Dewees Island holiday lettings

We found 1,522 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:13 Nov - 20 Nov

Dining
Pool
Exterior detail
Terrace/patio
Exceptional
(75 reviews)

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

Isle of Palms

8% off
£8,261
for 7 nights, 1 home
£1,180 per night
includes taxes & fees
Amazing Beach House! Steps to Ocean, Private Pool, Jacuzzi, 6 Bdrms, Great Views
Living area
Completely fenced backyard for your pets!
Living area
Dining
Exceptional
(200 reviews)

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

Isle of Palms

7% off
£3,318
for 7 nights, 1 home
£474 per night
includes taxes & fees
~HUGE TROPICAL POOL WITH NEW ROOFTOP DECK!! AMAZING VIEWS! Pet Friendly!!
Living room with smart TV
New screened in porch with smart TV
Front view
Dining room for 8 people
Exceptional
(121 reviews)

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

Isle of Palms

7% off
£5,903
for 7 nights, 1 home
£843 per night
includes taxes & fees
Family Home w/ Private Pool & A two min. walk to the Beach. Lots of extras
Exterior
Private kitchen
Interior
Terrace/patio
Exceptional
(110 reviews)

Ocean Views ! A Luxurious Vacation Home to Remember !

Isle of Palms

8% off
£6,017
for 7 nights, 1 home
£860 per night
includes taxes & fees
Ocean Views ! A Luxurious Vacation Home to Remember !
Pool
Private kitchen
Exterior detail
Interior
Exceptional
(7 reviews)

Luxury Isle of Palms Home Steps to Beach with Pool

Isle of Palms

5% off
£3,175
for 7 nights, 1 villa
£454 per night
includes taxes & fees
Luxury Isle of Palms Home Steps to Beach with Pool
Exterior
Dining into Kitchen
Primary Suite
Basement - Den
Exceptional
(40 reviews)

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

Isle of Palms

8% off
£5,683
for 7 nights, 1 home
£812 per night
includes taxes & fees
TREEHOUSE AT THE BEACH-NEW Pool-1 Block to Beach & 1 Block to Wild Dunes
kitchen
Grand Pavilion Pools
Livingroom
front porch
Exceptional
(147 reviews)

Adorable Grand Pavilion House/w full Grand Pavilion pool access

Isle of Palms

7% off
£2,376
for 7 nights, 1 home
£339 per night
includes taxes & fees
Adorable Grand Pavilion House/w full Grand Pavilion pool access
Kitchen - WhatUp Beach! | 26 22nd Ave | Isle of Palms, SC | IOP Escapes
Kitchen - WhatUp Beach! | 26 22nd Ave | Isle of Palms, SC | IOP Escapes
Open Living Room WhatUp Beach! | 26 22nd Ave | Isle of Palms, SC | IOP Escapes
WhatUp Beach! | 26 22nd Ave | Isle of Palms, SC | IOP Escapes
Exceptional
(11 reviews)

6 BR | 6.5 BA | Sleeps 12 | Dog-Friendly | Heated Plunge Pool | Walk to Beach

Isle of Palms

7% off
£7,378
for 7 nights, 1 home
£1,054 per night
includes taxes & fees
6 BR | 6.5 BA | Sleeps 12 | Dog-Friendly | Heated Plunge Pool | Walk to Beach
Large Open Pool Deck
Large Kitchen with walk out to Pool Deck
Welcome to IOP Life at 27 22nd Avenue
Aerial View of IOP Life
Exceptional
(26 reviews)

6BR 6BA Isle of Palms Vacation Rental Pet Friendly, Luxury Coastal Retreat

Isle of Palms

7% off
£7,249
for 7 nights, 1 home
£1,036 per night
includes taxes & fees
6BR 6BA Isle of Palms Vacation Rental Pet Friendly, Luxury Coastal Retreat
Dining and Kitchen | IOP Escapes Front Beach Fun | 9 JC Long Blvd | Isle of Palms, SC
Aerial View of Home | IOP Escapes Front Beach Fun | 9 JC Long Blvd | Isle of Palms, SC
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
Exceptional
(11 reviews)

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

Isle of Palms

6% off
£5,402
for 7 nights, 1 home
£772 per night
includes taxes & fees
6 Bedroom IOP Home w/ Community Pool Just Outside | Steps from Beach and Fun
Open-concept living and dining area 208 1140 Ocean Blvd, Isle of Palms, SC | IOP Escapes
1140 Ocean Blvd. welcomes guests with beautiful oceanfront views
Aerial View of Isle of Palms, SC | IOP Escapes
A private boardwalk to the beach
Exceptional
(103 reviews)

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

Isle of Palms

6% off
£3,267
for 7 nights, 1 apartment
£467 per night
includes taxes & fees
Beautiful Oceanfront 4BR Condo in the Heart of IOP with Pool.
Living Room
Front Entry
Front Entry
Shared Pool (On Adjacent Property)
Wonderful
(175 reviews)

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

Isle of Palms

8% off
£1,487
for 7 nights, 1 cottage
£212 per night
includes taxes & fees
Dog-friendly Cottage! 3/30 night stays year-round! 7 Night/Monthly Discounts!
Interior
Kitchen
Dining
Outdoor porch seating
Exceptional
(13 reviews)

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

Isle of Palms

6% off
£5,173
for 7 nights, 1 home
£739 per night
includes taxes & fees
Luxury 5BR with pool | 2 minute walk to Beach | Beach Please
Front beach IOP | Sea Gull | 201 Oceanview | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Beachfront Balcony | Sea Gull | 201 Oceanview | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Oceanview | 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
(207 reviews)

3BR Oceanfront Condo; Heart of IOP

Isle of Palms

7% off
£2,708
for 7 nights, 1 apartment
£387 per night
includes taxes & fees
3BR Oceanfront Condo; Heart of IOP
Living Room, 405 Palm Blvd, Isle of Palms, SC | IOP Escapes
Kitchen Island, 405 Palm Blvd, Isle of Palms, SC | IOP Escapes
Dining Room, 405 Palm Blvd, Isle of Palms, SC | IOP Escapes
Kitchen Island, 405 Palm Blvd, Isle of Palms, SC | IOP Escapes
Exceptional
(10 reviews)

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

Isle of Palms

6% off
£2,626
for 7 nights, 1 home
£375 per night
includes taxes & fees
3 BR 2.5 BA House | Pool | 3 Min Walk To The Beach | Chef's Kitchen
Interior
Walkway with lights
Living area
Living area
Exceptional
(105 reviews)

"Cottage by the Sea"

Isle of Palms

7% off
£1,705
for 7 nights, 1 home
£244 per night
includes taxes & fees
"Cottage by the Sea"
Back porch views of the ocean | Starfish | Oceanview 101 | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Oceanview | Starfish | Oceanview 101 | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Beach Gate | Starfish | Oceanview 101 | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Primary King Suite | Starfish | Oceanview 101 | 1116 Ocean Blvd, Isle of Palms, SC | IOP Escapes
Exceptional
(85 reviews)

Pet Friendly | 3BR First Floor Oceanfront Condo | Heart of IOP

Isle of Palms

7% off
£2,787
for 7 nights, 1 apartment
£398 per night
includes taxes & fees
Pet Friendly | 3BR First Floor Oceanfront Condo | Heart of IOP
Owners Bedroom
Balcony & Ocean
Balcony, Pool, & Ocean
1140 Ocean Blvd Complex & Gate
Exceptional
(77 reviews)

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

Isle of Palms

7% off
£4,556
for 7 nights, 1 apartment
£651 per night
includes taxes & fees
Spectacular Ocean Front Condo 1140 OB Blvd #108 4 BR / 3 BA IOP, SC, Sleeps 12+
Dining Room, 3 Edgewater Alley, Wild Dunes, Isle of Palms, SC | IOP Escapes
Dining Room, 3 Edgewater Alley, Wild Dunes, Isle of Palms, SC | IOP Escapes
Aerial View of Isle of Palms, SC | IOP Escapes
Living Room, 3 Edgewater Alley, Wild Dunes, Isle of Palms, SC | IOP Escapes
Exceptional
(19 reviews)

3 BR Beach Cottage | 2 Minute Walk To The Beach

Isle of Palms

5% off
£1,969
for 7 nights, 1 home
£281 per night
includes taxes & fees
3 BR Beach Cottage | 2 Minute Walk To The Beach
Living area
Relax on the back porch.
Wet bar and Smart tv with Roku in living room
Dining room
Exceptional
(102 reviews)

Family Friendly House with Master BR on Ground Floor

Isle of Palms

7% off
£1,693
for 7 nights, 1 home
£242 per night
includes taxes & fees
Family Friendly House with Master BR on Ground Floor
Exterior
Spacious living room with plenty of seating, cable TV with netflix
Living area
Enjoy the views from the master bedroom balcony
Exceptional
(101 reviews)

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

Isle of Palms

11% off
£1,725
for 7 nights, 1 apartment
£246 per night
includes taxes & fees
Palmetto Perch - Fully Stocked Wild Dunes Condo with Pool, Close to Beach
Entrance to Sea Cabins | Susu's Sea Cabin | 238C 1300 Ocean Blvd | Isle of Palms, SC | IOP Escapes
Welcome to Susu's Sea Cabin | 238C 1300 Ocean Blvd | Isle of Palms, SC | IOP Escapes
Living Room | Susu's Sea Cabin | 238C 1300 Ocean Blvd | Isle of Palms, SC | IOP Escapes8C | Isle of Palms, SC | IOP Escapes
Community pool | Susu's Sea Cabin | 238C 1300 Ocean Blvd | Isle of Palms, SC | IOP Escapes
Exceptional
(13 reviews)

Oceanfront 2nd Floor Luxury Condo - Community Pool & Fishing Pier!

Isle of Palms

6% off
£1,468
for 7 nights, 1 home
£210 per night
includes taxes & fees
Oceanfront 2nd Floor Luxury Condo - Community Pool & Fishing Pier!
Aerial View of Tidewater in Wild Dunes, Isle of Palms, SC | IOP Escapes
Screened in porch at Tidewater 201H, Isle of Palms, SC | IOP Escapes
Living Room at Tidewater 201H, Isle of Palms, SC | IOP Escapes
Aerial View of Tidewater in Wild Dunes, Isle of Palms, SC | IOP Escapes
Wonderful
(11 reviews)

Oceanfront Condo with Pool | 2 BR 2 BA | Ocean views

Isle of Palms

6% off
£1,882
for 7 nights, 1 apartment
£269 per night
includes taxes & fees
Oceanfront Condo with Pool | 2 BR 2 BA | Ocean views
Exterior Dunescape Isle of Palms, SC | IOP Escapes
Living Room view of beach | Palms Postcard | 1006 Ocean Blvd, Dunescape 103, Isle of Palms, SC | IOP Escapes
Front Beach IOP | Palms Postcard | 1006 Ocean Blvd, Dunescape 103, Isle of Palms, SC | IOP Escapes
View from back porch | Palms Postcard | 1006 Ocean Blvd, Dunescape 103, Isle of Palms, SC | IOP Escapes
Exceptional
(10 reviews)

FIrst Floor End Unit 3 BR Oceanfront Condo w/ Pool | Isle of Palms Beach Rental

Isle of Palms

6% off
£3,473
for 7 nights, 1 apartment
£496 per night
includes taxes & fees
FIrst Floor End Unit 3 BR Oceanfront Condo w/ Pool | Isle of Palms Beach Rental
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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)
  • Patriots Point Links (11.5 mi / 18.5 km)
  • Snee Farm Country Club (6.3 mi / 10.2 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)
  • Sullivan's Island Beach (9.5 mi / 15.2 km)
  • Shem Creek Park (10.4 mi / 16.8 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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