Waterfront vacation 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.

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.

4.88 out of 5 average rating, 68 reviews

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!

4.91 out of 5 average rating, 162 reviews

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.

Condo in Park Shore

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!

4.99 out of 5 average rating, 88 reviews

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.

4.97 out of 5 average rating, 399 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.

Condo in Vanderbilt Beach

A cozy balcony setting features two cushioned chairs positioned beside a small table with a potted plant. Panoramic views of tall buildings and the Gulf of Mexico are visible through wraparound windows, allowing natural light to fill the space.

4.97 out of 5 average rating, 36 reviews

Stunning Views from Above at Vanderbilt Beach

Enjoy sunrises over Vanderbilt Bay and sunsets over the Gulf of Mexico in this 8th floor corner-unit. Wraparound windows providing excellent panoramic views. The split-bedroom floor plan includes two bedrooms and two baths, a kitchen, a living room, a dining room, and two separate balconies — one with views to the east overlooking the bay, and another expansive wraparound balcony with views overlooking the Gulf of Mexico. Electric shutters throughout provide ease and maximum storm protection.

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 outdoor area features a designer pool with an infinity edge, surrounded by sun loungers. A tiki hut and dining table are visible nearby, along with vibrant red umbrellas providing shade. Lush greenery adds a tropical touch to the tranquil ambiance.

5 out of 5 average rating, 5 reviews

New salt pool -Canal Dreamin - 7 hole Mini Golf

Canal Dreamin’ – Spacious 3BR/2BA waterfront home in Naples Park, just minutes to Vanderbilt Beach and Mercato’s dining, shopping, and nightlife. Features heated pool, private mini golf, canal-front lounge, screened lanai, dock, and complimentary bikes. Sleeps 8 with king, queen, twins, and sleeper sofa. Gourmet kitchen, Wi-Fi, washer/dryer, and beach gear included. Perfect for families, couples, or groups seeking luxury, comfort, and fun in Naples.

The exterior of a single-story home is shown, featuring a light-colored façade and a dark shingle roof. Palm trees surround the property, and a driveway leads to a two-car garage. Lush green grass complements a sunny sky with a few white clouds.

4.99 out of 5 average rating, 91 reviews

2br/2ba spacious House near the Ocean

Welcome to our stylish and comfortable retreat, located just 1.3 miles from the sandy shores of Vanderbilt Beach and the scenic beauty of Wiggins Pass State Park. With the vibrant Mercato district nearby, you'll have access to an array of dining, shopping, and entertainment options. Our well-appointed accommodations include two bedrooms with king-sized beds, as well as a queen-sized sleeper sofa, making it perfect for families or groups of friends.

4.97 out of 5 average rating, 159 reviews

A serene outdoor space features elegant seating with plush cushions and wooden tables, set against the backdrop of a softly illuminated pool. The area is accented by vibrant blue drapes and warm lighting, creating a calm atmosphere for relaxation.

Home in Bonita Springs

Imperial Garden Riverside Retreat

Escape to paradise in our charming 3BR, 2BA home with a cozy den and extra bed. Enjoy privacy and seclusion in the tropical garden with a fire pit. Relax in the saltwater pool or unwind in the hot tub. With river access and paddleboards provided, adventure awaits. Fire up the gas grill for a delightful cookout. Ideal for families or friends seeking a serene, private retreat with all the comforts of home.

4.82 out of 5 average rating, 113 reviews

Gulf Views & Sunsets | Estero Beach Tennis 206C

☀ Beachfront Bliss at Estero Beach & Tennis Club 206C ☀ Wake up to unobstructed Gulf views in this 5-star Fort Myers Beach condo! Enjoy early check-in, no checkout chores, and every comfort—from a king GhostBed, full kitchen with dishwasher, and high-speed WiFi to pool, tennis, and stocked beach gear. Steps from the sand with sunsets you’ll never forget.

Popular amenities for North Naples waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

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, 9 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!

A beachfront balcony offers calming views of the ocean and palm trees. The spacious area features two light-colored chairs positioned for relaxation. Below, the pool area is visible, along with a well-maintained lawn leading to the beach.

4.87 out of 5 average rating, 45 reviews

Beachfront-Pool Open-Fort Myers Beach (3rd Floor)

A serene outdoor space is presented, featuring a sparkling private pool surrounded by lush palm trees. Comfortable lounge chairs are positioned along the pool deck, offering a view of the expansive canal. The clear blue sky and tranquil waters create a peaceful ambiance.

4.96 out of 5 average rating, 23 reviews

Waterside Dream Picture Perfect Private Pool

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 turquoise exterior of a single-story unit is surrounded by lush greenery and palm trees. A gravel driveway leads up to the entrance, which is partially obscured by foliage. Trash bins are visible to the left, creating a functional outdoor space.

4.94 out of 5 average rating, 34 reviews

Dock On Gulf Canal Front Close 2 Beach Restaurants

Waterfront house rentals

Superhost

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, 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, 23 reviews

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.

Home in Bonita Springs

Gulf Access, Resort Pool home, with Tiki bar.

5 out of 5 average rating, 31 reviews

The private pool area is fully screened, featuring a rectangular pool with a pink float. Eight lounge chairs are arranged around the pool, set against a backdrop of lush greenery and water views, ensuring a tranquil space for relaxation.

Home in Bonita Bay

Bonita Bayshore Escape: Luxe home, heated pool

Superhost

An aerial view showcases a spacious home nestled in a lush, tropical landscape. A private pool can be seen adjacent to a large deck, surrounded by vibrant greenery and trees, with water visible nearby, enhancing the property's outdoor appeal.

4.86 out of 5 average rating, 35 reviews

Charming Waterfront Tropical Escape Near Downtown

4.96 out of 5 average rating, 136 reviews

A bright dining area is highlighted by a round wooden table surrounded by blue chairs. Natural light fills the space through large sliding glass doors, showcasing a peaceful lake view framed by trees. A television displaying a beach scene adds to the coastal ambiance.

Home in Fort Myers Beach

Charming Lake View Home, Close to 3 Beaches!

The spacious pool area features a pristine saltwater pool surrounded by a tiled deck. Comfortable lounge chairs are arranged under large umbrellas, with lush tropical plants in colorful pots enhancing the atmosphere. The structure includes a screened enclosure for a protected outdoor experience.

5 out of 5 average rating, 49 reviews

Boho Chic Estate-40Ft Pool/Spa-Coolest House in Na

Waterfront condo rentals

5 out of 5 average rating, 31 reviews

A modern kitchen features white cabinetry and a spacious island with white quartz countertops. Stainless steel appliances, including a microwave and oven, are visible. A television displaying a beach scene adds a touch of relaxation, while natural light fills the open layout.

Condo in Old Naples

Luxurious condo steps to beach with heated pool!

A clear swimming pool is framed by tropical palm trees, surrounded by lounge chairs. The sunset casts a warm glow over the scene, reflecting off the water's surface. The two adjacent buildings feature balconies with white railings, enhancing the inviting atmosphere.

5 out of 5 average rating, 15 reviews

Beachfront condo on 10 acres of pristine beach.

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

4.95 out of 5 average rating, 114 reviews

A personal patio space features four wooden lounge chairs arranged around a small table. Lush greenery and palm trees surround the area, complemented by a serene view of the pond and a clear blue sky above.

Condo in Naples

2.5 miles to Beaches & 5th Ave

A tall, modern building is seen from above, surrounded by water and lush greenery. The calm waters reflect the clouds in the clear blue sky. A small parking area and palm trees are visible in the foreground, highlighting the property's serene waterfront location.

4.94 out of 5 average rating, 52 reviews

Lover's Key Resort Unit #807

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

Superhost

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.

Condo in Park Shore

4.87 out of 5 average rating, 246 reviews

Park Shore Walk to Beach!

Aerial view of a stunning coastline, featuring soft white sand intertwined with turquoise waters. Small boats are anchored near the shore, where a few individuals enjoy the beach. Lush greenery and houses are visible in the background, contributing to the serene landscape.