Holiday Rentals in Live Oak Island

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Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Holiday Rentals in Live Oak Island

Dining
1887 Royellou House 3BR 2BA

1887 Royellou House 3BR 2BA

Mt Dora
10.0 out of 10, Exceptional, (162)
"Awesome historical house in a great location. "
United States
K K.
1887 Royellou House 3BR 2BA
Front of property
Historic Tremain Cottages

Historic Tremain Cottages

3.0 star property
Mount Dora
8.4 out of 10, Very good, (32)
"Great location!"
United States
Lisa
Historic Tremain Cottages
Front of property
Alling House

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
Interior
Tiny Hidden Cottage

Tiny Hidden Cottage

Longwood
9.2 out of 10, Wonderful, (56)
"Check in process and house were both great. "
United States
Marc H.
The price is €128
includes taxes & fees
18 Nov - 19 Nov
Tiny Hidden Cottage
Microwave, oven, stovetop, dishwasher
Charming 3-bedroom near Orlando theme parks, downtown and golf courses

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

Casselberry
10.0 out of 10, Exceptional, (5)
"Our stay was excellent! The host was extremely responsive and helpful with anything we needed. The house was in great condition and made for a very comfortable experience."
United States
Luis Z.
Charming 3-bedroom near Orlando theme parks, downtown and golf courses
Interior
Charming 2-bedroom apartment in house with AC, WiFi included

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

Apopka
10.0 out of 10, Exceptional, (9)
"It was quiet, clean and had snacks and drinks for us."
United States
Lori
The price is €131
includes taxes & fees
21 Nov - 22 Nov
Charming 2-bedroom apartment in house with AC, WiFi included
Fridge, microwave, oven, stovetop
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

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

Lake Helen
9.8 out of 10, Exceptional, (34)
"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 €133
includes taxes & fees
9 Dec - 10 Dec
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
Smart TV
Adorable Private Tiny Home "The Pink House" in Downtown Mt. Dora!! Pet Friendly

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

Mount Dora
10.0 out of 10, Exceptional, (67)
"Just as described the Pink House is as adorable as it looks "
United States
Robin C.
Adorable Private Tiny Home "The Pink House" in Downtown Mt. Dora!! Pet Friendly
Fridge, microwave, oven, stovetop
Beautiful and Sweet House Ready for Your Vacation

Beautiful and Sweet House Ready for Your Vacation

Sanford
9.6 out of 10, Exceptional, (15)
"This is one of the cleanest and best renovated houses my family has stayed at for vrbo's. Kitchen was very well done, all appliances were new and up to date. Whole house was tastefully decorated, master bathroom has a beautiful mirror. The living room couch was very comfortable, stacked washer and dryer set was handy, and air conditioning was very comfortable. Overall a great stay!"
United States
Matt R.
Beautiful and Sweet House Ready for Your Vacation
Property grounds
Charming Mt Dora 2 Bedroom House - 1 mile from Historic Downtown!

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

Mount Dora
10.0 out of 10, Exceptional, (59)
"We rented the house for a long weekend. The house came stocked with everything we needed, it was within walking distance to great restaurants and was clean with comfortable beds!"
United States
Amy A.
Charming Mt Dora 2 Bedroom House - 1 mile from Historic Downtown!
Outdoor dining
SIZZLIN' SUMMER SALE Great 2 story in Deltona, FL-Close to Beaches, parks.

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

Deltona Lakes
10.0 out of 10, Exceptional, (64)
"This property has everything we needed. We loved that we were able to cook dinners for our big family. My husband loved that the master bedroom has its own thermostat (he gets very hot at night.) Tons of towels and bedding sheets. We loved our stay! Thank you so much!"
United States
ALEXIS C.
SIZZLIN' SUMMER SALE Great 2 story in Deltona, FL-Close to Beaches, parks.
Mini-fridge, microwave, cookware/dishes/utensils
Bella Breeze

Bella Breeze

2.5 star property
Sanford
9.6 out of 10, Exceptional, (5)
"Cute little place within walking distance to downtown "
United States
Robyn
Bella Breeze
Pool
Mayfair Forrest Retreat ! Come and Enjoy our Clean and Spacious home sleeps 18!

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

Sanford
9.4 out of 10, Exceptional, (26)
"Beautiful place, nice pool, the Scouts loved the game room! "
United States
Leslie A.
Mayfair Forrest Retreat ! Come and Enjoy our Clean and Spacious home sleeps 18!
Interior
A Home Where Eclectic Luxury Meets Affordability

A Home Where Eclectic Luxury Meets Affordability

Altamonte Springs
9.8 out of 10, Exceptional, (117)
"Our family stayed at this very beautiful home while we were in that area to attend our son's UCF graduation. The house gave us everything we needed to host a small, intimate dinner party for his immediate friends and family. Very clean, well-supplied kitchen, tasteful decor. Alexis was very responsive to our needs. Would definitely stay there again."
United States
Kirk L.
The price is €414
includes taxes & fees
13 Dec - 14 Dec
A Home Where Eclectic Luxury Meets Affordability
Dining
This Mt Dora home is ready for you! Fireplace/Front Porch Swing/Internet

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

Mt Dora
10.0 out of 10, Exceptional, (65)
"Excellent place to stay . Provided much more than expected . Would definitely stay here again ."
United States
Polly B.
This Mt Dora home is ready for you! Fireplace/Front Porch Swing/Internet
Exterior
Cozy 2 bedroom water view retreat nestled in the heart of downtown Mount Dora.

Cozy 2 bedroom water view retreat nestled in the heart of downtown Mount Dora.

Mount Dora
9.8 out of 10, Exceptional, (16)
"Beautiful and clean rental in a great location. "
United States
Brittany B.
Cozy 2 bedroom water view retreat nestled in the heart of downtown Mount Dora.
Dining
Cozy Mount Dora Cottage /Walk Downtown/ Pet Friendly / Fenced Yard

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

Mount Dora
9.8 out of 10, Exceptional, (40)
"Great location. "
United States
Todd G.
Cozy Mount Dora Cottage /Walk Downtown/ Pet Friendly / Fenced Yard
TV, books
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood

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

Mt Dora
10.0 out of 10, Exceptional, (141)
"Everything was stellar!! Loved Mt Dora!! Loved the location. "
United States
Deanne M.
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
Fridge, microwave, oven, stovetop
Home Sweet Home

Home Sweet Home

Sanford
9.6 out of 10, Exceptional, (21)
"The house was perfect. Great size, 15 minutes from ballpark and 15 minutes from downtown. The owners were wonderful and very prompt to reply. Would absolutely stay again at this property "
United States
Aimee B.
The price is €267
includes taxes & fees
18 Nov - 19 Nov
Home Sweet Home
Smart TV
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"

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 €255
includes taxes & fees
1 Dec - 2 Dec
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
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

Embassy Suites by Hilton Orlando North

Embassy Suites by Hilton Orlando North

10/10 Excellent
"Great hotel; rooms are spacious."
ERIC 2-night trip
Posted 22 hours ago
Embassy Suites by Hilton Orlando North

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, apart-hotels, 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 €128 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.