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Check prices for these dates

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Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Vacation Homes in Osteen

Pirates Cove Resort Studios
Premium Studio, 2 Queen Beds, Kitchen, Ocean View | 1 bedroom, desk, soundproofing, iron/ironing board

Pirates Cove Resort Studios

3.0 star property
6.2 out of 10, (138)
"Nice clean room with great water view!"
$132 nightly
The price is $140
Aug 13 - Aug 14
Total includes taxes and fees
Pirates Cove Resort Studios
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
Exterior

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. "
$136 nightly
The price is $150
Aug 19 - Aug 20
Total includes taxes and fees
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
Casa Winter Park
Outdoor pool

Casa Winter Park

9.8 out of 10, Exceptional, (114)
"Perfect house for a family gathering. Will definitely book again. "
Casa Winter Park
BEACHFRONT NEWLY remodeled 4 bed/4 Bath 1/2 Block from the Main strip & shops!
On the beach, sun loungers, beach towels

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!
Pool House Daytona Beach Area Florida
Fridge, microwave, oven, stovetop

Pool House Daytona Beach Area Florida

10.0 out of 10, Exceptional, (94)
"We stayed at Lori’s lovely home while in town for ours son’s graduation at Embry-Riddle. Location is perfect close to everything we need. Her house is well kept and stocked with all the little things. My family really enjoyed our trip. "
Pool House Daytona Beach Area Florida
4 br - 3ba- Sleeps 9 Beautiful Oceanfront Family home with private beach access
Fridge, microwave, oven, stovetop

4 br - 3ba- Sleeps 9 Beautiful Oceanfront Family home with private beach access

10.0 out of 10, Exceptional, (150)
"Excellent experience with family and friends. The home exceeded our expectations."
4 br - 3ba- Sleeps 9 Beautiful Oceanfront Family home with private beach access
Firepit + Pool Table + Grill + 8mi to Blue Springs
Game room

Firepit + Pool Table + Grill + 8mi to Blue Springs

2.0 out of 10, (1)
"We had this vacation planned out for several weeks. We where celebrating my brothers Sobriety of ONE full year. We pulled our 26 foot boat and bikes down there knowing there was 2 acres and bike trails leading to blue springs. We where 30 mins out and the host (Angela) canceled our stay leaving 8 of us with out a place to stay. The only option was a hotel..... it ruined or vacation plans, and caused unnecessary stress. There reasoning for canceling was Due to "house rules" that they have to rent...
Firepit + Pool Table + Grill + 8mi to Blue Springs
Spacious 5-bedroom house South Daytona with Movie room, Hot tub & Gameroom
Outdoor spa tub

Spacious 5-bedroom house South Daytona with Movie room, Hot tub & Gameroom

9.0 out of 10, Wonderful, (2)
"Perfectly located gorgeous getaway house..."
$401 nightly
The price is $445
Aug 14 - Aug 15
Total includes taxes and fees
Spacious 5-bedroom house South Daytona with Movie room, Hot tub & Gameroom
Surfside Shangri-La
Dining

Surfside Shangri-La

9.0 out of 10, Wonderful, (8)
"Me & my family enjoyed our stay very well. We look forward to staying again. Thank you for having us."
$352 nightly
The price is $391
Aug 15 - Aug 16
Total includes taxes and fees
Surfside Shangri-La
Luxury Beachside Home w\private heated pool/spa Bikers welcome!
Exterior

Luxury Beachside Home w\private heated pool/spa Bikers welcome!

10.0 out of 10, Exceptional, (72)
"Beautiful house close to the beach. We really enjoyed our stay! "
Luxury Beachside Home w\private heated pool/spa Bikers welcome!
Swim, Golf & Relax: Lovely Home in Lake Mary
Fridge, microwave, stovetop, dishwasher

Swim, Golf & Relax: Lovely Home in Lake Mary

9.8 out of 10, Exceptional, (6)
"We stayed here to be close enough to Apopka to visit family , but have plenty of room for ourselves. The host was very easy to communicate with. The host was accommodating and made our stay very pleasant. I enjoyed being able to go outside with my coffee by the pool & the smell of the flowering bush to pool was delightful. I enjoy the convenience of an onsite laundry and a full kitchen.I will stay here again!"
Swim, Golf & Relax: Lovely Home in Lake Mary
Florida Vacation with pool fun for families
Dining

Florida Vacation with pool fun for families

9.6 out of 10, Exceptional, (30)
"The place is perfectly located and clean. Loved it "
$313 nightly
The price is $346
Aug 18 - Aug 19
Total includes taxes and fees
Florida Vacation with pool fun for families
Tranquil 3-bedroom house in Sanford with AC, WiFi
Fridge, microwave, oven, stovetop

Tranquil 3-bedroom house in Sanford with AC, WiFi

9.8 out of 10, Exceptional, (17)
"Beautiful place to stay near the airport "
$214 nightly
The price is $237
Aug 14 - Aug 15
Total includes taxes and fees
Tranquil 3-bedroom house in Sanford with AC, WiFi
Sunny 5-bedroom Family Central Florida Getaway - AC, WiFi & Private Garden
Outdoor dining

Sunny 5-bedroom Family Central Florida Getaway - AC, WiFi & Private Garden

Sunny 5-bedroom Family Central Florida Getaway - AC, WiFi & Private Garden
House close to Downtown Orlando has Walking trail and next to Baldwin Park Lake
Fridge, microwave, oven, stovetop

House close to Downtown Orlando has Walking trail and next to Baldwin Park Lake

9.8 out of 10, Exceptional, (16)
"Our VRBO was great and the area was great. Baldwin Park is a darling community with great walking paths and plenty of beautiful views. Close to everything! Such an enjoyable stay!"
House close to Downtown Orlando has Walking trail and next to Baldwin Park Lake
Stylish & Cozy King Bed Retreat @ Baldwin Park
Fridge, microwave, oven, stovetop

Stylish & Cozy King Bed Retreat @ Baldwin Park

10.0 out of 10, Exceptional, (2)
"My husband and I enjoyed our time at this location even though we didn’t do a lot, but it was just what we needed."
Stylish & Cozy King Bed Retreat @ Baldwin Park
Pool, 7 Bed 7 Bath, Direct Oceanfront, 4 Kitchens
Pool

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
THE CHLOE by EVRH
Terrace/patio

THE CHLOE by EVRH

9.0 out of 10, Wonderful, (65)
"This house was great for our stay. The decor and cleanliness was great. "
$475 nightly
The price is $525
Aug 14 - Aug 15
Total includes taxes and fees
THE CHLOE by EVRH
Resort Like Private Pool Waterfront Retreat 4/2 Home in Orlando Weekly discounts
Property grounds

Resort Like Private Pool Waterfront Retreat 4/2 Home in Orlando Weekly discounts

10.0 out of 10, Exceptional, (119)
"Well maintained property… perfect for family! Great communication and very clean! Highly recommend!"
Resort Like Private Pool Waterfront Retreat 4/2 Home in Orlando Weekly discounts
Cozy DaytonaBeach Getaway w/KingBed & Pet Friendly
Dining

Cozy DaytonaBeach Getaway w/KingBed & Pet Friendly

10.0 out of 10, Exceptional, (24)
"Great location for what we were in the area for. The host was very accommodating. We booked this home for next years stay. "
Cozy DaytonaBeach Getaway w/KingBed & Pet Friendly
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

The Shores Resort & Spa

The Shores Resort & Spa

10/10 Excellent
"I have 2 teen age daughters I appreciated the security of the property going to and from the beach."
NANCY 1-night trip
Posted 12 hours ago
The Shores Resort & Spa