Holiday rentals with outdoor seating in Naples

4.95 out of 5 average rating, 177 reviews

Naples Cottage for two- your own private home

Welcome to your own waterfront home on private lot close to Naples beaches! This perfect tropical cottage for two comes with a big view of a natural lagoon. Fish and kayak right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting. Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens, Pickleball courts or one of the many restaurants or art galleries close by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do near you!

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, 130 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

4.99 out of 5 average rating, 265 reviews

An inviting living area features a light-colored sofa adorned with colorful striped cushions. A nautical-themed artwork is displayed on the wall above. A wooden table holds decorative items, while natural light enters from nearby windows, casting a warm glow across the space.

Tiny home in Pelican Bay

BIG Memories TINYHouse Pickleball Ct Mile to Beach

Located less than one mile from the beach in the center of the city hustle, step inside our “Tiny House" and ease into beach life! Sailor’s knot rope tied around anchored cleats create a banister railing to a 5’6” loft bedroom nestled above a 6’2” full kitchen and bath with Surfboard Shower. The 12' living room makes the 360 sq ft space feel more expansive. The new construction is separated from the main house by a breezeway. The private entrance and courtyard was designed for absolute privacy.

Guest suite in Naples Park

A spacious bedroom is furnished with a comfortable bed dressed in white luxury linens. Two bedside lamps provide soft lighting, and a small table with a chair is positioned nearby. Decorative wall art with palm leaf designs frames the bed, while dark curtains complement the room.

4.82 out of 5 average rating, 220 reviews

#Blocks2Beach Lower Studio Palm Villa Close2 #RITZ

Gorgeous newly renovated private one King bedroom with en-suite bathroom. This 1st floor studio has modern updates with new furniture, comfortable mattress, fluffy pillows & luxury linens. Small refrigerator, microwave & Keurig in studio for guests to use. Just BLOCKS to the best beach where the sunsets are divine at Vanderbilt Beach. Easy walk to the Ritz Carlton Naples Beach Resort with the finest ocean front dining. Enjoy beach activities including shelling, SUP, fishing, kayaking & more!

A modern living area features a light-colored sofa draped with a textured throw. A glass coffee table sits in front, and large windows allow natural light to illuminate the space. Elegant decor includes a console table and a stylish wall mirror.

4.95 out of 5 average rating, 165 reviews

Private Paradise | Large, Peaceful Studio w Patio

This modern coastal retreat is a complete studio apartment with a direct, private entrance: Private outdoor sitting area w/ umbrella Smart TV w/ Netflix, Amazon TV, Disney+ Queen sized bed w luxury mattress Dresser & closet Workspace w/ wireless charging Walk-in marble tiled shower w/ full vanity Incl. Bath Amenities Kitchenette w/ fridge & freezer Keurig w/ complimentary coffee Induction cooktop Microwave Toaster Oven/Air Fryer Washer/Dryer Beach Towels, Chairs, Umbrella Parking for one car

A spacious outdoor area encompasses a newly heated pool, surrounded by tropical landscaping. Lounge chairs are positioned near the pool, while dining tables and colorful umbrellas provide shade. A BBQ grill is accessible, with additional seating visible under the covered patio area.

4.93 out of 5 average rating, 151 reviews

606 SeaRenity Resort • Designer Home w/Heated Pool

Welcome to 606 SeaRenity! This completely remodeled home features a SOUTHERN EXPOSURE, HEATED POOL & is surrounded by lush tropical landscaping! Located in the heart of the Vanderbilt Beach area meaning world class, white sand beaches are easily accessible by walking, biking or driving. Near the Ritz Carlton, Turtle Club & LaPlaya this home is sure to please. Supermarkets, Shopping, Dining & Nightlife including Mercato Shopping & Dining District, Naples best attractions just minutes away.

4.98 out of 5 average rating, 189 reviews

A bright living area features large glass sliding doors that open to a private patio with views of lush greenery. A round dining table with four chairs is positioned adjacent to the doors, while a dark sofa is placed nearby, creating a welcoming and open atmosphere.

Cottage in Naples

Sandy Cove Cottage/Sandy Cove Villa near the beach

Sandy Cove is one bedroom, one bathroom Cottage located only 10 minutes from Downtown Naples, beaches, 5th Ave, fine dining and world-class art galleries. Sandy Cove Cottage is next to the Hamilton Harbor Yacht club, & within walking distance to beautiful Naples Bay. Only a short bike ride to the Naples Botanical Gardens, Sudgen Park, & East Naples Park- Home of the Pickleball Championship! Sandy Cove Cottage is fully furnished, just bring your clothes and settle in for some fun in the sun!

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.

4.99 out of 5 average rating, 173 reviews

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.

4.99 out of 5 average rating, 103 reviews

A bright bedroom features a spacious bed with a soft yellow coverlet. A small dining table with two chairs is positioned nearby. A painting adorns the wall, with light entering through the window. A laundry area is visible, providing added convenience.

Apartment in Naples

Aesthetic Lush Landscape, 3 Min to Town, King Bed

For Guests Who Love Privacy! Sunny Studio where Art is highlighted. French Doors to Lg Screened Porch for Outside Dining/Working. Peaceful. Stilt home (8 steps) in Safe, Quiet area w parking right outside. Backyard is yours w BBQ grill, table & chairs. Charmingly Furnished w Recliner, Heavenly King Bed, Convection/Microwave oven, Kitchen Aid stove top & Full Fridge. 624/34 Mbps at antique desk. SMALL quiet pets ok. Attached to owner's home but Studio is Completely Private! Only One Bed!

A modern living room features a soft, light-colored couch and a round wooden coffee table. A large flat-screen TV is mounted on a wood-paneled wall, while a leafy plant adds a touch of greenery. A ceiling fan is positioned overhead, illuminating the space.

4.97 out of 5 average rating, 101 reviews

"The Boho Bliss" Lakeview Elegance 3miles Downtown

Discover Bohemian Bliss in this uniquely styled home, 2mins walk to Sudgen Lake in Naples that includes beach, lake activities, walking trails or biking. Vibrant energy with the comfort of your creatively adorned space that tells you a story. All brand new, high-quality furniture, Tempur-Pedic mattress, Very Fast WiFi, King-size bed, TVs in all bedrooms, fully equipped kitchen, Fire pit, BBQ. Reserve now so we can welcome you home, to a boho-inspired sanctuary in the heart of Naples.

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, 302 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.

4.87 out of 5 average rating, 146 reviews

Guest suite in Naples

Private Studio 5 Minutes From Beach (All New)

You can make your stay in Naples complete when you unwind in this bright and cozy studio. Features: Private entrance with flexible self-check-in Private bathroom and kitchenette with all the essentials 516 Mbps fiber optic wifi On-site washer/dryer Private patio with loveseat Complimentary coffee and wine This unit is located just minutes away from the many beaches, shopping centers, and dining options that this slice of paradise has to offer.

Popular amenities for Naples outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.73 out of 5 average rating, 110 reviews

Classic Naples Florida Beach Cottage

A spacious living area features a large, mounted television against a light-colored wall. A comfortable gray sofa is complemented by two wooden side tables. Natural light is let in through a window covered with sheer curtains, enhancing the calming coastal decor present throughout the room.

4.86 out of 5 average rating, 97 reviews

Pine ridge model flat lower unit

A spacious living area is highlighted by a light-colored sofa adorned with turquoise cushions. An elegant chandelier hangs from the ceiling, complementing the large wall-mounted TV. Natural light fills the room through windows, with a dining area visible in the background.

4.99 out of 5 average rating, 85 reviews

Beach, Sun and Fun! *Beach House * New Listing

4.98 out of 5 average rating, 150 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

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, 212 reviews

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

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, 100 reviews

Private Naples Oasis w/ Cart, Gym & Saltwater Pool

4.94 out of 5 average rating, 86 reviews

Naples Oasis: Heated Pool 85F & 10 Min to Beach

The living area showcases a modern design with a white leather sofa and a stylish ottoman. A large television is mounted on a sleek wall unit. Colorful bar stools surround a kitchen island, providing a lively contrast to the white cabinetry and stainless-steel appliances.

4.96 out of 5 average rating, 221 reviews

The Paradise

Apartment rentals with outdoor seating

Apartment in Bonita Springs

The kitchen displays rich wood cabinetry and sleek black countertops, complemented by stainless steel appliances. A large refrigerator and an oven stand prominently, with a circular mirror on the wall reflecting ambient light. Towels in blue and green hang from the oven handle.

4.82 out of 5 average rating, 107 reviews

Cosy Cottage luxury kitchen

4.95 out of 5 average rating, 104 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.

Apartment in Naples Park

Close 2 Beach | Bikes & Kitchenette

4.95 out of 5 average rating, 134 reviews

A modern bathroom features sleek tile walls and a glass shower enclosure. A floating vanity is positioned next to a round mirror, and a compact toilet is included. Decorative elements include a small plant and textured bath mat, enhancing the space's contemporary design.

Apartment in Fort Myers

Blackstone Villa

4.87 out of 5 average rating, 248 reviews

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.

Apartment in Naples Park

Private&Romantic. Walk to Beach; Unwind in Jacuzzi

Apartment in Bonita Beach

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.

4.97 out of 5 average rating, 116 reviews

Beach/Sunset Bay/Sunrise Relax/Island Living

4.88 out of 5 average rating, 103 reviews

A modern outdoor pool area is featured, including a white umbrella providing shade over a circular base. Two sun loungers are positioned partially submerged in the water, offering a relaxing space. Lush greenery surrounds the pool, enhancing the serene outdoor environment.

Apartment in Naples

13 Downtown Near Beach Free Heated Pool and Spa

4.99 out of 5 average rating, 139 reviews

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.

Apartment in Naples

Beach Vacation Getaway

4.93 out of 5 average rating, 173 reviews

A bright and airy room features a spacious bed adorned with decorative pillows. A large window allows ample natural light and offers a view of the waterfront. Light-colored walls and furnishings create an inviting ambiance, enhancing the serene atmosphere of the space.

Apartment in Cape Coral

Suite with lake view.

Condo rentals with outdoor seating

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, 109 reviews

Beachfront fully equipped apartment

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.

4.95 out of 5 average rating, 325 reviews

Lely Greenlinks Golf Resort Luxury Condo

Condo in Fort Myers Beach

4.83 out of 5 average rating, 118 reviews

Gulf Water Views + 2 bikes, beach gear weekly stay

4.99 out of 5 average rating, 106 reviews

The living space features new furnishings, including a light-colored sofa and armchair, complemented by a round wooden table. A large glass door offers views of Factory Bay, while a modern ceiling fan provides a refreshing breeze.

Condo in Marco Island

Chic Top-Floor Condo: Gulf & Sunrise Views

4.97 out of 5 average rating, 184 reviews

A bright open-concept living area features a modern kitchen island with high wooden stools. A cozy seating arrangement, including a chair and a neutral sofa, is visible in the background. Natural light floods the space through large windows, highlighting the clean lines and contemporary decor.

Condo in Marco Island

Seaside Coastal Condo

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, 24 reviews

Up in the Aerie

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

The living area features a comfortable blue sofa centered in the space, with a large, wall-mounted television visible ahead. A bright window on the right allows natural light to illuminate the room, while a kitchen bar with seating offers a casual dining option.