House holiday rentals in Naples

A welcoming living area features a white sectional sofa adorned with neutral pillows. A glass-top coffee table sits at the center, showcasing a decorative centerpiece. Large windows provide a view of the lush garden and private pool area through bright, natural light.

5 out of 5 average rating, 8 reviews

Paradise in the Park - Heated Pool

Welcome to your ideal Naples, Florida retreat! This charming vacation home offers everything you need for a perfect getaway. Nestled in a beautifully landscaped setting, the property features a private, heated saltwater pool. Located just a short bike ride away from the pristine Naples beaches. Shopping and dining options nearby. ***This is a 5 star property. I switched superhosts & my reviews did not transfer. I have guest coming back for 4th & 5th time. It's as great as it looks in photos

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, 107 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.

An open living area is viewed from a dining space, featuring a large wooden table set for meals. Comfortable seating is arranged around a coffee table, with large windows providing an unobstructed view of the pool area outside. A television is positioned on a black media console.

4.97 out of 5 average rating, 232 reviews

3 bdrm up to 6 guest pool walk to Vanderbilt Beach

Our home is located in the heart of North Naples. It is less than 1mi. to the beautiful white sand Vanderbilt Beach. Our brand new remolded non-smoking, 3 bedroom 2 bath home is surrounded by numerous local restaurants, entertainment and shopping centers. It's less than 1mi to the newest Naples hot spot "The Mercato". It's 10 min to downtown Naples, 15mi to Miromar Outlets SWFL top place to shop. You can relax in our open floor plan that leads out to the deck of private Pool and hot tub.

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, 136 reviews

LUXE Oasis | 10 min Beach • HTD Pool+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!

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, 207 reviews

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

This 2,000-square foot stunner has a saltwater pool, hot tub, two-car garage, three bedrooms and four bathrooms. There are bikes and beach accessories on site to take to the beach. Guest who is booking the reservation must be 26 years or older. There is a fee of $100/night per person for any guest over 7 in total up to a maximum of 9 guests. For example, if you have 8 guests, then the extra charge will be $100 per night. Please enter the exact number of guests before completing your booking.

Superhost

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, 157 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, 146 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, 166 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.

Superhost

5 out of 5 average rating, 3 reviews

*NEW Vanderbilt Drive - Dream Vacation Home*

Relax in this 4 bedroom + Pool house beachside retreat on coveted VANDERBILT DRIVE, just 1 mile from either Wiggins Pass, Vanderbilt Beach, and Mercato. Enjoy this newly renovated home with luxury finishes, quality furniture, and coastal decor. Located on Vanderbilt Dr! Walk out the front door and go for a jog, bike ride, or a coffee stroll. Come see why we maintain Superhost status across all properties and experience another one of our thoughtfully furnished and decorated retreats.

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.

4.86 out of 5 average rating, 143 reviews

#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

4.96 out of 5 average rating, 128 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.

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.

4.99 out of 5 average rating, 151 reviews

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.

Popular amenities for Naples house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An inviting outdoor space features a heated pool beside a hot tub, while comfortable seating arrangements are visible. A dining area is adorned with modern green chairs, and sliding doors provide access to the interior. A pink inflatable flamingo adds a playful touch to the pool area.

4.96 out of 5 average rating, 118 reviews

2 Mstrs w Kings, Pets, Queen ensuite, hot tub, htd

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.

4.94 out of 5 average rating, 18 reviews

Families-private heated pool & hot tub-pickle ball

A large, A-frame house is shown with a stone façade and expansive front windows. Lush greenery surrounds the entrance, and a paved driveway leads to the home. The roof slopes gracefully, complemented by wooden beams and a welcoming front door.

4.95 out of 5 average rating, 257 reviews

Cathedral Heights

5 out of 5 average rating, 26 reviews

An open-concept living space is highlighted, featuring a large white sectional sofa and a natural wood dining table. Light-colored cabinetry and modern appliances are visible in the kitchen area, while warm tones of the flooring and decor create a welcoming atmosphere. Ceiling fans and natural light enhance the ambiance.

Home in Bonita Springs

Luxury Modern Coastal Home w/ Pool & Game Room

A modern living area is showcased with sleek white seating arranged around a glass coffee table. The glossy tile floor reflects natural light, while a textured rug adds visual interest. The open layout transitions smoothly into a contemporary kitchen visible in the background.

4.95 out of 5 average rating, 19 reviews

Luxury Living Naples Park Pool Home close to beach

A serene saltwater pool is featured within a screen-enclosed lanai, surrounded by lush greenery and palm trees. A spa is integrated beside the pool, while comfortable seating and a shaded umbrella complete the outdoor space, inviting relaxation under the blue sky.

4.97 out of 5 average rating, 32 reviews

Heated Pool & Spa, Near Beach, Naples Luxury Home

An inviting heated pool is displayed within a retro-designed enclosure, featuring a striking patterned floor. Lounge chairs are positioned nearby, offering comfortable seating. Large screens protect against the elements while providing an unobstructed view of the surrounding greenery.

4.93 out of 5 average rating, 101 reviews

Luxury Design/Water-Heater-Pool/Pet friendly

A collage of images showcases the property's features, including a spacious interior with a living area, a heated saltwater pool and spa, two private pickleball courts, and a lush, green exterior. Each element highlights the abundant space and recreational opportunities available.

4.96 out of 5 average rating, 83 reviews

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning

Weekly house rentals

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, 57 reviews

Home In Naples, Florida U.S.A.

4.97 out of 5 average rating, 33 reviews

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

An outdoor area features a designer pool with an infinity edge, surrounded by sun loungers. A tiki hut and dining table are visible nearby, along with vibrant red umbrellas providing shade. Lush greenery adds a tropical touch to the tranquil ambiance.

5 out of 5 average rating, 5 reviews

New salt pool -Canal Dreamin - 7 hole Mini Golf

5 out of 5 average rating, 15 reviews

An aerial view of the serene waterfront property showcases a south-facing pool and hot tub, framed by a screened-in lanai. The spacious dock features various seating arrangements, including loungers and a shaded area, all set against the tranquil canal backdrop, enhancing the outdoor experience.

Home in Cape Coral

Pool, Hot Tub, Kayaks, Dock & Canal w/ Gulf Access

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, 13 reviews

The Marquee of Naples

A private outdoor pool area features a rectangular pool surrounded by a spacious deck. Eight blue lounge chairs are positioned around the pool, and a square spa is integrated into the design. A barbecue grill is situated nearby against a white privacy fence, with tropical plants adding greenery.

4.93 out of 5 average rating, 94 reviews

664 Naples Beach Paradise Private Pool & Spa

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.

4.95 out of 5 average rating, 21 reviews

Chic Pool Naples Beach House

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, 79 reviews

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

Private house rentals

4.92 out of 5 average rating, 25 reviews

Great Location, Sleeps 8, Heated Pool!

5 out of 5 average rating, 60 reviews

A covered outdoor space features a heated saltwater pool bordered by wide stone tiles. Comfortable lounge seating is seen under an umbrella nearby. Lush greenery and canal views are visible beyond the pool area, offering a serene setting for relaxation.

Home in Cape Coral

Coastal Cowgirl - Heated Pool

4.87 out of 5 average rating, 83 reviews

Guest suite with full privacy

5 out of 5 average rating, 17 reviews

1 Bedroom/ Bayshore Art District

The outdoor area features a private heated pool surrounded by a screened lanai. Lush palm trees and landscaped greenery border the pool, with a serene lake view visible in the background. Comfortable seating is arranged nearby for relaxation.

4.91 out of 5 average rating, 32 reviews

Lely Resort Lakeview w/Private Pool

A bright and airy living area features a light-colored sofa paired with a round side table. Natural light enters through a window, illuminating the space. A dining table with black chairs is positioned nearby, complementing the modern décor and wood-beamed ceiling.

5 out of 5 average rating, 24 reviews

Tropical Oasis: Naples Getaway

A modern living room is presented with a plush, tufted sofa and a stylish blue seating area. Large windows allow natural light to illuminate the space, which features a sleek entertainment unit with a mounted television. A glass coffee table complements the contemporary design.

5 out of 5 average rating, 34 reviews

Paradise Home Awaits You!