, glass coffee table sits on a patterned rug, while a white armchair complements the space. Windows with blinds allow natural light to fill the room.

Condo in Naples

Beaches & 5th Ave 2.5 miles away!