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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

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

Florida Guest House with Private pool & WiFi
Outdoor pool

Florida Guest House with Private pool & WiFi

10.0 out of 10, Exceptional, (32)
"It’s a nice guest house, as described. I liked that it was a quiet area. "
The price is AED 511
AED 1,051 total
includes taxes & fees
28 Apr - 29 Apr
Florida Guest House with Private pool & WiFi
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (22)
"Clean and cozy"
The price is AED 331
AED 549 total
includes taxes & fees
24 Apr - 25 Apr
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
Tiny Hidden Cottage
Fridge, microwave, stovetop, coffee/tea maker

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (38)
"Host provided eggs from chickens that roost on the property - nice extra!"
The price is AED 290
AED 563 total
includes taxes & fees
27 Apr - 28 Apr
Tiny Hidden Cottage
Looking to Just Get Away??? Cute Cottage with Pool. Close to the Beach!
TV, fireplace, DVD player, books

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

9.6 out of 10, Exceptional, (87)
"Very comfortable clean and absolutely charming place! Quiet and host was very accommodating! We truly enjoyed our peaceful stay! House had everything we needed and then some!! "
Looking to Just Get Away??? Cute Cottage with Pool. Close to the Beach!
Cozy Private Home @ Blue Moon Cottage in Historic Deland, Fl.
2 bedrooms, iron/ironing board, free WiFi, bed sheets

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

9.8 out of 10, Exceptional, (38)
"I recently stayed here with a girlfriend as we had an event to attend at a nearby state park. This cottage has absolutely everything we needed from the kitchen to the laundry to the linens and even a couple things we had forgotten like Q-tips and Band-Aids! There were even camp chairs and a cooler! Renee was a wonderful host and even provided a vegetable steamer when I inquired if there happened to be one available or I could bring my own if needed… If I ever need to travel to this area again...
Cozy Private Home @ Blue Moon Cottage in Historic Deland, Fl.
The Shores Beach Cottage - a Short Walk from the Sand - Daytona Beach Shores
Fridge, microwave, oven, stovetop

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
Property grounds

Incredible Private Lakefront Cottage Retreat

10.0 out of 10, Exceptional, (26)
"One of our best stays. "
The price is AED 496
AED 1,212 total
includes taxes & fees
22 Apr - 23 Apr
Incredible Private Lakefront Cottage Retreat
The Sanford Foodie Guest House
1 bedroom, desk, WiFi, bed sheets

The Sanford Foodie Guest House

9.2 out of 10, Wonderful, (9)
"It was a great place to crash for a night. "
The price is AED 250
AED 760 total
includes taxes & fees
22 Apr - 23 Apr
The Sanford Foodie Guest House
2BR COTTAGE IN SANFORD HISTORIC DISTRICT
Exterior

2BR COTTAGE IN SANFORD HISTORIC DISTRICT

10.0 out of 10, Exceptional, (99)
"This cottage is a quaint spot, inside and out. Cozy, clean and comfortable. Love the location. Great communication."
2BR COTTAGE IN SANFORD HISTORIC DISTRICT
New Smyrna Beach Cottage ~ 1 Mi to Downtown!
Fridge, microwave, stovetop, dishwasher

New Smyrna Beach Cottage ~ 1 Mi to Downtown!

10.0 out of 10, Exceptional, (23)
"We loved our stay at this property! Our host was lovely, checking in was a breeze and the house was beautifully decorated. The hosts attention to detail was above and beyond our expectations!!"
New Smyrna Beach Cottage ~ 1 Mi to Downtown!
Canal Street Alchemy II
Smart TV, books

Canal Street Alchemy II

9.4 out of 10, Exceptional, (11)
"Enjoyed our stay. Nice house"
Canal Street Alchemy II
The Pink Door Cottage-Historic Sanford
Terrace/patio

The Pink Door Cottage-Historic Sanford

10.0 out of 10, Exceptional, (13)
"This property was nice and met our needs very well. It is on a street that is decent, but the house backs up to a beautiful historic district with great areas to walk and explore. Felt very safe and enjoyed the area tremendously. "
The Pink Door Cottage-Historic Sanford
Orlando Home w/ Private Pool: 10 Mi to UCF Campus!
Outdoor pool

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!
Interior

New Smyrna Beach Vacation Rental w/ Patio & Grill!

3.0 star property
10.0 out of 10, Exceptional, (2)
"This property is wonderful. It was supplied with everything you could possible want. I would definitely rent there again. "
New Smyrna Beach Vacation Rental w/ Patio & Grill!
5 Mi to Dtwn Orlando: Historic Hideaway!
Interior

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!
Cottage (1 Bedroom) | Interior

New Smyrna Beach Cottage ~ 1 Mi to Downtown!

3.0 star property
10.0 out of 10, Exceptional, (3)
"My wife and i loved the cottage, were very picky about tidiness and cleanliness and this cottage was perfection. Great area with great food and entertainment just a matter of blocks away. Will definitely book again!!"
New Smyrna Beach Cottage ~ 1 Mi to Downtown!
Hidden Cozy Cottage with queen bed & nearby pickleball courts
Terrace/patio

Hidden Cozy Cottage with queen bed & nearby pickleball courts

10.0 out of 10, Exceptional, (12)
"Great stay ,may stay again another weekend next year when we visit family.Very clean and efficient. "
The price is AED 386
AED 904 total
includes taxes & fees
16 May - 17 May
Hidden Cozy Cottage with queen bed & nearby pickleball courts
Gator Cove: Quaint 2-bedroom, 1-bath cottage, sleeps 4. Great for a peaceful retreat.
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (60)
"Perfect "
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
Interior

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

10.0 out of 10, Exceptional, (9)
"Great"
The Shores Beach Cottage - a Short Walk from the Sand - Daytona Beach Shores
Game Room, Private Pool: South Daytona Home!
Outdoor pool

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

Silver Beach Club
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers

Silver Beach Club

3.5 star property
8.6 out of 10, Excellent, (53)
"Very helpful friendly staff Great bargain for the space"
The price is AED 694
AED 781 total
includes taxes & fees
19 May - 20 May
Silver Beach Club
New Smyrna Waves by Exploria Resorts
Property grounds

New Smyrna Waves by Exploria Resorts

3.0 star property
9.2 out of 10, Wonderful, (218)
"Beautiful location!"
New Smyrna Waves by Exploria Resorts
Fantasy Island Resort, Daytona Beach Shores
Front of property

Fantasy Island Resort, Daytona Beach Shores

4.0 star property
8.6 out of 10, Excellent, (94)
"The people above us must of been playing basketball in their room. The room was worth the price we paid for it. Nice pool area! Love the tables outside the rooms, but not that you could smoke at them, right outside our room. "
The price is AED 394
AED 567 total
includes taxes & fees
30 Apr - 1 May
Fantasy Island Resort, 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.