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Top Holiday Rentals in Osteen

Tropical Suites at Sunglow Resort

4.5 star property
8.6 out of 10, Excellent, (52)
"Clean, easy, family friend! Will definitely be coming back often to stay! So happy i found this place! "
The price is £250
includes taxes & fees
11 Aug - 12 Aug
Tropical Suites at Sunglow Resort

New Smyrna Waves by Exploria Resorts

3.0 star property
9.2 out of 10, Wonderful, (244)
"Our family had a great vacation this place was perfect for our family of 6"
New Smyrna Waves by Exploria Resorts

Fantasy Island Resort, Daytona Beach Shores

4.0 star property
8.6 out of 10, Excellent, (104)
"The people there were very generous and made the stay there very pleasant!!"
The price is £109
includes taxes & fees
17 Aug - 18 Aug
Fantasy Island Resort, Daytona Beach Shores

Silver Beach Club

3.5 star property
8.4 out of 10, Very good, (68)
"Not a good location."
The price is £107
includes taxes & fees
31 Aug - 1 Sept
Silver Beach Club

Castaways Resort Studios

3.0 star property
5.8 out of 10, (83)
"Loved the ocean view from the room-great access to beach thru security door-great hot water shower pressure-comfortable beds-tv had Netflix-great location to dining"
The price is £99
includes taxes & fees
10 Aug - 11 Aug
Castaways Resort Studios

Shoreline Suites & Cabana Cottages

2.0 star property
8.8 out of 10, Excellent, (375)
"Love the location and how cute the cabanas are. "
Shoreline Suites & Cabana Cottages

Pirates Cove Resort Studios

3.0 star property
6.2 out of 10, (138)
"Nice clean room with great water view!"
The price is £104
includes taxes & fees
10 Aug - 11 Aug
Pirates Cove Resort Studios

Vacation Villas

3.0 star property
8.8 out of 10, Excellent, (317)
"We loved our stay here. The staff was amazing. The accommodations weren’t the ritz but we thought they were great for our family and the price. Reminded us of the condo where we used to live in Florida. Quiet neighborhood. Great spot down the road to watch the rocket launches! And overall just a great stay. "
Vacation Villas

Oceanside Inn Studios by Brightwild

3.5 star property
6.0 out of 10, (1)
"I like itvwas right on beach "
The price is £237
includes taxes & fees
25 Aug - 26 Aug
Oceanside Inn Studios by Brightwild

Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!

9.2 out of 10, Wonderful, (220)
"Nice place to stay when waiting to board ship. "
The price is £118
includes taxes & fees
13 Aug - 14 Aug
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!

Breath Taking Oceanfront Penthouse Condo 1 Bed 1 Bath Sleeps 4

9.6 out of 10, Exceptional, (259)
"Spectacular views and location. Great communication with owner. Highly recommend."
Breath Taking Oceanfront Penthouse Condo 1 Bed 1 Bath Sleeps 4

Ocean Reef # 311 Right On The Beach! Breathtaking Views All Around!

9.8 out of 10, Exceptional, (230)
"Loved the location and had a great weekend stay. Place was very nice and clean"
Ocean Reef # 311 Right On The Beach! Breathtaking Views All Around!

BEACHFRONT NEWLY remodeled 4 bed/4 Bath 1/2 Block from the Main strip & shops!

8.4 out of 10, Very good, (82)
"Check in easy , property extremely accessible, great host , clean house, coming back next year !!!"
BEACHFRONT NEWLY remodeled 4 bed/4 Bath 1/2 Block from the Main strip & shops!

Oceanfront Daytona Beach Studio w/ Pool Access

3.0 star property
4.0 out of 10, (1)
"Not 100% update in room microwave broken unsafe glass on door and room not 100% clean as should be 1 bed looks like slept in with out washing sheets. bed not made just slop together and must be from a yard sale way outdated for the price per night. freezer frost makes unusable may need to thaw? yes not a question just a fact. Does not even come close to as described at time of booking. "
Oceanfront Daytona Beach Studio w/ Pool Access

Ocean Front View from your Balcony and bedroom - one bedroom Condo

2.0 star property
9.8 out of 10, Exceptional, (8)
"We really enjoyed staying in this place. Had everything that we needed and more, very clean and the view was amazing. "
The price is £256
includes taxes & fees
30 Aug - 31 Aug
Ocean Front View from your Balcony and bedroom - one bedroom Condo

Pool, 7 Bed 7 Bath, Direct Oceanfront, 4 Kitchens

9.4 out of 10, Exceptional, (35)
"The property was great for a large group. We appreciated all the bathrooms. Being directly on the beach was priceless. We thoroughly enjoyed our stay. "
Pool, 7 Bed 7 Bath, Direct Oceanfront, 4 Kitchens

Spacious Modern King bed Game Room More

2.0 star property
Spacious Modern King bed Game Room More

Old Florida Home w/ Updates In Quiet Neighborhood

2.0 star property
10.0 out of 10, Exceptional, (6)
"The house was perfect for us. Owner was responsive for anything we needed. The house was clean. It was a very nice older home and was in the area we needed to be. We would stay there again."
Old Florida Home w/ Updates In Quiet Neighborhood

BEACHFRONT COMPLEX FULLY RENOVATED 2025 2 BED 2 BATH 2 POOLS & 2 KIDDIE POOLS

9.8 out of 10, Exceptional, (77)
"Hosts have provided a comfortable, super clean condo on the beach. The attention to detail is over the top!! Decor is beautiful and cozy at the same time. Don't want to leave"
BEACHFRONT COMPLEX FULLY RENOVATED 2025 2 BED 2 BATH 2 POOLS & 2 KIDDIE POOLS

Oceanview Condo-Clean & Comfy-WIFI in Daytona Beach Shores

9.8 out of 10, Exceptional, (9)
"All was great "
The price is £158
includes taxes & fees
10 Aug - 11 Aug
Oceanview Condo-Clean & Comfy-WIFI in Daytona Beach Shores
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 Osteen Hotel Reviews

Frequently asked questions

Can I find holiday rentals in Osteen?

Yes, there are holiday rentals in Osteen close to Pell's Citrus & Nursery, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Osteen has to offer?

Pirates Cove Resort Studios: This holiday home rental outside of Osteen is on the beach, and equipped with air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a stovetop, a microwave and a coffee maker.

What’s there to see and do in Osteen?

Lake Jesup and Lake Monroe Conservation Area are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Pell's Citrus & Nursery. Lake Jesup Conservation Area and Lake Ashby Park are other places to visit while you're in town.

What’s a holiday rental in Osteen like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Osteen. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for families.