
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.

Largest Home 1 mi from beach with saltwater pool
Within minutes from the beach this is a don't miss house. One of the larger homes in the neighborhood makes it a perfect choice for just a few guests or 8-10 guests. The outdoor living is the only way to go when renting in Naples. Heated pool and spa along with an outdoor grill, bar, TV and firepit are just a few of the amenities. The first floor features an open concept with new living and dining room furniture. The master bedroom is very spacious with a brand new tempurpedic mattress. WIFI

Luxurious Naples Home. Heated Pool. Mins to Beach.
Have fun with the whole family at this stylish Naples Costal Paradise Home. Tropical Oasis within minutes to the beaches, restaurants, shopping, entertainment. Heated pool/spa no jets, Wi-Fi, big lanai with BBQ and more. House is a 3-bedroom, 2-bathrooms fully renovated in coastal contemporary style with tile floors, coastal art, big kitchen and more. King bed, queen bed, 2 full beds, big modular couch. House will comfortably sleep 6 adults plus children. It has all you need for great vacation.

New! Perfect Pool Paradise
Escape to this brand-new luxury home with new furnishings in Naples, near beaches, restaurants and shopping. * 4 bedrooms, 2 king beds, 1 queen, and a fun bunk bed setup, 2.5 bathrooms * Chefs kitchen with all the amenities * Game room * Heated saltwater pool, hot tub and outdoor kitchen * Crib, highchair, toys and books * Vanderbilt Beach is 3 minutes away * The Mercato - great restaurants and shopping less than a mile away * Vanderbilt Pickleball and tennis center less than a mile away

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.

Cozy, spacious, family friendly. 3 mins to beach.
Our beautiful condo is located in a secluded area in North Naples, within walking distance to Vanderbilt Beach and Delnor Wiggins Beach Park. We strive to offer you a memorable and comfortable stay with the amenities we include: -Beautiful and cozy space -Fully stocked kitchen -900Mbps Wi-Fi -Smart TVs -Desk -Toiletries, hair drier, iron, curler -Beach chairs, towels, cooler, cart -Self check-in/out -Covered pkg space -Heated pool -Coffee/tea -Washer/ dryer -Play pen/High Chair -Beach Pass

"Holiday Heaven" 4 b 3b Pool BBQ
In the Heart of Napes " Holiday Heaven" enjoy in 4 bedrooms 3 bath Heated pool house. Waterfront property in Palm River community. 10 min from the Beach. 10 people sleeping.Kitchen offers stainless appliances, granite counter tops, walk-in pantry. Breakfast bar is ideal for morning coffee while planning your perfect day in Napes! Master bathroom has stunning soaking tub, large walk-in shower with walk-in closets. The home has open layout with direct entrance to the backyard patio and pool .

Beach House on pond w/ HEATED pool - sleeps 6
This secluded and beautiful beachside getaway is yours. Perfectly positioned easy access to white-sand beaches & fabulous shopping/dining/golfing/site seeing experiences of Naples. (2 bed 2 bath.) Gorgeous lakeview, (turtles/ducks incl.). HEATED POOL. Enjoy fresh coffee at sunrise from lanai watching swans take their morning swim or have a nightcap near shimmering moonlit pond. We warmly welcome you to rest, relax and stretch-out at this incredibly charming Beach*House cottage.

The Beach Getaway Home only steps from the water!
Perfect location for a beach getaway! Centrally located, enjoy all of Naples in the Naples Park neighborhood. Less than half a mile from Vanderbilt beach, walk or bike to the sunny gulf coast in under 10 minutes. Also steps away from the Ritz Carlton tiki bar! Shop groceries at the nearby Whole Foods, Trader Joes, and Publix. Feel like an evening out that's close by? Enjoy the Mercato shopping and dining area with several bars, restaurants, nightclubs, and even a movie theater.

Pool Bikes & Beach | Paddle Board Included
We welcome your family of up to 2 adults & 3 children. You will be close to sandy beaches, great restaurants and shopping at this great North Naples Location. Just a few minutes from Vanderbilt Beach and Wiggins Pass Park. You will love all the great amenities and be able to relax in this brand new clean apartment. Amenities, Bikes, paddle board, beach wagon and beach towels. Very easy to check-in, you will have your own private entrance and private one car parking available.

Bonita Retreat: Heated Pool - Minutes to Beach
We know that you’ll love it here – whether you spend your time lounging by our pool, or at beautiful Barefoot Beach, less than 3 miles away. Our home is close to everything, so many beautiful beaches, great shopping and world class restaurants. If dining-in is more your thing, you will have a fully stocked kitchen with every amenity you could wish for. This is our own vacation home, so we’ve made every effort to make it as comfortable and convenient as possible.

699 Gulf Breeze Oasis · NEW Heated pool w Sundeck
Welcome to 699 Gulf Breeze Oasis! Come in and stay in our fully remodeled, contemporary vacation home or relax in our NEW heated pool! Featuring a gorgeous, waterfall fountain & sun deck surrounded by lush tropical foliage. 699 Gulf Breeze Oasis is your bound to be your newest, completely private vacation home! Located just a mile to world class, white sand beaches, waterfront dining, live entertainment and open air shopping! We look forward to hosting you!

Sugar Beach Bungalow With a Pool!
Come jump in the pool! Put away your wool hats, hang up your parkas, and break out the swim trunks, sunglasses and flip flops. There’s no better way to celebrate summer (or escape winter) than with a relaxing beach vacation. Bring the whole family, roll with a group of friends, or make it a romantic retreat. Whatever the trip, opt for a luxurious vacation rental with all the home amenities you’re used to at home—and some. This incredible beach home has it all!
Popular amenities for North Naples rentals with a pool
House rentals with a pool

Blue Oasis!. The Perfect Getaway w/ Heated Pool!

Gulf Haven Hideaway: Naples 4BD Oasis - Pool + Spa

The WaterSun Oasis - Luxury Private Pool & Spa

* Heated Pool * 1.5 mi to Beach * Bikes Incl *

767 NaplesVilla Heated Pool&Extra‑Large 4 Bedrooms

Sunny Naples Escape-Pool/ Hot Tub-9 min to beach

LUXE: Walk to Beach, 2 Kings, Pool & Spa

Resort Style Tropical Oasis
Apartment rentals with a pool

FUN AT THE BEACH

Bonita Beach and Tennis 5807

Lush tropical 1st floor getaway in Naples

Park Shore Resort Beautiful Top Floor 2 Bed 2Bath

Beautiful Pool 5m to the Beach Downtown & Shopping

Casa Bonita - Relax @ The Beach (Newly Remodeled)

Park Shore Walk to Beach!

Perfectly located Old Naples condo
Other holiday rentals with a pool

Charming 3BR Lake Home w/ Pool, Hot Tub & Fire Pit

The Beach Getaway with a Heated Saltwater Pool

Tropical Retreat Naples-Private Heated Pool, Patio

Huge 5BR • Heated Pool, BBQ, 3 Suites • Nr Beaches

Naples Luxury Orange Blossom Oasis 4/3 Tiki Bar

Lux Lakefront Resort | Beach 3 MIN Drive | 70"TVs

New! Peaceful Paradise - Heated Saltwater Pool/Spa

Heated Pool and Hot Tub Home!
When is the best time to visit North Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 253 | € 300 | € 305 | € 230 | € 189 | € 181 | € 188 | € 175 | € 169 | € 173 | € 217 | € 269 |
| Avg. temp | 18°C | 20°C | 21°C | 24°C | 26°C | 28°C | 29°C | 29°C | 28°C | 26°C | 23°C | 20°C |
Quick stats about holiday rentals with a pool in North Naples

Total holiday rentals
Explore 1,880 holiday rentals in North Naples

Nightly prices starting at
North Naples holiday rentals start at € 43 per night before taxes and fees

Verified guest reviews
Over 48,610 verified reviews to help you choose

Family-friendly holiday rentals
1,500 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 540 rentals that welcome pets

Rentals with dedicated workspaces
1,120 properties have a dedicated workspace

Wifi availability
1,860 of North Naples holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across North Naples rentals

4.8 Average rating
North Naples stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
North Naples’s top spots include Clam Pass Park, Delnor-Wiggins Pass State Park and Waterside Shops
Destinations to explore
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- Naples Beach
- Captiva Island
- Lovers Key Beach
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Clam Pass Park
- Florida Gulf Coast University
- Edison & Ford Winter Estates
- Boca Grande Pass
- Stonebridge Country Club
- Bowman's Beach
- Delnor-Wiggins Pass State Park
- Del Tura Golf & Country Club
- Esplanade Golf & Country Club of Naples
- Jetblue Park
- Big Cypress National Preserve
- Montura Ranch Estates
- Bunche Beach
- Talis Park Golf Club
- Coral Oaks Golf Course
- Barefoot Beach State Preserve
- Hertz Arena
- Coconut Point




