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

Total vacation rentals
Explore 450 vacation rentals in Port Charlotte

Nightly prices starting at
Port Charlotte vacation rentals start at G$8,373 GYD per night before taxes and fees

Verified guest reviews
Over 10,110 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 200 rentals that welcome pets

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wi-Fi availability
450 of Port Charlotte vacation 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.

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock
Welcome to Saltwater Serenity Villa your canalfront paradise! ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀️ Your Dream COFFEE Station ☕️ All kinds of coffee makers! ☀Dock Ideal to FISH 🎣| ☀️Kayaks ☀️ HEATED Pool 🏊♀️👙 ☀DEDICATED WORKSPACE 💻 ☀Arcade game🕹️ ☀Smart TVs in every room📺 ☀Fast WIFI📶 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀FREE Onsite parking🅿️ ☀ Outside dining table 🍝 ☀BBQ🍖 ☀Self check in🔐 Lock Box BOOK NOW🔜⛱️

Pool• Shuffleboard• Baby Gear• 30 min Beach
Welcome to Vistalodgings Villa Del Mar located in North Port. 3 bedroom 2 bathroom home with free heated pool! Starting in 2025, the pool features both solar and electric heaters. The electric heater maintains a baseline temperature of 82°F, while the solar system adds extra heat, ensuring a comfortably warm swimming experience. Indulge in the comfort of a heated pool and a screened-in lanai, perfect for soaking up the sun or enjoying Located just around 30 minutes away from Manasota Beach.

Family Fun Stay • Heated Pool + Putting Green
Less than 30 Minutes away to the ballpark for #Rays and #Braves spring training! Our vacation home is a peaceful oasis, perfect for rest and relaxation in one of the most sought-after neighborhoods in Port Charlotte! Enjoy a relaxing stay in this modern and stylish vacation home which offers the following list of amenities: Wi-Fi, TV Streaming, heated pool, putting green, screened in lanai, beach accessories, equipped kitchen, outdoor grilling space, luxurious king beds and private backyard.

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!

Heated Pool, Hot Tub, Fire Pit + RV/Boat Parking
Relax and recharge at this private Port Charlotte retreat! Enjoy a heated pool, hot tub, fire pit— all in your own backyard oasis. The house sleeps 5, with a King En suite, Queen with pool view and office with daybed. Bring your RV or boat/trailer. Close to local beaches, golf, dining, and shopping, the perfect base for your Florida vacation. There is a separate garage studio that can be rented in addition to this property. It will not be rented otherwise when the main house has guests.

Heated Saltwater Pool Near Sarasota Fort Myers
Private heated saltwater pool oasis. Florida nature but only 10 minutes from shops and restaurants. In a great location to explore many of the Gulf Coast beaches! Easy drive to Siesta Key, Lido Key, Venice Beach, Nokomis Beach, Englewood Beach, Fishermans Village in Punta Gorda, Sunseekers resort, Boca Grande, Fort Myers, Naples, Anna Maria Island. Enjoy exploring and coming back to large tv for movie night outdoors. Toast marshmallows on the fire table. Enjoy a dip in the saltwater pool

Cozy & Beautiful Pool Villa in Sarasota County, FL
Welcome to our home! It’s our pleasure to host you! Your family & friends will be close to everything when you stay at this centrally-located place: shopping, dining, beaches, entertainment, Warm Mineral Springs, Aquatic Center, etc. This charming house located in a beautiful & quiet neighborhood, tastefully furnished & decorated, fenced for your privacy & perfect for making memories with family & friends. Plenty of amenities to make your stay as comfortable as possible. Great location.

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 & Fire pit. Bring your boat or rent it and get ready for the adventure.

Exquisite 3 BR 2 BA Pool Home
This unique house has a style all its own. Decorated with warm and stylish décor with a beach splash. This home is a newer build, early 2020. It is located in a cozy neighborhood, but yet close to malls, stores, restaurants, etc. We are approximately 20-25 minutes from the beautiful Venice beaches and 10 miles from the Punta Gorda beaches. You can also enjoy the pool off the back of the house that features a covered lanai and grill. Come relax and enjoy a great experience!

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.

Heated Spa Waterfront Home | Port Charlotte, FL
Brand new modern 3BR, 3BA waterfront villa where elegance meets coastal tranquility. Sleeps up to 10 with soaring ceilings, full length windows, and open living spaces overlooking the canal. Enjoy a gourmet kitchen with large island and coffee bar, spa inspired baths, a brand new outdoor heated spa, huge dock with direct water access, cozy fire pit, and outdoor kitchen with dining area. Just minutes to beaches, dining, shopping, and Port Charlotte attractions.
Popular amenities for Port Charlotte rentals with a pool
House rentals with a pool

Tropical Canal Retreat with Gorgeous Pool

SUN BUM: Heated Pool-Private Yard-Outdoor TV & Bar

Port Boujee: Luxury 5 Bed 5 Bath Home, Heated Pool

HotTub, Pool, Sauna, MiniGolf, Game room, Roof Top

Florida Getaway

Salt pool, (heated winter) 3 bedrooms 2 baths

Hot Tub, Heated Pool, Waterfront Oasis Near Beach

Luxury Corner
Condo rentals with a pool

Sunset Beach

Bay Breeze @ManasotaKeyCondos

Entire Beachside Condo! Don’t worry Beach Happy!

Vintage Villa 35 | Steps to Beach | Pool

Blue Heron South Ocean Front Studio

Studio, pool, private beach, boat dock shark teeth

Boardwalk Beachfront Getaway

Steps to Water! Beach to Bay, Penthouse!
Other vacation rentals with a pool

Serenity@Punta Gorda Isles-Pool, Fish, Bike

Tropical Retreat! Hot tub, pool, Kayak, pool table

Heated Pool | Waterfront Home | Coastal Escape

Coastal Paradise with POOL

Sun-Kissed Pool house Getaway

Dockside Dreams in South Gulf Cove

Elegant 2 Bedroom House in Port Charlotte

ENDLESS SUMMER Villa with heated salt water pool
When is the best time to visit Port Charlotte?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$36,840 GYD | G$41,864 GYD | G$40,608 GYD | G$31,816 GYD | G$29,304 GYD | G$28,886 GYD | G$30,351 GYD | G$28,467 GYD | G$28,258 GYD | G$28,886 GYD | G$31,398 GYD | G$34,537 GYD |
| 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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