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

Total holiday rentals
Explore 460 holiday rentals in Port Charlotte

Nightly prices starting at
Port Charlotte holiday rentals start at $50 NZD per night before taxes and fees

Verified guest reviews
Over 10,750 verified reviews to help you choose

Family-friendly holiday rentals
410 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 210 rentals that welcome pets

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wi-Fi availability
460 of Port Charlotte holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Port Charlotte rentals

4.8 Average rating
Port Charlotte stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Port Charlotte
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Xanadu|Fishing/ Pool/Dock|Kayaks|Bar/Gazebo/ Kids
Welcome to XANADU Luxury Villa 🌊 your canalfront paradise with a private BOAT DOCK ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀Dock Ideal to FISH 🎣| Deck🎴 ☀BAR🍷 ROOM Dancing Light 🪩 ☀DEDICATED WORKSPACE 💻 ☀GAME🎮 Room /Roblox/Arcades🕹️ ☀Smart TVs in every room📺 ☀HEATED Pool 🏊♀️ ☀Fast WIFI📶 ☀Ping Pong Area in Sand 🏓 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀ Outside dining table😋/Fireplace ☀BBQ🍖Ice Maker🧊 ☀Self check in 🔐 Smart Lock

Canal front, gulf access, pool, spa, game room
Welcome to Harbor Breeze Gulfstream, a 3/3 waterfront retreat designed for relaxation, fishing & boating. Perfectly situated just a 5-minute walk from Charlotte Beach Park & Marina, this cute home comfortably accommodates 6 to 9 guests, making it perfect for families, couples, or friends seeking a sun-soaked getaway on Florida’s Gulf Coast and to enjoy of the many amenities such as the BBQ grill, Game Room, Pool, Spa, kayaks & Fire pit. Bring your boat or rent it and get ready for the adventure.

Heated Pool | Waterfront Home | Coastal Escape
Relax and recharge at this private waterfront pool home in Port Charlotte, FL designed with coastal charm and effortless indoor-outdoor living. Enjoy tranquil canal views, a screened private pool (can be heated), spacious open living areas, and a private dock perfect for fishing and taking in the beautiful Florida sunsets . With comfortable bedrooms, a fully equipped kitchen, and peaceful surroundings, this home is ideal for families, couples, or anyone seeking a true Florida waterfront escape.

Jaw-Dropping Waterfront Sunset Views and Gameroom!
Welcome to SUNSET MANOR! This waterfront property sits on a beautiful and spacious corner lot with all the amenities including a heated pool with a tranquil waterfall feature. The preserve across the way provides the ultimate private oasis. This is one of THE BEST views in all of Charlotte County! The house is located in a beautiful and quiet waterfront community - just a few miles from the beach, Boca Grande, Punta Gorda, Fort Myers, and more. World-class Florida living at your fingertips!

Peaceful Port Charlotte 2Bd/2Ba on water
Are you ready to unwind with your friends, partner or the entire family? Look no further than the Comfy Conway. It is close to restaurants, beaches, family-friendly activities and peaceful spots to re-energize. Whether here for business or pleasure, your stay will exceed expectations. I take great pride in making sure guests are comfortable and well taken care of. Stay and enjoy the house amenities or venture out to the great amenities offered by the beautiful surrounding Port Charlotte area.

Luxury Waterfront Home With Heated Pool & Hot Tub
New modern luxury home featuring 3 bedrooms and 3 bathrooms. 50" Flat screen TVs in all bedrooms and a 65" TV in the family room. Master suite with dual sinks large soaking tub and a walk in roman shower! Screened in heated pool with hot tub and special LED lighting. Large lanai with gas grill a table with 6 chairs and 4 loungers. Dock has sitting area to sip morning coffee or grab a cocktail and watch the fish jump. Beach chairs, pool toys and fishing rods/ tackle everything is included!!!

Heated Pool-Outdoor TV & Bar-Private backyard
SUN BUM offers a heated in-ground pool with Southwest exposure = SUN ALL DAY. Our pool jets create a soothing lazy river effect that gently push you around the pool. Grab a pool floaty and let all your cares melt away. Relax in total peace and tranquility. Our backyard has a tall privacy fence that will give you the solitude you seek. The guys in your group are sure to enjoy the outdoor tv, bar and propane BBQ. Lanai provides relief from the sun. Pool cage provides relief from the bugs.

Elegant heated pool canal home in very quiet area.
Great location! Bring your dog, bring your boat and enjoy the Florida sun in your heated saltwater swimming pool. Fish off your private dock while watching for dolphins or manatee. You can meet the rest of the opacarophiles who walk to the beach to view the sunset. Relax in the jacuzzi with your favorite beverage. NOTE: Beach is sandy but the water is BRACKISH, not clear. This is mostly a retirement neighborhood. This is NOT a party house and not suitable for unattended children.

Peaceful waterfront home
Take it easy at this unique and tranquil getaway. Nestled alongside a serene canal, our home is a sanctuary of tranquility and natural beauty. From the moment you step onto the property, you are met with charm and allure that only canal front residence can offer. For those who enjoy outdoor activities, the canal provides a perfect venue for kayaking, fishing and lounging in our cocktail pool and hot tub. Surrounding sliding glass doors opens up to 3 separate patios.

PORT CHARLOTTE FLORIDA RETREAT, 2/2, PRIVATE POOL
THIS 2 BEDROOM 2 BATH FURNISHED HOME WITH ELECTRIC AND SOLAR HEATED PRIVATE POOL AND HEATED OUTDOOR SHOWER IS IN A QUIET AREA SOUTH OF PORT CHARLOTTE. THIS HOME OF 1100 SQ. FT. OFFERS A LARGE LANAI, SECLUDED BACK YARD AND POOL AREA, FURNISHED KITCHEN, WASHER, DRYER AND GARAGE WITH REMOTE CONTROL DOOR OPENER. M/B TV. CLOSE TO LOCAL BEACHES AND SHOPPING. PLEASE CHECK OUR MANY EXCELLENT REVIEWS. AREA INFO, MENUS SUPPPLIED. NO SMOKING ON PROPERTY AND NO PETS.

Luxury Bungalo with Pool in Port Charlotte
Please make yourself at home. Relax in a in ground heated pool. Centrally located in a peaceful neighborhood & close to beaches, parks, golf, entertainment & restaurants. You will find all the comforts you are looking for. Grocery stores like Publix, Aldis, Sprouts & Walmart within 3 miles. Sunseeker Resort 4.2 miles away. Downtown Punta Gorda is 6 miles away. Fisherman’s Village has shopping & restaurants. Port Charlotte Beach Park is 2 miles away.

Modern Oasis w/Heated Pool & Dual Masters 3BR/3BA
Brand New House. 3BR, two of which are spacious master bedrooms, 3 full baths. Huge screened lanai w/heated pool that backs up to a beautiful canal. Hall bathroom leads to the outdoor pool. This stylish pool home includes; modern interior design, new furniture. Everything is NEW! Fast-Wifi, pool toys, beach supplies, 3 large TV's, ping pong table, darts, office space. Popular beaches within 30-35min and #1 mineral hot spring in USA is 15min away!
Popular amenities for Port Charlotte rentals with a pool
House rentals with a pool

Family Fun Stay • Heated Pool + Putting Green

Beautiful & Cozy Pool Villa in Sarasota County, FL

Heated Pool, Hot Tub, Fire Pit + RV/Boat Parking

Heated Spa Waterfront Home | Port Charlotte, FL

Waterfront Canal Home in Port Charlotte

Spa, Heated Pool, Tropical Waterfront Near Beach

Villa Joy | Heated Pool • Canal Front • Dock

Peaceful Pool Retreat Near Beaches | Gym • 4BR
Condo rentals with a pool

Manasota Key

Sunset Beach

Studio, pool, private beach, boat dock shark teeth

Entire Beachside Condo! Don’t worry Beach Happy!

Vintage Villa 35 | Steps to Beach | Pool

Steps to Water! Beach to Bay, Penthouse!

A Beautiful Sunset Awaits - Steps to Beach

Private Beachside Kitchenette
Other holiday rentals with a pool

Florida Getaway

Quiet Neighborhood ~ Waterfront Heated Pool!

Happy Tarpon |10 PPL| Deck & Pool |Games |Fire Pit

Heated Saltwater Pool Near Sarasota Fort Myers

Port Charlotte Lake front home Heated Pool, Dock

Seafoam Stay

Heated pool, king beds, 5 minutes to Walmart

Tropical Retreat! Hot tub, pool, Kayak, pool table
When is the best time to visit Port Charlotte?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $294 NZD | $335 NZD | $325 NZD | $278 NZD | $249 NZD | $251 NZD | $243 NZD | $228 NZD | $226 NZD | $231 NZD | $251 NZD | $276 NZD |
| Avg. temp | 16°C | 18°C | 19°C | 22°C | 25°C | 27°C | 27°C | 28°C | 27°C | 24°C | 21°C | 18°C |
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