Live Oak Island Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Live Oak Island vacation rentals

A modern kitchen with a marble countertop, gold faucets, and a large window.

1. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.8 out of 10, Exceptional, (23 reviews)
"The location was perfect, can walk to restaurants easily. Unit was very clean and nicely designed, would stay again"
United States
Sara
$149 nightly
The price is $167
Nov 23 - Nov 24
Total with taxes and fees
Bella Breeze
A backyard with a hammock, outdoor seating, and string lights.

2. The Jazz Loft

The Jazz Loft
3.0 star property
Downtown Sanford
8.8 out of 10, Excellent, (10 reviews)
"The loft bed was a little difficult so we ended up sleeping on the pullout couch bed instead. 4th Street Live was cool."
United States
Kelly
$135 nightly
The price is $151
Nov 22 - Nov 23
Total with taxes and fees
The Jazz Loft
A vibrant living room with a teal sofa, a wooden chair, and a coffee table.

3. Boho Nights

Boho Nights
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Nicholas
$137 nightly
The price is $154
Nov 23 - Nov 24
Total with taxes and fees
Boho Nights
A small house with a porch, a red door, and potted plants.

4. 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, (44 reviews)
"My stay was convenient and easy. The place was clean. I will stay again!"
United States
Stacy S.
$118 nightly
The price is $131
Nov 16 - Nov 17
Total with taxes and fees
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
A compact living space with a kitchenette, a dining area, and a seating area with a couch and chairs.

5. The Blue Aztec

The Blue Aztec
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (14 reviews)
"Great location! Great Dining! "
United States
Lisa
$210 nightly
The price is $235
Nov 22 - Nov 23
Total with taxes and fees
The Blue Aztec
A modern kitchen with a built-in oven, a coffee maker, and a sink. There is a gray sofa and a small table in the living area.

6. Mira Bella South - 1BR Tiny Home in Lake Helen

Mira Bella South - 1BR Tiny Home in Lake Helen
Lake Helen
10.0 out of 10, Exceptional, (12 reviews)
"Amazing place. Great fishing! Amenities were awesome. Close drive to town. We will return."
United States
John C.
$158 nightly
The price is $176
Nov 30 - Dec 1
Total with taxes and fees
Mira Bella South - 1BR Tiny Home in Lake Helen
A modern living room with a grey sofa, two armchairs, a coffee table, and a small side table with a lamp. There is a brick fireplace, a kitchen area with a countertop and cabinets, and a large window with blinds.

7. The Front Porch

The Front Porch
3.0 star property
Downtown Sanford
9.2 out of 10, Wonderful, (5 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
$195 nightly
The price is $218
Nov 15 - Nov 16
Total with taxes and fees
The Front Porch
A doorway with a metal gate leading outside, a wooden bench, and a door with windows.

8. Welcome to your peaceful Oasis in DeLand! Our property offers a relaxing stay!

Welcome to your peaceful Oasis in DeLand! Our property offers a relaxing stay!
DeLand
10.0 out of 10, Exceptional, (1 review)
"The host made everything so easy and welcoming, which made our stay feel comfortable from the moment we arrived. The room is small, but it has all the essentials you need for a pleasant stay. The entire property is exceptionally clean and beautifully decorated with lots of gorgeous plants. Overall, we had a wonderful experience and would absolutely recommend it. Definitely a 10/10!"
United States
Jadyn C.
$124 nightly
The price is $138
Nov 15 - Nov 16
Total with taxes and fees
Welcome to your peaceful Oasis in DeLand! Our property offers a relaxing stay!
A fire pit with chairs around it, under a covered area with string lights.

9. A Backyard Oasis Worth Finding • Close to Downtown Sanford

A Backyard Oasis Worth Finding • Close to Downtown Sanford
Sanford
10.0 out of 10, Exceptional, (10 reviews)
"Great cozy cute spot. Would stay again. Host was super responsive. Highly recommended."
United States
Blake
$186 nightly
The price is $206
Nov 16 - Nov 17
Total with taxes and fees
A Backyard Oasis Worth Finding • Close to Downtown Sanford
A modern kitchen with white cabinets, a granite countertop, and a blue door with a view of greenery.

10. Backyard BBQ home - Blue Spring to Daytona

Backyard BBQ home - Blue Spring to Daytona
Orange City
9.6 out of 10, Exceptional, (7 reviews)
"Great host, clean and comfortable house, quiet neighborhood. "
United States
Russ B.
$284 nightly
The price is $293
Nov 17 - Nov 18
Total with taxes and fees
Backyard BBQ home - Blue Spring to Daytona
A bus interior with a bed, a window, and a door.

11. RV Oasis in Charming Downtown Deland

RV Oasis in Charming Downtown Deland
DeLand
10.0 out of 10, Exceptional, (1 review)
"Some lights in the RV wasn't working properly bathroom and second bedroom"
United States
Wave Riders F.
$127 nightly
The price is $141
Nov 26 - Nov 27
Total with taxes and fees
RV Oasis in Charming Downtown Deland
Melow2

12. The Mellow Yellow

The Mellow Yellow
Downtown Sanford
8.6 out of 10, Excellent, (7 reviews)
"We had a great stay, love the location, walkable to everything in Sanford we wanted to do. We would definitely stay there again. It’s cozy, but has everything for 2 people. "
United States
Wendy
$163 nightly
The price is $174
Nov 17 - Nov 18
Total with taxes and fees
The Mellow Yellow
A living room with a blue sofa, two round wooden tables, and a dining area with wooden chairs.

13. A Cozy & Charming 2 bedroom Apartment in Historic Downtown Deland.

A Cozy & Charming 2 bedroom Apartment in Historic Downtown Deland.
DeLand
9.8 out of 10, Exceptional, (6 reviews)
"So clean and comfortable beds! "
United States
Heidi V.
$157 nightly
The price is $175
Nov 15 - Nov 16
Total with taxes and fees
A Cozy & Charming 2 bedroom Apartment in Historic Downtown Deland.
A small, single-story building with a brick pathway leading to the entrance.

14. Birds & Buns Bungalow

Birds & Buns Bungalow
De Leon Springs
9.4 out of 10, Exceptional, (15 reviews)
"Amazing place great atmosphere highly recommended!"
United States
Sebastian R.
$119 nightly
The price is $133
Nov 15 - Nov 16
Total with taxes and fees
Birds & Buns Bungalow
A modern bedroom with a bed, bedside tables, a bench, and a ceiling fan.

15. Serenity @ Court

Serenity @ Court
Sanford
9.8 out of 10, Exceptional, (17 reviews)
"The stay was very pleasurable. We plan to stay here again soon."
United States
William W.
$171 nightly
The price is $190
Nov 15 - Nov 16
Total with taxes and fees
Serenity @ Court
A compact kitchen with a built-in sink, a countertop, and a grey cabinet. There is a sofa with a cushion and a small table in the adjacent living area.

16. The Mellow Yellow

The Mellow Yellow
3.0 star property
Downtown Sanford
6.0 out of 10, (3 reviews)
"Owners had over booked this property, but proactively reached out and moved me to like property, BoHo Nights. Very nice place. Easy walk to downtown Sanford. Coffee options provided were appreciated."
United States
Gary
$217 nightly
The price is $243
Nov 17 - Nov 18
Total with taxes and fees
The Mellow Yellow
IMG 8991

17. The Blue Aztec

The Blue Aztec
Downtown Sanford
10.0 out of 10, Exceptional, (17 reviews)
"Everything was incredible and the owners were extremely helpful and accommodating! Would stay here again 100%!"
United States
Kael
$161 nightly
The price is $172
Nov 19 - Nov 20
Total with taxes and fees
The Blue Aztec
A modern kitchen with stainless steel appliances, white cabinetry, and a large window providing natural light.

18. Mount Dora Escape • Private Acre & Boat Parking - Vista Vibes

Mount Dora Escape • Private Acre & Boat Parking - Vista Vibes
Mount Dora
10.0 out of 10, Exceptional, (5 reviews)
"Great comfortable place! Clean, nicely appointed and great location for Mt Dora downtown, Rennigers, and Kings Landing."
United States
Debbie T.
$228 nightly
The price is $251
Nov 15 - Nov 16
Total with taxes and fees
Mount Dora Escape • Private Acre & Boat Parking - Vista Vibes
A compact kitchen with a refrigerator, stove, and sink. There is a dining area with a table and chairs, and a ceiling fan.

19. Cozy Cottage • Close to Springs + Ocala Forest + Bike Trail • Firepit

Cozy Cottage • Close to Springs + Ocala Forest + Bike Trail • Firepit
Altoona
10.0 out of 10, Exceptional, (13 reviews)
"Excellent gateway to the national forest"
United States
Michael H.
$217 nightly
The price is $240
Nov 16 - Nov 17
Total with taxes and fees
Cozy Cottage • Close to Springs + Ocala Forest + Bike Trail • Firepit
A compact workspace with a laptop, a desk lamp, a notebook, and a cup.

20. Modern Private Suite w/Dedicated Entrance-Minutes to Boombah Sports, SFB & MCO

Modern Private Suite w/Dedicated Entrance-Minutes to Boombah Sports, SFB & MCO
Sanford
9.8 out of 10, Exceptional, (10 reviews)
"Perfect spot for a quick night after your flight into Sanford. Close to the airport, clean accommodations in a quiet neighborhood. Couldn’t ask for more!"
United States
Julia F.
$119 nightly
The price is $132
Nov 15 - Nov 16
Total with taxes and fees
Modern Private Suite w/Dedicated Entrance-Minutes to Boombah Sports, SFB & MCO
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

An outdoor dining area with yellow chairs and tables, string lights, and a fire feature.
Home2 Suites By Hilton Lake Mary Orlando

Home2 Suites By Hilton Lake Mary Orlando

Home2 Suites By Hilton Lake Mary Orlando
Lake Mary

10/10 Excellent

Really good staying
United States
Mauricio
Reviewed April 20, 2025
Home2 Suites By Hilton Lake Mary Orlando

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