
Vacation rentals with a pool in Naples
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Naples

Total vacation rentals
Explore 1,030 vacation rentals in Naples

Nightly prices starting at
Naples vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 18,950 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 290 rentals that welcome pets

Rentals with dedicated workspaces
610 properties have a dedicated workspace

Wi-Fi availability
1,020 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!
Top-rated rentals with a pool in Naples
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

NEW! Zen Oasis w/ Pool & Spa | Walk to Beach
NEW from longtime Super Host! Escape to this spacious & serene Naples retreat, just a 15 min walk from Bluebill Beach Access. Thoughtfully designed with an open layout and generous living spaces, this chic getaway offers plenty of room to relax & unwind. Enjoy a private heated pool and spa, a fully equipped kitchen, comfortable furnishings, and inviting indoor living areas. Spend your days at the beach, lounge by the pool, and experience the best of Naples from this peaceful Zen-inspired escape.

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.

Lux Lakefront Resort | Beach 3 MIN Drive | 70"TVs
🌴Naples Coastal Escape🌴 “After several Airbnb visits this place definitely stands out among the rest…” Enjoy sunrises and sunsets in this remodeled, quiet, lavish lakefront oasis at Park Shore Resort. ☞Screened lanai w/lakeview+alfresco dining ☞Gourmet kitchen+Coffee bar+Wine fridge ☞Rainfall showerheads ☞Towel Warmer ☞Workspace desk ☞Cable TV TOP LOCATION ☀️ Clam Pass Beach->3min by car /~20min walk 🍹Mercato->9min car 💎 Old Naples/5th Ave->10min car 🛒 Fresh Market Grocery->10min walk

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!

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⛱️

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.

Pool Home Minutes to the Beach
Enjoy our family’s bright, renovated home and experience indoor/outdoor Florida living at its best! The open floor plan living area has high vaulted ceilings and fully-retractable glass sliders that open out to a beautiful, south-facing lanai featuring a brand-new, heated, salt-water pool complete with a waterfall-edge spa, a sun shelf and in-pool loungers! Perfect for entertaining and outfitted with all new outdoor furniture including a new sofa & lounge chairs, dining table & grill.

La Dolce Vita
Escape to our charming single-family home, where comfort meets luxury in a serene setting. This delightful retreat features three spacious bedrooms, perfect for families or groups seeking a relaxing vacation. Step outside to discover your private oasis: an inground heated pool complete with a rejuvenating hot tub, ideal for unwinding after a day of exploration, enjoy al fresco dining, with ample seating to savor meals together while soaking in the beautiful Florida sunsets.

Naples 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 Naples’ world-renowned beautiful beaches. The home is only 10 minutes away from downtown Naples, which features some of the very best restaurants in Florida. If dining-in is more your thing, you will have a fully stocked kitchen with every amenity you could wish for. As this is our own vacation home, we’ve made every effort to make it as comfortable and convenient as possible.

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!

644 Beach Bungalow | NEW Resort Pool is ★★★★★
NEW Resort Style Pool Located in the popular Naples Park neighborhood near beaches, shopping, dining & nightlife. This beautifully updated 2 Bed/2 Bath home will delight the most discerning guest. Upon entering, you'll be delighted as the open floor plan allows tons of natural light. The kitchen is renovated with beautiful quartz countertops, new stainless appliances and stocked with the essentials. Master Bedroom - King Bed Guest Bedroom - Queen Bed
Popular amenities for Naples rentals with a pool
House rentals with a pool

Sunside House, 3/2 Pool Home in Gated Community

Blue Banyan Boathouse w/heated POOL. Boat DOCK!

Relaxing Naples Getaway–Comfort, Style & Sunshine

Barefoot Breeze 2

Naples 4BR Kayak Access, Heated Pool, BBQ, Lg Yard

Emerald Palm Villa, 2 bed / 2 bath with pool

3bed 2bath Home Pool/Hottub/Spa East Naples Lely

Pink Palm Paradise-Pool/Hot Tub- Near to beach
Condo rentals with a pool

Perfectly located Old Naples condo

NEW! ONE BLOCK to the Beach, Restaurants & Shops!

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

Lely Greenlinks Golf Resort Luxury Condo

Lely Resort Luxury Condo-2 Spectacular Pool/Golf

Lush tropical 1st floor getaway in Naples

Downtown Condo at Naples Pier Beach

Amazing Condo-1 mile from Bonita Beach
Other vacation rentals with a pool

Salt Pool Oasis: 5 Miles to Beaches (4BD/3BA)

Waterfront Condo near Tin City |Balcony + views|

DreamStay | Pool | Heated Spa | Golf | Top Area

The Turtle Nest

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

Villa Anna Retreat with Pool

The Palm Haus

Luxury Naples Home • Pool & Spa • Near Beach
When is the best time to visit Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,014 | ﺩ.ﺇ 1,322 | ﺩ.ﺇ 1,285 | ﺩ.ﺇ 914 | ﺩ.ﺇ 731 | ﺩ.ﺇ 676 | ﺩ.ﺇ 698 | ﺩ.ﺇ 643 | ﺩ.ﺇ 613 | ﺩ.ﺇ 668 | ﺩ.ﺇ 786 | ﺩ.ﺇ 955 |
| 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 |
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- Naples Beach
- Captiva Island
- Lovers Key Beach
- Tigertail Beach
- Florida Gulf Coast University
- Bowman's Beach
- Barefoot beach Bonita Springs,FL
- Bonita National Golf & Country Club
- Jetblue Park
- Big Cypress National Preserve
- The Naples Pier
- Edison & Ford Winter Estates
- Clam Pass Park
- Yacht Club Public Beach
- Bunche Beach
- Ave Maria University
- Coconut Point
- Delnor-Wiggins Pass State Park
- Lovers Key State Park
- Coral Oaks Golf Course
- Barefoot Beach State Preserve
- Tarpon Bay Beach
- Del Tura Golf & Country Club
- Seminole Casino Hotel Immokalee
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