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Cleveland Holiday Rentals

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Holiday Rentals in Cleveland

The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
9.8 out of 10, Exceptional, 563 reviews
"Beautiful clean and very spacious. It is definitely home away from home even if it is just a short get away. The space is truly unique and we had an unforgettable experience ^.^"
The price is NZ$324
per night
18 Jun - 19 Jun
The Suites at Fishermen’s Village- 2 Bedroom Suites
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
9.4 out of 10, Exceptional, 85 reviews
"Walked on beach and collected shells. It was very nice and relaxing. Had the best sleep her than I have had in a long time. Nice people ont he island"
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
3/2 home on Little Gasparilla Island - Gulf of Mexico. Private beach and dock!
10.0 out of 10, Exceptional, 29 reviews
"The home was exactly as advertised. It was well stocked, clean and very peaceful. It was close to the beach and close to the dock for our boat. Communication with the owners was great and their home exceeded our expectations. We look forward to visiting again and highly recommend this property."
3/2 home on Little Gasparilla Island - Gulf of Mexico. Private beach and dock!
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NEW! Waterfront Pool Home Canal Front in Quiet Area
9.2 out of 10, Wonderful, 10 reviews
"Nice clean place that’d be great for a family. Pool was fantastic. Plenty of food options in a 10 minute or so radius. Would stay again."
NEW! Waterfront Pool Home Canal Front in Quiet Area
Newly built. Heated pool. Ideal for poolside relaxing and romantic gateways
9.8 out of 10, Exceptional, 20 reviews
"New to VRBO. Loved this house, decor, pool, and hosts. Comfortable King bed, great pressure and hot water in the showers, pool and lanai made the difference. The first day was chilly but the heated pool allowed us to not miss a pool day. Highly recommend this house and hosts."
Newly built. Heated pool. Ideal for poolside relaxing and romantic gateways
Perfect getaway! Newly remodeled waterfront suite.
8.6 out of 10, Excellent, 22 reviews
"This place was absolutely perfect for my mother and I. The location was easily accessed. The hosts are so kind and as a bonus, they have a sweet little cat who loves to welcome their guests. I'd 100% recommend and would stay again."
Perfect getaway! Newly remodeled waterfront suite.
New Listing! Englewood Retreat!
10.0 out of 10, Exceptional, 3 reviews
"Plenty of room. Comfortable. Well appointed. Away from the hustle and bustle, but still close enough to find plenty to do. The exercise pool/hot tub was a plus for sure. We would definitely stay here again."
The price is NZ$868
per night
10 Jun - 11 Jun
New Listing! Englewood Retreat!
North Port Escape w/ Pool ~ 12 Mi to Beach!
10.0 out of 10, Exceptional, 3 reviews
"The property manager was excellent"
North Port Escape w/ Pool ~ 12 Mi to Beach!
2/2 Spacious Condo 15 min away from Gulf Coast Beaches
9.4 out of 10, Exceptional, 9 reviews
"Great host!! Answered in a timely manner and the unit was very clean. Wonderful for families with the fishing pier, swimming pool and beach all in the same vicinity."
The price is NZ$488
per night
5 Jun - 6 Jun
2/2 Spacious Condo 15 min away from Gulf Coast Beaches
MAGNIFICENT! LUXURY WATERFRONT HOME;BIG HEATED POOL-80’ DOCK! 5 MIN FISH VILLAGE
10.0 out of 10, Exceptional, 33 reviews
"This property was amazing! Pool was a plus, and they had everything you needed to grill out. There were so many beach towels, and the kids loved the ping pong and air hockey table. We would love to stay again whenever we come to visit Punta Gorda!"
MAGNIFICENT! LUXURY WATERFRONT HOME;BIG HEATED POOL-80’ DOCK! 5 MIN FISH VILLAGE
Back up to the canal and relax! With Hot Tub
9.2 out of 10, Wonderful, 9 reviews
"This has to be one of the best stay yet. Plenty of room everywhere, inside & out. Everyone loved the pool, hot tub & canal view. Inside was spacious & well equipped. Great time, great memories made."
Back up to the canal and relax! With Hot Tub
Beautiful Cape Coral Home on Canal with private pool
9.8 out of 10, Exceptional, 35 reviews
"The house was perfect for our get away. The layout worked well so each couple had a feel of privacy. The sliding door to the outside was great to make it feel like a bigger area and more outdoor feel while still being indoors. The kitchen had everything we needed to make meals at home. There were a few hiccups during the week but the hosts responded quickly. We lost internet for 24 hrs so that put a damper on hanging around the house that day. We also were not notified the pool cleaner would be...
Beautiful Cape Coral Home on Canal with private pool
Water front, Bring Your Boat or drop a fishing line, enjoy a beautiful sunset !
10.0 out of 10, Exceptional, 56 reviews
"Adorable condo on the canal. Beautifully decorated. Kim and Kevin are fabulous host and we appreciate all their little extras. Would highly recommend and would return in the future."
Water front, Bring Your Boat or drop a fishing line, enjoy a beautiful sunset !
Seatrout Suite Bokeelia Beachouse Lodge
8.0 out of 10, Very good, 9 reviews
"There was construction nexts door less than 10 feet away very loud noise the entire Saturday and they were working on the pool with cement that was blowing to us. Construction next door were not disclosed to us .We’re where planing for a fresh air weekend and end up getting sick because breathing cement the whole entire Saturday. Apart from the construction the property is beautiful, very clean, right on the beach."
Seatrout Suite Bokeelia Beachouse Lodge
Dreaming on the Canal | Beach-themed house in Port Charlotte with hammock
9.0 out of 10, Wonderful, 6 reviews
"It was an older house that was redecorated very nicely. They thought of extra things like cornhole in the yard and extra blankets on the couch."
Dreaming on the Canal | Beach-themed house in Port Charlotte with hammock
Private Beach Retreat with Fishing Dock & Heated Pool!
10.0 out of 10, Exceptional, 5 reviews
"Love a warm late winter trip to FL from PA! Really enjoyed a nice relaxing stay at Di's place. We had absolutely everything we needed!! The lanai was my favorite spot for AM coffee & PM wine & book. Fishing was a hit for the guys. The pool temp was perfect for us girls. We had some really great meals, K&K Bakery, Twisted Fork, Sandbar Tiki & Grille, Farlow's on the Water, Lighthouse Grill, The Waverly and The Village Brewhouse at the Fishermen's Village to name a few favorites."
Private Beach Retreat with Fishing Dock & Heated Pool!
TOP FLORIDA's Villa Happy Feeling
9.8 out of 10, Exceptional, 13 reviews
"All good. A few glitches but the property manager was very responsive. For us the house was to far from the ocean beaches. The pool area and lanai Area was most enjoyable and we sent a lot of time there. A set of twin beds were very uncomfortable. Hard like a rock. Other beds were very comfortable. Otherwise a great stay. A"
TOP FLORIDA's Villa Happy Feeling
Beautiful Waterfront, Heated Pool Home, Gorgeous Outdoor Space with Amazing Sunsets!
9.4 out of 10, Exceptional, 23 reviews
"This beautiful home is located in a quiet waterfront community and had all of the amenities you could ask for. We only left the property a couple of times because we didn’t want to leave! The pool was warm and inviting, just like the entire outside patio area. We will definitely return!"
Beautiful Waterfront, Heated Pool Home, Gorgeous Outdoor Space with Amazing Sunsets!
Your Dream Getaways Villa. Heated pool , Golf course view.
9.0 out of 10, Wonderful, 11 reviews
"We had a great long weekend. Everything was great! If I could add one small downside there were no dressers or luggage racks so we had to leave our things on the ground. Not a deal breaker, just something to note."
Your Dream Getaways Villa. Heated pool , Golf course view.
A Piece of Heaven, Waterfront Home, Heated Screened Pool & in Port Charlotte
9.2 out of 10, Wonderful, 50 reviews
"We were looking for a quiet place to enjoy Mother's Day and this place was exactly what we needed. Great house, well keep. Perfect place to check your skills fishing. Fatigue for the amount of work and in need to relax? Call Len."
The price is NZ$441
per night
21 Jun - 22 Jun
A Piece of Heaven, Waterfront Home, Heated Screened Pool & in Port Charlotte
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Cleveland you may be interested in

Sunseeker Resort Charlotte Harbor
4.0 star property
9.2 out of 10, Wonderful, 285 reviews
"It was very neat clean well cared for"
The price is NZ$291
per night
25 Jun - 26 Jun
Sunseeker Resort Charlotte Harbor
The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
9.8 out of 10, Exceptional, 563 reviews
"Beautiful clean and very spacious. It is definitely home away from home even if it is just a short get away. The space is truly unique and we had an unforgettable experience ^.^"
The price is NZ$324
per night
18 Jun - 19 Jun
The Suites at Fishermen’s Village- 2 Bedroom Suites
Baymont by Wyndham Punta Gorda/Port Charlotte
2.5 star property
8.0 out of 10, Very good, 1,001 reviews
"Stay here all the time. Grandkids love relaxing in the pool!"
The price is NZ$143
per night
7 Jun - 8 Jun
Baymont by Wyndham Punta Gorda/Port Charlotte
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cleveland holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cleveland. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Cleveland. Seeing all the best attractions is bound to make you fall in love with Cleveland. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Cleveland short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Cleveland?

Yes, there are holiday rentals in Cleveland close to Peace River Botanical & Sculpture Gardens, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Cleveland?

Expedia has 6 holiday rentals for your stay in Cleveland.

What can I see and do in Cleveland?

Cultural attractions include Peace River Botanical & Sculpture Gardens, whereas Peace River is a spot to enjoy nature. In the wider area, you’ll find Harbor Heights Park and Gilchrist Park.

What are holiday rentals like in Cleveland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cleveland. Holiday rentals feature extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a small group gathering.

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