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Compare 106 Cottages in Osteen with updated reviews, rates, and availability.

Florida Guest House with Private pool & WiFi

10.0 out of 10, Exceptional, (34)
"Very much enjoyed our stay. Weather didn’t allow pool use; but I’m sure it would have been great."
The price is AED 459
AED 993 total
includes taxes & fees
2 Jun - 3 Jun
Florida Guest House with Private pool & WiFi

The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

9.6 out of 10, Exceptional, (24)
"This isn't our first time staying and won't be our last! The location is great, has everything we need for a short stay (or longer) and the host is wonderful, quick to respond, and super helpful. "
The price is AED 331
AED 549 total
includes taxes & fees
6 May - 7 May
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (38)
"The house is perfect for my weekend trips to the area and I plan to stay there again if my travels permit. "
The price is AED 290
AED 563 total
includes taxes & fees
4 May - 5 May
Tiny Hidden Cottage

Looking to Just Get Away??? Cute Cottage with Pool. Close to the Beach!

9.6 out of 10, Exceptional, (88)
"place was as advertised. Good location close to many things. Hosts were friendly and responsive. We would stay again."
Looking to Just Get Away??? Cute Cottage with Pool. Close to the Beach!

Cozy Private Home @ Blue Moon Cottage in Historic Deland, Fl.

9.8 out of 10, Exceptional, (38)
"Great check-in, nice location close to vibrant downtown DeLand, clean and well-provisioned cottage. "
Cozy Private Home @ Blue Moon Cottage in Historic Deland, Fl.

The Shores Beach Cottage - a Short Walk from the Sand - Daytona Beach Shores

9.8 out of 10, Exceptional, (26)
"Great place for our trip"
The Shores Beach Cottage - a Short Walk from the Sand - Daytona Beach Shores

Incredible Private Lakefront Cottage Retreat

10.0 out of 10, Exceptional, (26)
"My partner and I were so awestruck by the beauty of the property! The house was immaculately clean and the location was perfect. The lake it sat on was beautiful and serene. We had everything we needed to decompress from the daily grind. We enjoyed the cute and cozy fireplace after visiting nearby botanical gardens. The bed was so comfortable we had a hard time getting up and going. Absolutely one of the best places we have ever stayed, just wish we could have stayed longer! Definitely will be...
The price is AED 507
AED 1,214 total
includes taxes & fees
9 May - 10 May
Incredible Private Lakefront Cottage Retreat

The Sanford Foodie Guest House

9.2 out of 10, Wonderful, (9)
"Great spot if you are visiting the area. The host was nice and helpful!"
The price is AED 364
AED 910 total
includes taxes & fees
7 May - 8 May
The Sanford Foodie Guest House

2BR COTTAGE IN SANFORD HISTORIC DISTRICT

10.0 out of 10, Exceptional, (98)
"Our stay was great, the level of detail in the renovations as well as the extra efforts taken to provide comfort and experience were very evident. The linens were high quality and the kitchen had everything I needed to cook. I had to communicate more than most VRBO stays due to some logistical changes and Wayne was very accommodating and responsive. Historic Sanford is very charming with plenty to do within walking distance. The entire family was happy, I highly recommend this rental!"
2BR COTTAGE IN SANFORD HISTORIC DISTRICT

New Smyrna Beach Cottage ~ 1 Mi to Downtown!

10.0 out of 10, Exceptional, (20)
"Super clean, cutest decor ever!! Loved the location and all the little details, including the television stand in the bedroom."
New Smyrna Beach Cottage ~ 1 Mi to Downtown!

Canal Street Alchemy II

9.4 out of 10, Exceptional, (11)
"Property is beautifully appointed. "
Canal Street Alchemy II

The Pink Door Cottage-Historic Sanford

10.0 out of 10, Exceptional, (13)
"Super clean, comfortable home within walking distance to Sanford downtown. You’re right smack in the middle of the historic district if you stay on this charming home. We walked everywhere and really enjoyed the location. The house as well had everything you’d need. "
The Pink Door Cottage-Historic Sanford

Orlando Home w/ Private Pool: 10 Mi to UCF Campus!

3.0 star property
Orlando Home w/ Private Pool: 10 Mi to UCF Campus!

New Smyrna Beach Vacation Rental w/ Patio & Grill!

3.0 star property
10.0 out of 10, Exceptional, (2)
"This place was amazing pictures do not do justice 😍😍😍😍😍 little quiet get away "
New Smyrna Beach Vacation Rental w/ Patio & Grill!

5 Mi to Dtwn Orlando: Historic Hideaway!

3.0 star property
5 Mi to Dtwn Orlando: Historic Hideaway!

New Smyrna Beach Cottage ~ 1 Mi to Downtown!

3.0 star property
10.0 out of 10, Exceptional, (3)
"Well equipped, clean and comfortable "
New Smyrna Beach Cottage ~ 1 Mi to Downtown!

Hidden Cozy Cottage with queen bed & nearby pickleball courts

10.0 out of 10, Exceptional, (12)
"Suite was super comfy and attention to detail in furnishings was great"
Hidden Cozy Cottage with queen bed & nearby pickleball courts

Gator Cove: Quaint 2-bedroom, 1-bath cottage, sleeps 4. Great for a peaceful retreat.

9.6 out of 10, Exceptional, (59)
"Great experience. Perfect place for our extended family. Very comfortable. Well done! Wonderful hosts. "
Gator Cove: Quaint 2-bedroom, 1-bath cottage, sleeps 4. Great for a peaceful retreat.

The Shores Beach Cottage - a Short Walk from the Sand - Daytona Beach Shores

10.0 out of 10, Exceptional, (9)
"The location and ease of check in made this the perfect place for our weekend stay."
The Shores Beach Cottage - a Short Walk from the Sand - Daytona Beach Shores

Game Room, Private Pool: South Daytona Home!

3.0 star property
Game Room, Private Pool: South Daytona Home!
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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Other property types in Osteen

Fantasy Island Resort, Daytona Beach Shores

4.0 star property
8.6 out of 10, Excellent, (94)
"I love how this motel is right on the ocean and has a pool. The rooms are clean and have a stove, refrigerator, sink, and dishwasher. This was the second gone k stayed here and I love it! "
The price is AED 322
AED 486 total
includes taxes & fees
7 May - 8 May
Fantasy Island Resort, Daytona Beach Shores

Silver Beach Club

3.5 star property
8.6 out of 10, Excellent, (56)
"The room were very spacious and great views!"
The price is AED 606
AED 682 total
includes taxes & fees
4 May - 5 May
Silver Beach Club

New Smyrna Waves by Exploria Resorts

3.0 star property
9.2 out of 10, Wonderful, (223)
"Loved our stay there for the week!"
New Smyrna Waves by Exploria Resorts
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.