House holiday rentals 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

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, 112 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 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, 164 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.

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.

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.

4.96 out of 5 average rating, 134 reviews

Tropical paradise 5 minutes from the beach

Come on in and unwind in this peaceful and one-of-a-kind oasis just a short 5-minute drive from Wiggins Pass beach! Feeling adventurous? Hop on a bike and you'll be there in a little over 15 minutes. Located in North Naples, this charming house is fully stocked with everything you need to cook, discover, unwind, and rejuvenate, this space even boasts its own private backyard facing the preserve. The moment you pull into the driveway, you'll instantly feel those vacation vibes.

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, 117 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!

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.

4.93 out of 5 average rating, 134 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.

The living room features a light-colored sofa with plush cushions, complemented by a coffee table centrally positioned on a textured rug. Natural light enters through a large window adorned with blinds, while framed coastal artwork decorates the walls. A lamp and decorative elements add a cozy touch.

4.89 out of 5 average rating, 102 reviews

Beach House near the Ocean

Welcome to your cozy coastal retreat! This 2-bedroom, 1-bath residence is nestled just 1.3 miles away from the luxurious Ritz Carlton, Vanderbilt Beach, and the scenic Wiggins Pass State Park. Embrace the charm of seaside living in this thoughtfully designed space, offering the perfect blend of comfort and proximity to renowned beach destinations. Your beach getaway awaits!

Popular amenities for house rentals in Naples

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.92 out of 5 average rating, 39 reviews

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

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, 29 reviews

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

5 out of 5 average rating, 21 reviews

Blue Haven - Heated Salt Pool/Spa, Walk to Beach!

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, 140 reviews

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

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

5 out of 5 average rating, 6 reviews

Relax & Play! Putting Green + Heated Pool + Spa

The outdoor area features a heated saltwater pool, accompanied by a hot tub. A large blue umbrella provides shade over a sun lounger and a decorative side table. Lush palm trees and greenery surround the pool, enhancing the serene environment.

5 out of 5 average rating, 40 reviews

Naples Park Luxury New Construction

An evening view of the private heated pool area, featuring a spacious pool illuminated in a calming blue hue. Outdoor furniture, including lounge chairs and a dining set, is arranged around the pool, surrounded by lush greenery and soft lighting from the house.

4.95 out of 5 average rating, 116 reviews

***GEM!***3BR BEACH HOUSE W/ HEATED POOL!

Weekly house rentals

4.91 out of 5 average rating, 11 reviews

Home in Bonita Springs

Newly Updated 1st Floor Kit W&D 3 Miles to Beach

A modern living area features a mix of comfortable seating, including a spacious blue sofa and brown leather chairs. A round wooden coffee table sits center stage, adorned with a floral arrangement. A wall-mounted TV and light streaming through large windows enhance the bright atmosphere.

4.99 out of 5 average rating, 82 reviews

Sea Grape Cottage close to everything in Naples!

4.96 out of 5 average rating, 23 reviews

1 Bedroom/ Bayshore Art District

A single-story home is shown with a welcoming front porch and a well-maintained lawn. Soft light emanates from the windows, highlighting the neutral exterior. Lush greenery surrounds the property, with a paved driveway leading up to the entrance.

4.94 out of 5 average rating, 31 reviews

Seaside Stay ~2miles to beaches|Arcade| Mural |BBQ

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 serene pool area is surrounded by lush greenery and palm trees, featuring a tiled patio that leads to the pool. Comfortable lounge chairs with colorful towels are positioned for relaxation. The outdoor space is complemented by a Tiki hut, adding charm and shade.

4.96 out of 5 average rating, 28 reviews

Chic Pool Naples Beach House

An aerial view reveals a private backyard oasis featuring a sparkling pool and attached hot tub. Lounge chairs are arranged around the pool area, while a seating arrangement with a fire pit is located on the lawn. Lush greenery surrounds the entire space.

5 out of 5 average rating, 10 reviews

Naples Beach, Heated Pool/Spa, Luxury New Home

5 out of 5 average rating, 24 reviews

Heated Pool King Bed, Beach 1 Mile, Lg fenced yard

Private house rentals

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, 44 reviews

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

An open living area features a comfortable sofa and a large flat-screen television. A dining table with chairs is visible, along with a kitchen area showcasing modern appliances. Light from multiple sources illuminates the space, accentuating the hardwood flooring and neutral-colored walls.

5 out of 5 average rating, 62 reviews

Home In Naples, Florida U.S.A.

An outdoor kitchen setup features a gas BBQ, adjacent to a spacious dining area with a long table and black chairs. The heated pool is visible in the background, surrounded by greenery, creating a private atmosphere. Large glass windows allow for natural light.

4.88 out of 5 average rating, 43 reviews

Naples Calming Waves Luxury Home 4/3

A private outdoor area features a newly constructed pool with clear water and a colorful float. Sun loungers are placed around the edge, with a shaded seating area under an umbrella. Lush greenery and a secured fence create a cozy and inviting environment.

4.98 out of 5 average rating, 40 reviews

Huge Game Room•Family Spot•Heated Pool•Near Beach

5 out of 5 average rating, 5 reviews

MarAzul, heated saltwater pool home 8 min to beach

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, 61 reviews

Tropical Paradise Naples w/ heated pool and spa

A scenic view of a wooden pier extends into clear blue waters, framed by a sandy beach. Gentle waves roll onto the shore, while a bright sky with soft clouds enhances the tranquil atmosphere.

4.94 out of 5 average rating, 31 reviews

Naples Beach Life 3 Bedroom 2 Bath house

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.