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Compare 1392 Vacation Homes in Osteen with updated reviews, rates, and availability.

Pirates Cove Resort Studios

3.0 star property
6.2 out of 10, (132)
"We enjoyed our stay. The room was clean. The ocean view was perfect. "
The price is AED 244
AED 527 total
includes taxes & fees
4 May - 5 May
Pirates Cove Resort Studios

SPECIAL RATES during Balcony Construction 3 bedroom 3 bath on the beach

10.0 out of 10, Exceptional, (82)
"Beautiful property, clean, well appointed with simple after hours check-in procedure. I highly recommend unit 208 Thanks Daytona Sugar Daddy's. "
SPECIAL RATES during Balcony Construction 3 bedroom 3 bath on the beach

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

9.2 out of 10, Wonderful, (197)
"Comfortable just simple nice little place "
The price is AED 239
AED 423 total
includes taxes & fees
12 May - 13 May
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!

The Cozy Crash Pad: Tiny House Experience

9.6 out of 10, Exceptional, (17)
"I stayed in the tiny house for a week while working in Orlando and loved it! It is in a very quiet and peaceful area of town. I will definitely stay here again in the future. "
The price is AED 235
AED 545 total
includes taxes & fees
11 May - 12 May
The Cozy Crash Pad: Tiny House Experience

THE CHLOE by EVRH

9.0 out of 10, Wonderful, (57)
"Overall, our stay was great! We loved the firepit outside, the unique sinks, and the inspirational messages around the house. There were a few minor issues. Despite these small things, we really enjoyed our time and appreciated the clean rooms and plenty of towels."
The price is AED 437
AED 1,918 total
includes taxes & fees
6 May - 7 May
THE CHLOE by EVRH

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

10.0 out of 10, Exceptional, (24)
"Was a great place to stay in town for a wedding. Would recommend all the way around!"
The price is AED 533
AED 1,032 total
includes taxes & fees
5 May - 6 May
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

The little Lake House - Beautiful Lake Front Cottage - Close to Everything !

10.0 out of 10, Exceptional, (27)
"We enjoyed our stay at the little lake house. It was well-appointed, immaculate, had very cozy beds/bed linens and was close to town. The view of the lake from the livingroom was lovely. We also were thankful for the coffee and creamers as well as other snacks left for us upon our arrival. Would highly recommend. "
The little Lake House - Beautiful Lake Front Cottage - Close to Everything !

NO PET FEES-Titusville/Space Coast 2bed/2.5bath Townhouse w/Garden

10.0 out of 10, Exceptional, (54)
"Very clean and very nice place. Ideal location. Well decorated and stocked, super clean and every detail thought of. Highly recommend. "
NO PET FEES-Titusville/Space Coast 2bed/2.5bath Townhouse w/Garden

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

8.4 out of 10, Very Good, (77)
"Owner recognized and is addressing cleanliness and maintenance items, which will make this a wonderful listing. Location is perfect! "
BEACHFRONT NEWLY remodeled 4 bed/4 Bath 1/2 Block from the Main strip & shops!

2 mastrs, pvt htd salt lap pool, SPA, 2mins walk to beach - Happy Island Retreat

10.0 out of 10, Exceptional, (55)
"Great location, great accommodations, and such a fun area! Can’t thank you enough for a wonderful stay!"
2 mastrs, pvt htd salt lap pool, SPA, 2mins walk to beach - Happy Island Retreat

Private Luxury Pool / Smart-home

9.6 out of 10, Exceptional, (65)
"Fantastic place to stay in great location. "
Private Luxury Pool / Smart-home

Private tropical paradise in the heart of the community! Pool and Welcome Basket

9.8 out of 10, Exceptional, (72)
"Plenty of space, great accommodation. Great amenities, amazing cookies.10 out of 10"
Private tropical paradise in the heart of the community! Pool and Welcome Basket

The Atlantic House - The Beach at Your Backdoor!

10.0 out of 10, Exceptional, (51)
"Terrific property and location for our large group."
The price is AED 1,837
AED 3,725 total
includes taxes & fees
7 May - 8 May
The Atlantic House - The Beach at Your Backdoor!

Ocean Front Beach Home Private Pool/Spa Great Location 6-seat Golf Cart for Rent

10.0 out of 10, Exceptional, (62)
"We enjoyed our stay, the private beach access with lifeguard, golf kart, proximity to town and the hot tub were wonderful. The only negatives are the stairs to the second level are narrow and small and the bathrooms downstairs and very small. The property manager was fabulous to deal with and was quick to respond and resolve issues. We would definitely return. "
Ocean Front Beach Home Private Pool/Spa Great Location 6-seat Golf Cart for Rent

Casa Winter Park

9.8 out of 10, Exceptional, (108)
"Perfect location and place for a Thanksgiving wknd stay! Each room had its own private bathroom which was very nice for our family. Kitchen was stocked for us to prepare a nice meal on the holiday. Location was great close to UCF where our daughter works! I can’t say enough good about this property! "
Casa Winter Park

Cozy House in Orlando w Large Yard 20m to Downtown

9.4 out of 10, Exceptional, (3)
"We really enjoyed the large backyard! Everything was clean and comfortable. "
The price is AED 433
AED 940 total
includes taxes & fees
12 May - 13 May
Cozy House in Orlando w Large Yard 20m to Downtown

Deland Hideaway: Firepit + Pool Table on 2 acres!

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...
Deland Hideaway: Firepit + Pool Table on 2 acres!

3 Bed 2 Ba, Wifi, Kitchen, Walk to Beach, FirePit

9.4 out of 10, Exceptional, (16)
"We stayed here for a month. It was a nice house with everything we needed. I was able to make a full Thanksgiving meal in the kitchen. We really enjoyed being close to the beach and close to the yoga studio I go to when in Florida. We would definitely stay here again. "
3 Bed 2 Ba, Wifi, Kitchen, Walk to Beach, FirePit

UP TO 2 COTTAGES AVAILABLE, PRIVATE POOL, COURTYARD, STEPS FROM FLAGLER AVE.

9.6 out of 10, Exceptional, (15)
"Charm and location are perfect."
UP TO 2 COTTAGES AVAILABLE, PRIVATE POOL, COURTYARD, STEPS FROM FLAGLER AVE.

DIRECT BEACH ACCESS OCEAN FT HOME; 4 BDRM, 3 BATH, 2 MASTER SUITES SLEEPS 12 MAX

9.8 out of 10, Exceptional, (67)
"Overall a great stay. We had 9 adults and all were comfortable. Fantastic beachfront patio."
DIRECT BEACH ACCESS OCEAN FT HOME; 4 BDRM, 3 BATH, 2 MASTER SUITES SLEEPS 12 MAX
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.