House holiday rentals in Old Naples

A spacious deck extends over the canal, surrounded by lush palm trees. Comfortable seating is arranged around a fire pit, with a paddleboard propped nearby. A BBQ grill is visible, inviting outdoor dining in a serene waterfront setting.

4.95 out of 5 average rating, 125 reviews

Boaters Bayshore Bungalow w/HOT TUB view of water.

BRING YOUR BOAT! This ranch home is located on a canal with direct access to the Gulf/Naples Bay(no bridges). Amazing water sports access. In the cool/hip Bayshore Arts district! Great restaurants, Naples Botanical Gardens, boating, 3 miles to DT Naples and 4 to the best beaches. This is a perfect family/friends vacation spot. We have all the gear to enjoy this location. Quiet neighborhood/newly renovated/great views. Coffee on the deck with sunrise in front of you or drinks at sunset. Serenity

A serene beach scene captures a vibrant sunset, with hues of pink and orange reflected on the water's surface. Gentle waves lap at the shoreline, while soft sand stretches along the beach, interspersed with small scattered shells.

4.96 out of 5 average rating, 111 reviews

Magical Gateway in Naples FL

You'll fall in love with this tinny but magical place in the heart of Naples, modern open concept,high end finishes, a lot light, 2 BR queens beds, fine blinens, full bathroom with marble, enclosed pool, spacious back yard and a wood burning fire pit, 2 parking spaces just few steps from your front door. This place is near to all Naples has to offer, beautiful beaches, dining & nightlife, it is only 3km from the beach, 3 km from 5th ave in Old Naples and less than a mile from shopping centers.

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, 175 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!

A spacious screened-in lanai features a heated pool with a shallow area for children. Luxury chaise lounges are positioned near the pool, offering comfortable seating. The outdoor space is designed for relaxation and enjoyment, with clear views of the surrounding greenery.

4.95 out of 5 average rating, 138 reviews

LUXE Oasis | HTD Pool •10 min Beach +5th Ave •Crib

Welcome to Your Naples Getaway! Why our home is perfect for your vacation: 🏖️ Beaches Nearby – Just a quick 10–15 minute drive to Via Miramar and Lowdermilk Beach. 📍Prime Location – Nestled on a peaceful street only 7 minutes from the iconic 5th Avenue. 🏡 Resort-Style Comfort – Relax in our fully screened lanai featuring: • Heated private pool • Luxury chaise loungers • Outdoor TV • Gas grill for BBQ nights Unwind with a cocktail, take a sunset dip, or simply kick back under the stars!

4.97 out of 5 average rating, 188 reviews

A single-level traditional home is showcased with a bright green garage door and welcoming front entrance. The circular driveway is paved, surrounded by neatly manicured grass. Mature trees and shrubs are positioned around the property, providing a touch of greenery under a clear blue sky.

Home in Lake Park

Relaxing Naples Home close to beach and downtown.

Enjoy this single level "just renovated" traditional Naples home, just blocks from beautiful beaches, the Naples Zoo, Naples Preserve, the Conservancy of Southwest Florida, the Gordon River Greenway Park, Coastland Mall, and 5th Avenue's abundant restaurants and shopping. Features include 3 bedrooms (including 1 bedroom with bunk beds (double and twin), a 2 car garage, covered lanai and laundry. It is located in the Lake Park neighborhood known for its quiet charm and mature canopy trees.

A light-filled living room features a comfortable seating arrangement with soft sofas and an armchair, complemented by a decorative area rug. Large windows invite views of lush greenery, while a painting enhances the tranquil atmosphere. A ceiling fan is mounted for added comfort.

4.98 out of 5 average rating, 299 reviews

Garden House-2 Bedroom/2 Bath-Naples / Park Shore

WHOLE HOUSE RENTAL-Intimate quiet setting. 2 miles from the beach and 4 miles from (a 10 minute drive) Downtown / 5th Avenue Naples. The house is within easy walking distance of the Park Shore Area / US41 / Tamiami Trail restaurants and bars. Outdoor hot tub, fire-pit and lush green gardens for a tranquil stay. There are no hidden cleaning fees on this listing which is a huge plus. There are also no hidden cameras or sensors of any kind at the house—your privacy is respected.

4.98 out of 5 average rating, 146 reviews

A serene pool area features a champagne-style hot tub connected to a shimmering pool, surrounded by a marble deck. A vibrant mural of a sea turtle decorates the wall, while lounge chairs are positioned nearby, inviting relaxation amidst lush tropical landscaping.

Home in Bonita Springs

Luxe Unique: Close to Beach, Hot Tub, Heated Pool

Step into the luxurious 2BR 2BA oasis in the heart of Bonita Springs, FL. It promises a relaxing retreat just a few minutes from the pristine Bonita Beach, restaurants, shops, exciting attractions, and natural landmarks. The stylish design and a rich amenity list will leave you in awe. ✔ 2 Comfortable Bedrooms ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Backyard (Pool, Hot Tub, Swim-Up Bar, BBQ) ✔ Lounge Pool House ✔ Workspace ✔ Smart TVs ✔ Wi-Fi ✔ Parking See more below!

A spacious living area features a comfortable sectional sofa adorned with decorative pillows. A stylish coffee table sits at the center, complemented by a simple plant. A large television is positioned on a modern console against a backdrop of clean, white walls and a soft area rug.

4.95 out of 5 average rating, 231 reviews

Location! Quality! Comfort! " The downtown Gem "

This Completely renovated gem offers a pleasant and cozy open floor plan with high-end beds and furniture, a private patio with a BBQ station, Screened lanai, and it's fully equipped with anything that you can think of. Within half a mile, you will be in the most fun Celebration Park or have breakfast on the water, Naples Botanical Gardens, and much more. You'll also appreciate the short drive to downtown Naples and the best Naples beach.

A refreshing pool area features a heated pool surrounded by lounge chairs and a dining table. An inflatable pink flamingo floats in the water, while colorful umbrellas provide shade. Lush greenery frames the outdoor space, creating a bright and inviting atmosphere.

4.93 out of 5 average rating, 158 reviews

675 FantaSea | New Heated Resort Pool & Fire Pit

Spend the day outside morning, noon & night and live out your FantaSea vacation! Lounge on the deck or in the heated pool on the sun shelf. On a cool night sit by the fire and relax in the Adirondack chairs. Desirable designer interior with coastal decor has the comfort of home with the feel of the sea. We are just a few minutes away from white sandy beaches with beautiful sunsets, amazing restaurants and upscale shopping centers.

4.96 out of 5 average rating, 206 reviews

4BR Near Downtown Naples |Beach, Bikes, BBQ& Games

Relax in this spacious 4-bedroom Naples home minutes from the beach, 5th Ave shopping, and downtown dining. Ideal for families and groups, this 1,864 sq ft retreat offers king beds, bikes, beach gear for 8, outdoor games, BBQ, and two outdoor lounge areas everything needed for an easy Southwest Florida getaway. We have stellar reviews, come check us out & see for yourself. ⭐ Consistently 5-star rated | Superhost owned & operated

A spacious backyard is highlighted by a hot tub under a wooden gazebo. Sun loungers are arranged on the manicured lawn, while a sandy area offers relaxation. Greenery surrounds the space, providing a private atmosphere, with a putting green featuring a small flag for recreational activities.

4.94 out of 5 average rating, 333 reviews

Coastal Farmhouse w/ mini Golf, Private Beach &Spa

We welcome you to our high end, next level, brand new Farmhouse, which is conveniently located in the heart of Naples. Only 1.5 miles away from the beach, minutes away from the nearby plaza, which offers dining experience, shops, supermarkets, gas stations, etc. The well-known downtown district is only four miles away and Mercato, if you are looking for nighttime activities. Brand new High-end furniture and beds. Welcome, Home!

An inviting outdoor space features a heated pool and spa, enclosed by a fine mesh screen. Comfortable seating areas are arranged nearby, complemented by lush greenery. Sunlight streams through the enclosure, highlighting the tranquil atmosphere of this private oasis.

4.92 out of 5 average rating, 118 reviews

Private Oasis in the ♥ of Naples ☀Heated Pool/Spa☀

Escape to The Private Oasis in the heart of Naples! → Welcome to 2,279 square feet of modern and elegant furnishings → Minutes to 5th Avenue, Tin City, Beach, Zoo, and Pier → Fully equipped kitchen fit for the chef at heart → Dine and unwind poolside in the enclosed lanai → Take a dip in the heated pool and spa → Grill masters will love the outdoor kitchen & bluetooth speakers → Click the ❤ to add listing to wishlist!

Popular amenities for house rentals in Old Naples

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 174 reviews

A spacious houseboat is docked in calm waters, featuring a bright blue canopy atop the upper deck. White exterior walls contrast with the blue and gold accents. Surrounding greenery and nearby boats can be seen, enhancing the serene waterfront setting.

Home in Old Naples

Unique Waterfront Naples Experience

The outdoor space features a heated pool surrounded by sun loungers and lush greenery. A cozy sectional seating area with vibrant blue cushions is positioned near a fire pit. The screened-in lanai offers a glimpse of outdoor dining and a grill, creating an inviting atmosphere.

5 out of 5 average rating, 27 reviews

*New*5minto5th|Heatedpool|privateyard|10mintobeach

A spacious outdoor area features a large heated pool surrounded by a screened enclosure. Two lounge chairs sit along the poolside, while a dining table with chairs is positioned nearby. Lush greenery and a clear blue sky create a serene setting.

5 out of 5 average rating, 15 reviews

The Marquee of Naples

A serene outdoor space features a pool surrounded by a spacious paved area, complemented by lounge chairs and umbrellas. Lush palm trees and vibrant greenery create a natural border, while a sunset sky casts warm tones over the setting, enhancing the tranquil atmosphere.

4.94 out of 5 average rating, 127 reviews

Brookside Bungalow- Perfect 2 Bedroom House & Pool

An expansive lanai features a shimmering pool with a waterfall-edge spa and in-pool loungers. The outdoor space is surrounded by a screened enclosure, providing views of well-kept greenery. A comfortable seating area and dining space are visible in the background, enhancing the outdoor living experience.

5 out of 5 average rating, 26 reviews

Pool Home Minutes to the Beach

A sun setting over the horizon casts a warm glow on the water, creating a serene scene. The beach is lined with soft white sand, and a pier extends into the sea in the distance, framed by a clear sky above.

4.95 out of 5 average rating, 147 reviews

Naples Retreat with Pool Near Beaches and 5th Ave

A private outdoor space features a saltwater pool and hot tub, surrounded by lush greenery. Comfortable seating arrangements include a fire pit and outdoor dining area, all sheltered under a screened enclosure, providing a tranquil setting for relaxation.

4.97 out of 5 average rating, 210 reviews

LUXE: Beach Home w/ Screened Pool & Spa, BBQ

A serene pool area is showcased, featuring a clear blue water pool with a sleek edge. A large umbrella provides shade over two white lounge chairs, surrounded by lush tropical greenery and vibrant plants. The sky above is bright and clear.

4.9 out of 5 average rating, 59 reviews

Tropical Paradise Naples w/ heated pool and spa

Weekly house rentals

A spacious living area features a large sectional sofa in neutral tones, paired with accent pillows. A coffee table sits on a textured rug, while plants add a touch of greenery. Natural light floods in through expansive glass doors that open to a private outdoor space.

4.91 out of 5 average rating, 58 reviews

3 Bedroom Waterfront Getaway in Downtown Naples!

The image features a shimmering heated pool surrounded by a screened-in patio. The inviting outdoor space is accented by comfortable lounge chairs and a scenic view of lush landscaping. A stylish interior is glimpsed through large windows, showcasing a modern aesthetic.

5 out of 5 average rating, 36 reviews

"Granada"1.5 Miles to the Beach,10 Min to Downtown

An inviting outdoor area features a heated pool surrounded by a screened enclosure. A floating pool toy is present in the water, while lounge chairs are positioned nearby. Sliding doors lead to the interior living space, enhancing the seamless indoor-outdoor connection.

4.95 out of 5 average rating, 20 reviews

Families-private heated pool & hot tub-pickle ball

Superhost

An open-concept living area features a comfortable sectional sofa arranged around a coffee table. A large wall-mounted television is positioned near a rustic sideboard. Soft, neutral tones create a calm environment, while natural light filters through adjacent windows, enhancing the welcoming layout.

4.93 out of 5 average rating, 14 reviews

Naples Nest- Located near Beaches and Downtown

5 out of 5 average rating, 26 reviews

Modern Home Naples | Heated Saltwater Pool On Lake

4.97 out of 5 average rating, 86 reviews

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning

An open living area features a comfortable white sectional sofa facing a large wall-mounted TV. Natural light flows through sliding glass doors leading to an outdoor space. A round wooden coffee table and a stylish accent chair add to the welcoming atmosphere.

4.94 out of 5 average rating, 68 reviews

Old Naples Home | Hot Tub, 5 Min Downtown & Beach

A serene backyard features a private, heated saltwater pool surrounded by lush greenery. Sun loungers are placed nearby on a tiled patio, providing a perfect spot for relaxation. The bright blue sky and clear water create an inviting outdoor atmosphere.

5 out of 5 average rating, 10 reviews

Private Pool 5 Star Guest Favorite Near 5th Ave

Private house rentals

A modern kitchen with light cabinetry and granite countertops is visible, featuring stainless steel appliances and a seating area. Three pendant lights hang above a spacious island with bar stools. A gray leather couch is in the foreground, creating a comfortable living space.

4.95 out of 5 average rating, 82 reviews

New, Upscale Home with Pool , Close to Downtown

5 out of 5 average rating, 16 reviews

Private Studio/ 3 Miles from Beach

5 out of 5 average rating, 6 reviews

Relax & Play! Putting Green + Heated Pool + Spa

A tranquil pool scene is captured at sunset, featuring vibrant orange and pink hues in the sky. A pink inflatable flamingo floats on the water, surrounded by a well-kept pool deck with lounge chairs and umbrellas nearby, framed by lush greenery and palm trees.

4.96 out of 5 average rating, 25 reviews

Hidden Gem-Central Naples-3 Miles to Town & Beach

A serene outdoor area features a clear pool, surrounded by a screened enclosure. A decorative rock waterfall flows gently into the water, and lounge chairs provide space for relaxation. Lush greenery and a wooden fence frame the setting, offering privacy and a tranquil atmosphere.

4.95 out of 5 average rating, 80 reviews

Waterfall/Seasonally Heated Private Pool In Naples

A heated pool area features relaxing lounge chairs partially submerged in the water, accompanied by a large white umbrella providing shade. The pool is surrounded by a spacious deck, framed by lush greenery and palm trees, with additional seating visible in the background.

4.98 out of 5 average rating, 98 reviews

Private Naples Oasis w/ Cart, Gym & Saltwater Pool

A shaded outdoor space features comfortable seating arranged around a wooden coffee table. A heated pool is visible beyond the covered area, surrounded by lounge chairs. Ceiling fans provide airflow, while a BBQ grill is located near the wall, adding functional amenities to the inviting setting.

4.97 out of 5 average rating, 66 reviews

Casa Azul, a heated pool home 8 mins to the beach

An open living and dining area showcases stylish furnishings and a light color palette. The cozy sofa is positioned near a glass coffee table. A dining table with wooden chairs is visible, complemented by a modern kitchen area featuring bar stools and white cabinetry.