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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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Condo in Naples

4.87 out of 5 average rating, 115 reviews

Top Floor, A+ Location, Club Membership Included!

Lakeside, top 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, Publix, dining, CVS and Walgreens etc very close. Four miles to the beautiful Naples beach which extends for many miles. Tennis Club membership included at no cost, including larger swimming pool, hot tub, 16 tennis courts, gym, seasonal cafe, pro-shop, match making through proshop, bocce ball, pickle ball, sauna

Jul 18 – 25

G$23,224 GYD per night

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!

Oct 28 – Nov 4

G$82,433 GYD per night

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

G$68,162 GYD per night

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

G$27,900 GYD per night

Home in Naples

4.96 out of 5 average rating, 153 reviews

Luxe Beach Home! Perfect for the Whole Family

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.

Jul 17 – 24

G$86,980 GYD per night

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

G$27,634 GYD per night

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

G$24,596 GYD per night

Condo in Naples

4.91 out of 5 average rating, 146 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

You have found THE BEST condominium in Naples! This wonderful and tranquil get-away is set in a tropical paradise in the heart of Park Shore. A renovated 2 bedroom, 2 bath with washer and dryer. This modern top floor unit with elevator gives you a breath-taking view over this beautiful resort which offers heated pool, tennis, pickleball, poolside ocean to table restaurant Hogfish Harry's. The beach is only a mile away! Let us welcome you to your own personal piece of paradise!

May 6 – 13

G$38,927 GYD per night

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.

Sep 17 – 24

G$24,831 GYD per night

Guest suite in Naples

4.91 out of 5 average rating, 55 reviews

839 GulfShore Studio | Walk 2 Mercato & Beaches

Welcome to 839 GulfShore Studio! Bask in the Florida sunshine, practice your golf swing, & explore the Gulf Coast in style when you choose this completely remodeled vacation rental! This 1BD/1BA Studio is just a block away from Mercato Shopping Center, where you'll unique shops, eateries, live entertainment & more. With a fully equipped kitchen, Smart TV, free WiFi, modern decor, & a peaceful location, this studio invites you to kick back, relax, & enjoy!

Oct 10 – 17

G$32,468 GYD per night

Guesthouse in Naples

4.93 out of 5 average rating, 95 reviews

Manatees

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, Manatees 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.

Aug 10 – 17

G$21,666 GYD per night

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

G$30,169 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

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Houses

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Cottages

Quaint homes, peaceful surroundings

Popular amenities for Naples rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Naples

4.98 out of 5 average rating, 205 reviews

Island lifestyle family vacation home (Salt Pool)

Oct 25 – Nov 1

G$48,222 GYD per night

Home in Cape Coral

4.87 out of 5 average rating, 178 reviews

Recently Renovated Home with Pool in SW Cape Coral

Jul 19 – 26

G$31,328 GYD per night

Home in Naples

4.93 out of 5 average rating, 181 reviews

Heated Pool Home w Epic Arcades by Beach & Mercato

Sep 20 – 27

G$47,390 GYD per night

Home in Naples

4.9 out of 5 average rating, 292 reviews

3/2 HEATED Pool House Walking Distance to Beach

Jun 9 – 16

G$107,767 GYD per night

Home in Naples

4.98 out of 5 average rating, 58 reviews

Backyard Oasis - Large heated pool/Wi-fi/Lanai/PS3

Sep 5 – 12

G$36,540 GYD per night

Home in Naples

5.0 out of 5 average rating, 18 reviews

Tivoli: Private Pool, Hot Tub & Amenities

Oct 16 – 23

G$58,089 GYD per night

Home in Naples

4.95 out of 5 average rating, 43 reviews

Large Poolside Studio! Private & close to 5th Ave!

Jul 22 – 29

G$29,347 GYD per night

Home in Naples

4.95 out of 5 average rating, 63 reviews

Luxurious Naples Home. Heated Pool. Mins to Beach.

May 28 – Jun 4

G$59,898 GYD per night

Condo rentals with a pool

Condo in Naples

4.95 out of 5 average rating, 283 reviews

Lely Greenlinks Golf Resort Luxury Condo

Jun 27 – Jul 4

G$44,431 GYD per night

Condo in Naples

4.87 out of 5 average rating, 218 reviews

Park Shore Walk to Beach!

Aug 25 – Sep 1

G$38,692 GYD per night

Condo in Naples

4.93 out of 5 average rating, 123 reviews

Lely Resort Luxury Condo-1 Spectacular Pool/Golf

Aug 16 – 23

G$37,334 GYD per night

Condo in Marco Island

4.95 out of 5 average rating, 126 reviews

Amazing New Seaside Condo-5 fl View -Best Building

Sep 16 – 23

G$45,439 GYD per night

Condo in Marco Island

4.93 out of 5 average rating, 188 reviews

Marco Island Beach Club 310 1 bed/1 bath Renovated

Aug 18 – 25

G$43,210 GYD per night

Condo in Marco Island

4.93 out of 5 average rating, 121 reviews

Marco Beach Ocean Resort 707

Oct 5 – 12

G$79,815 GYD per night

Condo in Naples

4.91 out of 5 average rating, 108 reviews

Beautiful Pool 5m to the Beach Downtown & Shopping

Apr 5 – 12

G$95,314 GYD per night

Condo in Bonita Springs

4.95 out of 5 average rating, 85 reviews

Ken & Gina's Beach Condo (#2301)

May 27 – Jun 3

G$21,501 GYD per night

Home rentals with a private pool

Home in Marco Island

4.83 out of 5 average rating, 6 reviews

Lighthouse 1124

Apr 19 – 26

G$115,380 GYD per night

Home in Cape Coral

4.92 out of 5 average rating, 72 reviews

Luxury Waterfront Home with Pool

Dec 21 – 28

G$109,564 GYD per night

Home in Cape Coral

5.0 out of 5 average rating, 16 reviews

Awesome Location W/boat Dock, Pool, & Kayaks!

Oct 4 – 11

G$65,576 GYD per night

Home in Marco Island

4.83 out of 5 average rating, 6 reviews

Sandcastle of Marco Island Waterfront Private Pool

Mar 1 – 8

G$133,313 GYD per night

Home in Cape Coral

5.0 out of 5 average rating, 3 reviews

Blue Oasis

Nov 8 – 15

G$46,288 GYD per night

Home in Fort Myers Beach

147 Curlew St

May 3 – 10

G$90,598 GYD per night

Home in Bonita Springs

New place to stay

Coastal Waterfront Home W/pool-Tiki-Dock

Aug 13 – 20

G$99,031 GYD per night

Quick stats about vacation rentals with a pool in Naples

Total rentals
870 properties
Rentals with dedicated workspaces
500 properties have a dedicated workspace
Pet-friendly rentals
240 properties allow pets
Family-friendly rentals
730 properties are a good fit for families
Total number of reviews
13K reviews
Nightly prices starting at
G$6,269 GYD before taxes and fees

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