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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Guest favourite

Home in Naples

4.99 out of 5 average rating, 103 reviews

POOL HOUSE, CLOSE TO THE BEACH & DOWN TOWN NAPLES!

HEATED Pool home - Completely renovated home that comfortably sleeps 6 Only 5 minutes to the most desirable Beaches in the USA! Also very close to incredible restaurants, Publix, Target, Shopping, Parks and only 10 minutes to Downtown Naples. Flat-Screen TVs, Hi-Speed Internet, Comfy beds, modern and fully-stocked Kitchen. Very private and large pool with outside grill and patio furniture. Perfect for relaxing after a long day at the beach, we look forward to welcoming you to our HAPPY PLACE!

Aug. 26 – Sep. 2

$789 CAD per night

Superhost

Apartment in Naples

4.77 out of 5 average rating, 26 reviews

Modern Comfort l Biking. Gym. Beach Nearby

Welcome to the Hampton Inn Naples-Central, where modern comfort and exceptional hospitality converge in the heart of the vibrant Naples community. ✔ Relax and Enjoy the hotel amenities such as outdoor pool and fitness center. ✔ Explore Naples Beaches. ✔ Enjoy a leisurely stroll or fish off the Naples Pier while taking in stunning views of the Gulf of Mexico. ✔ Go biking or hiking in nearby parks. ✔ Naples is a golfing paradise with numerous golf courses catering to different skill levels

Jun. 6 – 13

$167 CAD per night

Guest favourite

Condo in Naples

4.95 out of 5 average rating, 283 reviews

Lely Greenlinks Golf Resort Luxury Condo

This beautiful and spacious 2-bedroom, 2 bath condo is luxurious, impeccably clean, well-stocked - and perfect for your next vacation getaway! Greenlinks Golf Resort is situated within the prestigious Lely Resort Golf & Country Club in Naples. It is just a two minute walk over to the clubhouse where you can tee off on the Lely Flamingo or Mustang golf courses. Ideal central location between downtown Naples and Marco Island, you are just 15 minutes from downtown or beaches in either location.

May 14 – 21

$296 CAD per night

Guest favourite

Home in Naples

4.98 out of 5 average rating, 172 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.

Sep. 13 – 20

$533 CAD per night

Guest favourite

Apartment in Naples

4.99 out of 5 average rating, 121 reviews

Beach Vacation Getaway

Great for a couple with 1 -2 young kids or a getaway for 2 or a business traveler. Guesthouse is totally separate from the main house. Bedroom-king sized bed. Couch, 24 inch high twin air mattress and ottoman w/ twin sized bed. Fully screened lanai/Indoor HEATED private pool/w 8ft wall (swim at your own risk). No pets. WiFi/cable TV. 10 minute drive to the beach/shopping. Walking/biking/jogging path. 4 bikes-(ride at your own risk)/BBQ grill/continental breakfast/a variety of snacks/beverages

Jun. 24 – Jul. 1

$202 CAD per night

Guest favourite

Guesthouse in Fort Myers

4.98 out of 5 average rating, 620 reviews

Hints of Key West in Fort Myers' Historic District

Tucked away in tranquil Dean Park Historic District. Built in 1925, this carriage house has been completely renovated in 2016. It is over a garage, there are stairs. Stroll to downtown Fort Myers River District, and enjoy the restaurants, nightlife, and cultural events. Take advantage of all the activities the area has to offer, and at the end of the day come back to this peaceful oasis. Our place can accommodate couples, older child (twin air mattress available), business travelers. No pets.

Jul. 17 – 24

$211 CAD per night

Guest favourite

Apartment in Bonita Springs

4.94 out of 5 average rating, 18 reviews

Heated Pool•7min->Beach•King•WD•SmartTV

• 2.1 miles to beach. 6 minute drive, 12 min bike ride • 700 sqft, 1st floor, 1 bedroom/1 bath • Safe & quiet neighborhood • Equipped kitchen, stocked w/essentials • Screened-in pool • On-site parking (1 vehicle) • Smart TV • On-site laundry • Fast internet • Backyard garden • Firepit • Bikes, beach equipment • Grill • Neighborhood boat ramp Minutes from: • Multiple Beaches • State parks • Restaurants • World class golf courses • Fishing/boating • Nightlife • Naples shopping & spas

Jun. 25 – Jul. 2

$204 CAD per night

Guest favourite

Guesthouse in Naples

4.93 out of 5 average rating, 113 reviews

Private & Spacious Studio 1 mile fr 5th Ave w/Pool

Welcome to Kevin's Newly Renovated Air BNB in Naples, featuring a private swimming pool, patio w/sun shade, parking, luxury sheets, fully stocked kitchen, full size W/D, and more! This uber-quiet and private space is located just over 1 mile from 5th Avenue/downtown Naples, & 2 miles from the beach. 5 minute walk to Naples Bay Resort, coffee shops & restaurants. Walk or use complimentary bikes to check out nearby Celebration Park, a brewery, Market 360, & pickleball courts!

Jun. 28 – Jul. 3

$242 CAD per night

Guest favourite

Condo in Naples

4.94 out of 5 average rating, 96 reviews

Sea Shell Villa 1

Your will be close to everything when you stay at this centrally-located villa. Our villa is fully upgraded. Has a full kitchen, 1 bedroom with a queen bed and laundry room with a full size washer and dryer. There is a great variety of restaurants and shopping just minutes away. In just 15 minutes you can be at the famous Naples pier for a fun day at the beach. We also have Marco Island, which is one of the top beaches in the world, just 20 minutes away.

Jul. 9 – 16

$193 CAD per night

Superhost

Condo in Naples

4.85 out of 5 average rating, 155 reviews

Ground Floor, A+ Location Club Membership Included

Lakeside, ground floor condo, located in the prestigious World Tennis Club, with 50 acres devoted solely to beautiful landscaping and lakes. Great location in Naples with box stores, dining, Publix, CVS and Walgreens etc very close. Four miles to the beautiful Naples beach which extends for many miles. Membership is included, giving access to the larger swimming pool, hot tub, 16 tennis courts, gym, seasonal cafe, pro-shop tennis match making, etc.

Oct. 3 – 10

$185 CAD per night

Guest favourite

Guesthouse in Naples

4.91 out of 5 average rating, 82 reviews

Turtle Bungalow

Wake up to a chorus of singing birds under the splendid South Florida weather. Brew a coffee in the privacy of your bungalow, and get ready to seize the day. After a fun day at the beach or a productive working session, Turtle Bungalow will be perfect for the relaxation you need. Sit outside and enjoy the peaceful backyard view, pool, and the sweet afternoon breeze. The sun is warm, flowers are blooming… I wouldn’t wait.

May 14 – 21

$179 CAD per night

Guest favourite

Home in Cape Coral

4.97 out of 5 average rating, 242 reviews

Dolphin beach house

* fantastic pool home located in the most desirable section of Cape Coral * Steps from the Yacht Club beach * Fishing and boating community * Home features a large paver patio for sunning and a screened Lanai with a private pool * This beach home has a grill outside for those who like to cook outdoors and a fully equipped kitchen inside * This home away from home has a Washer & Dryer * WiFi & Local TV * No Pets Please *

Sep. 12 – 19

$262 CAD per night