The Happy Pineapple

2 bedrooms·1½ baths
New Smyrna Beach • Florida

$968.08 USD total for 3 nights

Nov 19 – 22, 2026

Mermaid's Loft

2 bedrooms·2 baths
New Smyrna Beach • Florida

$1,379.10 USD total for 3 nights

Dec 30, 2026 – Jan 2, 2027

Retreat to the Beach

2 bedrooms·2 baths
New Smyrna Beach • Florida

$641.09 USD total for 3 nights

Jan 3 – 6, 2027

Gilligan's Island

3 bedrooms·2 baths
New Smyrna Beach • Florida

$2,468.68 USD total for 3 nights

May 15 – 18, 2027

NSB Cay

3 bedrooms·1 bath
New Smyrna Beach • Florida

$872.44 USD total for 3 nights

Nov 22 – 25, 2026

Sweet Maple

3 bedrooms·2 baths
New Smyrna Beach • Florida

$1,295.08 USD total for 3 nights

Nov 27 – 30, 2026

The Gecko House(Pet Friendly )

3 bedrooms·1½ baths
Ormond Beach • Florida
4.93(42 reviews)

$1,828.13 USD total for 4 nights

Nov 19 – 23, 2026

TopFLR-Oceanfront Bldg, Pool, Parking Views & Gear

1 bedroom·1 bath
Ormond Beach • Florida
5(51 reviews)

$652.80 USD total for 3 nights

Nov 20 – 23, 2026

The Mermaid House Pet Friendly

2 bedrooms·1 bath
Ormond Beach • Florida
5(17 reviews)

$1,137.50 USD total for 4 nights

Nov 19 – 23, 2026

Casa Delmar

1 bedroom·1 bath
New Smyrna Beach • Florida

$573.86 USD total for 3 nights

Nov 19 – 22, 2026

Ocean Breeze

3 bedrooms·3 baths
New Smyrna Beach • Florida

$965.50 USD total for 3 nights

Nov 19 – 22, 2026

The Pelican

2 bedrooms·2 baths
New Smyrna Beach • Florida
4.78(36 reviews)

$2,965.00 USD total for 7 nights

Nov 19 – 26, 2026

Big Surf Beach House

4 bedrooms·2 baths
New Smyrna Beach • Florida

$1,624.67 USD total for 3 nights

Nov 19 – 22, 2026

Endless Summer

2 bedrooms·2 baths
New Smyrna Beach • Florida

$749.65 USD total for 3 nights

Nov 28 – Dec 1, 2026

Island Time & Endless Summer

4 bedrooms·4 baths
New Smyrna Beach • Florida

$1,805.62 USD total for 3 nights

Nov 28 – Dec 1, 2026

Island Time

2 bedrooms·2 baths
New Smyrna Beach • Florida

$809.11 USD total for 3 nights

Nov 19 – 22, 2026

Sandy Toes

2 bedrooms·2 baths
New Smyrna Beach • Florida

$863.39 USD total for 3 nights

Nov 29 – Dec 2, 2026

Starfish Wishes

1 bedroom·1 bath
New Smyrna Beach • Florida
$114 – $171/ night(excl. fees & taxes)

Newly remodeled 2-bed, 2-bath beachside condo

2 bedrooms·2 baths
New Smyrna Beach • Florida
5(1 review)

$752.60 USD total for 3 nights

Nov 19 – 22, 2026

Seaside Hideaway

0 bedrooms·1 bath
New Smyrna Beach • Florida

$480.81 USD total for 3 nights

Nov 19 – 22, 2026

Luna Paradise

0 bedrooms·1 bath
New Smyrna Beach • Florida

$501.49 USD total for 3 nights

Dec 15 – 18, 2026

Beach Bliss

0 bedrooms·1 bath
New Smyrna Beach • Florida

$566.12 USD total for 3 nights

Nov 22 – 25, 2026

Atlantic Adventure

0 bedrooms·1 bath
New Smyrna Beach • Florida

$475.64 USD total for 3 nights

Dec 16 – 19, 2026

Tranquility Shores

0 bedrooms·1 bath
New Smyrna Beach • Florida

$902.17 USD total for 3 nights

Feb 28 – Mar 3, 2027