Condo vacation rentals in Old 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.

4.91 out of 5 average rating, 162 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, 102 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 image captures a view of a sandy beach leading to a pier extending into the ocean. Waves can be seen crashing against the pier, while green foliage frames the foreground, enhancing the natural coastal scenery under a clear blue sky.

4.98 out of 5 average rating, 116 reviews

FUN AT THE BEACH

2024 Beautifully Remodeled Unit! Located 1 block from Naples Pier( to be rebuilt)and 3rd Ave Famous Dining and Shopping. Private entrance to unit with designated parking. The pool is outside your door for easy access. The unit provides a master suite with a king mattress and the extra room has 2 twins that can convert into a king. Please request upon booking. A laundry facility is located on the premises. Kitchenette provides cooktop and microwave/convection oven & a small refridgerator.

A wooden pier extends into the ocean, supported by numerous vertical posts. Two structures with thatched roofs are visible at the end of the pier. Gentle waves lap at the shoreline, reflecting the sunlight, with a clear sky above.

4.95 out of 5 average rating, 165 reviews

Sea Shell Villa 1

Your will be close to everything when you stay at this centrally-located villa. Our villa is fully upgraded. Has a full kitchen, 1 bedroom with a queen bed and laundry room with a full size washer and dryer. There is a great variety of restaurants and shopping just minutes away. In just 15 minutes you can be at the famous Naples pier for a fun day at the beach. We also have Marco Island, which is one of the top beaches in the world, just 20 minutes away. We do not offer snorkeling gear.

5 out of 5 average rating, 11 reviews

LeMalo, Olde Naples Condo, walk to Beach & 5th Ave

Downtown condo with walking distance to 5th Ave S shopping, dining, and the beach!Just 6 blocks from the Gulf of Mexico, about 7 min walk, this 1 bedroom / 1 bathroom weekly rental with a dedicated parking space is ideal for travelers who enjoy tennis, the arts, fine dining, and the beach. Le Malo has a coastal chic feel featuring a cozy living room, a king size bed in the bedroom, and a full bath. Enjoy the famous Naples sunsets just by looking down the street in this prime location condo!

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.

4.93 out of 5 average rating, 129 reviews

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.

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.

4.96 out of 5 average rating, 113 reviews

Beaches & 5th Ave 2.5 miles away!

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.

4.9 out of 5 average rating, 113 reviews

Condo in Bonita Springs

Bonita Beach and Tennis 5807

Steps away from beautiful Bonita Beach is our studio condo equipped with everything you need for the prefect beach getaway. Lanai with incredible views of evening sunsets. Gulf views from lanai, living room and bedroom. Walk-in shower, plenty of storage space. Fully equipped kitchen, linens, cooler, beach chairs and towels. 2 heated pools on site. 2 fun restaurants, both on the water, within walking distance. DUE TO HURRICANES IAN & MILTON SOME WORKERS ARE STILL ON SITE.

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, 130 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

4.82 out of 5 average rating, 217 reviews

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.

Condo in Bonita Springs

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.

A spacious living area features a modern open-concept design with wooden beam accents. Light-colored furniture includes a white sofa and two armchairs. A round coffee table sits in front, and a comfortable workstation is visible nearby. The kitchen is seen in the background.

5 out of 5 average rating, 10 reviews

Naples Tyme Retreat

Naples Tyme Retreat is an elegant, newly renovated, 2-bedroom, 2-bath condo that sleeps 6. Enjoy luxurious resort amenities, including 5 pools, a spa, gym, tennis, and world-class dining. Just steps from vibrant 5th Avenue and Naples' stunning beaches, this serene retreat offers a private lanai, modern kitchen, and sophisticated decor. Perfect for families or mature travelers seeking a blend of relaxation and upscale living.

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!

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 condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

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.

4.98 out of 5 average rating, 46 reviews

Westshore Naples Cay #202- Stunning Ocean view

4.96 out of 5 average rating, 47 reviews

World Tennis Club • Beach 4mi • Pools • Hot Tub • Sauna • Pball

A heated swimming pool is surrounded by lush greenery, featuring palm trees and colorful plants. Several lounge chairs are positioned around the pool, and a blue umbrella provides shade. A waterfall feature enhances the tranquil setting.

5 out of 5 average rating, 34 reviews

Lovely 2-bedroom condo with pool

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

A scenic view from the lanai showcases tall palm trees with clusters of orange fruit beside a serene pond. A gentle fountain can be seen in the water, framed by the lush greenery of surrounding plants and the tranquil atmosphere of the resort.

4.9 out of 5 average rating, 80 reviews

Looking for peace and relaxation? You found it!

A gold-colored mermaid statue is positioned on a pedestal against a backdrop of vertical blinds. The walls are painted in soft blue, and warm wooden trim outlines the space, contributing to a nautical-inspired ambiance.

5 out of 5 average rating, 11 reviews

Up in the Aerie

4.79 out of 5 average rating, 34 reviews

A serene courtyard showcases a heated pool surrounded by comfortable lounge chairs. A small umbrella provides shade, while neatly arranged towels are stacked at the pool's edge. Lush greenery and palm trees frame the area, adding to the inviting atmosphere.

Condo in Naples Park

The Sand @ Naples Boutique ·Walk 2 Vanderblt Beach

Pet-friendly condo rentals

4.83 out of 5 average rating, 115 reviews

The modern kitchen features stainless steel appliances, including a stove and microwave. Adjacent, a stacked washer and dryer are positioned beside a minimalist dining area. Natural light floods the space through a nearby window, highlighting the clean lines and neutral color palette.

Condo in Fort Myers

Cozy Coastal Escape. Close to FMB and Sanibel

4.98 out of 5 average rating, 46 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

A bright living area is showcased, featuring a comfortable sofa and accent chairs. Natural light floods in through large windows dressed with soft curtains. A framed artwork adds color to the wall, while a coffee table sits centrally, complemented by a round mirror reflecting the space.

5 out of 5 average rating, 15 reviews

SoCe Flats 304 - West Facing 1+Den Luxury Condo

The living room features a spacious seating area with a light-colored sofa and a neutral area rug. A large flat-screen Smart TV is mounted on the wall, and artwork is displayed in soft colors. Natural light fills the room, enhancing the open, airy feel.

5 out of 5 average rating, 13 reviews

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

The entrance to Naples Bay Club features a grand archway highlighted by palm trees. A paved pathway leads to the inviting entrance, showcasing a blend of Mediterranean architecture with a tiled roof and lush landscaping.

5 out of 5 average rating, 4 reviews

Resort Lifestyle Condo near Beach

5 out of 5 average rating, 18 reviews

An open-concept living area features a comfortable beige sectional sofa adorned with decorative pillows, centered around a natural wood coffee table. A ceiling fan and warm lighting complement the neutral decor, with a large wall art piece depicting palm trees enhancing the inviting ambiance.

Condo in Lake Park

Naples 2-BDRM Condo, SuperClean, Patio, Lake Park!

A private balcony is depicted, featuring a dining table with tall chairs overlooking the Gulf of Mexico. The horizon shows a blend of blue skies and water, while a sandy beach is visible below, dotted with beach chairs and palm trees.

5 out of 5 average rating, 13 reviews

Pleasant Paradise At Estero Beach & Tennis Club

A light-filled living area features a large, comfortable sectional sofa arranged around a white coffee table. Floor-to-ceiling glass doors lead to a balcony, while a stylish television is mounted on the wall. Soft, neutral colors enhance the serene atmosphere.

5 out of 5 average rating, 4 reviews

Amazing Old Naples Property!

Condo rentals with a pool

A contemporary living space features a comfortable sofa and a coffee table adorned with decorative items. Large glass doors open to a private balcony with ocean views, allowing natural light to fill the room. Soft colors and minimalistic decor create an inviting ambiance.

4.98 out of 5 average rating, 46 reviews

Beach Sanctuary Condo

4.95 out of 5 average rating, 39 reviews

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.

Condo in Bonita Springs

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

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 - Close to the beach & downtown!

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.

4.88 out of 5 average rating, 98 reviews

Beachfront fully equipped apartment

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.

A light-filled dining space features a round table with white chairs, complemented by a rustic centerpiece adorned with greenery. The decor includes a wall-hanging with a seasonal wreath, and doorways lead to the kitchen and hallway areas, showcasing the condo's open layout.

4.89 out of 5 average rating, 64 reviews

Elegant condo, with access to 2 top golf courses

An open living area features light-colored furnishings and natural décor elements. A dining table is set with woven placemats, while large glass doors provide access to a balcony with a view of the marina. Soft textiles enhance the inviting atmosphere.

4.91 out of 5 average rating, 23 reviews

Downtown Marina Retreat

A bright living area is highlighted by a comfortable sectional sofa and elegant coffee table. Nearby, a dining space with a wooden table and six chairs is visible. Decorative plants enhance the ambiance, while a ceiling fan circulates air. Natural light fills the room from large windows.