Vacation rentals with a pool in Old Naples

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Old Naples

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

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Top guest favorite

An outdoor area features a spacious heated pool surrounded by modern lounge chairs and seating. A covered patio is visible in the background, framed by lush greenery and a well-maintained lawn. A hammock is positioned nearby, inviting relaxation in the sun.

Home in Naples Park

5 out of 5 average rating, 6 reviews

Sunset Splash Luxe, Epic Pool, Hot Tub, Beaches

Sunset Splash is a luxury 3-bed, 2-bath (Sleeps 8) vacation rental in Naples, Florida. This gem offers quick access to the world's top beaches, fabulous restaurants, shopping (luxury shopping, too), and more. The property features a brand-new sizeable heated pool, hot tub, BBQ, outdoor shower, hammock, Wi-Fi, TVs in all rooms, dedicated work space, parking, and laundry room. Whether you're looking to relax by the pool or explore the nearby coastal gems, this home offers the best of both worlds

Superhost

A serene backyard pool area features a heated lagoon saltwater pool surrounded by lush tropical greenery. A stylish glass-top dining table with four chairs is positioned near the water, and a waterfall feature cascades gently nearby.

Home in Caloosahatchee

4.84 out of 5 average rating, 118 reviews

Amazing Location! Walk to Downtown, Heated Pool!

Book this incredible tropical pool home just 2 mins from Downtown. King Bed, lush garden, heated lagoon saltwater pool, fenced yard, amazing resort-style waterfall feature provides a relaxing oasis. This modern, open-concept kitchen and living room home is a short 25 min drive to Fort Myers Beach, and a bike ride to the Cape Coral Yacht Club Beach. INCLUDED FOR FREE: • Fast WiFi, Peacock, Netflix • All Kitchen Utensils • Beach Towels, Chairs • Soap, Shampoo & Conditioner • and much more!

Guest favorite

The outdoor pool area is enclosed by a protective screen, featuring a heated pool with a gentle curvature. Surrounding the pool are light-colored pavers and lifebuoys hanging on the walls. A pool ladder and reclining loungers are visible, enhancing the relaxation space.

Home in Fort Myers

4.91 out of 5 average rating, 34 reviews

Why rent a hotel when you can have a pool home?

Relax with the whole family at this peaceful place to stay. Heated pool with propane BBQ in the pool area. Super spacious kitchen with inside dining for 6 and outside dining for 4 (total seating for 10 persons). No additional fee for pool heating or bbq. Fully fenced private back yard. Some pets allowed at additional cost with approval. Please text through app for animal approval prior to reservation. Please make sure the proper number of persons are on your initial reservation. Piano also.

Guest favorite

A screened outdoor area features a heated, in-ground pool surrounded by paver stones. Lounge chairs are positioned poolside, along with a dining table and seating area for relaxation. Lush greenery is visible beyond the fenced yard, providing a private and peaceful retreat.

Home in Naples

4.95 out of 5 average rating, 62 reviews

Attention Naples Lovers! Entire Home w/Pool&HotTub

Enjoy the heart of Naples from a modern vacation home located in a quiet, safe neighborhood with a private hot tub, heated pool, and screened patio. Stay in and have a wine night in the stunning, open-space kitchen island or go out and enjoy the many fine dining and beautiful beach views that Naples has to offer - minutes away! The home is newly renovated with new appliances, new furniture, a new hot tub, and a heated pool to savor Florida right in your own fully fenced private backyard.

Guest favorite

Home in Bonita Springs

4.83 out of 5 average rating, 18 reviews

Stunning Lakefront Heated Pool & Spa House!

Your perfect getaway awaits! Escape to tranquility in our beautifully updated 3/2 lakefront retreat with a heated (optional for a fee) pool and spa! This remodeled peaceful gem is nestled on a serene, private lot with breathtaking lake views. Just 7 miles to the pristine Bonita Beach and minutes from, shopping, and dining. Don’t miss out on this extraordinary retreat where comfort meets nature. Book your stay today and experience the ultimate in relaxation and luxury!

Top guest favorite

A large heated swimming pool occupies the center of the outdoor area, surrounded by a spacious lanai. Comfortable seating and a wall-mounted TV are visible, creating an inviting space for relaxation and leisure. Lush greenery borders the lanai, enhancing the tranquil atmosphere.

Home in Caloosahatchee

4.98 out of 5 average rating, 127 reviews

Heated Pool | Lanai | Bikes | Near Beach

Catch your beach vibes at this newly renovated airy oasis with water views, relaxing lanai and huge heated pool in Cape Coral's desired Yacht Club community! Coastal Jersey Shore girl beach cottage meets Southwest Florida, where your dog babes are welcome! We just renovated the entire house after Hurricane Ian so you'll get to enjoy a brand new kitchen (and huge island), bathroom and luxurious memory foam beds. Our pet fee is $75 per stay. 2 dogs max. NO cats please.

Top guest favorite

A heated pool is surrounded by tropical landscaping and a sun-kissed patio with lounge chairs. A covered seating area offers shade, with an umbrella providing additional protection. A bungalow can be seen in the background, framed by lush greenery and flowering plants.

Home in Naples Park

5 out of 5 average rating, 23 reviews

South Exposure Heated Pool Home

Southern Exposure Heated Pool Home Look no further, this beach bungalow has the most amazing heated pool you will find, surrounded by tropical landscaping that is completely fenced in and private. Enjoy days grilling out by the pool and nights by the fire pit, this home has it all. This beach bungalow has been recently remodeled. The home features premium foam mattresses in every room and beautiful beachy chic decor.

Top guest favorite

A spacious outdoor area features a large heated pool surrounded by a screen enclosure. Comfortable seating, including lounge chairs and a dining set, enhance the space. A barbecue grill is positioned nearby, while palm trees provide natural scenery in the background.

Home in Naples Park

4.93 out of 5 average rating, 151 reviews

Last Minute Deals! Naples with large heated pool

Enjoy everything that Naples has to offer. Warm beaches, nightlife, restaurants and great shopping are all less than 1 mile away. This newly upgraded, gorgeous, 3.5 bedroom and 2 full bath private house with large heated pool will make your vacation dreams a reality. We have everything you will need for a relaxing getaway! All you need to bring are your clothes, family, friends and Fido if you wish.

Guest favorite

Home in Fort Myers

5 out of 5 average rating, 8 reviews

Coastal Oasis 52

Discover luxury between Sanibel and Fort Myers Beach! Our 3-bed, 2-bath rental features granite counters, large TVs, and high-grade linens. Outside, enjoy a screened lanai with a saltwater pool, jacuzzi, and gas fire pit. Entertain with a grill, pool table, and keg cooler. Perfect for groups with three attached units. Book now for an unforgettable getaway!

Guest favorite

A clear and inviting swimming pool is surrounded by lounge chairs and features a warm sun umbrella. A well-maintained pool area and adjacent buildings reflect a serene ambiance, ideal for relaxation. Lush landscaping frames the space.

Home in Pelican

4.89 out of 5 average rating, 232 reviews

Modern Oasis pool paradise

Location! Location! The entire place. This is a brand new Condo with gorgeous pool located next to supermarkets, restaurants including famous seafood restaurant, very close to Captiva, Fort Myers and Sanibel beaches Beautiful modern decor quiet secluded amazing!!! Great pool. No pets no service dogs no comfort pets allowed owner is allergic.

Superhost

A modern two-story home is surrounded by lush greenery and well-maintained landscaping. The exterior features light blue siding and a large covered porch with a ceiling fan. A paved driveway leads up to the entrance, framed by palm trees and flowering bushes.

Home in Fort Myers Beach

4.95 out of 5 average rating, 126 reviews

Blue Lagoon w/ heated pool-2 min walk to beach

FMB Reg 19-1212 . Hurricane Ian caused damage to the island but the home is back fully operational as it was prior to the storm & beaches look great! Come be part of #FMBStrong! Check the Town of FMB or Chamber Websites for more info. No refunds outside our cancelation policy. TRAVEL INSURANCE IS HIGHLY RECOMMENDED FOR TRAVEL DISRUPTION.

Top guest favorite

An outdoor dining area features a table with teal accents and an umbrella, set near a glistening pool. Lounge chairs are positioned along the poolside, while a gazebo is visible in the background, surrounded by greenery and a white fence.

Home in Naples

5 out of 5 average rating, 108 reviews

Cozy Vacation Home * Heated Pool*Near The Beach !

You can stop looking for the perfect vacation home in an amazing location! This home is comfortable, artsy, inviting and full of charisma! Enjoy the fun decorations, resort style outdoor entertainment area with outdoor seating, BBQ and a relaxing gazebo. Located just a 3 minute to the nearest beach on a quiet neighborhood.