Condo
10.0(190 Reviews)
1 Bedroom
4 Guests
Oceanfront
Parking
Pool
Ocean View
US $231/Night
7 Nights - US $1,618
New Smyrna Beach Winter Rentals & Holiday Homes
Discover winter rentals New Smyrna Beach - We found 1962 exact matches
- Up-front pricing
- No markup
- Trusted partners
Compare Winter Rental in New Smyrna Beach
10.0
House
10.0(3 Reviews)
3 Bedrooms
6 Guests
Hot Tub- Parking
- Pool
Internet
US $330/Night
7 Nights - US $2,310
Bed & Breakfast
9.8(374 Reviews)
1 Bedroom
Breakfast- Parking
- Pool
Balcony/Terrace
US $235/Night
7 Nights - US $1,646
Condo
10.0(142 Reviews)
2 Bedrooms
5 Guests
Private Pool- Parking
- Pool
- Ocean View
US $319/Night
7 Nights - US $2,233
Apartment
10.0(3 Reviews)
2 Bedrooms
5 Guests
- Hot Tub
- Parking
- Pool
View
US $259/Night
7 Nights - US $1,810
Condo
10.0(129 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $222/Night
7 Nights - US $1,556
Apartment
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
Spa
US $290/Night
7 Nights - US $2,027
Condo
10.0(128 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $492/Night
7 Nights - US $3,442
House
10.0(2 Reviews)
3 Bedrooms
6 Guests
Private Beach- Oceanfront
- Hot Tub
- Parking
US $256/Night
7 Nights - US $1,790
Condo
10.0(128 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $229/Night
7 Nights - US $1,602
Apartment
10.0(2 Reviews)
3 Bedrooms
7 Guests
- Hot Tub
- Parking
- Pool
- Spa
US $173/Night
7 Nights - US $1,211
Condo
10.0(120 Reviews)
2 Bedrooms
7 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $439/Night
7 Nights - US $3,076
US $824/Night
7 Nights - US $5,766
Condo
10.0(117 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $307/Night
7 Nights - US $2,147
Condo
10.0(114 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $167/Night
7 Nights - US $1,166
Condo
10.0(100 Reviews)
2 Bedrooms
5 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $189/Night
7 Nights - US $1,323
Condo
10.0(95 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $214/Night
7 Nights - US $1,499
Condo
10.0(89 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $398/Night
7 Nights - US $2,784
Condo
10.0(88 Reviews)
1 Bedroom
3 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $240/Night
7 Nights - US $1,679
Condo
10.0(76 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $228/Night
7 Nights - US $1,597
Condo
10.0(75 Reviews)
2 Bedrooms
5 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $358/Night
7 Nights - US $2,503
Condo
10.0(73 Reviews)
1 Bedroom
4 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $178/Night
7 Nights - US $1,244
Condo
10.0(70 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $316/Night
7 Nights - US $2,215
Condo
10.0(67 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $442/Night
7 Nights - US $3,097
About New Smyrna Beach Winter Rental on Casai.com
Craving a winter escape in the enchanting locales of the Mediterranean or the Caribbean? Explore 1962 accommodations for your upcoming winter getaway, whether you're dreaming of azure waters and sun-kissed beaches or charming coastal towns.
At Casai, we present a diverse array of listings for holiday homes and villas nestled in the picturesque landscapes of the Mediterranean and the Caribbean. From luxurious villas overlooking crystal-clear waters to charming holiday homes nestled amidst palm-fringed shores, our curated selection caters to every preference and ensures an unforgettable retreat.
Indulge in the epitome of luxury with our Mediterranean and Caribbean villas, boasting opulent amenities such as private pools, spacious outdoor terraces, serene gardens, and breathtaking ocean views. Whether you're seeking a romantic escape, a family adventure, or a group getaway, our listings offer the perfect blend of comfort and sophistication.
Escape the winter chill and bask in the warmth of the Mediterranean or Caribbean sun. Explore our collection of holiday homes and villas, meticulously curated to provide the ultimate sanctuary for your winter retreat. With Casai, your dream vacation awaits.
Winter Rental: Explore Top Destinations
Frequently Asked Questions About New Smyrna Beach Winter Rentals
What are the top rated Winter Rentals in New Smyrna Beach?
There are a lot of options in New Smyrna Beach. If you plan on staying in the New Smyrna Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in New Smyrna Beach:
- 4 br - 3ba- Sleeps 9 Beautiful Oceanfront Family home with private beach access
- OCEANFRONT! 2024 Luxuriously Renovated & Prof Decorated Condo on No Drive Beach
- Gorgeous Oceanfront 3 Bed/3 Bath-Feels Like You Are Floating On the Water!
- Bob’s Beachfront Bungalow
- Luxury Beachside Home with private heated pool and spa.
- Luxury 3bed 3bath. Direct Oceanfront. 2 balconies. Walk to Flagler.
- End of Summer Discounts 2026-SPECTACULAR OCEANFRONT, 3-Separate Private Bedrooms
- Direct Oceanfront Home 4BR 3BA Sleeps 12 Near Flagler Ave All Fees Included
- Beautifully Updated Ground Floor Condo, Direct OCEAN Front on NO-DRIVE Beach!
- 2 mastrs, htd salt lap pool, SPA, 2mins walk to beach - Happy Island Retreat
How much does it cost to rent a place to stay near New Smyrna Beach in the wintertime?
The average cost for winter rentals in New Smyrna Beach is $345 per night. Casai has a wide list of great winter places to stay near New Smyrna Beach that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in New Smyrna Beach that allow pets?
Yes, here are the top cottage/chalet rentals in New Smyrna Beach that allow you to bring your pet or dog:
- 1 Bdrm.2026 Year-round time slots .great View & Reviews.on the no drive sand
- Luxury New Smyrna Beach Condo w/Resort Amenities!
- Inn On the Avenue
- Best of Both Worlds! Direct Ocean Front and Flagler Ave!
See all pet-friendly vacation rentals in New Smyrna Beach on Casai.com
Do you have any winter rentals in New Smyrna Beach that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in New Smyrna Beach to find what works for you.
Are there winter accommodations in New Smyrna Beach that have indoor swimming pools?
As of 2026, the data from Casai.com shows that there are over 1962 private swimming pools or indoor pools accommodations near New Smyrna Beach along with other great amenities.
Do any winter holiday rentals in New Smyrna Beach have hot tubs?
About 1962 holiday rentals in New Smyrna Beach boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in New Smyrna Beach?
Yes, there are many luxury places to stay in New Smyrna Beach for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near New Smyrna Beach with all the best amenities for your next trip.
