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Dec 26 - Dec 28
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Our top choices for Live Oak Island cottages

Front of property
Historic Tremain Cottages

Cottage in Mount Dora

3.0 star property
8.6 out of 10, Excellent, (33)
"Great location!"
United States
Lisa
$186 nightly
The price is $207
Dec 22 - Dec 23
Total with taxes and fees
Historic Tremain Cottages
House (2 Bedrooms) | Exterior
Deltona Lake House, Day Trip to Disney & Universal

Cottage in Deltona Lakes

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!"
United States
Anonymous traveler
$284 nightly
The price is $316
Dec 11 - Dec 12
Total with taxes and fees
Deltona Lake House, Day Trip to Disney & Universal
Exterior
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

Cottage in Lake Helen

9.8 out of 10, Exceptional, (36)
"Love my stay what a wonderful place to get away I didn’t want to leave. It was very clean and had everything you needed for a long stay. Love the porch to have your morning coffee and to start your day Would love to stay again "
United States
Robert & Joy F.
$135 nightly
The price is $149
Dec 12 - Dec 13
Total with taxes and fees
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
1 bedroom, desk, WiFi, bed sheets
The Sanford Foodie Guest House

Cottage in Sanford

8.8 out of 10, Excellent, (13)
"Cozy little place to stay"
United States
Ruth P.
$128 nightly
The price is $141
Dec 14 - Dec 15
Total with taxes and fees
The Sanford Foodie Guest House
Exterior
Incredible Private Lakefront Cottage Retreat

Cottage in Altamonte Springs

10.0 out of 10, Exceptional, (29)
"One of our best stays. "
United States
matthew m.
$357 nightly
The price is $395
Dec 15 - Dec 16
Total with taxes and fees
Incredible Private Lakefront Cottage Retreat
Exterior
Cozy Deltona Stay Fire Pit + Orlando

Cottage in Deltona Lakes

2.0 star property
10.0 out of 10, Exceptional, (1)
"We came down to see family who just had a baby and we were able to book this rental on very short notice. The host was very responsive to all of our questions and very welcoming.The home was exactly what we needed and came at a good price. Everything was clean and the kitchen was stocked with everything we needed. The coffee station was great, as well. The backyard was definitely the centerpiece here. It was very spacious and beautiful. Our kids insisted on eating just about every meal out...
United States
Gregory C.
Cozy Deltona Stay Fire Pit + Orlando
Property grounds
Sweetheart Cottage Near Downtown Lake Mary•Queen Bed, Fire Pit & Private Lanai

Cottage in Lake Mary

10.0 out of 10, Exceptional, (17)
"Great place and exactly as described. "
United States
Kanzeda C.
$218 nightly
The price is $241
Dec 14 - Dec 15
Total with taxes and fees
Sweetheart Cottage Near Downtown Lake Mary•Queen Bed, Fire Pit & Private Lanai
Exterior
The Little Lake Mary Guest House • Warm, Cozy & Inviting

Cottage in Lake Mary

9.8 out of 10, Exceptional, (43)
"Absolutely perfect location! It was truly one of the best places we have stayed at!"
United States
Jaelyn M.
$245 nightly
The price is $272
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Little Lake Mary Guest House • Warm, Cozy & Inviting
Outdoor dining
Birds & Buns Bungalow

Cottage in De Leon Springs

9.6 out of 10, Exceptional, (5)
"Delightful place to stay. My wife and I enjoyed our stay and will be back! Great communication with our host!"
United States
James W.
$130 nightly
The price is $144
Dec 11 - Dec 12
Total with taxes and fees
Birds & Buns Bungalow
Interior
Tiny Hidden Cottage

Cottage in Longwood

9.2 out of 10, Wonderful, (58)
"Check in process and house were both great. "
United States
Marc H.
$131 nightly
The price is $144
Dec 15 - Dec 16
Total with taxes and fees
Tiny Hidden Cottage
Property grounds
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"

Cottage in Mount Dora

10.0 out of 10, Exceptional, (5)
"The cottage was conveniently located near d'town. Comfortable, clean and well-stocked. "
United States
Jayne K.
$257 nightly
The price is $282
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
Fridge, microwave, oven, stovetop
Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,

Cottage in Altamonte Springs

8.6 out of 10, Excellent, (17)
"Lots of room to spend time with family and friends. Great location, easy to move around Orlando from here."
United States
Rachael C.
$280 nightly
The price is $310
Dec 22 - Dec 23
Total with taxes and fees
Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,
Front of property
Mount Dora Cottages

Cottage in Mount Dora

3.0 star property
9.4 out of 10, Exceptional, (210)
"Great location! Less than a block from everything. Private. Comfortable. Well stay there again for sure! "
United States
Virginia
$237 nightly
The price is $263
Dec 11 - Dec 12
Total with taxes and fees
Mount Dora Cottages
Fridge, microwave, oven, dishwasher
Beautiful Historic Cottage, Nantucket

Cottage in Mount Dora

9.8 out of 10, Exceptional, (6)
"It suited our needs perfectly"
United States
Lorraine O.
$221 nightly
The price is $243
Dec 15 - Dec 16
Total with taxes and fees
Beautiful Historic Cottage, Nantucket
Exterior
The Beauclair * 3 min walk to Downtown Mt. Dora!!

Cottage in Mt Dora

10.0 out of 10, Exceptional, (50)
"Nice place, near downtown, walkable, away from noise roads. Easy parking. I recommend "
United States
antonio
$270 nightly
The price is $296
Dec 15 - Dec 16
Total with taxes and fees
The Beauclair * 3 min walk to Downtown Mt. Dora!!
Terrace/patio
Beautiful Historic Cottage, The Garden

Cottage in Mount Dora

10.0 out of 10, Exceptional, (14)
"Nice and quiet place to stay."
United States
Mark
$284 nightly
The price is $312
Dec 15 - Dec 16
Total with taxes and fees
Beautiful Historic Cottage, The Garden
Exterior
Fenced in Backyard! Close to DT Mount Dora! King Bed + Golf Cart Rental!

Cottage in Mount Dora

$426 nightly
The price is $468
Dec 14 - Dec 15
Total with taxes and fees
Fenced in Backyard! Close to DT Mount Dora! King Bed + Golf Cart Rental!
Fridge, microwave, oven, stovetop
Beautiful Historic Cottage, Rendezvous

Cottage in Mount Dora

9.4 out of 10, Exceptional, (16)
"This property is the perfect location for walking downtown shops and dining! "
United States
Julie
$221 nightly
The price is $243
Dec 11 - Dec 12
Total with taxes and fees
Beautiful Historic Cottage, Rendezvous
Exterior
The Carlton* 3 min walk to Downtown Mt. Dora!!

Cottage in Mt Dora

10.0 out of 10, Exceptional, (71)
"Location was perfect. The place was very clean. I enjoyed my stay. I would definitely recommend your Vrbo. "
United States
Kate M.
$244 nightly
The price is $268
Dec 11 - Dec 12
Total with taxes and fees
The Carlton* 3 min walk to Downtown Mt. Dora!!
Exterior
The Ingram * 3 min walk to Downtown Mt. Dora!!

Cottage in Mt Dora

9.8 out of 10, Exceptional, (49)
"Perfect location and a great little house. Would definitely recommend and look forward to a future stay!"
United States
Donald A.
$507 nightly
The price is $556
Dec 26 - Dec 27
Total with taxes and fees
The Ingram * 3 min walk to Downtown Mt. Dora!!
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 Garden Inn Lake Mary

Hilton Garden Inn Lake Mary

10/10 Excellent
"The room was very clean. The staff as always was very courteous and helpful. My only complaint was I was given a accessible room which I did not need and it made sleeping very uncomfortable."
Patricia 2-night trip
Posted 1 day ago
Hilton Garden Inn Lake Mary

Find out more about Live Oak Island

Live Oak Island Cottages information

Number of reviews
657
Accommodation
97 Cottages
Lowest Price
$141
Highest Price
$556

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