
Holiday rentals with a pool in Naples Park
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Naples Park

Total holiday rentals
Explore 460 holiday rentals in Naples Park

Nightly prices starting at
Naples Park holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 19,730 verified reviews to help you choose

Family-friendly holiday rentals
450 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 220 rentals that welcome pets

Rentals with dedicated workspaces
330 properties have a dedicated workspace

Wifi availability
460 of Naples Park holiday rentals include wifi access

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

4.9 Average rating
Naples Park stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with a pool in Naples Park
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

Modern Naples Retreat- Walkable to Mercato & Beach
This Naples retreat blends coastal comfort with thoughtful design. Inside, enjoy soaring ceilings, open living spaces, and four well-appointed bedrooms ideal for families or groups. The chef’s kitchen and generous dining areas make gathering easy, while the private backyard offers resort-style living with a pool, spa, outdoor kitchen, and lounge space. Located just a short walk to Mercato and one mile from Vanderbilt Beach, it’s perfectly positioned for both relaxation and exploring Naples.

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.

Modern Oasis Naples Park
Maple Shore Homes proudly offers Modern Oasis Naples Park - the epitome of tropical luxury living! This stunning designer home is close to beautiful Vanderbilt Beach, restaurants at Mercato, shopping, bike paths and more. Spread out amongst the 4 grand bedrooms each with an ensuite bathroom; Cook in the fully equipped chef's kitchen with stunning 18-foot ceilings; or step out into the ocean air with covered dining, a grill, lounge zone and a heated salt water pool & hot tub.

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.

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!

The WaterSun Oasis - Luxury Private Pool & Spa
The WaterSun Oasis is a 3 bedroom, 2 1/2 bath home, perfect for family or friends to get away. Less than one mile from Vanderbilt Beach, this high-quality private house, equipped with a top-notch outdoor pool area, is packed with best-in-class amenities to set your experience apart from others. Located just 30-minutes from RSW International Airport and surrounded by multiple beaches, restaurants, shopping centers, night life and more. Book your stay today!

Lush Oasis w/ Heated Pool & Fire Pit
Step inside the airy living space, perfect for indoor/outdoor living. While stocked with all the comforts of home inside, the heart of the home lies in the private and lush outdoor oasis. Beyond the sliding glass doors is a private backyard paradise, perfect for soaking up the sunshine. Ample outdoor seating, including lounge chairs, a dining table, & outdoor couches around a firepit, allow you to enjoy al fresco meals and evening cocktails with loved ones.

Walk to The Ritz & Beaches, 2 Mstrs w Kings, Pets
Fabulous 500 block location. Just a short walk/bike ride to the beach. This exclusive layout w 2 master suites, large walk-in closets, and private baths. Every living space has been thoughtfully designed for large groups of 8-10 to gather and enjoy. The house is fully stocked. This includes a coffee maker, dishes, pots and pans, beach cruiser bikes, beach chairs, a wagon, etc. All you need is to pack your bags, sit back and relax...

555 Royal Palm Villa | Luxury Heated Pool Home
Luxury resides at this 3 Bed/2 Bath with Heated Pool. You'll surely be happy spending your stay at this single family home located on the most desired block of the popular Naples Park neighborhood, only a 3 minute drive from Vanderbilt Beach and Wiggins Pass Beach. Xfinity Comcast Cable & Internet service Free to our guests. Beach chairs, umbrellas and towels are available to make your trip to the beach an easy one.

664 Naples Beach Paradise Private Pool & Spa
Welcome to 664 Naples Beach Paradise! A luxurious 2BD/2BA newly remodeled pool home; a short ride/walk to the famously soft, white sands of SWFL beaches. Perfect location in North Naples; just minutes to shopping, dining & entertainment. Bring your loved ones and enjoy a care free luxurious vacation on our welcoming property. Our staff is dedicated to provide and ensure a wonderful experience throughout your stay.
Popular amenities for Naples Park rentals with a pool
House rentals with a pool

Paradise Beach GetAway W/ Heated Pool and Fire Pit

Pool, Vanderbilt Beach, Mercato, Southern Exposure

Naples Angel House - Pool, Bikes, Parking, Walk t

Naples Beach Retreat Bike to Beach! 4 Bed 2 Bath

King Bed, Beach 1 Mile, Lg fenced yard

Pink Palm Paradise-Pool/Hot Tub- Near to beach

* The 96 *

Brand new beach house w/ Pool!
Apartment rentals with a pool

FUN AT THE BEACH

Beachfront fully equipped apartment

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!

NEW! ONE BLOCK to the Beach, Restaurants & Shops!
Other holiday rentals with a pool

Naples Dream Getaway w/ a view !

The Blue Heron | Heated Pool | Near Beach

Luxury Suites: Pool:Fast Internet: Close to Beach

Naples beach vacation with private pool

Chic 3BR Oasis by the Beach + Heated Pool

Steps to Shore Villa 1

Luxury Brand New Home

Bungalow with heated pool, spa, close to beach !
When is the best time to visit Naples Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $434 SGD | $553 SGD | $545 SGD | $392 SGD | $319 SGD | $313 SGD | $320 SGD | $298 SGD | $276 SGD | $290 SGD | $376 SGD | $477 SGD |
| 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 |
Destinations to explore
- Rentals with a patio North Naples
- Rentals with a firepit North Naples
- Rentals with an EV charger North Naples
- Luxury rentals North Naples
- Rentals with a hot tub North Naples
- Waterfront rentals North Naples
- Rentals with a washing machine and dryer North Naples
- Rentals with beach access North Naples
- Rentals with a fireplace North Naples
- Rentals with outdoor seating North Naples
- House rentals North Naples
- Flat rentals North Naples
- Fitness-friendly rentals North Naples
- Family-friendly rentals North Naples
- Pet-friendly rentals North Naples
- Rentals with pools Collier County
- Rentals with pools Florida
- Rentals with pools United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Bonita National Golf & Country Club
- Barefoot beach Bonita Springs,FL
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Clam Pass Park
- Florida Gulf Coast University
- Boca Grande Pass
- Edison & Ford Winter Estates
- Bowman's Beach
- Stonebridge Country Club
- Del Tura Golf & Country Club
- Delnor-Wiggins Pass State Park
- Esplanade Golf & Country Club of Naples
- Jetblue Park
- Montura Ranch Estates
- Big Cypress National Preserve
- Bunche Beach
- Talis Park Golf Club
- Coral Oaks Golf Course
- Barefoot Beach State Preserve
- Coconut Point




