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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Browse Select Live Oak Island Cottages

The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
Welcome to this charming home, featuring a cozy porch with string lights and a beautifully maintained lawn.

The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

9.8 out of 10, Exceptional, (30)
"This location was perfect! Quiet yet close to where we wanted to go. Our hostess was amazing and the place beautiful. Check in was easy! We will be back!"
The price is £108
includes taxes & fees
5 Aug - 6 Aug
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
Tiny Hidden Cottage
Enjoy a meal with a view from this kitchen, featuring a large window and a potted plant.

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (48)
"Host provided eggs from chickens that roost on the property - nice extra!"
The price is £112
includes taxes & fees
6 Aug - 7 Aug
Tiny Hidden Cottage
Cozy Cottage 3 blocks from town
Stroll through the charming streets of this vibrant commercial area, lined with traditional storefronts and palm trees.

Cozy Cottage 3 blocks from town

10.0 out of 10, Exceptional, (33)
"Cute and more than sufficient for a few day stay in beautiful Mount Dora-Loved the quaint town and Debbie was a great host"
Cozy Cottage 3 blocks from town
Easy walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath, POOL
Relax in this inviting outdoor space with a sofa, chairs, and glass-top table.

Easy walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath, POOL

9.6 out of 10, Exceptional, (25)
"The convenient location, clean property and fair cost made our stay! "
Easy walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath, POOL
Historic Tremain Cottages
Stroll through the charming front yard, surrounded by lush greenery and a white picket fence, to the inviting porch area.

Historic Tremain Cottages

3.0 star property
8.4 out of 10, Very good, (31)
"Great location!"
Historic Tremain Cottages
Mount Dora Cottages
Charming single-story home with a gabled roof and inviting front porch.

Mount Dora Cottages

3.0 star property
9.4 out of 10, Exceptional, (208)
"Our family loved this place and the neighborhood is perfect for a quiet afternoon. "
The price is £156
includes taxes & fees
5 Aug - 6 Aug
Mount Dora Cottages
Oaktree Cottage in Mount Dora Historic District
Stunning single-story building with a front door, glass panel, and small porch area.

Oaktree Cottage in Mount Dora Historic District

9.8 out of 10, Exceptional, (9)
"Tastefully decorated and well equipped rental. Convenient walk to downtown "
Oaktree Cottage in Mount Dora Historic District
Birds & Buns Bungalow
Outdoor dining

Birds & Buns Bungalow

10.0 out of 10, Exceptional, (2)
"This was such a great little find for our family of 4! The girls absolutely loved getting to feed the chickens and hold the bunnies. It was clean and super close to the springs and the cute downtown area in deland for shopping and restaurants."
The price is £111
includes taxes & fees
8 Aug - 9 Aug
Birds & Buns Bungalow
Labor Day Getaway!! Guest House with Private pool & WiFi
Welcome to a charming single-story home with a red door, surrounded by lush greenery and a wooden fence.

Labor Day Getaway!! Guest House with Private pool & WiFi

9.8 out of 10, Exceptional, (38)
"Wonderful stay. This is my second time here and love the accommodations and location. Very quiet. "
The price is £190
includes taxes & fees
10 Aug - 11 Aug
Labor Day Getaway!! Guest House with Private pool & WiFi
The Ingram * 3 min walk to Downtown Mt. Dora!!
Situated on a well-maintained lawn, this charming house features a front porch with two chairs and a small table.

The Ingram * 3 min walk to Downtown Mt. Dora!!

9.8 out of 10, Exceptional, (43)
"Excellent, had a great time. Had everything u could need. "
The Ingram * 3 min walk to Downtown Mt. Dora!!
"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!
Relax in this stylish living room with a comfortable sofa, coffee table, and side table, perfect for unwinding.

"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!

10.0 out of 10, Exceptional, (111)
"This was absolutely the most unique, creative and fun place we have ever stayed!"
"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!
Cozy Private Home @ Blue Moon Cottage in Historic Deland, Fl.
Stylish single-story home with a gabled roof and attached garage.

Cozy Private Home @ Blue Moon Cottage in Historic Deland, Fl.

9.8 out of 10, Exceptional, (45)
"Great check-in, nice location close to vibrant downtown DeLand, clean and well-provisioned cottage. "
Cozy Private Home @ Blue Moon Cottage in Historic Deland, Fl.
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
Property grounds

Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"

10.0 out of 10, Exceptional, (3)
"The cottage was conveniently located near d'town. Comfortable, clean and well-stocked. "
The price is £165
includes taxes & fees
5 Aug - 6 Aug
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
Family Time! This Cute Cottage is waiting you for a unique experience!
Enjoy a home away from home on this charming single-story house with a cozy front porch and beautifully manicured lawn.

Family Time! This Cute Cottage is waiting you for a unique experience!

9.8 out of 10, Exceptional, (76)
"We came down to meet friends at Leesburg Bike Fest who were renting a different VRBO down the street!Cottage was exactly as the photos show. Great location for the bike fest. Lots to do nearby.Maribel had a bottle of wine for us and was AMAZING at communicating before, during and after our stay!We arrived late at night, but she had lights on for us, so getting in was very easy! She allowed us to put our motorcycle trailer in the backyard and were able to put the bikes in the front yard with...
Family Time! This Cute Cottage is waiting you for a unique experience!
The Pink Door Cottage-Historic Sanford
Relax in this charming gazebo with a dining table and comfortable seating.

The Pink Door Cottage-Historic Sanford

9.8 out of 10, Exceptional, (17)
"Fully equipped with everything one could need whilst staying here."
The Pink Door Cottage-Historic Sanford
ADorable Downtown Mount Dora Cottage with Fenced Yard for your pet
Traditional home with a charming front porch and lush surroundings.

ADorable Downtown Mount Dora Cottage with Fenced Yard for your pet

9.8 out of 10, Exceptional, (35)
"Great location. "
ADorable Downtown Mount Dora Cottage with Fenced Yard for your pet
The Beauclair * 3 min walk to Downtown Mt. Dora!!
Stunning two-story home with a covered entryway and balcony, surrounded by a beautifully manicured lawn.

The Beauclair * 3 min walk to Downtown Mt. Dora!!

10.0 out of 10, Exceptional, (50)
"Nice place, near downtown, walkable, away from noise roads. Easy parking. I recommend "
The Beauclair * 3 min walk to Downtown Mt. Dora!!
“1933” Sleeps 6, King Beds, Spacious, 5 min walk to downtown Mt. Dora
Enjoy cooking in this well-equipped kitchen with a sink, toaster, and dishwasher.

“1933” Sleeps 6, King Beds, Spacious, 5 min walk to downtown Mt. Dora

9.6 out of 10, Exceptional, (10)
"Very nice—comfy and had everything we needed. Loved the decor!"
“1933” Sleeps 6, King Beds, Spacious, 5 min walk to downtown Mt. Dora
Deltona Lake House, Day Trip to Disney & Universal
House (2 Bedrooms) | Front of property

Deltona Lake House, Day Trip to Disney & Universal

3.0 star property
10.0 out of 10, Exceptional, (3)
"This house was perfect! Very spacious, clean, and felt like a very safe neighborhood for a few women traveling. The ONLY improvements I would suggest would be having more towels, and extra blankets available for guests. And I would replace the pull out couch mattress as it was very uncomfortable. Still a 10/10 overall!"
Deltona Lake House, Day Trip to Disney & Universal
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
Charming single-story home with a front porch and lush green surroundings.

High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood

10.0 out of 10, Exceptional, (139)
"Great stay. Very clean and comfortable!!! Would definitely recommend."
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
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.
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Top Live Oak Island Hotel Reviews

Hilton Orlando/Altamonte Springs

Hilton Orlando/Altamonte Springs

10/10 Excellent
"Great"
Jeff 3-night trip
Posted 1 day ago
Hilton Orlando/Altamonte Springs