Vacation rentals with a pool in Naples

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Naples

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favourite
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.
Home in Naples
4.96 out of 5 average rating, 105 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.

Top guest favourite
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.
Home in Naples Park
4.97 out of 5 average rating, 229 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.

Top guest favourite
A screened-in lanai is showcased, featuring a spacious seating area with comfort-focused sofas and a coffee table. The heated pool is visible in the background, surrounded by lush greenery. A ceiling fan offers airflow, while a dining table nearby accommodates outdoor meals.
Home in Naples
4.95 out of 5 average rating, 135 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!

Top guest favourite
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.
Home in Naples Park
4.97 out of 5 average rating, 204 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.

Top guest favourite
A screened-in pool area is highlighted by a south-facing heated pool featuring a waterfall. A lounge chair with decorative cushions sits beside the pool, surrounded by lush greenery, offering a serene setting for relaxation.
Home in Naples Park
4.94 out of 5 average rating, 237 reviews

Epic Arcades Heated Pool Home by Beach & Mercato

Escape to a relaxing beach vacation in this lovely optional heated pool home w/ epic arcade game room including ping-pong table, pool table & giant sized connect-4. In the heart of Naples, minutes to Vanderbilt and Delnor-Wiggins beaches. Walking distance to the popular Mercato. Fully stocked home with kitchen supplies, beach essentials, BBQ grill, bicycles, high speed internet, Nest thermostat, & keyless entry. Perfect for families, couples & professionals looking for a Florida Beach Escape.

Top guest favourite
A spacious heated pool invites relaxation, surrounded by lounge chairs placed along the deck. Lush palm fronds frame the view, enhancing the tropical ambiance. The pool area is well-maintained, with clear water reflecting the sun. Parking is visible beyond the poolside greenery.
Condo in Old Naples
4.93 out of 5 average rating, 130 reviews

NEW! ONE BLOCK to the Beach, Restaurants & Shops!

Welcome to your newly renovated condo in the heart of Olde Naples! Just ONE BLOCK to the beautiful Naples beaches and all of the shops and dining on 3rd Street! Your first floor condo suite is ideally situated just steps from the oversized heated pool. And with large windows you can let that warm Florida sunshine in. The studio also has a designated parking space, common laundry, kitchen, bathroom, dining table, king size bed, pull out single trundle bed and can sleep up to 3 people.

Top guest favourite
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.
Home in Naples
4.96 out of 5 average rating, 82 reviews

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning

🏡 THIS LUXURY PROPERTY IS IDEAL FOR FAMILIES/SMALL GROUPS (SLEEPS 8) YOU HAVE MADE IT! You are now viewing one of the most unique properties in Naples 🌴 & here is why: 🌳 This property is on 2.5 acres of land & very private 🏖️ Beach is only 12 minutes away 🍽️ 10 minutes from heart of the city (Dining, shopping, nightlife) 🏊‍♂️ Heated saltwater pool/spa ⛳ Golf putting green 🎾 2 Pickleball Courts 🏓 Ping Pong table W/AC in garage 💻⚡ Blazing fast WIFI for work from home guests

Top guest favourite
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.
Home in Naples Park
4.99 out of 5 average rating, 94 reviews

Private Naples Oasis w/ Cart, Gym & Saltwater Pool

Welcome to your private slice of paradise in sunny Naples Park—just minutes from Vanderbilt Beach, Delnor-Wiggins Pass, and the shops and dining at Mercato! This bright and beachy 3-bedroom, 2-bath home has everything you need for the perfect Florida getaway. Whether you're cruising to the beach in our golf cart (optional rental), soaking up the sun by the private heated saltwater pool, or enjoying dinner on the screened lanai, this spot makes it easy to relax, recharge, and have fun.

Top guest favourite
The image captures a luxury villa with a heated pool and spa, surrounded by palm trees. Lounge chairs and umbrellas are positioned around the pool deck, providing a relaxing area. An outdoor kitchen is visible, featuring a BBQ grill and refrigerator, ideal for al fresco dining.
Home in Naples Park
4.98 out of 5 average rating, 105 reviews

Shiny Clean •Htd Pool •SPA •Sunny •BBQ •Bike2Beach

🌟Shiny clean, sunny, resort-style beach home 🪟4BR, 4 luxury bathrooms, poolside private shower ☀️All day sun pool deck w loungers/sun bed 🏊Heated pool(NO FEE) SPA/Hot tub ⛱️Beach gear, pool toys, full-size game arcade, Foosball 🏝️Close 2 beach. 4 beach bikes. 6 minute bike ride to beach 📶Outdoor movie theater, Instagrm wall, 5 LED TVs, 1Gbps Wifi, remote office setup 👨‍🍳Fully equipped chef's kitchen w bakeware, BBQ grill Washer/dryer, 2-car garage 🧳Ultra luxury awaits..

Top guest favourite
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
4.99 out of 5 average rating, 148 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.

Top guest favourite
A spacious sleeping area features a king-size bed with a white, textured comforter and two dark blue pillows. A wall-mounted HD TV is positioned for viewing. A white dresser and wardrobe complement the decor, with light streaming in from a window adorned with soft curtains.
Guest suite in Bonita Springs
4.98 out of 5 average rating, 318 reviews

1Rm Studio-Pool, HotTub, Bikes, Kayaks, Near Beach

This is a separate, private studio with private entrance attached to the main house, but on the second floor above the garage. Your studio is completely separate upstairs floor behind a locked door. Laundry room is a connecting, shared space. I live in the main house. We will not cross paths unless you want to meet. Reminder: Airbnb is now charging hosts a 15% fee, so the price you see is not the price we gets. If you want to spend less, check out my Additional Photos.

Top guest favourite
Home in Naples Park
4.98 out of 5 average rating, 133 reviews

Walk to Vanderbilt Beach, Pets, 2 Mstrs w Kings

Fabulous 500 block location. Just a short walk/bike ride to the beach. This exclusive layout w 2 master suites, large walk-in closets, and private baths. Every living space has been thoughtfully designed for large groups of 8-10 to gather and enjoy. The house is fully stocked. This includes a coffee maker, dishes, pots and pans, beach cruiser bikes, beach chairs, a wagon, etc. All you need is to pack your bags, sit back and relax...

Popular amenities for Naples rentals with a pool

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Avg. price$355 CAD$429 CAD$444 CAD$348 CAD$278 CAD$257 CAD$265 CAD$244 CAD$233 CAD$244 CAD$272 CAD$348 CAD
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Quick stats about vacation rentals with a pool in Naples

  • Total vacation rentals

    Explore 1,000 vacation rentals in Naples

  • Nightly prices starting at

    Naples vacation rentals start at $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 16,850 verified reviews to help you choose

  • Family-friendly vacation rentals

    830 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 250 rentals that welcome pets

  • Rentals with dedicated workspaces

    590 properties have a dedicated workspace

  • Wifi availability

    990 of Naples vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Naples rentals

  • 4.8 Average rating

    Naples stays are highly rated by guests—averaging 4.8 out of 5!

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