
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.

Villa Cecilia 1015
NEW!! Escape to the exquisite Villa Cecilia in SW Cape Coral! This meticulously designed 3-bedroom, 2-bathroom home on a gulf access canal promises a luxurious retreat. Dive into the refreshing pool, unwind in front of Smart TVs, and stay connected with complimentary high-speed internet. Step outside to a peaceful outdoor haven, ideal for relaxation and alfresco dining. Conveniently located near shopping and the vibrant Cape Harbor, this home offers both convenience and luxury. Deluxe amenitiies

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.

Magical Gateway in Naples FL
You'll fall in love with this tinny but magical place in the heart of Naples, modern open concept,high end finishes, a lot light, 2 BR queens beds, fine blinens, full bathroom with marble, enclosed pool, spacious back yard and a wood burning fire pit, 2 parking spaces just few steps from your front door. This place is near to all Naples has to offer, beautiful beaches, dining & nightlife, it is only 3km from the beach, 3 km from 5th ave in Old Naples and less than a mile from shopping centers.

FUN AT THE BEACH
2024 Beautifully Remodeled Unit! Located 1 block from Naples Pier( to be rebuilt)and 3rd Ave Famous Dining and Shopping. Private entrance to unit with designated parking. The pool is outside your door for easy access. The unit provides a master suite with a king mattress and the extra room has 2 twins that can convert into a king. Please request upon booking. A laundry facility is located on the premises. Kitchenette provides cooktop and microwave/convection oven & a small refridgerator.

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

Coastal Getaway *Heated Pool *3 King Rooms
Tropical Oasis Downtown Naples 3 BD/2 BA full house w/ a HEATED pool, outdoor entertaining, BBQ grill, lanai seating/dining for 8, outdoor games, 2 living rooms w/ large TVs (main room has a 75" screen TV), master suite w/ ensuite bathroom & flatscreen TV, all 3 bedrooms have king beds. Close to downtown restaurants/shopping (9 min), beaches/Naples Pier (14 min). DOG POLICY: Only after owner's approval, a non-shedding small dog is allowed with $100 per dog non-refundable fee (2 dog maximum).

Tropical Dream 2BR/2BA w./ Pool, Gym, and Theater
Contact us for seasonal discounts! Escape to a tropical paradise at JK2Properties' 2BR/2BA property. Enjoy a luxurious master suite, cozy second bedroom, fully equipped kitchen, relaxing living room, and private balcony. Located in one of Naples's most exclusive complexes with amenities like pools, full fitness center, golf simulator, movie theater, meeting spaces, and more! Minutes from beaches, shopping, restaurants, and Great Wolf Lodge. The perfect retreat for relaxation and convenience.

Tropical Oasis! 1 Mile to Beach! Heated Pool & Spa
Your dreams will become a reality when you stay at this gorgeous, recently updated 4-bedroom, 3-bath, canal-front home in the exclusive Conners at the Vanderbilt neighborhood and boating community in the heart of Naples. Enjoy canal access to the Gulf of Mexico, the shimmering sands of Vanderbilt Beach at your doorstep, and the Ritz Carlton, La Playa Beach and Golf Resort, and the idyllic Delnor-Wiggins State Park just minutes away. Pet cleaning fee-$250 each (2 dogs - 50 pounds or under)

Westshore 1201 at Naples Cay
Welcome to our condo with amazing views where you can enjoy the peaceful grounds with amazing views of the ocean, bay and Clam Pass. We are located on the 12th Floor of Westshore of Naples Cay Complex. Forget your worries in this spacious & serene space, watch the beautiful sunsets from our private balcony and listen to the waves as the sun rises. We are just a short walk from our private beach with amazing views. Our complex is a gated community that provides 24-hour security.

Beach House Heated Pool and Spa Renovated 2025
This spacious home located in the desirable 500 block of Naples Park & an enjoyable walk/bike ride to Vanderbilt Beach & Delnor-Wiggins Park. There are 6 bikes ride to the beaches, the Ritz Carlton, theaters, grocery, & shopping/dining/nightlife at the "Mercado". Just re-launched for rental Oct 2025 the house got new renovation with tons of Upgrades New flooring, appliances furnishings & accessories 85 inch Tv Open floor plan w/ cathedral and high ceilings throughout.

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.

Private Oasis in the ♥ of Naples ☀Heated Pool/Spa☀
Escape to The Private Oasis in the heart of Naples! → Welcome to 2,279 square feet of modern and elegant furnishings → Minutes to 5th Avenue, Tin City, Beach, Zoo, and Pier → Fully equipped kitchen fit for the chef at heart → Dine and unwind poolside in the enclosed lanai → Take a dip in the heated pool and spa → Grill masters will love the outdoor kitchen & bluetooth speakers → Click the ❤ to add listing to wishlist!
Popular amenities for Naples rentals with a pool
House rentals with a pool

Naples Dream Getaway w/ a view !

Bright-Spacious Naples Getaway. Minutes from Beach

Beautifully private homeHeated Pool/Spa and Cabana

LUXE Oasis | 10 min Beach+5th Ave• HTD Pool • Crib

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning

Tivoli Serenity | Modern Salt Pool Villa with Wate

LUXE: Beach Home w/ Screened Pool & Spa, BBQ

Naples Home-Min to beach,shops,dining. Heated Pool
Condo rentals with a pool

Lely Resort Luxury Condo-2 Spectacular Pool/Golf

Beachfront fully equipped apartment

Lely Greenlinks Golf Resort Luxury Condo

Lush tropical 1st floor getaway in Naples

Amazing Condo-1 mile from Bonita Beach

Beautiful Pool 5m to the Beach Downtown & Shopping

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

Casa Bonita - Relax @ The Beach (Newly Remodeled)
Other vacation rentals with a pool

Sun-kissed Naples Paradise

Modern 3BR w/ Pool & Lanai | 5 Min to Downtown

Chic resort, 4 pools, walk to 5th Ave Restaurants!

Sunset Villa Pool & Spa Near The Beach

Heated Pool, Arcade, <10 min Beach ~ 25 min to RSW

The Club at Naples Cay 1101

Spa/Pool overlooking Golf course 2 milesTo Beach

Serenity at GreenLinks
When is the best time to visit Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ933 | ﺩ.ﺇ1,127 | ﺩ.ﺇ1,168 | ﺩ.ﺇ914 | ﺩ.ﺇ731 | ﺩ.ﺇ676 | ﺩ.ﺇ698 | ﺩ.ﺇ643 | ﺩ.ﺇ613 | ﺩ.ﺇ668 | ﺩ.ﺇ786 | ﺩ.ﺇ955 |
| 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 vacation rentals with a pool in Naples

Total vacation rentals
Explore 1,060 vacation rentals in Naples

Nightly prices starting at
Naples vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 17,280 verified reviews to help you choose

Family-friendly vacation rentals
870 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 300 rentals that welcome pets

Rentals with dedicated workspaces
640 properties have a dedicated workspace

Wi-Fi availability
1,060 of Naples vacation rentals include wi-fi access

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

4.8 Average rating
Naples stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Havana Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Rentals with outdoor seating Naples
- House rentals Naples
- Guesthouse rentals Naples
- Resort rentals Naples
- Beach condo rentals Naples
- Condo rentals Naples
- Apartment rentals Naples
- Townhouse rentals Naples
- Fitness-friendly rentals Naples
- Villa rentals Naples
- Rentals with a fire pit Naples
- Pet-friendly rentals Naples
- Beach house rentals Naples
- Hotel rooms Naples
- Rentals with a fireplace Naples
- Cottage rentals Naples
- Rentals with an EV charger Naples
- Rentals with a kayak Naples
- Serviced apartment rentals Naples
- Beachfront rentals Naples
- Family-friendly rentals Naples
- Rentals with lake access Naples
- Rentals with beach access Naples
- Rentals with a washer and dryer Naples
- Rentals with breakfast Naples
- Waterfront rentals Naples
- Rentals with a sauna Naples
- Rentals with a hot tub Naples
- Rentals with a patio Naples
- Rentals with pools Collier County
- Rentals with pools Florida
- Rentals with pools United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Clam Pass Park
- Bonita National Golf & Country Club
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Edison & Ford Winter Estates
- Esplanade Golf & Country Club of Naples
- Florida Gulf Coast University
- Stonebridge Country Club
- Del Tura Golf & Country Club
- Jetblue Park
- Bunche Beach
- Delnor-Wiggins Pass State Park
- Talis Park Golf Club
- Bowman's Beach
- Big Cypress National Preserve
- Coral Oaks Golf Course
- Manatee Park
- Sun Splash Family Waterpark
- Naples Botanical Gardens
- Four Mile Cove Ecological Preserve
- The Naples Pier




