Holiday rentals with a pool in Collier County

4.99 out of 5 average rating, 159 reviews

Pool House+Game Room, Moments to Beach & Downtown

Welcome to our Happy Place! This fully renovated Naples retreat sleeps 6 and blends modern comfort with family fun. Enjoy a bright open-plan living area, chef’s kitchen, and 3 bedrooms including a master with pool access. Step outside to your private screened oasis with heated pool, lounge seating, grill, canal and golf course views. The garage game room offers ping-pong foosball & arcade basketball. Just minutes to beaches, dining, and downtown, it’s the perfect getaway for relaxation and play.

5 out of 5 average rating, 101 reviews

Home in Bonita Springs

Remodeled 4 BR 3 Full Bath Sunshine Getaway

A perfect place for couple's or families. This home boasts 2 master suites with large, covered Lani with heated pool (Nov-March 85°). A total of 7 smart TVs. Enjoy preparing a family meal in the large fully equipped kitchen with double oven and plenty of counter space. Enjoy a bike ride on one of 4 bikes or Cornhole that's provided as well as other games and beach accessories. House sits on a quiet cul-de-sac for relaxing. Absolutely no parties or events! Max Guests on property at ANY time is 8!

A serene beach scene captures a vibrant sunset, with hues of pink and orange reflected on the water's surface. Gentle waves lap at the shoreline, while soft sand stretches along the beach, interspersed with small scattered shells.

4.96 out of 5 average rating, 132 reviews

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.

A spacious screened-in lanai features a heated pool with a shallow area for children. Luxury chaise lounges are positioned near the pool, offering comfortable seating. The outdoor space is designed for relaxation and enjoyment, with clear views of the surrounding greenery.

4.94 out of 5 average rating, 157 reviews

Lux Oasis | HTD Pool•10 min Beach and 5th Ave•Crib

Welcome to Your Naples Getaway! Why our home is perfect for your vacation: 🏖️ Beaches Nearby – Just a quick 10–15 minute drive to Via Miramar and Lowdermilk Beach. 📍Prime Location – Nestled on a peaceful street only 7 minutes from the iconic 5th Avenue. 🏡 Resort-Style Comfort – Relax in our fully screened lanai featuring: • Heated private pool • Luxury chaise loungers • Outdoor TV • Gas grill for BBQ nights Unwind with a cocktail, take a sunset dip, or simply kick back under the stars!

5 out of 5 average rating, 130 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⛱️

An outdoor space is shown, featuring two lounge chairs with decorative pillows, positioned beneath a blue umbrella. A sleek, modern side table sits between them, complemented by a vibrant arrangement of flowers. Water fountains gently spray into the clear pool, surrounded by lush greenery.

4.95 out of 5 average rating, 169 reviews

577 SunnyDaze | Private Heated Pool | Walk 2 Beach

Welcome to 577 Sunny Daze! Located just 4 blocks from the gorgeous, white sands of Vanderbilt Beach, this heated pool home blends easy beach living w/ inviting coastal comfort throughout. Step outside to your private, lush tropical backyard, where the heated pool, tropical palms, & lush greenery create a peaceful oasis - perfect for morning coffee, afternoon swims, or evenings under the stars! If you've come to soak up the warm Florida sunshine, Sunny Daze is the perfect place to vacation!

4.96 out of 5 average rating, 113 reviews

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning

🏡 THIS LUXURY PROPERTY IS IDEAL FOR FAMILIES/SMALL GROUPS (SLEEPS 8) YOU HAVE MADE IT! You are now viewing one of the most unique properties in Naples 🌴 & here is why: 🌳 This property is on 2.5 acres of land & VERY private 🏖️ Beach is only 12 minutes away 🍽️ 10 minutes from heart of the city (Dining, shopping, nightlife) 🏊‍♂️ Heated saltwater pool/spa ⛳ Golf putting green 🎾 2 Pickleball Courts 🏓 Ping Pong table W/AC in garage 🏀 Adjustable Basketball Hoop 💻⚡ Blazing fast WIFI

4.98 out of 5 average rating, 128 reviews

A screened patio overlooks a serene swimming pool surrounded by lush greenery. Two lounge chairs are positioned nearby, with a small table featuring colorful drinks. A few inflatable toys float in the water, offering a casual ambiance for relaxation.

Home in Bonita Springs

3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool

Welcome to your peaceful Bonita Springs retreat, perfectly located near Naples, Ft. Myers, shopping & beaches! This isn’t just a rental, it’s our 2nd home and we treat it as such. You'll experience "exceptional" the minute you enter this stunning, open concept interior. Further, it boasts a striking 2000 sq ft screened-in lanai w a seasonally heated pool. This outdoor oasis doubles your living space and offers a flying pest barrier and significant UV protection. Breathe/Smile/Unwind

The serene backyard features a heated in-ground pool surrounded by lush landscaping and a hot tub. A screened patio offers a dining table and lounge area with inviting cushions. The open concept kitchen and living space are visible, showcasing modern appliances and ample seating for relaxation.

4.95 out of 5 average rating, 106 reviews

Attention Naples Lovers! Entire Home w/Pool&HotTub

Enjoy the heart of Naples from a modern vacation home located in a quiet, safe neighborhood with a private hot tub, heated pool, and screened patio. Stay in and have a wine night in the stunning, open-space kitchen island or go out and enjoy the many fine dining and beautiful beach views that Naples has to offer - minutes away! The home is newly renovated with new appliances, new furniture, a new hot tub, and a heated pool to savor Florida right in your own fully fenced private backyard.

A serene outdoor space is showcased, featuring a saltwater pool and spa under a protective screen enclosure. The inviting turquoise water reflects sunlight, while tropical greenery is visible in the background, enhancing the tranquil atmosphere of the estate.

4.88 out of 5 average rating, 112 reviews

Serene acreage, Pool+Spa +3 King Bed Saltwater+Gym

Indulge in Old Florida with our Boho Chic estate combining mid-century modern esthetics with tropical flare. Complete with a whole house Reverse Osmosis system, a heated saltwater pool + spa, a sprawling carefully maintained property with hundreds of mature trees, you can enjoy Florida living in privacy and style. You might even spot some wildlife! You'll have a beautiful master suite, a fully equipped kitchen, a 75" smart TV, several dedicated desks, a Weber grill, a fire pit, and more.

A cozy living room features a blue couch and a light-colored armchair, complemented by a wooden coffee table. A large television is mounted on the wall. Natural light enters through three windows, surrounded by potted plants, enhancing the inviting ambiance.

4.91 out of 5 average rating, 146 reviews

Charming Heated Pool Villa - minutes from beach

Self check-in in this charming villa and live like a true local in Naples. We're within driving distance to restaurants, shops, and beaches. Our place comes with 4 bedrooms, 3 baths, and a private pool. Completely fenced, ideal for kids and pets to play safely while enjoying the ultimate coastal comfort. Located in a low traffic, low noise area. Ample parking space, and spacious front and backyard. Ideal for parking large vehicles, RVs, boats, and hosting multiple families.

A spacious driveway leads to a charming single-family home surrounded by lush greenery. Tall palm trees and vibrant landscaping frame the entrance, enhancing the serene ambiance of the retreat. The home is set back from the road, offering a private and tranquil atmosphere.