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Holiday rentals with a pool in North Naples

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in North Naples

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

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Apartment 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

18–25 Jul

$155 SGD per night

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!

28 Oct – 4 Nov

$550 SGD per night

Apartment in Bonita Springs

4.95 out of 5 average rating, 85 reviews

Ken & Gina's Beach Condo (#2301)

***Due to hurricane Ian, no amenities are available (pool, tennis, etc)*** Studio condo across the street from Bonita Beach. 3rd floor unit offering partial views of the gulf. Being able to walk to the beach (2 mins) and 3 restaurants while centrally located between Ft. Myers and Naples makes this a great location. Atmosphere is very relaxing and residents are very friendly. Local bike rental shops offer delivery of bicycles. Bonita beach offers jet ski, paddle board and catamaran rental.

27 May – 3 Jun

$143 SGD 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.

13–20 Sep

$454 SGD per night

Guest favourite

Flat 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

24 Jun – 1 Jul

$186 SGD per night

Guest favourite

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.

17–24 Jul

$580 SGD per night

Guest favourite

Home in Naples

4.93 out of 5 average rating, 181 reviews

Heated Pool Home w Epic Arcades by Beach & Mercato

Enjoy a stay at this beautifully furnished & tastefully decorated home. It is the only home in the area with an Arcade Game room. The house is spacious with an open floor plan. Enjoy the optional heated pool, BBQ, bicycles & game room (including pool table). Situated in a popular Naples area near beaches & Mercato, a hotspot where you will find great nightlife, shops & dining. It is a smart home with Nest thermostat, video doorbell, high-speed internet & keyless entry via a digital keypad.

20–27 Sep

$316 SGD per night

Guest favourite

Flat in Naples

4.97 out of 5 average rating, 75 reviews

Lovely Beach Bungalow pool/spa 1.5 mile bch Naples

Lovely Pool/Spa bungalow, located in Naples Park, 1.5 miles from Vanderbilt Beach. Across the street from Marcato shopping center, Whole Foods, Cinema, restaurants and clubs. The unit is in pristine shape and features elegant furnishings and decor, tile floors throughout, granite counters in the kitchen, stainless steel appliances, impact windows and all white linens. Private screened in patio at the front and shared backyard area with pool/spa and BBQ. King Bed and Queen Sleeper Sofa.

14–21 Dec

$237 SGD per night

Guest favourite

Flat 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

25 Jun – 2 Jul

$164 SGD per night

Guest favourite

Home in Naples

4.93 out of 5 average rating, 231 reviews

FAMILY FRIENDLY with CRIB**Heated Pool** Naples!!!

This beautiful home is located on the very desirable 500 block of Naples Park. With a short bike ride or walk to the beach! It is on a corner lot with a fenced yard. The house is a 3 bedroom 3 bath home. The 3rd bedroom and bathroom is similar to a mother in law suite and is cooled with a mini split air conditioner. The main area has 2 bedrooms and 2 bathrooms cooled with central air conditioning. 4 bikes are included with your stay! No pets allowed on this property.

25 Jun – 2 Jul

$331 SGD per night

Guest favourite

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!

10–17 Oct

$216 SGD per night

Guest favourite

Home in Naples

4.98 out of 5 average rating, 107 reviews

Beachside Bungalow! Beautiful Pool Home- Remodeled

Welcome to Paradise! Brand new floor to ceiling, inside & out! 3BR/2BA home with split bedroom floor plan. Enjoy your vacation in the pool under the screened lanai or head off to the beach for sun, surf and beautiful sunsets. The home is located just over a mile from Vanderbilt Beach & Delnor Wiggins State Park, as well as close to shopping/dining at Mercato, The Ritz Carlton, La Playa resort, and more.

8–15 Jun

$311 SGD per night

Holiday rentals for every style

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Popular amenities for North Naples rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Naples

4.96 out of 5 average rating, 110 reviews

☀ 1mi to Beach ☀ Heated Pool ☀ Custom Kitchen ☀

1–8 Oct

$496 SGD per night

Guest favourite

Home in Naples

4.95 out of 5 average rating, 108 reviews

Bike to Beach, heated pool, sleeps 12

9–16 Aug

$564 SGD per night

Home in Naples

4.96 out of 5 average rating, 57 reviews

Custom Designed Heated Pool and Spa

3–10 Aug

$516 SGD per night

Guest favourite

Home in Naples

4.97 out of 5 average rating, 29 reviews

The Sun-kissed Retreat •Vanderbilt Beach• Pool&Spa

12–19 Jun

$463 SGD per night

Guest favourite

Home in Naples

4.95 out of 5 average rating, 63 reviews

Luxurious Naples Home. Heated Pool. Mins to Beach.

28 May – 4 Jun

$400 SGD per night

Guest favourite

Home in Naples

4.98 out of 5 average rating, 59 reviews

2 Mstrs w Kings, Pets, Queen ensuite, hot tub, htd

9–16 Sep

$525 SGD per night

Guest favourite

Home in Naples

4.96 out of 5 average rating, 52 reviews

664 Naples Beach Paradise Private Pool & Spa

17–24 Apr

$500 SGD per night

Guest favourite

Home in Naples

4.96 out of 5 average rating, 23 reviews

Palm Villa~10 mins to beach~POOL~Outdoor bar~Games

5–12 Sep

$531 SGD per night

Apartment rentals with a pool

Guest favourite

Apartment in Naples

4.91 out of 5 average rating, 108 reviews

Beautiful Pool 5m to the Beach Downtown & Shopping

22–29 May

$265 SGD per night

Guest favourite

Apartment in Naples

4.87 out of 5 average rating, 218 reviews

Park Shore Walk to Beach!

25 Aug – 1 Sep

$258 SGD per night

Guest favourite

Apartment in Naples

4.95 out of 5 average rating, 283 reviews

Lely Greenlinks Golf Resort Luxury Condo

27 Jun – 4 Jul

$296 SGD per night

Guest favourite

Apartment in Naples

4.91 out of 5 average rating, 146 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

17–24 Dec

$510 SGD per night

Guest favourite

Apartment in Naples

4.93 out of 5 average rating, 123 reviews

Lely Resort Luxury Condo-1 Spectacular Pool/Golf

16–23 Aug

$249 SGD per night

Guest favourite

Apartment in Marco Island

4.93 out of 5 average rating, 188 reviews

Marco Island Beach Club 310 1 bed/1 bath Renovated

18–25 Aug

$288 SGD per night

Guest favourite

Apartment in Marco Island

4.93 out of 5 average rating, 121 reviews

Marco Beach Ocean Resort 707

5–12 Oct

$531 SGD per night

Guest favourite

Apartment in Naples

4.95 out of 5 average rating, 22 reviews

Stunning Views from Above at Vanderbilt Beach

5–12 Sep

$325 SGD per night

Home rentals with a private pool

Home in Marco Island

4.83 out of 5 average rating, 6 reviews

Lighthouse 1124

21–28 Apr

$748 SGD per night

Home in Marco Island

4.83 out of 5 average rating, 6 reviews

Sandcastle of Marco Island Waterfront Private Pool

1–8 Mar

$888 SGD per night

Home in Fort Myers Beach

147 Curlew St

3–10 May

$605 SGD per night

Home in Bonita Springs

New place to stay

Coastal Waterfront Home W/pool-Tiki-Dock

1–8 Oct

$661 SGD per night

Quick stats about holiday rentals with a pool in North Naples

Total rentals
1.4K properties
Rentals with dedicated workspaces
820 properties have a dedicated workspace
Pet-friendly rentals
470 properties allow pets
Family-friendly rentals
1.2K properties are a good fit for families
Total number of reviews
32K reviews
Nightly prices starting at
$41 SGD before taxes and fees

Destinations to explore