Holiday rentals with a pool in North Naples

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.

4.96 out of 5 average rating, 255 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.

5 out of 5 average rating, 128 reviews

Your Private NaplesBeach Getaway

🌴 Private Oasis 3 mins from Vanderbilt Beach 🌊 Welcome to our slice of paradise in Naples Park, Florida! Nestled 3 minutes away from the pristine sands of Naples Beach, world-famous Mercato Shops & Dining, and Publix/Walmart. Only 15 minute north of 5th Ave Downtown District. Our renovated home features a privately fenced backyard with new heated saltwater pool, a custom miniature golf zone, and many outdoor games for every guest 😃 Simply the perfect cozy retreat for your beach getaway⛱️

4.91 out of 5 average rating, 11 reviews

The Palm Haus

Kick back and relax in the pool/spa surrounded by lush palms at this modern coastal retreat. A stunning 4-bedroom, 4 1/2-bath, each bedroom offering its own private bathroom. The open-concept floor plan features soaring ceilings and rich natural light. The kitchen is a chef's delight - showcasing expansive countertops and premium stainless-steel appliances. Step outside into an oasis with a heated pool and spa. The covered lanai features a built-in outdoor kitchen, perfect for entertaining.

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.

4.95 out of 5 average rating, 148 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.

A clear, inviting pool surrounded by a spacious concrete deck is framed by leafy palm fronds. Comfortable seating areas and umbrellas line the pool, complementing the outdoor cabana visible in the background, creating an ideal space for relaxation and leisure.

4.93 out of 5 average rating, 81 reviews

Zen Beach Retreat * the ultimate luxury getaway

Welcome to your private Florida vacation home, minutes from the white, sugar-sand Vanderbilt and Naples beaches. Full of sunshine, this stunning 4BR/2B pool home, is ideal for families, couples, & friends. Beautifully designed and decorated in September 2022, everything is brand new and has been provided for a luxury vacation or staycation experience. There is space for everyone to kick back, enjoy and relax. A short drive to downtown Naples, stunning beaches, restaurants & much more.

5 out of 5 average rating, 35 reviews

King Bed, Beach 1 Mile, Lg fenced yard

Vanderbilt Beach and Wiggins State park beach under 5 min., plenty of fine dining, fast food, Mercato, Publix, Walmart Supercenter etc. Recently renovated with stylish coastal decor, offering a completely stocked kitchen, large bathroom with shower, Bedrooms have 50' HD Smart Tvs and the living room has a 65' Smart TV. Large Lanai with Outdoor furniture, TV and Dining table for 4, BBQ , Washer/Dryer and More! Please Note : This is a side by side duplex, the backyard/pool are shared.

4.85 out of 5 average rating, 115 reviews

A large community pool is framed by a spacious patio area, with lounge chairs neatly arranged around it. A clubhouse with a distinctive roof is visible in the background, surrounded by palm trees and lush landscaping. The sky is partly cloudy, contributing to a bright atmosphere.

Flat in North Naples

Oasis Naples Condo 2BR/2Bath

Soak up the warm southwest Florida sun and enjoy a clean modern home with gorgeous views. This newly renovated condo is a short 5 minute car ride to Naples Beaches and 15 minutes to downtown. Two bedroom, two full bath home is the perfect quiet place for a couple’s retreat or for working remotely with high speed internet. The main pool IS open dawn to dusk!!! It’s a two minute walk within the community! (The smaller pool by the condo is closed and still waiting for completion.)

5 out of 5 average rating, 20 reviews

The Turtle Nest

Welcome to "The Turtle Nest." You cannot rent a closer property in Naples Park to the beach. It is a 7 minute walk to the beach! This is a 2 story new construction 4 bedroom, 3 bathroom, 2 half bathroom, pool with spa home ready for a beach lovers ultimate vacation. Perfect rental for a multi-generational family vacation. The Mercato and Pavillion shopping centers are within walking distance where you can rent bicycles, get ice cream, watch a movie, and eat at a restaurant.

5 out of 5 average rating, 144 reviews

A spacious living area is presented with two gray sofas and two blue armchairs arranged around a decorative coffee table. A large television is mounted on the wall, and natural light filters through the plantation shutters, illuminating the room's light-colored tile flooring.

Home in Bonita Springs

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.

4.91 out of 5 average rating, 101 reviews

Naples' Home With Private Pool - Esthetic Stays

If you have to be isolated, do it in style. This luxurious Naples vacation home comes with our Triple-Cleaned Promise, ensuring a spotless and thoroughly disinfected environment for your peace of mind. Enjoy social distancing in comfort with your own private pool, luxurious amenities, and four complimentary bikes for exploring the area. Whether you’re relaxing outdoors or staying active, you’ll experience total comfort, confidence, and peace during your stay.

4.96 out of 5 average rating, 130 reviews

Beach, Hot Tub & htd pool! 2 Owner Suites w 2 King

The perfect home for a beach vacation just a 6 min bike ride to the beach and 2 master suites with king beds, walk-in closets, TVs, and private baths, 1 ensuite with a Queen bed, and the 4th bedroom with twin beds. Even a pool bath and outdoor shower! A large chef's kitchen with all Bosch appliances. Every space is designed for a group of 8-10 to gather. Bikes, towels, beach chairs, toys are all included! Great for large groups of 8-10 to gather and enjoy.

A private outdoor pool area features a rectangular pool surrounded by a spacious deck. Eight blue lounge chairs are positioned around the pool, and a square spa is integrated into the design. A barbecue grill is situated nearby against a white privacy fence, with tropical plants adding greenery.