Live Oak Island Vacation Rentals

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Our top choices for Live Oak Island vacation rentals

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
$150 nightly
The price is $168
Nov 12 - Nov 13
Total with taxes and fees
Bella Breeze

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
$148 nightly
The price is $166
Nov 22 - Nov 23
Total with taxes and fees
The Jazz Loft

3. 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 11 - Nov 12
Total with taxes and fees
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

4. Boho Nights

Boho Nights
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Nicholas
$150 nightly
The price is $168
Dec 4 - Dec 5
Total with taxes and fees
Boho Nights

5. 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 11 - Nov 12
Total with taxes and fees
Mira Bella South - 1BR Tiny Home in Lake Helen

6. 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 11 - Nov 12
Total with taxes and fees
A Cozy & Charming 2 bedroom Apartment in Historic Downtown Deland.

7. Private Balcony Suite with Fountain Views and Rain Shower

Private Balcony Suite with Fountain Views and Rain Shower
Downtown DeLand Historic District
10.0 out of 10, Exceptional, (1 review)
"We were pleasantly surprised at how roomy the property was… also beautifully decirated and comfy. Set in the cutest little courtyard and so close to walk to downtown. Would definitely stay here again!"
United States
Jenny P.
$179 nightly
The price is $199
Nov 11 - Nov 12
Total with taxes and fees
Private Balcony Suite with Fountain Views and Rain Shower

8. 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
$215 nightly
The price is $241
Nov 15 - Nov 16
Total with taxes and fees
The Front Porch

9. This 3 bedroom, 2 bath home in Orange City offers both comfort and convenience.

This 3 bedroom, 2 bath home in Orange City offers both comfort and convenience.
Orange City
10.0 out of 10, Exceptional, (2 reviews)
"I absolutely was delighted with my stay!Traveled for a business trip & I couldn't have been more satisfied with the consistent communication, the cleanliness of the home, in addition to how comfortable I was, as it literally felt like a home away from home.I usually don't leave reviews, but this stay was worth reviewing given how seamless things were!"
United States
Shar S.
$335 nightly
The price is $374
Nov 16 - Nov 17
Total with taxes and fees
This 3 bedroom, 2 bath home in Orange City offers both comfort and convenience.

10. 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
$162 nightly
The price is $173
Nov 15 - Nov 16
Total with taxes and fees
The Blue Aztec

11. 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 12 - Nov 13
Total with taxes and fees
A Backyard Oasis Worth Finding • Close to Downtown Sanford

12. Timekeepers Haven a 1BR Apartment near Stetson in the Heart of DeLand

Timekeepers Haven a 1BR Apartment near Stetson in the Heart of DeLand
DeLand
10.0 out of 10, Exceptional, (1 review)
"Communication with the host was great, the place was spotless. We were close to downtown restaurants. "
United States
Mike P.
$129 nightly
The price is $144
Nov 11 - Nov 12
Total with taxes and fees
Timekeepers Haven a 1BR Apartment near Stetson in the Heart of DeLand

13. 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.
$311 nightly
The price is $322
Nov 18 - Nov 19
Total with taxes and fees
Backyard BBQ home - Blue Spring to Daytona

14. The Studio at Casa Cascada. A ground floor studio suite in a stunning oasis

The Studio at Casa Cascada. A ground floor studio suite in a stunning oasis
Downtown DeLand Historic District
10.0 out of 10, Exceptional, (29 reviews)
"Beautiful and tranquil, quite the private getaway"
United States
tammy c.
$173 nightly
The price is $193
Nov 15 - Nov 16
Total with taxes and fees
The Studio at Casa Cascada. A ground floor studio suite in a stunning oasis

15. Charming 2-bedroom house in DeBary with AC- Close to highway andhiking Trail

Charming 2-bedroom house in DeBary with AC- Close to highway andhiking Trail
Plantation Estates
10.0 out of 10, Exceptional, (3 reviews)
"Loved staying at this place! Cute home and the renters gave us some great ideas."
United States
Maria K.
$251 nightly
The price is $280
Nov 11 - Nov 12
Total with taxes and fees
Charming 2-bedroom house in DeBary with AC- Close to highway andhiking Trail

16. Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (44 reviews)
"Lovely stay in Mount Dora, perfect location, clean and quiet. Would definitely stay again."
United States
Charlotte
$214 nightly
The price is $237
Nov 11 - Nov 12
Total with taxes and fees
Historic Tremain Cottages

17. 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, (9 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 12 - Nov 13
Total with taxes and fees
Modern Private Suite w/Dedicated Entrance-Minutes to Boombah Sports, SFB & MCO

18. Home Sweet Home

Home Sweet Home
Sanford
9.4 out of 10, Exceptional, (33 reviews)
"Second time to stay at property and it was ideal. Clean, comfortable and easy"
United States
Aimee B.
$269 nightly
The price is $298
Nov 17 - Nov 18
Total with taxes and fees
Home Sweet Home

19. Stylish 2BR Downtown DeLand • Outdoor Fire Pit & Relaxed Vibes

Stylish 2BR Downtown DeLand • Outdoor Fire Pit & Relaxed Vibes
Downtown DeLand Historic District
9.4 out of 10, Exceptional, (15 reviews)
"Great location for our needs and comfortable. "
United States
Michelle M.
$226 nightly
The price is $252
Nov 11 - Nov 12
Total with taxes and fees
Stylish 2BR Downtown DeLand • Outdoor Fire Pit & Relaxed Vibes

20. 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
$162 nightly
The price is $173
Nov 11 - Nov 12
Total with taxes and fees
The Mellow Yellow
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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