Live Oak Island Holiday Rentals

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Holiday Rentals in Live Oak Island

1887 Royellou House 3BR 2BA

Mt Dora
10.0 out of 10, Exceptional, (162)
"Myself, my 3 daughters and 2 granddaughters absolutely loved the house! Walking distance to Mount Dora shops. We didn’t use our cars during our 2 night /3 day stay. We loved the history of the house. We would book again! "
United States
Janice H.
1887 Royellou House 3BR 2BA

Historic Tremain Cottages

3.0 star property
Mount Dora
8.4 out of 10, Very good, (32)
"Excellent place to stay Walking distance to historic downtown Maria is a A+ hostess "
United States
Ruben
Historic Tremain Cottages

Alling House

2.5 star property
Orange City
9.0 out of 10, Wonderful, (35)
"Quiet. Comfortable. Relaxing. A really goid trip. D"
United States
Duane
Alling House

Tiny Hidden Cottage

Longwood
9.2 out of 10, Wonderful, (56)
"The house is perfect for my weekend trips to the area and I plan to stay there again if my travels permit. "
United States
Wesley P.
The price is NZ$254
includes taxes & fees
18 Nov - 19 Nov
Tiny Hidden Cottage

Unique "Tiki Hut" vibe in Downtown Mt Dora!!!!

Mount Dora
9.8 out of 10, Exceptional, (15)
"The property was beautiful and made you feel you were far away from anyone else."
United States
Kathy
The price is NZ$428
includes taxes & fees
24 Nov - 25 Nov
Unique "Tiki Hut" vibe in Downtown Mt Dora!!!!

Charming 3-bedroom near Orlando theme parks, downtown and golf courses

Casselberry
10.0 out of 10, Exceptional, (5)
"Clean, well kept place and all that was advertised was available. When I did have a question I received a rapid fire response."
United States
Eber B.
Charming 3-bedroom near Orlando theme parks, downtown and golf courses

Charming 2-bedroom apartment in house with AC, WiFi included

Apopka
10.0 out of 10, Exceptional, (9)
"Was nice cozy little place. Very clean and comfortable with plenty of room for a family of 4. Good size bathroom and muni kitchen area."
United States
Laura
The price is NZ$260
includes taxes & fees
18 Nov - 19 Nov
Charming 2-bedroom apartment in house with AC, WiFi included

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

Lake Helen
9.8 out of 10, Exceptional, (33)
"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.
The price is NZ$263
includes taxes & fees
9 Dec - 10 Dec
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

Beautiful and Sweet House Ready for Your Vacation

Sanford
9.6 out of 10, Exceptional, (15)
"Nice place clean and comfortable"
United States
Jimmy H.
Beautiful and Sweet House Ready for Your Vacation

Charming Mt Dora 2 Bedroom House - 1 mile from Historic Downtown!

Mount Dora
10.0 out of 10, Exceptional, (59)
"All good with this cute little rental and a great town to visit! Thanks Scott!"
United States
Debra G.
Charming Mt Dora 2 Bedroom House - 1 mile from Historic Downtown!

SIZZLIN' SUMMER SALE Great 2 story in Deltona, FL-Close to Beaches, parks.

Deltona Lakes
10.0 out of 10, Exceptional, (64)
"Enjoyed every bit of it thanks"
United States
Guillermo H.
SIZZLIN' SUMMER SALE Great 2 story in Deltona, FL-Close to Beaches, parks.

Adorable Private Tiny Home "The Pink House" in Downtown Mt. Dora!! Pet Friendly

Mount Dora
10.0 out of 10, Exceptional, (67)
"Overall, wonderful place to call home while touring the area. Thank you."
United States
James P.
Adorable Private Tiny Home "The Pink House" in Downtown Mt. Dora!! Pet Friendly

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

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.
The price is NZ$507
includes taxes & fees
1 Dec - 2 Dec
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"

Bella Breeze

2.5 star property
Sanford
9.6 out of 10, Exceptional, (5)
"The place was clean, cozy, and well decorated, and the amenities were wonderful! The hosts have done a great job here."
United States
Courteny
Bella Breeze

Cozy Mount Dora Cottage /Walk Downtown/ Pet Friendly / Fenced Yard

Mount Dora
9.8 out of 10, Exceptional, (40)
"The host was super responsive, kind and generous. The location was perfect for our visit. Will stay there again."
United States
Ann Marie M.
Cozy Mount Dora Cottage /Walk Downtown/ Pet Friendly / Fenced Yard

A Home Where Eclectic Luxury Meets Affordability

Altamonte Springs
9.8 out of 10, Exceptional, (117)
"We have stayed here twice. The house is located in a nice,quiet neighborhood close to restaurants and a mall. The home is tastefully decorated and the backyard is a nice area to spend time complete with twinkling lights. We would stay here again in the future. "
United States
Janet Q.
The price is NZ$828
includes taxes & fees
13 Dec - 14 Dec
A Home Where Eclectic Luxury Meets Affordability

This Mt Dora home is ready for you! Fireplace/Front Porch Swing/Internet

Mt Dora
10.0 out of 10, Exceptional, (65)
"Cozy."
United States
Robert C.
This Mt Dora home is ready for you! Fireplace/Front Porch Swing/Internet

Mayfair Forrest Retreat ! Come and Enjoy our Clean and Spacious home sleeps 18!

Sanford
9.4 out of 10, Exceptional, (26)
"Great place family vacation. "
United States
Eduardo
Mayfair Forrest Retreat ! Come and Enjoy our Clean and Spacious home sleeps 18!

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

Mt Dora
10.0 out of 10, Exceptional, (141)
"Enjoyed the roomy cottage in Mount Dora . A quiet deck with a view of the lake . Cottage was very clean and well appointed . Owners friendly and helpful "
United States
Bridget A.
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood

Florida Vacation with pool fun for families

Casselberry
9.6 out of 10, Exceptional, (37)
"Great communication. Convenient, central location. Exactly as described!"
United States
Stacie J.
The price is NZ$568
includes taxes & fees
20 Nov - 21 Nov
Florida Vacation with pool fun for families
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

Find out more about Live Oak Island

Everything you need to know about Live Oak Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Live Oak Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Live Oak Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Live Oak Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Live Oak Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Live Oak Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Live Oak Island holiday rentals we have selected for you start as low as NZ$254 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Live Oak Island rentals

At Expedia, we put the best Live Oak Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Live Oak Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Live Oak Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Live Oak Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.