Dewees Island holiday lettings

We found 1,512 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Dewees Island that are perfect for your trip. Holiday rentals offer the best amenities for your family, friends or furry companion, such as a fireplace and garden. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Dewees Island

Showing deals for:18 Dec - 25 Dec

Living area
Completely fenced backyard for your pets!
Living area
Poolside view of Sunset
Exceptional
(203 reviews)

~HUGE TROPICAL POOL WITH NEW ROOFTOP DECK!! AMAZING VIEWS! Pet Friendly!!

Isle of Palms

8% off
£3,193
for 7 nights, 1 home
£456 per night
includes taxes & fees
~HUGE TROPICAL POOL WITH NEW ROOFTOP DECK!! AMAZING VIEWS! Pet Friendly!!
Terrace/patio
Pool
Dining
Big sectional to lounge and watch your favorite Netflix movies!
Exceptional
(75 reviews)

Amazing Beach House! Steps to Ocean, Private Pool, Jacuzzi, 6 Bdrms, Great Views

Isle of Palms

7% off
£8,217
for 7 nights, 1 home
£1,174 per night
includes taxes & fees
Amazing Beach House! Steps to Ocean, Private Pool, Jacuzzi, 6 Bdrms, Great Views
Private kitchen
Dining
Welcome to Firefly
Pool
Exceptional
(144 reviews)

Sunny 5BR w/ Saltwater Pool & 6-Seat Golf Cart Close to Beach

Isle of Palms

7% off
£5,167
for 7 nights, 1 home
£738 per night
includes taxes & fees
Sunny 5BR w/ Saltwater Pool & 6-Seat Golf Cart Close to Beach
Exterior
Dining into Kitchen
Kitchen
Basement - Den
Exceptional
(42 reviews)

TREEHOUSE AT THE BEACH-NEW Pool-1 Block to Beach & 1 Block to Wild Dunes

Isle of Palms

8% off
£5,472
for 7 nights, 1 home
£782 per night
includes taxes & fees
TREEHOUSE AT THE BEACH-NEW Pool-1 Block to Beach & 1 Block to Wild Dunes
Living room with smart TV
New screened in porch with smart TV
Back view
Front view
Exceptional
(121 reviews)

Family Home w/ Private Pool & A two min. walk to the Beach. Lots of extras

Isle of Palms

8% off
£5,703
for 7 nights, 1 home
£815 per night
includes taxes & fees
Family Home w/ Private Pool & A two min. walk to the Beach. Lots of extras
Front of House | IOP Escapes Front Beach Fun | 9 JC Long Blvd | Isle of Palms, SC
Open concept living and kitchen | IOP Escapes Front Beach Fun | 9 JC Long Blvd | Isle of Palms, SC
Primary King Bedroom 1 | IOP Escapes Front Beach Fun | 9 JC Long Blvd | Isle of Palms, SC
Welcome to Front Beach Fun | Front Beach Fun | 9 JC Long Blvd | Isle of Palms, SC
Exceptional
(12 reviews)

6 Bedroom IOP Home w/ Community Pool Just Outside | Steps from Beach and Fun

Isle of Palms

7% off
£6,784
for 7 nights, 1 home
£969 per night
includes taxes & fees
6 Bedroom IOP Home w/ Community Pool Just Outside | Steps from Beach and Fun
Shared Pool (On Adjacent Property)
Front Entry
Dining Room
Living Room
Wonderful
(177 reviews)

Dog-friendly Cottage! 3/30 night stays year-round! 7 Night/Monthly Discounts!

Isle of Palms

8% off
£1,351
for 7 nights, 1 cottage
£193 per night
includes taxes & fees
Dog-friendly Cottage! 3/30 night stays year-round! 7 Night/Monthly Discounts!
Primary Suite | Southern Grace | 6 23rd Ave. | Isle of Palms, SC | IOP Escapes
Welcome to Southern Grace | 6 23rd Ave | Isle of Palms, SC | IOP Escapes
Elevated Private Pool & Hot Tub | Southern Grace | 6 23rd Ave. | Isle of Palms, SC | IOP Escapes
One Block from Beach Access | Southern Grace | 6 23rd Ave. | Isle of Palms, SC | IOP Escapes
Exceptional
(7 reviews)

6BR Pet Friendly | Elevated Heated Pool & Hot Tub | 2 Min. Walk to Beach Access

Isle of Palms

7% off
£7,896
for 7 nights, 1 home
£1,128 per night
includes taxes & fees
6BR Pet Friendly | Elevated Heated Pool & Hot Tub | 2 Min. Walk to Beach Access
dining and large open kitchen
bunkroom with private porch
entry hall
dining room looking into living area
Exceptional
(57 reviews)

Pelican Reach Wild Dunes one block to the beach with pool access with golf cart

Isle of Palms

7% off
£2,752
for 7 nights, 1 home
£393 per night
includes taxes & fees
Pelican Reach Wild Dunes one block to the beach with pool access with golf cart
Master bedroom with sitting area and spacious bathroom. 208 1140 Ocean Blvd, Isle of Palms, SC | IOP Escapes
1140 Ocean Blvd. welcomes guests with beautiful oceanfront views
Kitchen with stainless steel appliances and prep island. 208 1140 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Open-concept living and dining area 208 1140 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Exceptional
(105 reviews)

Beautiful Oceanfront 4BR Condo in the Heart of IOP with Pool.

Isle of Palms

7% off
£3,784
for 7 nights, 1 apartment
£541 per night
includes taxes & fees
Beautiful Oceanfront 4BR Condo in the Heart of IOP with Pool.
Dining table is ready for your family Orchard on Hartnett | 3904 Hartnett Blvd | Isle of Palms, SC | IOP Escapes
Welcome Home to 3904 Hartnett Orchard on Hartnett | 3904 Hartnett Blvd | Isle of Palms, SC  Orchard on Hartnett | 3904 Hartnett Blvd | Isle of Palms, SC | IOP Escapes
Family Room Orchard on Hartnett | 3904 Hartnett Blvd | Isle of Palms, SC | IOP Escapes
Primary Ensuite Orchard on Hartnett | 3904 Hartnett Blvd | Isle of Palms, SC | IOP Escapes
Exceptional
(12 reviews)

4 BR Beach House w/ Lush Backyard | Pet Friendly

Isle of Palms

7% off
£3,697
for 7 nights, 1 home
£528 per night
includes taxes & fees
4 BR Beach House w/ Lush Backyard | Pet Friendly
Interior
Pool
Pool
Living area
Exceptional
(18 reviews)

4 BR IOP Beach Rental with Private Pool & Hot Tub

Isle of Palms

7% off
£4,732
for 7 nights, 1 home
£676 per night
includes taxes & fees
4 BR IOP Beach Rental with Private Pool & Hot Tub
Master Bathroom
Beach Please | 10 32nd Ave | Isle of Palms | SC | IOP Escapes
Kitchen
Master Bedroom
Exceptional
(14 reviews)

Luxury 5BR with pool | 2 minute walk to Beach | Beach Please

Isle of Palms

7% off
£6,082
for 7 nights, 1 home
£869 per night
includes taxes & fees
Luxury 5BR with pool | 2 minute walk to Beach | Beach Please
Balcony, Pool, & Ocean
Balcony & Ocean
Balcony, Palm Trees, & Ocean
Pool & Ocean
Exceptional
(78 reviews)

Spectacular Ocean Front Condo 1140 OB Blvd #108 4 BR / 3 BA IOP, SC, Sleeps 12+

Isle of Palms

7% off
£4,439
for 7 nights, 1 apartment
£634 per night
includes taxes & fees
Spectacular Ocean Front Condo 1140 OB Blvd #108 4 BR / 3 BA IOP, SC, Sleeps 12+
Outdoor dining
Exterior
Dining
Interior
Exceptional
(249 reviews)

Awesome Wild Dunes Home -Just Steps to the Beach - Free WiFi

Isle of Palms

17% off
£2,129
for 7 nights, 1 home
£304 per night
includes taxes & fees
Awesome Wild Dunes Home -Just Steps to the Beach - Free WiFi
Kitchen | Sea Gull | 201 Oceanview | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Oceanview pool | Sea Gull | 201 Oceanview | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Living room | Sea Gull | 201 Oceanview | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Bedroom 1: Primary king suite | Sea Gull | 201 Oceanview | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Exceptional
(211 reviews)

3BR Oceanfront Condo; Heart of IOP

Isle of Palms

7% off
£3,091
for 7 nights, 1 apartment
£442 per night
includes taxes & fees
3BR Oceanfront Condo; Heart of IOP
Kitchen with large island with seating for 6. 405 Palm Blvd, Isle of Palms, SC | IOP Escapes
Brand New Pool, 405 Palm Blvd, Isle of Palms, SC | IOP Escapes
Brand new backyard pool, 405 Palm Blvd, Isle of Palms, SC | IOP Escapes
Screened-In Gazebo in Backyard, 405 Palm Blvd, Isle of Palms, SC | IOP Escapes
Exceptional
(11 reviews)

3 BR 2.5 BA House | Pool | 3 Min Walk To The Beach | Chef's Kitchen

Isle of Palms

6% off
£2,758
for 7 nights, 1 home
£394 per night
includes taxes & fees
3 BR 2.5 BA House | Pool | 3 Min Walk To The Beach | Chef's Kitchen
Living area
Walkway with lights
Living area
Living area
Exceptional
(106 reviews)

"Cottage by the Sea"

Isle of Palms

8% off
£1,653
for 7 nights, 1 home
£236 per night
includes taxes & fees
"Cottage by the Sea"
Living room with panoramic beach and pool views, Tidewater 101I, Isle of Palms, SC | IOP Escapes
Beach access from front porch
Dining area with amazing beachfront views! Tidewater 101I, Isle of Palms, SC | IOP Escapes
Aerial view of Tidewater Complex, Wild Dunes, Isle of Palms, SC | IOP Escapes
Exceptional
(120 reviews)

End Unit Oceanfront Condo w/ Views from all Rooms

Isle of Palms

6% off
£2,077
for 7 nights, 1 apartment
£297 per night
includes taxes & fees
End Unit Oceanfront Condo w/ Views from all Rooms
Spacious open living room
Beautiful Oceanfront views from this 3rd floor/top level unit.
Beautiful Oceanfront views from this 3rd floor/top level unit.
Spacious open living room
Exceptional
(145 reviews)

Oceanfront Condo. Top Floor Unit. Walking Distance to Everything.

Isle of Palms

7% off
£3,808
for 7 nights, 1 apartment
£544 per night
includes taxes & fees
Oceanfront Condo. Top Floor Unit. Walking Distance to Everything.
Oceanview from the beach | Beach Breeze | Oceanview 202 | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Living Room | Beach Breeze | Oceanview 202 | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Oceanview Pool | Beach Breeze | Oceanview 202 | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Bedroom 1: Primary king suite | Beach Breeze | Oceanview 202 | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Exceptional
(151 reviews)

Pet Friendly | 3 BR Oceanfront Condo With Pool | Free Wifi | Beautiful Views

Isle of Palms

7% off
£3,091
for 7 nights, 1 apartment
£442 per night
includes taxes & fees
Pet Friendly | 3 BR Oceanfront Condo With Pool | Free Wifi | Beautiful Views
Exterior
Spacious living room with plenty of seating, cable TV with netflix
Enjoy the views from the master bedroom balcony
Breakfast bar with seating for four
Exceptional
(103 reviews)

Palmetto Perch - Fully Stocked Wild Dunes Condo with Pool, Close to Beach

Isle of Palms

11% off
£1,839
for 7 nights, 1 apartment
£263 per night
includes taxes & fees
Palmetto Perch - Fully Stocked Wild Dunes Condo with Pool, Close to Beach
Interior
screen porch with wonderful beach views
living area looking out to screen porch
Dining
Exceptional
(127 reviews)

Mid Century Modern meets Beach Chic, Beach views/ pool access,302G Port O Call

Isle of Palms

8% off
£1,901
for 7 nights, 1 apartment
£272 per night
includes taxes & fees
Mid Century Modern meets Beach Chic, Beach views/ pool access,302G Port O Call
master with ocean view
Dining nook overlooking green space with large live oak
ocean views without being ocean front!!! Just steps away
in livingroom looking through entry hall to master bedroom
Exceptional
(160 reviews)

G-101 Port O’ Call - “Ocean Breeze” - with Ocean Views - Pool Access.

Isle of Palms

7% off
£1,514
for 7 nights, 1 apartment
£216 per night
includes taxes & fees
G-101 Port O’ Call - “Ocean Breeze” - with Ocean Views - Pool Access.
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Choose a holiday rental for your Dewees Island getaway

Learn about the unique charm of Dewees Island with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Dewees Island

Are you looking for top things to see and do during your stay? Venture out of your holiday home and check out everything that Dewees Island has to offer. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Wild Dunes Resort Golf Course (2.4 mi / 3.9 km)
  • Dunes West Golf and River Club (6.6 mi / 10.6 km)
  • South Carolina Aquarium (12.9 mi / 20.8 km)
  • Charleston National Golf Club (3.4 mi / 5.5 km)
  • Snee Farm Country Club (6.3 mi / 10.2 km)
  • Patriots Point Links (11.5 mi / 18.5 km)

Exploring the natural landscape of Dewees Island

Whether you're an adventurous traveller or just want to appreciate the scenery, Dewees Island is a great spot to appreciate mother nature. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Dewees Island Beach (1.2 mi / 2 km)
  • Front Beach (4.3 mi / 6.9 km)
  • Isle of Palms Beach (4.7 mi / 7.6 km)
  • Isle of Palms County Park (5.9 mi / 9.5 km)
  • Goat Island (6.4 mi / 10.3 km)
  • Sullivan's Island Beach (9.5 mi / 15.2 km)

Transport to and around Dewees Island

Fly into Charleston, SC (CHS-Charleston Intl.), the closest airport, located 18.9 mi (30.4 km) from the city centre.

Frequently asked questions

What is the best area to stay in Dewees Island when booking a holiday rental?
When considering a holiday rental on Dewees Island, the best area to stay is the northern part of the island, which boasts a serene and picturesque environment. This region is particularly appealing for those looking to immerse themselves in nature, as it is surrounded by stunning coastal landscapes and lush greenery. Here, you can enjoy the tranquillity of the beach and the vibrant wildlife that thrives in this unspoiled setting.A highlight of staying in this area is the proximity to the island's beautiful sandy beaches, superb for sunbathing, leisurely strolls, or even beachcombing. Additionally, the nearby marshlands offer fantastic opportunities for birdwatching and exploring the unique ecosystem of the Lowcountry. The island's natural beauty is complemented by its commitment to preserving the environment, making it a wonderful choice for eco-conscious travellers.While the number of holiday rentals in this area can vary, there are typically several options available, ranging from charming cottages to luxurious beachfront properties. This diversity allows you to find the superb accommodation to suit your needs while enjoying all that Dewees Island has to offer.
How much does it cost to rent a holiday home in Dewees Island?
Prices for holiday rentals in Dewees Island vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Dewees Island to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Dewees Island holiday house rentals?
You can find great discounts on house rentals in Dewees Island on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay holiday rentals in Dewees Island?
A long-stay holiday rental in Dewees Island is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Dewees Island holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Dewees Island with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
When is the best time to visit Dewees Island for a holiday rental?
The best time to visit Dewees Island for a holiday rental is during the peak season from May to July, with July being the most popular month. This vibrant period draws families and beach enthusiasts eager to soak up the sun and enjoy the island's pristine beaches and tranquil surroundings. With average temperatures ranging from the mid-20s to low 30s Celsius, the warm weather provides ideal conditions for outdoor activities such as kayaking, cycling, and exploring the scenic trails.During this peak season, you can expect a lively option on the island, with plenty of opportunities to engage in beachside fun and relaxation. The gentle ocean breezes and stunning sunsets create a great backdrop for your holiday adventures.For those seeking a more budget-friendly option, consider visiting in November. This time of year offers a peaceful retreat with fewer crowds, allowing you to appreciate the natural beauty of the island without the hustle and bustle. The mild climate, typically ranging from 10 to 20 degrees Celsius, is still pleasant for outdoor activities like birdwatching and nature walks.
How early should I book a Dewees Island holiday rental?
Book your Dewees Island holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Dewees Island?
Dewees Island is a tranquil and picturesque destination known for its natural beauty and outdoor activities. One of the main attractions is the island's pristine beaches, where visitors can enjoy sunbathing, swimming, and beachcombing. The island is also a significant spot for birdwatching, with various species frequenting the area, making it a haven for nature enthusiasts.The Dewees Island Community, which features charming homes and a laid-back atmosphere, offers a unique glimpse into coastal living. Visitors can explore the island by walking or biking along the scenic trails that wind through the maritime forest, providing opportunities for wildlife sightings and appreciating the local flora.For those interested in fishing, the waters surrounding Dewees Island are ideal for catching a variety of fish, and there are opportunities for kayaking and paddleboarding as well.
Can I change or cancel my Dewees Island home rental booking on Vrbo?
To find Dewees Island holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Dewees Island holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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