Holiday rentals with outdoor seating in Naples

4.97 out of 5 average rating, 107 reviews

A spacious private pool area features a heated pool and spa, enclosed by a screen for comfort. Lush greenery is visible through the arches, enhancing the serene setting. Modern lounge seating is positioned nearby, inviting relaxation and enjoyment.

Home in Palm River

Luxurious Naples Home. Heated Pool. Mins to Beach.

Have fun with the whole family at this stylish Naples Costal Paradise Home. Tropical Oasis within minutes to the beaches, restaurants, shopping, entertainment. Heated pool/spa no jets, Wi-Fi, big lanai with BBQ and more. House is a 3-bedroom, 2-bathrooms fully renovated in coastal contemporary style with tile floors, coastal art, big kitchen and more. King bed, queen bed, 2 full beds, big modular couch. House will comfortably sleep 6 adults plus children. It has all you need for great vacation.

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, 134 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.

4.97 out of 5 average rating, 116 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 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.

4.94 out of 5 average rating, 144 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!

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, 143 reviews

Coastal Getaway *Heated Pool *3 King Rooms

Tropical Oasis Downtown Naples 3 BD/2 BA full house w/ a HEATED pool, outdoor entertaining, BBQ grill, lanai seating/dining for 8, outdoor games, 2 living rooms w/ large TVs (main room has a 75" screen TV), master suite w/ ensuite bathroom & flatscreen TV, all 3 bedrooms have king beds. Close to downtown restaurants/shopping (9 min), beaches/Naples Pier (14 min). DOG POLICY: Only after owner's approval, a non-shedding small dog is allowed with $100 per dog non-refundable fee (2 dog maximum).

5 out of 5 average rating, 105 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.

4.99 out of 5 average rating, 177 reviews

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.

Home in Wiggins Bay

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.

4.86 out of 5 average rating, 146 reviews

The exterior of a two-story house is framed by palm trees, showcasing a welcoming entry with steps leading up to a spacious deck. Lush green foliage surrounds the home, providing a tropical feel beneath a clear blue sky.

Home in Vanderbilt Beach

#Closest2Beach - 3BD/3BA Oasis by RITZ BEACH GOLF

CLOSEST RENTAL HOME TO BEACH in Naples Park. Sleeps 6 with possibility of up to 10 by adding the additional Private Suites if available. Great Home for Large Family Vacations located near Ritz Carlton Beach Resort in Naples. Short Stroll to soft white sands at Vanderbilt Beach-Restaurants-Shops-Boats! See other listings for options: #Closest2Beach - 4BR/4BA Lux by RITZ- BEACH & GOLF #Closest2Beach - 4BR/4BA Cabana by RITZ BEACH GOLF #Closest2Beach - Huge 5BR/5.5BA by Ritz & Beach

4.93 out of 5 average rating, 175 reviews

The living area features comfortable seating with two blue sofas and a light gray armchair. A large smart TV is positioned on a wooden media console, displaying a serene beach scene. Natural light filters through the window, complemented by light gray drapes.

Home in Naples Park

Sun-Kissed Getaway: Modern 2BR Condo Near Beach

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 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, 311 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.

A simple bedroom features a spacious bed with a light quilt. A nightstand with a lamp and an alarm clock is positioned beside the bed. A small dresser is visible, and natural light enters through the window, which is dressed in light curtains.

4.97 out of 5 average rating, 292 reviews

Bear Necessities - 1 Bdrm 1 Bthrm w/Kitchen/Lvrm

Relax and enjoy Florida indoors and outdoors in this "mini-apartment". You can watch for roaming wildlife and enjoy the tall pine trees, palm trees, and cypress trees from the patio. The "mini-apartment" is within walking distance of the canal where you can go bird watching and possibly see other wildlife. The apartment is outside of the busy hustle and bustle of the city but within driving distance of the beach. There are several restaurants with indoor or outdoor dining options.

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.

4.93 out of 5 average rating, 134 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

Popular amenities for outdoor seating rentals in Naples

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

5 out of 5 average rating, 39 reviews

A private backyard features a heated in-ground pool and spa, surrounded by lush greenery. Four lounge chairs sit alongside the pool, inviting relaxation. A floating swan pool float adds a playful touch. The covered lanai offers shade and is perfect for outdoor gatherings.

Home in Naples Park

Gulf Haven Hideaway: Naples 4BD Oasis - Pool + Spa

5 out of 5 average rating, 14 reviews

A serene outdoor space is showcased, featuring a spa and pool area surrounded by palm trees. The sun casts a warm glow over the water, while a canal is visible in the background, lined with boats and lush greenery.

Home in Vanderbilt Beach

Tropical Oasis! 1 Mile to Beach! Heated Pool & Spa

4.8 out of 5 average rating, 15 reviews

A single-level home is set on a lush, green lawn, featuring a spacious driveway with paver stones leading to a two-car garage. The entrance is framed by mature landscaping, including shrubs and trees, under a cloudy sky.

Home in Bonita Springs

Pool-3 br-2 baths-Pet Friendly-3 Miles to Beach

A spacious and brightly colored outdoor living area features a screened-in pool surrounded by lush greenery. Comfortable seating and lounge chairs are set on a striped rug, creating an inviting atmosphere for relaxation. A ceiling fan provides additional comfort in this tranquil setting.

4.95 out of 5 average rating, 138 reviews

1 Mile to Beach! Pool, King Bed, BBQ, Games

Superhost

Home in Bonita Springs

5 out of 5 average rating, 3 reviews

Belle Rio Paradise - Pool Home near beach on canal

The serene backyard features a heated in-ground pool surrounded by lush landscaping and a hot tub. A screened patio offers a dining table and lounge area with inviting cushions. The open concept kitchen and living space are visible, showcasing modern appliances and ample seating for relaxation.

4.97 out of 5 average rating, 95 reviews

Attention Naples Lovers! Entire Home w/Pool&HotTub

4.93 out of 5 average rating, 91 reviews

An open-concept living area features a spacious sectional sofa with decorative cushions. A dining table with elegant chairs is visible, along with a modern kitchen displaying dark cabinetry, stainless steel appliances, and a large island with bar seating. Ceiling fans and recessed lighting enhance the ambiance.

Home in Naples Park

Naples Home-Min to beach,shops,dining. Heated Pool

A cozy living area features a light-colored sofa and a round, woven coffee table adorned with a small plant. Natural light filters through sheer curtains, highlighting a rattan chair positioned beside a tall mirror, creating an inviting and warm ambiance.

4.92 out of 5 average rating, 279 reviews

" The Bohemian Heaven " w/ SPA, 2miles to downtown

Apartment rentals with outdoor seating

4.95 out of 5 average rating, 152 reviews

A spacious living room showcases a light-colored sofa paired with blue accent chairs. A woven coffee table sits at the center, complemented by a decorative plant. Large windows provide natural light, and a glimpse of the kitchen is visible in the background.

Flat in Naples Park

#Blocks2Beach UPPER VILLA 1BR1BA Huge Close2 #RITZ

4.94 out of 5 average rating, 108 reviews

A light-filled studio is presented with a spacious bed adorned with neutral linens and decorative pillows. A large window is dressed with long blue curtains, allowing natural light to filter in. A leafy plant and accent furniture are placed nearby, enhancing the relaxed atmosphere.

Flat in Naples Park

Close 2 Beach | Bikes & Kitchenette

Superhost

A single-story home features a light exterior with a welcoming front entrance and a garage. Lush palm trees and manicured shrubs frame the property, while a clear blue sky enhances the peaceful setting.

Flat in Naples Park

4.86 out of 5 average rating, 250 reviews

Private&Romantic. Walk to Beach; Unwind in Jacuzzi

A light-filled living area features a spacious beige sofa and a comfortable lounge chair. A coffee table sits in front, with decorative items placed on it. A dining table for four is visible, accompanied by abstract wall art and soft lighting from ceiling fans.

4.95 out of 5 average rating, 132 reviews

Cozy 1 Bedroom Villa - Beautiful Naples, Florida!

4.97 out of 5 average rating, 118 reviews

A quaint outdoor seating area features white Adirondack chairs arranged around a circular table. Lush greenery surrounds the space, while a serene waterfront is visible in the background, showcasing a calm waterway lined with palm trees and distant homes.

Flat in Bonita Beach

Beach/Sunset Bay/Sunrise Relax/Island Living

A cozy living area is presented, featuring a sectional sofa in a neutral tone and a round wooden coffee table. A wall-mounted television sits above a simple white fireplace. Natural light enters through a window, with a decorative mirror reflecting the space.

4.77 out of 5 average rating, 171 reviews

Bayshore Getaway

A large swimming pool is surrounded by lush palm trees and vibrant tropical landscaping. Comfortable lounge chairs are arranged around the pool, with umbrellas offering shade. A rock formation features a waterfall, enhancing the serene atmosphere of the resort's outdoor space.

5 out of 5 average rating, 14 reviews

Chic resort, 4 pools, walk to 5th Ave Restaurants!

A sunset view features a wooden pier stretching over waves, with silhouettes of people gathering at the end. Warm hues of orange and yellow illuminate the sky, creating a serene backdrop against the gently rolling ocean.

4.99 out of 5 average rating, 143 reviews

Beach Vacation Getaway

Apartment rentals with outdoor seating

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.

4.96 out of 5 average rating, 178 reviews

Sea Shell Villa 1

4.91 out of 5 average rating, 23 reviews

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.

Apartment in Lely Resort

GreenLinks Retreat - Pool, Hot Tub, Tennis, Golf

4.95 out of 5 average rating, 327 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.

Apartment in Lely Resort

Lely Greenlinks Golf Resort Luxury Condo

A private covered lanai patio is visible, featuring comfortable seating arranged around a small table. Lush greenery and a lagoon can be seen in the background, enhancing the serene outdoor atmosphere. The area is well-lit with natural light.

5 out of 5 average rating, 18 reviews

Park Shore Resort-Amazing Location, Heated Pool

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.

4.93 out of 5 average rating, 107 reviews

Lush tropical 1st floor getaway in Naples

4.88 out of 5 average rating, 104 reviews

A tranquil evening scene features palm trees silhouetted against a colorful sunset sky. Reflections of dusky hues are visible on the calm water, while lights from nearby structures softly illuminate the surroundings.

Apartment in Lely Resort

The Perfect Resort for the Vacation You Want

A bright living and dining area features a white dining table set with blue accents. A comfortable light-colored sofa is positioned nearby, inviting relaxation. Large sliding glass doors provide views of the balcony and surroundings, allowing natural light to fill the space.

4.93 out of 5 average rating, 110 reviews

Park Shore Resort Beautiful Top Floor 2 Bed 2Bath