Condo holiday rentals in North Naples

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.

4.92 out of 5 average rating, 168 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!

A cozy living area features a spacious light-colored sofa and two armchairs, complemented by a glass-topped coffee table. A ceiling fan provides airflow, while natural light pours in through large glass doors. A television is mounted on the wall, enhancing the room's functionality.

4.94 out of 5 average rating, 104 reviews

Lush tropical 1st floor getaway in Naples

Whether you're looking for a family-oriented or quiet, romantic vacation, we've got you covered! Our unit is tucked away at the south end of our complex where the trickle of the waterfall outside your lanai is the perfect backdrop to enjoying your morning coffee or perhaps a vacation cocktail! Our unit is completely remodeled in an updated coastal-chinoiserie style that is a combo of classic and contemporary, but also livable (we have two young children). Perfect backdrop to your time in SW FL!

The beachfront view reveals several multi-story condominiums lining the shore, surrounded by sandy areas populated by beachgoers. Gentle waves lap at the shoreline, while a sky filled with soft clouds adds to the serene coastal atmosphere.

4.92 out of 5 average rating, 130 reviews

Ken & Gina's Beach Condo (#2301)

Due to hurricane Ian, the courtyards and tennis courts are under repair. Pools are open. 2 of 4 entrances are open. Studio condo across the street from Bonita Beach. 3rd floor unit offering partial views of the gulf. Being able to walk to the beach (2 mins) and 2 restaurants while centrally located between Ft. Myers and Naples makes this a great location. Local bike rental shops offer delivery of bicycles. Bonita beach offers jet ski, paddle board and catamaran rental. Parking is free

Two striped beach chairs are positioned on the sandy shore, facing the calm, reflective water under a soft, cloudy sky. The scene captures a serene moment by the beach, inviting relaxation and tranquility.

5 out of 5 average rating, 61 reviews

Cozy, spacious, family friendly. 3 mins to beach.

Our beautiful condo is located in a secluded area in North Naples, within walking distance to Vanderbilt Beach and Delnor Wiggins Beach Park. We strive to offer you a memorable and comfortable stay with the amenities we include: -Beautiful and cozy space -Fully stocked kitchen -900Mbps Wi-Fi -Smart TVs -Desk -Toiletries, hair drier, iron, curler -Beach chairs, towels, cooler, cart -Self check-in/out -Covered pkg space -Heated pool -Coffee/tea -Washer/ dryer -Play pen/High Chair -Beach Pass

4.96 out of 5 average rating, 141 reviews

The image captures a striking sunset over the ocean, featuring a gradient of oranges and yellows blending into deep blues. The calm water reflects the warm colors, creating a serene and expansive view of the horizon, with the last light of day disappearing into the distance.

Condo in Pelican Bay

Your Beach Hideaway

Welcome to Your Beach Hideaway! A short 3 minute walk to beautiful Vanderbilt Beach in North Naples, Fl. Light and Airy 1 bedroom condo with Wi-Fi, cable and a pullout sofa in the sun room. Less than a mile to shopping, restaurants, bicycle rentals, fitness center and Paragon Pavilion movie theaters. 1.2 miles to Whole Foods and Mercato also with restaurants, shopping and Silver Spot theater. Everything you need is provided all the way to Beach chairs, umbrella and a blender for Daiquiris!

4.93 out of 5 average rating, 134 reviews

A spacious heated pool invites relaxation, surrounded by lounge chairs placed along the deck. Lush palm fronds frame the view, enhancing the tropical ambiance. The pool area is well-maintained, with clear water reflecting the sun. Parking is visible beyond the poolside greenery.

Condo in Old Naples

NEW! ONE BLOCK to the Beach, Restaurants & Shops!

Welcome to your newly renovated condo in the heart of Olde Naples! Just ONE BLOCK to the beautiful Naples beaches and all of the shops and dining on 3rd Street! Your first floor condo suite is ideally situated just steps from the oversized heated pool. And with large windows you can let that warm Florida sunshine in. The studio also has a designated parking space, common laundry, kitchen, bathroom, dining table, king size bed, pull out single trundle bed and can sleep up to 3 people.

4.92 out of 5 average rating, 171 reviews

A cozy living room is presented with two comfortable couches and a glass coffee table. A large smart TV is mounted on the wall, displaying a scenic beach view. Soft lighting from lamps creates a relaxed atmosphere, while a decorative rug adds texture beneath the seating area.

Condo in Naples Park

Seas the Day! Beach*Wine*Dine*Relax. And repeat!

A sunny vacation home, ideal for families, couples, or friends - a vacation, or a staycation. Located in north Naples Park, Vanderbilt beach with its sugar white sand, is 5 minutes away by car. It is also around the corner from Mercato, one of the highlights of the Naples scene for shopping, dining and entertainment. A cute home away from home, you'll find everything you need for a relaxing stay. Just remember to bring your sunglasses and flip flops and enjoy a taste of Florida life!

A modern living area is highlighted by a white sectional sofa and a circular glass dining table surrounded by stylish white chairs. Large windows provide views of a tranquil outdoor space with greenery and water, complementing the bright interior decor.

4.92 out of 5 average rating, 132 reviews

Beautiful Pool 5m to the Beach Downtown & Shopping

**Condo - Naples Modern Retreat** Welcome to Naples Modern Retreat, a fully renovated 2 bedroom, 2 bathroom condo nestled in a Tennis Resort in the heart of Naples, Florida. 6 miles to downtown and the beaches. This property offers a harmonious blend of scenic views including beach, canal, garden, lake, marina, ocean, pool, and resort vistas, ensuring a stay full of breathtaking beauty and modern luxury. ** Popular Amenities ** 2 bicycles, 5 beach chairs and umbrella

A scenic view showcases Bonita Beach, where the soft sand meets the calm blue waters of the Gulf. Lush palm trees line the beach, with a dining area set back from the shore. A vibrant building is visible, providing options for beachside refreshments.

4.9 out of 5 average rating, 105 reviews

Easy Breezy Too

Steps from the beach! Easy Breezy 2 is cute, cozy and clean.Unit is stocked with plenty of amenities and extras. Coffee provided for every morning of your stay! Daily vouchers are included for beach chairs set up for you ( VIP service) @ Bonita Jet Ski& Parasail across the street behind Doc’s House. ( a $22 per day value. Umbrella is NOT included) AND as a VIP guest you will also receive a 10% discount on parasailing! Come see how easy breezy it all is!

A cozy sleeping area features a queen size bed dressed in a nautical-themed quilt. A small refrigerator and microwave are visible, along with a dresser and television. Light enters through a shuttered window, complementing the soft blue walls.

4.83 out of 5 average rating, 234 reviews

Cozy studio 1.3 miles to Barefoot Beach

Very inexpensive way to get close to the beach and still have complete privacy! Whole unit-Share nothing. Small and cozy studio/room 12x19 with a refrigerator, microwave, air conditioner, full bath, suitable to more or less sleep. Queen size bed. Closet and dresser. This is a separate guest room with a private entrance not connected to another unit. Located in an adorable tropical feel complex in a seafoam green building.

Condo in Fort Myers Beach

4.83 out of 5 average rating, 118 reviews

Gulf Water Views + 2 bikes, beach gear weekly stay

Beachfront & Gulf Water Views 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, free high-speed WiFi, heated pool, tennis/pickleball courts, BBQ grills, free parking, and stocked beach gear. Steps from the sand with sunsets you’ll never forget.

A row of modern condos is situated along a sandy beach, with palm trees lining the shore and the Gulf of Mexico visible in the foreground. The sky is partly cloudy, offering a serene coastal view.

4.81 out of 5 average rating, 121 reviews

Oceanview unit. Completely remodeled pool is open!

Oceanview condo with the Gulf of Mexico view and silky white beaches is available for your pleasure. Owner, not a rental agency managed condo. Fear not, I run an honest small rental service and you can deal with me in confidence. Please be aware some construction is going on in the entire area due to hurricane Ian impact, including our complex. Noise is minimal but might be disturbing to some.

Popular amenities for North Naples condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A serene landscape features a calm pond reflecting the blue sky, surrounded by lush greenery and palm trees. The architecture of nearby buildings is visible, with large windows providing a glimpse of the community setting. The scene conveys a peaceful atmosphere within the gated community.

4.91 out of 5 average rating, 45 reviews

2-Bedroom Condo near beach - full amenities!

A vibrant sunset is captured over the Gulf of Mexico, blending oranges and yellows as the sun meets the horizon. Silhouettes of palm trees and people can be seen in the foreground, adding depth to the serene coastal view.

4.96 out of 5 average rating, 46 reviews

Half-Way To Heaven II, The Best on Bonita Beach!!!

A light-colored sofa is positioned in the living area, accompanied by two textured poufs on a circular rug. In the background, a plush bed with a wooden headboard is visible, flanked by lamps. Coastal-themed artwork decorates the wall above the bed.

4.98 out of 5 average rating, 48 reviews

Sally’s Seaside Escape – Walk to Beach + Views

4.9 out of 5 average rating, 52 reviews

A bright living area is furnished with a white sideboard and a flat-screen TV. Two light-colored sofas with green accents face each other. A dining table with chairs is visible in the background, alongside wall art featuring botanical themes. Soft lighting creates a welcoming space.

Condo in Old Naples

Renovated Studio Steps to Naples Beach & Downtown!

5 out of 5 average rating, 34 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!

5 out of 5 average rating, 9 reviews

Bright and Upgraded Condo in Falling Waters

The outdoor balcony features a dining table surrounded by four patterned chairs. A lounge area is present with a spacious seating arrangement. The view beyond includes lush greenery and distant ocean glimpses, with a high-rise building visible in the background.

4.93 out of 5 average rating, 55 reviews

Westshore Naples Cay #202- Stunning Ocean view

An open-concept living space is featured, showcasing a modern kitchen with stainless steel appliances and white cabinetry. A glass dining table sits in the foreground, while a comfortable seating area is visible in the background, leading to a sliding door with views of the Gulf.

4.99 out of 5 average rating, 68 reviews

Beautiful 8th Floor Gulf View Condo

Pet-friendly condo rentals

4.96 out of 5 average rating, 50 reviews

A spacious sleeping area features a large bed adorned with soft linens and decorative pillows. A light-colored painting is displayed above the bed. Natural light enters through sliding glass doors next to a mirrored closet, enhancing the room's openness.

Condo in Bonita Bay

Bonita Bay, Private Beach Access plus

Condo in Vanderbilt Beach

A spacious living area is furnished with comfortable couches adorned with patterned cushions. A wooden coffee table is centered in front, while a dining table with multiple chairs is visible in the background. Light filters through large windows, highlighting the room's modern decor.

4.87 out of 5 average rating, 15 reviews

Relax and walk to the beach, pet friendly, pool

Condo in Fort Myers Beach

A private balcony is showcased, offering unobstructed views of the Gulf of Mexico and white sandy beach. Two outdoor chairs are positioned by a round table, and the vibrant blue sky complements the serene shoreline.

5 out of 5 average rating, 3 reviews

Beachfront Haven At EBTC Unit 106C-Dog Friendly

A spacious screened-in porch features wooden flooring and verdant accents. Several seating options include a round table with four chairs and a cozy seating area. Ceiling fans are visible, and greenery can be seen through the large glass doors and windows.

5 out of 5 average rating, 4 reviews

Spacious, Serene 2BR/2BA Canal Side Home

A modern outdoor area features a sleek heated pool and jacuzzi, surrounded by landscaped greenery. Glass railings provide unobstructed views of the river. Natural stone surfaces complement the serene environment, creating a peaceful retreat for relaxation.

4.86 out of 5 average rating, 50 reviews

Casa Di Napoli: 2/2 Chic Retreat/Private Pool

A modern kitchen features new stainless steel appliances, including a refrigerator and electric stove. Light-colored cabinetry complements the marble countertop, while a patterned backsplash adds texture. Sink and storage drawers enhance functionality, with dish towels neatly arranged nearby.

4.96 out of 5 average rating, 76 reviews

Newly Remodeled 2 bedroom, 2 miles to the beach!

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.

4.93 out of 5 average rating, 123 reviews

Beaches & 5th Ave 2.5 miles away!

4.95 out of 5 average rating, 22 reviews

A spacious living area is furnished with a large sectional couch and a cozy armchair. Two coffee tables sit atop a textured area rug. The open layout leads to a modern kitchen with wood cabinetry and bar seating, illuminated by natural light.

Condo in Bonita Bay

Sunrise Condo-2BDR/2BTH with private beach

Condo rentals with a pool

Condo in Fort Myers Beach

A panoramic view showcases a sparkling heated swimming pool surrounded by lounge chairs, with the beach and Gulf of Mexico visible in the background. Soft waves lap at the shore while sunbathers can be seen enjoying the sandy area. Lush palm trees frame the scene.

4.89 out of 5 average rating, 110 reviews

Beachfront fully equipped apartment

An aerial view of a large outdoor pool surrounded by palm trees and lounge chairs. Umbrellas provide shade over several seating areas, and vibrant landscaping enhances the tropical setting, complementing the pool's unique shape and inviting blue water.

4.89 out of 5 average rating, 19 reviews

GreenLinks Retreat - Pool, Hot Tub, Tennis, Golf

5 out of 5 average rating, 37 reviews

Lovely 2-bedroom condo with pool

A screened-in balcony features comfortable lounge chairs arranged for relaxation. A peaceful view of the lake and surrounding landscaping is visible through the large sliding glass doors. Soft natural light highlights the serene outdoor setting.

4.83 out of 5 average rating, 153 reviews

Top Floor World Tennis Club Vacation Condo

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, 78 reviews

Modern design 1st Flr Unit- 5 Min to Naples BEACH

The exterior view showcases a multi-story condominium building surrounded by landscaped greenery and parking areas. Clear blue skies and distant views of additional structures highlight the location's proximity to the beach. The building is designed with large windows, allowing natural light to enter.

4.86 out of 5 average rating, 74 reviews

Charming Studio- Pool & Courts at Bonita Beach FL

A heated outdoor pool is surrounded by lush greenery and palm trees, offering a serene environment. Adjacent, a hot tub is visible, while numerous lounge chairs are positioned around the pool area, providing ample seating for relaxation.