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 $229 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 $229 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
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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
From $127 per night (USD)
VRBO
Newly Renovated 1 Bedroom 1 Bath Beach House with Parking, W&D and Office Space
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This unique place has a style all its own. Relax and Unwind at this Cozy 1Bedroom Beach house just a short 30 min drive ...
From $127 per night (USD)
VRBO
From $208 per night (USD)
VRBO
Dog-friendly home with enclosed lanai & washer/dryer - snowbird-friendly
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 $208 per night (USD)
VRBO
From $135 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 $135 per night (USD)
VRBO
From $181 per night (USD)
VRBO
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 $181 per night (USD)
VRBO
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Expedia
Charming Dog-friendly home w/ Fire pit, Patio, Enclosed Yard & WIFI
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Port Charlotte Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
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Expedia
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VRBO
Your Epitome Of Luxury And Comfort For 8 Guests
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
With 3 bedrooms and 4 beds, each tastefully appointed with luxurious furnishings and modern amenities, this residence en ...
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VRBO
From $326 per night (USD)
Expedia
New house 3-room pool lake view
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Nestled amidst the serene beauty of nature, this charming Airbnb retreat offers an idyllic escape for those seeking sola ...
From $326 per night (USD)
Expedia
From $235 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 $235 per night (USD)
VRBO
From $329 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 $329 per night (USD)
Expedia
From $115 per night (USD)
VRBO
Best condo near every thing all updated
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This is a ground floor condo located off of Peachland and Forrest Nelson in Port Charlotte. There is 2 full bedrooms an ...
From $115 per night (USD)
VRBO
From $261 per night (USD)
Expedia
‼️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 $261 per night (USD)
Expedia
From $282 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 $282 per night (USD)
VRBO
From $158 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 $158 per night (USD)
VRBO
From $85 per night (USD)
VRBO
Cozy Tiny Retreat in the middle of Port Charlotte!
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! Do ...
From $85 per night (USD)
VRBO
From $213 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 $213 per night (USD)
Expedia
From $184 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 $184 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 $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 $123 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 $123 per night (USD)
Expedia
From $256 per night (USD)
VRBO
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 $256 per night (USD)
VRBO
From $251 per night (USD)
Expedia
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 $251 per night (USD)
Expedia
From $179 per night (USD)
VRBO
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 $179 per night (USD)
VRBO
From $189 per night (USD)
Expedia
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 $189 per night (USD)
Expedia
From $156 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 $156 per night (USD)
VRBO
$Beautiful, brand new 3 bedroom, 2 full bath in Port Charlotte,FL\n$
From $184 per night (USD)
Expedia
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)
Expedia
From $142 per night (USD)
VRBO
Furnished, Upgraded 2 Bed / 1 Bath - Single Family Home - Oak Hollow Community
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Recently Upgraded Short Term Rental Available (Min 60 Day Rental // Max 6 month)** This Beautiful & Spacious Single Fam ...
From $142 per night (USD)
VRBO
From $231 per night (USD)
Expedia
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 $231 per night (USD)
Expedia
From $211 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 $211 per night (USD)
VRBO
From $222 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 $222 per night (USD)
Expedia
From $257 per night (USD)
VRBO
Fully renovated waterfront house with patio, water views, streaming, W/D, AC
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 $257 per night (USD)
VRBO
From $140 per night (USD)
Expedia
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 $140 per night (USD)
Expedia
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VRBO
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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VRBO
From $150 per night (USD)
Expedia
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)
Expedia
From $224 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 $224 per night (USD)
VRBO
From $814 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 $814 per night (USD)
VRBO
From $276 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 $276 per night (USD)
VRBO
From $196 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 $196 per night (USD)
VRBO
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VRBO
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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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 $103 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 $103 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 $319 per night (USD)
VRBO
Cheerful 4-bedroom Vacation Home with Heated Pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Set your anchor and look no further! This welcoming home will have you living like a true local in Port Charlotte during ...
From $319 per night (USD)
VRBO
From $358 per night (USD)
Expedia
Large Outdoor Living Space, Pool Table and Heated Pool - Oasis of Port Charlotte - Roelens
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
OASIS OF PORT CHARLOTTE Welcome to our enchanting and peaceful vacation home, where luxury meets comfort at every turn. ...
From $358 per night (USD)
Expedia
From $126 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 $126 per night (USD)
VRBO
From $178 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 $178 per night (USD)
VRBO
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VRBO
Sunseeker Paradise for 8!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Peaceful lakefront escape in Port Charlotte for eight guests! 3‑bed cottage with screened lanai and fast Wi‑Fi. Ten minu ...
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VRBO
From $222 per night (USD)
Expedia
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 $222 per night (USD)
Expedia
From $162 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 $162 per night (USD)
VRBO
From $113 per night (USD)
Expedia
Furnished canal private home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This is a private home with master bedroom with king bed and guest bedroom with a queen bed . The master bathrooms a wa ...
From $113 per night (USD)
Expedia
From $336 per night (USD)
VRBO
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 $336 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 $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 $163 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 $163 per night (USD)
VRBO
From $201 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 $201 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

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Dorchester Waterway Rentals

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Results: 58 Rentals