Holiday rentals with a patio 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, 126 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!

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

Welcome to your serene retreat… Located in the Bayshore Arts district, this beautifully renovated home features a fresh, stylish design with new furnishings throughout. Enjoy a welcoming, open-concept layout and a screened-in patio perfect for relaxation. Nestled in a peaceful and secluded setting, the space offers one king bedroom and one queen bedroom for your comfort. Clean, quiet, and private—an ideal sanctuary for your stay. Located just minutes away from downtown 5th Ave and beaches.

4.9 out of 5 average rating, 135 reviews

The outdoor patio features two wooden lounge chairs with decorative cushions positioned around a small wooden table. Lush greenery and trees provide natural shade, while a picnic table is visible in the background, inviting outdoor gatherings.

Condo in Naples

5th Ave & Beaches 10 Minutes Away! 2 BD/2 BA

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.

A spacious living area is illuminated by natural light streaming through large windows, showcasing views of lush greenery. A comfortable sofa and armchair provide seating, while a small dining area with bar stools is visible in the corner. Decorative accents offer a welcoming touch.

4.95 out of 5 average rating, 58 reviews

Tree Top Retreat!Private, close to 5th Ave & Beach

Looking for privacy and a place that’s super close to 5th Ave? You found it!! Stay high up in the trees in your very own 2nd story studio overlooking the beautiful pool & yard! Very spacious, clean & comfortable w/ pull out couch & new king bed & mattress! You’re close to the action but tucked away in your own private setting. We’re a 5-8 minute car ride/Uber or 10-15 minute bike ride to 5th Ave! *PLEASE NOTE: The pool, patio & front yard will not be able to be used by guests*

5 out of 5 average rating, 28 reviews

A modern living room is highlighted by a large wall-mounted TV above a wooden console table. A neutral-colored sofa is paired with a natural fiber rug and a wooden coffee table. A potted plant is positioned beside the sliding glass doors, allowing natural light to enter.

Townhouse in Naples

Villa Driftwood by Downtown & Beach

Welcome to your perfect Naples getaway! This beautifully renovated 2-bedroom, 2-bathroom townhouse blends modern comfort with laid-back Florida vibes. Located just 2.5 miles from shops & restaurants on 5th Ave. and less than 4 miles from Naples Beach—you’re in the heart of everything. Spend your days sunbathing, paddle boarding, or exploring nearby trails. In the evening, take a quick bike ride down to Celebration Park, where food trucks, live music, and waterfront drinks await.

4.99 out of 5 average rating, 154 reviews

An open living area features a cozy seating arrangement with a brown armchair and a textured ottoman. Wall art depicting botanical themes complements the neutral walls. A modern kitchen bar with three stools is visible, lending to the inviting and functional design of the space.

Home in Naples Park

Pool Bikes & Beach | Paddle Board Included

We welcome your family of up to 2 adults & 3 children. You will be close to sandy beaches, great restaurants and shopping at this great North Naples Location. Just a few minutes from Vanderbilt Beach and Wiggins Pass Park. You will love all the great amenities and be able to relax in this brand new clean apartment. Amenities, Bikes, paddle board, beach wagon and beach towels. Very easy to check-in, you will have your own private entrance and private one car parking available.

A spacious outdoor area features a rectangular pool surrounded by lounge chairs. A covered seating area is visible to the left, with a shaded structure supported by wooden beams. Lush greenery and palm trees add a tropical ambiance, complementing the exterior of the home.

4.92 out of 5 average rating, 116 reviews

Private Heated Pool | Playset | Near the Beach!

Just minutes from the beach, Flamingo Feliz is a cheerful 3-bedroom getaway with a brand-new pool, cozy tiki lounge, and family-friendly extras. Enjoy smart TVs in every room, a fully stocked kitchen, beach gear, bikes, and plenty of space to relax. The heated pool (heating avail. Oct–May) and outdoor living areas make it perfect for a sunny Florida escape. Located near 5th Ave dining, shops, and Naples' best beaches—everything you need for a laid-back vacation!

4.91 out of 5 average rating, 134 reviews

Guest suite in Naples

Newly Renovated Studio 5 Min From Beach

This newly remodeled studio with a private entrance is your perfect home away from home as you explore Naples. Featuring : Private entrance with self-check-in Workspace with an office chair, High-speed internet Complimentary coffee On-site washer/dryer Private bathroom and kitchenette with all the essentials (no stove) Staying with us ensures you'll have everything you need to feel revitalized after a busy day of beaching, shopping and dining!

4.94 out of 5 average rating, 18 reviews

A spacious outdoor pool area is presented under clear blue skies, featuring a sparkling pool and a spa. Lounge chairs are arranged around the poolside, offering a relaxing space to unwind. Lush palm trees are visible in the background, enhancing the tropical ambiance.

Condo in Old Naples

Olde Naples 5th Ave S Penthouse

Enjoy the life of luxury in the heartbeat of Naples in your own high end penthouse overlooking Naples 5th Ave. 5th Ave offers world class fine dining and shopping. Just a few blocks away lies the beautiful white sand beaches of Naples. To the south, you'll find the famous Naples Pier. Relax in the pool or spa right across from your front door, enjoy people watching from your own private balcony. Your rental includes beach chairs, bikes, and more!

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, 129 reviews

Brookside Bungalow- Perfect 2 Bedroom House & Pool

Perfect 2 Bedroom House with a Pool only 2.5 Miles to the Beach and 1.5 Miles to Beautiful 5th Ave in Naples, FL! This House is perfect for those coming to Naples on Vacation, for work, or seasonally! Enjoy a completely private backyard with a pool, outdoor shower, and lanai! Relax in your very own private oasis within a short driving distance of all of the most popular Naples spots! This house is perfect for 1-4 guests.

Popular amenities for Old Naples Holiday Houses with Outdoor Verandahs

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

A modern kitchen is equipped with sleek white cabinetry and stainless steel appliances. A large island with two brown bar stools offers a space for dining or casual gatherings. Soft lighting and large windows contribute to a bright and open atmosphere.

4.97 out of 5 average rating, 108 reviews

Las Casitas in Naples#2

5 out of 5 average rating, 22 reviews

Bayshore Luxe Stay | Modern Design

A charming exterior view of a single-story home is captured. Two vehicles are parked in the driveway, flanking the entryway. Soft blue lighting accents the architectural features, along with a neatly maintained lawn and a wooden fence bordering the property.

4.98 out of 5 average rating, 41 reviews

The Salty Turtle

4.96 out of 5 average rating, 129 reviews

A spacious bedroom features a bed with a deep red blanket, complemented by two gray pillows. A ceiling fan circulates air, while a wall-mounted television is positioned across from the bed. Natural light enters through a frosted window, enhancing the calming atmosphere.

Apartment in Fort Myers

Villa San Carlos Park

An ocean view is showcased from a wooden pier, featuring a welcoming sign that reads "Welcome to Naples." The sky is partly cloudy, and a sandy beach extends along the horizon, highlighting a serene coastal environment.

4.95 out of 5 average rating, 84 reviews

Sea Shell Villa 2

4.93 out of 5 average rating, 148 reviews

A cozy sleeping area features a spacious bed dressed in a deep plum comforter, accented by decorative pillows. A soft area rug lies beside the bed. A flat-screen television is mounted on the wall, and sliding barn doors add a modern touch to the space.

Apartment in Fort Myers

Villa Sosa

5 out of 5 average rating, 49 reviews

The Villa Gardenia

A modern living area is shown featuring a light-colored sofa arranged around a coffee table. Two ceiling fans provide airflow above, while natural light filters in through large sliding glass doors that open to a balcony with views of the golf course.

5 out of 5 average rating, 5 reviews

New Listing - 1st Floor 2BR Condo- Pool, Golf, Gym

Holiday House Rentals with a Verandah

A modern living area features a spacious gray sofa adorned with textured blue and a warm yellow pillow. Framed botanical artwork decorates the walls, complemented by wall-mounted planters. A sleek white coffee table sits in the center, with a decorative bowl and a wood accent piece on its surface.

5 out of 5 average rating, 41 reviews

“Taormina House” 5th ave and beaches 2 Miles away!

4.94 out of 5 average rating, 36 reviews

Cozy and Stylish, 2 King, Close to Beach & 5th Ave

5 out of 5 average rating, 8 reviews

NEW! Home Away from Home | Close to Everything!

The inviting outdoor area features a sparkling saltwater pool with a Baja shelf and two in-water loungers. Bright green umbrellas provide shade over the loungers, while additional stylish chairs are positioned nearby, surrounded by lush tropical landscaping.

5 out of 5 average rating, 14 reviews

Modern 3BR w/ Pool & Lanai | 5 Min to Downtown

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

4.97 out of 5 average rating, 86 reviews

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning

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

The image showcases a bright, inviting pool area featuring clear blue water illuminated by string lights above, creating a relaxed atmosphere. Surrounding spaces include a cozy living room with comfortable seating and a spacious kitchen area with modern fixtures and finishes.

4.96 out of 5 average rating, 138 reviews

Coastal Getaway *Heated Pool *3 King Rooms

Holiday condos with a patio

4.98 out of 5 average rating, 45 reviews

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.

Condo in Bonita Springs

Sally’s Seaside Escape – Walk to Beach + Views

4.95 out of 5 average rating, 37 reviews

A panoramic view of the Gulf of Mexico is captured from the fifth floor. The ocean's varying shades of blue meet the sandy beach, lined with palm trees. A beach house is visible near the shoreline, enhancing the coastal atmosphere.

Condo in Bonita Springs

Oceanview Oasis on Bonita Beach Bld3 Floor5

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, 107 reviews

Beachfront fully equipped apartment

4.93 out of 5 average rating, 54 reviews

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.

Condo in Park Shore

Westshore Naples Cay #202- Stunning Ocean view

Condo in Fort Myers Beach

4.94 out of 5 average rating, 18 reviews

Beachfront, Estero Beach Tennis 708A Weekly Stays

5 out of 5 average rating, 19 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!

5 out of 5 average rating, 20 reviews

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.

Condo in Naples

Up in the Aerie