A coastal city nestled on the Gulf of Mexico, Naples, Florida, never fails to captivate visitors. While vacationing in Naples, don’t forget to head to its pristine beaches. Located in the heart of the city, Naples Beach is a popular spot known for its soft sands and picturesque views. Take a stroll along the iconic Naples Pier and soak up the sun. Explore the unique ecosystems of Everglades National Park, witness diverse wildlife and the breathtaking sunsets that paint the sky with vibrant colours. From fresh seafood to international cuisines, the city offers a feast for food enthusiasts. Don’t forget to check out The Local for delicious food. Naples is also a golfer’s paradise, boasting over 90 18-hole golf courses, making it perfect for golf enthusiasts.
For a fun-filled vacation, stay somewhere you can relax and refresh. Read on for the best vacation rentals with pool in Naples, Florida.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to pool. The image galleries get refreshed with the latest updates regularly. They were last updated on April 14, 2024.
1. Comfortable haven in Old Naples (from USD 349)
Nestled in the breathtaking Old Naples, this property is where comfort meets convenience! This first-floor gem eliminates the need for stairs, making it a great choice. It also provides guests with an unforgettable beach holiday as it offers beach towels, coolers and a lovely wagon. Unwind and enjoy the peacefulness of the private heated outdoor pool just steps away from the property. You can also find a comfortable lounge chair by the pool and soak up the warm sun.
Don’t forget to go on a fun shopping spree at the Saturday market nearby. With reserved parking and a prime location near the renowned Naples Pier, this gorgeous property is an ideal place offering tranquillity and affordability.
2. Boaters Paradise (from USD 579)
Welcome to this newly remodelled property located near the enchanting Old Naples and pristine beaches. With a spacious boat dock just minutes away from the Gulf of Mexico, enjoy easy access to the water without any bridges to navigate. Bask in the bright sun while taking in the beauty of Florida’s stunning landscape. This home also has a heated pool, where you can properly rejuvenate. The deck also boasts an outdoor dining area.
And guess what? The hosts speak English, German, and Spanish for your convenience. The kitchen is well-equipped with top-of-the-line appliances, and the living room has a large TV and cosy seating. Explore the vibrant 5th Avenue South and nearby beaches. Also, complimentary electric car rides are available for convenient transportation.
3. Charming oasis with full kitchen (from USD 322)
This home away from home has everything you could ever ask for - from vintage pieces to updated appliances. Open the sliders at the back of the house, which leads to a charming lanai and heated pool surrounded by comfortable lounge chairs and lush tropical greenery for complete privacy. Embrace your time by letting the pool water wash your worries away.
The kitchen is equipped with the finest appliances, including an induction cooktop. The master bedroom has luxurious amenities, such as a glass-enclosed shower and a custom walk-in closet. As for all the grill enthusiasts, there’s both a Weber gas grill and a charcoal grill.
Top guest reviews
Amenities & Room:
The owners are very thorough organized and welcominggrill and fully stocked kitchen to the high end sheets and towels made us feel right at homeThe kitchen is equipped with everything imaginable in the highest quality - we could not think of anything that was missing All the bedrooms and bathrooms were gorgeousThe private lot with pool and lanai made it easy to relax while listening to music and floating in the poolGloria was in contact throughout our stay making sure that everything was OKCleanliness:
Gloria & Jeff are obviously very proud of their house and rightly so as it is immaculateHost:
The host Gloria could not have been more accommodatingThe owner Gloria is very responsiveThe hosts Gloria and Jeff are very accommodating and so organized which makes arrival and departure so seamlesspool floats beach suppliesThe hosts are very friendly organized and accommodating Looking forward to returning next yearRead more reviewsLocation:
The beach pass is so convenientThe location is perfect for beaching and shopping and biking and dining outThe house is in a great area with easy access to the Venetian Village for bars and restaurants and a short drive or inexpensive Uber ride of downtown Naples Access to the white sand beach via the ...Always a few new touches at the house tooThe detail that Jeff and Gloria put into the house doesn't compare to what they put into the customer service and amenities From the bikes
4. Luxurious home in Old Naples (from USD 833)
Step into a lavish world situated in Old Naples. A beautiful open-plan house awaits a block from stunning white sand beaches. The graceful, sleek interior is done by a designer from London. The kitchen boasts premier appliances, granite counters and hardwood floors.
This stunning property also comes with a huge outdoor swimming pool. This screened-in area, moreover, boasts a spa and a barbecue grill for a fun cookout. And for more indoor entertainment, head to the media room and watch something on the Smart TV with a great surround sound system.
Top guest reviews
Amenities & Room:
huge master suite and larger bedroom with twin beds on west sideHost:
george and sara were great hostsRead more reviewsLocation:
great location and well equipped rentalgreat house with unbeatable location near beach and town
5. Comfortable house near conveniences (from USD 750)
This house is where luxury and comfort blend seamlessly. One of its highlights is the lovely glass-covered outdoor area, which has a heated pool and loungers - making it the perfect spot to take Instagram-worthy pictures. Whether it’s a peaceful morning swim or a moonlit dip, the enchanting pool area provides an unparalleled experience.
Located near Coastland Center, Naples Plaza and 5th Avenue South or Venetian Village, this exclusive retreat offers a prime location. You can unwind by the fireplace, adding a cosy ambience to cool evenings or indulge your culinary desires in the German luxury kitchen, equipped with built-in appliances.
Top guest reviews
Amenities & Room:
The pictures do not do iteach room had a bathroomWe loved the roomy open kitchen with European appliances and spacious master bedroompots and cups replaced The bed frame in the master bedroom was broken and creaked terribly the TV in the master bedroom did not work Light bulbs in the entire house need to be replaced - we ende...The listing was super accurate regarding the location and amenities includedCleanliness:
the house was very cleanHouse was clean up to date and had everything we neededThe property was clean and well maintainedHost:
as well as the cooker hoodand I can only hope that future experiences are as good as this one Easy arrivalperfect Susi helped us with any issues or concerns we hadWe really spent most of the weekend in the pool and outside areaShe provided me with a direct contact numberRead more reviewsLocation:
The house is in a great locationwe enjoyed walking in the areaIt is located few blocks from a nice beach and a shopping place5th Ave is 3 km's away and an easy drive with lots of parkingThe bathrooms towels supplied were good but might need some spares if we'd stayed longer
6. Waterfront retreat with fire pit (from USD 850)
Escape to this spectacular Florida-style pool home situated within Royal Harbor’s waterfront community. It has a pool that promises endless hours of relaxation and enjoyment for you. Dive in and feel the stresses of the day fade away.
Immerse yourself in the local attractions, with downtown just a short walk away and the pristine white sandy beaches within easy reach. With convenient access to the Gulf of Mexico, this location is certainly a dream come true for boating enthusiasts. You can also relax by the fire pit and soak in the breathtaking sunset here.
7. Two-story home with outdoor shower (from USD 1147)
Indulge in luxury at this two-story waterfront haven, nestled on the Aqualane Shores. The master suite on the first floor features indoor and outdoor rain-head showers, his and her vanities and so much more. There’s an outdoor saltwater pool and spa tub for you to just unwind and rejuvenate. By the pool area, there’s an outdoor kitchen and a seating area to have long chats or grab a bite after a swim. The outdoor kitchen boasts a built-in gas grill, refrigerator drawers and even a bar.
Open the doors to your room and be greeted by a balcony, where you can soak in the breathtaking views. Inside, you’ll find thoughtfully furnished spaces with desk chairs, kitchen islands and more.
Top guest reviews
Read more reviewsLocation:
loved the location and the houseloved the house and locationthe location was great close to the best restaurants and the beach we’ll definitely be backgreat location and well equipped homebeautiful spacious well kept home and it was in walking distance to shops restaurants and beaches
8. Stunning guest suite (from USD 129)
Step into this inviting guest suite that provides you with a private entrance, complete with a fully equipped kitchen and bathroom. The main feature of this rental is the breathtaking, beautifully landscaped yard and garden, which has tropical flowers and a full-size pool. In the shower, you can listen to your favourite songs using the Bluetooth speaker, creating a perfect soundtrack for your holiday.
You can also let your inner culinary artist prepare a delicious grilled meal on the barbecue grill.
Top guest reviews
Amenities & Room:
the pool and backyard were kept pristine and are absolutely gorgeousthe pool area is just a beautiful setting and the pool was a refreshing experiencethe studio was super cute and clean in addition to ice cold ac and a comfortable bedthe studio was immaculate and the pool was warm and invitingCleanliness:
great spot clean perfect getawaywe so appreciated the cleanliness the outstanding communication and the wonderful supplies within the studiocomfy clean private & cozy studiothe place was impeccably clean and everything was neat and tidythe room was just perfect and very cleanHost:
they were both wonderful hosts making us fill comfortable and at homethey are such wonderful hosts with great hospitality and a very beautiful homeexcellent hosts made our stay specialthe hosts were friendly & easily available if neededbruce and patti were perfect hostsRead more reviewsLocation:
great diner within short walkideal location for a getaway for twothe location is wonderful close to the the beaches pier shopping and restaurantsnice place close to the best part of naplesthe location was excellent and the studio was immaculate
Superhost
9. Relaxing condo with beach access (from USD 185)
Welcome to a tropical paradise, where lush greenery surrounds you! Upon arriving, you are greeted by the soothing sound of cascading waterfalls that empty into the pool. Delve into the pool and let relaxation wash over you. You can also immerse yourself in lovely culinary delights as there is dining by the pool.
Just three blocks away, you’ll find the pristine Gulf of Mexico with its dreamy white sands waiting for you. Nestled conveniently one block from Rt 41 N, this location is a gateway to a world of shopping experiences, delicious cuisines and all essential amenities. Moreover, the condo has been recently renovated and provides beach chairs, umbrellas and beach towels for your convenience. The elevator access adds to the ease of your stay.
Top guest reviews
Amenities & Room:
pauline’s place was great lovely apartment in a nice setting in naplesCleanliness:
excellent accommodation clean and homelyunit is clean and comfythis unit was clean and in excellent conditionthe room was clean spacious and the resort had nice landscaping and a delicious restaurantthe apartment was clean well-stocked and it was very private with an excellent viewHost:
host pauline was greatpauline is a great hostpauline is an excellent responsive and friendly hostpauline was responsive and super easy to communicate withpauline is very sweet and accommodatingRead more reviewsLocation:
great condo in a great locationfully equipped condo in a great locationlocated in a great area close to so many thingsnice location within the complexthis condo was awesome perfect location
10. Beautiful guest suite with top amenities (from USD 360)
Situated just a stone’s throw away from the beach, you can easily indulge in sun-soaked adventures and relaxing walks along the shoreline if you choose to stay at this property.
Imagine this. You are taking a dip into the property’s beautiful heated pool. You close your eyes and allow your body to effortlessly relax. Sounds rejuvenating, right? Well, this will surely turn your vacation mode on. All you need is your swimsuit and some sunblock! Also, for your convenience, there’s an eat-in kitchen with essential appliances.
Top guest reviews
Amenities & Room:
comfortable bed nice couch & full kitchen make you feel right at homebeautiful pool and patio areathe private courtyard and pool were amazing and we were right across from the beachgreat bed and lots of roomwe loved ending our day cooling off in the pool tooCleanliness:
the pool was super clean and a perfect tempshe is responsive and the place was very clean and comfortablevery clean with all the amenitiesvery clean (loved the super fluffy bath towels ) and the host was kind and responsivebeautiful clean well equipped awesome location we would recommend this studio to other couplesHost:
kate is a wonderful hostshe is an excellent hostshe was very helpful and friendlykate was very responsive to any questions we hadthe house was amazing and we were fortunate to share it with the ownersRead more reviewsLocation:
this location is perfect for beach loversgreat location and a beautiful propertygreat place and location for a couplewalking distance to lively restaurant scenefantastic location - beach across the street and dining/shopping a short walk/drive
Escape to Naples for a holiday
Known for its pristine white sand beaches, Naples offers a nice haven for beach lovers and sunseekers. All you need is to stay at a property that helps you indulge in blissful relaxation with their on-site pools. So, check out the above rentals and book one of them now.
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