Holiday rentals with a pool in Naples Park

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Top-rated rentals with a pool in Naples Park

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

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Top Guest favourite
A cozy living area features a spacious light-colored sofa and two armchairs, complemented by a glass-topped coffee table. A ceiling fan provides airflow, while natural light pours in through large glass doors. A television is mounted on the wall, enhancing the room's functionality.
Condo in Park Shore
4.94 out of 5 average rating, 104 reviews

Lush tropical 1st floor getaway in Naples

Whether you're looking for a family-oriented or quiet, romantic vacation, we've got you covered! Our unit is tucked away at the south end of our complex where the trickle of the waterfall outside your lanai is the perfect backdrop to enjoying your morning coffee or perhaps a vacation cocktail! Our unit is completely remodeled in an updated coastal-chinoiserie style that is a combo of classic and contemporary, but also livable (we have two young children). Perfect backdrop to your time in SW FL!

Top Guest favourite
An open living area is viewed from a dining space, featuring a large wooden table set for meals. Comfortable seating is arranged around a coffee table, with large windows providing an unobstructed view of the pool area outside. A television is positioned on a black media console.
Home in Naples Park
4.97 out of 5 average rating, 233 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.

Top Guest favourite
A private outdoor space features a saltwater pool and hot tub, surrounded by lush greenery. Comfortable seating arrangements include a fire pit and outdoor dining area, all sheltered under a screened enclosure, providing a tranquil setting for relaxation.
Home in Naples Park
4.97 out of 5 average rating, 208 reviews

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

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.

Top Guest favourite
A spacious outdoor area encompasses a newly heated pool, surrounded by tropical landscaping. Lounge chairs are positioned near the pool, while dining tables and colorful umbrellas provide shade. A BBQ grill is accessible, with additional seating visible under the covered patio area.
Home in Naples Park
4.93 out of 5 average rating, 147 reviews

606 SeaRenity Resort • Designer Home w/Heated Pool

Welcome to 606 SeaRenity! This completely remodeled home features a SOUTHERN EXPOSURE, HEATED POOL & is surrounded by lush tropical landscaping! Located in the heart of the Vanderbilt Beach area meaning world class, white sand beaches are easily accessible by walking, biking or driving. Near the Ritz Carlton, Turtle Club & LaPlaya this home is sure to please. Supermarkets, Shopping, Dining & Nightlife including Mercato Shopping & Dining District, Naples best attractions just minutes away.

Top Guest favourite
An outdoor area features a private pool surrounded by light-colored patio tiles. Chaise lounges are positioned near the pool, with a covered dining area and outdoor television visible in the background. Lush trees provide a natural border, complementing the twilight sky.
Home in Naples Park
5 out of 5 average rating, 18 reviews

Serene Pool Retreat - BBQ, Games, Outdoor TV

Indulge in a sun-kissed sanctuary nestled in vibrant Naples Park near Vanderbilt Beach and Mercato Shops! This exquisitely appointed haven welcomes you to a world of refined relaxation. Enjoy the unique luxury of three King size bedrooms - each with an ensuite bathroom. Dive into your private pool, where sun-drenched chaise lounges await, or savor alfresco feasts grilled to perfection. Inside, discover a chef’s kitchen and a spacious, open living space designed for effortless gatherings.

Top Guest favourite
A refreshing outdoor space features a newly designed pool with an attached heated spa, surrounded by a wrap-around sundeck. Several lounge chairs are positioned under palm trees, and a patio umbrella provides shade. A spacious home’s exterior is visible in the background.
Home in Naples Park
5 out of 5 average rating, 41 reviews

Escape to Pool & Beach Paradise!

Unwind in the privacy of your very own tropical oasis in the heart of Naples Park/Vanderbilt Beach area. This sun-filled south facing home showcases a new pool w/heated spa w/wrap around sundeck for the ultimate relaxation. This zen-like 2 BR (Kings), 2 BA retreat is close to Vanderbilt Beach and Mercato is just minutes away! Newly renovated and beautifully decorated. Enjoy your morning coffee from the lanai, the perfect place to contemplate the ultimate decision: Beach or Pool Day?

Guest favourite
A living area features a comfortable grey sofa adorned with decorative pillows, complemented by a dark accent chair. A modern coffee table sits centrally, with light streaming in from a nearby window. The space is enhanced by elegant artwork and fans overhead.
Home in Naples Park
4.95 out of 5 average rating, 136 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.

Guest favourite
Home in Naples Park
4.93 out of 5 average rating, 110 reviews

Vanderbilt Beach Fun • Pool, Bikes & Beach Gear

Sandbank Cottage – Your Perfect Beach Getaway! ☀️🏡 Enjoy a "stay"cation at Sandbank Cottage, just 1 mile from Vanderbilt Beach and within walking distance to malls, art museums, parks, and more! This family-friendly beach cottage features a private 86-degree heated pool, a lanai-screened porch, and an open-concept living space. The master en suite boasts a king bed, and we provide bikes & beach gear for your adventures! 🌊🚲 NEW & IMPROVED WIFI (Aug 2020)! 🚀No Pet Property

Top Guest favourite
An open living area features a cozy seating arrangement with a brown armchair and a textured ottoman. Wall art depicting botanical themes complements the neutral walls. A modern kitchen bar with three stools is visible, lending to the inviting and functional design of the space.
Home in Naples Park
4.99 out of 5 average rating, 152 reviews

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.

Top Guest favourite
Home in Naples Park
5 out of 5 average rating, 18 reviews

Blue Haven - Heated Salt Pool/Spa, Walk to Beach!

Blue Haven Haus is a professionally designed coastal retreat in Naples Park. The spacious interior features 3 bedrooms, including a primary suite with a king bed and en-suite bath, a 2nd king bedroom, a 3rd bedroom with two twin beds, and a full guest bath with a bathtub. Outfitted with a heated saltwater pool & spa, Smart TVs, beach gear & games. Luxurious touches meet laid-back style, steps from Vanderbilt Beach & Ritz-Carlton. House attendant on-call during your stay!

Top Guest favourite
An evening view of the private heated pool area, featuring a spacious pool illuminated in a calming blue hue. Outdoor furniture, including lounge chairs and a dining set, is arranged around the pool, surrounded by lush greenery and soft lighting from the house.
Home in Naples Park
4.95 out of 5 average rating, 115 reviews

***GEM!***3BR BEACH HOUSE W/ HEATED POOL!

This BEACH HOME boasts a TROPICAL style back yard with PRIVATE fenced in HEATED POOL and a SPACIOUS WIDE OPEN living area. The 3 Bedroom 2 Bath holds up to 8 people with very comfortable sofas, large flat screen TVs, a large kitchen with granite countertops, generous kitchen island, and a dining room table . With the 2 provided bikes, take a ride down to world famous Vanderbilt Beach just over 1 mile away. Beach chairs, beach toys, umbrellas, and a cooler all included!

Guest favourite
A refreshing concrete pool, measuring 30 feet by 14 feet, is surrounded by a spacious paver patio. Two green lounge chairs sit on the pool's edge, while a small splash pad is also visible. Privacy fencing provides seclusion around the yard.
Home in Naples Park
4.93 out of 5 average rating, 255 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 are 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.

Popular amenities for Naples Park rentals with a pool

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Avg. price$595 NZD$757 NZD$747 NZD$537 NZD$436 NZD$429 NZD$438 NZD$408 NZD$379 NZD$422 NZD$467 NZD$604 NZD
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Quick stats about holiday rentals with a pool in Naples Park

  • Total holiday rentals

    Explore 440 holiday rentals in Naples Park

  • Nightly prices starting at

    Naples Park holiday rentals start at $105 NZD per night before taxes and fees

  • Verified guest reviews

    Over 18,750 verified reviews to help you choose

  • Family-friendly holiday rentals

    430 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 230 rentals that welcome pets

  • Rentals with dedicated workspaces

    310 properties have a dedicated workspace

  • Wi-Fi availability

    440 of Naples Park holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Naples Park rentals

  • 4.9 Average rating

    Naples Park stays are highly rated by guests—averaging 4.9 out of 5!

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