Dorchester Waterway, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Dorchester Waterway, Florida on RentalSaver.com!

Dorchester Waterway Rentals

From $242 per night (USD)
VRBO
Endless Summer Villa with heated salt water pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This unique place has a style all its own. Sun-seekers and casual tourists alike will love staying at this charming Port ...
From $242 per night (USD)
VRBO
From $73 per night (USD)
VRBO
Great Condo in a Relaxing 55 Plus Community
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Recently updated. Second floor, 2 bedroom, 2 bath, condo in Port Charlotte FL. This condo is located in a 55-plus, frien ...
From $73 per night (USD)
VRBO
From $193 per night (USD)
VRBO
Port Charlotte home, a few minutes to everything
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
This 3-bedroom, 2-bathroom home in Port Charlotte is centrally located near shopping, restaurants, and hospitals. It fea ...
From $193 per night (USD)
VRBO
From $173 per night (USD)
VRBO
Cozy Waterfront/Private Pool Home-Great location!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hi! Welcome to your Vacation Home in Port Charlotte, Florida! Port Charlotte is one of the preferable destinations from ...
From $173 per night (USD)
VRBO
From $63 per night (USD)
VRBO
LOCATION, LOCATION...... BEAUTIFUL grounds; a LOT of value
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Lovely, clean 2 bedroom, 2 bath condo in one of the best locations in area and what a view from the lanai. To die for.. ...
From $63 per night (USD)
VRBO
From $176 per night (USD)
VRBO
Serenity House in Port Charlotte
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Entire house on quiet street, serenity awaits. View orchids on lanai, fruit trees in back yard. Large desk available for ...
From $176 per night (USD)
VRBO
From $193 per night (USD)
VRBO
Gulf-River-Charlotte Harbor Access Gorgeous 3 bed/2.5 bath Heated Pool Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
****2025 FEB It has been brought to my attention that some beaches may be closed due to the two hurricanes that hit with ...
From $193 per night (USD)
VRBO
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Expedia
Blue ranch
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
<p>Nestled in Port Charlotte, this 2-bedroom, 3-bathroom vacation home brings it all within your reach. Fans of nature a ...
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Expedia
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VRBO
The courtyard apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our property are 1 bedroom apartments above retail stores in the heart of Port Charlotte Florida. There is a pull out s ...
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VRBO
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Expedia
Beautiful 2Bed/2Bath Home With Private Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Keep it simple at this peaceful and centrally-located place. Relax with the whole family at this relaxing home with a pr ...
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Expedia
From $139 per night (USD)
VRBO
Top Rated W/ Sleep Number King Bed
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to your cozy beach-inspired retreat! This charming 1-bedroom getaway offers a unique blend of comfort and style, ...
From $139 per night (USD)
VRBO
From $222 per night (USD)
Expedia
Andover Tropical Oasis - PRIVATE HEATED POOL, DOG-FRIENDLY, FENCED YARD
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your own personal oasis with large backyard, covered patio and enclosed pool area. Light & bright with an upd ...
From $222 per night (USD)
Expedia
From $104 per night (USD)
VRBO
Tommy Bahama style Lovely 2-Bedrm 2-Bath with Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
With Clubhouse, complex pool, shuffleboard, tennis and pickleball courts for amenities. Secure condo building, unit on 2 ...
From $104 per night (USD)
VRBO
From $276 per night (USD)
Expedia
'Fully Updated and New' Waterfront Pool home with boat lift in paradise
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our guests are in for quite a treat with this all new, completely updated waterfront pool home in Port Charlotte, FL, th ...
From $276 per night (USD)
Expedia
From $203 per night (USD)
VRBO
Sunset Charlotte- home away from home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Sunset Charlotte, home away from home. This is idyllic, lakefront home nestled among the palms trees. We ...
From $203 per night (USD)
VRBO
From $294 per night (USD)
Expedia
Large Home with Heat Pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Large Beautifully Decorated Pool (Heated) Home. 3 bedrooms, 3 full bathrooms. Large dining area and kitchen. Beautiful s ...
From $294 per night (USD)
Expedia
From $216 per night (USD)
VRBO
Dog-Friendly, Snowbird-Ready Florida Escape – Near Beaches & Golf
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sunny Days Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $216 per night (USD)
VRBO
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Expedia
Come Relax in Port Charlotte Beachy Bungalow getaway!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spacious Condo 3 bedroom, 2 bathroom and dedicated work space perfect for your next Zoom meeting. Custom decorated by yo ...
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Expedia
From $227 per night (USD)
VRBO
Peaceful Retreat with Private Pool >20% discount for Month+ bookings
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
We just remodeled our winter home in the quiet town of Port Charlotte. Our enclosed pool area is complete with a seating ...
From $227 per night (USD)
VRBO
From $162 per night (USD)
Expedia
Pool house in Port Charlotte
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bring the family on a vacation to Beautiful Port Charlotte, FL. Spend quality time in the screened-in, heated (optional ...
From $162 per night (USD)
Expedia
From $259 per night (USD)
VRBO
Huge Port Charlotte Pool Home Close to resort and Downtown PUNTA GORDA.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
We have Power after Milton !!! Escape to Southwest Florida and enjoy the perfect Pool home with a spacious fenced in ba ...
From $259 per night (USD)
VRBO
From $143 per night (USD)
VRBO
Port Charlotte Home w/ Sunroom, Grill & Fire Pit!
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
An effortless Port Charlotte retreat awaits at this charming vacation rental. This 2-bedroom, 1-bathroom house has been ...
From $143 per night (USD)
VRBO
From $110 per night (USD)
VRBO
Lovely quiet home for rent. Fully furnished you don’t even need your toothbrush.
Bedrooms:
2
Bathrooms:
1
Sleeps:
3
Great home for rent. very quiet . Great location. Fully furnished. Internet access. All utilities. No smoking. No pets. ...
From $110 per night (USD)
VRBO
From $260 per night (USD)
Expedia
Stylish Waterfront Escape | Sunroom Views, Full Renovation, A/C & Prime Location
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The Home Sweet Homeaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $260 per night (USD)
Expedia
From $91 per night (USD)
VRBO
Cozy Tiny Home in Port Charlotte FL
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cozy Tiny Home ideally located in the heart of Port Charlotte. You're surrounded by things to do in every direction! Dow ...
From $91 per night (USD)
VRBO
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Expedia
The Sensation Port Charlotte
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Escape to your own private paradise with this exquisite waterfront vacation rental. This luxurious retreat offers the ul ...
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Expedia
From $150 per night (USD)
VRBO
Welcome to your perfect retreat-an enchanting 3-BdRm, 2 Bth house w/ pool.
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Experience an idyllic stay at our 3 BdRm/2 Bth retreat with a pool, surrounded by nearby restaurants, bars, parks, gyms, ...
From $150 per night (USD)
VRBO
From $231 per night (USD)
VRBO
Freshwater Canal Pool Home
Bedrooms:
2
Bathrooms:
1
Sleeps:
8
Step into your dream home! This charming 3-bedroom, 2-bathroom residence along a serene freshwater canal offers privacy ...
From $231 per night (USD)
VRBO
From $818 per night (USD)
VRBO
Mansion Lux 16 Guests Pickleball Court Full Arcade Private Pool and outdoor Kitchen
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
Welcome to Mansion Lux, our spacious and vibrant vacation retreat, perfect for families and friends seeking endless fun ...
From $818 per night (USD)
VRBO
From $280 per night (USD)
VRBO
Sunny 3 Bedroom Home with Enclosed Heated Private Salt Water Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your own personal oasis. This cozy, relaxing, 3-bedroom home is nestled in a quiet neighborhood. Enjoy the Florida sun ...
From $280 per night (USD)
VRBO
From $170 per night (USD)
VRBO
Port Charlotte Retreat- Relaxing getaway in the Florida sun!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Indulge in a delightful retreat at this inviting and pristine home, thoughtfully designed with 3 bedrooms and 2 baths to ...
From $170 per night (USD)
VRBO
From $239 per night (USD)
Expedia
Relaxing coastal home centrally located in Port Charlotte - Fireside Cottage
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Welcome to Fireside Cottage, Professionally managed by Gulf Coast Vacation Rentals located in the heart of Port Charlott ...
From $239 per night (USD)
Expedia
From $365 per night (USD)
VRBO
Large Outdoor Living Space, Pool Table and Heated Pool - Oasis of Port Charlotte - Roelens
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
🌴 Oasis of Port Charlotte 🌴 Where Luxury, Comfort, and Tranquility Come Together Welcome to your serene getaway in su ...
From $365 per night (USD)
VRBO
From $196 per night (USD)
Expedia
Tropical Garden Hideaway
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to your serene garden hideaway. This private, spacious 3-bedroom, 2-bathroom home is designed to provide you wit ...
From $196 per night (USD)
Expedia
From $183 per night (USD)
VRBO
Charming 3-bed Tulum Inspired house in Port Charlotte close to Beach & Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover your tropical escape at our Tulum-inspired Boho vacation rental in Port Charlotte, Florida. This charming 3-bed ...
From $183 per night (USD)
VRBO
From $187 per night (USD)
VRBO
Port Charlotte Retreat Near Beach & Rays Stadium!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Brand New Home & Furniture | Fully Equipped Kitchen | In-Unit Laundry Nestled in the heart of Port Charlotte, with easy ...
From $187 per night (USD)
VRBO
From $255 per night (USD)
VRBO
Welcome to Your Riverside Retreat!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Step into the expansive living room area, adorned with delicate hues of white and beige, accentuated by unique furnishin ...
From $255 per night (USD)
VRBO
From $323 per night (USD)
Expedia
Cozy 4 BR - Pool - Game Room - Private Dock
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to our resort-like villa in sunny Port Charlotte, Florida! This cozy 4-bedroom property features a pool (non-hea ...
From $323 per night (USD)
Expedia
From $259 per night (USD)
VRBO
‼️Artistic‼️ Villa w/ Pool, Theater & Hot Tub
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 》Tap '♡ Save' to lock in your stay at this bold and artistic Florida villa, where creativity meets comfort. ✦ ...
From $259 per night (USD)
VRBO
From $248 per night (USD)
Expedia
Spacious Family Home in Port Charlotte,FL
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in Port Charlotte, this delightful house offers 3 bedrooms - 1 king bed and 2 queen beds. With 2 bathrooms equip ...
From $248 per night (USD)
Expedia
From $254 per night (USD)
VRBO
3 Mi to Beach: Pet-Friendly Home in Port Charlotte
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
BBQ-Ready Patio | Near Restaurants & Bars | 7 Mi to Punta Gorda Sandy shores, swaying palm trees, and plenty of coastal ...
From $254 per night (USD)
VRBO
From $202 per night (USD)
Expedia
Mid Century Modern with resort style lanai with Salt Water pool & new Jacuzzi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Very comfortable remodeled mid century modern three bedroom screened in lanai home with salt water pool and brand new ho ...
From $202 per night (USD)
Expedia
From $290 per night (USD)
VRBO
Swim, Fish, Shop & More: Port Charlotte Retreat!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Near Boat Ramps & Golf Courses | Outdoor Dining Space | 21 Mi to Englewood Beach Savor Southwest Florida's natural bea ...
From $290 per night (USD)
VRBO
From $136 per night (USD)
Expedia
Your perfect getaway awaits!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Stay Coastal! This 2 bedroom, 1 bathroom entire home is newly renovated with high-end finishes. Completely fu ...
From $136 per night (USD)
Expedia
From $185 per night (USD)
VRBO
3 Mi to Port Charlotte Beach Park: Home w/ Patio!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Near Shopping & Dining | Spacious Yard | Netflix & Hulu | 4 Mi to Charlotte Harbor Whether you’re here for sunny Florid ...
From $185 per night (USD)
VRBO
From $241 per night (USD)
VRBO
Private Dock: Waterfront Port Charlotte Oasis!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Lanai w/ Bar Area & Lounge Chairs | Perfect for Families & Groups Ready for your next getaway? This 3-bed, 3-bath vacat ...
From $241 per night (USD)
VRBO
From $209 per night (USD)
VRBO
4 Mi to Port C Beach Park! Classy Canal-Front Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hike, Bird Watch & Golf | 2 Mi to Port Charlotte Town Center | 5 Mi Charlotte Harbor Whether you're in town for sunshin ...
From $209 per night (USD)
VRBO
From $145 per night (USD)
VRBO
Soothing 3-bedroom 2 bath pet friendly house
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Make yourself at home in this 3-bedroom Port Charlotte retreat. This amazing house features 3 queen beds, 2 bathrooms wi ...
From $145 per night (USD)
VRBO
$Beautiful, brand new 3 bedroom, 2 full bath in Port Charlotte,FL\n$
From $184 per night (USD)
VRBO
Beautiful, brand new 3 bedroom, 2 full bath in Port Charlotte,FL\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to this marvelous 3-bedroom house in Port Charlotte. With modern amenities like an iron, hair dryer, heating, and ...
From $184 per night (USD)
VRBO

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Dorchester Waterway Rentals

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Results: 49 Rentals