Vacation rentals with a pool in Punta Gorda

A canalfront area features a serene gazebo surrounded by lush green grass and white pebbles. The vibrant sunset sky adds warmth to the scene, and the private boat dock is visible in the background, enhancing the tranquil outdoor setting.

5.0 out of 5 average rating, 106 reviews

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

A covered outdoor space features a view of a tranquil pool and nearby water. A table with a fire feature is positioned at the center, with a light-colored couch and a glass table nearby. Lush greenery is visible along the perimeter.

5.0 out of 5 average rating, 16 reviews

Tip Top tip lot

Relax with entire family at this peaceful home. Enjoy the privacy and the outdoors with kayaks, bikes, hot tub, boat dock and heated pool ; great views of the water, watch the fish do back flips! Play Billiards! Nice cul-de-sac with lots to see and do nearby! Short walk to great pizza. Town voted best in US, center is short drive with great restaurants & features great golf, parks with walking/bike paths, tennis, pickleball, playgrounds etc. Easy bike ride to Ponce de Leon Park for sunsets!!!

Vacation home in Port Charlotte

Aerial view of a waterfront property featuring a modern single-story house with a red-tiled roof. Surrounding palm trees are visible, and the serene waterway reflects the sunset colors. Lush greenery is present nearby, enhancing the peaceful ambiance of the landscape.

4.91 out of 5 average rating, 100 reviews

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!

A covered outdoor space features cozy seating around a fire pit. String lights illuminate the area, creating a warm ambiance. In the background, an inviting above-ground pool is set against a lush garden landscape, showcasing tropical plants and trees.

4.96 out of 5 average rating, 281 reviews

Tropical getaway Pool and tiki bar

1)Beautiful newer build house on 2 acres 1800sq/ft with 3 BR and 2 bath sleeps up to 8. 2)Has a large above ground pool 18' x 33' and a large fish pond and outdoor bar/BBQ and tropical landscape parking for 4 cars. 3)15mins drive from downtown Punta Gorda with lots of great restaurants little shops and bars with live music and much more, 7mins drive closest store winn-dixie. 4)10 mins drive to Punta Gorda airport. Located in a peaceful neighborhood with large oak trees on a dead end street.

A tranquil pool area is highlighted by a heated lap pool with a dolphin fountain, surrounded by lush coconut palms. The water view captures a serene canal lined with boats and docks, framed by a screened enclosure that invites natural sunlight.

5.0 out of 5 average rating, 47 reviews

Luxury long waterview w/pool-kayaks-clubs-bikes!

Welcome to your next slice of Florida sunshine paradise ! Stay with us at the Royal Palms Monaco located in beautiful historic Punta Gorda Isles Florida! LOADED w/ 5 star amenities like bikes, kayaks,golf clubs,fishing & beach gear,private dock & heated pool await you at this beautiful luxury 3bed/3 bath home. Located in a safe ,quiet and serene deed restricted neighborhood on a gulf access canal waterfront sailboat lot with a breathtaking long water view that seems like it goes on forever !

The exterior of a single-story home is showcased, featuring a spacious driveway lined with pavers. Lush landscaping is present, including palm trees and colorful flowers. The front entrance is accentuated by a decorative archway and a garage door on the right.

4.96 out of 5 average rating, 204 reviews

Seasonal vacation rental with Heated pool

The living room has a 65 " smart TV,wall mounted with a LCD Fireplace below with surround sound- All TV's have Netflix.The bar room has a small refrigerator,pool table and dart board.Outside has a private lanai with Heated pool and a propane firepit.Enjoy the sonos sound with 55" smart TV in the Master bedroom the second bedroom also has a TV. The bar room,also has sonos as well as the lanai.30 minutes from several beaches.The garage will not be available.Home located in a quiet Cul de Sac

4.95 out of 5 average rating, 146 reviews

House/ Caribbean Patio, Hot Tub & Tiki Bar.

3900 Rosemary Drive is a pet friendly house with parking for 2 cars. Relax & enjoy your own private get away, outside patio area, tiki bar, sun loungers & hot tub. The open plan apartment has an 80” Peacock enabled TV,. Enjoy Netflix, Amazon Prime or other subscriptions that you have by entering your home’s password & pin information. In the lounge area there’s a 2 seater theatre style adjustable settee & a small dining table/ working area with Wi-Fi access and a fully equipped kitchen.

The spacious pool area is enclosed by a protective screen, with the shimmering water reflecting a vibrant sunset. Palm trees frame the scene, while the canal with moored boats is visible in the background, enhancing the tranquil waterfront atmosphere.

5.0 out of 5 average rating, 64 reviews

Harbors edge Retreat- no fee for heated pool

Experience waterfront luxury with an updated heated pool, spacious lanai, and pool deck in this updated home with a split floor plan in a tranquil neighborhood. Conveniently close to activities and superb local restaurants, don't miss the breathtaking sunrises and sunsets! Experience the ultimate in relaxation with our newly remodeled Pebble Tec custom-tiled pool. Heated at no extra cost, indulge in a soothing swim anytime, perfect relaxation year-round. Bikes and helmets are provided.

An aerial view showcases a spacious waterfront property surrounded by lush landscaping and palm trees. A winding canal runs adjacent to the home, while neighboring houses are visible in the distance. The vibrant blue water and clear sky enhance the tranquility of the setting.

5.0 out of 5 average rating, 48 reviews

Sensational! Sunny, Heated Pool-Endless waterviews

**NEW LISTING/HUGE DISCOUNTED PRICE*** LUXURY PGI home; 1.5 mile/5 minute distance to Fisherman’s Village and attention to detail with remodel and brand new furnishings. Take advantage of tremendously discounted Prime dates available in 2026 and 2027 WINTER SEASON Check PREMIER HOST reviews averaging 5.0 on other site. -Max 5 adults-

A screened-in lanai features a spacious swimming pool, with panoramic views of intersecting canals and the surrounding neighborhood. Lush green lawns and palm trees are visible in the foreground, while serene water reflections enhance the tranquil atmosphere.

4.92 out of 5 average rating, 105 reviews

Peaceful PGI Getaway

This gorgeous 3 bedroom, 2 bathroom house is located on intersecting canals in Punta Gorda Isles, providing beautiful water views from several rooms throughout the house. With two living rooms, there is plenty of space for the whole family! You will enjoy indoor and outdoor dining tables. This quiet neighborhood is great for families, couples, or seniors. With the house at the end of the street you have plenty of privacy. The spacious pool overlooks your 145 ft water view and boat dock.

5.0 out of 5 average rating, 41 reviews

Spotless 3-bedroom Waterfront Home. Heated pool.

This COMPLETELY remodeled home is located on the water in the very desirable community of Punta Gorda Isles. It is only a 3-minute boat ride through the canal to open water and biking distance to Fisherman's Village and Downtown Punta Gorda. The home consists of 3 bedrooms, 2 well-appointed bathrooms and a wonderful, open great room concept. Large patio and pool deck with heated pool. Enjoy the view of the canal as you sip your coffee in the morning.

4.96 out of 5 average rating, 23 reviews

Canalfront Oasis | Heated Pool | Private Dock

✨ Perfect for Winter Snowbirds! ✨ Escape the cold and settle into this luxury 3-bedroom, 3-bathroom waterfront oasis. Unwind by the fully heated pool and spillover spa, or stay connected with high-speed poolside Wi-Fi. Designed for boaters and luxury travelers alike, the property features unobstructed, no-bridge Gulf access. Located just moments from the premier shops, dining, and marina at Fishermen's Village, it’s the perfect blend of relaxation.

Popular amenities for Punta Gorda rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.94 out of 5 average rating, 16 reviews

Gulf Access- Heated Pool-SPA - Dock Boat

4.96 out of 5 average rating, 25 reviews

Home in Arcadia

Manoir Folie à Deux - Tuscan Countryside

A serene pool area is enclosed with a screened lanai, reflecting the clear blue sky. Lounge chairs are positioned around the pool, providing space for relaxation while overlooking a lush, landscaped backyard.

4.98 out of 5 average rating, 54 reviews

Serenity@Punta Gorda Isles-Pool, Fish, Bike

5.0 out of 5 average rating, 27 reviews

Canal front, gulf access, pool, spa, game room

4.93 out of 5 average rating, 30 reviews

Gorgeous Sunset Views at New Canal Oasis Pool/Spa

4.93 out of 5 average rating, 27 reviews

Private Heat Pool. Gazebo, canal kayaks free pets

The open-concept kitchen and dining area feature modern appliances and a spacious island with seating for two. Natural light floods the space through large sliding doors, overlooking the outdoor seating area by the shared pool. A neutral color palette enhances the inviting atmosphere.

4.95 out of 5 average rating, 61 reviews

Stylish Waterfront Gem with Scenic Views and Charm

5.0 out of 5 average rating, 10 reviews

Serene canal front pool home

Condo rentals with a pool

A beachfront property is depicted, featuring a two-story structure with a spacious porch. Surrounding landscape includes sand and lush greenery, leading to the waves of the Gulf of Mexico. Sunbathers are seen in the distance, enjoying the beach atmosphere.

4.91 out of 5 average rating, 235 reviews

Manasota Key

4.8 out of 5 average rating, 173 reviews

Entire Beachside Condo! Don’t worry Beach Happy!

A two-story building is shown, featuring a wraparound porch adorned with railings and chairs. Lush green foliage leads to a sandy path, inviting access to the beach. The sky is partly cloudy, enhancing the coastal ambiance of the location.

4.96 out of 5 average rating, 137 reviews

Sunset Beach

4.95 out of 5 average rating, 121 reviews

A panoramic view of a sandy beach stretches out towards the horizon under a clear blue sky, dotted with white clouds. Beach chairs are set up along the shore, with lush green vegetation in the foreground, leading to the water's edge.

Condo in Sanibel

100+ 5 Star Reviews and Right on The Beach!

An aerial view shows a heated pool surrounded by tropical landscaping. Lounge chairs are positioned around the pool, with a shaded seating area featuring a table and chairs visible. Lush palm trees and greenery frame the space, enhancing the serene atmosphere.

4.94 out of 5 average rating, 101 reviews

Steps to Water! Beach to Bay, Penthouse!

4.97 out of 5 average rating, 135 reviews

Studio, pool, private beach, boat dock shark teeth

4.9 out of 5 average rating, 263 reviews

A serene view of the Gulf of Mexico features soft waves lapping against a sandy shore, with clear turquoise water meeting an expansive blue sky. The adjacent image shows the condo's exterior with lush green landscaping, highlighting multiple units in a welcoming and well-maintained setting.

Condo in Sanibel

Rare walkout condo on Sanibel beach

Condo in Fort Myers Beach

4.94 out of 5 average rating, 191 reviews

Lovers Key Resort/Ft Myers Beach/Condo/Pool/View

Other vacation rentals with a pool

5.0 out of 5 average rating, 10 reviews

Sunsets on Grebe Waterfront Saltwater Heated Pool

An outdoor living area is showcased with comfortable seating and a side table. Large glass panels provide views of the heated pool and scenic canal, framed by palm trees. A television is mounted on a wall, enhancing the entertainment options in this modern space.

5.0 out of 5 average rating, 9 reviews

Coastal Escape-Custom Built Canal Home

Villa in Charlotte Harbor

5.0 out of 5 average rating, 39 reviews

Luxurious Mangoe 4 bed 2 bath, heated pool & spa

Superhost

5.0 out of 5 average rating, 4 reviews

Punta Gorda Paradise

5.0 out of 5 average rating, 22 reviews

Home in Burnt Store

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Superhost

5.0 out of 5 average rating, 10 reviews

5 Min to Downtown • Kayaks, Bikes + Private Dock

5.0 out of 5 average rating, 8 reviews

Sleeps 10, Pool, Gulf Access, Kayaks: Coronado

A serene waterfront view showcases calm waters bordered by lush greenery and palm trees. The area features manicured lawns and docks extending toward the water, surrounded by a spacious patio with a lounge area and umbrella, ideal for relaxation and enjoying the scenery.